#METABOLOMICS WORKBENCH Javier_Munoz_Briones_24_20230930_161810 DATATRACK_ID:4352 STUDY_ID:ST002908 ANALYSIS_ID:AN004774 PROJECT_ID:PR001808
VERSION             	1
CREATED_ON             	October 3, 2023, 9:44 am
#PROJECT
PR:PROJECT_TITLE                 	Rumenomics: Evaluation of rumen metabolites content on phenotypical features of
PR:PROJECT_TITLE                 	sheep
PR:PROJECT_TYPE                  	Ultrahigh Performance Liquid Chromatography-Tandem Mass Spectroscopy
PR:PROJECT_TYPE                  	(UPLC-MS/MS)
PR:PROJECT_SUMMARY               	Study the link between the gut microbiome and glycosaminoglycan (GAG) production
PR:PROJECT_SUMMARY               	and turnover in synovial joint tissues using cell culture, tissue biomechanics,
PR:PROJECT_SUMMARY               	and studies in mice and sheep. Gut-Joint Axis. Here we evaluate the functional
PR:PROJECT_SUMMARY               	linkages between 510 metabolites collected from rumen compartment in sheep and
PR:PROJECT_SUMMARY               	identified from Metabolomics with phenotypic features such as weight, sex, age
PR:PROJECT_SUMMARY               	and breed. The associations between metabolites and phenotypic features were
PR:PROJECT_SUMMARY               	established by principal component analysis, partial least squares regression,
PR:PROJECT_SUMMARY               	univariate linear modeling and multiple hypothesis testing. With these results,
PR:PROJECT_SUMMARY               	we extract association insights that reveal the most influential metabolites per
PR:PROJECT_SUMMARY               	each phenotypic feature.
PR:INSTITUTE                     	Purdue University
PR:DEPARTMENT                    	Biomedical Engineering - Veterinary Clinical Sciences
PR:LAST_NAME                     	Munoz-Briones
PR:FIRST_NAME                    	Javier
PR:ADDRESS                       	610 Purdue Mall, West Lafayette, IN 47907
PR:EMAIL                         	munoz99@purdue.edu
PR:PHONE                         	7657469102
PR:FUNDING_SOURCE                	DARPA
PR:CONTRIBUTORS                  	Smrutiti Jena, Brendan Ball, Tim Lescun, Deva Chan, Doug Brubaker, Javier Munoz
PR:CONTRIBUTORS                  	Briones
#STUDY
ST:STUDY_TITLE                   	Rumenomics: Evaluation of rumen metabolites content on phenotypical features of
ST:STUDY_TITLE                   	sheep
ST:STUDY_SUMMARY                 	Study the link between the gut microbiome and glycosaminoglycan (GAG) production
ST:STUDY_SUMMARY                 	and turnover in synovial joint tissues using cell culture, tissue biomechanics,
ST:STUDY_SUMMARY                 	and studies in mice and sheep. Gut-Joint Axis. Here we evaluate the functional
ST:STUDY_SUMMARY                 	linkages between 510 metabolites collected from rumen compartment in sheep and
ST:STUDY_SUMMARY                 	identified from Metabolomics with phenotypic features such as weight, sex, age
ST:STUDY_SUMMARY                 	and breed. The associations between metabolites and phenotypic features were
ST:STUDY_SUMMARY                 	established by principal component analysis, partial least squares regression,
ST:STUDY_SUMMARY                 	univariate linear modeling and multiple hypothesis testing. With these results,
ST:STUDY_SUMMARY                 	we extract association insights that reveal the most influential metabolites per
ST:STUDY_SUMMARY                 	each phenotypic feature.
ST:INSTITUTE                     	Purdue University
ST:DEPARTMENT                    	Biomedical Engineering-Veterinary Clinical Sciences
ST:LAST_NAME                     	Munoz-Briones
ST:FIRST_NAME                    	Javier
ST:ADDRESS                       	610 Purdue Mall, West Lafayette, IN 47907
ST:EMAIL                         	munoz99@purdue.edu
ST:PHONE                         	7657469102
ST:TOTAL_SUBJECTS                	16
ST:NUM_MALES                     	9
ST:NUM_FEMALES                   	7
#SUBJECT
SU:SUBJECT_TYPE                  	Mammal
SU:SUBJECT_SPECIES               	Ovis aries
SU:TAXONOMY_ID                   	9940
SU:AGE_OR_AGE_RANGE              	8-61
SU:WEIGHT_OR_WEIGHT_RANGE        	44-95
SU:GENDER                        	Male and female
SU:ANIMAL_ANIMAL_SUPPLIER        	West Lafayette, Indiana, United States
