#METABOLOMICS WORKBENCH amitch_20160728_135939 DATATRACK_ID:689 STUDY_ID:ST000446 ANALYSIS_ID:AN000698 PROJECT_ID:PR000344
VERSION             	1
CREATED_ON             	August 10, 2016, 11:18 am
#PROJECT
PR:PROJECT_TITLE                 	Cloning, expression and derivatization of cytotoxic marine natural product
PR:PROJECT_TITLE                 	Apratoxin
PR:PROJECT_SUMMARY               	Apratoxin is a hybrid PKS/NRPS secondary metabolite showing potent anticancer
PR:PROJECT_SUMMARY               	activity by inducing G1 phase cell cycle arrest and apoptosis. There have been
PR:PROJECT_SUMMARY               	reported a series of natural apratoxin derivatives with defined chemical
PR:PROJECT_SUMMARY               	modifications in their structures that alter their biological activity. Looking
PR:PROJECT_SUMMARY               	for a better activity, total synthesis of apratoxin has been achieved and a
PR:PROJECT_SUMMARY               	series of synthetic congeners showed increased activity with subnanomolar
PR:PROJECT_SUMMARY               	potency. From the total synthesis point of view, the modification of the
PR:PROJECT_SUMMARY               	polyketide backbone presents a burden for a radical derivatization of
PR:PROJECT_SUMMARY               	apratoxins. We hypothesized that supply the polyketide part naturally by
PR:PROJECT_SUMMARY               	overexpression the corresponding genes it will facilitate the generation of
PR:PROJECT_SUMMARY               	apratoxin congeners by decorating the backbone with a variety of amino acids
PR:PROJECT_SUMMARY               	improving the antitumor activity.Threfore, the apratoxin gene cluster was
PR:PROJECT_SUMMARY               	recovered from a fosmid DNA library. The gene set responsible for the
PR:PROJECT_SUMMARY               	biosynthesis of the polyketide backbone was introduced in E. coli BAP strain and
PR:PROJECT_SUMMARY               	expressed at 30C for 24 hours. Two sets of control and experimental samples with
PR:PROJECT_SUMMARY               	culture broth pH adjusted at 8 and 12 respectively was extracted with ethyl
PR:PROJECT_SUMMARY               	acetate and dried.
PR:INSTITUTE                     	University of Florida
PR:DEPARTMENT                    	Medicinal Chemistry
PR:LAST_NAME                     	Luesch
PR:FIRST_NAME                    	Hendrik
PR:ADDRESS                       	Medical Sciences Building, Rm P5-26, 1600 SW Archer Rd., FL32610
PR:EMAIL                         	luesch@cop.ufl.edu
PR:PHONE                         	none
#STUDY
ST:STUDY_TITLE                   	Heterologous expression and detection of Apratoxins in E. coli
ST:STUDY_TYPE                    	Organic extraction of E coli cultures harboring apratoxin gene cluster
ST:STUDY_SUMMARY                 	The apratoxin gene cluster was recovered from fosmid DNA library. The gene set
ST:STUDY_SUMMARY                 	responsible for the biosynthesis of the polyketide backbone was introduced in E.
ST:STUDY_SUMMARY                 	coli BAP strain and expressed at 30C for 24 hours. Two sets of control and
ST:STUDY_SUMMARY                 	experimental samples with culture broth pH adjusted at 8 and 12 respectively was
ST:STUDY_SUMMARY                 	extracted with ethyl acetate and dried.
