#METABOLOMICS WORKBENCH suseha_20251208_045023 DATATRACK_ID:6852 STUDY_ID:ST004495 ANALYSIS_ID:AN007537 PROJECT_ID:PR002830
VERSION             	1
CREATED_ON             	December 26, 2025, 5:08 pm
#PROJECT
PR:PROJECT_TITLE                 	TIGAR Regulates Intestinal Mucus Barrier Integrity by Inhibiting Lactylation of
PR:PROJECT_TITLE                 	G6PD/6PGD in Ulcerative Colitis
PR:PROJECT_SUMMARY               	Oxidative stress and metabolic dysregulation in goblet cells represent
PR:PROJECT_SUMMARY               	significant contributors to the pathogenesis of ulcerative colitis (UC). TIGAR
PR:PROJECT_SUMMARY               	(TP53-induced glycolysis and apoptosis regulator) plays a critical role as a
PR:PROJECT_SUMMARY               	metabolic regulatory enzyme by promoting NADPH synthesis, thereby counteracting
PR:PROJECT_SUMMARY               	oxidative stress. However, the precise mechanisms through which TIGAR regulates
PR:PROJECT_SUMMARY               	NADPH synthesis and its impact on UC remain incompletely understood. Here, we
PR:PROJECT_SUMMARY               	demonstrate that TIGAR inhibits the lactylation of glucose-6-phosphate
PR:PROJECT_SUMMARY               	dehydrogenase (G6PD) and 6-phosphogluconate dehydrogenase (6PGD), both pivotal
PR:PROJECT_SUMMARY               	enzymes in the NADPH biosynthesis pathway, hence preserving their enzymatic
PR:PROJECT_SUMMARY               	activities. We further identify specific lactylation sites at lysine 432 (K432)
PR:PROJECT_SUMMARY               	in G6PD and lysine 38 (K38) in 6PGD. Lactylation modifications impact the
PR:PROJECT_SUMMARY               	formation of G6PD homodimers and the binding of 6PGD with NADP+. In male UC
PR:PROJECT_SUMMARY               	mice, persistently low TIGAR expression results in elevated lactic acid levels,
PR:PROJECT_SUMMARY               	which enhance the lactylation of G6PD and 6PGD, inhibit NADPH synthesis, and
PR:PROJECT_SUMMARY               	exacerbate oxidative stress in goblet cells. Consequently, these alterations
PR:PROJECT_SUMMARY               	lead to a reduction in thioredoxin 1 (Trx1) reductase activity, inducing
PR:PROJECT_SUMMARY               	S-nitrosylation of anterior gradient homolog 2 (AGR2), a key enzyme involved in
PR:PROJECT_SUMMARY               	MUC2 modification, thus impeding mature MUC2 production and compromising the
PR:PROJECT_SUMMARY               	integrity of the intestinal mucus barrier. Overall, our study elucidates the
PR:PROJECT_SUMMARY               	critical mechanisms by which TIGAR regulates NADPH synthesis, provides novel
PR:PROJECT_SUMMARY               	insights into how TIGAR maintains cellular redox homeostasis, and offers
PR:PROJECT_SUMMARY               	experimental evidence for considering TIGAR as a potential target for UC
PR:PROJECT_SUMMARY               	therapy.
PR:INSTITUTE                     	Southwest Hospital, Third Military Medical University
PR:DEPARTMENT                    	Clinical Medical Research Center
PR:LABORATORY                    	Clinical Medical Research Center
PR:LAST_NAME                     	Su
PR:FIRST_NAME                    	Sen
PR:ADDRESS                       	Gaotanyan Street 30, Shapingba District, Chongqing, Chongqing, 400038, China
PR:EMAIL                         	1441suse@163.com
PR:PHONE                         	0086015023551789
#STUDY
ST:STUDY_TITLE                   	The colon tissues from TIGARf/f mice,DSS-induced TIGARf/f mice,TIGARf/fVil1-Cre
ST:STUDY_TITLE                   	mice and DSS-induced TIGARf/fVil1-Cre mice
ST:STUDY_SUMMARY                 	In a previous untargeted metabolomics study, we observed significant
ST:STUDY_SUMMARY                 	accumulation of 6-phosphogluconate (6-PG) and elevated lactate levels in
ST:STUDY_SUMMARY                 	TIGAR-knockout HT-29 Cl.16E cells. To investigate whether this metabolic
ST:STUDY_SUMMARY                 	phenotype is conserved in vivo, we employed an intestinal epithelial
ST:STUDY_SUMMARY                 	cell–specific TIGAR knockout mouse model. TIGARf/f mice, harboring loxP sites
ST:STUDY_SUMMARY                 	flanking exon 2 of the TIGAR locus, were crossed with Villin1-Cre (Vil1-Cre)
ST:STUDY_SUMMARY                 	transgenic mice to generate TIGARf/fVil1-Cre mice with conditional deletion of
ST:STUDY_SUMMARY                 	TIGAR in the intestinal epithelium. Colon tissues (∼25 mg,n = 3 biological
ST:STUDY_SUMMARY                 	replicates per group) were collected from TIGARf/f mice,DSS-induced TIGARf/f
ST:STUDY_SUMMARY                 	mice,TIGARf/fVil1-Cre mice and DSS-induced TIGARf/fVil1-Cre mice. Strikingly,
ST:STUDY_SUMMARY                 	levels of both 6-PG and lactate were significantly elevated in the colonic
ST:STUDY_SUMMARY                 	tissues of TIGARf/fVil1-Cre mice and DSS-induced TIGARf/f mice compared to
ST:STUDY_SUMMARY                 	controls. These results demonstrate that TIGAR plays a critical and conserved
ST:STUDY_SUMMARY                 	role in regulating glycolytic and pentose phosphate pathway metabolism in the
ST:STUDY_SUMMARY                 	intestinal epithelium in vivo.
ST:INSTITUTE                     	Southwest Hospital, Third Military Medical University
ST:LAST_NAME                     	Su
ST:FIRST_NAME                    	Sen
ST:ADDRESS                       	Gaotanyan Street 30, Shapingba District, Chongqing, Chongqing, 400038, China
ST:EMAIL                         	1441suse@163.com
ST:PHONE                         	0086015023351789
#SUBJECT
SU:SUBJECT_TYPE                  	Mammal
SU:SUBJECT_SPECIES               	Mus musculus
SU:TAXONOMY_ID                   	10090
#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           	-	Cont-1	Genotype:Wild-type | Treatment:Control | Sample source:colon	RAW_FILE_NAME(Raw file name)=Cont-1.raw
SUBJECT_SAMPLE_FACTORS           	-	Cont-2	Genotype:Wild-type | Treatment:Control | Sample source:colon	RAW_FILE_NAME(Raw file name)=Cont-2.raw
SUBJECT_SAMPLE_FACTORS           	-	Cont-3	Genotype:Wild-type | Treatment:Control | Sample source:colon	RAW_FILE_NAME(Raw file name)=Cont-3.raw
SUBJECT_SAMPLE_FACTORS           	-	KO-1	Genotype:TIGAR-knockout | Treatment:Control | Sample source:colon	RAW_FILE_NAME(Raw file name)=KO-1.raw
SUBJECT_SAMPLE_FACTORS           	-	KO-2	Genotype:TIGAR-knockout | Treatment:Control | Sample source:colon	RAW_FILE_NAME(Raw file name)=KO-2.raw
SUBJECT_SAMPLE_FACTORS           	-	KO-3	Genotype:TIGAR-knockout | Treatment:Control | Sample source:colon	RAW_FILE_NAME(Raw file name)=KO-3.raw
SUBJECT_SAMPLE_FACTORS           	-	Cont-DSS-1	Genotype:Wild-type | Treatment:DSS | Sample source:colon	RAW_FILE_NAME(Raw file name)=Cont-DSS-1.raw
SUBJECT_SAMPLE_FACTORS           	-	Cont-DSS-2	Genotype:Wild-type | Treatment:DSS | Sample source:colon	RAW_FILE_NAME(Raw file name)=Cont-DSS-2.raw
SUBJECT_SAMPLE_FACTORS           	-	Cont-DSS-3	Genotype:Wild-type | Treatment:DSS | Sample source:colon	RAW_FILE_NAME(Raw file name)=Cont-DSS-3.raw
SUBJECT_SAMPLE_FACTORS           	-	KO-DSS-1	Genotype:TIGAR-knockout | Treatment:DSS | Sample source:colon	RAW_FILE_NAME(Raw file name)=KO-DSS-1.raw
SUBJECT_SAMPLE_FACTORS           	-	KO-DSS-2	Genotype:TIGAR-knockout | Treatment:DSS | Sample source:colon	RAW_FILE_NAME(Raw file name)=KO-DSS-2.raw
SUBJECT_SAMPLE_FACTORS           	-	KO-DSS-3	Genotype:TIGAR-knockout | Treatment:DSS | Sample source:colon	RAW_FILE_NAME(Raw file name)=KO-DSS-3.raw
#COLLECTION
CO:COLLECTION_SUMMARY            	TIGARf/f mice have two lox sites on both sides of exon 2 in the TIGAR locus.
CO:COLLECTION_SUMMARY            	Floxed mice were crossed with Vil1-Cre mice to obtain tissue-specific knockout
CO:COLLECTION_SUMMARY            	of TIGAR. Mice were administered orally with 2.5% DSS dissolved in sterile
CO:COLLECTION_SUMMARY            	distilled water for 5days to establish the UC model. TIGARf/f, DSS+TIGARf/f and
CO:COLLECTION_SUMMARY            	DSS+TIGARf/fVil1-Cre mice were subjected to a 12-hour fasting period before
CO:COLLECTION_SUMMARY            	treatment. The mice were euthanized, and colon tissue samples were harvested for
CO:COLLECTION_SUMMARY            	further analysis.
CO:SAMPLE_TYPE                   	Colon
#TREATMENT
TR:TREATMENT_SUMMARY             	Mice were administered orally with 2.5% DSS dissolved in sterile distilled water
TR:TREATMENT_SUMMARY             	for 5days to establish the UC model. Mice were administered orally with sterile
TR:TREATMENT_SUMMARY             	distilled water for 5 days to establish the control.
#SAMPLEPREP
SP:SAMPLEPREP_SUMMARY            	25 mg of colon tissue was weighed and mixed with 750 μL of pre-chilled 80%
SP:SAMPLEPREP_SUMMARY            	methanol for mouse colon samples. A low-temperature tissue grinder was utilized
SP:SAMPLEPREP_SUMMARY            	to homogenize the tissue for 60 seconds at -20°C, with a 30-second pause,
SP:SAMPLEPREP_SUMMARY            	repeated three times. The resulting homogenates from cells and colons were
SP:SAMPLEPREP_SUMMARY            	transferred and incubated at -20°C for 60 minutes. Subsequently, samples were
SP:SAMPLEPREP_SUMMARY            	centrifuged at 18,410 x g for 10 minutes at 4°C. The supernatant was collected
SP:SAMPLEPREP_SUMMARY            	after centrifugation, dried under a nitrogen gas, reconstituted, and centrifuged
SP:SAMPLEPREP_SUMMARY            	again to obtain the supernatant for subsequent analysis. A 20 μL aliquot from
SP:SAMPLEPREP_SUMMARY            	each sample was combined to prepare a quality control (QC) mixture for mass
SP:SAMPLEPREP_SUMMARY            	spectrometry analyses.