SU:ANIMAL_HOUSING                	West Lafayette, Indiana, United States
SU:ANIMAL_FEED                   	Aad libitum hay (75% grass, 25% alfalfa)
SU:ANIMAL_WATER                  	Free access to water
#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           	PURD-00075	B1S5	Sex:Female | Breed:Hampshire	Tag=1981; Weight=73; Age=37
SUBJECT_SAMPLE_FACTORS           	PURD-00078	B1S9	Sex:Female | Breed:Cross.bred	Tag=1662; Weight=75; Age=61
SUBJECT_SAMPLE_FACTORS           	PURD-00081	B1S12	Sex:Female | Breed:Dorset	Tag=13402; Weight=53; Age=49
SUBJECT_SAMPLE_FACTORS           	PURD-00084	B1S13	Sex:Female | Breed:Cross.bred	Tag=1822; Weight=64; Age=61
SUBJECT_SAMPLE_FACTORS           	PURD-00087	B3S2	Sex:Male | Breed:Cross.bred	Tag=1194; Weight=66; Age=8
SUBJECT_SAMPLE_FACTORS           	PURD-00090	B3S4	Sex:Male | Breed:Cross.bred	Tag=1117; Weight=44; Age=25
SUBJECT_SAMPLE_FACTORS           	PURD-00093	B3S6	Sex:Male | Breed:Cross.bred	Tag=1107; Weight=57; Age=8
SUBJECT_SAMPLE_FACTORS           	PURD-00096	B3S8	Sex:Male | Breed:Cross.bred	Tag=20241; Weight=95; Age=37
SUBJECT_SAMPLE_FACTORS           	PURD-00117	B3S7	Sex:Male | Breed:Cross.bred	Tag=1110; Weight=52; Age=25
SUBJECT_SAMPLE_FACTORS           	PURD-00120	B3S9	Sex:Male | Breed:Cross.bred	Tag=LO406; Weight=90; Age=49
SUBJECT_SAMPLE_FACTORS           	PURD-00099	B1S2	Sex:Female | Breed:Hampshire	Tag=1958; Weight=64; Age=37
SUBJECT_SAMPLE_FACTORS           	PURD-00102	B1S8	Sex:Female | Breed:Cross.bred	Tag=2476; Weight=66; Age=25
SUBJECT_SAMPLE_FACTORS           	PURD-00105	B1S10	Sex:Female | Breed:Ramboilette	Tag=2476; Weight=67; Age=61
SUBJECT_SAMPLE_FACTORS           	PURD-00108	B3S1	Sex:Male | Breed:Cross.bred	Tag=1154; Weight=40; Age=49
SUBJECT_SAMPLE_FACTORS           	PURD-00111	B3S3	Sex:Male | Breed:Dorset	Tag=1103; Weight=58; Age=8
SUBJECT_SAMPLE_FACTORS           	PURD-00114	B3S5	Sex:Male | Breed:Dorset	Tag=1112; Weight=47; Age=49
#COLLECTION
CO:COLLECTION_SUMMARY            	Rumenomics. Rumen fluid was collected post morten in a necropsy laboratory from
CO:COLLECTION_SUMMARY            	rumen. Samples were filtered using cheese cloth and were transported at 4°C at
CO:COLLECTION_SUMMARY            	the laboratory to be preprocessed. Samples were centrifuged at 25000 rpm for 15
CO:COLLECTION_SUMMARY            	min, then syringe filters 0.45 um pore size were used to remove solids and
CO:COLLECTION_SUMMARY            	storage at 20 °C while they were sent to Metabolon.
CO:SAMPLE_TYPE                   	Sheep Rumen Fluid
CO:COLLECTION_LOCATION           	West Lafayette, Indiana, United States
CO:COLLECTION_FREQUENCY          	One-time
CO:COLLECTION_DURATION           	10 minutes
CO:COLLECTION_TUBE_TEMP          	-80°C
#TREATMENT
TR:TREATMENT_SUMMARY             	Sheep were healthy by their age and weight. They were not under treatment
#SAMPLEPREP
SP:SAMPLEPREP_SUMMARY            	: Samples were prepared using the automated MicroLab STAR® system from Hamilton
SP:SAMPLEPREP_SUMMARY            	Company. Several recovery standards were added prior to the first step in the
SP:SAMPLEPREP_SUMMARY            	extraction process for QC purposes. To remove protein, dissociate small
SP:SAMPLEPREP_SUMMARY            	molecules bound to protein or trapped in the precipitated protein matrix, and to
SP:SAMPLEPREP_SUMMARY            	recover chemically diverse metabolites, proteins were precipitated with methanol
SP:SAMPLEPREP_SUMMARY            	under vigorous shaking for 2 min (Glen Mills GenoGrinder 2000) followed by
SP:SAMPLEPREP_SUMMARY            	centrifugation. The resulting extract was divided into five fractions: two for
SP:SAMPLEPREP_SUMMARY            	analysis by two separate reverse phase (RP)/UPLC-MS/MS methods with positive ion
SP:SAMPLEPREP_SUMMARY            	mode electrospray ionization (ESI), one for analysis by RP/UPLC-MS/MS with
SP:SAMPLEPREP_SUMMARY            	negative ion mode ESI, one for analysis by HILIC/UPLC-MS/MS with negative ion
SP:SAMPLEPREP_SUMMARY            	mode ESI, and one sample was reserved for backup. Samples were placed briefly on
SP:SAMPLEPREP_SUMMARY            	a TurboVap® (Zymark) to remove the organic solvent. The sample extracts were
SP:SAMPLEPREP_SUMMARY            	stored overnight under nitrogen before preparation for analysis.