ST:INSTITUTE                     	University of Florida
ST:DEPARTMENT                    	SECIM
ST:LAST_NAME                     	Kallifidas
ST:FIRST_NAME                    	Dimitris
ST:ADDRESS                       	Medical Sciences Building, Rm P5-26, 1600 SW Archer Rd., FL32610
ST:EMAIL                         	dkallifidas@ufl.edu
ST:PHONE                         	None
ST:NUM_GROUPS                    	1
ST:TOTAL_SUBJECTS                	12
#SUBJECT
SU:SUBJECT_TYPE                  	bacteria cells
SU:SUBJECT_SPECIES               	Escherichia coli
SU:TAXONOMY_ID                   	562
#SUBJECT_SAMPLE_FACTORS:         	SUBJECT(optional)[tab]SAMPLE[tab]FACTORS(NAME:VALUE pairs separated by |)[tab]Additional sample data
SUBJECT_SAMPLE_FACTORS           	-	E.coli_control_pH8	pH:8 | treatment:control	
SUBJECT_SAMPLE_FACTORS           	-	E.coli_control_pH12	pH:12 | treatment:control	
SUBJECT_SAMPLE_FACTORS           	-	E.coli+bAprat14_pH8	pH:8 | treatment:bAprat14	
SUBJECT_SAMPLE_FACTORS           	-	E.coli+bAprat14_pH12	pH:12 | treatment:bAprat14	
SUBJECT_SAMPLE_FACTORS           	-	E.coli_control_pH8_2	pH:8 | treatment:control	
SUBJECT_SAMPLE_FACTORS           	-	E.coli_control_pH12_2	pH:12 | treatment:control	
SUBJECT_SAMPLE_FACTORS           	-	E.coli+bAprat14_pH8_2	pH:8 | treatment:bAprat14	
SUBJECT_SAMPLE_FACTORS           	-	E.coli+bAprat14_pH12_2	pH:12 | treatment:bAprat14	
SUBJECT_SAMPLE_FACTORS           	-	E.coli_control_pH8_3	pH:8 | treatment:control	
SUBJECT_SAMPLE_FACTORS           	-	E.coli_control_pH12_3	pH:12 | treatment:control	
SUBJECT_SAMPLE_FACTORS           	-	E.coli+bAprat14_pH8_3	pH:8 | treatment:bAprat14	
SUBJECT_SAMPLE_FACTORS           	-	E.coli+bAprat14_pH12_3	pH:12 | treatment:bAprat14	
#COLLECTION
CO:COLLECTION_SUMMARY            	50 ml of LB broth inoculated with the appropriate E. coli strains were extracted
CO:COLLECTION_SUMMARY            	twice with equal volume of etheyl acetate and dried.
CO:SAMPLE_TYPE                   	Dried ethyl acetate cell extracts
#TREATMENT
TR:TREATMENT_SUMMARY             	The set of genes responsible for the biosynthesis of the Apratoxin polyketide
TR:TREATMENT_SUMMARY             	backbone was introduced in E. coli BAP strain and expressed at 30C for 24 hours.
TR:TREATMENT_SUMMARY             	Two sets of control and experimental samples with culture broth pH adjusted at 8
TR:TREATMENT_SUMMARY             	and 12 respectively was extracted with ethyl acetate and dried.
TR:CELL_MEDIA                    	Luria Bertani (LB) broth
#SAMPLEPREP
SP:SAMPLEPREP_SUMMARY            	none
SP:SAMPLEPREP_PROTOCOL_FILENAME  	Consolidated_Cellular_Metabolomics_SOP.pdf
SP:SAMPLE_SPIKING                	Appendix A - Internal Standard Prep GLCMS.pdf
#CHROMATOGRAPHY
CH:CHROMATOGRAPHY_TYPE           	Reversed phase
CH:INSTRUMENT_NAME               	Thermo Scientific-Dionex Ultimate 3000
CH:COLUMN_NAME                   	ACE Excel 2 C18-PFP (100 x 2.1mm, 2um)
CH:METHODS_FILENAME              	Metabolomics_LCMSProtocol.pdf
