#METABOLOMICS WORKBENCH juliehaines_20240918_071021 DATATRACK_ID:5205 STUDY_ID:ST003490 ANALYSIS_ID:AN005729 PROJECT_ID:PR002140
VERSION             	1
CREATED_ON             	September 18, 2024, 7:19 pm
#PROJECT
PR:PROJECT_TITLE                 	Blocking tryptophan catabolism reduces triple-negative breast cancer invasive
PR:PROJECT_TITLE                 	capacity
PR:PROJECT_SUMMARY               	Anchorage-independent triple-negative breast cancer (TNBC) cells exhibit
PR:PROJECT_SUMMARY               	elevated levels of the tryptophan (TRP) catabolizing enzyme tryptophan
PR:PROJECT_SUMMARY               	2,3-dioxygenase 2 (TDO2) compared to the same cells grown in two-dimensional
PR:PROJECT_SUMMARY               	culture. Tracing of 13C11-TRP demonstrated that anchorage-independent culture
PR:PROJECT_SUMMARY               	and/or inflammatory cytokines that activate nuclear factor
PR:PROJECT_SUMMARY               	kappa-light-chain-enhancer of activated B (NFκB) increase TRP catabolism and
PR:PROJECT_SUMMARY               	production of downstream catabolites such as kynurenine (KYN), which activate
PR:PROJECT_SUMMARY               	the aryl hydrocarbon receptor (AhR). TDO2 expression is heterogeneous within
PR:PROJECT_SUMMARY               	TNBC cell lines. To determine the function of TDO2, both pharmacologic
PR:PROJECT_SUMMARY               	inhibition and genetic manipulation were conducted. TDO2 knockdown revealed a
PR:PROJECT_SUMMARY               	compensatory increase in indoleamine 2,3-dioxygenase 1 (IDO1), a non-homologous
PR:PROJECT_SUMMARY               	TRP catabolizing enzyme, indicating that dual inhibition of these two enzymes is
PR:PROJECT_SUMMARY               	necessary to reliably block TRP catabolism. Thus, we tested a newly developed
PR:PROJECT_SUMMARY               	TDO2/IDO1 dual inhibitor, AT-0174, and found that it effectively inhibits TNBC
PR:PROJECT_SUMMARY               	TRP catabolism. Furthermore, AT-0174 treatment or AhR inhibitor significantly
PR:PROJECT_SUMMARY               	decreased TNBC anchorage-independent survival, invasive capacity, and expression
PR:PROJECT_SUMMARY               	of mesenchymal genes and protein, while exogenous KYN increased invasion through
PR:PROJECT_SUMMARY               	AhR-mediated ZEB1 expression. Thus, dual inhibition of TDO2/IDO1 may prove
PR:PROJECT_SUMMARY               	efficacious against TNBC progression.
PR:INSTITUTE                     	University of Colorado Anschutz Medical Campus
PR:LABORATORY                    	Lab of Angelo D'Alessandro in collaboration with lab of Jennifer Richer
PR:LAST_NAME                     	Haines
PR:FIRST_NAME                    	Julie
PR:ADDRESS                       	12801 E 17th Ave, Room 1303, Aurora, Colorado, 80045, USA
PR:EMAIL                         	julie.haines@cuanschutz.edu
PR:PHONE                         	3037243339
#STUDY
ST:STUDY_TITLE                   	Metabolomics of conditioned media from TNBC cell line MDA-MB-453 +/- TDO2/IDO1
ST:STUDY_TITLE                   	dual inhibition
ST:STUDY_SUMMARY                 	TNBC cell line MDA-MB-453 was cultured in attached or suspension conditions with
ST:STUDY_SUMMARY                 	or without TDO2/IDO1 dual inhibitor AT-0174 for 48 hours.