#CHROMATOGRAPHY
CH:CHROMATOGRAPHY_SUMMARY        	HILIC (LC/MS Polar Neg)
CH:CHROMATOGRAPHY_TYPE           	HILIC
CH:INSTRUMENT_NAME               	Waters Acquity
CH:COLUMN_NAME                   	Waters Acquity BEH Amide (150 x 2.1mm, 1.7um)
CH:SOLVENT_A                     	15% water/5% methanol/80% acetonitrile; 10 mM ammonium formate, (effective pH
CH:SOLVENT_A                     	10.16 with NH4OH)
CH:SOLVENT_B                     	50% water/50% acetonitrile; 10 mM ammonium formate, (effective pH 10.60 with
CH:SOLVENT_B                     	NH4OH)
CH:FLOW_GRADIENT                 	Linear gradient from 5% B to 50% B in 3.5 minutes, then linear gradient from 50%
CH:FLOW_GRADIENT                 	B to 95% B in 2 minutes.
CH:FLOW_RATE                     	0.50 mL/min
CH:COLUMN_TEMPERATURE            	40-50
#ANALYSIS
AN:ANALYSIS_TYPE                 	MS
#MS
MS:INSTRUMENT_NAME               	Thermo Q Exactive Orbitrap
MS:INSTRUMENT_TYPE               	Orbitrap
MS:MS_TYPE                       	Other
MS:ION_MODE                      	NEGATIVE
MS:MS_COMMENTS                   	Metabolon (LC/MS Polar)
#MS_METABOLITE_DATA
MS_METABOLITE_DATA:UNITS	Batch normalized peak area
MS_METABOLITE_DATA_START
Samples	B1S5	B1S9	B1S12	B1S13	B3S2	B3S4	B3S6	B3S8	B3S7	B3S9	B1S2	B1S8	B1S10	B3S1	B3S3	B3S5
Factors	Sex:Female | Breed:Hampshire	Sex:Female | Breed:Cross.bred	Sex:Female | Breed:Dorset	Sex:Female | Breed:Cross.bred	Sex:Male | Breed:Cross.bred	Sex:Male | Breed:Cross.bred	Sex:Male | Breed:Cross.bred	Sex:Male | Breed:Cross.bred	Sex:Male | Breed:Cross.bred	Sex:Male | Breed:Cross.bred	Sex:Female | Breed:Hampshire	Sex:Female | Breed:Cross.bred	Sex:Female | Breed:Ramboilette	Sex:Male | Breed:Cross.bred	Sex:Male | Breed:Dorset	Sex:Male | Breed:Dorset
alpha-ketoglutarate	0.321035481	0.371252276	0.696520003	0.929922296	1.965882867	2.296471325	1.167173725	2.472747309	1.096190077	0.882434601	0.321035481	0.348781708	0.332120901	0.56235915	1.940926587	0.772091965
3-hydroxy-3-methylglutarate	0.616461635	0.76299802	1.07550348	0.719318853	0.916581528	1.423024654	1.707979735	0.437029134	1.766171432	1.275541363	0.40009156	0.889952418	1.075824876	0.38252584	1.577756207	1.113877136
3-hydroxyphenylacetate	0.599075057	0.776891434	1.326022333	0.901739716	2.876471684	1.584001498	1.869302545	0.675287383	2.361936395	0.612033853	0.601353812	1.109025698	0.661214543	0.237850533	1.864535737	1.392264626
ribose 1-phosphate	0.917921128	1.208183209	0.986843074	1.665898222	6.568333651	1.323299969	0.440483219	1.503136153	0.521185787	1.772163244	1.235557619	0.893309011	0.333751358	0.822279896	2.900108981	0.981979034
phenylpyruvate	1.050575248	0.967750184	0.799407493	0.975025097	0.886084167	1.5478811	1.773203083	1.041074872	1.757706388	1.798318117	0.900990256	0.900291187	0.689510319	0.576070296	1.276637469	1.509632589
succinate	1.038611258	1.039740926	0.698914856	0.460372625	0.860297493	1.036575871	2.374491086	0.85665991	2.427305267	0.983079348	0.444244013	0.603956193	1.018353035	0.806201758	1.073319515	1.069016292
3-hydroxybutyrate (BHBA)	0.919855587	1.04298127	1.097555712	1.60520272	1.155934967	1.73756881	0.720744253	1.204760665	1.505368594	0.899725766	0.370532928	0.539641522	1.278936384	0.515178967	1.008594017	1.05716787
fumarate	1.083713486	1.142532603	0.564724563	1.300488594	0.566200683	1.364442751	1.222827242	0.35843876	0.924494153	0.442035971	0.655600497	0.829171806	1.052572689	1.528266683	0.694471364	1.589964535
gluconate	0.735147703	0.816183116	1.552365191	1.269652693	0.650274284	1.127508031	3.673888815	2.060172642	2.421723929	1.63023004	0.582763062	1.052778889	0.829735563	0.540964095	0.974552474	0.970543481
glutarate (C5-DC)	0.868385104	1.057655522	0.798900765	1.04946879	1.279975917	1.059985019	1.16332485	1.288971133	1.305401173	0.946559766	1.08571428	0.868345282	0.796704246	0.484084147	1.059033183	0.771452917
