#METABOLOMICS WORKBENCH anderbra_20230502_093501 DATATRACK_ID:3996 STUDY_ID:ST003302 ANALYSIS_ID:AN005410 PROJECT_ID:PR002052
VERSION             	1
CREATED_ON             	July 7, 2024, 6:25 pm
#PROJECT
PR:PROJECT_TITLE                 	Untargeted Dialysate Metabolomics Identification and Detection of Novel
PR:PROJECT_TITLE                 	Neurochemicals via Benzoyl Chloride Derivatization
PR:PROJECT_SUMMARY               	This study combines these strategies to obtain in-depth untargeted chemical
PR:PROJECT_SUMMARY               	identification of dialysate. We target the rat dorsal and ventral striatum,
PR:PROJECT_SUMMARY               	given its importance in motivation, movement, and reward processing and identify
PR:PROJECT_SUMMARY               	489 compounds. Despite the depth of analysis, many well-known neurochemicals,
PR:PROJECT_SUMMARY               	such as all neurotransmitters, were not identified in the untargeted method.
PR:PROJECT_SUMMARY               	These compounds could be detected using BzCl derivation in a targeted method
PR:PROJECT_SUMMARY               	though. By tracking isotopic BzCl feature pair detection and filtering of MS/MS
PR:PROJECT_SUMMARY               	spectra by known benzoyl fragment ions, we found 872 unique features in
PR:PROJECT_SUMMARY               	dialysate suggesting many unknown compounds remain to be identified in
PR:PROJECT_SUMMARY               	dialysate.
PR:INSTITUTE                     	University of Michigan
PR:LAST_NAME                     	Anderson
PR:FIRST_NAME                    	Brady
PR:ADDRESS                       	930 N. University Ann Arbor, MI 48109
PR:EMAIL                         	anderbra@umich.edu
PR:PHONE                         	6519256798
PR:FUNDING_SOURCE                	NIH (NINDD,NIEHS)
PR:PUBLICATIONS                  	to be updated later
PR:CONTRIBUTORS                  	Brady Anderson, Pavlo Popov, Amanda Cicali, Adana Nwamba, Charles R. Evans,
PR:CONTRIBUTORS                  	Robert T. Kennedy
#STUDY
ST:STUDY_TITLE                   	Untargeted Dialysate Metabolomics Identification and Detection of Novel
ST:STUDY_TITLE                   	Neurochemicals via Benzoyl Chloride Derivatization
ST:STUDY_SUMMARY                 	This study combines these strategies to obtain in-depth untargeted chemical
ST:STUDY_SUMMARY                 	identification of dialysate. We target the rat dorsal and ventral striatum,
ST:STUDY_SUMMARY                 	given its importance in motivation, movement, and reward processing and identify
ST:STUDY_SUMMARY                 	489 compounds. Despite the depth of analysis, many well-known neurochemicals,
ST:STUDY_SUMMARY                 	such as all neurotransmitters, were not identified in the untargeted method.
ST:STUDY_SUMMARY                 	These compounds could be detected using BzCl derivation in a targeted method
ST:STUDY_SUMMARY                 	though. By tracking isotopic BzCl feature pair detection and filtering of MS/MS
ST:STUDY_SUMMARY                 	spectra by known benzoyl fragment ions, we found 872 unique features in
ST:STUDY_SUMMARY                 	dialysate suggesting many unknown compounds remain to be identified in
ST:STUDY_SUMMARY                 	dialysate.
ST:INSTITUTE                     	University of Michigan
ST:LAST_NAME                     	Anderson
ST:FIRST_NAME                    	Brady
ST:ADDRESS                       	930 N. University Ann Arbor, MI, 48109, USA
ST:EMAIL                         	anderbra@umich.edu
ST:PHONE                         	734-615-4376
ST:NUM_GROUPS                    	1
ST:TOTAL_SUBJECTS                	6
ST:NUM_MALES                     	6
ST:STUDY_COMMENTS                	Sprague Dawley Rats
ST:PUBLICATIONS                  	to be updated later
#SUBJECT
SU:SUBJECT_TYPE                  	Mammal
SU:SUBJECT_SPECIES               	Rattus norvegicus
SU:TAXONOMY_ID                   	10116
SU:AGE_OR_AGE_RANGE              	75 days (average)
SU:WEIGHT_OR_WEIGHT_RANGE        	340-375 g
SU:GENDER                        	Male
SU:ANIMAL_ANIMAL_SUPPLIER        	Charles River Laboratory
SU:ANIMAL_HOUSING                	Group housed (3 per cage)
SU:ANIMAL_LIGHT_CYCLE            	Reversed light cycle (12 h on, 12 h off)
SU:ANIMAL_FEED                   	Lab diet 5LOD rat chow
SU:SPECIES_GROUP                 	Sprague Dawley
#SUBJECT_SAMPLE_FACTORS:         	SUBJECT(optional)[tab]SAMPLE[tab]FACTORS(NAME:VALUE pairs separated by |)[tab]Raw file names and additional sample data
SUBJECT_SAMPLE_FACTORS           	-	RPLC_1x_Dialysate_Pos	Sample type:Dialysate | Dialysate concentration:1x	Chromatography=Reversed phase; Ionization mode=Positive; RAW_FILE_NAME=2023_0128_RPLC_1x_Dialysate_Pos_MS1_01.mzML
SUBJECT_SAMPLE_FACTORS           	-	RPLC_10x_Dialysate_Pos	Sample type:Dialysate | Dialysate concentration:10x	Chromatography=Reversed phase; Ionization mode=Positive; RAW_FILE_NAME=2023_0128_RPLC_10x_Dialysate_Pos_MS1_01.mzML
SUBJECT_SAMPLE_FACTORS           	-	RPLC_aCSF_Pos	Sample type:aCSF | Dialysate concentration:N/A	Chromatography=Reversed phase; Ionization mode=Positive; RAW_FILE_NAME=2023_0128_RPLC_aCSF_Pos_MS1_01.mzML
SUBJECT_SAMPLE_FACTORS           	-	RPLC_Blank_Pos_01	Sample type:Blank | Dialysate concentration:N/A	Chromatography=Reversed phase; Ionization mode=Positive; RAW_FILE_NAME=2023_0128_RPLC_Blank_Pos_MS1_01.mzML
SUBJECT_SAMPLE_FACTORS           	-	RPLC_Blank_Pos_02	Sample type:Blank | Dialysate concentration:N/A	Chromatography=Reversed phase; Ionization mode=Positive; RAW_FILE_NAME=2023_0128_RPLC_Blank_Pos_MS1_02.mzML
SUBJECT_SAMPLE_FACTORS           	-	RPLC_1x_Dialysate_Neg	Sample type:Dialysate | Dialysate concentration:1x	Chromatography=Reversed phase; Ionization mode=Negative; RAW_FILE_NAME=2023_0128_RPLC_1x_Dialysate_Neg
SUBJECT_SAMPLE_FACTORS           	-	RPLC_10x_Dialysate_Neg	Sample type:Dialysate | Dialysate concentration:10x	Chromatography=Reversed phase; Ionization mode=Negative; RAW_FILE_NAME=2023_0128_RPLC_10x_Dialysate_Neg
SUBJECT_SAMPLE_FACTORS           	-	RPLC_aCSF_Neg	Sample type:aCSF | Dialysate concentration:N/A	Chromatography=Reversed phase; Ionization mode=Negative; RAW_FILE_NAME=2023_0128_RPLC_aCSF_Neg
SUBJECT_SAMPLE_FACTORS           	-	RPLC_Blank_Neg_01	Sample type:Blank | Dialysate concentration:N/A	Chromatography=Reversed phase; Ionization mode=Negative; RAW_FILE_NAME=2023_0128_RPLC_Blank_Neg_01
SUBJECT_SAMPLE_FACTORS           	-	RPLC_Blank_Neg_02	Sample type:Blank | Dialysate concentration:N/A	Chromatography=Reversed phase; Ionization mode=Negative; RAW_FILE_NAME=2023_0128_RPLC_Blank_Neg_02
SUBJECT_SAMPLE_FACTORS           	-	HILIC_1x_Dialysate_Pos	Sample type:Dialysate | Dialysate concentration:1x	Chromatography=Hydrophilic interaction liquid chromatography; Ionization mode=Positive; RAW_FILE_NAME=2023_0130_HILIC_1x_Dialysate_Pos_MS1_01.mzML
SUBJECT_SAMPLE_FACTORS           	-	HILIC_10x_Dialysate_Pos	Sample type:Dialysate | Dialysate concentration:10x	Chromatography=Hydrophilic interaction liquid chromatography; Ionization mode=Positive; RAW_FILE_NAME=2023_0130_HILIC_10x_Dialysate_Pos_MS1_01.mzML
SUBJECT_SAMPLE_FACTORS           	-	HILIC_Blank_Pos_01	Sample type:Blank | Dialysate concentration:N/A	Chromatography=Hydrophilic interaction liquid chromatography; Ionization mode=Positive; RAW_FILE_NAME=2023_0130_HILIC_Blank_Pos_MS1_01.mzML
SUBJECT_SAMPLE_FACTORS           	-	HILIC_Blank_Pos_02	Sample type:Blank | Dialysate concentration:N/A	Chromatography=Hydrophilic interaction liquid chromatography; Ionization mode=Positive; RAW_FILE_NAME=2023_0130_HILIC_Blank_Pos_MS1_02.mzML
SUBJECT_SAMPLE_FACTORS           	-	HILIC_1x_Dialysate_Neg	Sample type:Dialysate | Dialysate concentration:1x	Chromatography=Hydrophilic interaction liquid chromatography; Ionization mode=Negative; RAW_FILE_NAME=2023_0130_HILIC_1x_Dialysate_Neg_MS1_01.mzML
SUBJECT_SAMPLE_FACTORS           	-	HILIC_10x_Dialysate_Neg	Sample type:Dialysate | Dialysate concentration:10x	Chromatography=Hydrophilic interaction liquid chromatography; Ionization mode=Negative; RAW_FILE_NAME=2023_0130_HILIC_10x_Dialysate_Neg_MS1_01.mzML
SUBJECT_SAMPLE_FACTORS           	-	HILIC_Blank_Neg_01	Sample type:Blank | Dialysate concentration:N/A	Chromatography=Hydrophilic interaction liquid chromatography; Ionization mode=Negative; RAW_FILE_NAME=2023_0130_HILIC_Blank_Neg_MS1_01.mzML
SUBJECT_SAMPLE_FACTORS           	-	HILIC_Blank_Neg_02	Sample type:Blank | Dialysate concentration:N/A	Chromatography=Hydrophilic interaction liquid chromatography; Ionization mode=Negative; RAW_FILE_NAME=2023_0130_HILIC_Blank_Neg_MS1_02.mzML
#COLLECTION
CO:COLLECTION_SUMMARY            	For this study, animal treatment was approved by the University Committee on Use
CO:COLLECTION_SUMMARY            	and Care of Animals (UCUCA) at the University of Michigan, the National
CO:COLLECTION_SUMMARY            	Institute of Health (NIH) Guidelines for the Care and Use of Laboratory Animals.
CO:COLLECTION_SUMMARY            	For dialysate sample collection, we used six male Sprague-Dawley rats (Charles
CO:COLLECTION_SUMMARY            	River Laboratories; Wilmington, MA), approximately 75 days old and weighing 340
CO:COLLECTION_SUMMARY            	to 375 g. Rats were group-housed before and after stereotaxic surgery in a
CO:COLLECTION_SUMMARY            	reverse light cycle vivarium (12 h on/12 h off; lights off 6 AM) with ad libitum
CO:COLLECTION_SUMMARY            	access to food and water. Before dialysate collection, a single microdialysis
CO:COLLECTION_SUMMARY            	cannula was implanted using stereotaxic surgery targeting the striatum with
CO:COLLECTION_SUMMARY            	coordinates from bregma: +1.8 AP, ±1.8 ML, -4.0 DV. Animals recovered for 36 to
CO:COLLECTION_SUMMARY            	48 h before microdialysis probe placement. On the day of sample collection (at
CO:COLLECTION_SUMMARY            	the beginning of the rat dark cycle), a microdialysis probe was inserted under
CO:COLLECTION_SUMMARY            	isoflurane anesthesia. CMA 12 Elite microdialysis probes with a 4 mm long
CO:COLLECTION_SUMMARY            	membrane (0.5 mm O.D.) and 20,000-dalton molecular weight cutoff were used
CO:COLLECTION_SUMMARY            	(Harvard Apparatus; Holliston, MA). After insertion, the microdialysis probe
CO:COLLECTION_SUMMARY            	membrane spanned the rostral areas of the dorsomedial striatum, the nucleus
CO:COLLECTION_SUMMARY            	accumbens core, and the lateral nucleus accumbens shell.Before sample
CO:COLLECTION_SUMMARY            	collection, aCSF solution was perfused at a flow rate of 2 uL/min for 45 min,
CO:COLLECTION_SUMMARY            	followed by 30 min at 1 uL/min. After probe conditioning, all samples were
CO:COLLECTION_SUMMARY            	collected at a 1 uL/min perfusion rate and 30-min fractions for 12 continuous
CO:COLLECTION_SUMMARY            	hours. The collected dialysate fractions were kept in a -20 ºC freezer during
CO:COLLECTION_SUMMARY            	the 12-h sampling period and stored in a -80 ºC freezer after.
CO:SAMPLE_TYPE                   	Brain
CO:COLLECTION_METHOD             	Microdialysate
CO:COLLECTION_LOCATION           	Dorsal and ventral striatum
CO:COLLECTION_FREQUENCY          	Continuous
CO:COLLECTION_DURATION           	12 h
CO:VOLUMEORAMOUNT_COLLECTED      	4 mL
CO:STORAGE_CONDITIONS            	-80℃
CO:COLLECTION_TUBE_TEMP          	0 C
#TREATMENT
TR:TREATMENT_SUMMARY             	No treatment was administered. Rats were freely moving with access to food and
TR:TREATMENT_SUMMARY             	water.
#SAMPLEPREP
SP:SAMPLEPREP_SUMMARY            	For underivatized experiments, aliquots of pooled dialysate were transferred to
SP:SAMPLEPREP_SUMMARY            	tapered glass HPLC vials (Thermo Fisher Scientific; Waltham, MA) and dried in an
SP:SAMPLEPREP_SUMMARY            	EZ-2 vacuum centrifuge (GeneVac; Ipswich, United Kingdom) for three hours.
SP:SAMPLEPREP_SUMMARY            	Samples were then preconcentrated 10-fold by volume in 9:1 water:methanol or
SP:SAMPLEPREP_SUMMARY            	85:15 acetonitrile:water for RPLC and HILIC analyses.
SP:PROCESSING_STORAGE_CONDITIONS 	On ice
SP:EXTRACT_STORAGE               	-80℃
#CHROMATOGRAPHY
CH:CHROMATOGRAPHY_SUMMARY        	Reversed phase liquid chromatography (RPLC)
CH:CHROMATOGRAPHY_TYPE           	Reversed phase
CH:INSTRUMENT_NAME               	Thermo Vanquish
CH:COLUMN_NAME                   	Waters ACQUITY UPLC HSS T3 (100 x 2.1mm,1.8um)
CH:SOLVENT_A                     	Water with 0.1% v/v formic acid
CH:SOLVENT_B                     	Methanol with 0.025% v/v formic acid
CH:FLOW_GRADIENT                 	0 min, 0%B; 0-10, 0-99%B; 10-17, 99%B; 17-17.1, 99-0%B; 17.1-20, 0%B
CH:FLOW_RATE                     	0.450 mL/min
CH:COLUMN_TEMPERATURE            	55 C
CH:SAMPLE_INJECTION              	5 uL
CH:WASHING_BUFFER                	9:1 water:methanol
CH:TARGET_SAMPLE_TEMPERATURE     	4 C
#ANALYSIS
AN:ANALYSIS_TYPE                 	MS
#MS
MS:INSTRUMENT_NAME               	Thermo Orbitrap ID-X tribrid
MS:INSTRUMENT_TYPE               	Orbitrap
MS:MS_TYPE                       	ESI
MS:ION_MODE                      	NEGATIVE
MS:MS_COMMENTS                   	Mass spectrometer settings for all full scan (MS1) methods were set as follows:
MS:MS_COMMENTS                   	sheath gas, 40; aux gas, 10; sweep gas, 1; ion transfer tube temp, 325 ºC;
MS:MS_COMMENTS                   	vaporizer temp, 300 ºC; orbitrap resolution. 120000; scan range, 70-800 m/z; RF
MS:MS_COMMENTS                   	lens, 45%; normalized AGC target, 25%; maximum injection time, auto; microscans,
MS:MS_COMMENTS                   	1; data type, profile; internal mass calibration, EASY-ICTM. Spray voltages were
MS:MS_COMMENTS                   	set to 3200 V and -3200 V for positive and negative ionization modes. For MS/MS
MS:MS_COMMENTS                   	methods, the instrument settings above were maintained except for full scan
MS:MS_COMMENTS                   	orbitrap resolution, which was lowered to maximize MS/MS spectra collection. The
MS:MS_COMMENTS                   	data-dependent acquisition methods utilized the following settings: full scan
MS:MS_COMMENTS                   	orbitrap resolution, 60000; intensity threshold, 1.0x104; dynamic exclusion
MS:MS_COMMENTS                   	properties; exclusion duration 3 seconds (exclude after one time with +/- 5
MS:MS_COMMENTS                   	ppm); isolation mode, quadrupole; isolation window, 1.2 m/z; activation type,
MS:MS_COMMENTS                   	HCD; collision energy mode, assisted; collision energies, 20, 40, and 80%;
MS:MS_COMMENTS                   	detector type, orbitrap; orbitrap resolution, 30000; normalized AGC target, 20%;
MS:MS_COMMENTS                   	maximum injection time, 54 ms; microscans, 1; data type, centroid; cycle time,
MS:MS_COMMENTS                   	1.2 s. Five iterative injections (i.e., rolling precursor ion exclusion) were
MS:MS_COMMENTS                   	performed for underivatized samples to better collect MS/MS spectra of lower
MS:MS_COMMENTS                   	abundance metabolites.