ST:INSTITUTE                     	University of Colorado Anschutz Medical Campus
ST:LAST_NAME                     	Haines
ST:FIRST_NAME                    	Julie
ST:ADDRESS                       	12801 E 17th Ave, Room 1303, Aurora, Colorado, 80045, USA
ST:EMAIL                         	julie.haines@cuanschutz.edu
ST:PHONE                         	3037243339
#SUBJECT
SU:SUBJECT_TYPE                  	Cultured cells
SU:SUBJECT_SPECIES               	Homo sapiens
SU:GENDER                        	Female
#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           	-	MAD-48-1M	factor:attached | treatment:DMSO | Sample source:Culture media	RAW_FILE_NAME=MR09-91
SUBJECT_SAMPLE_FACTORS           	-	MAD-48-2M	factor:attached | treatment:DMSO | Sample source:Culture media	RAW_FILE_NAME=MR09-92
SUBJECT_SAMPLE_FACTORS           	-	MAD-48-3M	factor:attached | treatment:DMSO | Sample source:Culture media	RAW_FILE_NAME=MR09-93
SUBJECT_SAMPLE_FACTORS           	-	MAA1-48-1M	factor:attached | treatment:1 uM AT0174 | Sample source:Culture media	RAW_FILE_NAME=MR09-94
SUBJECT_SAMPLE_FACTORS           	-	MAA1-48-2M	factor:attached | treatment:1 uM AT0174 | Sample source:Culture media	RAW_FILE_NAME=MR09-95
SUBJECT_SAMPLE_FACTORS           	-	MAA1-48-3M	factor:attached | treatment:1 uM AT0174 | Sample source:Culture media	RAW_FILE_NAME=MR09-96
SUBJECT_SAMPLE_FACTORS           	-	MAA10-48-1M	factor:attached | treatment:10 uM AT0174 | Sample source:Culture media	RAW_FILE_NAME=MR09-97
SUBJECT_SAMPLE_FACTORS           	-	MAA10-48-2M	factor:attached | treatment:10 uM AT0174 | Sample source:Culture media	RAW_FILE_NAME=MR09-98
SUBJECT_SAMPLE_FACTORS           	-	MAA10-48-3M	factor:attached | treatment:10 uM AT0174 | Sample source:Culture media	RAW_FILE_NAME=MR09-99
SUBJECT_SAMPLE_FACTORS           	-	MSD-48-1M	factor:suspension | treatment:DMSO | Sample source:Culture media	RAW_FILE_NAME=MR09-103
SUBJECT_SAMPLE_FACTORS           	-	MSD-48-2M	factor:suspension | treatment:DMSO | Sample source:Culture media	RAW_FILE_NAME=MR09-104
SUBJECT_SAMPLE_FACTORS           	-	MSD-48-3M	factor:suspension | treatment:DMSO | Sample source:Culture media	RAW_FILE_NAME=MR09-105
SUBJECT_SAMPLE_FACTORS           	-	MSA1-48-1M	factor:suspension | treatment:1 uM AT0174 | Sample source:Culture media	RAW_FILE_NAME=MR09-106
SUBJECT_SAMPLE_FACTORS           	-	MSA1-48-2M	factor:suspension | treatment:1 uM AT0174 | Sample source:Culture media	RAW_FILE_NAME=MR09-107
SUBJECT_SAMPLE_FACTORS           	-	MSA1-48-3M	factor:suspension | treatment:1 uM AT0174 | Sample source:Culture media	RAW_FILE_NAME=MR09-108
SUBJECT_SAMPLE_FACTORS           	-	MSA10-48-1M	factor:suspension | treatment:10 uM AT0174 | Sample source:Culture media	RAW_FILE_NAME=MR09-109
SUBJECT_SAMPLE_FACTORS           	-	MSA10-48-2M	factor:suspension | treatment:10 uM AT0174 | Sample source:Culture media	RAW_FILE_NAME=MR09-110
SUBJECT_SAMPLE_FACTORS           	-	MSA10-48-3M	factor:suspension | treatment:10 uM AT0174 | Sample source:Culture media	RAW_FILE_NAME=MR09-111
#COLLECTION
CO:COLLECTION_SUMMARY            	At the end of the experimental timecourse, the media were harvested and
CO:COLLECTION_SUMMARY            	centrifuged at 1500 rpm, 4 ℃. The supernatants were collected and frozen at
CO:COLLECTION_SUMMARY            	-80℃ prior to metabolomics analysis.