myo-inositol	0.173528723	0.484157667	0.127483528	0.100905231	1.625892487	1.297394809	0.963022154	31.65079979	1.914788289	15.00959928	0.067167251	0.074174954	0.229515944	0.064807603	61.59091824	0.144148294
2-aminoadipate	0.30768369	0.310418067	0.439903154	0.415796742	1.013472979	2.076612848	0.983106764	2.89444071	1.476874397	17.49350471	0.280977791	0.25206793	0.275456453	0.46213254	3.281510492	0.771027952
3-sulfo-alanine	0.900993763	1.08085205	1.208492104	0.75939709	1.074775355	0.978770633	1.049854701	1.145692449	0.989858782	1.540965565	0.742843443	1.608305218	0.718287096	0.273953075	1.14048143	0.91131401
malate	0.469720954	0.691379158	1.067570634	2.367414014	0.861929831	2.547482446	4.473938129	1.018688484	4.692161562	0.822989218	0.403232532	0.571291169	1.067044657	0.679471809	1.143796464	1.112505259
methylmalonate (MMA)	0.677708564	0.931619157	1.385717399	1.908056746	2.535459018	1.004246063	1.152717992	0.688564507	1.7861195	1.158744574	1.050166553	0.763437093	1.006886624	0.757110796	0.891025184	0.568094117
orotate	0.721645237	0.434064042	0.688138013	0.818493879	1.076585497	3.626579079	4.990140969	2.063686035	5.126091612	1.873106965	0.328743608	1.159163379	0.947785134	0.749759711	1.829374585	0.928629577
lactate	0.107971296	0.213643573	0.102483706	0.191382448	12.47761664	1.429952694	2.759316445	1.245195088	1.992629715	0.511272005	0.102483706	0.126707933	0.399402324	0.585295975	2.445830262	0.976740842
salicylate	0.677743143	0.336064131	1.331921895	0.767082688	1.349988536	0.958688923	1.353543501	1.051181161	1.741910559	0.663236798	0.495442879	0.603103769	0.678343905	1.122584931	1.885407476	1.048912587
glucose	0.740378886	0.748306384	0.786844271	0.437493557	1.248312041	4.66981797	21.97337463	20.21860241	24.47502047	15.6110317	0.593924563	0.605373811	0.551136606	0.143717256	9.022576451	2.899037386
mannose	0.507800467	0.728124889	0.214106416	1.004982742	0.533435001	1.051135884	1.548586563	2.431645138	3.589633945	1.657525709	0.791661202	0.508583309	0.214106416	0.214106416	1.558334477	0.59968788
malonate	0.944009328	0.930216823	1.598039594	1.172097972	0.724618788	0.947744243	2.102552361	0.933392887	2.299407117	1.139133313	0.875636821	1.187558216	1.004459416	0.67853717	0.925283736	0.955745465
pyruvate	1.445308668	0.92522189	1.563321705	1.630778632	1.244347936	0.84266972	1.846205721	0.861716266	1.945474789	0.774279352	0.807774455	1.640190169	0.805425032	0.453585046	0.916403642	1.061011834
uracil	0.380466649	0.538136129	1.556271514	1.832697918	1.581851374	1.103875178	2.02931892	0.993981081	2.099800228	1.01144863	0.339572561	0.435857903	0.975588414	0.644013001	1.561483452	0.585730383
xylose	0.220929807	0.406061257	0.499181766	0.317932557	1.026308342	1.631753135	3.530826524	1.846536615	2.13272203	1.656279342	0.148613081	0.193148144	0.365720579	0.988205113	1.371573906	0.683449201
arabinose	0.298549182	0.59063414	0.473425323	0.314660944	1.625829168	1.532758884	3.639947545	0.940813933	2.165332291	1.150845179	0.486749119	0.501591104	0.419096572	0.825982206	1.522577372	1.068058986
ribose	0.243540822	0.405611813	0.913992947	1.250502875	1.069530256	1.079764073	2.20744688	1.167500013	1.942603299	1.630509754	0.114626149	0.190296246	0.800980246	0.340771566	1.82204657	0.540637722
dihydroorotate	0.970011479	0.674206688	1.100760016	0.524115511	1.16129774	1.754030454	4.760006933	0.833256394	7.509017781	0.971560871	0.731143313	0.986347308	0.834957896	0.948781622	1.54105624	1.627222608
sucrose	0.912966701	1.133190178	0.896499552	1.198557303	0.80793612	0.840793269	1.772357305	0.540831415	0.540831415	0.540831415	0.883264113	1.331700334	0.779377917	1.059880932	0.740365946	0.877679341
allantoin	1.13549605	1.264350278	1.321565267	0.858830243	0.81047829	4.825285697	0.875288219	0.723422823	0.603432995	0.438174187	0.849239756	0.861468701	1.665811043	2.370941923	2.403559941	1.241411377