MS:CAPILLARY_TEMPERATURE         	325 C
MS:DRY_GAS_FLOW                  	Sheath 40, Auxiliary 10, Sweep 1
MS:ION_SOURCE_TEMPERATURE        	300 C
MS:ION_SPRAY_VOLTAGE             	-3200
MS:IONIZATION_ENERGY             	negative
MS:MASS_ACCURACY                 	120,000 resolution
MS:AUTOMATIC_GAIN_CONTROL        	45%
#MS_METABOLITE_DATA
MS_METABOLITE_DATA:UNITS	Peak area
MS_METABOLITE_DATA_START
Samples	RPLC_1x_Dialysate_Neg	RPLC_10x_Dialysate_Neg	RPLC_aCSF_Neg	RPLC_Blank_Neg_01	RPLC_Blank_Neg_02
Factors	Sample type:Dialysate | Dialysate concentration:1x	Sample type:Dialysate | Dialysate concentration:10x	Sample type:aCSF | Dialysate concentration:N/A	Sample type:Blank | Dialysate concentration:N/A	Sample type:Blank | Dialysate concentration:N/A
AZELAIC ACID	27189544	74156520	21467402	17549278	19197856
2-HYDROXYBUTANEDIOIC ACID	3518921	4402501	3953	6204	11673
PSICOSE	504770240	1064608320	267926	725684	782494
KETOLEUCINE	19501584	127219472	279629	1158133	645429
N-ACETYLTYROSINE	6013292	32171498	4037	6974	4308
N-ACETYL-D-PHENYLALANINE	6920543	43813180	84074	142046	74162
3,4-DIHYDROXYBENZENEACETIC ACID	17135014	110772752	202712	58186	55010
3-[(2,4-DIHYDROXY-3,3-DIMETHYL-BUTANOYL)AMINO]PROPANOIC ACID	13329038	72850720	16443	25377	28702
2,2-DIMETHYL-SUCCINIC ACID	495418	2588983	368407	119042	333004
(2R,3S,4S,5R)-2,3,4,5,6-PENTAHYDROXYHEXANAL	504794880	1064804928	267926	725961	783807
THREONIC ACID	81172784	927796416	5034	12499	9557
2-HYDROXY-3-(4-HYDROXYPHENYL)PROPANOIC ACID	21136848	114147568	19675	38425	25547
CITRIC ACID	17855730	43928256	10686	10600	19102
(2S)-4-CARBAMOYL-2-ACETAMIDOBUTANOIC ACID	9788051	16582051	2571.25	2882	2541.5
2-ACETAMIDOPROPIONIC ACID	3293055	7042686	34657	168539	87978
ITACONIC ACID	731157	4609908	703899	182891	51264
LEUCINIC ACID	1519149	10481694	143271	41746	390965
TRAUMATIC ACID	5201057	42851080	189283	313995	281325
DEOXYURIDINE	3123654	7821674	2571.25	2882	2541.5
2-HYDROXY-3-METHYLBUTANOIC ACID	3650632	22532260	152876	35862	45143
2-FORMAMIDO-4-(METHYLTHIO)BUTYRIC ACID	1150737	9967297	2542	1104	2504
HIPPURIC ACID	3685018	21175144	9366	52009	20789
(2R)-2,3-DIHYDROXYPROPANOIC ACID	2055520	39349152	113107	138518	123398
SUBERIC ACID	8232681	22545476	6251875	4822772	5270296
4-ACETAMIDOBUTANOIC ACID	591287	2958206	110055	36280	236168
(2R,3R,4R,5R)-4-[(2S,3R,4S,5R,6R)-3,4,5-TRIHYDROXY-6-METHYLOL-TETRAHYDROPYRAN-2-YL]OXYHEXANE-1,2,3,5,6-PENTOL	168992160	353656704	50883	228673	228380
ADIPIC ACID	20870420	51262544	627701	1177419	619075
N-ACETYLLEUCINE	3154695	20130068	44258	118664	31114
SALICYLIC ACID	1882343	15305404	338068	701174	302356
D-GLUTAMINE	17120494	10002014	2571.25	98336	116906
9-[3-HYDROXY-5-(HYDROXYMETHYL)-4-METHOXYOXOLAN-2-YL]-3H-PURIN-6-ONE	23888726	92918944	2494	2882	2754
SULFOACETIC ACID	6534223	1678450	2571.25	2882	2541.5
2-METHYL-GLUTARIC ACID	1124042	5208965	368407	99151	333004
9-GLYCERYLOXY-9-KETO-PELARGONIC ACID	27532910	75025528	21589580	18083566	19686720
(3R)-3-[(5-CARBOXYPENTANOYL)OXY]-4-(TRIMETHYLAZANIUMYL)BUTANOATE	55027156	262477872	9297	86435	145930
VITAMIN C	1453137280	1192914048	2571.25	2882	21021
6-N-BUTANOYL-2'-O-BUTANOYLADENOSINE 3',5'-(HYDROGEN PHOSPHATE)	2834224	13797141	2571.25	2882	2347
DIBUTYL PHTHALATE	2195704	3519188	1942266	1940474	1921341
URIDINE	6269890	43091948	2571.25	3252	2541.5
4-(1-BUTYLHEPTYL)BESYLIC ACID	1729170	860844	848473	447390	274011
3-KETO VALERIC ACID	9772363	47832212	98087	263080	111495
3-HYDROXYDECANOIC ACID	1240449	8423557	2622938	186775	183488
CITRACONIC ACID	731157	4609908	703899	182891	51264
2-HYDROXYPENTANEDIOIC ACID	74091	4435916	77961	151699	41432
2-[3-METHOXY-4-(SULFOOXY)PHENYL]ACETIC ACID	46691172	329022176	340	2882	2541.5
GALACTURONIC ACID	50423	604141	565878	260553	256670
2-KETO-3,3-DIMETHYL-BUTYRIC ACID	31863220	163241808	99691	1158133	2541.5
HOMOGENTISIC ACID	2676419	52854720	2571.25	2882	2541.5
3-SUCCINOYLPYRIDINE	3586168	21017356	9149	53236	19861
(Z)-3-[(2R,3R,4S,5S,6R)-3,4,5-TRIHYDROXY-6-METHYLOL-TETRAHYDROPYRAN-2-YL]OXYOCT-5-ENOIC ACID	2903799	8536956	1933381	2882	7726764
(4S,5R,6R,7S,8R)-4,6,7,8,9-PENTAHYDROXY-5-[(1-HYDROXYETHYLIDENE)AMINO]-2-OXONONANOIC ACID	14499520	30085804	34238	25735	55873
SUCCINIC ACID	40873	11252512	2571.25	2882	2541.5
4-DODECYLBENZENE-1-SULFONIC ACID	1170982	1171779	9059533	11285274	26078124
(2R)-2-[[(2S)-2-AMINO-3-METHYL-BUTANOYL]AMINO]OXYSUCCINIC ACID	3518921	4402501	3953	6204	11673
3,4-DIHYDROXYPHENYLGLYCOL	6691229	30509938	3127	2882	2541.5
3,5A,6A,9-TETRAHYDROXYTETRAHYDRO-2H,8AH-FURO[2',3':4,5]FURO[3,4-B]FURO[3',2':2,3]FURO[3,4-E][1,4]DIOXINE-5,7(5AH,6AH)-DIONE	2032539	15136102	2571.25	2882	2541.5
4-(1-PROPYLHEPTYL)BESYLIC ACID	139476000	129207592	132776304	132165072	127486736
(Z)-2-OCTYLPENT-2-ENEDIOIC ACID	32281512	266211680	6472059	5622423	5762601
2,4-DIHYDROXYHEPTADEC-16-EN-1-YL ACETATE	31011350	29383114	25382270	27851038	25904074
(3R)-3-[(4-CARBOXYBUTANOYL)OXY]-4-(TRIMETHYLAZANIUMYL)BUTANOATE	317155	398285	4295910	297921	1510362
(2R,3R,3AR,6S,6AR)-2,3,6-TRIHYDROXY-3,3A,6,6A-TETRAHYDRO-2H-FURO[3,2-B]FURAN-5-ONE	81609128	939256000	5558	12769	11578
ADENOSINE	1821938	4339796	2571.25	1572	3271
N-ACETYLASPARTIC ACID	52754360	171371616	2485	3543	3322
N-ACETYLTHREONINE	2710687	5315385	9762	37266	13870
2-(3,4-DIHYDROXYPHENYL)ACETAMIDE	125005112	896649280	2571.25	2882	205
PSEUDOURIDINE	9020876	25121070	2571.25	2882	2455
ARABINOSE	237694	292703	42324	314820	469350
KETOISOVALERIC ACID	10648008	50501672	256668	458567	223658
2-ACETAMIDOPENTANEDIOIC ACID	983563	3110026	3655	2882	2541.5
MONOISOBUTYL PHTHALIC ACID	1901597	15663054	340650	259476	386616
4-HYDROXY-BUTYRIC ACID	5007857	63021456	43429	26126	57514
(3S,4R,5R)-5-[(1S)-1,2-DIHYDROXYETHYL]-3,4-DIHYDROXYOXOLAN-2-ONE	8988984	2455303	108258	72934	11174
XANTHOSINE	1983383	1376792	2571.25	2882	2541.5
D-ARABINO-HEX-2-ULOSONIC ACID	1516159	36133612	28950	44728	19089
(2S,3R)-5-KETO-4-METHYLENE-2-OCTYL-TETRAHYDROFURAN-3-CARBOXYLIC ACID	2367000	10295917	1820398	1278807	1214086
2-AMINO-5-CHLORO-4-METHYL-BESYLIC ACID	5425474	40961096	2149	2251	11234
METHYLSUCCINIC ACID	51214	18544	224736	234854	185572
(2R)-2-HYDROXY-2-METHYLBUTANEDIOIC ACID	17029	7220059	27431	72651	92930
6-AMINO-2-SULFANYL-1H-PYRIMIDIN-4-ONE	35422604	145056000	2571.25	2882	2358
2-[2-(2-METHOXYETHOXY)ETHOXY]ETHANOIC ACID	859129	4523601	1304944	1671103	821193
METHYLMALONIC ACID	49653	72187	190621	260299	79152
12R-HETE	564725	2507610	11942	15011	4152
(2S,3S,4R,5R)-2,3,4,5-TETRAHYDROXY-6-[(2S,3S,4S,5S,6R)-3,4,5-TRIHYDROXY-6-METHYLOL-TETRAHYDROPYRAN-2-YL]OXY-HEXANAL	180978	3329107	91024	215894	522218
4-OXO-HEXANOIC ACID	31863220	163241808	99691	2882	2541.5
(2R,3R,4R,5R)-2,3,5,6-TETRAHYDROXY-4-[(2R,3R,4S,5S,6R)-3,4,5-TRIHYDROXY-6-METHYLOL-TETRAHYDROPYRAN-2-YL]OXY-HEXANAL	153391	1266770	41543	356788	2541.5
(1S,4S,8R,14S)-11-ETHYL-12-KETO-7,9,13-TRIOXATETRACYCLO[6.5.1.01,10.04,14]TETRADECA-2,5-DIENE-5-CARBOXYLIC ACID	1675615	17114756	114581	43119	73224
2-[2-[2-(CARBOXYMETHOXY)ETHOXY]ETHOXY]ACETIC ACID	932793	5753498	6023	520238	81803
N-ACETYLVALINE	496418	2958223	508783	879622	2541.5
(2R,3S,4S,5R,6R)-2-METHYLOL-6-[[(2R,3S,4S,5R,6R)-3,4,5-TRIHYDROXY-6-[(1R)-4-(3-HYDROXYBUTYL)-3,5,5-TRIMETHYL-CYCLOHEX-3-EN-1-YL]OXY-TETRAHYDROPYRAN-2-YL]METHOXY]TETRAHYDROPYRAN-3,4,5-TRIOL	10725811	28300042	69782	58049	349260
2-DIPHENYLPHOSPHORYLHYDROQUINONE	23087812	209966080	2571.25	2882	2541.5
PHOSPHORIC ACID	53145292	11396270	62946244	4701877	1603506
4-BENZOYLOXYBENZOIC ACID	450460	7325480	2571.25	1751368	1953617
CYCLOHEXANE-1,4-DICARBOXYLIC ACID	6138334	35903668	1443575	1273059	1315579
DIDECYL HYDROGEN PHOSPHATE	1250725	13213007	3839	10704	11538
4-[(E)-3-(3,4-DIHYDROXYPHENYL)ACRYLOYL]OXY-2,3-DIHYDROXY-2-METHYL-BUTYRIC ACID	721694	6031269	118903	60859	89802
3-CHLORO-5-METHYL-PYROCATECHOL	684112	3571073	2925303	1558183	2627447
3,4-DIMETHYLBESYLIC ACID	5425290	41034964	4261	2251	3150
CYCLOHEXANE-1,3-DICARBOXYLIC ACID	6132695	35710540	1443041	1270450	1313858
3-(3-HYDROXYPHENYL)CARBONYLOXY-8-METHYL-8-AZONIABICYCLO[3.2.1]OCTANE-2-CARBOXYLATE	11595	1715914	303492	2882	35532
PHENYLBUTYRYLGLUTAMINE	17120494	10002014	2571.25	98336	116906
MS_METABOLITE_DATA_END
#METABOLITES
METABOLITES_START
metabolite_name	ID.level	Match.type	Retention.time	Precursor.M.Z	Adduct	Collision.energy	Entropy	Total.intensity	Prec.Purity	Compound.name	IUPAC.or.systematic.name	RefMet.name	Database.ID	Source.database	Formula	InChIKey	SMILES	Score	MSMS.entropy.score	Dot.product	Reverse.dot.product	MSMS.library.name	CF.Kingdom	CF.Superclass	CF.Class	CF.Subclass	CF.Direct.parent	RTP
AZELAIC ACID	MSI1	Regular	6.063	187.0967	[M-H]-	20	2.401	221069	0.462	Azelaic acid	nonanedioic acid	Azelaic acid	HMDB0000784	HMDB	C9H16O4	BDJRBEYXGGNYIS-UHFFFAOYSA-N	OC(=O)CCCCCCCC(O)=O	224	0.674	720	944	NIST17 MSMS	Organic compounds	Lipids and lipid-like molecules	Fatty Acyls	Fatty acids and conjugates	Medium-chain fatty acids	5.96
2-HYDROXYBUTANEDIOIC ACID	MSI1	Regular	0.786	133.0137	[M-H]-	20	1.836	480287	0.544	Malic acid	2-hydroxybutanedioic acid		HMDB0000744	HMDB	C4H6O5	BJEPYKJPYRNKOW-UHFFFAOYSA-N	OC(CC(O)=O)C(O)=O	766	0.785	868	988	NIST17 MSMS	Organic compounds	Organic acids and derivatives	Hydroxy acids and derivatives	Beta hydroxy acids and derivatives	Beta hydroxy acids and derivatives	0.7
PSICOSE	MSI1	Regular	0.616	215.0321	[M+Cl]-	20	2.659	2224111	0.953	D-psicose	D-ribo-hex-2-ulose	Psicose	CHEBI:27605	ChEBI	C6H12O6	BJHIKXHVCXFQLS-PUFIMZNGSA-N	OC[C@@H](O)[C@@H](O)[C@@H](O)C(=O)CO	772	0.819	849	966	NIST17 MSMS	Organic compounds	Organic oxygen compounds	Organooxygen compounds	Carbohydrates and carbohydrate conjugates	Monosaccharides	0.64
KETOLEUCINE	MSI1	Regular	3.465	129.0552	[M-H]-	20	0.183	901477	0.952	Ketoleucine	4-methyl-2-oxopentanoic acid	Ketoleucine	HMDB0000695	HMDB	C6H10O3	BKAJNAXTPSGJCU-UHFFFAOYSA-N	CC(C)CC(=O)C(O)=O	722	0.956	973	973	NIST17 MSMS	Organic compounds	Organic acids and derivatives	Keto acids and derivatives	Short-chain keto acids and derivatives	Short-chain keto acids and derivatives	3.72
N-ACETYLTYROSINE	MSI1	Regular	3.157	222.0763	[M-H]-	20	1.598	5119073	0.96	N-Acetyl-L-tyrosine	(2S)-2-acetamido-3-(4-hydroxyphenyl)propanoic acid	N-acetyltyrosine	HMDB0000866	HMDB	C11H13NO4	CAHKINHBCWCHCF-JTQLQIEISA-N	CC(=O)N[C@@H](CC1=CC=C(O)C=C1)C(O)=O	961	0.968	983	990	NIST17 MSMS	Organic compounds	Organic acids and derivatives	Carboxylic acids and derivatives	Amino acids, peptides, and analogues	Tyrosine and derivatives	3.45
N-ACETYL-D-PHENYLALANINE	MSI1	Regular	4.803	206.0814	[M-H]-	20	1.514	5589825	0.954	N-acetyl-D-phenylalanine	N-acetyl-D-phenylalanine		CHEBI:28203	ChEBI	C11H13NO3	CBQJSKKFNMDLON-SNVBAGLBSA-N	CC(=O)N[C@H](Cc1ccccc1)C(O)=O	958	0.946	979	994	NIST20 HighRes MSMS	Organic compounds	Organic acids and derivatives	Carboxylic acids and derivatives	Amino acids, peptides, and analogues	Phenylalanine and derivatives	4.55
3,4-DIHYDROXYBENZENEACETIC ACID	MSI1	InSource	2.811	167.0351	[M-H]-	20	0.137	5798803	0.989	3,4-Dihydroxybenzeneacetic acid	2-(3,4-dihydroxyphenyl)acetic acid	3,4-Dihydroxybenzeneacetic acid	HMDB0001336	HMDB	C8H8O4	CFFZDZCDUFSOFZ-UHFFFAOYSA-N	OC(=O)CC1=CC(O)=C(O)C=C1	571	0.724	982	999	MONA	Organic compounds	Benzenoids	Phenols	Benzenediols	Catechols	2.17
3-[(2,4-DIHYDROXY-3,3-DIMETHYL-BUTANOYL)AMINO]PROPANOIC ACID	MSI1	Regular	2.703	218.1028	[M-H]-	20	1.207	7524441	0.964	D-pantothenic acid	3-[(2,4-dihydroxy-3,3-dimethyl-butanoyl)amino]propanoic acid		988	PubChem	C9H17NO5	GHOKWGTUZJEAQD-UHFFFAOYSA-N	CC(C)(CO)C(C(=O)NCCC(=O)O)O	919	0.929	959	980	NIST17 MSMS	Organic compounds	Organic acids and derivatives	Carboxylic acids and derivatives	Amino acids, peptides, and analogues	Beta amino acids and derivatives	2.51
2,2-DIMETHYL-SUCCINIC ACID	MSI1	Regular	3.626	145.05	[M-H]-	20	0.945	466593	0.639	2,2-Dimethylsuccinic acid	2,2-dimethylbutanedioic acid	2,2-dimethyl-succinic acid	HMDB0002074	HMDB	C6H10O4	GOHPTLYPQCTZSE-UHFFFAOYSA-N	CC(C)(CC(O)=O)C(O)=O	757	0.889	972	997	NIST17 MSMS	Organic compounds	Lipids and lipid-like molecules	Fatty Acyls	Fatty acids and conjugates	Methyl-branched fatty acids	3.03
(2R,3S,4S,5R)-2,3,4,5,6-PENTAHYDROXYHEXANAL	MSI1	Regular	0.602	215.0322	[M+Cl]-	20	2.618	3114721	0.97	Galactose	(2R,3S,4S,5R)-2,3,4,5,6-pentahydroxyhexanal		DB11735	DrugBank	C6H12O6	GZCGUPFRVQAUEE-KCDKBNATSA-N	[H]C(=O)[C@H](O)[C@@H](O)[C@@H](O)[C@H](O)CO	711	0.762	789	937	NIST17 MSMS	Organic compounds	Organic oxygen compounds	Organooxygen compounds	Carbohydrates and carbohydrate conjugates	Hexoses	0.71
THREONIC ACID	MSI1	Regular	0.615	135.0294	[M-H]-	20	1.428	7979245	0.82	L-threonic Acid	(2R,3S)-2,3,4-trihydroxybutanoic acid	Threonic acid	HMDB0062620	HMDB	C4H8O5	JPIJQSOTBSSVTP-STHAYSLISA-N	OC[C@H](O)[C@@H](O)C(O)=O	812	0.732	938	982	NIST17 MSMS	Organic compounds	Organic oxygen compounds	Organooxygen compounds	Carbohydrates and carbohydrate conjugates	Sugar acids and derivatives	0.49
2-HYDROXY-3-(4-HYDROXYPHENYL)PROPANOIC ACID	MSI1	Regular	3.008	181.0499	[M-H]-	20	1.588	3351594	0.903	Hydroxyphenyllactic acid	2-hydroxy-3-(4-hydroxyphenyl)propanoic acid		HMDB0000755	HMDB	C9H10O4	JVGVDSSUAVXRDY-UHFFFAOYSA-N	OC(CC1=CC=C(O)C=C1)C(O)=O	937	0.847	959	979	NIST17 MSMS	Organic compounds	Phenylpropanoids and polyketides	Phenylpropanoic acids	NA	Phenylpropanoic acids	2.96
CITRIC ACID	MSI1	Regular	0.975	191.0193	[M-H]-	20	1.365	4414166	0.979	Citric acid	2-hydroxypropane-1,2,3-tricarboxylic acid	Citric acid	HMDB0000094	HMDB	C6H8O7	KRKNYBCHXYNGOX-UHFFFAOYSA-N	OC(=O)CC(O)(CC(O)=O)C(O)=O	971	0.941	985	993	NIST20 HighRes MSMS	Organic compounds	Organic acids and derivatives	Carboxylic acids and derivatives	Tricarboxylic acids and derivatives	Tricarboxylic acids and derivatives	0.83
(2S)-4-CARBAMOYL-2-ACETAMIDOBUTANOIC ACID	MSI1	Regular	0.914	187.0719	[M-H]-	20	2.103	1721500	0.468	Aceglutamide	(2S)-4-carbamoyl-2-acetamidobutanoic acid		DB04167	DrugBank	C7H12N2O4	KSMRODHGGIIXDV-YFKPBYRVSA-N	CC(=O)N[C@@H](CCC(N)=O)C(O)=O	827	0.854	878	986	NIST17 MSMS	Organic compounds	Organic acids and derivatives	Carboxylic acids and derivatives	Amino acids, peptides, and analogues	Glutamine and derivatives	0.88
2-ACETAMIDOPROPIONIC ACID	MSI1	Regular	1.291	130.0504	[M-H]-	20	0.91	1427042	0.912	N-Acetyl-DL-alanine	2-acetamidopropionic acid		7345	PubChem	C5H9NO3	KTHDTJVBEPMMGL-UHFFFAOYSA-N	CC(C(=O)O)NC(=O)C	691	0.713	990	999	NIST17 MSMS	Organic compounds	Organic acids and derivatives	Carboxylic acids and derivatives	Amino acids, peptides, and analogues	N-acyl-alpha amino acids	1.44
ITACONIC ACID	MSI1	Regular	1.803	129.0188	[M-H]-	20	0.59	329975	0.782	Itaconic acid	2-methylidenebutanedioic acid	Itaconic acid	HMDB0002092	HMDB	C5H6O4	LVHBHZANLOWSRM-UHFFFAOYSA-N	OC(=O)CC(=C)C(O)=O	654	0.728	983	999	NIST17 MSMS	Organic compounds	Lipids and lipid-like molecules	Fatty Acyls	Fatty acids and conjugates	Branched fatty acids	1.4
LEUCINIC ACID	MSI1	Regular	4.355	131.0709	[M-H]-	20	0.835	1209067	0.864	Leucinic acid	2-hydroxy-4-methylpentanoic acid	Leucinic acid	HMDB0000665	HMDB	C6H12O3	LVRFTAZAXQPQHI-UHFFFAOYSA-N	CC(C)CC(O)C(O)=O	670	0.824	972	992	NIST17 MSMS	Organic compounds	Lipids and lipid-like molecules	Fatty Acyls	Fatty acids and conjugates	Hydroxy fatty acids	4.34
TRAUMATIC ACID	MSI1	Regular	7.967	227.1279	[M-H]-	20	0.487	6103548	0.961	Traumatic acid	(2E)-dodec-2-enedioic acid	Traumatic acid	HMDB0000933	HMDB	C12H20O4	MAZWDMBCPDUFDJ-VQHVLOKHSA-N	OC(=O)CCCCCCCCC=CC(O)=O	433	0.904	921	934	NIST17 MSMS	Organic compounds	Lipids and lipid-like molecules	Fatty Acyls	Fatty acids and conjugates	Medium-chain fatty acids	7.53
DEOXYURIDINE	MSI1	InSource	1.747	273.0724	[M-H]-	20	1.265	1086073	0.813	Deoxyuridine	1-[(2R,4S,5R)-4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]-1,2,3,4-tetrahydropyrimidine-2,4-dione	Deoxyuridine	HMDB0000012	HMDB	C9H12N2O5	MXHRCPNRJAMMIM-SHYZEUOFSA-N	OC[C@H]1O[C@H](C[C@@H]1O)N1C=CC(=O)NC1=O	224	0.769	477	886	MONA	Organic compounds	Nucleosides, nucleotides, and analogues	Pyrimidine nucleosides	Pyrimidine 2'-deoxyribonucleosides	Pyrimidine 2'-deoxyribonucleosides	1.96
2-HYDROXY-3-METHYLBUTANOIC ACID	MSI1	Regular	3.084	117.0553	[M-H]-	20	1.841	348969	0.772	2-Hydroxy-3-methylbutyric acid	2-hydroxy-3-methylbutanoic acid		HMDB0000407	HMDB	C5H10O3	NGEWQZIDQIYUNV-UHFFFAOYSA-N	CC(C)C(O)C(O)=O	378	0.659	795	991	NIST17 MSMS	Organic compounds	Lipids and lipid-like molecules	Fatty Acyls	Fatty acids and conjugates	Hydroxy fatty acids	2.6
2-FORMAMIDO-4-(METHYLTHIO)BUTYRIC ACID	MSI1	Regular	2.81	176.0379	[M-H]-	20	1.758	309305	0.995	N-Formyl-DL-methionine	2-formamido-4-(methylthio)butyric acid		911	PubChem	C6H11NO3S	PYUSHNKNPOHWEZ-UHFFFAOYSA-N	CSCCC(C(=O)O)NC=O	915	0.872	958	991	NIST17 MSMS	Organic compounds	Organic acids and derivatives	Carboxylic acids and derivatives	Amino acids, peptides, and analogues	Methionine and derivatives	2.38
HIPPURIC ACID	MSI1	Regular	3.582	178.0506	[M-H]-	20	0.924	973270	0.961	Hippuric acid	2-(phenylformamido)acetic acid	Hippuric acid	HMDB0000714	HMDB	C9H9NO3	QIAFMBKCNZACKA-UHFFFAOYSA-N	OC(=O)CNC(=O)C1=CC=CC=C1	650	0.904	969	980	NIST17 MSMS	Organic compounds	Benzenoids	Benzene and substituted derivatives	Benzoic acids and derivatives	Hippuric acids	3.67
(2R)-2,3-DIHYDROXYPROPANOIC ACID	MSI1	Regular	0.665	105.0189	[M-H]-	20	1.217	2796376	0.946	D-2,3-Dihydroxypropanoic acid	(2R)-2,3-dihydroxypropanoic acid		HMDB0031818	HMDB	C3H6O4	RBNPOMFGQQGHHO-UHFFFAOYSA-N	OCC(O)C(O)=O	859	0.95	982	991	NIST17 MSMS	Organic compounds	Organic oxygen compounds	Organooxygen compounds	Carbohydrates and carbohydrate conjugates	Sugar acids and derivatives	1.26