#ANALYSIS
AN:ANALYSIS_TYPE                 	MS
AN:ANALYSIS_PROTOCOL_FILE        	Metabolomics_LCMSProtocol.pdf
#MS
MS:INSTRUMENT_NAME               	Thermo Q Exactive Orbitrap
MS:INSTRUMENT_TYPE               	Orbitrap
MS:MS_TYPE                       	ESI
MS:ION_MODE                      	NEGATIVE
MS:MS_COMMENTS                   	HESI
#MS_METABOLITE_DATA
MS_METABOLITE_DATA:UNITS         	peak area
MS_METABOLITE_DATA_START
Samples	E.coli+bAprat14_pH12	E.coli_control_pH12	E.coli+bAprat14_pH12_2	E.coli_control_pH12_2	E.coli_control_pH12_3	E.coli_control_pH8	E.coli+bAprat14_pH8	E.coli_control_pH8_2	E.coli+bAprat14_pH12_3	E.coli+bAprat14_pH8_2	E.coli_control_pH8_3	E.coli+bAprat14_pH8_3
Factors	pH:12 | treatment:bAprat14	pH:12 | treatment:control	pH:12 | treatment:bAprat14	pH:12 | treatment:control	pH:12 | treatment:control	pH:8 | treatment:control	pH:8 | treatment:bAprat14	pH:8 | treatment:control	pH:12 | treatment:bAprat14	pH:8 | treatment:bAprat14	pH:8 | treatment:control	pH:8 | treatment:bAprat14
2,4-Dinitrophenol (herbicide)	132000.0000	634000.0000	120000.0000	662000.0000	672000.0000	1530000.0000	1080000.0000	1600000.0000	124000.0000	970000.0000	1620000.0000	1040000.0000
2-deoxy-D-galactose (fructose/glucose)	8340000.0000	5950000.0000	8650000.0000	6880000.0000	6680000.0000	33400000.0000	47400000.0000	33400000.0000	13000000.0000	47800000.0000	32700000.0000	45300000.0000
3-(2-HYDROXYPHENYL)PROPANOATE	68800000.0000	76300000.0000	66500000.0000	76300000.0000	75800000.0000	305000000.0000	212000000.0000	373000000.0000	65400000.0000	206000000.0000	301000000.0000	207000000.0000
3,4-Dihydroxybenzenesulfonic Acid	2650000.0000	2790000.0000	2650000.0000	2860000.0000	2990000.0000	25900000.0000	18200000.0000	26500000.0000	2710000.0000	18300000.0000	26200000.0000	17300000.0000
3-AMINO-5-HYDROXYBENZOIC ACID	292000.0000	501000.0000	321000.0000	504000.0000	519000.0000	2820000.0000	1500000.0000	2750000.0000	373000.0000	1430000.0000	2570000.0000	1270000.0000
3'-CMP_R1	20700000.0000	10400000.0000	20700000.0000	11700000.0000	11500000.0000	1150000.0000	3780000.0000	1070000.0000	21700000.0000	3830000.0000	1160000.0000	3530000.0000
3'-CMP_R2	17300000.0000	8930000.0000	17100000.0000	10400000.0000	10100000.0000	1150000.0000	3780000.0000	1070000.0000	17900000.0000	3830000.0000	1160000.0000	3530000.0000
3-HYDROXY-3-METHYLGLUTARATE	35700000.0000	27200000.0000	35700000.0000	29400000.0000	29900000.0000	103000000.0000	131000000.0000	99400000.0000	35600000.0000	134000000.0000	103000000.0000	129000000.0000
3-Hydroxydecanoic acid	5430000.0000	13600000.0000	5260000.0000	13400000.0000	13600000.0000	16100000.0000	11900000.0000	16200000.0000	5320000.0000	10700000.0000	15600000.0000	11500000.0000
3-HYDROXYPHENYLACETATE	2090000.0000	3490000.0000	2120000.0000	3790000.0000	3870000.0000	55300000.0000	26700000.0000	55000000.0000	2120000.0000	26300000.0000	55300000.0000	26200000.0000