CO:SAMPLE_TYPE                   	Culture Media
#TREATMENT
TR:TREATMENT_SUMMARY             	TNBC cell line MDA-MB-453 was first cultured for 24 hours then treated with DMSO
TR:TREATMENT_SUMMARY             	(control), 1 µM AT-0174 and 10 µM AT-0174 for 48 hours. Culture media was not
TR:TREATMENT_SUMMARY             	changed during the duration of the experiments.
#SAMPLEPREP
SP:SAMPLEPREP_SUMMARY            	Media aliquots were thawed then metabolites were extracted from a 10 uL aliquot
SP:SAMPLEPREP_SUMMARY            	using 240 uL of ice cold 5:3:2 methanol:acetonitrile:water (v/v/v). Vigorous
SP:SAMPLEPREP_SUMMARY            	vortexing at 4 degrees C was carried out for 30 min then followed by
SP:SAMPLEPREP_SUMMARY            	centrifugation for 10 min at 18,000 g. Aliquots of supernatant (50 uL) were
SP:SAMPLEPREP_SUMMARY            	dried using a speedvac then reconstituted in an equivalent volume of 0.1% formic
SP:SAMPLEPREP_SUMMARY            	acid. Samples were maintained at 4°C until analysis that same day.
SP:PROCESSING_STORAGE_CONDITIONS 	4℃
SP:EXTRACT_STORAGE               	-80℃
#CHROMATOGRAPHY
CH:CHROMATOGRAPHY_SUMMARY        	Negative C18
CH:CHROMATOGRAPHY_TYPE           	Reversed phase
CH:INSTRUMENT_NAME               	Thermo Vanquish
CH:COLUMN_NAME                   	Phenomenex Kinetex C18 (150 x 2.1mm,1.7um)
CH:SOLVENT_A                     	95% water/5% acetonitrile; 1 mM ammonium acetate
CH:SOLVENT_B                     	95% acetonitrile/5% water; 1 mM ammonium acetate
CH:FLOW_GRADIENT                 	0-0.5 min 0% B, 0.5-1.1 min 0-100% B, 1.1-2.75 min hold at 100% B, 2.75-3 min
CH:FLOW_GRADIENT                 	100-0% B, 3-5 min hold at 0% B
CH:FLOW_RATE                     	450 uL/min
CH:COLUMN_TEMPERATURE            	45
CH:SAMPLE_INJECTION              	6 uL
#ANALYSIS
AN:ANALYSIS_TYPE                 	MS
#MS
MS:INSTRUMENT_NAME               	Thermo Q Exactive Orbitrap
MS:INSTRUMENT_TYPE               	Orbitrap
MS:MS_TYPE                       	ESI
MS:ION_MODE                      	NEGATIVE
MS:MS_COMMENTS                   	Resolution 70,000, scan range 65-900 m/z, maximum injection time 200 ms,
MS:MS_COMMENTS                   	microscans 2, automatic gain control (AGC) 3 x 10^6 ions, source voltage 4.0 kV,
MS:MS_COMMENTS                   	capillary temperature 320 C, and sheath gas 45, auxiliary gas 15, and sweep gas
MS:MS_COMMENTS                   	0 (all nitrogen). Data converted to mzXML using RawConverter. Metabolites were
MS:MS_COMMENTS                   	annotated and integrated using Maven in conjunction with the KEGG database.