SUBERIC ACID	MSI1	Regular	4.975	173.0816	[M-H]-	20	1.138	1258923	0.918	Suberic acid	octanedioic acid	Suberic acid	HMDB0000893	HMDB	C8H14O4	TYFQFVWCELRYAO-UHFFFAOYSA-N	OC(=O)CCCCCCC(O)=O	809	0.889	970	997	NIST17 MSMS	Organic compounds	Lipids and lipid-like molecules	Fatty Acyls	Fatty acids and conjugates	Medium-chain fatty acids	4.94
4-ACETAMIDOBUTANOIC ACID	MSI1	Regular	1.792	144.0661	[M-H]-	20	1.87	305328	0.945	4-Acetamidobutanoic acid	4-acetamidobutanoic acid	4-Acetamidobutanoic acid	HMDB0003681	HMDB	C6H11NO3	UZTFMUBKZQVKLK-UHFFFAOYSA-N	CC(=O)NCCCC(O)=O	840	0.892	955	987	MONA	Organic compounds	Organic acids and derivatives	Carboxylic acids and derivatives	Amino acids, peptides, and analogues	Gamma amino acids and derivatives	1.7
(2R,3R,4R,5R)-4-[(2S,3R,4S,5R,6R)-3,4,5-TRIHYDROXY-6-METHYLOL-TETRAHYDROPYRAN-2-YL]OXYHEXANE-1,2,3,5,6-PENTOL	MSI1	InSource	0.598	217.0288	[2M-H]-	20	2.564	1450550	0.92	Lactulitol	(2R,3R,4R,5R)-4-[(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-methylol-tetrahydropyran-2-yl]oxyhexane-1,2,3,5,6-pentol		7130189	PubChem	C12H24O11	VQHSOMBJVWLPSR-QMRWEYQWSA-N	C([C@@H]1[C@@H]([C@@H]([C@H]([C@@H](O1)O[C@H]([C@@H](CO)O)[C@@H]([C@@H](CO)O)O)O)O)O)O	801	0.698	839	941	NIST17 MSMS	Organic compounds	Lipids and lipid-like molecules	Fatty Acyls	Fatty acyl glycosides	Fatty acyl glycosides of mono- and disaccharides	0.69
ADIPIC ACID	MSI1	Regular	2.86	145.0501	[M-H]-	20	1.168	10685333	0.953	Adipic acid	hexanedioic acid	Adipic acid	HMDB0000448	HMDB	C6H10O4	WNLRTRBMVRJNCN-UHFFFAOYSA-N	OC(=O)CCCCC(O)=O	867	0.83	967	991	NIST17 MSMS	Organic compounds	Lipids and lipid-like molecules	Fatty Acyls	Fatty acids and conjugates	Medium-chain fatty acids	2.7
N-ACETYLLEUCINE	MSI1	Regular	4.635	172.0977	[M-H]-	20	0.474	3214763	0.954	N-Acetylleucine	(2S)-2-acetamido-4-methylpentanoic acid	N-Acetylleucine	HMDB0011756	HMDB	C8H15NO3	WXNXCEHXYPACJF-ZETCQYMHSA-N	CC(C)C[C@H](NC(C)=O)C(O)=O	646	0.969	989	995	MONA	Organic compounds	Organic acids and derivatives	Carboxylic acids and derivatives	Amino acids, peptides, and analogues	Leucine and derivatives	3.48
SALICYLIC ACID	MSI1	Regular	5.26	137.0247	[M-H]-	40	1.194	443244	0.922	Salicylic acid	2-hydroxybenzoic acid	Salicylic acid	HMDB0001895	HMDB	C7H6O3	YGSDEFSMJLZEOE-UHFFFAOYSA-N	OC(=O)C1=CC=CC=C1O	652	0.745	956	998	MONA	Organic compounds	Benzenoids	Benzene and substituted derivatives	Benzoic acids and derivatives	Salicylic acids	4.47
D-GLUTAMINE	MSI1	Regular	0.612	145.0613	[M-H]-	20	2.117	219871	0.992	D-Glutamine	(2R)-2-amino-4-carbamoylbutanoic acid	D-Glutamine	HMDB0003423	HMDB	C5H10N2O3	ZDXPYRJPNDTMRX-GSVOUGTGSA-N	N[C@H](CCC(N)=O)C(O)=O	806	0.906	887	974	NIST17 MSMS	Organic compounds	Organic acids and derivatives	Carboxylic acids and derivatives	Amino acids, peptides, and analogues	D-alpha-amino acids	0.73
9-[3-HYDROXY-5-(HYDROXYMETHYL)-4-METHOXYOXOLAN-2-YL]-3H-PURIN-6-ONE	MSI2A	InSource	1.824	267.073	[M-H]-	40	1.747	6910727	0.96	9-[5-(hydroxymethyl)-4-methoxy-3-oxidanyl-oxolan-2-yl]-3H-purin-6-one	9-[3-hydroxy-5-(hydroxymethyl)-4-methoxyoxolan-2-yl]-3H-purin-6-one		75368814	PubChem	C11H14N4O5	ABXDBVMGRKZFRC-UHFFFAOYSA-N	COC1C(OC(C1O)N2C=NC3=C2NC=NC3=O)CO	951	0.866	968	989	NIST20 HighRes MSMS	Organic compounds	Nucleosides, nucleotides, and analogues	Purine nucleosides		Purine nucleosides	2.5
SULFOACETIC ACID	MSI2A	Regular	0.616	138.9701	[M-H]-	20	1.303	507467	0.849	sulfoacetic acid	sulfoacetic acid	Sulfoacetic acid	CHEBI:50519	ChEBI	C2H4O5S	AGGIJOLULBJGTQ-UHFFFAOYSA-N	OC(=O)CS(O)(=O)=O	655	0.734	917	990	NIST17 MSMS	Organic compounds	Organic acids and derivatives	Organic sulfonic acids and derivatives	Organosulfonic acids and derivatives	Organosulfonic acids	1.2
2-METHYL-GLUTARIC ACID	MSI2A	Regular	3.446	145.05	[M-H]-	20	1.946	124452	0.663	2-Methylglutaric acid	2-methylpentanedioic acid	2-methyl-glutaric acid	HMDB0000422	HMDB	C6H10O4	AQYCMVICBNBXNA-UHFFFAOYSA-N	CC(CCC(O)=O)C(O)=O	502	0.711	773	930	MONA	Organic compounds	Lipids and lipid-like molecules	Fatty Acyls	Fatty acids and conjugates	Methyl-branched fatty acids	2.76
9-GLYCERYLOXY-9-KETO-PELARGONIC ACID	MSI2A	Regular	5.941	187.0971	[M-H-C3H6O2]-	20	2.142	432352	0.716	9-(2,3-Dihydroxypropoxy)-9-oxononanoic acid	9-glyceryloxy-9-keto-pelargonic acid		45783154	PubChem	C12H22O6	BQRISQXLSXCXSC-UHFFFAOYSA-N	C(CCCC(=O)O)CCCC(=O)OCC(CO)O	467	0.721	830	972	NIST20 HighRes MSMS	Organic compounds	Lipids and lipid-like molecules	Fatty Acyls	Fatty acids and conjugates	Medium-chain fatty acids	5.38
(3R)-3-[(5-CARBOXYPENTANOYL)OXY]-4-(TRIMETHYLAZANIUMYL)BUTANOATE	MSI2A	InSource	3.45	189.0764	[M-H]-	20	0.728	28429297	0.924	O-adipoyl-L-carnitine	(3R)-3-[(5-carboxypentanoyl)oxy]-4-(trimethylazaniumyl)butanoate		CHEBI:86507	ChEBI	C13H23NO6	BSVHAXJKBCWVDA-SNVBAGLBSA-N	C[N+](C)(C)C[C@@H](CC([O-])=O)OC(=O)CCCCC(O)=O	663	0.777	844	873	NIST17 MSMS	Organic compounds	Lipids and lipid-like molecules	Fatty Acyls	Fatty acid esters	Acyl carnitines	2.69
VITAMIN C	MSI2A	Regular	0.8	175.0245	[M-H]-	20	1.552	34830476	0.968	Ascorbic acid	(5R)-5-[(1S)-1,2-dihydroxyethyl]-3,4-dihydroxy-2,5-dihydrofuran-2-one	Vitamin C	HMDB0000044	HMDB	C6H8O6	CIWBSHSKHKDKBQ-JLAZNSOCSA-N	[H][C@@]1(OC(=O)C(O)=C1O)[C@@H](O)CO	971	0.948	985	993	NIST17 MSMS	Organic compounds	Organoheterocyclic compounds	Dihydrofurans	Furanones	Butenolides	1.01
6-N-BUTANOYL-2'-O-BUTANOYLADENOSINE 3',5'-(HYDROGEN PHOSPHATE)	MSI2A	InSource	2.745	382.1004	[M-H-C9H13O7P]-	40	1.179	2421532	0.98	bucladesine	6-N-butanoyl-2'-O-butanoyladenosine 3',5'-(hydrogen phosphate)		CHEBI:50095	ChEBI	C18H24N5O8P	CJGYSWNGNKCJSB-YVLZZHOMSA-N	CCCC(=O)Nc1ncnc2n(cnc12)[C@@H]1O[C@@H]2COP(O)(=O)O[C@H]2[C@H]1OC(=O)CCC	800	0.669	931	969	NIST17 MSMS	Organic compounds	Nucleosides, nucleotides, and analogues	Purine nucleotides	Cyclic purine nucleotides	3',5'-cyclic purine nucleotides	3.71
DIBUTYL PHTHALATE	MSI2A	Regular	9.13	277.1435	[M-H]-	20	2.527	299001	0.747	Dibutyl phthalate	1,2-dibutyl benzene-1,2-dicarboxylate	Dibutyl phthalate	HMDB0033244	HMDB	C16H22O4	DOIRQSBPFJWKBE-UHFFFAOYSA-N	CCCCOC(=O)C1=CC=CC=C1C(=O)OCCCC	674	0.771	765	951	MONA	Organic compounds	Benzenoids	Benzene and substituted derivatives	Benzoic acids and derivatives	Benzoic acid esters	8.81
URIDINE	MSI2A	InSource	1.486	279.0375	[M-H]-	20	1.441	2698610	0.957	Uridine	1-[(2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-1,2,3,4-tetrahydropyrimidine-2,4-dione	Uridine	HMDB0000296	HMDB	C9H12N2O6	DRTQHJPVMGBUCF-XVFCMESISA-N	OC[C@H]1O[C@H]([C@H](O)[C@@H]1O)N1C=CC(=O)NC1=O	275	0.827	513	799	MONA	Organic compounds	Nucleosides, nucleotides, and analogues	Pyrimidine nucleosides	NA	Pyrimidine nucleosides	1.71
4-(1-BUTYLHEPTYL)BESYLIC ACID	MSI2A	InSource	10.242	339.1994	[M-H]-	80	1.731	5969955	0.604	5-(4-Sulfophenyl)undecane	4-(1-butylheptyl)besylic acid		15593874	PubChem	C17H28O3S	FERBTPHUEYEGDN-UHFFFAOYSA-N	CCCCCCC(CCCC)C1=CC=C(C=C1)S(=O)(=O)O	854	0.734	908	979	MONA	Organic compounds	Benzenoids	Benzene and substituted derivatives	Benzenesulfonic acids and derivatives	Benzenesulfonic acids and derivatives	9.86
3-KETO VALERIC ACID	MSI2A	InSource	2.168	115.0395	[M-H]-	20	1.304	99461	0.786	3-keto valeric acid	3-oxo-pentanoic acid	3-keto valeric acid	LMFA01060005	LipidMaps	C5H8O3	FHSUFDYFOHSYHI-UHFFFAOYSA-N	CCC(CC(O)=O)=O	227	0.675	702	999	NIST17 MSMS	Organic compounds	Organic acids and derivatives	Keto acids and derivatives	Short-chain keto acids and derivatives	Short-chain keto acids and derivatives	2.63
3-HYDROXYDECANOIC ACID	MSI2A	Regular	7.925	187.1335	[M-H]-	20	0.671	776223	0.851	3-Hydroxycapric acid	3-hydroxydecanoic acid	3-hydroxydecanoic acid	HMDB0002203	HMDB	C10H20O3	FYSSBMZUBSBFJL-UHFFFAOYSA-N	CCCCCCCC(O)CC(O)=O	516	0.817	792	922	NIST20 HighRes MSMS	Organic compounds	Organic acids and derivatives	Hydroxy acids and derivatives	Medium-chain hydroxy acids and derivatives	Medium-chain hydroxy acids and derivatives	7.38
CITRACONIC ACID	MSI2A	Regular	1.791	129.0188	[M-H]-	20	0.435	453213	0.739	Citraconic acid	(2Z)-2-methylbut-2-enedioic acid	Citraconic acid	HMDB0000634	HMDB	C5H6O4	HNEGQIOMVPPMNR-IHWYPQMZSA-N	CC(=CC(O)=O)C(O)=O	662	0.841	988	999	NIST17 MSMS	Organic compounds	Lipids and lipid-like molecules	Fatty Acyls	Fatty acids and conjugates	Methyl-branched fatty acids	1.95
2-HYDROXYPENTANEDIOIC ACID	MSI2A	InSource	1.146	129.0381	[M-H-H2O]-	20	0.754	367539	0.599	2-Hydroxyglutarate	2-hydroxypentanedioic acid		HMDB0059655	HMDB	C5H8O5	HWXBTNAVRSUOJR-UHFFFAOYSA-N	OC(CCC(O)=O)C(O)=O	541	0.866	925	997	NIST17 MSMS	Organic compounds	Organic acids and derivatives	Hydroxy acids and derivatives	Short-chain hydroxy acids and derivatives	Short-chain hydroxy acids and derivatives	1.39
2-[3-METHOXY-4-(SULFOOXY)PHENYL]ACETIC ACID	MSI2A	Regular	2.787	261.0071	[M-H]-	40	2.219	6304760	0.963	Homovanillic acid sulfate	2-[3-methoxy-4-(sulfooxy)phenyl]acetic acid		HMDB0011719	HMDB	C9H10O7S	IACOAKYXFIWAQN-UHFFFAOYSA-N	COC1=CC(CC(O)=O)=CC=C1OS(O)(=O)=O	816	0.696	771	781	NIST17 MSMS	Organic compounds	Organic acids and derivatives	Organic sulfuric acids and derivatives	Arylsulfates	Phenylsulfates	3
GALACTURONIC ACID	MSI2A	Regular	1.239	101.0239	[M-H-C2H4O4]-	20	2.271	57543	0.945	Galacturonic acid	(2S,3R,4S,5R)-2,3,4,5-tetrahydroxy-6-oxohexanoic acid	Galacturonic acid	HMDB0002545	HMDB	C6H10O7	IAJILQKETJEXLJ-RSJOWCBRSA-N	O[C@@H](C=O)[C@@H](O)[C@@H](O)[C@H](O)C(O)=O	251	0.68	753	956	NIST17 MSMS	Organic compounds	Organic oxygen compounds	Organooxygen compounds	Carbohydrates and carbohydrate conjugates	Glucuronic acid derivatives	0.75
2-KETO-3,3-DIMETHYL-BUTYRIC ACID	MSI2A	Regular	3.707	129.0552	[M-H]-	20	0.273	1259329	0.949	3,3-Dimethyl-2-oxobutyric acid	2-keto-3,3-dimethyl-butyric acid		13150	PubChem	C6H10O3	IAWVHZJZHDSEOC-UHFFFAOYSA-N	CC(C)(C)C(=O)C(=O)O	602	0.959	876	876	NIST20 HighRes MSMS	Organic compounds	Organic acids and derivatives	Keto acids and derivatives	Short-chain keto acids and derivatives	Short-chain keto acids and derivatives	3.1
HOMOGENTISIC ACID	MSI2A	InSource	2.828	357.0569	[M-H]-	20	1.087	7773603	0.984	Homogentisic acid	2-(2,5-dihydroxyphenyl)acetic acid	Homogentisic acid	HMDB0000130	HMDB	C8H8O4	IGMNYECMUMZDDF-UHFFFAOYSA-N	OC(=O)CC1=C(O)C=CC(O)=C1	298	0.655	647	996	NIST17 MSMS	Organic compounds	Benzenoids	Benzene and substituted derivatives	Phenylacetic acids	2(hydroxyphenyl)acetic acids	2.26
3-SUCCINOYLPYRIDINE	MSI2A	Regular	3.585	178.0502	[M-H]-	20	1.54	189895	0.88	3-Succinoylpyridine	4-oxo-4-(pyridin-3-yl)butanoic acid	3-Succinoylpyridine	HMDB0000992	HMDB	C9H9NO3	JGSUNMCABQUBOY-UHFFFAOYSA-N	OC(=O)CCC(=O)C1=CC=CN=C1	513	0.681	875	999	NIST17 MSMS	Organic compounds	Organic acids and derivatives	Keto acids and derivatives	Gamma-keto acids and derivatives	Gamma-keto acids and derivatives	2.88
(Z)-3-[(2R,3R,4S,5S,6R)-3,4,5-TRIHYDROXY-6-METHYLOL-TETRAHYDROPYRAN-2-YL]OXYOCT-5-ENOIC ACID	MSI2A	Regular	3.513	89.024	[M-H-C11H18O5]-	20	0.327	522202	0.95	(Z)-3-[(2R,3R,4S,5S,6R)-3,4,5-Trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoct-5-enoic acid	(Z)-3-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-methylol-tetrahydropyran-2-yl]oxyoct-5-enoic acid		129008953	PubChem	C14H24O8	KASAEGRSKHTUII-SSVHFDHESA-N	CC/C=CCC(CC(=O)O)O[C@H]1[C@@H]([C@H]([C@@H]([C@H](O1)CO)O)O)O	403	0.73	712	999	NIST20 HighRes MSMS	Organic compounds	Lipids and lipid-like molecules	Fatty Acyls	Fatty acyl glycosides	Fatty acyl glycosides of mono- and disaccharides	3.16
(4S,5R,6R,7S,8R)-4,6,7,8,9-PENTAHYDROXY-5-[(1-HYDROXYETHYLIDENE)AMINO]-2-OXONONANOIC ACID	MSI2A	Regular	0.652	308.0974	[M-H]-	20	1.861	2872343	0.872	Aceneuramic acid	(4S,5R,6R,7S,8R)-4,6,7,8,9-pentahydroxy-5-[(1-hydroxyethylidene)amino]-2-oxononanoic acid		DB11797	DrugBank	C11H19NO9	KBGAYAKRZNYFFG-BOHATCBPSA-N	[H][C@@](O)(CO)[C@@]([H])(O)[C@]([H])(O)[C@]([H])(N=C(C)O)[C@@]([H])(O)CC(=O)C(O)=O	625	0.685	828	961	NIST20 HighRes MSMS	Organic compounds	Organic oxygen compounds	Organooxygen compounds	Carbohydrates and carbohydrate conjugates	Sugar acids and derivatives	0.92
SUCCINIC ACID	MSI2A	Regular	1.337	117.0189	[M-H]-	20	0.74	2319036	0.963	Succinic acid	butanedioic acid	Succinic acid	HMDB0000254	HMDB	C4H6O4	KDYFGRWQOYBRFD-UHFFFAOYSA-N	OC(=O)CCC(O)=O	678	0.934	971	999	MONA	Organic compounds	Organic acids and derivatives	Carboxylic acids and derivatives	Dicarboxylic acids and derivatives	Dicarboxylic acids and derivatives	1.39
4-DODECYLBENZENE-1-SULFONIC ACID	MSI2A	Regular	10.38	325.1842	[M-H]-	80	1.445	1675220	0.931	4-Dodecylbenzenesulfonic Acid	4-dodecylbenzene-1-sulfonic acid		HMDB0059915	HMDB	C18H30O3S	KWXICGTUELOLSQ-UHFFFAOYSA-N	CCCCCCCCCCCCC1=CC=C(C=C1)S(O)(=O)=O	908	0.775	961	970	NIST20 HighRes MSMS	Organic compounds	Benzenoids	Benzene and substituted derivatives	Benzenesulfonic acids and derivatives	Benzenesulfonic acids and derivatives	9.95
(2R)-2-[[(2S)-2-AMINO-3-METHYL-BUTANOYL]AMINO]OXYSUCCINIC ACID	MSI2A	Regular	0.771	133.0137	[M-H-C5H10N2O]-	20	1.785	696993	0.499	Malioxamycin	(2R)-2-[[(2S)-2-amino-3-methyl-butanoyl]amino]oxysuccinic acid		175396	PubChem	C9H16N2O6	KXQRAPMNPUXYGT-VDTYLAMSSA-N	CC(C)[C@@H](C(=O)NO[C@H](CC(=O)O)C(=O)O)N	771	0.807	918	990	NIST17 MSMS	Organic compounds	Organic acids and derivatives	Carboxylic acids and derivatives	Amino acids, peptides, and analogues	Valine and derivatives	1.56
3,4-DIHYDROXYPHENYLGLYCOL	MSI2A	InSource	1.087	249.0071	[M-H]-	40	2.338	917019	0.935	3,4-Dihydroxyphenylglycol	4-(1,2-dihydroxyethyl)benzene-1,2-diol	3,4-Dihydroxyphenylglycol	HMDB0000318	HMDB	C8H10O4	MTVWFVDWRVYDOR-UHFFFAOYSA-N	OCC(O)C1=CC(O)=C(O)C=C1	738	0.722	845	950	NIST17 MSMS	Organic compounds	Benzenoids	Phenols	Benzenediols	Catechols	1.76
3,5A,6A,9-TETRAHYDROXYTETRAHYDRO-2H,8AH-FURO[2',3':4,5]FURO[3,4-B]FURO[3',2':2,3]FURO[3,4-E][1,4]DIOXINE-5,7(5AH,6AH)-DIONE	MSI2A	Regular	0.719	173.0084	[M-H-C6H6O6]-	20	2.55	387070	0.781	dehydroascorbic acid dimer	3,5a,6a,9-tetrahydroxytetrahydro-2H,8aH-furo[2',3':4,5]furo[3,4-b]furo[3',2':2,3]furo[3,4-e][1,4]dioxine-5,7(5aH,6aH)-dione		CHEBI:132138	ChEBI	C12H12O12	MUYNUOXIHSNESP-UHFFFAOYSA-N	C123C(OC4(C5(O1)C(C(CO5)O)OC4=O)O)(C(OC2C(CO3)O)=O)O	765	0.699	809	849	NIST17 MSMS	Organic compounds	Organoheterocyclic compounds	Furofurans	Isosorbides	Isosorbides	1.27
4-(1-PROPYLHEPTYL)BESYLIC ACID	MSI2A	Regular	10.06	297.1529	[M-H]-	80	1.185	3494247	0.936	4-(Decan-4-yl)benzenesulfonic acid	4-(1-propylheptyl)besylic acid		14921167	PubChem	C16H26O3S	NANHIUZYPFDGJS-UHFFFAOYSA-N	CCCCCCC(CCC)C1=CC=C(C=C1)S(=O)(=O)O	968	0.81	981	981	MONA	Organic compounds	Benzenoids	Benzene and substituted derivatives	Benzenesulfonic acids and derivatives	Benzenesulfonic acids and derivatives	9.44
(Z)-2-OCTYLPENT-2-ENEDIOIC ACID	MSI2A	Regular	8.532	241.1436	[M-H]-	20	0.335	13673581	0.968	(Z)-2-Octylpent-2-enedioic acid	(Z)-2-octylpent-2-enedioic acid		71694435	PubChem	C13H22O4	NIXDINZDFZJZHG-LUAWRHEFSA-N	CCCCCCCC/C(=C/CC(=O)O)/C(=O)O	606	0.873	994	999	NIST20 HighRes MSMS	Organic compounds	Lipids and lipid-like molecules	Fatty Acyls	Fatty acids and conjugates	Medium-chain fatty acids	8.31
2,4-DIHYDROXYHEPTADEC-16-EN-1-YL ACETATE	MSI2A	InSource	10.827	312.1716	[M-H]-	80	2.283	1655699	0.626	Avocadene 1-acetate	2,4-dihydroxyheptadec-16-en-1-yl acetate		HMDB0031043	HMDB	C19H36O4	NLBYRERHXBTBBR-UHFFFAOYSA-N	CC(=O)OCC(O)CC(O)CCCCCCCCCCCC=C	606	0.653	758	848	MONA	Organic compounds	Lipids and lipid-like molecules	Fatty Acyls	Fatty alcohols	Long-chain fatty alcohols	9.84
(3R)-3-[(4-CARBOXYBUTANOYL)OXY]-4-(TRIMETHYLAZANIUMYL)BUTANOATE	MSI2A	Regular	2.361	131.0345	[M-H-C7H13O2N]-	20	1.635	146878	0.526	Glutarylcarnitine	(3R)-3-[(4-carboxybutanoyl)oxy]-4-(trimethylazaniumyl)butanoate		HMDB0013130	HMDB	C12H21NO6	NXJAXUYOQLTISD-SECBINFHSA-N	C[N+](C)(C)C[C@@H](CC([O-])=O)OC(=O)CCCC(O)=O	457	0.687	840	951	NIST17 MSMS	Organic compounds	Lipids and lipid-like molecules	Fatty Acyls	Fatty acid esters	Acyl carnitines	2.44
(2R,3R,3AR,6S,6AR)-2,3,6-TRIHYDROXY-3,3A,6,6A-TETRAHYDRO-2H-FURO[3,2-B]FURAN-5-ONE	MSI2A	InSource	0.613	135.0302	[M+OH]-	40	1.852	1738788	0.96	beta-D-Glucurono-gamma-lactone	(2R,3R,3aR,6S,6aR)-2,3,6-trihydroxy-3,3a,6,6a-tetrahydro-2H-furo[3,2-b]furan-5-one		6971257	PubChem	C6H8O6	OGLCQHRZUSEXNB-APMUVNQYSA-N	[C@H]1([C@@H]2[C@@H]([C@@H](C(=O)O2)O)O[C@H]1O)O	645	0.764	837	864	NIST20 HighRes MSMS	Organic compounds	Organoheterocyclic compounds	Furofurans	Isosorbides	Isosorbides	0.61
ADENOSINE	MSI2A	InSource	1.788	312.095	[M-H]-	20	0.442	985039	0.977	Adenosine	(2R,3R,4S,5R)-2-(6-amino-9H-purin-9-yl)-5-(hydroxymethyl)oxolane-3,4-diol	Adenosine	HMDB0000050	HMDB	C10H13N5O4	OIRDTQYFTABQOQ-KQYNXXCUSA-N	NC1=C2N=CN([C@@H]3O[C@H](CO)[C@@H](O)[C@H]3O)C2=NC=N1	327	0.79	924	999	MONA	Organic compounds	Nucleosides, nucleotides, and analogues	Purine nucleosides	NA	Purine nucleosides	1.15
N-ACETYLASPARTIC ACID	MSI2A	Regular	0.935	174.0404	[M-H]-	20	2.011	8105183	0.953	N-Acetyl-L-aspartic acid	(2S)-2-acetamidobutanedioic acid	N-Acetylaspartic acid	HMDB0000812	HMDB	C6H9NO5	OTCCIMWXFLJLIA-BYPYZUCNSA-N	CC(=O)N[C@@H](CC(O)=O)C(O)=O	902	0.961	946	975	MONA	Organic compounds	Organic acids and derivatives	Carboxylic acids and derivatives	Amino acids, peptides, and analogues	Aspartic acid and derivatives	0.8