#CHROMATOGRAPHY
CH:CHROMATOGRAPHY_TYPE           	HILIC
CH:INSTRUMENT_NAME               	Thermo Vanquish
CH:COLUMN_NAME                   	Waters ACQUITY UPLC BEH Amide (150 x 2.1 mm, 1.7 μm)
CH:SOLVENT_A                     	5% ACN/95% water, 10 mM ammonium bicarbonate, pH 9
CH:SOLVENT_B                     	95% ACN/5% water, 10 mM ammonium bicarbonate, pH 9
CH:FLOW_GRADIENT                 	0 -0.1 min: 99% B; 0.1-10 min: 99% B-30% B; 10-10.5 min: 30% B-99% B; 10.5-15
CH:FLOW_GRADIENT                 	min: 99% B
CH:FLOW_RATE                     	0.4 mL/min
CH:COLUMN_TEMPERATURE            	45°C
CH:METHODS_FILENAME              	Chromatography_methods-20240722.txt
#ANALYSIS
AN:ANALYSIS_TYPE                 	MS
AN:ANALYSIS_PROTOCOL_FILE        	MS_analysis_methods-20240722.txt
#MS
MS:INSTRUMENT_NAME               	Thermo Orbitrap Exploris 120
MS:INSTRUMENT_TYPE               	Orbitrap
MS:MS_TYPE                       	ESI
MS:ION_MODE                      	NEGATIVE
MS:MS_COMMENTS                   	The MS parameters for detection were: ESI source voltage 3.0 kV in negative ion
MS:MS_COMMENTS                   	scanning mode with scan range of m/z 70-1050 for mass spectrometry scanning,
MS:MS_COMMENTS                   	full scanning resolution of 120000, and MS2 scanning resolution of 60000, the
MS:MS_COMMENTS                   	top four precursor ions were broken up with the higher energy collisional
MS:MS_COMMENTS                   	dissociation cell in MS2 set to 30% normalized collision energy. the sheath gas
MS:MS_COMMENTS                   	was set at 60 arbitrary units, the auxiliary gas was set at 20 arbitrary units,
MS:MS_COMMENTS                   	and the blow air flow rate of 2Arb; the ion transport tube was set to 380°C;
MS:MS_COMMENTS                   	the vaporizer temperature of the ion source was set to 350°C. Software tools
MS:MS_COMMENTS                   	Xcalibur 4.3 (Thermo Fisher Scientific) and Compound Discover 3.3 (Thermo Fisher
MS:MS_COMMENTS                   	Scientific) were used for data processing and analyzing.Retention time alignment
MS:MS_COMMENTS                   	across all samples was achieved using the ChromeAlign node, with a pooled
MS:MS_COMMENTS                   	quality control (QC) sample serving as the reference. The pooled QC sample was
MS:MS_COMMENTS                   	prepared by combining equal aliquots from all biological samples. It was
MS:MS_COMMENTS                   	injected repeatedly—once every 10 analytical runs—to monitor instrument
MS:MS_COMMENTS                   	stability, enable batch effect correction, and support data normalization.
MS:MS_COMMENTS                   	Putative metabolite features were detected and grouped across all samples using
MS:MS_COMMENTS                   	the following key parameters (all other settings remained at default values):
MS:MS_COMMENTS                   	minimum peak intensity threshold of 1 × 10⁵ (area under the curve); mass
MS:MS_COMMENTS                   	tolerance of 5 ppm; retention time tolerance of 0.25 min; ionization modes
MS:MS_COMMENTS                   	limited to [M – H]⁻; and peak rating filter set to 4. Missing values were
MS:MS_COMMENTS                   	imputed using the built-in “Fill Gap” function, configured with a mass
MS:MS_COMMENTS                   	tolerance of 5 ppm and a signal-to-noise ratio threshold of 1.5. Metabolite
MS:MS_COMMENTS                   	identification was carried out through a tiered annotation strategy. Matching of
MS:MS_COMMENTS                   	both accurate mass (±5 ppm) and retention time (±0.5 min) to an in-house
MS:MS_COMMENTS                   	spectral library generated from authentic commercial standards, or spectral
MS:MS_COMMENTS                   	matching against the mzCloud database (https://www.mzcloud.org/) and mzVault
MS:MS_COMMENTS                   	database using MS/MS fragmentation data, with precursor and fragment mass
MS:MS_COMMENTS                   	tolerances of 10 ppm and a minimum match factor of 50.
#MS_METABOLITE_DATA
MS_METABOLITE_DATA:UNITS	peak area
MS_METABOLITE_DATA_START
Samples	Cont-1	Cont-2	Cont-3	Cont-DSS-1	Cont-DSS-2	Cont-DSS-3	KO-1	KO-2	KO-3	KO-DSS-1	KO-DSS-2	KO-DSS-3
Factors	Genotype:Wild-type | Treatment:Control | Sample source:colon	Genotype:Wild-type | Treatment:Control | Sample source:colon	Genotype:Wild-type | Treatment:Control | Sample source:colon	Genotype:Wild-type | Treatment:DSS | Sample source:colon	Genotype:Wild-type | Treatment:DSS | Sample source:colon	Genotype:Wild-type | Treatment:DSS | Sample source:colon	Genotype:TIGAR-knockout | Treatment:Control | Sample source:colon	Genotype:TIGAR-knockout | Treatment:Control | Sample source:colon	Genotype:TIGAR-knockout | Treatment:Control | Sample source:colon	Genotype:TIGAR-knockout | Treatment:DSS | Sample source:colon	Genotype:TIGAR-knockout | Treatment:DSS | Sample source:colon	Genotype:TIGAR-knockout | Treatment:DSS | Sample source:colon
Glyoxylic acid	189804914	189724204	184211306	87079021	87532690	85130938	119067521	131390039	130240223	22033176	15036840	14587795
Glycine	3248139	7134796	3211389	21541142	21292340	23978708	15992906	16516141	18277632	38019380	38522565	39305634
Crotonic acid	113756554	110022824	198631195	110476417	81736611	102731276	58589019	61053490	60546877	54391982	63436508	50543407
Pyruvic acid	6666107	6913739	7137436	10225532	10286562	9803451	9125438	8974123	8882776	10842486	11735018	11877438
Isobutyric acid	776397	783183	756710	2131810	2177463	2169973	3344490	3291256	3332824	1452251	1383824	1411580
β-Alanine	161037323	157705863	160282875	219864102	214187582	214078766	250007898	258565665	258120669	311169489	318755557	313922825
Lactic acid	1043953912	1069973751	1057628529	1506457323	1518468739	1497576203	1430581768	1435873121	1420987879	2012861932	2023639968	2015216353
Succinic semialdehyde	3623594	4525182	2994885	11024816	11190187	11147529	9315190	10577100	9560879	26316137	26314216	26259946
Valeric acid	2802582	3235261	3049637	4023226	3841737	3644374	3617627	3698467	3565663	3778068	4468817	4181248
DL-3-Aminoisobutyric acid	21325836	20136133	19906758	60103688	60951872	59373226	64215594	65282785	63478904	92261546	90469773	89639576
N-Ethylglycine	1550937	1477215	1488448	2074836	1992685	2118333	2555262	2595456	2629402	2968909	3037988	3076329
Υ-Aminobutyric acid (GABA)	1460348	1772031	1936639	336011	1536393	1652007	1722976	1711315	1878300	2191601	2418413	2266390
Malonic acid	13237482	1814651	1836047	15681448	15885881	15741816	10032752	10698694	10753782	59422224	57704968	60227884
3-Hydroxybutyric acid	6147738	4720887	5902972	26172561	26910467	26533475	27366075	30578066	30599522	86681380	89209541	88982921
L-Serine	7798091	7473169	7662352	31037045	31411779	31178072	27888696	28793196	27960719	49320554	50362126	46847375
(2R)-2,3-Dihydroxypropanoic acid	13114784	10670623	8826407	44271907	44036611	43827440	46039234	48171584	52549829	44725340	24280618	40630256
Hypotaurine	3469236	3469415	3473707	3799693	3397087	3596617	12519229	12047856	12545880	9661783	9695391	9710648
Pyrrole-2-carboxylic acid	1000242	967526	960555	2540679	2486436	2517925	4026308	3987951	3943414	3787292	3743547	3713705
2-Furoic acid	1709403	1597736	1277089	4672200	4239551	4219566	10518833	9306856	8362761	6670288	6272879	5634234
Uracil	259303756	220545479	257125534	328287548	332630503	301279840	527099009	534294784	431754796	492053690	1096901237	526771028
Fumaric acid	16763853	11600614	15197840	84334729	83645379	81864978	100145884	105783328	107603425	104515612	187997479	105176510
Maleic acid	19248233	18024400	17352934	13406408	15765575	13126839	13178184	15450653	13152491	2734281	11000200	20852312
N-Acetylglycine	813943	855874	788164	1546546	1586447	1693524	1381582	1340999	1383992	1152918	1133938	1182966
5-Aminovaleric acid	10053484	9933904	9836303	25880733	25066496	25477329	24915950	26010000	26225613	56646705	59461921	57894754
Succinic acid	840822	886514	871116	1488091	1558132	613623	1980500	1826235	454466	5852285	3171324	5859564