3-METHYL-2-OXOVALERIC ACID	52900000.0000	43000000.0000	54000000.0000	43700000.0000	43300000.0000	328000000.0000	379000000.0000	336000000.0000	49600000.0000	374000000.0000	330000000.0000	365000000.0000
3-tert-Butyladipic acid	725000.0000	751000.0000	725000.0000	816000.0000	787000.0000	3800000.0000	17800000.0000	3940000.0000	727000.0000	16700000.0000	5830000.0000	17000000.0000
4-Hydroxyphenylacetate	72700.0000	582000.0000	107000.0000	610000.0000	601000.0000	178000000.0000	3890000.0000	178000000.0000	54700.0000	4100000.0000	173000000.0000	4120000.0000
4-METHYL-2-OXO-PENTANOIC ACID	130000000.0000	217000000.0000	127000000.0000	224000000.0000	228000000.0000	587000000.0000	760000000.0000	596000000.0000	128000000.0000	744000000.0000	574000000.0000	719000000.0000
4-oxoproline	1120000000.0000	468000000.0000	580000000.0000	961000000.0000	957000000.0000	1600000000.0000	2180000000.0000	1630000000.0000	550000000.0000	2210000000.0000	1610000000.0000	2110000000.0000
5-HYDROXY-L-TRYPTOPHAN	17900.0000	20600.0000	21600.0000	61800.0000	49700.0000	3980000.0000	2250000.0000	4040000.0000	16000.0000	2070000.0000	4320000.0000	1960000.0000
6-Hydroxycaproic acid	83000000.0000	88300000.0000	84500000.0000	97900000.0000	95500000.0000	220000000.0000	193000000.0000	222000000.0000	85900000.0000	185000000.0000	229000000.0000	184000000.0000
ADENINE	31300000.0000	52400000.0000	29300000.0000	51300000.0000	54100000.0000	94700000.0000	106000000.0000	89200000.0000	30500000.0000	96200000.0000	96400000.0000	89000000.0000
ADENOSINE 5'-MONOPHOSPHATE	6850000.0000	6090000.0000	6960000.0000	7080000.0000	6960000.0000	696000.0000	1380000.0000	669000.0000	7270000.0000	1380000.0000	686000.0000	1280000.0000
ALDOPENTOSE	24400000.0000	16000000.0000	24200000.0000	17000000.0000	17500000.0000	8540000.0000	12200000.0000	8910000.0000	24800000.0000	12200000.0000	9010000.0000	11900000.0000
ANTHRANILATE_R1	863000.0000	1890000.0000	819000.0000	2160000.0000	2160000.0000	19100000.0000	10700000.0000	19700000.0000	868000.0000	9660000.0000	20900000.0000	8860000.0000
ANTHRANILATE_R2	863000.0000	1890000.0000	819000.0000	2160000.0000	2160000.0000	13500000.0000	3810000.0000	13000000.0000	868000.0000	9660000.0000	13800000.0000	3730000.0000
Ascorbic acid	419000.0000	224000.0000	408000.0000	270000.0000	212000.0000	28200000.0000	6700000.0000	29100000.0000	423000.0000	6380000.0000	34700000.0000	6380000.0000
Background Ion_R1	20600000.0000	33000000.0000	22100000.0000	36200000.0000	35000000.0000	75500000.0000	53000000.0000	76500000.0000	22600000.0000	46800000.0000	78300000.0000	49500000.0000
Background Ion_R2	4460000.0000	13700000.0000	4260000.0000	13900000.0000	13600000.0000	197000000.0000	69500000.0000	197000000.0000	4150000.0000	67400000.0000	196000000.0000	67800000.0000
Background Ion_R3	7120000.0000	5070000.0000	6460000.0000	5910000.0000	5200000.0000	16800000.0000	24000000.0000	16500000.0000	6230000.0000	19200000.0000	16400000.0000	20500000.0000
Background Ion_R4	1390000.0000	2190000.0000	1290000.0000	2510000.0000	2420000.0000	24300000.0000	16300000.0000	24900000.0000	1130000.0000	16600000.0000	24200000.0000	16200000.0000