#MS_METABOLITE_DATA
MS_METABOLITE_DATA:UNITS	peak area
MS_METABOLITE_DATA_START
Samples	MAD-48-1M	MAD-48-2M	MAD-48-3M	MAA1-48-1M	MAA1-48-2M	MAA1-48-3M	MAA10-48-1M	MAA10-48-2M	MAA10-48-3M	MSD-48-1M	MSD-48-2M	MSD-48-3M	MSA1-48-1M	MSA1-48-2M	MSA1-48-3M	MSA10-48-1M	MSA10-48-2M	MSA10-48-3M
Factors	factor:attached | treatment:DMSO | Sample source:Culture media	factor:attached | treatment:DMSO | Sample source:Culture media	factor:attached | treatment:DMSO | Sample source:Culture media	factor:attached | treatment:1 uM AT0174 | Sample source:Culture media	factor:attached | treatment:1 uM AT0174 | Sample source:Culture media	factor:attached | treatment:1 uM AT0174 | Sample source:Culture media	factor:attached | treatment:10 uM AT0174 | Sample source:Culture media	factor:attached | treatment:10 uM AT0174 | Sample source:Culture media	factor:attached | treatment:10 uM AT0174 | Sample source:Culture media	factor:suspension | treatment:DMSO | Sample source:Culture media	factor:suspension | treatment:DMSO | Sample source:Culture media	factor:suspension | treatment:DMSO | Sample source:Culture media	factor:suspension | treatment:1 uM AT0174 | Sample source:Culture media	factor:suspension | treatment:1 uM AT0174 | Sample source:Culture media	factor:suspension | treatment:1 uM AT0174 | Sample source:Culture media	factor:suspension | treatment:10 uM AT0174 | Sample source:Culture media	factor:suspension | treatment:10 uM AT0174 | Sample source:Culture media	factor:suspension | treatment:10 uM AT0174 | Sample source:Culture media
AMP	26785.83	13890.95	22797.48	22674.13	21201.7	17160.62	15443.28	14348.01	36646.43	22017.6	25694.31	22891.7	24960.5	17656.8	24989.77	24879.52	20317.9	22198.05
GMP	64608.29	59580.76	70069.48	56925.64	76550.18	76086.21	75962.02	69181.06	89212.5	60936.01	43586.21	55008.36	68051.5	76218	71323.38	87130.37	83363.37	87268.41
Guanosine	3805.641	6339.235	2658.754	3643.755	4631.417	1768.396	3017.823	2703.334	2271.14	2335.205	3329.063	2588.446	2611.42	1809.567	4373.176	3462.14	3477.699	3357.827
Inosine	46857.9	45674.26	44146.06	39380.74	49974.44	39080.34	44631.55	38393.13	40644.31	56803.93	39199.69	43435.93	50221.42	44044.2	54780.01	49228.2	37101.84	37026.11
Urate	274090.3	142516.2	169965	209666.8	247814.4	99144.15	451253.6	122517.3	166946.5	131716.3	258368.8	137262.9	156096.5	96273.16	205454	153719.7	441691.4	169560.3
5-6-Dihydrothymine	1211710	1068951	1187220	991288.5	1209991	1232010	1248023	1218359	1058553	1310104	1010136	1121912	1172435	1176521	1065528	721663.2	1148378	1178354
4-Pyridoxate	26520.25	30923.87	31044.3	38222.81	31406.13	22503.95	31774.63	33052.63	31633.91	37856.82	26740.65	29805.05	23507.58	34677.88	30271.54	32065.08	22922.94	31813.65
Pyridoxamine 5'-phosphate	10491.83	11081.71	10742.55	13022.45	15370.93	6007.5	9290.14	12013.69	9735.381	11884.08	8435.661	8776.869	10024.58	12058.68	12822.07	11795.33	10575.78	14674.83