xanthine	0.385153306	0.448367296	1.008431081	1.037748011	1.553010985	1.067294003	1.48087652	1.071863028	1.447869892	1.010286518	0.349961246	0.38700639	0.909140391	0.846871668	1.741919376	0.786702623
glycerate	0.706595883	0.819294283	0.935858183	0.862950159	0.786212366	1.504259662	1.791933721	1.154769281	1.694537531	1.244367192	0.662933254	0.897788691	1.055089752	0.817124461	1.821096298	1.087568615
N-acetylalanine	0.505435049	0.343853431	0.253594574	0.632861709	0.525640932	1.842749561	1.997219641	2.354970179	0.979166111	2.536851553	0.255613101	1.548859367	1.013545642	0.270268816	1.832646669	2.038252477
N-acetylneuraminate	0.168281552	0.168281552	0.168281552	0.168281552	0.168281552	0.599144762	0.30947209	0.973887126	3.612962592	4.413139166	0.168281552	0.168281552	0.168281552	0.168281552	1.438237377	0.168281552
methylsuccinate	1.290399214	0.726591365	0.709682846	0.952131285	1.413111847	0.670670111	1.324712346	1.470857575	1.627399579	1.100416846	1.306346493	0.659753959	0.609964976	0.217007577	1.680070619	0.799077754
tricarballylate	0.630940554	0.714025776	1.055470046	0.968806987	1.792415085	0.831599942	4.055975064	5.25200085	3.763605455	3.367423289	0.543468462	0.608533845	0.367712229	0.42385915	2.125709726	0.924776473
ethylmalonate	0.662569537	0.834345557	0.831010622	0.947977147	2.041483362	2.12865148	1.74134662	1.47602682	2.52782932	1.133531951	0.76396296	0.835947634	0.813320752	0.591804822	2.424569576	1.007356484
suberate (C8-DC)	0.831951248	0.888572143	1.17976171	0.88002453	0.813250793	1.019167479	1.315921551	0.985815544	1.306404697	1.484531745	0.837094209	1.283477832	0.685150539	0.569902307	1.036388379	1.225980128
anserine	0.259524818	0.259524818	0.259524818	0.259524818	1.052039977	1.146397386	0.259524818	0.61040187	0.294255417	1.988935314	0.259524818	0.259524818	0.259524818	0.338902958	2.044522381	0.259524818
pimelate (C7-DC)	0.776891005	0.890572704	1.117648556	0.9871039	0.907511224	1.195372695	1.295593231	0.962094348	1.461460704	1.420417524	0.756488316	1.24641039	0.60589507	0.25797466	1.141268391	0.964331348
diaminopimelate	0.113958418	0.156000487	0.632005201	1.142765503	1.238901583	0.345706739	3.106327307	7.803962965	7.751490746	8.949514476	0.135987281	0.103072138	0.453166405	0.103072138	1.450048799	0.169054466
glucuronate	0.44781615	0.553665029	0.818344967	0.870795099	2.079802193	1.289843484	2.583201997	2.046018113	2.46922906	2.367667506	0.421225043	0.5199191	0.463153803	0.928295572	2.148708724	0.607547362
allo-threonine	0.294274087	0.458096401	0.577684787	0.62161848	0.950466387	1.378034555	2.420085643	1.210527638	2.312384016	1.272778038	0.230295872	0.203447569	0.297760091	0.291221497	1.552985446	1.234386436
ribitol	0.375235175	0.691002872	0.283301151	0.383758063	1.664686245	2.123125672	5.58034325	3.973389846	3.626354467	5.296223406	0.224196161	0.330350323	0.381439908	0.430547304	3.787293824	1.331413031
quinate	2.026338687	2.053276009	2.048640374	1.018541389	0.613630907	0.838204093	1.077859379	0.375299611	0.563493941	0.460751189	1.220582356	2.91026986	1.615469955	0.737136055	0.786690244	1.014976352
maleate	0.976270754	0.979559502	1.079167225	0.977084649	0.924917558	0.930776411	1.091827245	0.868789002	1.161416534	0.598141734	1.175475144	1.28853382	0.78147815	0.682031165	1.278212153	1.190979544
N-acetylaspartate (NAA)	0.315166955	0.346719364	0.52425437	0.360801058	1.055102363	1.987277589	2.138915232	2.758986498	1.356109001	1.9116844	0.186867912	0.43250852	0.246362755	0.949571634	1.372688169	1.256446743
cysteine s-sulfate	0.913030741	1.290056859	1.608123652	0.569204552	1.48184057	1.814517059	0.663888802	0.441331476	0.487084839	0.950419671	0.509457015	1.441507251	1.087700731	0.237450729	1.969106735	1.1028211
oxalate (ethanedioate)	0.987245225	0.919508553	1.114818261	0.914726565	1.376470668	0.953248785	2.613530479	0.369928936	0.903050561	0.349423869	0.969126938	1.10549701	0.821446631	0.75384312	1.112857933	1.144658063