N-ACETYLTHREONINE	MSI2A	Regular	1.312	160.0609	[M-H]-	20	1.485	1212864	0.86	N-Acetylthreonine	(2S,3R)-2-acetamido-3-hydroxybutanoic acid	N-acetylthreonine	HMDB0062557	HMDB	C6H11NO4	PEDXUVCGOLSNLQ-WUJLRWPWSA-N	C[C@@H](O)[C@H](NC(C)=O)C(O)=O	966	0.869	977	996	NIST20 HighRes MSMS	Organic compounds	Organic acids and derivatives	Carboxylic acids and derivatives	Amino acids, peptides, and analogues	N-acyl-L-alpha-amino acids	0.72
2-(3,4-DIHYDROXYPHENYL)ACETAMIDE	MSI2A	InSource	2.317	246.9915	[M-H]-	40	2.224	12328019	0.957	2-(3,4-Dihydroxyphenyl)acetamide	2-(3,4-dihydroxyphenyl)acetamide		70795	PubChem	C8H9NO3	PFDFJMIGPOJBQV-UHFFFAOYSA-N	C1=CC(=C(C=C1CC(=O)N)O)O	915	0.831	937	962	NIST20 HighRes MSMS	Organic compounds	Benzenoids	Benzene and substituted derivatives	Phenylacetamides	Phenylacetamides	1.6
PSEUDOURIDINE	MSI2A	Regular	0.969	243.0611	[M-H]-	20	1.229	2382770	0.852	Pseudouridine	5-[(2S,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-1,2,3,4-tetrahydropyrimidine-2,4-dione	Pseudouridine	HMDB0000767	HMDB	C9H12N2O6	PTJWIQPHWPFNBW-GBNDHIKLSA-N	OC[C@H]1O[C@H]([C@H](O)[C@@H]1O)C1=CNC(=O)NC1=O	718	0.835	910	985	MONA	Organic compounds	Nucleosides, nucleotides, and analogues	Nucleoside and nucleotide analogues	NA	Nucleoside and nucleotide analogues	0.96
ARABINOSE	MSI2A	Regular	1.256	131.0344	[M-H-H2O]-	20	2.686	108052	0.535	D-Arabinose	(2S,3R,4R)-2,3,4,5-tetrahydroxypentanal	Arabinose	HMDB0029942	HMDB	C5H10O5	PYMYPHUHKUWMLA-WDCZJNDASA-N	OC[C@@H](O)[C@@H](O)[C@H](O)C=O	348	0.658	593	708	NIST17 MSMS	Organic compounds	Organic oxygen compounds	Organooxygen compounds	Carbohydrates and carbohydrate conjugates	Pentoses	0.75
KETOISOVALERIC ACID	MSI2A	Regular	2.161	115.0396	[M-H]-	20	0.369	400669	0.935	alpha-Ketoisovaleric acid	3-methyl-2-oxobutanoic acid	Ketoisovaleric acid	HMDB0000019	HMDB	C5H8O3	QHKABHOOEWYVLI-UHFFFAOYSA-N	CC(C)C(=O)C(O)=O	753	0.972	996	997	NIST17 MSMS	Organic compounds	Organic acids and derivatives	Keto acids and derivatives	Short-chain keto acids and derivatives	Short-chain keto acids and derivatives	2.49
2-ACETAMIDOPENTANEDIOIC ACID	MSI2A	InSource	1.341	187.9902	[M-H]-	20	1.879	751886	0.452	N-Acetylglutamic acid	2-acetamidopentanedioic acid		HMDB0001138	HMDB	C7H11NO5	RFMMMVDNIPUKGG-UHFFFAOYSA-N	CC(=O)NC(CCC(O)=O)C(O)=O	744	0.725	821	930	MONA	Organic compounds	Organic acids and derivatives	Carboxylic acids and derivatives	Amino acids, peptides, and analogues	Glutamic acid and derivatives	1.17
MONOISOBUTYL PHTHALIC ACID	MSI2A	Regular	7.238	221.0811	[M-H]-	20	2.239	896009	0.932	Monoisobutyl phthalic acid	2-[(2-methylpropoxy)carbonyl]benzoic acid	Monoisobutyl phthalic acid	HMDB0002056	HMDB	C12H14O4	RZJSUWQGFCHNFS-UHFFFAOYSA-N	CC(C)COC(=O)C1=CC=CC=C1C(O)=O	920	0.893	946	989	NIST17 MSMS	Organic compounds	Benzenoids	Benzene and substituted derivatives	Benzoic acids and derivatives	Benzoic acid esters	7.29
4-HYDROXY-BUTYRIC ACID	MSI2A	Regular	1.743	103.0396	[M-H]-	20	1.327	3805544	0.715	4-Hydroxybutyric acid	4-hydroxybutanoic acid	4-hydroxy-butyric acid	HMDB0000710	HMDB	C4H8O3	SJZRECIVHVDYJC-UHFFFAOYSA-N	OCCCC(O)=O	339	0.736	421	438	NIST17 MSMS	Organic compounds	Lipids and lipid-like molecules	Fatty Acyls	Fatty acids and conjugates	Hydroxy fatty acids	2.55
(3S,4R,5R)-5-[(1S)-1,2-DIHYDROXYETHYL]-3,4-DIHYDROXYOXOLAN-2-ONE	MSI2A	InSource	0.614	147.0293	[M-H]-	20	2.477	432789	0.926	L-Gulonolactone	(3S,4R,5R)-5-[(1S)-1,2-dihydroxyethyl]-3,4-dihydroxyoxolan-2-one		HMDB0003466	HMDB	C6H10O6	SXZYCXMUPBBULW-SKNVOMKLSA-N	[H][C@@]1(OC(=O)[C@@H](O)[C@H]1O)[C@@H](O)CO	823	0.736	872	933	NIST20 HighRes MSMS	Organic compounds	Organoheterocyclic compounds	Lactones	Gamma butyrolactones	Gamma butyrolactones	0.76
XANTHOSINE	MSI2A	Regular	2.103	283.0671	[M-H]-	20	1.043	640041	0.956	Xanthosine	9-[(2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-9H-purine-2,6-diol	Xanthosine	HMDB0000299	HMDB	C10H12N4O6	UBORTCNDUKBEOP-UUOKFMHZSA-N	OC[C@H]1O[C@H]([C@H](O)[C@@H]1O)N1C=NC2=C1N=C(O)N=C2O	510	0.721	918	995	MONA	Organic compounds	Nucleosides, nucleotides, and analogues	Purine nucleosides	NA	Purine nucleosides	1.3
D-ARABINO-HEX-2-ULOSONIC ACID	MSI2A	Regular	0.712	103.0034	[M-H-C3H6O3]-	20	0.875	101094	0.927	2-dehydro-D-gluconic acid	D-arabino-hex-2-ulosonic acid		CHEBI:27469	ChEBI	C6H10O7	VBUYCZFBVCCYFD-JJYYJPOSSA-N	OC[C@@H](O)[C@@H](O)[C@H](O)C(=O)C(O)=O	573	0.673	945	999	NIST17 MSMS	Organic compounds	Organic oxygen compounds	Organooxygen compounds	Carbohydrates and carbohydrate conjugates	Sugar acids and derivatives	0.72
(2S,3R)-5-KETO-4-METHYLENE-2-OCTYL-TETRAHYDROFURAN-3-CARBOXYLIC ACID	MSI2A	Regular	7.69	253.1438	[M-H]-	20	0.26	2546931	0.901	(?)-trans-C75	(2S,3R)-5-keto-4-methylene-2-octyl-tetrahydrofuran-3-carboxylic acid		6482234	PubChem	C14H22O4	VCWLZDVWHQVAJU-NWDGAFQWSA-N	CCCCCCCC[C@H]1[C@@H](C(=C)C(=O)O1)C(=O)O	555	0.791	897	904	NIST17 MSMS	Organic compounds	Organoheterocyclic compounds	Lactones	Gamma butyrolactones	Gamma butyrolactones	8.48
2-AMINO-5-CHLORO-4-METHYL-BESYLIC ACID	MSI2A	InSource	3.9	185.028	[M-H]-	40	0.127	710104	0.942	2-Amino-5-chloro-4-methylbenzenesulfonic acid	2-amino-5-chloro-4-methyl-besylic acid		6936	PubChem	C7H8ClNO3S	VYZCFAPUHSSYCC-UHFFFAOYSA-N	CC1=CC(=C(C=C1Cl)S(=O)(=O)O)N	485	0.654	975	992	NIST20 HighRes MSMS	Organic compounds	Benzenoids	Benzene and substituted derivatives	Benzenesulfonic acids and derivatives	p-Methylbenzenesulfonates	4.42
METHYLSUCCINIC ACID	MSI2A	Regular	2.1	131.0342	[M-H]-	20	2.142	59498	0.319	Methylsuccinic acid	2-methylbutanedioic acid	Methylsuccinic acid	HMDB0001844	HMDB	C5H8O4	WXUAQHNMJWJLTG-UHFFFAOYSA-N	CC(CC(O)=O)C(O)=O	335	0.669	638	999	MONA	Organic compounds	Lipids and lipid-like molecules	Fatty Acyls	Fatty acids and conjugates	Methyl-branched fatty acids	1.45
(2R)-2-HYDROXY-2-METHYLBUTANEDIOIC ACID	MSI2A	Regular	1.391	147.0293	[M-H]-	20	1.847	3287429	0.822	D-citramalic acid	(2R)-2-hydroxy-2-methylbutanedioic acid		CHEBI:15586	ChEBI	C5H8O5	XFTRTWQBIOMVPK-RXMQYKEDSA-N	C[C@@](O)(CC(O)=O)C(O)=O	807	0.853	880	998	NIST17 MSMS	Organic compounds	Lipids and lipid-like molecules	Fatty Acyls	Fatty acids and conjugates	Hydroxy fatty acids	0.93
6-AMINO-2-SULFANYL-1H-PYRIMIDIN-4-ONE	MSI2A	InSource	1.383	151.0262	[M-H]-	40	0.215	850557	0.948	6-azanyl-2-sulfanyl-1H-pyrimidin-4-one	6-amino-2-sulfanyl-1H-pyrimidin-4-one		219818	PubChem	C4H5N3OS	YFYYRKDBDBILSD-UHFFFAOYSA-N	C1=C(NC(=NC1=O)S)N	364	0.684	999	999	NIST20 HighRes MSMS	Organic compounds	Organoheterocyclic compounds	Diazines	Pyrimidines and pyrimidine derivatives	Pyrimidones	1.77
2-[2-(2-METHOXYETHOXY)ETHOXY]ETHANOIC ACID	MSI2A	Regular	3.926	159.0657	[M-H-H2O]-	20	1.54	809191	0.707	Acetic acid, [2-(2-methoxyethoxy)ethoxy]-	2-[2-(2-methoxyethoxy)ethoxy]ethanoic acid		85241	PubChem	C7H14O5	YHBWXWLDOKIVCJ-UHFFFAOYSA-N	COCCOCCOCC(=O)O	900	0.766	960	978	NIST17 MSMS	Organic compounds	Organic acids and derivatives	Carboxylic acids and derivatives	Carboxylic acids	Carboxylic acids	3.4
METHYLMALONIC ACID	MSI2A	InSource	1.428	116.9281	[M-H]-	20	1.497	496169	0.513	Methylmalonic acid	2-methylpropanedioic acid	Methylmalonic acid	HMDB0000202	HMDB	C4H6O4	ZIYVHBGGAOATLY-UHFFFAOYSA-N	CC(C(O)=O)C(O)=O	494	0.734	918	987	NIST17 MSMS	Organic compounds	Organic acids and derivatives	Carboxylic acids and derivatives	Dicarboxylic acids and derivatives	Dicarboxylic acids and derivatives	1.57
12R-HETE	MSI2A	InSource	9.761	319.2263	[M-H]-	20	3.034	398912	0.58	12R-HETE	12R-hydroxy-5Z,8Z,10E,14Z-eicosatetraenoic acid	12R-HETE	LMFA03060008	LipidMaps	C20H32O3	ZNHVWPKMFKADKW-ZYBDYUKJSA-N	C(=CC/C=CC=C[C@@H](C/C=CCCCCC)O)CCCC(O)=O	537	0.703	703	931	NIST17 MSMS	Organic compounds	Lipids and lipid-like molecules	Fatty Acyls	Eicosanoids	Hydroxyeicosatetraenoic acids	10.32
(2S,3S,4R,5R)-2,3,4,5-TETRAHYDROXY-6-[(2S,3S,4S,5S,6R)-3,4,5-TRIHYDROXY-6-METHYLOL-TETRAHYDROPYRAN-2-YL]OXY-HEXANAL	MSI2B	Regular	12.119	161.0451	[M-2H-H2O]2-	20	2.632	75466231	0.483	Manalpha1-6Man	(2S,3S,4R,5R)-2,3,4,5-tetrahydroxy-6-[(2S,3S,4S,5S,6R)-3,4,5-trihydroxy-6-methylol-tetrahydropyran-2-yl]oxy-hexanal		92024320	PubChem	C12H22O11	AYRXSINWFIIFAE-JGLDSSSWSA-N	C([C@@H]1[C@H]([C@@H]([C@@H]([C@H](O1)OC[C@H]([C@H]([C@@H]([C@@H](C=O)O)O)O)O)O)O)O)O	855	0.675	870	911	NIST17 MSMS	Organic compounds	Lipids and lipid-like molecules	Fatty Acyls	Fatty acyl glycosides	Fatty acyl glycosides of mono- and disaccharides	0.63
4-OXO-HEXANOIC ACID	MSI2B	Regular	3.792	129.0552	[M-H]-	20	0.687	75190	0.861	4-keto-n-caproic acid	4-oxo-hexanoic acid		LMFA01060009	LipidMaps	C6H10O3	CLJBDOUIEHLLEN-UHFFFAOYSA-N	C(C(CCC(O)=O)=O)C	202	0.712	579	814	NIST17 MSMS	Organic compounds	Organic acids and derivatives	Keto acids and derivatives	Medium-chain keto acids and derivatives	Medium-chain keto acids and derivatives	2.42
(2R,3R,4R,5R)-2,3,5,6-TETRAHYDROXY-4-[(2R,3R,4S,5S,6R)-3,4,5-TRIHYDROXY-6-METHYLOL-TETRAHYDROPYRAN-2-YL]OXY-HEXANAL	MSI2B	Regular	10.841	161.0453	[M-H-C6H12O6]-	20	2.607	791950	0.469	Polymaltose	(2R,3R,4R,5R)-2,3,5,6-tetrahydroxy-4-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-methylol-tetrahydropyran-2-yl]oxy-hexanal		181526	PubChem	C12H22O11	DKXNBNKWCZZMJT-WUJBLJFYSA-N	C([C@@H]1[C@H]([C@@H]([C@H]([C@H](O1)O[C@H]([C@@H](CO)O)[C@@H]([C@H](C=O)O)O)O)O)O)O	738	0.682	820	886	NIST17 MSMS	Organic compounds	Lipids and lipid-like molecules	Fatty Acyls	Fatty acyl glycosides	Fatty acyl glycosides of mono- and disaccharides	0.68
(1S,4S,8R,14S)-11-ETHYL-12-KETO-7,9,13-TRIOXATETRACYCLO[6.5.1.01,10.04,14]TETRADECA-2,5-DIENE-5-CARBOXYLIC ACID	MSI2B	Regular	6.769	233.0814	[M-H-CO2]-	20	0.335	1198052	0.923	(1S,4S,8R,14S)-11-Ethyl-12-oxo-7,9,13-trioxatetracyclo[6.5.1.01,10.04,14]tetradeca-2,5-diene-5-carboxylic acid	(1S,4S,8R,14S)-11-ethyl-12-keto-7,9,13-trioxatetracyclo[6.5.1.01,10.04,14]tetradeca-2,5-diene-5-carboxylic acid		23844047	PubChem	C14H14O6	GRJLGDWPUYQSHL-LOJYNRMOSA-N	CCC1C2[C@@]3(C=C[C@H]4[C@@H]3[C@@H](O2)OC=C4C(=O)O)OC1=O	273	0.731	877	883	NIST20 HighRes MSMS	Organic compounds	Lipids and lipid-like molecules	Prenol lipids	Terpene lactones	Terpene lactones	5.3
2-[2-[2-(CARBOXYMETHOXY)ETHOXY]ETHOXY]ACETIC ACID	MSI2B	Regular	0.722	119.0346	[M-H-C4H6O3]-	20	1.862	311374	0.771	3,6,9-Trioxaundecanedioic acid	2-[2-[2-(carboxymethoxy)ethoxy]ethoxy]acetic acid		83793	PubChem	C8H14O7	HJZZQNLKBWJYPD-UHFFFAOYSA-N	C(COCC(=O)O)OCCOCC(=O)O	598	0.737	870	922	NIST17 MSMS	Organic compounds	Organic acids and derivatives	Carboxylic acids and derivatives	Dicarboxylic acids and derivatives	Dicarboxylic acids and derivatives	3.03
N-ACETYLVALINE	MSI2B	Regular	3.364	158.0817	[M-H]-	20	1.314	256246	0.883	N-Acetylvaline	2-acetamido-3-methylbutanoic acid	N-Acetylvaline	HMDB0011757	HMDB	C7H13NO3	IHYJTAOFMMMOPX-UHFFFAOYSA-N	CC(C)C(NC(C)=O)C(O)=O	501	0.756	887	999	NIST17 MSMS	Organic compounds	Organic acids and derivatives	Carboxylic acids and derivatives	Amino acids, peptides, and analogues	N-acyl-alpha amino acids	2.27
(2R,3S,4S,5R,6R)-2-METHYLOL-6-[[(2R,3S,4S,5R,6R)-3,4,5-TRIHYDROXY-6-[(1R)-4-(3-HYDROXYBUTYL)-3,5,5-TRIMETHYL-CYCLOHEX-3-EN-1-YL]OXY-TETRAHYDROPYRAN-2-YL]METHOXY]TETRAHYDROPYRAN-3,4,5-TRIOL	MSI2B	Regular	0.655	179.0554	[M-H-C19H32O6]-	20	2.731	532287	0.887	(2R,3S,4S,5R,6R)-2-(Hydroxymethyl)-6-[[(2R,3S,4S,5R,6R)-3,4,5-trihydroxy-6-[(1R)-4-(3-hydroxybutyl)-3,5,5-trimethylcyclohex-3-en-1-yl]oxyoxan-2-yl]methoxy]oxane-3,4,5-triol	(2R,3S,4S,5R,6R)-2-methylol-6-[[(2R,3S,4S,5R,6R)-3,4,5-trihydroxy-6-[(1R)-4-(3-hydroxybutyl)-3,5,5-trimethyl-cyclohex-3-en-1-yl]oxy-tetrahydropyran-2-yl]methoxy]tetrahydropyran-3,4,5-triol		16095196	PubChem	C25H44O12	JPFKTKCDYZBLOK-KDBLSNNFSA-N	CC1=C(C(C[C@@H](C1)O[C@H]2[C@@H]([C@H]([C@@H]([C@H](O2)CO[C@H]3[C@@H]([C@H]([C@@H]([C@H](O3)CO)O)O)O)O)O)O)(C)C)CCC(C)O	514	0.694	678	756	NIST20 HighRes MSMS	Organic compounds	Lipids and lipid-like molecules	Prenol lipids	Terpene glycosides	Terpene glycosides	4.35
2-DIPHENYLPHOSPHORYLHYDROQUINONE	MSI2B	Regular	6.003	217.0422	[M-H-C6H4O]-	80	0.232	7691675	0.96	2,5-Dihydroxyphenyl(diphenyl)phosphine Oxide	2-diphenylphosphorylhydroquinone		2783495	PubChem	C18H15O3P	LLOXZCFOAUCDAE-UHFFFAOYSA-N	C1=CC=C(C=C1)P(=O)(C2=CC=CC=C2)C3=C(C=CC(=C3)O)O	541	0.721	946	979	NIST20 HighRes MSMS	Organic compounds	Benzenoids	Benzene and substituted derivatives	Phenylphosphines and derivatives	Phenylphosphines and derivatives	7.94
PHOSPHORIC ACID	MSI2B	Regular	0.56	96.9692	[M-H]-	20	0.654	2362886	0.468	Hydrogen phosphate	phosphoric acid	Phosphoric acid	HMDB0000973	HMDB	H3O4P	NBIIXXVUZAFLBC-UHFFFAOYSA-N	OP(O)(O)=O	588	0.997	969	999	MONA	Inorganic compounds	Homogeneous non-metal compounds	Non-metal oxoanionic compounds	Non-metal phosphates	Non-metal phosphates	NA
4-BENZOYLOXYBENZOIC ACID	MSI2B	Regular	5.256	121.0291	[M-H-C7H4O2]-	20	0.849	217620	0.954	4-(Benzoyloxy)benzoic acid	4-benzoyloxybenzoic acid		119979	PubChem	C14H10O4	OUANAAHOQVMJCH-UHFFFAOYSA-N	C1=CC=C(C=C1)C(=O)OC2=CC=C(C=C2)C(=O)O	476	0.725	826	999	NIST20 HighRes MSMS	Organic compounds	Phenylpropanoids and polyketides	Depsides and depsidones		Depsides and depsidones	7.13
CYCLOHEXANE-1,4-DICARBOXYLIC ACID	MSI2B	Regular	5.132	171.066	[M-H]-	20	0.45	5779722	0.898	1,4-CYCLOHEXANEDICARBOXYLIC ACID	cyclohexane-1,4-dicarboxylic acid		14106	PubChem	C8H12O4	PXGZQGDTEZPERC-UHFFFAOYSA-N	C1CC(CCC1C(=O)O)C(=O)O	392	0.844	934	962	MONA	Organic compounds	Organic acids and derivatives	Carboxylic acids and derivatives	Dicarboxylic acids and derivatives	Dicarboxylic acids and derivatives	3.57
DIDECYL HYDROGEN PHOSPHATE	MSI2B	Regular	8.689	237.1256	[M-H-C10H20]-	20	0.474	1092232	0.932	Didecyl hydrogen phosphate	didecyl hydrogen phosphate		82260	PubChem	C20H43O4P	QHAUASBJFFBWMY-UHFFFAOYSA-N	CCCCCCCCCCOP(=O)(O)OCCCCCCCCCC	756	0.979	988	998	NIST20 HighRes MSMS	Organic compounds	Organic acids and derivatives	Organic phosphoric acids and derivatives	Phosphate esters	Alkyl phosphates	11.15
4-[(E)-3-(3,4-DIHYDROXYPHENYL)ACRYLOYL]OXY-2,3-DIHYDROXY-2-METHYL-BUTYRIC ACID	MSI2B	Regular	0.693	149.045	[M-H-C9H6O3]-	20	2.071	629096	0.913	4-[(E)-3-(3,4-Dihydroxyphenyl)prop-2-enoyl]oxy-2,3-dihydroxy-2-methylbutanoic acid	4-[(E)-3-(3,4-dihydroxyphenyl)acryloyl]oxy-2,3-dihydroxy-2-methyl-butyric acid		45360267	PubChem	C14H16O8	RUEPXZDDWQCITK-HWKANZROSA-N	CC(C(COC(=O)/C=C/C1=CC(=C(C=C1)O)O)O)(C(=O)O)O	823	0.848	908	978	NIST20 HighRes MSMS	Organic compounds	Phenylpropanoids and polyketides	Cinnamic acids and derivatives	Hydroxycinnamic acids and derivatives	Coumaric acids and derivatives	3.41
3-CHLORO-5-METHYL-PYROCATECHOL	MSI2B	Regular	2.818	121.0291	[M-H-HCl]-	20	1.017	121076	1	3-Chloro-5-methylcatechol	3-chloro-5-methyl-pyrocatechol		23510504	PubChem	C7H7ClO2	SVNSFVRPGDZCMV-UHFFFAOYSA-N	CC1=CC(=C(C(=C1)Cl)O)O	527	0.787	889	999	NIST20 HighRes MSMS	Organic compounds	Benzenoids	Phenols	Benzenediols	Catechols	6.11
3,4-DIMETHYLBESYLIC ACID	MSI2B	Regular	3.88	185.0276	[M-H]-	80	0.174	688651	0.916	3,4-Dimethylbenzenesulfonic Acid	3,4-dimethylbesylic acid		14756	PubChem	C8H10O3S	WYCOJIVDCGJKDB-UHFFFAOYSA-N	CC1=C(C=C(C=C1)S(=O)(=O)O)C	678	0.659	976	993	NIST20 HighRes MSMS	Organic compounds	Benzenoids	Benzene and substituted derivatives	Benzenesulfonic acids and derivatives	p-Methylbenzenesulfonates	5.1
CYCLOHEXANE-1,3-DICARBOXYLIC ACID	MSI2B	Regular	5.143	171.0658	[M-H]-	20	0.789	2032393	0.554	1,3-Cyclohexanedicarboxylic acid	cyclohexane-1,3-dicarboxylic acid		107205	PubChem	C8H12O4	XBZSBBLNHFMTEB-UHFFFAOYSA-N	C1CC(CC(C1)C(=O)O)C(=O)O	366	0.691	846	916	NIST17 MSMS	Organic compounds	Organic acids and derivatives	Carboxylic acids and derivatives	Dicarboxylic acids and derivatives	Dicarboxylic acids and derivatives	3.85
3-(3-HYDROXYPHENYL)CARBONYLOXY-8-METHYL-8-AZONIABICYCLO[3.2.1]OCTANE-2-CARBOXYLATE	MSI2B	Regular	3.288	137.0239	[M-H-C9H13O2N]-	20	1.833	90213	0.403	3-(3-hydroxybenzoyl)oxy-8-methyl-8-azoniabicyclo[3.2.1]octane-2-carboxylate	3-(3-hydroxyphenyl)carbonyloxy-8-methyl-8-azoniabicyclo[3.2.1]octane-2-carboxylate		78382934	PubChem	C16H19NO5	XCJJCRPRQYXLRE-UHFFFAOYSA-N	C[NH+]1C2CCC1C(C(C2)OC(=O)C3=CC(=CC=C3)O)C(=O)[O-]	456	0.676	798	999	NIST17 MSMS	Organic compounds	Benzenoids	Benzene and substituted derivatives	Benzoic acids and derivatives	m-Hydroxybenzoic acid esters	4.55
PHENYLBUTYRYLGLUTAMINE	MSI2B	Regular	0.595	145.0613	[M-H-C10H10O]-	20	2.11	564145	0.961	Phenylbutyrylglutamine	4-carbamoyl-2-(4-phenylbutanamido)butanoic acid	Phenylbutyrylglutamine	HMDB0011687	HMDB	C15H20N2O4	XKQKXKRCMAJADR-UHFFFAOYSA-N	NC(=O)CCC(NC(=O)CCCC1=CC=CC=C1)C(O)=O	949	0.926	968	988	NIST20 HighRes MSMS	Organic compounds	Organic acids and derivatives	Carboxylic acids and derivatives	Amino acids, peptides, and analogues	Glutamine and derivatives	4.77
METABOLITES_END
#END


#METABOLOMICS WORKBENCH anderbra_20230502_093501 DATATRACK_ID:3996 STUDY_ID:ST003302 ANALYSIS_ID:AN005410 PROJECT_ID:PR002052
VERSION             	1
CREATED_ON             	July 7, 2024, 6:25 pm
#PROJECT
PR:PROJECT_TITLE                 	Untargeted Dialysate Metabolomics Identification and Detection of Novel
PR:PROJECT_TITLE                 	Neurochemicals via Benzoyl Chloride Derivatization
PR:PROJECT_SUMMARY               	This study combines these strategies to obtain in-depth untargeted chemical
PR:PROJECT_SUMMARY               	identification of dialysate. We target the rat dorsal and ventral striatum,
PR:PROJECT_SUMMARY               	given its importance in motivation, movement, and reward processing and identify
PR:PROJECT_SUMMARY               	489 compounds. Despite the depth of analysis, many well-known neurochemicals,
PR:PROJECT_SUMMARY               	such as all neurotransmitters, were not identified in the untargeted method.