Background Ion_R5	9290000.0000	8190000.0000	9340000.0000	8900000.0000	8610000.0000	8510000.0000	7900000.0000	8700000.0000	9200000.0000	7290000.0000	9100000.0000	7240000.0000
Background Ion_R6	7600000.0000	7440000.0000	7660000.0000	8020000.0000	7520000.0000	6320000.0000	6800000.0000	6010000.0000	7820000.0000	5640000.0000	6380000.0000	6310000.0000
Background Ion_R7	5450000.0000	7760000.0000	5950000.0000	7840000.0000	8930000.0000	5060000.0000	6500000.0000	4840000.0000	5460000.0000	5610000.0000	5140000.0000	6170000.0000
Background Ion_R8	2480000.0000	3300000.0000	1880000.0000	3680000.0000	4220000.0000	4720000.0000	5000000.0000	4810000.0000	2710000.0000	3570000.0000	5020000.0000	4140000.0000
Background Ion_R9	466000.0000	763000.0000	473000.0000	822000.0000	839000.0000	9010000.0000	3780000.0000	9260000.0000	499000.0000	3400000.0000	9470000.0000	3440000.0000
Background Ion_R10	1750000.0000	1680000.0000	1730000.0000	1780000.0000	1760000.0000	1430000.0000	1520000.0000	1470000.0000	1840000.0000	1420000.0000	1460000.0000	1420000.0000
Background Ion_R11	1170000.0000	1970000.0000	1180000.0000	1550000.0000	1630000.0000	993000.0000	955000.0000	972000.0000	1240000.0000	919000.0000	1060000.0000	884000.0000
Background Ion_R12	646000.0000	4660000.0000	705000.0000	4770000.0000	4830000.0000	205000.0000	231000.0000	227000.0000	688000.0000	203000.0000	232000.0000	158000.0000
Background Ion_R13	638000.0000	4510000.0000	687000.0000	4820000.0000	4590000.0000	204000.0000	227000.0000	194000.0000	699000.0000	168000.0000	238000.0000	163000.0000
C6H12O6-HEXOSE/KETOSE/INOSITOL	51900000.0000	42400000.0000	53600000.0000	44600000.0000	44700000.0000	32200000.0000	63900000.0000	32500000.0000	54700000.0000	52400000.0000	32100000.0000	62100000.0000
DISACCHARIDE (6C/6C)/2-alpha-D-glucosyl-D-glucose	1140000.0000	794000.0000	1260000.0000	916000.0000	851000.0000	268000.0000	5410000.0000	612000.0000	1230000.0000	5500000.0000	583000.0000	5160000.0000
Erythrose 4-Phosphate	9550000.0000	6520000.0000	9820000.0000	6740000.0000	6680000.0000	11800000.0000	20400000.0000	12300000.0000	9690000.0000	20300000.0000	12400000.0000	19600000.0000
GLUCONIC ACID/D-GULONIC ACID GAMA-LACTONE	2750000.0000	1780000.0000	2880000.0000	1850000.0000	1850000.0000	3990000.0000	7060000.0000	3240000.0000	2930000.0000	7900000.0000	3970000.0000	6920000.0000
GLUTATHIONE	391000.0000	257000.0000	240000.0000	303000.0000	279000.0000	1960000.0000	1420000.0000	2750000.0000	407000.0000	1380000.0000	2820000.0000	1230000.0000
GLYCERIC ACID	19200000.0000	14600000.0000	19900000.0000	17700000.0000	17500000.0000	16400000.0000	3340000.0000	17200000.0000	20700000.0000	3290000.0000	18100000.0000	3140000.0000
HOMOVANILLATE	7230000.0000	7200000.0000	7550000.0000	7880000.0000	7800000.0000	56500000.0000	24700000.0000	56800000.0000	1310000.0000	24100000.0000	58600000.0000	24400000.0000
HYPOXANTHINE	26700000.0000	23000000.0000	26700000.0000	24900000.0000	24600000.0000	233000000.0000	210000000.0000	229000000.0000	27000000.0000	212000000.0000	236000000.0000	202000000.0000