2,3-dimethylsuccinate	0.669405501	0.587180026	0.887361401	0.63371791	1.065002166	1.486990362	2.013815982	1.35488634	2.127834847	1.792405371	0.521505264	0.929255103	0.379682267	0.490237735	1.96292866	1.083475881
adipate	0.421876712	0.630995572	0.726496336	0.866472039	1.708014316	1.978764618	1.165209831	0.909777911	1.767566788	1.655129444	0.549732986	1.178620468	0.427178867	0.237622404	1.296721672	1.108195345
homocitrulline	0.38421472	1.071460774	0.996855533	0.402015408	0.482127009	1.815363939	1.066487469	0.90232872	0.497330464	1.891080659	0.380999368	0.450920515	0.491262692	1.046424126	2.122302464	0.811142017
ribonate	0.988726151	1.212740525	1.511117888	1.098603474	0.51665132	0.939129502	1.116707464	0.702018322	1.0926836	0.897265853	0.934830055	1.582281903	1.176853643	0.752883366	0.957822726	0.774280057
threonate	0.700211137	0.858120738	1.280705185	0.618176415	0.804115174	1.095467881	1.87664414	1.155502609	1.695441189	1.282393322	0.598871404	1.136442713	0.889147506	0.538282284	1.136973555	0.950675298
galactonate	0.635577088	0.645530173	0.964214743	0.915785485	1.525206685	1.179596435	2.472202044	1.325671038	2.941389973	1.206071392	0.504407846	0.712548538	0.797797187	1.29955129	1.426340308	0.919022638
pyroglutamylvaline	0.906074545	0.858542233	2.215078826	1.369001605	0.498994608	1.232138594	0.812643039	0.356270067	0.901480818	0.668170124	0.350107022	1.057655182	1.595242653	0.697312094	1.093728904	1.395423767
propionylglycine (C3)	0.492815001	0.945624674	0.180191528	0.224601521	1.186796505	1.517473314	1.453634621	0.947756353	1.64638072	1.631555857	0.099288633	0.099288633	0.381982462	0.251701037	1.452088346	0.765208404
2-hydroxyadipate	0.466002645	1.360415839	1.536955194	0.834548231	0.85918348	1.314643381	0.320415167	1.515691112	1.487720946	2.013875894	0.470091279	0.968970541	0.470574895	0.386884099	1.235686188	0.497430623
3-hydroxy-2-ethylpropionate	0.544416751	0.531767119	0.619374958	0.501578005	1.009142649	0.886730043	0.796901206	1.451945566	0.863454355	1.831140213	0.501578005	0.512405139	0.510105539	0.501578005	0.769212771	0.575093935
scyllo-inositol	0.041216448	0.041216448	0.041216448	0.041216448	0.158383799	0.061672281	0.041216448	1.995666371	0.136386376	3.634869823	0.041216448	0.041216448	0.041216448	0.041216448	3.277576578	0.041216448
N-acetylhistidine	0.662911701	1.470866103	0.590412709	0.622013277	0.579328928	1.684112481	1.287001189	1.509863686	1.607361392	4.083343451	0.647955541	0.737265318	0.609928238	0.613258269	1.483555943	2.011930154
alpha-hydroxyisovalerate	0.39236496	0.419745441	0.560885207	0.758990462	4.822726264	1.250117691	9.712390941	17.62825633	6.062177311	10.09817332	0.374445961	0.397998423	0.506732868	0.471781235	2.639768764	1.388455212
erythronate*	0.663241099	0.880229082	1.0265169	0.827088164	1.970374451	1.46984667	3.188293769	2.782154409	3.481885976	2.769500661	0.610031884	0.976313998	0.875396403	0.511893431	2.417439727	0.802025308
gulonate*	0.761777282	0.878614828	0.746072405	0.719584387	2.333068156	1.111741962	1.718038436	2.996296321	1.596228541	1.940995306	0.64903843	1.087362157	0.684279499	0.877407777	1.755893867	0.971671145
cholesterol sulfate	1.106068053	1.535250207	0.403726231	0.943333436	0.500286712	1.800586735	1.294504347	0.356772033	0.773948126	1.006369101	0.646888664	1.075732907	0.597021268	0.853080617	1.127054342	1.040001434
glycerophosphoglycerol	0.731712316	1.098121711	0.220083954	0.362688867	2.242527944	1.230573192	0.335789635	5.150620973	0.629804286	4.162094883	1.070404609	0.95628184	0.171826661	0.740056845	2.027434369	1.371422031
N2-acetyllysine	0.774430092	0.937539553	0.650309443	0.85052613	1.05542088	1.883167257	1.656651033	2.121440723	2.093775704	3.721736368	0.630727623	0.837866945	0.734077321	0.578267193	1.679924417	1.531330588
3,4-dihydroxybutyrate	0.700785865	0.806322808	0.682462984	1.014240012	1.192580438	1.098659305	0.803922584	1.541100484	1.0677481	1.10617404	1.115306519	0.824600463	0.705499325	1.204959841	0.989468614	1.003107836