PR:PROJECT_SUMMARY               	These compounds could be detected using BzCl derivation in a targeted method
PR:PROJECT_SUMMARY               	though. By tracking isotopic BzCl feature pair detection and filtering of MS/MS
PR:PROJECT_SUMMARY               	spectra by known benzoyl fragment ions, we found 872 unique features in
PR:PROJECT_SUMMARY               	dialysate suggesting many unknown compounds remain to be identified in
PR:PROJECT_SUMMARY               	dialysate.
PR:INSTITUTE                     	University of Michigan
PR:LAST_NAME                     	Anderson
PR:FIRST_NAME                    	Brady
PR:ADDRESS                       	930 N. University Ann Arbor, MI 48109
PR:EMAIL                         	anderbra@umich.edu
PR:PHONE                         	6519256798
PR:FUNDING_SOURCE                	NIH (NINDD,NIEHS)
PR:PUBLICATIONS                  	to be updated later
PR:CONTRIBUTORS                  	Brady Anderson, Pavlo Popov, Amanda Cicali, Adana Nwamba, Charles R. Evans,
PR:CONTRIBUTORS                  	Robert T. Kennedy
#STUDY
ST:STUDY_TITLE                   	Untargeted Dialysate Metabolomics Identification and Detection of Novel
ST:STUDY_TITLE                   	Neurochemicals via Benzoyl Chloride Derivatization
ST:STUDY_SUMMARY                 	This study combines these strategies to obtain in-depth untargeted chemical
ST:STUDY_SUMMARY                 	identification of dialysate. We target the rat dorsal and ventral striatum,
ST:STUDY_SUMMARY                 	given its importance in motivation, movement, and reward processing and identify
ST:STUDY_SUMMARY                 	489 compounds. Despite the depth of analysis, many well-known neurochemicals,
ST:STUDY_SUMMARY                 	such as all neurotransmitters, were not identified in the untargeted method.
ST:STUDY_SUMMARY                 	These compounds could be detected using BzCl derivation in a targeted method
ST:STUDY_SUMMARY                 	though. By tracking isotopic BzCl feature pair detection and filtering of MS/MS
ST:STUDY_SUMMARY                 	spectra by known benzoyl fragment ions, we found 872 unique features in
ST:STUDY_SUMMARY                 	dialysate suggesting many unknown compounds remain to be identified in
ST:STUDY_SUMMARY                 	dialysate.
ST:INSTITUTE                     	University of Michigan
ST:LAST_NAME                     	Anderson
ST:FIRST_NAME                    	Brady
ST:ADDRESS                       	930 N. University Ann Arbor, MI, 48109, USA
ST:EMAIL                         	anderbra@umich.edu
ST:PHONE                         	734-615-4376
ST:NUM_GROUPS                    	1
ST:TOTAL_SUBJECTS                	6
ST:NUM_MALES                     	6
ST:STUDY_COMMENTS                	Sprague Dawley Rats
ST:PUBLICATIONS                  	to be updated later
#SUBJECT
SU:SUBJECT_TYPE                  	Mammal
SU:SUBJECT_SPECIES               	Rattus norvegicus
SU:TAXONOMY_ID                   	10116
SU:AGE_OR_AGE_RANGE              	75 days (average)
SU:WEIGHT_OR_WEIGHT_RANGE        	340-375 g
SU:GENDER                        	Male
SU:ANIMAL_ANIMAL_SUPPLIER        	Charles River Laboratory
SU:ANIMAL_HOUSING                	Group housed (3 per cage)
SU:ANIMAL_LIGHT_CYCLE            	Reversed light cycle (12 h on, 12 h off)
SU:ANIMAL_FEED                   	Lab diet 5LOD rat chow
SU:SPECIES_GROUP                 	Sprague Dawley
#SUBJECT_SAMPLE_FACTORS:         	SUBJECT(optional)[tab]SAMPLE[tab]FACTORS(NAME:VALUE pairs separated by |)[tab]Raw file names and additional sample data
SUBJECT_SAMPLE_FACTORS           	-	RPLC_1x_Dialysate_Pos	Sample type:Dialysate | Dialysate concentration:1x	Chromatography=Reversed phase; Ionization mode=Positive; RAW_FILE_NAME=2023_0128_RPLC_1x_Dialysate_Pos_MS1_01.mzML
SUBJECT_SAMPLE_FACTORS           	-	RPLC_10x_Dialysate_Pos	Sample type:Dialysate | Dialysate concentration:10x	Chromatography=Reversed phase; Ionization mode=Positive; RAW_FILE_NAME=2023_0128_RPLC_10x_Dialysate_Pos_MS1_01.mzML
SUBJECT_SAMPLE_FACTORS           	-	RPLC_aCSF_Pos	Sample type:aCSF | Dialysate concentration:N/A	Chromatography=Reversed phase; Ionization mode=Positive; RAW_FILE_NAME=2023_0128_RPLC_aCSF_Pos_MS1_01.mzML
SUBJECT_SAMPLE_FACTORS           	-	RPLC_Blank_Pos_01	Sample type:Blank | Dialysate concentration:N/A	Chromatography=Reversed phase; Ionization mode=Positive; RAW_FILE_NAME=2023_0128_RPLC_Blank_Pos_MS1_01.mzML
SUBJECT_SAMPLE_FACTORS           	-	RPLC_Blank_Pos_02	Sample type:Blank | Dialysate concentration:N/A	Chromatography=Reversed phase; Ionization mode=Positive; RAW_FILE_NAME=2023_0128_RPLC_Blank_Pos_MS1_02.mzML
SUBJECT_SAMPLE_FACTORS           	-	RPLC_1x_Dialysate_Neg	Sample type:Dialysate | Dialysate concentration:1x	Chromatography=Reversed phase; Ionization mode=Negative; RAW_FILE_NAME=2023_0128_RPLC_1x_Dialysate_Neg
SUBJECT_SAMPLE_FACTORS           	-	RPLC_10x_Dialysate_Neg	Sample type:Dialysate | Dialysate concentration:10x	Chromatography=Reversed phase; Ionization mode=Negative; RAW_FILE_NAME=2023_0128_RPLC_10x_Dialysate_Neg
SUBJECT_SAMPLE_FACTORS           	-	RPLC_aCSF_Neg	Sample type:aCSF | Dialysate concentration:N/A	Chromatography=Reversed phase; Ionization mode=Negative; RAW_FILE_NAME=2023_0128_RPLC_aCSF_Neg
SUBJECT_SAMPLE_FACTORS           	-	RPLC_Blank_Neg_01	Sample type:Blank | Dialysate concentration:N/A	Chromatography=Reversed phase; Ionization mode=Negative; RAW_FILE_NAME=2023_0128_RPLC_Blank_Neg_01
SUBJECT_SAMPLE_FACTORS           	-	RPLC_Blank_Neg_02	Sample type:Blank | Dialysate concentration:N/A	Chromatography=Reversed phase; Ionization mode=Negative; RAW_FILE_NAME=2023_0128_RPLC_Blank_Neg_02
SUBJECT_SAMPLE_FACTORS           	-	HILIC_1x_Dialysate_Pos	Sample type:Dialysate | Dialysate concentration:1x	Chromatography=Hydrophilic interaction liquid chromatography; Ionization mode=Positive; RAW_FILE_NAME=2023_0130_HILIC_1x_Dialysate_Pos_MS1_01.mzML
SUBJECT_SAMPLE_FACTORS           	-	HILIC_10x_Dialysate_Pos	Sample type:Dialysate | Dialysate concentration:10x	Chromatography=Hydrophilic interaction liquid chromatography; Ionization mode=Positive; RAW_FILE_NAME=2023_0130_HILIC_10x_Dialysate_Pos_MS1_01.mzML
SUBJECT_SAMPLE_FACTORS           	-	HILIC_Blank_Pos_01	Sample type:Blank | Dialysate concentration:N/A	Chromatography=Hydrophilic interaction liquid chromatography; Ionization mode=Positive; RAW_FILE_NAME=2023_0130_HILIC_Blank_Pos_MS1_01.mzML
SUBJECT_SAMPLE_FACTORS           	-	HILIC_Blank_Pos_02	Sample type:Blank | Dialysate concentration:N/A	Chromatography=Hydrophilic interaction liquid chromatography; Ionization mode=Positive; RAW_FILE_NAME=2023_0130_HILIC_Blank_Pos_MS1_02.mzML
SUBJECT_SAMPLE_FACTORS           	-	HILIC_1x_Dialysate_Neg	Sample type:Dialysate | Dialysate concentration:1x	Chromatography=Hydrophilic interaction liquid chromatography; Ionization mode=Negative; RAW_FILE_NAME=2023_0130_HILIC_1x_Dialysate_Neg_MS1_01.mzML
SUBJECT_SAMPLE_FACTORS           	-	HILIC_10x_Dialysate_Neg	Sample type:Dialysate | Dialysate concentration:10x	Chromatography=Hydrophilic interaction liquid chromatography; Ionization mode=Negative; RAW_FILE_NAME=2023_0130_HILIC_10x_Dialysate_Neg_MS1_01.mzML
SUBJECT_SAMPLE_FACTORS           	-	HILIC_Blank_Neg_01	Sample type:Blank | Dialysate concentration:N/A	Chromatography=Hydrophilic interaction liquid chromatography; Ionization mode=Negative; RAW_FILE_NAME=2023_0130_HILIC_Blank_Neg_MS1_01.mzML
SUBJECT_SAMPLE_FACTORS           	-	HILIC_Blank_Neg_02	Sample type:Blank | Dialysate concentration:N/A	Chromatography=Hydrophilic interaction liquid chromatography; Ionization mode=Negative; RAW_FILE_NAME=2023_0130_HILIC_Blank_Neg_MS1_02.mzML
#COLLECTION
CO:COLLECTION_SUMMARY            	For this study, animal treatment was approved by the University Committee on Use
CO:COLLECTION_SUMMARY            	and Care of Animals (UCUCA) at the University of Michigan, the National
CO:COLLECTION_SUMMARY            	Institute of Health (NIH) Guidelines for the Care and Use of Laboratory Animals.
CO:COLLECTION_SUMMARY            	For dialysate sample collection, we used six male Sprague-Dawley rats (Charles
CO:COLLECTION_SUMMARY            	River Laboratories; Wilmington, MA), approximately 75 days old and weighing 340
CO:COLLECTION_SUMMARY            	to 375 g. Rats were group-housed before and after stereotaxic surgery in a
CO:COLLECTION_SUMMARY            	reverse light cycle vivarium (12 h on/12 h off; lights off 6 AM) with ad libitum
CO:COLLECTION_SUMMARY            	access to food and water. Before dialysate collection, a single microdialysis
CO:COLLECTION_SUMMARY            	cannula was implanted using stereotaxic surgery targeting the striatum with
CO:COLLECTION_SUMMARY            	coordinates from bregma: +1.8 AP, ±1.8 ML, -4.0 DV. Animals recovered for 36 to
CO:COLLECTION_SUMMARY            	48 h before microdialysis probe placement. On the day of sample collection (at
CO:COLLECTION_SUMMARY            	the beginning of the rat dark cycle), a microdialysis probe was inserted under
CO:COLLECTION_SUMMARY            	isoflurane anesthesia. CMA 12 Elite microdialysis probes with a 4 mm long
CO:COLLECTION_SUMMARY            	membrane (0.5 mm O.D.) and 20,000-dalton molecular weight cutoff were used
CO:COLLECTION_SUMMARY            	(Harvard Apparatus; Holliston, MA). After insertion, the microdialysis probe
CO:COLLECTION_SUMMARY            	membrane spanned the rostral areas of the dorsomedial striatum, the nucleus
CO:COLLECTION_SUMMARY            	accumbens core, and the lateral nucleus accumbens shell.Before sample
CO:COLLECTION_SUMMARY            	collection, aCSF solution was perfused at a flow rate of 2 uL/min for 45 min,
CO:COLLECTION_SUMMARY            	followed by 30 min at 1 uL/min. After probe conditioning, all samples were
CO:COLLECTION_SUMMARY            	collected at a 1 uL/min perfusion rate and 30-min fractions for 12 continuous
CO:COLLECTION_SUMMARY            	hours. The collected dialysate fractions were kept in a -20 ºC freezer during
CO:COLLECTION_SUMMARY            	the 12-h sampling period and stored in a -80 ºC freezer after.
CO:SAMPLE_TYPE                   	Brain
CO:COLLECTION_METHOD             	Microdialysate
CO:COLLECTION_LOCATION           	Dorsal and ventral striatum
CO:COLLECTION_FREQUENCY          	Continuous
CO:COLLECTION_DURATION           	12 h
CO:VOLUMEORAMOUNT_COLLECTED      	4 mL
CO:STORAGE_CONDITIONS            	-80℃
CO:COLLECTION_TUBE_TEMP          	0 C
#TREATMENT
TR:TREATMENT_SUMMARY             	No treatment was administered. Rats were freely moving with access to food and
TR:TREATMENT_SUMMARY             	water.
#SAMPLEPREP
SP:SAMPLEPREP_SUMMARY            	For underivatized experiments, aliquots of pooled dialysate were transferred to
SP:SAMPLEPREP_SUMMARY            	tapered glass HPLC vials (Thermo Fisher Scientific; Waltham, MA) and dried in an
SP:SAMPLEPREP_SUMMARY            	EZ-2 vacuum centrifuge (GeneVac; Ipswich, United Kingdom) for three hours.
SP:SAMPLEPREP_SUMMARY            	Samples were then preconcentrated 10-fold by volume in 9:1 water:methanol or
SP:SAMPLEPREP_SUMMARY            	85:15 acetonitrile:water for RPLC and HILIC analyses.
SP:PROCESSING_STORAGE_CONDITIONS 	On ice
SP:EXTRACT_STORAGE               	-80℃
#CHROMATOGRAPHY
CH:CHROMATOGRAPHY_SUMMARY        	Reversed phase liquid chromatography (RPLC)
CH:CHROMATOGRAPHY_TYPE           	Reversed phase
CH:INSTRUMENT_NAME               	Thermo Vanquish
CH:COLUMN_NAME                   	Waters ACQUITY UPLC HSS T3 (100 x 2.1mm,1.8um)
CH:SOLVENT_A                     	Water with 0.1% v/v formic acid
CH:SOLVENT_B                     	Methanol with 0.025% v/v formic acid
CH:FLOW_GRADIENT                 	0 min, 0%B; 0-10, 0-99%B; 10-17, 99%B; 17-17.1, 99-0%B; 17.1-20, 0%B
CH:FLOW_RATE                     	0.450 mL/min
CH:COLUMN_TEMPERATURE            	55 C
CH:SAMPLE_INJECTION              	5 uL
CH:WASHING_BUFFER                	9:1 water:methanol
CH:TARGET_SAMPLE_TEMPERATURE     	4 C
#ANALYSIS
AN:ANALYSIS_TYPE                 	MS
#MS
MS:INSTRUMENT_NAME               	Thermo Orbitrap ID-X tribrid
MS:INSTRUMENT_TYPE               	Orbitrap
MS:MS_TYPE                       	ESI
MS:ION_MODE                      	NEGATIVE
MS:MS_COMMENTS                   	Mass spectrometer settings for all full scan (MS1) methods were set as follows:
MS:MS_COMMENTS                   	sheath gas, 40; aux gas, 10; sweep gas, 1; ion transfer tube temp, 325 ºC;
MS:MS_COMMENTS                   	vaporizer temp, 300 ºC; orbitrap resolution. 120000; scan range, 70-800 m/z; RF
MS:MS_COMMENTS                   	lens, 45%; normalized AGC target, 25%; maximum injection time, auto; microscans,
MS:MS_COMMENTS                   	1; data type, profile; internal mass calibration, EASY-ICTM. Spray voltages were
MS:MS_COMMENTS                   	set to 3200 V and -3200 V for positive and negative ionization modes. For MS/MS
MS:MS_COMMENTS                   	methods, the instrument settings above were maintained except for full scan
MS:MS_COMMENTS                   	orbitrap resolution, which was lowered to maximize MS/MS spectra collection. The
MS:MS_COMMENTS                   	data-dependent acquisition methods utilized the following settings: full scan
MS:MS_COMMENTS                   	orbitrap resolution, 60000; intensity threshold, 1.0x104; dynamic exclusion
MS:MS_COMMENTS                   	properties; exclusion duration 3 seconds (exclude after one time with +/- 5
MS:MS_COMMENTS                   	ppm); isolation mode, quadrupole; isolation window, 1.2 m/z; activation type,
MS:MS_COMMENTS                   	HCD; collision energy mode, assisted; collision energies, 20, 40, and 80%;
MS:MS_COMMENTS                   	detector type, orbitrap; orbitrap resolution, 30000; normalized AGC target, 20%;
MS:MS_COMMENTS                   	maximum injection time, 54 ms; microscans, 1; data type, centroid; cycle time,
MS:MS_COMMENTS                   	1.2 s. Five iterative injections (i.e., rolling precursor ion exclusion) were
MS:MS_COMMENTS                   	performed for underivatized samples to better collect MS/MS spectra of lower
MS:MS_COMMENTS                   	abundance metabolites.