Methylmalonic acid	40854590	41356838	41636552	71643887	63755328	72171857	83007837	83736276	82047447	135467831	119231963	134076304
L-Threonic acid-1,4-lactone	13268066	13404935	13495852	7343976	7527026	7304657	10978741	11728332	11393616	4311181	4377596	4244314
3-Hydroxy-3-methylbutanoic acid	1641422	1617432	1653699	878563	940799	852770	1821286	1940443	1960022	1492759	1482368	1482075
Threonine	25668363	15643605	14843377	63966485	70617353	64929996	58783935	48217492	50439320	109422623	112682971	112467613
4-Hydroxybenzaldehyde	5493732	5630445	5894683	5495918	5172803	5324496	5359705	5729707	5961949	7164343	6991914	6580672
Taurine	525954493	514546186	517784891	701280391	707756717	699221145	914781870	930530270	923758210	903572139	891281412	899716086
4-Oxoproline	7258067	7402320	7226540	25468289	25702144	25719458	20211940	20483438	20196927	51393348	51421356	51446145
Itaconic acid	4538818	2531755	2723748	2030839	2716377	2647720	8162955	9078049	7914186	6421840	8967446	8749388
Citraconic acid	1945553	2250913	3639678	3234585	3324545	3656145	2725984	3026828	2980323	2166473	1763346	1816730
Mesaconic acid	171059	581735	713530	420705	400685	513140	257667	261284	255708	619563	620729	562272
Heptanoic acid	1916088	2071850	2545792	2173776	2272040	2431623	1437474	1647191	1399100	1117693	1079929	1106329
cis-4-Hydroxy-D-proline	9690573	9448539	9568667	7391553	6973448	7197979	4914334	5014376	5032497	9118134	9004985	9109139
5-Aminolevulinic acid	1144797	1115279	1174285	7277902	6969525	7072752	5283649	5053145	4654667	12407388	12155029	29422
Creatine	27183096	26937062	27097214	26891441	26915211	26723215	31974022	32869823	32806507	37942769	37859279	37256405
DL-β-Leucine	15098009	14922009	14524156	40262063	40482668	39797704	40209140	40908264	41990011	89172679	80200279	90562643
Asparagine	3601959	3494298	3581121	13240644	13504436	13310343	13498976	14279572	14198169	34590536	35435731	34749203
Ornithine	1555034	1558177	1536100	6951945	6964119	6908754	2745597	2683648	2713771	8747457	8666430	8704223
L-Aspartic acid	54533019	52612673	53371606	187709826	184836564	185426874	195616204	198921496	193099670	256440277	255244543	250083911
DL-Malic acid	5977051	5035858	5003284	60456438	267093092	31474861	329986186	348908870	390893826	249047488	926737881	904876349
Adenine	6824504	6318329	6761171	22711013	21611720	22215080	26201191	26472088	26047769	49619595	49191744	49209410
L-Threonic acid	61362118	58740214	60320333	122733580	122407701	34298205	155854351	155279447	153811541	393728706	387805883	385583771
Hypoxanthine	46118522	46720900	46699267	35479740	34102964	35176803	59886749	59215101	61077638	48721621	50325295	48588240
2-Methylbenzoic acid	26202893	24623393	26145169	64353838	41146548	39660199	26533922	61162338	61128750	67855785	67171249	66636801
Salicylic acid	14176503	13504881	14069833	25774037	26636895	25531922	21927461	26698780	25357951	5001105	5946551	6042077
4-Nitrophenol	3730036	3896597	3805417	5499874	5488723	5451378	3413999	3629517	3512390	5024833	4975783	4900402
O-Phosphorylethanolamine	16995173	16833723	16738812	42233042	42821884	42204302	29888001	30257201	30088645	49707423	49262815	46803056
Caprylic acid	12035461	10710225	11174778	11238968	11739298	11917274	10574560	11174680	9972184	8990141	9080840	8477129
2-Oxoglutaric acid	914981	978863	839347	1893210	1914398	1825802	2788256	2938263	2814685	2830086	2808778	2799928
Adipic acid	746145	809311	921795	653630	695770	831396	680070	663884	644950	124913	609898	560348
Glutamine	57071940	61399660	60417155	192014271	184713064	188808974	179196952	179875140	180061935	325320106	326192646	318326612
L-Glutamic acid	157741080	184353779	155713195	473783178	474569227	468553204	508201846	522965912	502862063	716600910	706311736	705537403
D-α-Hydroxyglutaric acid	6987912	6586212	6670080	12676792	13274325	12573073	10247284	10429738	10248530	26534080	26569357	28551360
D-(-)-Lyxose	871303	1177829	1104881	3636206	3065394	3116870	3030173	3067551	3107583	5269377	5809744	5444157
Hydrocinnamic acid	24014037	24950369	24184170	18999429	17043089	17996071	15774700	19191466	19096096	22060435	22069347	22009353
Xanthine	79048182	79049962	77387803	77993843	79034902	77236974	76315847	77567397	77073561	97165637	97864954	97636018
Vanillin	6574541	6401028	6421151	6192092	5827186	6105236	7346816	7197490	7239190	5257946	5325380	5195829
Xylitol	634313	572160	610105	2504845	1411398	1245952	1459016	2400269	2323698	4352059	2208325	4457108
L-Cysteinesulfinic acid	102140856	102121979	101728346	123636968	125632882	123966566	182232634	178707838	177259603	79673469	76308717	78226060
L-Histidine	72679	76896	83776	1893849	3657645	3799892	1925400	2292367	2146209	11042582	12132181	13402162
Nonanoic acid	73128362	75063282	71692569	61855062	60313429	59321362	60264922	60964498	60610245	55649408	56876375	54839065
2-Aminoadipic acid	1215217	1262923	1197811	3532771	3540104	3552031	2786428	2851261	2808896	5061053	5004053	5166167
3-Hydroxy-3-methylglutaric acid	27178316	26961469	27487120	25260027	25807933	25175817	40454798	41381084	39705755	58478309	60232687	58205823
3-Coumaric acid	435131	438906	403426	1072450	1064727	1012882	1069917	1082173	1067325	1769727	1824310	1814871
1,5-Anhydro-D-glucitol	1213050	1243806	1212248	2774348	2669671	2789750	2753798	2709336	2819904	4428256	4346781	4427067
4-tert-Amylphenol	7865873	8026801	7891755	7117992	7087030	7180465	5788035	5716026	5918219	7179601	7529839	7071730
L-Phenylalanine	12255243	11877615	11899121	30536100	30082129	30317566	25375594	25737586	25807780	53791369	54463867	53762097
Perillic acid	397252	437089	400938	1264841	1296449	1277204	2042986	1907216	1960342	2775856	2451731	2403045
Uric acid	16960567	16844372	17616173	22667026	25660300	22623707	14487489	15497168	14091258	14551823	13374469	13625460
1-Methylhistidine	76499	305487	319236	986294	1065963	1057341	1449687	1548895	1682990	2495404	2692039	2591352
Glycerol 3-phosphate	8866282	8920154	8773516	22441938	21753140	22112123	27622509	28204678	27325870	42242532	41487907	42458054
Decanoic acid	3147221	2991819	2922729	1539829	1565571	1487212	1576935	1491732	1550613	1389001	1256678	1347603
cis-Aconitic acid	3166587	3187577	3314229	19808390	19434888	18935968	17651429	17926615	17819107	35219764	35591499	33811624
N-Acetylornithine	1107551	1080331	1073121	1723741	1677408	1659016	1614108	1614077	1620273	3168972	3278174	3184721
DL-Arginine	1399031	1463459	1444606	5673368	5689452	5621572	3783804	3782576	3714123	12004244	11956925	11820114
N-Acetylaspartic acid	469143	490374	10997816	80844721	78364467	77458630	58413609	58120112	53047831	138363680	134641177	134577760
L-Citrulline	1218088	1258788	1230499	5454995	5407495	5265730	1983531	2016739	1992450	6674004	6520608	6473637
Ascorbic acid	820838	798230	756679	539245	514155	492775	972091	983656	943704	1313559	1231739	1268996
3-Isopropylmalic acid	307144	305367	330332	13777	13310	13258	12941	13194	12579	13901	13219	13380
N-Formylmethionine	1852931	1758559	1725005	1109895	1156243	1108008	802351	801616	808117	725705	736071	709024
δ-Gluconic acid δ-lactone	2161526	2088871	2131499	2106219	1984910	1962018	47967	3139733	2952793	57221	4617370	4528678
Hippuric acid	2119357	2150396	2126282	4578508	4565666	4497189	2776733	2684640	2782910	18889044	19315710	18784842
D-(-)-Fructose	248335455	249941416	253216624	232312369	233562990	231476704	376276024	385140383	369573283	549256695	554403326	539658968
Acamprosate	315712	3336786	325921	553982	519632	524665	553666	535820	557880	754797	686592	750212
L-Tyrosine	8802287	9004333	9055386	21431274	21139193	21070853	20739671	21402681	20857391	36413206	36290102	36111078
DL-4-Hydroxyphenyllactic acid	213859	212288	142826	731897	721926	706168	372130	379158	344183	1235040	1287692	1236380
D-(-)-Mannitol	3075520	3041070	3042694	7239887	7057689	7225229	9276243	9532215	9645627	8319817	8429592	8305773
2,4-Dinitrophenol	827784	4050063	3707172	5628823	5085126	417496	1001382	4775916	688454	5170253	5088622	5207481
3-Phosphoglyceric acid	82783	119939	55391	1388350	1416832	1338210	599609	656438	631580	3511206	3441182	3529560