INDOLE-3-ACETATE	123000000.0000	224000000.0000	123000000.0000	232000000.0000	232000000.0000	955000000.0000	573000000.0000	964000000.0000	122000000.0000	575000000.0000	949000000.0000	571000000.0000
L-2-PHOSPHOGLYCERIC ACID	2720000.0000	1780000.0000	2790000.0000	2060000.0000	1910000.0000	7360000.0000	11200000.0000	6810000.0000	2680000.0000	11200000.0000	6950000.0000	11100000.0000
L-METHIONINE	24500000.0000	15600000.0000	24500000.0000	17100000.0000	16700000.0000	36000000.0000	53700000.0000	35500000.0000	25000000.0000	52700000.0000	36100000.0000	49200000.0000
L-TYROSINE	13100000.0000	9510000.0000	13300000.0000	11100000.0000	10700000.0000	30600000.0000	36300000.0000	31100000.0000	13900000.0000	36300000.0000	31800000.0000	35200000.0000
LysoPI (23:0)	5140000.0000	17700000.0000	5830000.0000	20600000.0000	16800000.0000	3200000.0000	5850000.0000	3330000.0000	5930000.0000	5650000.0000	3590000.0000	5430000.0000
MALATE	9350000.0000	9470000.0000	9580000.0000	9030000.0000	9310000.0000	55300000.0000	119000000.0000	34100000.0000	9340000.0000	120000000.0000	53100000.0000	111000000.0000
Monobutyl phthalate	154000.0000	239000.0000	172000.0000	278000.0000	261000.0000	4210000.0000	4580000.0000	4260000.0000	172000.0000	4320000.0000	3830000.0000	3930000.0000
N-ACETYL-DL-GLUTAMIC ACID	5630000.0000	3780000.0000	5580000.0000	5260000.0000	4430000.0000	20700000.0000	65900000.0000	20700000.0000	6810000.0000	66600000.0000	21000000.0000	65700000.0000
N-ACETYL-DL-SERINE	10500000.0000	8160000.0000	11800000.0000	9590000.0000	9220000.0000	49600000.0000	63600000.0000	52000000.0000	11800000.0000	63100000.0000	51400000.0000	59800000.0000
N-ACETYL-D-MANNOSAMINE	7100000.0000	5570000.0000	7620000.0000	6160000.0000	6210000.0000	135000.0000	87900.0000	33900.0000	7700000.0000	120000.0000	124000.0000	70000.0000
N-ACETYL-L-ALANINE	12000000.0000	9720000.0000	11900000.0000	10600000.0000	9250000.0000	26500000.0000	39000000.0000	26400000.0000	13000000.0000	39400000.0000	28200000.0000	37500000.0000
N-ACETYLNEURAMINATE	5160000.0000	3470000.0000	5820000.0000	3710000.0000	3710000.0000	6380000.0000	11400000.0000	6280000.0000	5830000.0000	11200000.0000	6400000.0000	10900000.0000
NALPHA-ACETYL-L-LYSINE	3140000.0000	2670000.0000	3130000.0000	3070000.0000	3030000.0000	2490000.0000	3320000.0000	2530000.0000	3140000.0000	3250000.0000	2550000.0000	3060000.0000
N-METHYL-L-GLUTAMATE	27000000.0000	20200000.0000	27200000.0000	21300000.0000	21100000.0000	22300000.0000	31400000.0000	22700000.0000	28100000.0000	32600000.0000	23300000.0000	30500000.0000
P-Cresol Sulfate	52600000.0000	72200000.0000	52600000.0000	71300000.0000	98400000.0000	122000000.0000	80300000.0000	122000000.0000	52500000.0000	81600000.0000	123000000.0000	78800000.0000
PHOSPHOCHOLINE	493000.0000	129000.0000	504000.0000	412000.0000	431000.0000	1350000.0000	2860000.0000	6280000.0000	531000.0000	2110000.0000	6490000.0000	1890000.0000