MS:CAPILLARY_TEMPERATURE         	325 C
MS:DRY_GAS_FLOW                  	Sheath 40, Auxiliary 10, Sweep 1
MS:ION_SOURCE_TEMPERATURE        	300 C
MS:ION_SPRAY_VOLTAGE             	-3200
MS:IONIZATION_ENERGY             	negative
MS:MASS_ACCURACY                 	120,000 resolution
MS:AUTOMATIC_GAIN_CONTROL        	45%
#MS_METABOLITE_DATA
MS_METABOLITE_DATA:UNITS	Peak area
MS_METABOLITE_DATA_START
Samples	RPLC_1x_Dialysate_Neg	RPLC_10x_Dialysate_Neg	RPLC_aCSF_Neg	RPLC_Blank_Neg_01	RPLC_Blank_Neg_02
Factors	Sample type:Dialysate | Dialysate concentration:1x	Sample type:Dialysate | Dialysate concentration:10x	Sample type:aCSF | Dialysate concentration:N/A	Sample type:Blank | Dialysate concentration:N/A	Sample type:Blank | Dialysate concentration:N/A
AZELAIC ACID	27189544	74156520	21467402	17549278	19197856
2-HYDROXYBUTANEDIOIC ACID	3518921	4402501	3953	6204	11673
PSICOSE	504770240	1064608320	267926	725684	782494
KETOLEUCINE	19501584	127219472	279629	1158133	645429
N-ACETYLTYROSINE	6013292	32171498	4037	6974	4308
N-ACETYL-D-PHENYLALANINE	6920543	43813180	84074	142046	74162
3,4-DIHYDROXYBENZENEACETIC ACID	17135014	110772752	202712	58186	55010
3-[(2,4-DIHYDROXY-3,3-DIMETHYL-BUTANOYL)AMINO]PROPANOIC ACID	13329038	72850720	16443	25377	28702
2,2-DIMETHYL-SUCCINIC ACID	495418	2588983	368407	119042	333004
(2R,3S,4S,5R)-2,3,4,5,6-PENTAHYDROXYHEXANAL	504794880	1064804928	267926	725961	783807
THREONIC ACID	81172784	927796416	5034	12499	9557
2-HYDROXY-3-(4-HYDROXYPHENYL)PROPANOIC ACID	21136848	114147568	19675	38425	25547
CITRIC ACID	17855730	43928256	10686	10600	19102
(2S)-4-CARBAMOYL-2-ACETAMIDOBUTANOIC ACID	9788051	16582051	2571.25	2882	2541.5
2-ACETAMIDOPROPIONIC ACID	3293055	7042686	34657	168539	87978
ITACONIC ACID	731157	4609908	703899	182891	51264
LEUCINIC ACID	1519149	10481694	143271	41746	390965
TRAUMATIC ACID	5201057	42851080	189283	313995	281325
DEOXYURIDINE	3123654	7821674	2571.25	2882	2541.5
2-HYDROXY-3-METHYLBUTANOIC ACID	3650632	22532260	152876	35862	45143
2-FORMAMIDO-4-(METHYLTHIO)BUTYRIC ACID	1150737	9967297	2542	1104	2504
HIPPURIC ACID	3685018	21175144	9366	52009	20789
(2R)-2,3-DIHYDROXYPROPANOIC ACID	2055520	39349152	113107	138518	123398
SUBERIC ACID	8232681	22545476	6251875	4822772	5270296
4-ACETAMIDOBUTANOIC ACID	591287	2958206	110055	36280	236168
(2R,3R,4R,5R)-4-[(2S,3R,4S,5R,6R)-3,4,5-TRIHYDROXY-6-METHYLOL-TETRAHYDROPYRAN-2-YL]OXYHEXANE-1,2,3,5,6-PENTOL	168992160	353656704	50883	228673	228380
ADIPIC ACID	20870420	51262544	627701	1177419	619075
N-ACETYLLEUCINE	3154695	20130068	44258	118664	31114
SALICYLIC ACID	1882343	15305404	338068	701174	302356
D-GLUTAMINE	17120494	10002014	2571.25	98336	116906
9-[3-HYDROXY-5-(HYDROXYMETHYL)-4-METHOXYOXOLAN-2-YL]-3H-PURIN-6-ONE	23888726	92918944	2494	2882	2754
SULFOACETIC ACID	6534223	1678450	2571.25	2882	2541.5
2-METHYL-GLUTARIC ACID	1124042	5208965	368407	99151	333004
9-GLYCERYLOXY-9-KETO-PELARGONIC ACID	27532910	75025528	21589580	18083566	19686720
(3R)-3-[(5-CARBOXYPENTANOYL)OXY]-4-(TRIMETHYLAZANIUMYL)BUTANOATE	55027156	262477872	9297	86435	145930
VITAMIN C	1453137280	1192914048	2571.25	2882	21021
6-N-BUTANOYL-2'-O-BUTANOYLADENOSINE 3',5'-(HYDROGEN PHOSPHATE)	2834224	13797141	2571.25	2882	2347
DIBUTYL PHTHALATE	2195704	3519188	1942266	1940474	1921341
URIDINE	6269890	43091948	2571.25	3252	2541.5
4-(1-BUTYLHEPTYL)BESYLIC ACID	1729170	860844	848473	447390	274011
3-KETO VALERIC ACID	9772363	47832212	98087	263080	111495
3-HYDROXYDECANOIC ACID	1240449	8423557	2622938	186775	183488
CITRACONIC ACID	731157	4609908	703899	182891	51264
2-HYDROXYPENTANEDIOIC ACID	74091	4435916	77961	151699	41432
2-[3-METHOXY-4-(SULFOOXY)PHENYL]ACETIC ACID	46691172	329022176	340	2882	2541.5
GALACTURONIC ACID	50423	604141	565878	260553	256670
2-KETO-3,3-DIMETHYL-BUTYRIC ACID	31863220	163241808	99691	1158133	2541.5
HOMOGENTISIC ACID	2676419	52854720	2571.25	2882	2541.5
3-SUCCINOYLPYRIDINE	3586168	21017356	9149	53236	19861
(Z)-3-[(2R,3R,4S,5S,6R)-3,4,5-TRIHYDROXY-6-METHYLOL-TETRAHYDROPYRAN-2-YL]OXYOCT-5-ENOIC ACID	2903799	8536956	1933381	2882	7726764
(4S,5R,6R,7S,8R)-4,6,7,8,9-PENTAHYDROXY-5-[(1-HYDROXYETHYLIDENE)AMINO]-2-OXONONANOIC ACID	14499520	30085804	34238	25735	55873
SUCCINIC ACID	40873	11252512	2571.25	2882	2541.5
4-DODECYLBENZENE-1-SULFONIC ACID	1170982	1171779	9059533	11285274	26078124
(2R)-2-[[(2S)-2-AMINO-3-METHYL-BUTANOYL]AMINO]OXYSUCCINIC ACID	3518921	4402501	3953	6204	11673
3,4-DIHYDROXYPHENYLGLYCOL	6691229	30509938	3127	2882	2541.5
3,5A,6A,9-TETRAHYDROXYTETRAHYDRO-2H,8AH-FURO[2',3':4,5]FURO[3,4-B]FURO[3',2':2,3]FURO[3,4-E][1,4]DIOXINE-5,7(5AH,6AH)-DIONE	2032539	15136102	2571.25	2882	2541.5
4-(1-PROPYLHEPTYL)BESYLIC ACID	139476000	129207592	132776304	132165072	127486736
(Z)-2-OCTYLPENT-2-ENEDIOIC ACID	32281512	266211680	6472059	5622423	5762601
2,4-DIHYDROXYHEPTADEC-16-EN-1-YL ACETATE	31011350	29383114	25382270	27851038	25904074
(3R)-3-[(4-CARBOXYBUTANOYL)OXY]-4-(TRIMETHYLAZANIUMYL)BUTANOATE	317155	398285	4295910	297921	1510362
(2R,3R,3AR,6S,6AR)-2,3,6-TRIHYDROXY-3,3A,6,6A-TETRAHYDRO-2H-FURO[3,2-B]FURAN-5-ONE	81609128	939256000	5558	12769	11578
ADENOSINE	1821938	4339796	2571.25	1572	3271
N-ACETYLASPARTIC ACID	52754360	171371616	2485	3543	3322
N-ACETYLTHREONINE	2710687	5315385	9762	37266	13870
2-(3,4-DIHYDROXYPHENYL)ACETAMIDE	125005112	896649280	2571.25	2882	205
PSEUDOURIDINE	9020876	25121070	2571.25	2882	2455
ARABINOSE	237694	292703	42324	314820	469350
KETOISOVALERIC ACID	10648008	50501672	256668	458567	223658
2-ACETAMIDOPENTANEDIOIC ACID	983563	3110026	3655	2882	2541.5
MONOISOBUTYL PHTHALIC ACID	1901597	15663054	340650	259476	386616
4-HYDROXY-BUTYRIC ACID	5007857	63021456	43429	26126	57514
(3S,4R,5R)-5-[(1S)-1,2-DIHYDROXYETHYL]-3,4-DIHYDROXYOXOLAN-2-ONE	8988984	2455303	108258	72934	11174
XANTHOSINE	1983383	1376792	2571.25	2882	2541.5
D-ARABINO-HEX-2-ULOSONIC ACID	1516159	36133612	28950	44728	19089
(2S,3R)-5-KETO-4-METHYLENE-2-OCTYL-TETRAHYDROFURAN-3-CARBOXYLIC ACID	2367000	10295917	1820398	1278807	1214086
2-AMINO-5-CHLORO-4-METHYL-BESYLIC ACID	5425474	40961096	2149	2251	11234
METHYLSUCCINIC ACID	51214	18544	224736	234854	185572
(2R)-2-HYDROXY-2-METHYLBUTANEDIOIC ACID	17029	7220059	27431	72651	92930
6-AMINO-2-SULFANYL-1H-PYRIMIDIN-4-ONE	35422604	145056000	2571.25	2882	2358
2-[2-(2-METHOXYETHOXY)ETHOXY]ETHANOIC ACID	859129	4523601	1304944	1671103	821193
METHYLMALONIC ACID	49653	72187	190621	260299	79152
12R-HETE	564725	2507610	11942	15011	4152
(2S,3S,4R,5R)-2,3,4,5-TETRAHYDROXY-6-[(2S,3S,4S,5S,6R)-3,4,5-TRIHYDROXY-6-METHYLOL-TETRAHYDROPYRAN-2-YL]OXY-HEXANAL	180978	3329107	91024	215894	522218
4-OXO-HEXANOIC ACID	31863220	163241808	99691	2882	2541.5
(2R,3R,4R,5R)-2,3,5,6-TETRAHYDROXY-4-[(2R,3R,4S,5S,6R)-3,4,5-TRIHYDROXY-6-METHYLOL-TETRAHYDROPYRAN-2-YL]OXY-HEXANAL	153391	1266770	41543	356788	2541.5
(1S,4S,8R,14S)-11-ETHYL-12-KETO-7,9,13-TRIOXATETRACYCLO[6.5.1.01,10.04,14]TETRADECA-2,5-DIENE-5-CARBOXYLIC ACID	1675615	17114756	114581	43119	73224
2-[2-[2-(CARBOXYMETHOXY)ETHOXY]ETHOXY]ACETIC ACID	932793	5753498	6023	520238	81803
N-ACETYLVALINE	496418	2958223	508783	879622	2541.5
(2R,3S,4S,5R,6R)-2-METHYLOL-6-[[(2R,3S,4S,5R,6R)-3,4,5-TRIHYDROXY-6-[(1R)-4-(3-HYDROXYBUTYL)-3,5,5-TRIMETHYL-CYCLOHEX-3-EN-1-YL]OXY-TETRAHYDROPYRAN-2-YL]METHOXY]TETRAHYDROPYRAN-3,4,5-TRIOL	10725811	28300042	69782	58049	349260
2-DIPHENYLPHOSPHORYLHYDROQUINONE	23087812	209966080	2571.25	2882	2541.5
PHOSPHORIC ACID	53145292	11396270	62946244	4701877	1603506
4-BENZOYLOXYBENZOIC ACID	450460	7325480	2571.25	1751368	1953617
CYCLOHEXANE-1,4-DICARBOXYLIC ACID	6138334	35903668	1443575	1273059	1315579
DIDECYL HYDROGEN PHOSPHATE	1250725	13213007	3839	10704	11538
4-[(E)-3-(3,4-DIHYDROXYPHENYL)ACRYLOYL]OXY-2,3-DIHYDROXY-2-METHYL-BUTYRIC ACID	721694	6031269	118903	60859	89802
3-CHLORO-5-METHYL-PYROCATECHOL	684112	3571073	2925303	1558183	2627447
3,4-DIMETHYLBESYLIC ACID	5425290	41034964	4261	2251	3150
CYCLOHEXANE-1,3-DICARBOXYLIC ACID	6132695	35710540	1443041	1270450	1313858
3-(3-HYDROXYPHENYL)CARBONYLOXY-8-METHYL-8-AZONIABICYCLO[3.2.1]OCTANE-2-CARBOXYLATE	11595	1715914	303492	2882	35532
PHENYLBUTYRYLGLUTAMINE	17120494	10002014	2571.25	98336	116906
MS_METABOLITE_DATA_END
#METABOLITES
METABOLITES_START
metabolite_name	ID.level	Match.type	Retention.time	Precursor.M.Z	Adduct	Collision.energy	Entropy	Total.intensity	Prec.Purity	Compound.name	IUPAC.or.systematic.name	RefMet.name	Database.ID	Source.database	Formula	InChIKey	SMILES	Score	MSMS.entropy.score	Dot.product	Reverse.dot.product	MSMS.library.name	CF.Kingdom	CF.Superclass	CF.Class	CF.Subclass	CF.Direct.parent	RTP
AZELAIC ACID	MSI1	Regular	6.063	187.0967	[M-H]-	20	2.401	221069	0.462	Azelaic acid	nonanedioic acid	Azelaic acid	HMDB0000784	HMDB	C9H16O4	BDJRBEYXGGNYIS-UHFFFAOYSA-N	OC(=O)CCCCCCCC(O)=O	224	0.674	720	944	NIST17 MSMS	Organic compounds	Lipids and lipid-like molecules	Fatty Acyls	Fatty acids and conjugates	Medium-chain fatty acids	5.96
2-HYDROXYBUTANEDIOIC ACID	MSI1	Regular	0.786	133.0137	[M-H]-	20	1.836	480287	0.544	Malic acid	2-hydroxybutanedioic acid		HMDB0000744	HMDB	C4H6O5	BJEPYKJPYRNKOW-UHFFFAOYSA-N	OC(CC(O)=O)C(O)=O	766	0.785	868	988	NIST17 MSMS	Organic compounds	Organic acids and derivatives	Hydroxy acids and derivatives	Beta hydroxy acids and derivatives	Beta hydroxy acids and derivatives	0.7
PSICOSE	MSI1	Regular	0.616	215.0321	[M+Cl]-	20	2.659	2224111	0.953	D-psicose	D-ribo-hex-2-ulose	Psicose	CHEBI:27605	ChEBI	C6H12O6	BJHIKXHVCXFQLS-PUFIMZNGSA-N	OC[C@@H](O)[C@@H](O)[C@@H](O)C(=O)CO	772	0.819	849	966	NIST17 MSMS	Organic compounds	Organic oxygen compounds	Organooxygen compounds	Carbohydrates and carbohydrate conjugates	Monosaccharides	0.64
KETOLEUCINE	MSI1	Regular	3.465	129.0552	[M-H]-	20	0.183	901477	0.952	Ketoleucine	4-methyl-2-oxopentanoic acid	Ketoleucine	HMDB0000695	HMDB	C6H10O3	BKAJNAXTPSGJCU-UHFFFAOYSA-N	CC(C)CC(=O)C(O)=O	722	0.956	973	973	NIST17 MSMS	Organic compounds	Organic acids and derivatives	Keto acids and derivatives	Short-chain keto acids and derivatives	Short-chain keto acids and derivatives	3.72
N-ACETYLTYROSINE	MSI1	Regular	3.157	222.0763	[M-H]-	20	1.598	5119073	0.96	N-Acetyl-L-tyrosine	(2S)-2-acetamido-3-(4-hydroxyphenyl)propanoic acid	N-acetyltyrosine	HMDB0000866	HMDB	C11H13NO4	CAHKINHBCWCHCF-JTQLQIEISA-N	CC(=O)N[C@@H](CC1=CC=C(O)C=C1)C(O)=O	961	0.968	983	990	NIST17 MSMS	Organic compounds	Organic acids and derivatives	Carboxylic acids and derivatives	Amino acids, peptides, and analogues	Tyrosine and derivatives	3.45
N-ACETYL-D-PHENYLALANINE	MSI1	Regular	4.803	206.0814	[M-H]-	20	1.514	5589825	0.954	N-acetyl-D-phenylalanine	N-acetyl-D-phenylalanine		CHEBI:28203	ChEBI	C11H13NO3	CBQJSKKFNMDLON-SNVBAGLBSA-N	CC(=O)N[C@H](Cc1ccccc1)C(O)=O	958	0.946	979	994	NIST20 HighRes MSMS	Organic compounds	Organic acids and derivatives	Carboxylic acids and derivatives	Amino acids, peptides, and analogues	Phenylalanine and derivatives	4.55
3,4-DIHYDROXYBENZENEACETIC ACID	MSI1	InSource	2.811	167.0351	[M-H]-	20	0.137	5798803	0.989	3,4-Dihydroxybenzeneacetic acid	2-(3,4-dihydroxyphenyl)acetic acid	3,4-Dihydroxybenzeneacetic acid	HMDB0001336	HMDB	C8H8O4	CFFZDZCDUFSOFZ-UHFFFAOYSA-N	OC(=O)CC1=CC(O)=C(O)C=C1	571	0.724	982	999	MONA	Organic compounds	Benzenoids	Phenols	Benzenediols	Catechols	2.17
3-[(2,4-DIHYDROXY-3,3-DIMETHYL-BUTANOYL)AMINO]PROPANOIC ACID	MSI1	Regular	2.703	218.1028	[M-H]-	20	1.207	7524441	0.964	D-pantothenic acid	3-[(2,4-dihydroxy-3,3-dimethyl-butanoyl)amino]propanoic acid		988	PubChem	C9H17NO5	GHOKWGTUZJEAQD-UHFFFAOYSA-N	CC(C)(CO)C(C(=O)NCCC(=O)O)O	919	0.929	959	980	NIST17 MSMS	Organic compounds	Organic acids and derivatives	Carboxylic acids and derivatives	Amino acids, peptides, and analogues	Beta amino acids and derivatives	2.51
2,2-DIMETHYL-SUCCINIC ACID	MSI1	Regular	3.626	145.05	[M-H]-	20	0.945	466593	0.639	2,2-Dimethylsuccinic acid	2,2-dimethylbutanedioic acid	2,2-dimethyl-succinic acid	HMDB0002074	HMDB	C6H10O4	GOHPTLYPQCTZSE-UHFFFAOYSA-N	CC(C)(CC(O)=O)C(O)=O	757	0.889	972	997	NIST17 MSMS	Organic compounds	Lipids and lipid-like molecules	Fatty Acyls	Fatty acids and conjugates	Methyl-branched fatty acids	3.03
(2R,3S,4S,5R)-2,3,4,5,6-PENTAHYDROXYHEXANAL	MSI1	Regular	0.602	215.0322	[M+Cl]-	20	2.618	3114721	0.97	Galactose	(2R,3S,4S,5R)-2,3,4,5,6-pentahydroxyhexanal		DB11735	DrugBank	C6H12O6	GZCGUPFRVQAUEE-KCDKBNATSA-N	[H]C(=O)[C@H](O)[C@@H](O)[C@@H](O)[C@H](O)CO	711	0.762	789	937	NIST17 MSMS	Organic compounds	Organic oxygen compounds	Organooxygen compounds	Carbohydrates and carbohydrate conjugates	Hexoses	0.71
THREONIC ACID	MSI1	Regular	0.615	135.0294	[M-H]-	20	1.428	7979245	0.82	L-threonic Acid	(2R,3S)-2,3,4-trihydroxybutanoic acid	Threonic acid	HMDB0062620	HMDB	C4H8O5	JPIJQSOTBSSVTP-STHAYSLISA-N	OC[C@H](O)[C@@H](O)C(O)=O	812	0.732	938	982	NIST17 MSMS	Organic compounds	Organic oxygen compounds	Organooxygen compounds	Carbohydrates and carbohydrate conjugates	Sugar acids and derivatives	0.49
2-HYDROXY-3-(4-HYDROXYPHENYL)PROPANOIC ACID	MSI1	Regular	3.008	181.0499	[M-H]-	20	1.588	3351594	0.903	Hydroxyphenyllactic acid	2-hydroxy-3-(4-hydroxyphenyl)propanoic acid		HMDB0000755	HMDB	C9H10O4	JVGVDSSUAVXRDY-UHFFFAOYSA-N	OC(CC1=CC=C(O)C=C1)C(O)=O	937	0.847	959	979	NIST17 MSMS	Organic compounds	Phenylpropanoids and polyketides	Phenylpropanoic acids	NA	Phenylpropanoic acids	2.96
CITRIC ACID	MSI1	Regular	0.975	191.0193	[M-H]-	20	1.365	4414166	0.979	Citric acid	2-hydroxypropane-1,2,3-tricarboxylic acid	Citric acid	HMDB0000094	HMDB	C6H8O7	KRKNYBCHXYNGOX-UHFFFAOYSA-N	OC(=O)CC(O)(CC(O)=O)C(O)=O	971	0.941	985	993	NIST20 HighRes MSMS	Organic compounds	Organic acids and derivatives	Carboxylic acids and derivatives	Tricarboxylic acids and derivatives	Tricarboxylic acids and derivatives	0.83
(2S)-4-CARBAMOYL-2-ACETAMIDOBUTANOIC ACID	MSI1	Regular	0.914	187.0719	[M-H]-	20	2.103	1721500	0.468	Aceglutamide	(2S)-4-carbamoyl-2-acetamidobutanoic acid		DB04167	DrugBank	C7H12N2O4	KSMRODHGGIIXDV-YFKPBYRVSA-N	CC(=O)N[C@@H](CCC(N)=O)C(O)=O	827	0.854	878	986	NIST17 MSMS	Organic compounds	Organic acids and derivatives	Carboxylic acids and derivatives	Amino acids, peptides, and analogues	Glutamine and derivatives	0.88
2-ACETAMIDOPROPIONIC ACID	MSI1	Regular	1.291	130.0504	[M-H]-	20	0.91	1427042	0.912	N-Acetyl-DL-alanine	2-acetamidopropionic acid		7345	PubChem	C5H9NO3	KTHDTJVBEPMMGL-UHFFFAOYSA-N	CC(C(=O)O)NC(=O)C	691	0.713	990	999	NIST17 MSMS	Organic compounds	Organic acids and derivatives	Carboxylic acids and derivatives	Amino acids, peptides, and analogues	N-acyl-alpha amino acids	1.44
ITACONIC ACID	MSI1	Regular	1.803	129.0188	[M-H]-	20	0.59	329975	0.782	Itaconic acid	2-methylidenebutanedioic acid	Itaconic acid	HMDB0002092	HMDB	C5H6O4	LVHBHZANLOWSRM-UHFFFAOYSA-N	OC(=O)CC(=C)C(O)=O	654	0.728	983	999	NIST17 MSMS	Organic compounds	Lipids and lipid-like molecules	Fatty Acyls	Fatty acids and conjugates	Branched fatty acids	1.4
LEUCINIC ACID	MSI1	Regular	4.355	131.0709	[M-H]-	20	0.835	1209067	0.864	Leucinic acid	2-hydroxy-4-methylpentanoic acid	Leucinic acid	HMDB0000665	HMDB	C6H12O3	LVRFTAZAXQPQHI-UHFFFAOYSA-N	CC(C)CC(O)C(O)=O	670	0.824	972	992	NIST17 MSMS	Organic compounds	Lipids and lipid-like molecules	Fatty Acyls	Fatty acids and conjugates	Hydroxy fatty acids	4.34
TRAUMATIC ACID	MSI1	Regular	7.967	227.1279	[M-H]-	20	0.487	6103548	0.961	Traumatic acid	(2E)-dodec-2-enedioic acid	Traumatic acid	HMDB0000933	HMDB	C12H20O4	MAZWDMBCPDUFDJ-VQHVLOKHSA-N	OC(=O)CCCCCCCCC=CC(O)=O	433	0.904	921	934	NIST17 MSMS	Organic compounds	Lipids and lipid-like molecules	Fatty Acyls	Fatty acids and conjugates	Medium-chain fatty acids	7.53
DEOXYURIDINE	MSI1	InSource	1.747	273.0724	[M-H]-	20	1.265	1086073	0.813	Deoxyuridine	1-[(2R,4S,5R)-4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]-1,2,3,4-tetrahydropyrimidine-2,4-dione	Deoxyuridine	HMDB0000012	HMDB	C9H12N2O5	MXHRCPNRJAMMIM-SHYZEUOFSA-N	OC[C@H]1O[C@H](C[C@@H]1O)N1C=CC(=O)NC1=O	224	0.769	477	886	MONA	Organic compounds	Nucleosides, nucleotides, and analogues	Pyrimidine nucleosides	Pyrimidine 2'-deoxyribonucleosides	Pyrimidine 2'-deoxyribonucleosides	1.96
2-HYDROXY-3-METHYLBUTANOIC ACID	MSI1	Regular	3.084	117.0553	[M-H]-	20	1.841	348969	0.772	2-Hydroxy-3-methylbutyric acid	2-hydroxy-3-methylbutanoic acid		HMDB0000407	HMDB	C5H10O3	NGEWQZIDQIYUNV-UHFFFAOYSA-N	CC(C)C(O)C(O)=O	378	0.659	795	991	NIST17 MSMS	Organic compounds	Lipids and lipid-like molecules	Fatty Acyls	Fatty acids and conjugates	Hydroxy fatty acids	2.6
2-FORMAMIDO-4-(METHYLTHIO)BUTYRIC ACID	MSI1	Regular	2.81	176.0379	[M-H]-	20	1.758	309305	0.995	N-Formyl-DL-methionine	2-formamido-4-(methylthio)butyric acid		911	PubChem	C6H11NO3S	PYUSHNKNPOHWEZ-UHFFFAOYSA-N	CSCCC(C(=O)O)NC=O	915	0.872	958	991	NIST17 MSMS	Organic compounds	Organic acids and derivatives	Carboxylic acids and derivatives	Amino acids, peptides, and analogues	Methionine and derivatives	2.38
HIPPURIC ACID	MSI1	Regular	3.582	178.0506	[M-H]-	20	0.924	973270	0.961	Hippuric acid	2-(phenylformamido)acetic acid	Hippuric acid	HMDB0000714	HMDB	C9H9NO3	QIAFMBKCNZACKA-UHFFFAOYSA-N	OC(=O)CNC(=O)C1=CC=CC=C1	650	0.904	969	980	NIST17 MSMS	Organic compounds	Benzenoids	Benzene and substituted derivatives	Benzoic acids and derivatives	Hippuric acids	3.67