Undecanoic acid	21052376	18821257	20837265	10919006	10636232	10430815	9432218	9346419	8716022	12065371	12174132	12230106
Glycyl-L-leucine	929550	916700	1119382	458063	511700	513932	545811	644811	569217	605228	840326	786977
3,4-Dihydroxybenzenesulfonic acid	2838978	2555100	3080101	41165796	39263685	38526741	65648792	73252568	73919113	33633846	33454453	33668963
5-Hydroxyindole-3-acetic acid	503421	480761	499186	811998	777355	835311	250055	233010	253817	408318	418709	386116
N-Acetyl-L-methionine	148200	149793	151707	535022	548720	542875	357515	356076	378030	653323	651009	660480
Citric acid	27565902	16543370	38445652	53529570	50643776	15895712	51888270	51820319	52112702	15405126	36395561	18959075
β-D-Glucopyranuronic acid	957200	956981	980662	1370328	410769	1420068	967892	1399244	575290	2711163	1756484	2662405
Gluconic acid	8374348	8469980	11237073	29146522	29049978	28778662	23656814	17747068	24452147	52401090	14265728	52297734
Lauric acid	70233342	70435661	69804797	60076510	59892562	57755226	60372701	62376945	63392767	57863121	57840807	57336404
DL-Tryptophan	4697054	4389833	4932024	13136707	13054238	12961975	10677992	10649691	10537675	21127021	3957815	20950797
2-Naphthalenesulfonic acid	4891156	4471712	4018760	6404923	6502052	6446913	3977493	3940030	3863976	3481653	3010563	3119859
Phosphocreatine	7407601	7292161	7298844	27400953	27630474	26974631	15124413	15001059	14843622	40689616	40314739	39121510
3-Indoxyl sulphate	1281071	1298073	1126138	8422126	6705231	8316277	5378217	3982618	5754581	8926757	9816640	9096689
Tridecylic acid	13886208	13931012	14114887	8445706	8721006	8089834	7994142	7904857	8258644	9577177	9471300	9187553
12-Hydroxydodecanoic acid	6753458	6546696	6463348	6362396	7205327	5885391	8089803	7062203	7958216	10462544	8020051	12794410
Pantothenic acid	6825161	7076587	7274428	9799456	10125654	9880137	14657552	14492961	13998237	22089472	21446913	22042180
Monobutyl phthalate	20201136	20736821	20988021	19883697	19422202	19797748	27306849	26810220	26829239	22120752	22121099	21598537
Myristic acid	75808237	78027177	76126598	79687038	79275001	75818872	76276119	74970691	76228152	88689150	88877503	87510361
Ribose 5-phosphate	1639390	1637548	1670557	3916133	4134991	3434848	2140777	2023399	2026352	3061454	2908026	2829267
Xylulose 5-phosphate	825367	789506	733557	2109941	2023408	1990703	1377395	1451253	1487408	3081269	2946336	3086575
Dodecanedioic acid	186258	196383	205099	337209	317930	338221	1637971	1607192	1662870	664610	676198	659984
L-Anserine	3988923	3987865	3880762	558751	621214	539934	514880	488925	487810	626011	599030	575312
Thymidine	3209088	3546600	3443922	14526456	14776425	14681934	10931155	12127588	11164700	21617253	20778815	20832364
Pentadecanoic acid	15572382	15495822	15073632	15127269	14944392	14322589	13178809	12527417	12325325	15512070	14549016	14671153
Cytidine	1053021	1023677	1042343	5701625	5673287	5542849	3667094	3753620	3712319	6163710	6197755	6131228
Pseudouridine	892146	875657	881282	2078929	2207363	2105617	2410773	2436291	2466557	4079298	4065154	4176147
Uridine	23336940	23580609	23746696	67063469	65361242	66343157	102999605	102748238	104897679	93493637	95210346	92156875
Palmitoleic Acid	30183174	30436740	30198103	68784532	66322992	67202268	49131601	47464472	47601616	133700562	132595390	130621560
L-Ascorbic acid 2-sulfate	11754332	11645398	11717604	6944139	6984717	6705284	15087975	15560651	15032368	18180179	17979827	17925401
Palmitic Acid	1485903222	1510577747	1499468239	1325505418	1309502368	1277678137	1383409253	1343731466	1345533654	1113605773	1073903062	1088735756
Glucose 6-phosphate	5291392	5325304	5088123	8449017	8566896	8371770	9028927	8742384	8886410	15072829	15034386	15007316
Fructose-6-phosphate	1442298	1623344	1556220	2888549	2860455	2884633	3280625	3364783	3277988	4334425	4728388	4559185
Dodecyl sulfate	323543448	318774227	315635058	407748134	408716332	399478002	362823833	359273685	360141812	135098768	135673071	136466485
Adenosine	12197337	12174897	11944946	58927149	58450979	59533825	48645243	47628623	48368774	64048702	64045215	63262535
Genistein	16591228	16525629	16251968	996937	1031800	909476	1128865	1089735	900205	205533	203655	212957
16-Hydroxyhexadecanoic acid	22812799	23437284	24290343	20535381	21573478	19461549	26914076	25710033	24905414	27995970	28356767	27581055
6-Phosphogluconic acid	2182231	3940503	2591772	12136189	12197248	14706308	3738280	3086574	2693103	32732355	31894942	36024639
α-Linolenic acid	8905336	8733470	8892822	33332355	30642738	30693657	12079502	12660187	11816859	40965446	40122792	39664493
Linoleic acid	91376481	90807550	89658173	490508966	470764209	467060947	170932986	168060213	165454603	534286126	520597275	520142716
Guanosine	2158792	2140699	2134890	3135862	3192670	3065120	2680783	2530200	2588113	3153741	3241720	3259455
Xanthosine	787106	789689	777554	582900	610484	595230	509136	521531	536377	992824	1019494	1005979
Stearic acid	715967887	744874496	730223961	735026332	734242249	712072475	734428763	698004468	722532877	514229361	492874225	494020885
N-α-Acetyl-L-asparagine	3502711	3166361	3269311	16425186	16050035	16145209	16638878	17119644	16597549	20123161	20347183	19893359
Orotidine	1165745	1187833	1211095	4095027	3913519	3960553	7931325	7825011	8034554	4981321	4865124	4675209
D-Sedoheptulose 7-phosphate	1063473	1139078	1048237	2681894	2668302	2672774	2726595	2679814	2730898	3447683	3166249	3676535
Argininosuccinic acid	264366	274575	280209	486669	498171	490659	420204	440395	414870	841638	820827	822417
Myristyl sulfate	93737591	83369035	84566963	72190728	73879632	73309775	106919650	111074200	105583860	42173918	40418264	40364798
5'-S-Methyl-5'-thioadenosine	6127546	6501630	6489296	23304559	23149308	22745728	27316930	27777760	27225452	51631339	51572655	50376962
N-Acetyl-D-galactosamine 4-sulfate	94160	130263	159163	15704705	16415659	14635702	1890565	1687554	1980443	10518135	19895359	18697219
N-Acetyl-α-D-glucosamine 1-phosphate	1395827	1412085	1376142	3321354	3364364	3243687	4152012	4144660	4032801	5670361	5467047	5611631
Eicosapentaenoic acid	11307161	10888277	11339475	203125	11985254	11373176	12060913	12832611	12172153	18857621	18968221	18233171
Arachidonic acid	551189337	545081749	538012056	755631982	739322481	736567390	717702648	703324455	695553594	1130751782	1109271520	1116375390
8Z,11Z,14Z-Eicosatrienoic acid	127618581	129380089	129373768	99619754	97732696	95439153	137240861	133570210	135024784	560506526	548539841	543456185
L-Glutathione (reduced)	27006429	27217638	30345893	1307036	1001144	967753	3199991	2606284	2202012	228870	49441	223947
11(E)-Eicosenoic Acid	16492304	16388290	16459597	26953806	25655322	25614696	22157448	20824243	21856391	27070745	25602268	25776615
(+/-)12(13)-DiHOME	3003639	2911892	3306238	5672263	5390338	1189212	4413953	1675801	4225927	4943725	4987370	8284690
Uridine monophosphate (UMP)	7142006	7060746	6896900	23853941	23988967	23395570	60439551	62271052	59563540	42239102	41990561	291128
N-Glycolylneuraminic acid	1226286	1160485	1138933	4926396	5361346	4843230	1955744	1883338	1877169	5257241	5214788	5068448
4-Dodecylbenzenesulfonic acid	433675284	429965304	425157902	527536960	520568806	514271294	326882499	321679629	311921681	358711613	355493335	358378503
Docosahexaenoic acid	171269825	168449369	167047433	306058740	298297147	297551746	225121341	225081165	218994564	892274108	877787789	875888321
Adenosine 3'5'-cyclic monophosphate	657323	665915	656921	979018	957063	972459	580095	614354	589211	1024770	1037888	997771
Adrenic acid	62920837	62042213	63195735	95533073	93173662	91713053	83039836	77623472	80818976	319413357	320700538	306482252
2-Acetamido-N-β-aspartyl-2-deoxyhexopyranosylamine	614110	679854	724253	1380168	1342123	1292514	1925341	1981740	2036926	2850308	2779777	2696816
α-D-Glucose-1,6-bisphosphate	687089	579957	654085	1306804	1879451	1745748	941040	914905	874514	3188532	3423841	3354326
Adenosine 5'-monophosphate	40588864	40612095	40509019	68315930	69197315	68450665	175885486	197568842	174312734	123912729	124024981	121204078