Flavin mononucleotide	28313.6	152266.1	31710.5	37555.31	43798.97	36953.75	44978.58	37702.62	42993.4	29384.04	177536.8	47464.25	113651.4	108500	50436.33	46977.85	39157.5	24617.72
Phosphate	9778495	7847858	8699421	6806682	8815498	6662214	8039946	8429987	9833500	9693352	10469570	10194640	10514820	9659481	10315100	9930121	8555019	8324534
D-Glyceraldehyde 3-phosphate/Glycerone phosphate	29792100	34650540	29402760	24891860	33533730	21176160	34835680	30407150	45776690	24268540	51482600	25298670	27669300	33846430	30829270	27023230	32011180	36388910
2/3-Phospho-D-glycerate	28857.84	43453.18	33236.66	39498	37119.94	24150.29	38460.69	29793.84	48103.14	27083.49	52550.89	29452.27	19271.38	44827.16	24740.41	32945.48	33609.83	31999.09
Pyruvate	167197.8	151501.9	116739.1	128604.6	212773.1	116515.6	124213.9	125858.6	128470.4	138848.3	163787	165581.2	157945	128000	160341	144731	127611.2	144887.8
Lactate	16393560	15683990	11193320	15867030	20335030	7908482	10363800	13932070	15005850	16636930	19076020	17181110	14458970	19918220	22038550	15018530	11100860	17398830
Maltose	51067.98	466707.3	44268.77	46044.73	45728.38	44225.47	58965.92	49085.61	51487.91	41420.5	556068.9	78024.45	392901	315073.4	63525.29	57606.41	45283.97	46725.33
Mannitol	1889227	1393717	1595730	1392434	1620072	1574996	1584258	1567715	1891616	1594582	1391125	1510940	1765683	1518983	1671147	1636186	1491056	1733197
D-Ribose	271071	214478.1	246200	205299.9	262588.7	243205.2	285580.6	298248.7	272139.4	253247.3	234192.3	277613.4	290041.9	217496.6	266439	275302.6	249134.7	286305.9
D-Rhamnose	58157.91	69627.36	64761.79	78385.25	42443.63	51383.74	74038.88	52144.8	73154.55	56062.33	51049.3	64835	60894.54	93292.66	60389.17	46722.73	68390.03	53799.08
Citrate	15869.96	10946.71	26271.63	27128.4	17908.28	24261.88	11335.41	18114.07	8146.578	13089.68	17702.71	17730.6	13517.03	12147.03	18503.02	13347.93	15615.12	7833.119
2-Oxoglutarate	13076.46	11219.19	11051.15	8973.396	10533.87	10998.9	11445.86	8938.358	11538.8	11647.17	18671.72	19643.08	14248.17	12735.9	15225.09	14636.75	8616.423	12392.94
2-Oxoglutaramate	19631.64	14267.29	13805.58	22941.33	19705.91	10446.99	12084.83	14076.12	13614.58	14470.95	16654.47	18863.05	18715.65	15937.88	17683.31	15319.26	13905.33	19157.17
Succinate	440269.9	383932.6	216425.4	470822	316784.8	211151.2	248117.4	256408.8	309319	361525.4	746677.1	391671	331476.7	319342.8	476008.3	379077.3	321197.2	426586.3
Fumarate	27033.46	26300.48	16216.15	20668.73	26077.64	14417.7	18923.94	23955.69	24970.15	23149.49	41235.39	21827.32	20406.43	22387.27	26137.69	17504.03	16721.69	29769.14
Malate	8194.842	23777.33	14055.68	24130.52	18526.17	12586.23	8196.396	9736.217	22439.91	42997.99	22187.97	14512.62	17020.2	29858.4	19243.63	22964.41	17076.05	24522.86