(2R)-2,3-DIHYDROXYPROPANOIC ACID	MSI1	Regular	0.665	105.0189	[M-H]-	20	1.217	2796376	0.946	D-2,3-Dihydroxypropanoic acid	(2R)-2,3-dihydroxypropanoic acid		HMDB0031818	HMDB	C3H6O4	RBNPOMFGQQGHHO-UHFFFAOYSA-N	OCC(O)C(O)=O	859	0.95	982	991	NIST17 MSMS	Organic compounds	Organic oxygen compounds	Organooxygen compounds	Carbohydrates and carbohydrate conjugates	Sugar acids and derivatives	1.26
SUBERIC ACID	MSI1	Regular	4.975	173.0816	[M-H]-	20	1.138	1258923	0.918	Suberic acid	octanedioic acid	Suberic acid	HMDB0000893	HMDB	C8H14O4	TYFQFVWCELRYAO-UHFFFAOYSA-N	OC(=O)CCCCCCC(O)=O	809	0.889	970	997	NIST17 MSMS	Organic compounds	Lipids and lipid-like molecules	Fatty Acyls	Fatty acids and conjugates	Medium-chain fatty acids	4.94
4-ACETAMIDOBUTANOIC ACID	MSI1	Regular	1.792	144.0661	[M-H]-	20	1.87	305328	0.945	4-Acetamidobutanoic acid	4-acetamidobutanoic acid	4-Acetamidobutanoic acid	HMDB0003681	HMDB	C6H11NO3	UZTFMUBKZQVKLK-UHFFFAOYSA-N	CC(=O)NCCCC(O)=O	840	0.892	955	987	MONA	Organic compounds	Organic acids and derivatives	Carboxylic acids and derivatives	Amino acids, peptides, and analogues	Gamma amino acids and derivatives	1.7
(2R,3R,4R,5R)-4-[(2S,3R,4S,5R,6R)-3,4,5-TRIHYDROXY-6-METHYLOL-TETRAHYDROPYRAN-2-YL]OXYHEXANE-1,2,3,5,6-PENTOL	MSI1	InSource	0.598	217.0288	[2M-H]-	20	2.564	1450550	0.92	Lactulitol	(2R,3R,4R,5R)-4-[(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-methylol-tetrahydropyran-2-yl]oxyhexane-1,2,3,5,6-pentol		7130189	PubChem	C12H24O11	VQHSOMBJVWLPSR-QMRWEYQWSA-N	C([C@@H]1[C@@H]([C@@H]([C@H]([C@@H](O1)O[C@H]([C@@H](CO)O)[C@@H]([C@@H](CO)O)O)O)O)O)O	801	0.698	839	941	NIST17 MSMS	Organic compounds	Lipids and lipid-like molecules	Fatty Acyls	Fatty acyl glycosides	Fatty acyl glycosides of mono- and disaccharides	0.69
ADIPIC ACID	MSI1	Regular	2.86	145.0501	[M-H]-	20	1.168	10685333	0.953	Adipic acid	hexanedioic acid	Adipic acid	HMDB0000448	HMDB	C6H10O4	WNLRTRBMVRJNCN-UHFFFAOYSA-N	OC(=O)CCCCC(O)=O	867	0.83	967	991	NIST17 MSMS	Organic compounds	Lipids and lipid-like molecules	Fatty Acyls	Fatty acids and conjugates	Medium-chain fatty acids	2.7
N-ACETYLLEUCINE	MSI1	Regular	4.635	172.0977	[M-H]-	20	0.474	3214763	0.954	N-Acetylleucine	(2S)-2-acetamido-4-methylpentanoic acid	N-Acetylleucine	HMDB0011756	HMDB	C8H15NO3	WXNXCEHXYPACJF-ZETCQYMHSA-N	CC(C)C[C@H](NC(C)=O)C(O)=O	646	0.969	989	995	MONA	Organic compounds	Organic acids and derivatives	Carboxylic acids and derivatives	Amino acids, peptides, and analogues	Leucine and derivatives	3.48
SALICYLIC ACID	MSI1	Regular	5.26	137.0247	[M-H]-	40	1.194	443244	0.922	Salicylic acid	2-hydroxybenzoic acid	Salicylic acid	HMDB0001895	HMDB	C7H6O3	YGSDEFSMJLZEOE-UHFFFAOYSA-N	OC(=O)C1=CC=CC=C1O	652	0.745	956	998	MONA	Organic compounds	Benzenoids	Benzene and substituted derivatives	Benzoic acids and derivatives	Salicylic acids	4.47
D-GLUTAMINE	MSI1	Regular	0.612	145.0613	[M-H]-	20	2.117	219871	0.992	D-Glutamine	(2R)-2-amino-4-carbamoylbutanoic acid	D-Glutamine	HMDB0003423	HMDB	C5H10N2O3	ZDXPYRJPNDTMRX-GSVOUGTGSA-N	N[C@H](CCC(N)=O)C(O)=O	806	0.906	887	974	NIST17 MSMS	Organic compounds	Organic acids and derivatives	Carboxylic acids and derivatives	Amino acids, peptides, and analogues	D-alpha-amino acids	0.73
9-[3-HYDROXY-5-(HYDROXYMETHYL)-4-METHOXYOXOLAN-2-YL]-3H-PURIN-6-ONE	MSI2A	InSource	1.824	267.073	[M-H]-	40	1.747	6910727	0.96	9-[5-(hydroxymethyl)-4-methoxy-3-oxidanyl-oxolan-2-yl]-3H-purin-6-one	9-[3-hydroxy-5-(hydroxymethyl)-4-methoxyoxolan-2-yl]-3H-purin-6-one		75368814	PubChem	C11H14N4O5	ABXDBVMGRKZFRC-UHFFFAOYSA-N	COC1C(OC(C1O)N2C=NC3=C2NC=NC3=O)CO	951	0.866	968	989	NIST20 HighRes MSMS	Organic compounds	Nucleosides, nucleotides, and analogues	Purine nucleosides		Purine nucleosides	2.5
SULFOACETIC ACID	MSI2A	Regular	0.616	138.9701	[M-H]-	20	1.303	507467	0.849	sulfoacetic acid	sulfoacetic acid	Sulfoacetic acid	CHEBI:50519	ChEBI	C2H4O5S	AGGIJOLULBJGTQ-UHFFFAOYSA-N	OC(=O)CS(O)(=O)=O	655	0.734	917	990	NIST17 MSMS	Organic compounds	Organic acids and derivatives	Organic sulfonic acids and derivatives	Organosulfonic acids and derivatives	Organosulfonic acids	1.2
2-METHYL-GLUTARIC ACID	MSI2A	Regular	3.446	145.05	[M-H]-	20	1.946	124452	0.663	2-Methylglutaric acid	2-methylpentanedioic acid	2-methyl-glutaric acid	HMDB0000422	HMDB	C6H10O4	AQYCMVICBNBXNA-UHFFFAOYSA-N	CC(CCC(O)=O)C(O)=O	502	0.711	773	930	MONA	Organic compounds	Lipids and lipid-like molecules	Fatty Acyls	Fatty acids and conjugates	Methyl-branched fatty acids	2.76
9-GLYCERYLOXY-9-KETO-PELARGONIC ACID	MSI2A	Regular	5.941	187.0971	[M-H-C3H6O2]-	20	2.142	432352	0.716	9-(2,3-Dihydroxypropoxy)-9-oxononanoic acid	9-glyceryloxy-9-keto-pelargonic acid		45783154	PubChem	C12H22O6	BQRISQXLSXCXSC-UHFFFAOYSA-N	C(CCCC(=O)O)CCCC(=O)OCC(CO)O	467	0.721	830	972	NIST20 HighRes MSMS	Organic compounds	Lipids and lipid-like molecules	Fatty Acyls	Fatty acids and conjugates	Medium-chain fatty acids	5.38
(3R)-3-[(5-CARBOXYPENTANOYL)OXY]-4-(TRIMETHYLAZANIUMYL)BUTANOATE	MSI2A	InSource	3.45	189.0764	[M-H]-	20	0.728	28429297	0.924	O-adipoyl-L-carnitine	(3R)-3-[(5-carboxypentanoyl)oxy]-4-(trimethylazaniumyl)butanoate		CHEBI:86507	ChEBI	C13H23NO6	BSVHAXJKBCWVDA-SNVBAGLBSA-N	C[N+](C)(C)C[C@@H](CC([O-])=O)OC(=O)CCCCC(O)=O	663	0.777	844	873	NIST17 MSMS	Organic compounds	Lipids and lipid-like molecules	Fatty Acyls	Fatty acid esters	Acyl carnitines	2.69
VITAMIN C	MSI2A	Regular	0.8	175.0245	[M-H]-	20	1.552	34830476	0.968	Ascorbic acid	(5R)-5-[(1S)-1,2-dihydroxyethyl]-3,4-dihydroxy-2,5-dihydrofuran-2-one	Vitamin C	HMDB0000044	HMDB	C6H8O6	CIWBSHSKHKDKBQ-JLAZNSOCSA-N	[H][C@@]1(OC(=O)C(O)=C1O)[C@@H](O)CO	971	0.948	985	993	NIST17 MSMS	Organic compounds	Organoheterocyclic compounds	Dihydrofurans	Furanones	Butenolides	1.01
6-N-BUTANOYL-2'-O-BUTANOYLADENOSINE 3',5'-(HYDROGEN PHOSPHATE)	MSI2A	InSource	2.745	382.1004	[M-H-C9H13O7P]-	40	1.179	2421532	0.98	bucladesine	6-N-butanoyl-2'-O-butanoyladenosine 3',5'-(hydrogen phosphate)		CHEBI:50095	ChEBI	C18H24N5O8P	CJGYSWNGNKCJSB-YVLZZHOMSA-N	CCCC(=O)Nc1ncnc2n(cnc12)[C@@H]1O[C@@H]2COP(O)(=O)O[C@H]2[C@H]1OC(=O)CCC	800	0.669	931	969	NIST17 MSMS	Organic compounds	Nucleosides, nucleotides, and analogues	Purine nucleotides	Cyclic purine nucleotides	3',5'-cyclic purine nucleotides	3.71
DIBUTYL PHTHALATE	MSI2A	Regular	9.13	277.1435	[M-H]-	20	2.527	299001	0.747	Dibutyl phthalate	1,2-dibutyl benzene-1,2-dicarboxylate	Dibutyl phthalate	HMDB0033244	HMDB	C16H22O4	DOIRQSBPFJWKBE-UHFFFAOYSA-N	CCCCOC(=O)C1=CC=CC=C1C(=O)OCCCC	674	0.771	765	951	MONA	Organic compounds	Benzenoids	Benzene and substituted derivatives	Benzoic acids and derivatives	Benzoic acid esters	8.81
URIDINE	MSI2A	InSource	1.486	279.0375	[M-H]-	20	1.441	2698610	0.957	Uridine	1-[(2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-1,2,3,4-tetrahydropyrimidine-2,4-dione	Uridine	HMDB0000296	HMDB	C9H12N2O6	DRTQHJPVMGBUCF-XVFCMESISA-N	OC[C@H]1O[C@H]([C@H](O)[C@@H]1O)N1C=CC(=O)NC1=O	275	0.827	513	799	MONA	Organic compounds	Nucleosides, nucleotides, and analogues	Pyrimidine nucleosides	NA	Pyrimidine nucleosides	1.71
4-(1-BUTYLHEPTYL)BESYLIC ACID	MSI2A	InSource	10.242	339.1994	[M-H]-	80	1.731	5969955	0.604	5-(4-Sulfophenyl)undecane	4-(1-butylheptyl)besylic acid		15593874	PubChem	C17H28O3S	FERBTPHUEYEGDN-UHFFFAOYSA-N	CCCCCCC(CCCC)C1=CC=C(C=C1)S(=O)(=O)O	854	0.734	908	979	MONA	Organic compounds	Benzenoids	Benzene and substituted derivatives	Benzenesulfonic acids and derivatives	Benzenesulfonic acids and derivatives	9.86
3-KETO VALERIC ACID	MSI2A	InSource	2.168	115.0395	[M-H]-	20	1.304	99461	0.786	3-keto valeric acid	3-oxo-pentanoic acid	3-keto valeric acid	LMFA01060005	LipidMaps	C5H8O3	FHSUFDYFOHSYHI-UHFFFAOYSA-N	CCC(CC(O)=O)=O	227	0.675	702	999	NIST17 MSMS	Organic compounds	Organic acids and derivatives	Keto acids and derivatives	Short-chain keto acids and derivatives	Short-chain keto acids and derivatives	2.63
3-HYDROXYDECANOIC ACID	MSI2A	Regular	7.925	187.1335	[M-H]-	20	0.671	776223	0.851	3-Hydroxycapric acid	3-hydroxydecanoic acid	3-hydroxydecanoic acid	HMDB0002203	HMDB	C10H20O3	FYSSBMZUBSBFJL-UHFFFAOYSA-N	CCCCCCCC(O)CC(O)=O	516	0.817	792	922	NIST20 HighRes MSMS	Organic compounds	Organic acids and derivatives	Hydroxy acids and derivatives	Medium-chain hydroxy acids and derivatives	Medium-chain hydroxy acids and derivatives	7.38
CITRACONIC ACID	MSI2A	Regular	1.791	129.0188	[M-H]-	20	0.435	453213	0.739	Citraconic acid	(2Z)-2-methylbut-2-enedioic acid	Citraconic acid	HMDB0000634	HMDB	C5H6O4	HNEGQIOMVPPMNR-IHWYPQMZSA-N	CC(=CC(O)=O)C(O)=O	662	0.841	988	999	NIST17 MSMS	Organic compounds	Lipids and lipid-like molecules	Fatty Acyls	Fatty acids and conjugates	Methyl-branched fatty acids	1.95
2-HYDROXYPENTANEDIOIC ACID	MSI2A	InSource	1.146	129.0381	[M-H-H2O]-	20	0.754	367539	0.599	2-Hydroxyglutarate	2-hydroxypentanedioic acid		HMDB0059655	HMDB	C5H8O5	HWXBTNAVRSUOJR-UHFFFAOYSA-N	OC(CCC(O)=O)C(O)=O	541	0.866	925	997	NIST17 MSMS	Organic compounds	Organic acids and derivatives	Hydroxy acids and derivatives	Short-chain hydroxy acids and derivatives	Short-chain hydroxy acids and derivatives	1.39
2-[3-METHOXY-4-(SULFOOXY)PHENYL]ACETIC ACID	MSI2A	Regular	2.787	261.0071	[M-H]-	40	2.219	6304760	0.963	Homovanillic acid sulfate	2-[3-methoxy-4-(sulfooxy)phenyl]acetic acid		HMDB0011719	HMDB	C9H10O7S	IACOAKYXFIWAQN-UHFFFAOYSA-N	COC1=CC(CC(O)=O)=CC=C1OS(O)(=O)=O	816	0.696	771	781	NIST17 MSMS	Organic compounds	Organic acids and derivatives	Organic sulfuric acids and derivatives	Arylsulfates	Phenylsulfates	3
GALACTURONIC ACID	MSI2A	Regular	1.239	101.0239	[M-H-C2H4O4]-	20	2.271	57543	0.945	Galacturonic acid	(2S,3R,4S,5R)-2,3,4,5-tetrahydroxy-6-oxohexanoic acid	Galacturonic acid	HMDB0002545	HMDB	C6H10O7	IAJILQKETJEXLJ-RSJOWCBRSA-N	O[C@@H](C=O)[C@@H](O)[C@@H](O)[C@H](O)C(O)=O	251	0.68	753	956	NIST17 MSMS	Organic compounds	Organic oxygen compounds	Organooxygen compounds	Carbohydrates and carbohydrate conjugates	Glucuronic acid derivatives	0.75
2-KETO-3,3-DIMETHYL-BUTYRIC ACID	MSI2A	Regular	3.707	129.0552	[M-H]-	20	0.273	1259329	0.949	3,3-Dimethyl-2-oxobutyric acid	2-keto-3,3-dimethyl-butyric acid		13150	PubChem	C6H10O3	IAWVHZJZHDSEOC-UHFFFAOYSA-N	CC(C)(C)C(=O)C(=O)O	602	0.959	876	876	NIST20 HighRes MSMS	Organic compounds	Organic acids and derivatives	Keto acids and derivatives	Short-chain keto acids and derivatives	Short-chain keto acids and derivatives	3.1
HOMOGENTISIC ACID	MSI2A	InSource	2.828	357.0569	[M-H]-	20	1.087	7773603	0.984	Homogentisic acid	2-(2,5-dihydroxyphenyl)acetic acid	Homogentisic acid	HMDB0000130	HMDB	C8H8O4	IGMNYECMUMZDDF-UHFFFAOYSA-N	OC(=O)CC1=C(O)C=CC(O)=C1	298	0.655	647	996	NIST17 MSMS	Organic compounds	Benzenoids	Benzene and substituted derivatives	Phenylacetic acids	2(hydroxyphenyl)acetic acids	2.26
3-SUCCINOYLPYRIDINE	MSI2A	Regular	3.585	178.0502	[M-H]-	20	1.54	189895	0.88	3-Succinoylpyridine	4-oxo-4-(pyridin-3-yl)butanoic acid	3-Succinoylpyridine	HMDB0000992	HMDB	C9H9NO3	JGSUNMCABQUBOY-UHFFFAOYSA-N	OC(=O)CCC(=O)C1=CC=CN=C1	513	0.681	875	999	NIST17 MSMS	Organic compounds	Organic acids and derivatives	Keto acids and derivatives	Gamma-keto acids and derivatives	Gamma-keto acids and derivatives	2.88
(Z)-3-[(2R,3R,4S,5S,6R)-3,4,5-TRIHYDROXY-6-METHYLOL-TETRAHYDROPYRAN-2-YL]OXYOCT-5-ENOIC ACID	MSI2A	Regular	3.513	89.024	[M-H-C11H18O5]-	20	0.327	522202	0.95	(Z)-3-[(2R,3R,4S,5S,6R)-3,4,5-Trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoct-5-enoic acid	(Z)-3-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-methylol-tetrahydropyran-2-yl]oxyoct-5-enoic acid		129008953	PubChem	C14H24O8	KASAEGRSKHTUII-SSVHFDHESA-N	CC/C=CCC(CC(=O)O)O[C@H]1[C@@H]([C@H]([C@@H]([C@H](O1)CO)O)O)O	403	0.73	712	999	NIST20 HighRes MSMS	Organic compounds	Lipids and lipid-like molecules	Fatty Acyls	Fatty acyl glycosides	Fatty acyl glycosides of mono- and disaccharides	3.16
(4S,5R,6R,7S,8R)-4,6,7,8,9-PENTAHYDROXY-5-[(1-HYDROXYETHYLIDENE)AMINO]-2-OXONONANOIC ACID	MSI2A	Regular	0.652	308.0974	[M-H]-	20	1.861	2872343	0.872	Aceneuramic acid	(4S,5R,6R,7S,8R)-4,6,7,8,9-pentahydroxy-5-[(1-hydroxyethylidene)amino]-2-oxononanoic acid		DB11797	DrugBank	C11H19NO9	KBGAYAKRZNYFFG-BOHATCBPSA-N	[H][C@@](O)(CO)[C@@]([H])(O)[C@]([H])(O)[C@]([H])(N=C(C)O)[C@@]([H])(O)CC(=O)C(O)=O	625	0.685	828	961	NIST20 HighRes MSMS	Organic compounds	Organic oxygen compounds	Organooxygen compounds	Carbohydrates and carbohydrate conjugates	Sugar acids and derivatives	0.92
SUCCINIC ACID	MSI2A	Regular	1.337	117.0189	[M-H]-	20	0.74	2319036	0.963	Succinic acid	butanedioic acid	Succinic acid	HMDB0000254	HMDB	C4H6O4	KDYFGRWQOYBRFD-UHFFFAOYSA-N	OC(=O)CCC(O)=O	678	0.934	971	999	MONA	Organic compounds	Organic acids and derivatives	Carboxylic acids and derivatives	Dicarboxylic acids and derivatives	Dicarboxylic acids and derivatives	1.39
4-DODECYLBENZENE-1-SULFONIC ACID	MSI2A	Regular	10.38	325.1842	[M-H]-	80	1.445	1675220	0.931	4-Dodecylbenzenesulfonic Acid	4-dodecylbenzene-1-sulfonic acid		HMDB0059915	HMDB	C18H30O3S	KWXICGTUELOLSQ-UHFFFAOYSA-N	CCCCCCCCCCCCC1=CC=C(C=C1)S(O)(=O)=O	908	0.775	961	970	NIST20 HighRes MSMS	Organic compounds	Benzenoids	Benzene and substituted derivatives	Benzenesulfonic acids and derivatives	Benzenesulfonic acids and derivatives	9.95
(2R)-2-[[(2S)-2-AMINO-3-METHYL-BUTANOYL]AMINO]OXYSUCCINIC ACID	MSI2A	Regular	0.771	133.0137	[M-H-C5H10N2O]-	20	1.785	696993	0.499	Malioxamycin	(2R)-2-[[(2S)-2-amino-3-methyl-butanoyl]amino]oxysuccinic acid		175396	PubChem	C9H16N2O6	KXQRAPMNPUXYGT-VDTYLAMSSA-N	CC(C)[C@@H](C(=O)NO[C@H](CC(=O)O)C(=O)O)N	771	0.807	918	990	NIST17 MSMS	Organic compounds	Organic acids and derivatives	Carboxylic acids and derivatives	Amino acids, peptides, and analogues	Valine and derivatives	1.56
3,4-DIHYDROXYPHENYLGLYCOL	MSI2A	InSource	1.087	249.0071	[M-H]-	40	2.338	917019	0.935	3,4-Dihydroxyphenylglycol	4-(1,2-dihydroxyethyl)benzene-1,2-diol	3,4-Dihydroxyphenylglycol	HMDB0000318	HMDB	C8H10O4	MTVWFVDWRVYDOR-UHFFFAOYSA-N	OCC(O)C1=CC(O)=C(O)C=C1	738	0.722	845	950	NIST17 MSMS	Organic compounds	Benzenoids	Phenols	Benzenediols	Catechols	1.76
3,5A,6A,9-TETRAHYDROXYTETRAHYDRO-2H,8AH-FURO[2',3':4,5]FURO[3,4-B]FURO[3',2':2,3]FURO[3,4-E][1,4]DIOXINE-5,7(5AH,6AH)-DIONE	MSI2A	Regular	0.719	173.0084	[M-H-C6H6O6]-	20	2.55	387070	0.781	dehydroascorbic acid dimer	3,5a,6a,9-tetrahydroxytetrahydro-2H,8aH-furo[2',3':4,5]furo[3,4-b]furo[3',2':2,3]furo[3,4-e][1,4]dioxine-5,7(5aH,6aH)-dione		CHEBI:132138	ChEBI	C12H12O12	MUYNUOXIHSNESP-UHFFFAOYSA-N	C123C(OC4(C5(O1)C(C(CO5)O)OC4=O)O)(C(OC2C(CO3)O)=O)O	765	0.699	809	849	NIST17 MSMS	Organic compounds	Organoheterocyclic compounds	Furofurans	Isosorbides	Isosorbides	1.27
4-(1-PROPYLHEPTYL)BESYLIC ACID	MSI2A	Regular	10.06	297.1529	[M-H]-	80	1.185	3494247	0.936	4-(Decan-4-yl)benzenesulfonic acid	4-(1-propylheptyl)besylic acid		14921167	PubChem	C16H26O3S	NANHIUZYPFDGJS-UHFFFAOYSA-N	CCCCCCC(CCC)C1=CC=C(C=C1)S(=O)(=O)O	968	0.81	981	981	MONA	Organic compounds	Benzenoids	Benzene and substituted derivatives	Benzenesulfonic acids and derivatives	Benzenesulfonic acids and derivatives	9.44
(Z)-2-OCTYLPENT-2-ENEDIOIC ACID	MSI2A	Regular	8.532	241.1436	[M-H]-	20	0.335	13673581	0.968	(Z)-2-Octylpent-2-enedioic acid	(Z)-2-octylpent-2-enedioic acid		71694435	PubChem	C13H22O4	NIXDINZDFZJZHG-LUAWRHEFSA-N	CCCCCCCC/C(=C/CC(=O)O)/C(=O)O	606	0.873	994	999	NIST20 HighRes MSMS	Organic compounds	Lipids and lipid-like molecules	Fatty Acyls	Fatty acids and conjugates	Medium-chain fatty acids	8.31
2,4-DIHYDROXYHEPTADEC-16-EN-1-YL ACETATE	MSI2A	InSource	10.827	312.1716	[M-H]-	80	2.283	1655699	0.626	Avocadene 1-acetate	2,4-dihydroxyheptadec-16-en-1-yl acetate		HMDB0031043	HMDB	C19H36O4	NLBYRERHXBTBBR-UHFFFAOYSA-N	CC(=O)OCC(O)CC(O)CCCCCCCCCCCC=C	606	0.653	758	848	MONA	Organic compounds	Lipids and lipid-like molecules	Fatty Acyls	Fatty alcohols	Long-chain fatty alcohols	9.84
(3R)-3-[(4-CARBOXYBUTANOYL)OXY]-4-(TRIMETHYLAZANIUMYL)BUTANOATE	MSI2A	Regular	2.361	131.0345	[M-H-C7H13O2N]-	20	1.635	146878	0.526	Glutarylcarnitine	(3R)-3-[(4-carboxybutanoyl)oxy]-4-(trimethylazaniumyl)butanoate		HMDB0013130	HMDB	C12H21NO6	NXJAXUYOQLTISD-SECBINFHSA-N	C[N+](C)(C)C[C@@H](CC([O-])=O)OC(=O)CCCC(O)=O	457	0.687	840	951	NIST17 MSMS	Organic compounds	Lipids and lipid-like molecules	Fatty Acyls	Fatty acid esters	Acyl carnitines	2.44
(2R,3R,3AR,6S,6AR)-2,3,6-TRIHYDROXY-3,3A,6,6A-TETRAHYDRO-2H-FURO[3,2-B]FURAN-5-ONE	MSI2A	InSource	0.613	135.0302	[M+OH]-	40	1.852	1738788	0.96	beta-D-Glucurono-gamma-lactone	(2R,3R,3aR,6S,6aR)-2,3,6-trihydroxy-3,3a,6,6a-tetrahydro-2H-furo[3,2-b]furan-5-one		6971257	PubChem	C6H8O6	OGLCQHRZUSEXNB-APMUVNQYSA-N	[C@H]1([C@@H]2[C@@H]([C@@H](C(=O)O2)O)O[C@H]1O)O	645	0.764	837	864	NIST20 HighRes MSMS	Organic compounds	Organoheterocyclic compounds	Furofurans	Isosorbides	Isosorbides	0.61
ADENOSINE	MSI2A	InSource	1.788	312.095	[M-H]-	20	0.442	985039	0.977	Adenosine	(2R,3R,4S,5R)-2-(6-amino-9H-purin-9-yl)-5-(hydroxymethyl)oxolane-3,4-diol	Adenosine	HMDB0000050	HMDB	C10H13N5O4	OIRDTQYFTABQOQ-KQYNXXCUSA-N	NC1=C2N=CN([C@@H]3O[C@H](CO)[C@@H](O)[C@H]3O)C2=NC=N1	327	0.79	924	999	MONA	Organic compounds	Nucleosides, nucleotides, and analogues	Purine nucleosides	NA	Purine nucleosides	1.15