Inosine-5'-monophosphate (IMP)	18826755	18778742	18568059	12604437	12550194	11865972	23785811	24303428	23591126	33230288	32769838	32622331
Guanosine monophosphate (GMP)	4521414	4506344	4376410	6031549	6050501	6040726	13871816	14186799	13602605	13419458	13328501	13320847
Deoxycholic Acid	4939461	5082110	4954627	90573724	90228293	89358922	318902928	316955055	314339015	51138433	51314606	50498231
Uridine 5'-diphosphate (UDP)	775647	699634	707167	963021	956963	949406	825499	891006	867443	5474096	5032689	864801
Cholic acid	12629422	26562149	25839954	5175439	4172441	5295153	18269875	16889831	19543389	6704425	7661584	6894862
N-Arachidonoyl taurine	1890466	1872151	2358957	3340529	3364319	3055188	5622822	6508231	6389470	6252889	6892500	6240112
Adenosine diphosphate (ADP)	10709650	10543241	10194475	17237464	16306771	16876928	18775381	20125153	19237283	58535942	59093347	57994763
Glycerophospho-N-palmitoyl ethanolamine	46402235	46946865	43415272	55165734	49570818	55456497	75000175	65593936	77287163	168772463	177026259	170014240
Adenosine triphosphate (ATP)	4167839	4008445	4178675	5488392	5238644	5048093	2395999	4764164	2471658	41998970	39124472	41977027
PG(18:2(9Z,12Z)/0:0)	9117705	4182210	8698625	28023606	28103213	27243416	11658067	10257231	11470166	33764539	36969125	30759068
Cyclic ADP-ribose	24643287	25748994	25261210	18709628	18929178	18837453	27341149	26854533	27372582	43384865	42777811	43956579
Adenosine diphosphate ribose	3577405	3522997	3584117	4892306	4825398	4813146	7848738	8034612	7809326	7804326	7781800	7801019
Uridine 5'-diphosphoglucuronic acid	1985135	2032655	1971522	2752082	2767111	2791492	2396921	2439353	2457746	16115967	15826218	15588469
Guanosine 5'-diphospho-ß-L-fucose	863624	751338	818390	898538	885722	799564	1732626	1844371	1744592	3924976	3927415	3940913
Guanosine 5'-diphospho-D-mannose	393187	394269	367225	442898	463411	428280	899242	921763	876129	2265438	2246393	2187835
UDP-N-acetylglucosamine	25350879	25642193	25476960	54385223	54779908	53214701	62623858	63558319	63273148	138839614	138891073	137002166
L-Glutathione oxidized	92477695	87891173	88245415	168108154	171126793	154790909	176627439	184579519	183446971	300212930	307464169	304286146
Nicotinamide adenine dinucleotide	29842554	31792745	31766894	23272811	23330639	22943575	34237571	34518757	33947912	52616039	52356849	53295772
Nicotinamide adenine dinucleotide phosphate	1151356	1106013	1102798	1174271	1184390	1202658	1642432	1626633	1601138	6312748	6032035	6136408
Flavin adenine dinucleotide (FAD)	241404	233391	259637	268512	267554	235093	308228	326166	236713	741434	706544	689679
MS_METABOLITE_DATA_END
#METABOLITES
METABOLITES_START
metabolite_name	formula	quantified m/z	retention index	PubChem ID	KEGG ID	HMDB ID	SMILES	InChI Key	Classification Category
Glyoxylic acid	C2 H2 O3	72.9931	3.63	760	C00048	HMDB0000119	OC(=O)C=O	HHLFWLYXYJOTON-UHFFFAOYSA-N	Organic acids and derivatives
Glycine	C2 H5 N O2	74.0248	5.88	750	C00037	HMDB0000123	NCC(O)=O	DHMQDGOQFOQNFH-UHFFFAOYSA-N	Organic acids and derivatives
Crotonic acid	C4 H6 O2	85.0295	2.97	637090	C01771	HMDB0010720	CC=CC(O)=O	LDHQCZJRKDOVOX-NSCUHMNNSA-N	Lipids and lipid-like molecules
Pyruvic acid	C3 H4 O3	87.0088	4.72	1060	C00022	HMDB0000243	CC(=O)C(O)=O	LCTONWCANYUPML-UHFFFAOYSA-N	Organic acids and derivatives
Isobutyric acid	C4 H8 O2	87.0451	3.90	6590	C02632	HMDB0001873	CC(C)C(O)=O	KQNPFQTWMSNSAP-UHFFFAOYSA-N	Organic acids and derivatives
β-Alanine	C3 H7 N O2	88.0404	5.86	239	C00099	HMDB0000056	NCCC(O)=O	UCMIRNVEIXFBKS-UHFFFAOYSA-N	Organic acids and derivatives
Lactic acid	C3 H6 O3	89.0244	4.72	107689	C00186	HMDB0000190	C[C@H](O)C(O)=O	JVTAAEKCZFNVCJ-REOHCLBHSA-N	Organic acids and derivatives
Succinic semialdehyde	C4 H6 O3	101.0244	2.15	1112	C00232	HMDB0001259	OC(=O)CCC=O	UIUJIQZEACWQSV-UHFFFAOYSA-N	Lipids and lipid-like molecules
Valeric acid	C5 H10 O2	101.0608	3.64	7991	C00803	HMDB0000892	CCCCC(O)=O	NQPDZGIKBAWPEJ-UHFFFAOYSA-N	Lipids and lipid-like molecules
DL-3-Aminoisobutyric acid	C4 H9 N O2	102.0561	6.90	64956	C05145	HMDB0003911	CC(CN)C(O)=O	QCHPKSFMDHPSNR-UHFFFAOYSA-N	Organic acids and derivatives
N-Ethylglycine	C4 H9 N O2	102.0561	5.42	6992079	C11735	HMDB0041945	CCNCC(O)=O	YPIGGYHFMKJNKV-UHFFFAOYSA-N	Organic acids and derivatives
Υ-Aminobutyric acid (GABA)	C4 H9 N O2	102.0561	6.28	119	C00334	HMDB0000112	NCCCC(O)=O	BTCSSZJGUNDROE-UHFFFAOYSA-N	Organic acids and derivatives
Malonic acid	C3 H4 O4	103.0037	5.74	867	C04025	HMDB0000691	OC(=O)CC(O)=O	OFOBLEOULBTSOW-UHFFFAOYSA-N	Organic acids and derivatives
3-Hydroxybutyric acid	C4 H8 O3	103.0401	4.64	92135	C01089	HMDB0000011	C[C@@H](O)CC(O)=O	WHBMMWSBFZVSSR-GSVOUGTGSA-N	Organic acids and derivatives
L-Serine	C3 H7 N O3	104.0353	6.38	5951	C00065	HMDB0000187	N[C@@H](CO)C(O)=O	MTCFGRXMJLQNBG-REOHCLBHSA-N	Organic acids and derivatives
(2R)-2,3-Dihydroxypropanoic acid	C3 H6 O4	105.0193	7.46	439194	C00258	HMDB0000139	OC[C@@H](O)C(O)=O	RBNPOMFGQQGHHO-UWTATZPHSA-N	Organic oxygen compounds
Hypotaurine	C2 H7 N O2 S	108.0125	6.01	107812	C00519	HMDB0000965	NCCS(O)=O	VVIUBCNYACGLLV-UHFFFAOYSA-N	Organic acids and derivatives
Pyrrole-2-carboxylic acid	C5 H5 N O2	110.0248	3.42	12473	C05942	HMDB0004230	OC(=O)C1=CC=CN1	WRHZVMBBRYBTKZ-UHFFFAOYSA-N	Organoheterocyclic compounds
2-Furoic acid	C5 H4 O3	111.0088	7.87	6919	C01546	HMDB0000617	OC(=O)C1=CC=CO1	SMNDYUVBFMFKNZ-UHFFFAOYSA-N	Organoheterocyclic compounds
Uracil	C4 H4 N2 O2	111.0200	1.53	1174	C00106	HMDB0000300	O=C1NC=CC(=O)N1	ISAKRJDGNUQOIC-UHFFFAOYSA-N	Organoheterocyclic compounds
Fumaric acid	C4 H4 O4	115.0037	7.59	444972	C00122	HMDB0000134	OC(=O)C=CC(O)=O	VZCYOOQTPOCHFL-OWOJBTEDSA-N	Organic acids and derivatives
Maleic acid	C4 H4 O4	115.0037	8.19	444266	C01384	HMDB0000176	OC(=O)C=C/C(O)=O	VZCYOOQTPOCHFL-UPHRSURJSA-N	Organic acids and derivatives
N-Acetylglycine	C4 H7 N O3	116.0353	4.90	10972		HMDB0000532	CC(=O)NCC(O)=O	OKJIRPAQVSHGFK-UHFFFAOYSA-N	Organic acids and derivatives
5-Aminovaleric acid	C5 H11 N O2	116.0717	4.96	138	C00431	HMDB0003355	NCCCCC(O)=O	JJMDCOVWQOJGCB-UHFFFAOYSA-N	Organic acids and derivatives
Succinic acid	C4 H6 O4	117.0193	7.34	1738118	C00042	HMDB0000254	OC(=O)CCC(O)=O	KDYFGRWQOYBRFD-UHFFFAOYSA-N	Organic acids and derivatives
Methylmalonic acid	C4 H6 O4	117.0194	7.04	487	C02170	HMDB0000202	CC(C(O)=O)C(O)=O	ZIYVHBGGAOATLY-UHFFFAOYSA-N	Organic acids and derivatives
L-Threonic acid-1,4-lactone	C4 H6 O4	117.0194	3.92	2724794		HMDB0000940	O[C@H]1COC(=O)[C@@H]1O	SGMJBNSHAZVGMC-STHAYSLISA-N	Organoheterocyclic compounds
3-Hydroxy-3-methylbutanoic acid	C5 H10 O3	117.0558	4.02	69362		HMDB0000754	CC(C)(O)CC(O)=O	AXFYFNCPONWUHW-UHFFFAOYSA-N	Lipids and lipid-like molecules
Threonine	C4 H9 N O3	118.0510	5.88	6288	C00188	HMDB0000167	C[C@@H](O)[C@H](N)C(O)=O	AYFVYJQAPQTCCC-GBXIJSLDSA-N	Organic acids and derivatives
4-Hydroxybenzaldehyde	C7 H6 O2	121.0295	0.71	126	C00633	HMDB0011718	OC1=CC=C(C=O)C=C1	RGHHSNMVTDWUBI-UHFFFAOYSA-N	Organic oxygen compounds
Taurine	C2 H7 N O3 S	124.0074	5.93	1123	C00245	HMDB0000251	NCCS(O)(=O)=O	XOAAWQZATWQOTB-UHFFFAOYSA-N	Organic acids and derivatives
4-Oxoproline	C5 H7 N O3	128.0354	5.34	413589		HMDB0246561	OC(=O)C1CC(=O)CN1	HFXAFXVXPMUQCQ-UHFFFAOYSA-N	Organic acids and derivatives
Itaconic acid	C5 H6 O4	129.0194	6.90	811	C00490	HMDB0002092	OC(=O)CC(=C)C(O)=O	LVHBHZANLOWSRM-UHFFFAOYSA-N	Lipids and lipid-like molecules
Citraconic acid	C5 H6 O4	129.0194	7.40	643798	C02226	HMDB0000634	CC(=CC(O)=O)C(O)=O	HNEGQIOMVPPMNR-IHWYPQMZSA-N	Lipids and lipid-like molecules
Mesaconic acid	C5 H6 O4	129.0194	7.84	643798	C02226	HMDB0000634	CC(=CC(O)=O)C(O)=O	HNEGQIOMVPPMNR-IHWYPQMZSA-N	Lipids and lipid-like molecules
Heptanoic acid	C7 H14 O2	129.0922	0.90	8094	C17714	HMDB0000666	CCCCCCC(O)=O	MNWFXJYAOYHMED-UHFFFAOYSA-N	Lipids and lipid-like molecules
cis-4-Hydroxy-D-proline	C5 H9 N O3	130.0510	5.80	11137200	C04397	HMDB0002113	O[C@H]1CCN[C@H]1C(O)=O	BJBUEDPLEOHJGE-IUYQGCFVSA-N	Organic acids and derivatives