N6-acetyllysine	0.615039687	0.711056816	0.712364715	0.440618675	1.29285538	2.200422166	2.406966678	2.478559241	2.881580268	1.982082518	0.324330682	0.443065104	0.554025317	0.432291405	2.124950862	1.633837465
mannitol/sorbitol	0.724675342	1.13938253	0.541332307	0.525100399	9.014048982	4.236779661	16.2717081	18.26792755	15.27306867	24.66061146	0.377295461	0.580855522	0.928342559	0.361309528	12.57238846	0.679678982
3-methyladipate	0.782326505	0.702021207	0.838874764	1.121866744	1.187671639	1.152456861	1.530951881	1.028889803	1.874097223	1.397966569	0.702188138	0.960089147	0.546591586	0.324448512	1.430917572	0.97014624
N-acetylserine	0.775045934	0.878944035	0.600602176	0.37383174	1.01601291	1.502656341	1.76080765	1.711185762	2.059369211	1.749266811	0.257870172	0.526996547	0.981299907	0.448726564	2.11389706	1.287454846
2R,3R-dihydroxybutyrate	1.049795033	1.258247714	1.461505344	1.061190888	1.097969636	0.627875006	1.112298659	1.184407893	1.407887656	1.103622232	0.74705961	0.976324911	0.950130745	0.746761783	1.094642811	0.545969912
alpha-ketoglutaramate*	1.022268129	1.142882733	1.587852311	1.302020097	0.778497708	0.961691108	1.832991758	0.534981341	1.276246308	0.673868697	0.843679697	1.736255421	1.286494251	0.773588967	0.885194562	0.925529067
3-oxoadipate	0.551015935	0.848991455	0.765427134	0.80869982	1.084457114	1.296034522	1.636211157	1.628618699	1.97765444	2.194922977	0.610987972	0.990411118	0.586196966	0.330160647	1.58249737	0.988010048
2,3-dihydroxyisovalerate	1.239771286	1.679693218	0.359564936	0.995032088	4.80946495	0.818899168	1.155852001	1.812705776	1.055340447	0.798190044	0.692197309	0.493377649	0.426050908	1.93298251	1.382980349	0.482057741
sedoheptulose	0.08786482	0.154322793	0.085935872	0.196306446	1.252857699	1.0362566	1.272220127	1.169523067	1.071724108	1.248349252	0.085935872	0.105824684	0.119792824	0.173321656	1.596915713	0.81103986
2-O-methylascorbic acid	0.106164148	0.106164148	0.106164148	0.106164148	10.14851127	0.338974105	0.106164148	0.441427554	0.106164148	1.114423077	0.106164148	0.106164148	0.106164148	0.106164148	1.12237294	0.106164148
mannonate*	0.408604925	0.798374765	0.37862482	0.436459602	1.237722987	1.256143768	5.439012963	2.18562577	1.628117918	1.323954556	0.507189901	0.7162293	0.450042596	1.378115722	0.922398251	1.030822342
dimethylmalonic acid	0.569412571	0.61818141	0.655116635	0.504055547	8.836799242	2.061500021	2.207453651	0.812077485	1.457838565	2.044753374	0.373460252	0.832745567	0.740986278	1.100979235	2.219496297	2.528303046
3-hydroxyadipate	0.856686996	0.790138979	0.937744083	0.768226753	0.795632321	1.053516547	1.744997418	1.090175172	3.148945276	2.780132587	0.842680012	1.118451853	0.604638252	0.412763108	1.453245865	1.168411484
2-keto-3-deoxy-gluconate	0.784588671	0.903177255	0.920476772	0.93009578	1.060696936	0.836690258	1.151817714	1.059625227	1.457268219	1.087940979	0.832200383	1.168215582	0.987881434	0.286071163	1.20571789	0.710909677
arabonate/xylonate	0.954275641	1.345012102	1.31420199	0.698621364	0.639831582	0.856853654	1.504063551	1.546975579	1.567853453	1.501919058	0.899479287	1.574923225	0.716345019	0.462715199	0.996622224	0.771082835
arabitol/xylitol	0.707575851	0.90860315	0.650878544	0.819273533	1.100759985	1.431912454	1.359054739	1.300193652	1.740749702	1.845592103	0.758190657	0.948695852	0.651238512	0.519951591	1.318616373	1.056160932
citraconate/glutaconate	0.962481194	1.047154603	1.445697148	2.550870465	2.199723275	1.537874507	0.798697194	0.357564445	0.741836929	0.360865598	1.081812221	1.582327008	1.665196655	0.897862536	3.311223683	0.64335561
2-hydroxybutyrate/2-hydroxyisobutyrate	0.526850316	0.713931756	1.075520191	0.919273274	2.416944532	1.11206053	3.417043774	5.442501971	2.63679845	2.490494808	0.624078356	0.521650905	0.803546499	0.44287945	2.24672625	0.922171796