SUCCINATE	38900000.0000	26500000.0000	38600000.0000	27600000.0000	27900000.0000	25100000.0000	95400000.0000	24900000.0000	38000000.0000	95200000.0000	25600000.0000	90000000.0000
TARTARIC ACID	361000.0000	363000.0000	388000.0000	109000.0000	132000.0000	649000.0000	2100000.0000	714000.0000	357000.0000	2030000.0000	659000.0000	2030000.0000
XANTHINE	41000000.0000	38800000.0000	41700000.0000	43300000.0000	43700000.0000	280000000.0000	204000000.0000	292000000.0000	42700000.0000	203000000.0000	296000000.0000	194000000.0000
MS_METABOLITE_DATA_END
#METABOLITES
METABOLITES_START
metabolite_name	retention index	quantified m/z	PubChem ID	KEGG ID
2,4-Dinitrophenol (herbicide)	11.02	183.0046	1493
2-deoxy-D-galactose (fructose/glucose)	1.04	163.0612
3-(2-HYDROXYPHENYL)PROPANOATE	8.74	165.0560	873
3,4-Dihydroxybenzenesulfonic Acid	6.60	188.9861	189003
3-AMINO-5-HYDROXYBENZOIC ACID	1.93	152.0354	127115
3'-CMP_R1	1.58	322.0456	6131
3'-CMP_R2	1.70	322.0455	6131
3-HYDROXY-3-METHYLGLUTARATE	3.04	161.0459	1662
3-Hydroxydecanoic acid	11.33	187.1343	26612
3-HYDROXYPHENYLACETATE	7.46	151.0402	12122
3-METHYL-2-OXOVALERIC ACID	6.72	129.0561	47
3-tert-Butyladipic acid	9.88	201.1131	5192
4-Hydroxyphenylacetate	8.24	151.0403	127
4-METHYL-2-OXO-PENTANOIC ACID	7.32	129.0561	70
4-oxoproline	1.70	128.0353	107541
5-HYDROXY-L-TRYPTOPHAN	6.04	219.0780	144
6-Hydroxycaproic acid	7.98	131.0714	14490
ADENINE	1.43	134.0473	190
ADENOSINE 5'-MONOPHOSPHATE	1.61	346.0556	6083
ALDOPENTOSE	0.86	149.0459
ANTHRANILATE_R1	7.97	136.0406	227
ANTHRANILATE_R2	7.85	136.0407	227
Ascorbic acid	1.27	175.0237	54670067
Background Ion_R1	12.13	293.1771
Background Ion_R2	9.25	187.0979
Background Ion_R3	8.76	171.0662
Background Ion_R4	8.58	173.0818
Background Ion_R5	14.00	221.1548
Background Ion_R6	13.33	194.0827
Background Ion_R7	12.78	293.1769
Background Ion_R8	12.62	239.1287
Background Ion_R9	10.58	242.1768
Background Ion_R10	10.56	181.0875
Background Ion_R11	14.20	233.1547
Background Ion_R12	14.53	286.9447
Background Ion_R13	14.53	288.9405
C6H12O6-HEXOSE/KETOSE/INOSITOL	0.81	179.0559
DISACCHARIDE (6C/6C)/2-alpha-D-glucosyl-D-glucose	0.80	377.0859
Erythrose 4-Phosphate	0.82	199.0013	122357
GLUCONIC ACID/D-GULONIC ACID GAMA-LACTONE	0.74	195.0508
GLUTATHIONE	1.54	306.0768	124886
GLYCERIC ACID	0.82	105.0191	439194
HOMOVANILLATE	7.50	181.0506	1738
HYPOXANTHINE	2.02	135.0316	790
INDOLE-3-ACETATE	9.16	174.0565	802
L-2-PHOSPHOGLYCERIC ACID	0.77	184.9860	439278
L-METHIONINE	1.34	148.0439	6137
L-TYROSINE	3.24	180.0668	6057
LysoPI (23:0)	9.68	669.3990
MALATE	1.00	133.0145	92824
Monobutyl phthalate	11.43	221.0818	8575
N-ACETYL-DL-GLUTAMIC ACID	2.17	188.0568	185
N-ACETYL-DL-SERINE	1.05	146.0460	352294
N-ACETYL-D-MANNOSAMINE	0.99	256.0593	439281
N-ACETYL-L-ALANINE	2.19	130.0511	88064
N-ACETYLNEURAMINATE	0.80	308.0995	439197
NALPHA-ACETYL-L-LYSINE	1.25	187.1089	92907
N-METHYL-L-GLUTAMATE	0.88	160.0618	439377
P-Cresol Sulfate	8.51	187.0070	4615423
PHOSPHOCHOLINE	0.77	218.0346	1014
SUCCINATE	2.26	117.0196	1110
TARTARIC ACID	0.82	149.0090	444305
XANTHINE	2.48	151.0261	1188
METABOLITES_END
#END