5-Aminolevulinic acid	C5 H9 N O3	130.0510	7.07	137	C00430	HMDB0001149	NCC(=O)CCC(O)=O	ZGXJTSGNIOSYLO-UHFFFAOYSA-N	Organic acids and derivatives
Creatine	C4 H9 N3 O2	130.0622	5.87	586	C00300	HMDB0000064	CN(CC(O)=O)C(N)=N	CVSVTCORWBXHQV-UHFFFAOYSA-N	Organic acids and derivatives
DL-β-Leucine	C6 H13 N O2	130.0874	4.36	6106	C00123	HMDB0000687	CC(C)C[C@H](N)C(O)=O	ROHFNLRQFUQHCH-YFKPBYRVSA-N	Organic acids and derivatives
Asparagine	C4 H8 N2 O3	131.0463	6.34	6267	C00152	HMDB0000168	N[C@@H](CC(N)=O)C(O)=O	DCXYFEDJOCDNAF-REOHCLBHSA-N	Organic acids and derivatives
Ornithine	C5 H12 N2 O2	131.0827	6.60	6262	C00077	HMDB0000214	NCCC[C@H](N)C(O)=O	AHLPHDHHMVZTML-BYPYZUCNSA-N	Organic acids and derivatives
L-Aspartic acid	C4 H7 N O4	132.0302	6.96	5960	C00049	HMDB0000191	N[C@@H](CC(O)=O)C(O)=O	CKLJMWTZIZZHCS-REOHCLBHSA-N	Organic acids and derivatives
DL-Malic acid	C4 H6 O5	133.0143	7.51	222656	C00149	HMDB0000156	O[C@@H](CC(O)=O)C(O)=O	BJEPYKJPYRNKOW-REOHCLBHSA-N	Organic acids and derivatives
Adenine	C5 H5 N5	134.0473	1.18	190	C00147	HMDB0000034	NC1=C2NC=NC2=NC=N1	GFFGJBXGBJISGV-UHFFFAOYSA-N	Organoheterocyclic compounds
L-Threonic acid	C4 H8 O5	135.0299	7.33	5460407	C01620	HMDB0000943	OC[C@H](O)[C@@H](O)C(O)=O	JPIJQSOTBSSVTP-STHAYSLISA-N	Organic oxygen compounds
Hypoxanthine	C5 H4 N4 O	135.0313	3.43	790	C00262	HMDB0000157	OC1=NC=NC2=C1NC=N2	FDGQSTZJBFJUBT-UHFFFAOYSA-N	Organoheterocyclic compounds
2-Methylbenzoic acid	C8 H8 O2	135.0452	2.90	8373	C07215	HMDB0002340	CC1=CC=CC=C1C(O)=O	ZWLPBLYKEWSWPD-UHFFFAOYSA-N	Benzenoids
Salicylic acid	C7 H6 O3	137.0244	2.38	10253	C07588	HMDB0000840	OC(=O)CNC(=O)C1=C(O)C=CC=C1	ONJSZLXSECQROL-UHFFFAOYSA-N	Benzenoids
4-Nitrophenol	C6 H5 N O3	138.0197	0.71	980	C00870	HMDB0001232	OC1=CC=C(C=C1)[N+]([O-])=O	BTJIUGUIPKRLHP-UHFFFAOYSA-N	Benzenoids
O-Phosphorylethanolamine	C2 H8 N O4 P	140.0118	7.46	1015	C00346	HMDB0000224	NCCOP(O)(O)=O	SUHOOTKUPISOBE-UHFFFAOYSA-N	Organic acids and derivatives
Caprylic acid	C8 H16 O2	143.1078	0.82	379	C06423	HMDB0000482	CCCCCCCC(O)=O	WWZKQHOCKIZLMA-UHFFFAOYSA-N	Lipids and lipid-like molecules
2-Oxoglutaric acid	C5 H6 O5	145.0143	7.23	51	C00026	HMDB0000208	OC(=O)CCC(=O)C(O)=O	KPGXRSRHYNQIFN-UHFFFAOYSA-N	Organic acids and derivatives
Adipic acid	C6 H10 O4	145.0507	7.04	196	C06104	HMDB0000448	OC(=O)CCCCC(O)=O	WNLRTRBMVRJNCN-UHFFFAOYSA-N	Lipids and lipid-like molecules
Glutamine	C5 H10 N2 O3	145.0619	6.23	5961	C00064	HMDB0000641	N[C@@H](CCC(N)=O)C(O)=O	ZDXPYRJPNDTMRX-VKHMYHEASA-N	Organic acids and derivatives
L-Glutamic acid	C5 H9 N O4	146.0459	6.90	33032	C00025	HMDB0000148	N[C@@H](CCC(O)=O)C(O)=O	WHUUTDBJXJRKMK-VKHMYHEASA-N	Organic acids and derivatives
D-α-Hydroxyglutaric acid	C5 H8 O5	147.0299	7.31	439391	C01087	HMDB0000606	O[C@H](CCC(O)=O)C(O)=O	HWXBTNAVRSUOJR-GSVOUGTGSA-N	Organic acids and derivatives
D-(-)-Lyxose	C5 H10 O5	149.0456	5.33	441476	C08348	HMDB0003402	O[C@@H]1O[C@@H]([C@H](O)[C@H](O)[C@H]1O)C(O)=O	AEMOLEFTQBMNLQ-DTEWXJGMSA-N	Organic oxygen compounds
Hydrocinnamic acid	C9 H10 O2	149.0608	1.95	107	C05629	HMDB0000764	OC(=O)CCC1=CC=CC=C1	XMIIGOLPHOKFCH-UHFFFAOYSA-N	Phenylpropanoids and polyketides
Xanthine	C5 H4 N4 O2	151.0261	3.98	1188	C00385	HMDB0000292	O=C1NC2=C(NC=N2)C(=O)N1	LRFVTYWOQMYALW-UHFFFAOYSA-N	Organoheterocyclic compounds
Vanillin	C8 H8 O3	151.0401	0.64	1183	C00755	HMDB0012308	COC1=CC(C=O)=CC=C1O	MWOOGOJBHIARFG-UHFFFAOYSA-N	Benzenoids
Xylitol	C5 H12 O5	151.0612	4.56	6912	C00379	HMDB0002917	OC[C@H](O)[C@@H](O)[C@H](O)CO	HEBKCHPVOIAQTA-SCDXWVJYSA-N	Organic oxygen compounds
L-Cysteinesulfinic acid	C3 H7 N O4 S	152.0023	4.74	1549098	C00606	HMDB0000996	N[C@@H](CS(O)=O)C(O)=O	ADVPTQAUNPRNPO-REOHCLBHSA-N	Organic acids and derivatives
L-Histidine	C6 H9 N3 O2	154.0623	6.34	6274	C00135	HMDB0000177	N[C@@H](CC1=CN=CN1)C(O)=O	HNDVDQJCIGZPNO-YFKPBYRVSA-N	Organic acids and derivatives
Nonanoic acid	C9 H18 O2	157.1234	0.76	8158	C01601	HMDB0000847	CCCCCCCCC(O)=O	FBUKVWPVBMHYJY-UHFFFAOYSA-N	Lipids and lipid-like molecules
2-Aminoadipic acid	C6 H11 N O4	160.0615	7.07	92136	C00956	HMDB0000510	N[C@@H](CCCC(O)=O)C(O)=O	OYIFNHCXNCRBQI-BYPYZUCNSA-N	Organic acids and derivatives
3-Hydroxy-3-methylglutaric acid	C6 H10 O5	161.0456	6.34	1662	C03761	HMDB0000355	CC(O)(CC(O)=O)CC(O)=O	NPOAOTPXWNWTSH-UHFFFAOYSA-N	Lipids and lipid-like molecules
3-Coumaric acid	C9 H8 O3	163.0401	5.33	637540	C01772	HMDB0002641	OC(=O)C=CC1=C(O)C=CC=C1	PMOWTIHVNWZYFI-AATRIKPKSA-N	Phenylpropanoids and polyketides
1,5-Anhydro-D-glucitol	C6 H12 O5	163.0612	4.16	64960	C07326	HMDB0002712	OC[C@H]1OC[C@H](O)[C@@H](O)[C@@H]1O	MPCAJMNYNOGXPB-SLPGGIOYSA-N	Organic oxygen compounds
4-tert-Amylphenol	C11 H16 O	163.1136	0.50		C14226	HMDB0246582	CCC(C)(C)C1=CC=C(O)C=C1	NRZWYNLTFLDQQX-UHFFFAOYSA-N	Benzenoids
L-Phenylalanine	C9 H11 N O2	164.0717	4.28	6140	C00079	HMDB0000159	N[C@@H](CC1=CC=CC=C1)C(O)=O	COLNVLDHVKWLRT-QMMMGPOBSA-N	Organic acids and derivatives
Perillic acid	C10 H14 O2	165.0921	1.00	1256	C11924	HMDB0004586	CC(=C)C1CCC(=CC1)C(O)=O	CDSMSBUVCWHORP-UHFFFAOYSA-N	Lipids and lipid-like molecules
Uric acid	C5 H4 N4 O3	167.0211	5.92	1175	C00366	HMDB0000289	O=C1NC2=C(N1)C(=O)NC(=O)N2	LEHOTFFKMJEONL-UHFFFAOYSA-N	Organoheterocyclic compounds
1-Methylhistidine	C7 H11 N3 O2	168.0778	6.19	92105	C01152	HMDB0000001	CN1C=NC(C[C@H](N)C(O)=O)=C1	BRMWTNUJHUMWMS-LURJTMIESA-N	Organic acids and derivatives
Glycerol 3-phosphate	C3 H9 O6 P	171.0064	7.06	439162	C00093	HMDB0000126	OC[C@@H](O)COP(O)(O)=O	AWUCVROLDVIAJX-GSVOUGTGSA-N	Lipids and lipid-like molecules
Decanoic acid	C10 H20 O2	171.1390	0.66	2969	C01571	HMDB0000511	CCCCCCCCCC(O)=O	GHVNFZFCNZKVNT-UHFFFAOYSA-N	Lipids and lipid-like molecules
cis-Aconitic acid	C6 H6 O6	173.0091	7.51	643757	C00417	HMDB0000072	OC(=O)CC(=CC(O)=O)C(O)=O	GTZCVFVGUGFEME-IWQZZHSRSA-N	Organic acids and derivatives
N-Acetylornithine	C7 H14 N2 O3	173.0932	5.75	439232	C00437	HMDB0003357	CC(=O)N[C@@H](CCCN)C(O)=O	JRLGPAXAGHMNOL-LURJTMIESA-N	Organic acids and derivatives
DL-Arginine	C6 H14 N4 O2	173.1044	8.43	232	C02385	HMDB0251511	NC(CCCN=C(N)N)C(O)=O	ODKSFYDXXFIFQN-UHFFFAOYSA-N	Organic acids and derivatives
N-Acetylaspartic acid	C6 H9 N O5	174.0408	7.09	65065	C01042	HMDB0000812	CC(=O)N[C@@H](CC(O)=O)C(O)=O	OTCCIMWXFLJLIA-BYPYZUCNSA-N	Organic acids and derivatives
L-Citrulline	C6 H13 N3 O3	174.0884	6.60	9750	C00327	HMDB0000904	N[C@@H](CCCNC(N)=O)C(O)=O	RHGKLRLOHDJJDR-BYPYZUCNSA-N	Organic acids and derivatives
Ascorbic acid	C6 H8 O6	175.0248	4.53		C01041	HMDB0000044	[H][C@@]1(OC(=O)C(O)=C1O)[C@@H](O)CO	CIWBSHSKHKDKBQ-JLAZNSOCSA-N	Organoheterocyclic compounds
3-Isopropylmalic acid	C7 H12 O5	175.0612	6.43	5462261	C04411	HMDB0012156	CC(C)[C@@H]([C@@H](O)C(O)=O)C(O)=O	RNQHMTFBUSSBJQ-CRCLSJGQSA-N	Lipids and lipid-like molecules
N-Formylmethionine	C6 H11 N O3 S	176.0387	3.95	439750	C03145	HMDB0001015	CSCC[C@H](NC=O)C(O)=O	PYUSHNKNPOHWEZ-YFKPBYRVSA-N	Organic acids and derivatives
δ-Gluconic acid δ-lactone	C6 H10 O6	177.0405	6.34	7027	C00198	HMDB0000150	OC[C@H]1OC(=O)[C@H](O)[C@@H](O)[C@@H]1O	PHOQVHQSTUBQQK-SQOUGZDYSA-N	Organic oxygen compounds
Hippuric acid	C9 H9 N O3	178.0510	0.74	464	C01586	HMDB0000714	OC(=O)CNC(=O)C1=CC=CC=C1	QIAFMBKCNZACKA-UHFFFAOYSA-N	Benzenoids
D-(-)-Fructose	C6 H12 O6	179.0561	6.34	439709	C02336	HMDB0000660	OC[C@H]1O[C@](O)(CO)[C@@H](O)[C@@H]1O	RFSUNEUAIZKAJO-ARQDHWQXSA-N	Organic oxygen compounds
Acamprosate	C5 H11 N O4 S	180.0337	3.93	71158		HMDB0014797	CC(=O)NCCCS(O)(=O)=O	AFCGFAGUEYAMAO-UHFFFAOYSA-N	Organic acids and derivatives
L-Tyrosine	C9 H11 N O3	180.0666	5.33	6057	C00082	HMDB0000158	N[C@@H](CC1=CC=C(O)C=C1)C(O)=O	OUYCCCASQSFEME-QMMMGPOBSA-N	Organic acids and derivatives
DL-4-Hydroxyphenyllactic acid	C9 H10 O4	181.0506	4.53	9378	C03672	HMDB0000755	OC(CC1=CC=C(O)C=C1)C(O)=O	JVGVDSSUAVXRDY-UHFFFAOYSA-N	Phenylpropanoids and polyketides
D-(-)-Mannitol	C6 H14 O6	181.0718	5.20	6251	C00392	HMDB0000765	OC[C@@H](O)[C@@H](O)[C@H](O)[C@H](O)CO	FBPFZTCFMRRESA-KVTDHHQDSA-N	Organic oxygen compounds
2,4-Dinitrophenol	C6 H4 N2 O5	183.0047	0.95	1493	C02496	HMDB0245462	OC1=CC=C(C=C1[N+]([O-])=O)[N+]([O-])=O	UFBJCMHMOXMLKC-UHFFFAOYSA-N	Benzenoids