2-Hydroxyglutarate/Citramalate	23996.23	14792.86	10117.39	17967.61	12968.73	7212.517	13159.64	11240.97	8722.308	15459.93	41750.44	17610.98	13241.39	16296.37	20705.79	17167.18	13578.01	25121.67
6-Phospho-D-gluconate	110859.2	99357.66	106286.2	93461.12	120656.3	71230.49	99655.47	92796.65	82845.16	95378.31	99084.43	94439.59	88102.69	80320.46	115404	132359.9	104265.7	114112.9
5-Oxoproline	28141810	17646970	17763350	25522910	22471640	14297630	20940280	18541590	21555150	20433400	21874990	21543050	20758130	19963800	26415320	21880330	17240970	18834850
S-Glutathionyl-L-cysteine	32162.5	20963.36	31238.95	20301.95	27577.66	25687.57	23591.07	23670.43	47014.86	31140.28	27763.46	36120.81	30888.81	33991.35	31101.01	37751.52	28820.04	32456.98
gamma-L-Glutamyl-L-cysteine	123118.4	94200.52	115400.2	80408.66	108865.2	102565.6	113099.5	110304.4	118525.7	116154.4	94085.76	117195.5	130859.6	105476.6	111359.4	112060.5	106697.8	111589.8
gamma-Glutamyl-gamma-aminobutyrate	29213.08	18430.55	17945	16739.64	19670.99	12964.12	21743.16	17739.81	16605.92	19879.52	21241.58	25750.2	19276	20414.66	21865.09	13143.93	20354.32	15130.3
(5-L-Glutamyl)-L-glutamine	51662.89	48619.7	52014.09	33890.6	49226.67	39467.57	46911.43	41744.16	58983.82	56611.46	52090.19	55213.7	52929.07	57879.57	49952.68	65353.64	46880.34	55026.73
Cystathionine	25497.76	20315.51	28292.24	17194.79	30623.4	26176.9	20555.33	25748.78	25611.41	17437.76	20705.03	24749.11	35715.38	25729.15	27602.42	30696.03	18543.24	27307.03
Dimethylglycine	87808.18	57372.09	63137.32	65535.2	77797.62	63774.23	71930.73	67627.01	70262.65	61740.78	58963.82	69933.87	68854.3	80462.96	61007.25	63084.83	73419.84	63293.19
S-Adenosyl-L-homocysteine	0	4978.957	3705.219	0	0	0	0	0	0	834.823	0	10000.9	0	0	0	4289.859	0	7552.783
N-Acetylneuraminate	66919.88	53280.23	53266.02	70321.26	73346.49	42856.77	49603.97	54494.09	83503.92	61114.23	61636.68	80989.94	63321.92	47518.03	77447.59	71788.84	49345.98	63953.25
1-4-beta-D-Xylan	393979.8	330277.8	349156.7	318868.8	388063.9	368580.1	393784.9	404034.1	448327.6	355485.4	360730.5	366137.8	404486	350136.2	396447	388385.2	325569.3	396881.8
Phosphocreatine	8454.078	10695.39	9335.785	8618.885	11744	8925.14	13054.43	10590.6	9454.94	9953.388	9658.019	9516.503	11299.6	9086.383	11493.88	10016.44	12329.38	10623.71
N-Acetylornithine	107361.8	82987.88	96062.91	106976.1	105114.3	77303.04	83427.12	78679.73	106250.1	90064.28	99569.16	85164.5	108064.8	96927.09	110890	98000.88	117685.9	93848.48
3-Sulfocatechol	18233.31	17361.95	19448.46	9820.753	21577.36	13632.94	35168.88	20956.75	17527.82	15618.44	13980.57	17323.68	20464.89	20414.99	19025.37	19972.64	16071.33	21808.79
Indole	21755.05	8998.647	8999.273	17157.06	21486.37	8773.521	13254.14	12216.09	13649.63	10164.82	10825.86	9582.45	15035	9233.185	17816.71	12617.77	8434.256	9483.746