N-ACETYLASPARTIC ACID	MSI2A	Regular	0.935	174.0404	[M-H]-	20	2.011	8105183	0.953	N-Acetyl-L-aspartic acid	(2S)-2-acetamidobutanedioic acid	N-Acetylaspartic acid	HMDB0000812	HMDB	C6H9NO5	OTCCIMWXFLJLIA-BYPYZUCNSA-N	CC(=O)N[C@@H](CC(O)=O)C(O)=O	902	0.961	946	975	MONA	Organic compounds	Organic acids and derivatives	Carboxylic acids and derivatives	Amino acids, peptides, and analogues	Aspartic acid and derivatives	0.8
N-ACETYLTHREONINE	MSI2A	Regular	1.312	160.0609	[M-H]-	20	1.485	1212864	0.86	N-Acetylthreonine	(2S,3R)-2-acetamido-3-hydroxybutanoic acid	N-acetylthreonine	HMDB0062557	HMDB	C6H11NO4	PEDXUVCGOLSNLQ-WUJLRWPWSA-N	C[C@@H](O)[C@H](NC(C)=O)C(O)=O	966	0.869	977	996	NIST20 HighRes MSMS	Organic compounds	Organic acids and derivatives	Carboxylic acids and derivatives	Amino acids, peptides, and analogues	N-acyl-L-alpha-amino acids	0.72
2-(3,4-DIHYDROXYPHENYL)ACETAMIDE	MSI2A	InSource	2.317	246.9915	[M-H]-	40	2.224	12328019	0.957	2-(3,4-Dihydroxyphenyl)acetamide	2-(3,4-dihydroxyphenyl)acetamide		70795	PubChem	C8H9NO3	PFDFJMIGPOJBQV-UHFFFAOYSA-N	C1=CC(=C(C=C1CC(=O)N)O)O	915	0.831	937	962	NIST20 HighRes MSMS	Organic compounds	Benzenoids	Benzene and substituted derivatives	Phenylacetamides	Phenylacetamides	1.6
PSEUDOURIDINE	MSI2A	Regular	0.969	243.0611	[M-H]-	20	1.229	2382770	0.852	Pseudouridine	5-[(2S,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-1,2,3,4-tetrahydropyrimidine-2,4-dione	Pseudouridine	HMDB0000767	HMDB	C9H12N2O6	PTJWIQPHWPFNBW-GBNDHIKLSA-N	OC[C@H]1O[C@H]([C@H](O)[C@@H]1O)C1=CNC(=O)NC1=O	718	0.835	910	985	MONA	Organic compounds	Nucleosides, nucleotides, and analogues	Nucleoside and nucleotide analogues	NA	Nucleoside and nucleotide analogues	0.96
ARABINOSE	MSI2A	Regular	1.256	131.0344	[M-H-H2O]-	20	2.686	108052	0.535	D-Arabinose	(2S,3R,4R)-2,3,4,5-tetrahydroxypentanal	Arabinose	HMDB0029942	HMDB	C5H10O5	PYMYPHUHKUWMLA-WDCZJNDASA-N	OC[C@@H](O)[C@@H](O)[C@H](O)C=O	348	0.658	593	708	NIST17 MSMS	Organic compounds	Organic oxygen compounds	Organooxygen compounds	Carbohydrates and carbohydrate conjugates	Pentoses	0.75
KETOISOVALERIC ACID	MSI2A	Regular	2.161	115.0396	[M-H]-	20	0.369	400669	0.935	alpha-Ketoisovaleric acid	3-methyl-2-oxobutanoic acid	Ketoisovaleric acid	HMDB0000019	HMDB	C5H8O3	QHKABHOOEWYVLI-UHFFFAOYSA-N	CC(C)C(=O)C(O)=O	753	0.972	996	997	NIST17 MSMS	Organic compounds	Organic acids and derivatives	Keto acids and derivatives	Short-chain keto acids and derivatives	Short-chain keto acids and derivatives	2.49
2-ACETAMIDOPENTANEDIOIC ACID	MSI2A	InSource	1.341	187.9902	[M-H]-	20	1.879	751886	0.452	N-Acetylglutamic acid	2-acetamidopentanedioic acid		HMDB0001138	HMDB	C7H11NO5	RFMMMVDNIPUKGG-UHFFFAOYSA-N	CC(=O)NC(CCC(O)=O)C(O)=O	744	0.725	821	930	MONA	Organic compounds	Organic acids and derivatives	Carboxylic acids and derivatives	Amino acids, peptides, and analogues	Glutamic acid and derivatives	1.17
MONOISOBUTYL PHTHALIC ACID	MSI2A	Regular	7.238	221.0811	[M-H]-	20	2.239	896009	0.932	Monoisobutyl phthalic acid	2-[(2-methylpropoxy)carbonyl]benzoic acid	Monoisobutyl phthalic acid	HMDB0002056	HMDB	C12H14O4	RZJSUWQGFCHNFS-UHFFFAOYSA-N	CC(C)COC(=O)C1=CC=CC=C1C(O)=O	920	0.893	946	989	NIST17 MSMS	Organic compounds	Benzenoids	Benzene and substituted derivatives	Benzoic acids and derivatives	Benzoic acid esters	7.29
4-HYDROXY-BUTYRIC ACID	MSI2A	Regular	1.743	103.0396	[M-H]-	20	1.327	3805544	0.715	4-Hydroxybutyric acid	4-hydroxybutanoic acid	4-hydroxy-butyric acid	HMDB0000710	HMDB	C4H8O3	SJZRECIVHVDYJC-UHFFFAOYSA-N	OCCCC(O)=O	339	0.736	421	438	NIST17 MSMS	Organic compounds	Lipids and lipid-like molecules	Fatty Acyls	Fatty acids and conjugates	Hydroxy fatty acids	2.55
(3S,4R,5R)-5-[(1S)-1,2-DIHYDROXYETHYL]-3,4-DIHYDROXYOXOLAN-2-ONE	MSI2A	InSource	0.614	147.0293	[M-H]-	20	2.477	432789	0.926	L-Gulonolactone	(3S,4R,5R)-5-[(1S)-1,2-dihydroxyethyl]-3,4-dihydroxyoxolan-2-one		HMDB0003466	HMDB	C6H10O6	SXZYCXMUPBBULW-SKNVOMKLSA-N	[H][C@@]1(OC(=O)[C@@H](O)[C@H]1O)[C@@H](O)CO	823	0.736	872	933	NIST20 HighRes MSMS	Organic compounds	Organoheterocyclic compounds	Lactones	Gamma butyrolactones	Gamma butyrolactones	0.76
XANTHOSINE	MSI2A	Regular	2.103	283.0671	[M-H]-	20	1.043	640041	0.956	Xanthosine	9-[(2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-9H-purine-2,6-diol	Xanthosine	HMDB0000299	HMDB	C10H12N4O6	UBORTCNDUKBEOP-UUOKFMHZSA-N	OC[C@H]1O[C@H]([C@H](O)[C@@H]1O)N1C=NC2=C1N=C(O)N=C2O	510	0.721	918	995	MONA	Organic compounds	Nucleosides, nucleotides, and analogues	Purine nucleosides	NA	Purine nucleosides	1.3
D-ARABINO-HEX-2-ULOSONIC ACID	MSI2A	Regular	0.712	103.0034	[M-H-C3H6O3]-	20	0.875	101094	0.927	2-dehydro-D-gluconic acid	D-arabino-hex-2-ulosonic acid		CHEBI:27469	ChEBI	C6H10O7	VBUYCZFBVCCYFD-JJYYJPOSSA-N	OC[C@@H](O)[C@@H](O)[C@H](O)C(=O)C(O)=O	573	0.673	945	999	NIST17 MSMS	Organic compounds	Organic oxygen compounds	Organooxygen compounds	Carbohydrates and carbohydrate conjugates	Sugar acids and derivatives	0.72
(2S,3R)-5-KETO-4-METHYLENE-2-OCTYL-TETRAHYDROFURAN-3-CARBOXYLIC ACID	MSI2A	Regular	7.69	253.1438	[M-H]-	20	0.26	2546931	0.901	(?)-trans-C75	(2S,3R)-5-keto-4-methylene-2-octyl-tetrahydrofuran-3-carboxylic acid		6482234	PubChem	C14H22O4	VCWLZDVWHQVAJU-NWDGAFQWSA-N	CCCCCCCC[C@H]1[C@@H](C(=C)C(=O)O1)C(=O)O	555	0.791	897	904	NIST17 MSMS	Organic compounds	Organoheterocyclic compounds	Lactones	Gamma butyrolactones	Gamma butyrolactones	8.48
2-AMINO-5-CHLORO-4-METHYL-BESYLIC ACID	MSI2A	InSource	3.9	185.028	[M-H]-	40	0.127	710104	0.942	2-Amino-5-chloro-4-methylbenzenesulfonic acid	2-amino-5-chloro-4-methyl-besylic acid		6936	PubChem	C7H8ClNO3S	VYZCFAPUHSSYCC-UHFFFAOYSA-N	CC1=CC(=C(C=C1Cl)S(=O)(=O)O)N	485	0.654	975	992	NIST20 HighRes MSMS	Organic compounds	Benzenoids	Benzene and substituted derivatives	Benzenesulfonic acids and derivatives	p-Methylbenzenesulfonates	4.42
METHYLSUCCINIC ACID	MSI2A	Regular	2.1	131.0342	[M-H]-	20	2.142	59498	0.319	Methylsuccinic acid	2-methylbutanedioic acid	Methylsuccinic acid	HMDB0001844	HMDB	C5H8O4	WXUAQHNMJWJLTG-UHFFFAOYSA-N	CC(CC(O)=O)C(O)=O	335	0.669	638	999	MONA	Organic compounds	Lipids and lipid-like molecules	Fatty Acyls	Fatty acids and conjugates	Methyl-branched fatty acids	1.45
(2R)-2-HYDROXY-2-METHYLBUTANEDIOIC ACID	MSI2A	Regular	1.391	147.0293	[M-H]-	20	1.847	3287429	0.822	D-citramalic acid	(2R)-2-hydroxy-2-methylbutanedioic acid		CHEBI:15586	ChEBI	C5H8O5	XFTRTWQBIOMVPK-RXMQYKEDSA-N	C[C@@](O)(CC(O)=O)C(O)=O	807	0.853	880	998	NIST17 MSMS	Organic compounds	Lipids and lipid-like molecules	Fatty Acyls	Fatty acids and conjugates	Hydroxy fatty acids	0.93
6-AMINO-2-SULFANYL-1H-PYRIMIDIN-4-ONE	MSI2A	InSource	1.383	151.0262	[M-H]-	40	0.215	850557	0.948	6-azanyl-2-sulfanyl-1H-pyrimidin-4-one	6-amino-2-sulfanyl-1H-pyrimidin-4-one		219818	PubChem	C4H5N3OS	YFYYRKDBDBILSD-UHFFFAOYSA-N	C1=C(NC(=NC1=O)S)N	364	0.684	999	999	NIST20 HighRes MSMS	Organic compounds	Organoheterocyclic compounds	Diazines	Pyrimidines and pyrimidine derivatives	Pyrimidones	1.77
2-[2-(2-METHOXYETHOXY)ETHOXY]ETHANOIC ACID	MSI2A	Regular	3.926	159.0657	[M-H-H2O]-	20	1.54	809191	0.707	Acetic acid, [2-(2-methoxyethoxy)ethoxy]-	2-[2-(2-methoxyethoxy)ethoxy]ethanoic acid		85241	PubChem	C7H14O5	YHBWXWLDOKIVCJ-UHFFFAOYSA-N	COCCOCCOCC(=O)O	900	0.766	960	978	NIST17 MSMS	Organic compounds	Organic acids and derivatives	Carboxylic acids and derivatives	Carboxylic acids	Carboxylic acids	3.4
METHYLMALONIC ACID	MSI2A	InSource	1.428	116.9281	[M-H]-	20	1.497	496169	0.513	Methylmalonic acid	2-methylpropanedioic acid	Methylmalonic acid	HMDB0000202	HMDB	C4H6O4	ZIYVHBGGAOATLY-UHFFFAOYSA-N	CC(C(O)=O)C(O)=O	494	0.734	918	987	NIST17 MSMS	Organic compounds	Organic acids and derivatives	Carboxylic acids and derivatives	Dicarboxylic acids and derivatives	Dicarboxylic acids and derivatives	1.57
12R-HETE	MSI2A	InSource	9.761	319.2263	[M-H]-	20	3.034	398912	0.58	12R-HETE	12R-hydroxy-5Z,8Z,10E,14Z-eicosatetraenoic acid	12R-HETE	LMFA03060008	LipidMaps	C20H32O3	ZNHVWPKMFKADKW-ZYBDYUKJSA-N	C(=CC/C=CC=C[C@@H](C/C=CCCCCC)O)CCCC(O)=O	537	0.703	703	931	NIST17 MSMS	Organic compounds	Lipids and lipid-like molecules	Fatty Acyls	Eicosanoids	Hydroxyeicosatetraenoic acids	10.32
(2S,3S,4R,5R)-2,3,4,5-TETRAHYDROXY-6-[(2S,3S,4S,5S,6R)-3,4,5-TRIHYDROXY-6-METHYLOL-TETRAHYDROPYRAN-2-YL]OXY-HEXANAL	MSI2B	Regular	12.119	161.0451	[M-2H-H2O]2-	20	2.632	75466231	0.483	Manalpha1-6Man	(2S,3S,4R,5R)-2,3,4,5-tetrahydroxy-6-[(2S,3S,4S,5S,6R)-3,4,5-trihydroxy-6-methylol-tetrahydropyran-2-yl]oxy-hexanal		92024320	PubChem	C12H22O11	AYRXSINWFIIFAE-JGLDSSSWSA-N	C([C@@H]1[C@H]([C@@H]([C@@H]([C@H](O1)OC[C@H]([C@H]([C@@H]([C@@H](C=O)O)O)O)O)O)O)O)O	855	0.675	870	911	NIST17 MSMS	Organic compounds	Lipids and lipid-like molecules	Fatty Acyls	Fatty acyl glycosides	Fatty acyl glycosides of mono- and disaccharides	0.63
4-OXO-HEXANOIC ACID	MSI2B	Regular	3.792	129.0552	[M-H]-	20	0.687	75190	0.861	4-keto-n-caproic acid	4-oxo-hexanoic acid		LMFA01060009	LipidMaps	C6H10O3	CLJBDOUIEHLLEN-UHFFFAOYSA-N	C(C(CCC(O)=O)=O)C	202	0.712	579	814	NIST17 MSMS	Organic compounds	Organic acids and derivatives	Keto acids and derivatives	Medium-chain keto acids and derivatives	Medium-chain keto acids and derivatives	2.42
(2R,3R,4R,5R)-2,3,5,6-TETRAHYDROXY-4-[(2R,3R,4S,5S,6R)-3,4,5-TRIHYDROXY-6-METHYLOL-TETRAHYDROPYRAN-2-YL]OXY-HEXANAL	MSI2B	Regular	10.841	161.0453	[M-H-C6H12O6]-	20	2.607	791950	0.469	Polymaltose	(2R,3R,4R,5R)-2,3,5,6-tetrahydroxy-4-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-methylol-tetrahydropyran-2-yl]oxy-hexanal		181526	PubChem	C12H22O11	DKXNBNKWCZZMJT-WUJBLJFYSA-N	C([C@@H]1[C@H]([C@@H]([C@H]([C@H](O1)O[C@H]([C@@H](CO)O)[C@@H]([C@H](C=O)O)O)O)O)O)O	738	0.682	820	886	NIST17 MSMS	Organic compounds	Lipids and lipid-like molecules	Fatty Acyls	Fatty acyl glycosides	Fatty acyl glycosides of mono- and disaccharides	0.68
(1S,4S,8R,14S)-11-ETHYL-12-KETO-7,9,13-TRIOXATETRACYCLO[6.5.1.01,10.04,14]TETRADECA-2,5-DIENE-5-CARBOXYLIC ACID	MSI2B	Regular	6.769	233.0814	[M-H-CO2]-	20	0.335	1198052	0.923	(1S,4S,8R,14S)-11-Ethyl-12-oxo-7,9,13-trioxatetracyclo[6.5.1.01,10.04,14]tetradeca-2,5-diene-5-carboxylic acid	(1S,4S,8R,14S)-11-ethyl-12-keto-7,9,13-trioxatetracyclo[6.5.1.01,10.04,14]tetradeca-2,5-diene-5-carboxylic acid		23844047	PubChem	C14H14O6	GRJLGDWPUYQSHL-LOJYNRMOSA-N	CCC1C2[C@@]3(C=C[C@H]4[C@@H]3[C@@H](O2)OC=C4C(=O)O)OC1=O	273	0.731	877	883	NIST20 HighRes MSMS	Organic compounds	Lipids and lipid-like molecules	Prenol lipids	Terpene lactones	Terpene lactones	5.3
2-[2-[2-(CARBOXYMETHOXY)ETHOXY]ETHOXY]ACETIC ACID	MSI2B	Regular	0.722	119.0346	[M-H-C4H6O3]-	20	1.862	311374	0.771	3,6,9-Trioxaundecanedioic acid	2-[2-[2-(carboxymethoxy)ethoxy]ethoxy]acetic acid		83793	PubChem	C8H14O7	HJZZQNLKBWJYPD-UHFFFAOYSA-N	C(COCC(=O)O)OCCOCC(=O)O	598	0.737	870	922	NIST17 MSMS	Organic compounds	Organic acids and derivatives	Carboxylic acids and derivatives	Dicarboxylic acids and derivatives	Dicarboxylic acids and derivatives	3.03
N-ACETYLVALINE	MSI2B	Regular	3.364	158.0817	[M-H]-	20	1.314	256246	0.883	N-Acetylvaline	2-acetamido-3-methylbutanoic acid	N-Acetylvaline	HMDB0011757	HMDB	C7H13NO3	IHYJTAOFMMMOPX-UHFFFAOYSA-N	CC(C)C(NC(C)=O)C(O)=O	501	0.756	887	999	NIST17 MSMS	Organic compounds	Organic acids and derivatives	Carboxylic acids and derivatives	Amino acids, peptides, and analogues	N-acyl-alpha amino acids	2.27
(2R,3S,4S,5R,6R)-2-METHYLOL-6-[[(2R,3S,4S,5R,6R)-3,4,5-TRIHYDROXY-6-[(1R)-4-(3-HYDROXYBUTYL)-3,5,5-TRIMETHYL-CYCLOHEX-3-EN-1-YL]OXY-TETRAHYDROPYRAN-2-YL]METHOXY]TETRAHYDROPYRAN-3,4,5-TRIOL	MSI2B	Regular	0.655	179.0554	[M-H-C19H32O6]-	20	2.731	532287	0.887	(2R,3S,4S,5R,6R)-2-(Hydroxymethyl)-6-[[(2R,3S,4S,5R,6R)-3,4,5-trihydroxy-6-[(1R)-4-(3-hydroxybutyl)-3,5,5-trimethylcyclohex-3-en-1-yl]oxyoxan-2-yl]methoxy]oxane-3,4,5-triol	(2R,3S,4S,5R,6R)-2-methylol-6-[[(2R,3S,4S,5R,6R)-3,4,5-trihydroxy-6-[(1R)-4-(3-hydroxybutyl)-3,5,5-trimethyl-cyclohex-3-en-1-yl]oxy-tetrahydropyran-2-yl]methoxy]tetrahydropyran-3,4,5-triol		16095196	PubChem	C25H44O12	JPFKTKCDYZBLOK-KDBLSNNFSA-N	CC1=C(C(C[C@@H](C1)O[C@H]2[C@@H]([C@H]([C@@H]([C@H](O2)CO[C@H]3[C@@H]([C@H]([C@@H]([C@H](O3)CO)O)O)O)O)O)O)(C)C)CCC(C)O	514	0.694	678	756	NIST20 HighRes MSMS	Organic compounds	Lipids and lipid-like molecules	Prenol lipids	Terpene glycosides	Terpene glycosides	4.35
2-DIPHENYLPHOSPHORYLHYDROQUINONE	MSI2B	Regular	6.003	217.0422	[M-H-C6H4O]-	80	0.232	7691675	0.96	2,5-Dihydroxyphenyl(diphenyl)phosphine Oxide	2-diphenylphosphorylhydroquinone		2783495	PubChem	C18H15O3P	LLOXZCFOAUCDAE-UHFFFAOYSA-N	C1=CC=C(C=C1)P(=O)(C2=CC=CC=C2)C3=C(C=CC(=C3)O)O	541	0.721	946	979	NIST20 HighRes MSMS	Organic compounds	Benzenoids	Benzene and substituted derivatives	Phenylphosphines and derivatives	Phenylphosphines and derivatives	7.94
PHOSPHORIC ACID	MSI2B	Regular	0.56	96.9692	[M-H]-	20	0.654	2362886	0.468	Hydrogen phosphate	phosphoric acid	Phosphoric acid	HMDB0000973	HMDB	H3O4P	NBIIXXVUZAFLBC-UHFFFAOYSA-N	OP(O)(O)=O	588	0.997	969	999	MONA	Inorganic compounds	Homogeneous non-metal compounds	Non-metal oxoanionic compounds	Non-metal phosphates	Non-metal phosphates	NA
4-BENZOYLOXYBENZOIC ACID	MSI2B	Regular	5.256	121.0291	[M-H-C7H4O2]-	20	0.849	217620	0.954	4-(Benzoyloxy)benzoic acid	4-benzoyloxybenzoic acid		119979	PubChem	C14H10O4	OUANAAHOQVMJCH-UHFFFAOYSA-N	C1=CC=C(C=C1)C(=O)OC2=CC=C(C=C2)C(=O)O	476	0.725	826	999	NIST20 HighRes MSMS	Organic compounds	Phenylpropanoids and polyketides	Depsides and depsidones		Depsides and depsidones	7.13
CYCLOHEXANE-1,4-DICARBOXYLIC ACID	MSI2B	Regular	5.132	171.066	[M-H]-	20	0.45	5779722	0.898	1,4-CYCLOHEXANEDICARBOXYLIC ACID	cyclohexane-1,4-dicarboxylic acid		14106	PubChem	C8H12O4	PXGZQGDTEZPERC-UHFFFAOYSA-N	C1CC(CCC1C(=O)O)C(=O)O	392	0.844	934	962	MONA	Organic compounds	Organic acids and derivatives	Carboxylic acids and derivatives	Dicarboxylic acids and derivatives	Dicarboxylic acids and derivatives	3.57
DIDECYL HYDROGEN PHOSPHATE	MSI2B	Regular	8.689	237.1256	[M-H-C10H20]-	20	0.474	1092232	0.932	Didecyl hydrogen phosphate	didecyl hydrogen phosphate		82260	PubChem	C20H43O4P	QHAUASBJFFBWMY-UHFFFAOYSA-N	CCCCCCCCCCOP(=O)(O)OCCCCCCCCCC	756	0.979	988	998	NIST20 HighRes MSMS	Organic compounds	Organic acids and derivatives	Organic phosphoric acids and derivatives	Phosphate esters	Alkyl phosphates	11.15
4-[(E)-3-(3,4-DIHYDROXYPHENYL)ACRYLOYL]OXY-2,3-DIHYDROXY-2-METHYL-BUTYRIC ACID	MSI2B	Regular	0.693	149.045	[M-H-C9H6O3]-	20	2.071	629096	0.913	4-[(E)-3-(3,4-Dihydroxyphenyl)prop-2-enoyl]oxy-2,3-dihydroxy-2-methylbutanoic acid	4-[(E)-3-(3,4-dihydroxyphenyl)acryloyl]oxy-2,3-dihydroxy-2-methyl-butyric acid		45360267	PubChem	C14H16O8	RUEPXZDDWQCITK-HWKANZROSA-N	CC(C(COC(=O)/C=C/C1=CC(=C(C=C1)O)O)O)(C(=O)O)O	823	0.848	908	978	NIST20 HighRes MSMS	Organic compounds	Phenylpropanoids and polyketides	Cinnamic acids and derivatives	Hydroxycinnamic acids and derivatives	Coumaric acids and derivatives	3.41
3-CHLORO-5-METHYL-PYROCATECHOL	MSI2B	Regular	2.818	121.0291	[M-H-HCl]-	20	1.017	121076	1	3-Chloro-5-methylcatechol	3-chloro-5-methyl-pyrocatechol		23510504	PubChem	C7H7ClO2	SVNSFVRPGDZCMV-UHFFFAOYSA-N	CC1=CC(=C(C(=C1)Cl)O)O	527	0.787	889	999	NIST20 HighRes MSMS	Organic compounds	Benzenoids	Phenols	Benzenediols	Catechols	6.11
3,4-DIMETHYLBESYLIC ACID	MSI2B	Regular	3.88	185.0276	[M-H]-	80	0.174	688651	0.916	3,4-Dimethylbenzenesulfonic Acid	3,4-dimethylbesylic acid		14756	PubChem	C8H10O3S	WYCOJIVDCGJKDB-UHFFFAOYSA-N	CC1=C(C=C(C=C1)S(=O)(=O)O)C	678	0.659	976	993	NIST20 HighRes MSMS	Organic compounds	Benzenoids	Benzene and substituted derivatives	Benzenesulfonic acids and derivatives	p-Methylbenzenesulfonates	5.1
CYCLOHEXANE-1,3-DICARBOXYLIC ACID	MSI2B	Regular	5.143	171.0658	[M-H]-	20	0.789	2032393	0.554	1,3-Cyclohexanedicarboxylic acid	cyclohexane-1,3-dicarboxylic acid		107205	PubChem	C8H12O4	XBZSBBLNHFMTEB-UHFFFAOYSA-N	C1CC(CC(C1)C(=O)O)C(=O)O	366	0.691	846	916	NIST17 MSMS	Organic compounds	Organic acids and derivatives	Carboxylic acids and derivatives	Dicarboxylic acids and derivatives	Dicarboxylic acids and derivatives	3.85
3-(3-HYDROXYPHENYL)CARBONYLOXY-8-METHYL-8-AZONIABICYCLO[3.2.1]OCTANE-2-CARBOXYLATE	MSI2B	Regular	3.288	137.0239	[M-H-C9H13O2N]-	20	1.833	90213	0.403	3-(3-hydroxybenzoyl)oxy-8-methyl-8-azoniabicyclo[3.2.1]octane-2-carboxylate	3-(3-hydroxyphenyl)carbonyloxy-8-methyl-8-azoniabicyclo[3.2.1]octane-2-carboxylate		78382934	PubChem	C16H19NO5	XCJJCRPRQYXLRE-UHFFFAOYSA-N	C[NH+]1C2CCC1C(C(C2)OC(=O)C3=CC(=CC=C3)O)C(=O)[O-]	456	0.676	798	999	NIST17 MSMS	Organic compounds	Benzenoids	Benzene and substituted derivatives	Benzoic acids and derivatives	m-Hydroxybenzoic acid esters	4.55
PHENYLBUTYRYLGLUTAMINE	MSI2B	Regular	0.595	145.0613	[M-H-C10H10O]-	20	2.11	564145	0.961	Phenylbutyrylglutamine	4-carbamoyl-2-(4-phenylbutanamido)butanoic acid	Phenylbutyrylglutamine	HMDB0011687	HMDB	C15H20N2O4	XKQKXKRCMAJADR-UHFFFAOYSA-N	NC(=O)CCC(NC(=O)CCCC1=CC=CC=C1)C(O)=O	949	0.926	968	988	NIST20 HighRes MSMS	Organic compounds	Organic acids and derivatives	Carboxylic acids and derivatives	Amino acids, peptides, and analogues	Glutamine and derivatives	4.77
METABOLITES_END
#END