3-Phosphoglyceric acid	C3 H7 O7 P	184.9856	7.87	724	C00597	HMDB0000807	OC(COP(O)(O)=O)C(O)=O	OSJPPGNTCRNQQC-UHFFFAOYSA-N	Organic oxygen compounds
Undecanoic acid	C11 H22 O2	185.1547	0.68	8180	C17715	HMDB0000947	CCCCCCCCCCC(O)=O	ZDPHROOEEOARMN-UHFFFAOYSA-N	Lipids and lipid-like molecules
Glycyl-L-leucine	C8 H16 N2 O3	187.1088	5.50	92843	C02155	HMDB0000759	CC(C)C[C@H](NC(=O)CN)C(O)=O	DKEXFJVMVGETOO-LURJTMIESA-N	Organic acids and derivatives
3,4-Dihydroxybenzenesulfonic acid	C6 H6 O5 S	188.9863	1.06	17507		HMDB0245498	OC1=CC(=C(O)C=C1)S(O)(=O)=O	IKQCSJBQLWJEPU-UHFFFAOYSA-N	Benzenoids
5-Hydroxyindole-3-acetic acid	C10 H9 N O3	190.0510	4.27	1826	C05635	HMDB0000763	OC(=O)CC1=CNC2=C1C=C(O)C=C2	DUUGKQCEGZLZNO-UHFFFAOYSA-N	Organoheterocyclic compounds
N-Acetyl-L-methionine	C7 H13 N O3 S	190.0544	3.83	448580	C02712	HMDB0011745	CSCC[C@H](NC(C)=O)C(O)=O	XUYPXLNMDZIRQH-LURJTMIESA-N	Organic acids and derivatives
Citric acid	C6 H8 O7	191.0197	7.42	311	C00158	HMDB0000094	OC(=O)CC(O)(CC(O)=O)C(O)=O	KRKNYBCHXYNGOX-UHFFFAOYSA-N	Organic acids and derivatives
β-D-Glucopyranuronic acid	C6 H10 O7	193.0354	6.96	168876		HMDB0010314	O[C@@H]1[C@@H](O)[C@H](OC(=O)C2=CC=CC=C2O)O[C@@H]([C@H]1O)C(O)=O	IXVVXKRKCLJCKA-UNLLLRGISA-N	Organic oxygen compounds
Gluconic acid	C6 H12 O7	195.0510	6.20	10690	C00257	HMDB0000625	OC[C@@H](O)[C@@H](O)[C@H](O)[C@@H](O)C(O)=O	RGHNJXZEOKUKBD-SQOUGZDYSA-N	Organic oxygen compounds
Lauric acid	C12 H24 O2	199.1703	0.66	3893	C02679	HMDB0000638	CCCCCCCCCCCC(O)=O	POULHZVOKOAJMA-UHFFFAOYSA-N	Lipids and lipid-like molecules
DL-Tryptophan	C11 H12 N2 O2	203.0826	4.60	9060	C00525	HMDB0013609	N[C@H](CC1=CNC2=C1C=CC=C2)C(O)=O	QIVBCDIJIAJPQS-SECBINFHSA-N	Organoheterocyclic compounds
2-Naphthalenesulfonic acid	C10 H8 O3 S	207.0121	2.37	8420	C16202	HMDB0255446	OS(=O)(=O)C1=CC2=C(C=CC=C2)C=C1	KVBGVZZKJNLNJU-UHFFFAOYSA-N	Benzenoids
Phosphocreatine	C4 H10 N3 O5 P	210.0285	7.45	587	C02305	HMDB0001511	CN(CC(O)=O)C(=N)NP(O)(O)=O	DRBBFCLWYRJSJZ-UHFFFAOYSA-N	Organic acids and derivatives
3-Indoxyl sulphate	C8 H7 N O4 S	212.0023	3.26	10258		HMDB0000682	OS(=O)(=O)OC1=CNC2=CC=CC=C12	BXFFHSIDQOFMLE-UHFFFAOYSA-N	Organic acids and derivatives
Tridecylic acid	C13 H26 O2	213.1860	0.65	12530	C17076	HMDB0000910	CCCCCCCCCCCCC(O)=O	SZHOJFHSIKHZHA-UHFFFAOYSA-N	Lipids and lipid-like molecules
12-Hydroxydodecanoic acid	C12 H24 O3	215.1652	1.02	79034	C08317	HMDB0002059	OCCCCCCCCCCCC(O)=O	ZDHCZVWCTKTBRY-UHFFFAOYSA-N	Organic acids and derivatives
Pantothenic acid	C9 H17 N O5	218.1034	4.73	6613	C00864	HMDB0000210	CC(C)(CO)[C@@H](O)C(=O)NCCC(O)=O	GHOKWGTUZJEAQD-ZETCQYMHSA-N	Organic oxygen compounds
Monobutyl phthalate	C12 H14 O4	221.0819	1.44	8575		HMDB0013247	CCCCOC(=O)C1=CC=CC=C1C(O)=O	YZBOVSFWWNVKRJ-UHFFFAOYSA-N	Benzenoids
Myristic acid	C14 H28 O2	227.2016	0.63	11005	C06424	HMDB0000806	CCCCCCCCCCCCCC(O)=O	TUNFSRHWOTWDNC-UHFFFAOYSA-N	Lipids and lipid-like molecules
Ribose 5-phosphate	C5 H11 O8 P	229.0119	7.31	440101	C03736	HMDB0001548	O[C@H]1O[C@H](COP(O)(O)=O)[C@@H](O)[C@H]1O	KTVPXOYAKDPRHY-AIHAYLRMSA-N	Organic oxygen compounds
Xylulose 5-phosphate	C5 H11 O8 P	229.0119	7.12	439190	C00231	HMDB0000868	OCC(=O)[C@@H](O)[C@H](O)COP(O)(O)=O	FNZLKVNUWIIPSJ-RFZPGFLSSA-N	Organic oxygen compounds
Dodecanedioic acid	C12 H22 O4	229.1445	4.34	12736	C02678	HMDB0000623	OC(=O)CCCCCCCCCCC(O)=O	TVIDDXQYHWJXFK-UHFFFAOYSA-N	Lipids and lipid-like molecules
L-Anserine	C10 H16 N4 O3	239.1150	6.65	112072	C01262	HMDB0000194	CN1C=NC=C1C[C@H](NC(=O)CCN)C(O)=O	MYYIAHXIVFADCU-QMMMGPOBSA-N	Organic acids and derivatives
Thymidine	C10 H14 N2 O5	241.0830	1.77	5789	C00214	HMDB0000273	CC1=CN([C@H]2C[C@H](O)[C@@H](CO)O2)C(=O)NC1=O	IQFYYKKMVGJFEH-XLPZGREQSA-N	Nucleosides, nucleotides, and analogues
Pentadecanoic acid	C15 H30 O2	241.2173	0.62	13849	C16537	HMDB0000826	CCCCCCCCCCCCCCC(O)=O	WQEPLUUGTLDZJY-UHFFFAOYSA-N	Lipids and lipid-like molecules
Cytidine	C9 H13 N3 O5	242.0783	4.49	6175	C00475	HMDB0000089	NC1=NC(=O)N(C=C1)[C@@H]1O[C@H](CO)[C@@H](O)[C@H]1O	UHDGCWIWMRVCDJ-XVFCMESISA-N	Nucleosides, nucleotides, and analogues
Pseudouridine	C9 H12 N2 O6	243.0622	4.39	15047	C02067	HMDB0000767	OC[C@H]1O[C@H]([C@H](O)[C@@H]1O)C1=CNC(=O)NC1=O	PTJWIQPHWPFNBW-GBNDHIKLSA-N	Nucleosides, nucleotides, and analogues
Uridine	C9 H12 N2 O6	243.0622	3.42	6029	C00299	HMDB0000296	OC[C@H]1O[C@H]([C@H](O)[C@@H]1O)N1C=CC(=O)NC1=O	DRTQHJPVMGBUCF-XVFCMESISA-N	Nucleosides, nucleotides, and analogues
Palmitoleic Acid	C16 H30 O2	253.2173	0.62	445638	C08362	HMDB0003229	CCCCCCC=C/CCCCCCCC(O)=O	SECPZKHBENQXJG-FPLPWBNLSA-N	Lipids and lipid-like molecules
L-Ascorbic acid 2-sulfate	C6 H8 O9 S	254.9816	4.52	54676864		HMDB0060649	[H][C@@]1(OC(=O)C(OS(O)(=O)=O)=C1O)[C@@H](O)CO	XDBMXUKHMOFBPJ-ZAFYKAAXSA-N	Organoheterocyclic compounds
Palmitic Acid	C16 H32 O2	255.2329	0.61	985	C00249	HMDB0000220	CCCCCCCCCCCCCCCC(O)=O	IPCSVZSSVZVIGE-UHFFFAOYSA-N	Lipids and lipid-like molecules
Glucose 6-phosphate	C6 H13 O9 P	259.0224	7.75	5958	C00092	HMDB0001401	OC1O[C@H](COP(O)(O)=O)[C@@H](O)[C@H](O)[C@H]1O	NBSCHQHZLSJFNQ-GASJEMHNSA-N	Organic oxygen compounds
Fructose-6-phosphate	C6 H13 O9 P	259.0224	7.53	69507	C00085	HMDB0000124	OCC(=O)[C@@H](O)[C@H](O)[C@H](O)COP(O)(O)=O	GSXOAOHZAIYLCY-HSUXUTPPSA-N	Organic oxygen compounds
Dodecyl sulfate	C12 H26 O4 S	265.1478	0.86			HMDB0251571	CCCCCCCCCCCCN	JRBPAEWTRLWTQC-UHFFFAOYSA-N	Organic nitrogen compounds
Adenosine	C10 H13 N5 O4	266.0894	3.22	60961	C00212	HMDB0000050	NC1=C2N=CN([C@@H]3O[C@H](CO)[C@@H](O)[C@H]3O)C2=NC=N1	OIRDTQYFTABQOQ-KQYNXXCUSA-N	Nucleosides, nucleotides, and analogues
Genistein	C15 H10 O5	269.0456	0.94	5280961	C06563	HMDB0003217	OC1=CC=C(C=C1)C1=COC2=CC(O)=CC(O)=C2C1=O	TZBJGXHYKVUXJN-UHFFFAOYSA-N	Phenylpropanoids and polyketides
16-Hydroxyhexadecanoic acid	C16 H32 O3	271.2279	1.04	10466	C18218	HMDB0006294	OCCCCCCCCCCCCCCCC(O)=O	UGAGPNKCDRTDHP-UHFFFAOYSA-N	Lipids and lipid-like molecules
6-Phosphogluconic acid	C6 H13 O10 P	275.0174	7.38	91493	C00345	HMDB0001316	O[C@H](COP(O)(O)=O)[C@@H](O)[C@H](O)[C@@H](O)C(O)=O	BIRSGZKFKXLSJQ-SQOUGZDYSA-N	Organic oxygen compounds
α-Linolenic acid	C18 H30 O2	277.2173	0.61	5280934	C06427	HMDB0001388	CCC=C/CC=C/CC=C/CCCCCCCC(O)=O	DTOSIQBPPRVQHS-PDBXOOCHSA-N	Lipids and lipid-like molecules
Linoleic acid	C18 H32 O2	279.2329	0.60	5280450	C01595	HMDB0000673	CCCCCC=C/CC=C/CCCCCCCC(O)=O	OYHQOLUKZRVURQ-HZJYTTRNSA-N	Lipids and lipid-like molecules
Guanosine	C10 H13 N5 O5	282.0844	4.80	6802	C00387	HMDB0000133	NC1=NC2=C(N=CN2[C@@H]2O[C@H](CO)[C@@H](O)[C@H]2O)C(=O)N1	NYHBQMYGNKIUIF-UUOKFMHZSA-N	Nucleosides, nucleotides, and analogues
Xanthosine	C10 H12 N4 O6	283.0685	4.14	64959	C01762	HMDB0000299	OC[C@H]1O[C@H]([C@H](O)[C@@H]1O)N1C=NC2=C1N=C(O)N=C2O	UBORTCNDUKBEOP-UUOKFMHZSA-N	Nucleosides, nucleotides, and analogues
Stearic acid	C18 H36 O2	283.2642	0.59	5281	C01530	HMDB0000827	CCCCCCCCCCCCCCCCCC(O)=O	QIQXTHQIDYTFRH-UHFFFAOYSA-N	Lipids and lipid-like molecules
N-α-Acetyl-L-asparagine	C6 H10 N2 O4	287.0497	6.96	99715		HMDB0006028	CC(=O)N[C@@H](CC(N)=O)C(O)=O	HXFOXFJUNFFYMO-BYPYZUCNSA-N	Organic acids and derivatives
Orotidine	C10 H12 N2 O8	287.0521	5.65	92751	C01103	HMDB0000788	OC[C@H]1O[C@H]([C@H](O)[C@@H]1O)N1C(=O)NC(=O)C=C1C(O)=O	FKCRAVPPBFWEJD-XVFCMESISA-N	Nucleosides, nucleotides, and analogues
D-Sedoheptulose 7-phosphate	C7 H15 O10 P	289.0330	7.54	92042786	C05382	HMDB0001068	OC[C@]1(O)O[C@H](COP(O)(O)=O)[C@@H](O)[C@@H](O)[C@@H]1O	CBIDVWSRUUODHL-OVHBTUCOSA-N	Organic oxygen compounds
Argininosuccinic acid	C10 H18 N4 O6	289.1154	7.77	16950	C03406	HMDB0000052	N[C@@H](CCCNC(=N)N[C@@H](CC(O)=O)C(O)=O)C(O)=O	KDZOASGQNOPSCU-WDSKDSINSA-N	Organic acids and derivatives
Myristyl sulfate	C14 H30 O4 S	293.1792	0.82		C02704	HMDB0254614	COS(O)(=O)=O	JZMJDSHXVKJFKW-UHFFFAOYSA-N	Organic acids and derivatives
5'-S-Methyl-5'-thioadenosine	C11 H15 N5 O3 S	296.0823	1.18	439176	C00170	HMDB0001173	CSC[C@H]1O[C@H]([C@H](O)[C@@H]1O)N1C=NC2=C1N=CN=C2N	WUUGFSXJNOTRMR-IOSLPCCCSA-N	Nucleosides, nucleotides, and analogues
N-Acetyl-D-galactosamine 4-sulfate	C8 H15 N O9 S	300.0395	5.61	446101	C16265	HMDB0000781	CC(=O)N[C@H]1[C@H](O)O[C@H](CO)[C@H](OS(O)(=O)=O)[C@@H]1O	WHCJUIFHMJFEFZ-UIAUGNHASA-N	Organic oxygen compounds