Indole-3-acetaldehyde	4702.064	1449.528	2111.852	3826.127	4700.016	1906.694	3132.735	2592.862	2536.012	2264.195	2352.838	2664.443	4746.982	2204.561	3481.947	2953.597	2143.662	2982.689
Dopamine	87537.47	77360.6	71892.38	78627.43	95474.78	75937.95	91727.79	85202.41	97905.22	90561.21	47446.85	66775.74	90148.25	79978.47	66378.05	91242.56	85202.09	86147.49
3D-(3-5/4)-Trihydroxycyclohexane-1-2-dione	91023.49	77134.28	75313.33	57392.27	81610.51	66264.6	81703.94	84480.27	88010.5	75546.62	72538.41	83124.7	72912.06	76367.68	75410.59	77279.21	63884.66	93320.34
Butanoic acid	19361.06	22148.49	11193.24	11005.2	17376.92	14939.84	1378.201	13244.44	18747.71	20254.99	10230.56	19432.53	9615.421	14645.38	19906	18760.04	10761.84	13977.37
Pentanoate (valerate)	15235.95	12226.64	5253.614	11409.62	11665.65	7333.105	6144.941	10585.52	7738.27	9024.644	25682.4	14859.21	7110.162	10395.73	17978.35	7504.535	8663.351	12458.46
MS_METABOLITE_DATA_END
#METABOLITES
METABOLITES_START
metabolite_name	KEGG ID	m/z	RT
AMP	C00020	346.0558	0.893
GMP	C00144	362.0508	1.726
Guanosine	C00387	282.0842	0.986
Inosine	C00294	267.0737	0.976
Urate	C00366	167.0203	0.888
5-6-Dihydrothymine	C00906	127.0500	0.635
4-Pyridoxate	C00847	180.3255	0.683
Pyridoxamine 5'-phosphate	C00647	247.0452	0.890
Flavin mononucleotide	C00061	455.1021	0.660
Phosphate	C00009	96.9681	0.832
D-Glyceraldehyde 3-phosphate/Glycerone phosphate	C00118	168.9883	1.748
2/3-Phospho-D-glycerate	C00631	184.9835	1.760
Pyruvate	C00022	87.0073	0.801
Lactate	C01432	89.0230	0.879
Maltose	C00208	341.1093	0.685
Mannitol	C00392	181.0695	0.911
D-Ribose	C00121	149.0447	0.667
D-Rhamnose	C01684	163.0605	1.806
Citrate	C00158	191.0189	0.609
2-Oxoglutarate	C00026	145.0133	0.856
2-Oxoglutaramate	C00940	144.0292	0.871
Succinate	C00042	117.0179	0.925
Fumarate	C00122	115.0023	0.883
Malate	C00149	133.0129	0.847
2-Hydroxyglutarate/Citramalate	C02630	147.0290	0.897
6-Phospho-D-gluconate	C00345	275.0119	0.737
5-Oxoproline	C01879	128.0342	0.873
S-Glutathionyl-L-cysteine	C05526	425.0812	0.611
gamma-L-Glutamyl-L-cysteine	C00669	249.0571	0.906
gamma-Glutamyl-gamma-aminobutyrate	C15767	228.8761	0.933
(5-L-Glutamyl)-L-glutamine	C05283	274.1049	0.613
Cystathionine	C00542	221.0599	0.616
Dimethylglycine	C01026	102.0547	0.619
S-Adenosyl-L-homocysteine	C00021	383.1172	0.906
N-Acetylneuraminate	C00270	308.0992	0.884
1-4-beta-D-Xylan	C02352	131.0339	0.673
Phosphocreatine	C02305	210.0291	0.931
N-Acetylornithine	C00437	173.0922	0.913
3-Sulfocatechol	C06336	188.9856	1.719
Indole	C00463	116.0492	1.721
Indole-3-acetaldehyde	C00637	158.0603	1.902
Dopamine	C03758	152.0712	1.872
3D-(3-5/4)-Trihydroxycyclohexane-1-2-dione	C04287	159.0291	0.666
Butanoic acid	C00246	87.0437	0.661
Pentanoate (valerate)	C00803	101.0595	1.709
METABOLITES_END
#END