N-Acetyl-α-D-glucosamine 1-phosphate	C8 H16 N O9 P	300.0491	7.13	440272	C04256	HMDB0001367	CC(=O)N[C@@H]1[C@@H](O)[C@H](O)[C@@H](CO)OC1OP(O)(O)=O	FZLJPEPAYPUMMR-RTRLPJTCSA-N	Organic oxygen compounds
Eicosapentaenoic acid	C20 H30 O2	301.2174	0.61	446284	C06428	HMDB0001999	CCC=C/CC=C/CC=C/CC=C/CC=C/CCCC(O)=O	JAZBEHYOTPTENJ-JLNKQSITSA-N	Lipids and lipid-like molecules
Arachidonic acid	C20 H32 O2	303.2330	0.60	444899	C00219	HMDB0001043	CCCCCC=C/CC=C/CC=C/CC=C/CCCC(O)=O	YZXBAPSDXZZRGB-DOFZRALJSA-N	Lipids and lipid-like molecules
8Z,11Z,14Z-Eicosatrienoic acid	C20 H34 O2	305.2486	0.59	5280581	C03242	HMDB0002925	CCCCCC=C/CC=C/CC=C/CCCCCCC(O)=O	HOBAELRKJCKHQD-QNEBEIHSSA-N	Lipids and lipid-like molecules
L-Glutathione (reduced)	C10 H17 N3 O6 S	306.0766	6.78	449517	C02090	HMDB0060520	N[C@@H](CCC(=O)N[C@@H](CS)C(=O)NCC(=O)NCCCCNCCCNC(=O)CNC(=O)[C@H](CS)NC(=O)CC[C@H](N)C(O)=O)C(O)=O	PHDOXVGRXXAYEB-VJANTYMQSA-N	Organic acids and derivatives
11(E)-Eicosenoic Acid	C20 H38 O2	309.2800	0.57	5282768	C16526	HMDB0002231	CCCCCCCCC=C/CCCCCCCCCC(O)=O	BITHHVVYSMSWAG-KTKRTIGZSA-N	Lipids and lipid-like molecules
(+/-)12(13)-DiHOME	C18 H34 O4	313.2385	0.87	25320870	C14829	HMDB0004705	CCCCC[C@H](O)[C@@H](O)CC=C/CCCCCCCC(O)=O	CQSLTKIXAJTQGA-BTDPBSJTSA-N	Lipids and lipid-like molecules
Uridine monophosphate (UMP)	C9 H13 N2 O9 P	323.0286	6.91	6030	C00105	HMDB0000288	O[C@H]1[C@@H](O)[C@@H](O[C@@H]1COP(O)(O)=O)N1C=CC(=O)NC1=O	DJJCXFVJDGTHFX-XVFCMESISA-N	Nucleosides, nucleotides, and analogues
N-Glycolylneuraminic acid	C11 H19 N O10	324.0936	6.67	123802	C03410	HMDB0000833	OC[C@@H](O)[C@@H](O)[C@@H]1O[C@@](O)(C[C@H](O)[C@H]1NC(=O)CO)C(O)=O	FDJKUWYYUZCUJX-AJKRCSPLSA-N	Organic oxygen compounds
4-Dodecylbenzenesulfonic acid	C18 H30 O3 S	325.1843	0.95	8485		HMDB0059915	CCCCCCCCCCCCC1=CC=C(C=C1)S(O)(=O)=O	KWXICGTUELOLSQ-UHFFFAOYSA-N	Benzenoids
Docosahexaenoic acid	C22 H32 O2	327.2329	0.61	445580	C06429	HMDB0002183	CCC=C/CC=C/CC=C/CC=C/CC=C/CC=C/CCC(O)=O	MBMBGCFOFBJSGT-KUBAVDMBSA-N	Lipids and lipid-like molecules
Adenosine 3'5'-cyclic monophosphate	C10 H12 N5 O6 P	328.0453	5.20	6076	C00575	HMDB0000058	[H][C@@]12COP(O)(=O)O[C@@]1([H])[C@@H](O)[C@@H](O2)N1C=NC2=C1N=CN=C2N	IVOMOUWHDPKRLL-KQYNXXCUSA-N	Nucleosides, nucleotides, and analogues
Adrenic acid	C22 H36 O2	331.2643	0.58	5497181	C16527	HMDB0002226	CCCCCC=C/CC=C/CC=C/CC=C/CCCCCC(O)=O	TWSWSIQAPQLDBP-DOFZRALJSA-N	Lipids and lipid-like molecules
2-Acetamido-N-β-aspartyl-2-deoxyhexopyranosylamine	C12 H21 N3 O8	334.1257	6.97	123826	C04540	HMDB0000489	CC(=O)N[C@@H]1[C@@H](O)[C@H](O)[C@@H](CO)O[C@H]1NC(=O)C[C@H](N)C(O)=O	YTTRPBWEMMPYSW-HRRFRDKFSA-N	Organic oxygen compounds
α-D-Glucose-1,6-bisphosphate	C6 H14 O12 P2	338.9882	8.96	82400	C01231	HMDB0003514	O[C@H]1[C@H](O)[C@@H](COP(O)(O)=O)O[C@H](OP(O)(O)=O)[C@@H]1O	RWHOZGRAXYWRNX-VFUOTHLCSA-N	Organic oxygen compounds
Adenosine 5'-monophosphate	C10 H14 N5 O7 P	346.0551	6.71	6083	C00020	HMDB0000045	NC1=C2N=CN([C@@H]3O[C@H](COP(O)(O)=O)[C@@H](O)[C@H]3O)C2=NC=N1	UDMBCSSLTHHNCD-KQYNXXCUSA-N	Nucleosides, nucleotides, and analogues
Inosine-5'-monophosphate (IMP)	C10 H13 N4 O8 P	347.0392	7.11	8582	C00130	HMDB0000175	O[C@@H]1[C@@H](COP(O)(O)=O)O[C@H]([C@@H]1O)N1C=NC2=C1N=CNC2=O	GRSZFWQUAKGDAV-KQYNXXCUSA-N	Nucleosides, nucleotides, and analogues
Guanosine monophosphate (GMP)	C10 H14 N5 O8 P	362.0501	7.58	6804	C00144	HMDB0001397	NC1=NC2=C(N=CN2[C@@H]2O[C@H](COP(O)(O)=O)[C@@H](O)[C@H]2O)C(=O)N1	RQFCJASXJCIDSX-UUOKFMHZSA-N	Nucleosides, nucleotides, and analogues
Deoxycholic Acid	C24 H40 O4	391.2849	1.37	222528	C04483	HMDB0000626	[H][C@@]1(CC[C@@]2([H])[C@]3([H])CC[C@]4([H])C[C@H](O)CC[C@]4(C)[C@@]3([H])C[C@H](O)[C@]12C)[C@H](C)CCC(O)=O	KXGVEGMKQFWNSR-LLQZFEROSA-N	Lipids and lipid-like molecules
Uridine 5'-diphosphate (UDP)	C9 H14 N2 O12 P2	402.9945	8.34	6031	C00015	HMDB0000295	O[C@H]1[C@@H](O)[C@@H](O[C@@H]1COP(O)(=O)OP(O)(O)=O)N1C=CC(=O)NC1=O	XCCTYIAWTASOJW-XVFCMESISA-N	Nucleosides, nucleotides, and analogues
Cholic acid	C24 H40 O5	407.2800	3.33	221493	C00695	HMDB0000619	C[C@H](CCC(O)=O)[C@H]1CC[C@H]2[C@@H]3[C@H](O)C[C@@H]4C[C@H](O)CC[C@]4(C)[C@H]3C[C@H](O)[C@]12C	BHQCQFFYRZLCQQ-OELDTZBJSA-N	Lipids and lipid-like molecules
N-Arachidonoyl taurine	C22 H37 N O4 S	410.2366	1.05			HMDB0062331	[H]C(CCCCC)=C(/[H])CC([H])=C([H])CC([H])=C([H])CC([H])=C([H])CCCC(O)=N[C@@]([H])(CC1=CC=C(O)C=C1)C(O)=O	QUMCPEFSPGOHMM-CGFYPUQWSA-N	Organic acids and derivatives
Adenosine diphosphate (ADP)	C10 H15 N5 O10 P2	426.0216	7.45	188326		HMDB0001312	NC1=C2N=CN([C@@H]3O[C@H](COP(O)(=O)OP(O)(=O)O[C@@H]4[C@@H](CO)O[C@@H]([C@@H]4O)N4C=NC5=C(N)N=CN=C45)[C@@H](O)[C@H]3O)C2=NC=N1	FHISWBUCBBVWGG-SNESVTBZSA-N	Nucleosides, nucleotides, and analogues
Glycerophospho-N-palmitoyl ethanolamine	C21 H44 N O7 P	452.2780	3.24	657272	C00670	HMDB0000086	C[N+](C)(C)CCOP([O-])(=O)OC[C@H](O)CO	SUHOQUVVVLNYQR-MRVPVSSYSA-N	Lipids and lipid-like molecules
Adenosine triphosphate (ATP)	C10 H16 N5 O13 P3	505.9883	8.02	5957	C00002	HMDB0000538	NC1=NC=NC2=C1N=CN2[C@@H]1O[C@H](COP(O)(=O)OP(O)(=O)OP(O)(O)=O)[C@@H](O)[C@H]1O	ZKHQWZAMYRWXGA-KQYNXXCUSA-N	Nucleosides, nucleotides, and analogues
PG(18:2(9Z,12Z)/0:0)	C24 H45 O9 P	507.2727	3.00	52927437		HMDB0240600	CCCCCC=C/CC=C/CCCCCCCC(=O)OC[C@@H](O)COP(O)(=O)OC[C@@H](O)CO	VEEHTGYBVMTAAF-RFFZIGDUSA-N	Lipids and lipid-like molecules
Cyclic ADP-ribose	C15 H21 N5 O13 P2	540.0537	6.83	192	C00301	HMDB0001178	NC1=C2N=CN(C3OC(COP(O)(=O)OP(O)(=O)OCC4OC(O)C(O)C4O)C(O)C3O)C2=NC=N1	SRNWOUGRCWSEMX-UHFFFAOYSA-N	Nucleosides, nucleotides, and analogues
Adenosine diphosphate ribose	C15 H23 N5 O14 P2	558.0646	7.17	192	C00301	HMDB0001178	NC1=C2N=CN(C3OC(COP(O)(=O)OP(O)(=O)OCC4OC(O)C(O)C4O)C(O)C3O)C2=NC=N1	SRNWOUGRCWSEMX-UHFFFAOYSA-N	Nucleosides, nucleotides, and analogues
Uridine 5'-diphosphoglucuronic acid	C15 H22 N2 O18 P2	579.0270	8.35	17473	C00167	HMDB0000935	O[C@@H]1[C@@H](COP(O)(=O)OP(O)(=O)O[C@H]2O[C@@H]([C@@H](O)[C@H](O)[C@H]2O)C(O)=O)O[C@H]([C@@H]1O)N1C=CC(=O)NC1=O	HDYANYHVCAPMJV-LXQIFKJMSA-N	Organoheterocyclic compounds
Guanosine 5'-diphospho-ß-L-fucose	C16 H25 N5 O15 P2	588.0750	7.86	439211	C00325	HMDB0001095	C[C@@H]1OC(OP(O)(=O)OP(O)(=O)OC[C@H]2O[C@H]([C@H](O)[C@@H]2O)N2C=NC3=C2N=C(N)NC3=O)[C@@H](O)[C@H](O)[C@@H]1O	LQEBEXMHBLQMDB-QIXZNPMTSA-N	Nucleosides, nucleotides, and analogues
Guanosine 5'-diphospho-D-mannose	C16 H25 N5 O16 P2	604.0699	8.11	18396	C00096	HMDB0001163	NC1=NC2=C(N=CN2[C@@H]2O[C@H](COP(O)(=O)OP(O)(=O)O[C@H]3O[C@H](CO)[C@@H](O)[C@H](O)[C@@H]3O)[C@@H](O)[C@H]2O)C(=O)N1	MVMSCBBUIHUTGJ-GDJBGNAASA-N	Nucleosides, nucleotides, and analogues
UDP-N-acetylglucosamine	C17 H27 N3 O17 P2	606.0743	7.14	445675	C00043	HMDB0000290	CC(=O)N[C@@H]1[C@@H](O)[C@H](O)[C@@H](CO)O[C@@H]1OP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1O)N1C=CC(=O)NC1=O	LFTYTUAZOPRMMI-CFRASDGPSA-N	Nucleosides, nucleotides, and analogues
L-Glutathione oxidized	C20 H32 N6 O12 S2	611.1443	8.16	65359	C00127	HMDB0003337	N[C@@H](CCC(=O)N[C@@H](CSSC[C@H](NC(=O)CC[C@H](N)C(O)=O)C(=O)NCC(O)=O)C(=O)NCC(O)=O)C(O)=O	YPZRWBKMTBYPTK-BJDJZHNGSA-N	Organic acids and derivatives
Nicotinamide adenine dinucleotide	C21 H27 N7 O14 P2	662.1018	6.83	5892	C00003	HMDB0000902	NC(=O)C1=C[N+](=CC=C1)[C@@H]1O[C@H](COP([O-])(=O)OP(O)(=O)OC[C@H]2O[C@H]([C@H](O)[C@@H]2O)N2C=NC3=C2N=CN=C3N)[C@@H](O)[C@H]1O	BAWFJGJZGIEFAR-NNYOXOHSSA-N	Nucleosides, nucleotides, and analogues
Nicotinamide adenine dinucleotide phosphate	C21 H28 N7 O17 P3	742.0682	8.05	5885	C00006	HMDB0000217	NC(=O)C1=C[N+](=CC=C1)[C@@H]1O[C@H](COP([O-])(=O)OP(O)(=O)OC[C@H]2O[C@H]([C@H](OP(O)(O)=O)[C@@H]2O)N2C=NC3=C2N=CN=C3N)[C@@H](O)[C@H]1O	XJLXINKUBYWONI-NNYOXOHSSA-N	Benzenoids
Flavin adenine dinucleotide (FAD)	C27 H33 N9 O15 P2	784.1497	6.27	643975	C00016	HMDB0001248	CC1=CC2=C(C=C1C)N(C[C@H](O)[C@H](O)[C@H](O)COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1O)N1C=NC3=C1N=CN=C3N)C1=NC(=O)NC(=O)C1=N2	VWWQXMAJTJZDQX-UYBVJOGSSA-N	Nucleosides, nucleotides, and analogues
METABOLITES_END
#END