3-methylglutarate/2-methylglutarate	1.152870815	0.564809433	0.775332414	0.671935937	0.643679628	0.770454832	0.868921997	5.127288474	1.156976883	4.048418648	1.836939515	1.751486216	1.340112398	0.182603046	1.444591334	0.528078858
lyxonate	1.022083929	1.244332985	1.923078533	0.717148062	0.745823224	0.896801506	1.175293166	0.97540354	1.448949048	1.218616555	0.795769444	1.734917095	0.935287584	0.514160499	1.072838222	0.97702423
heptenedioate (C7:1-DC)*	0.226107897	0.355445556	0.226107897	0.411092902	1.933497218	0.684754228	1.689735443	1.323562661	2.894672063	1.020429892	0.226107897	0.226107897	0.226107897	0.411422902	1.402926519	0.858085555
2-hydroxy-4-(methylthio)butanoic acid	0.085756819	0.085756819	0.085756819	0.085756819	3.14457463	0.47763584	0.463159442	9.96270021	0.992325116	5.6999666	0.085756819	0.085756819	0.085756819	0.097624038	1.09971513	0.232566997
pentose acid*	0.94020363	1.208146787	1.472886062	0.981094762	0.760474481	0.962686092	1.259986405	0.690836996	1.309038446	0.992149822	0.753976794	1.6771772	1.010708361	0.665608253	1.109006274	0.97397828
N-acetyl-2-aminoadipate	1.448131072	0.827305561	1.803588988	1.434869491	0.730434029	0.95106105	0.524819028	0.533042343	0.475089436	1.087657372	1.174709317	1.20854364	1.058350637	0.635042072	0.584875673	1.468637436
MS_METABOLITE_DATA_END
#METABOLITES
METABOLITES_START
metabolite_name	SUPER_PATHWAY	SUB_PATHWAY	TYPE	INCHIKEY	SMILES	CAS	CHEMSPIDER	HMDB	KEGG	PUBCHEM
alpha-ketoglutarate	Energy	TCA Cycle	NAMED	KPGXRSRHYNQIFN-UHFFFAOYSA-N	O=C(C(O)=O)CCC(O)=O	328-50-7,22202-68-2,305-72-6	50	HMDB0000208	C00026	51
3-hydroxy-3-methylglutarate	Lipid	Mevalonate Metabolism	NAMED	NPOAOTPXWNWTSH-UHFFFAOYSA-N	CC(CC(O)=O)(CC(O)=O)O	503-49-1	4573695	HMDB0000355	C03761	1662,5459993
3-hydroxyphenylacetate	Amino Acid	Phenylalanine Metabolism	NAMED	FVMDYYGIDFPZAX-UHFFFAOYSA-N	OC(CC1=CC=CC(O)=C1)=O	621-37-4	5323739	HMDB0000440	C05593	12122
ribose 1-phosphate	Carbohydrate	Pentose Phosphate Pathway	NAMED	YXJDFQJKERBOBM-TXICZTDVSA-N	O[C@@H]1[C@H](O)[C@@H](CO)O[C@@H]1OP(O)(O)=O	50-99-7,58459-37-3	388373	HMDB0001489	C00620	439236
phenylpyruvate	Amino Acid	Phenylalanine Metabolism	NAMED	BTNMPGBKDVTSJY-UHFFFAOYSA-N	O=C(C(O)=O)CC1=CC=CC=C1	156-06-9	972	HMDB0000205	C00166	997
succinate	Energy	TCA Cycle	NAMED	KDYFGRWQOYBRFD-UHFFFAOYSA-N	OC(CCC(O)=O)=O	110-15-6	1078	HMDB0000254	C00042	1110
3-hydroxybutyrate (BHBA)	Lipid	Ketone Bodies	NAMED	WHBMMWSBFZVSSR-UHFFFAOYSA-N	CC(O)CC(O)=O	625-72-9	428	HMDB0000442,HMDB0000357,HMDB0000011	C03197,C01089	94318,441,92135
fumarate	Energy	TCA Cycle	NAMED	VZCYOOQTPOCHFL-OWOJBTEDSA-N	OC(/C=C/C(O)=O)=O	100-17-8	10197150	HMDB0000134	C00122	444972
gluconate	Xenobiotics	Food Component/Plant	NAMED	RGHNJXZEOKUKBD-SQOUGZDYSA-N	OC([C@H](O)[C@@H](O)[C@H](O)[C@H](O)CO)=O	527-07-1	10240	HMDB0000625	C00257	10690,3085666
glutarate (C5-DC)	Lipid	Fatty Acid, Dicarboxylate	NAMED	JFCQEDHGNNZCLN-UHFFFAOYSA-N	OC(CCCC(O)=O)=O	110-94-1	3618533	HMDB0000661	C00489	743,4418048
myo-inositol	Lipid	Inositol Metabolism	NAMED	CDAISMWEOUEBRE-GPIVLXJGSA-N	O[C@@H]1[C@@H](O)[C@H](O)[C@H](O)[C@H](O)[C@H]1O	87-89-8	10239179	HMDB0000211	C00137	892
2-aminoadipate	Amino Acid	Lysine Metabolism	NAMED	OYIFNHCXNCRBQI-UHFFFAOYSA-N	OC(CCCC(N)C(O)=O)=O	1118-90-7,542-32-5	456	HMDB0000510	C00956	92136
3-sulfo-alanine	Amino Acid	Methionine, Cysteine, SAM and Taurine Metabolism	NAMED	XVOYSCVBGLVSOL-UHFFFAOYSA-N	O=C(O)C(N)CS(=O)(O)=O	498-40-8	65718	HMDB0002757	C00506	72886
malate	Energy	TCA Cycle	NAMED	BJEPYKJPYRNKOW-UHFFFAOYSA-N	OC(C(O)=O)CC(O)=O	6915-15-7	510	HMDB0031518,HMDB0000156,HMDB0000744	C00149,C00711,C00497	525
methylmalonate (MMA)	Lipid	Fatty Acid Metabolism (also BCAA Metabolism)	NAMED	ZIYVHBGGAOATLY-UHFFFAOYSA-N	O=C(C(C(O)=O)C)O	516-05-2	473	HMDB0000202	C02170	487
orotate	Nucleotide	Pyrimidine Metabolism, Orotate containing	NAMED	PXQPEWDEAKTCGB-UHFFFAOYSA-N	O=C(C1=CC(O)=NC(O)=N1)O	50887-69-9	942	HMDB0000226	C00295	967
lactate	Carbohydrate	Glycolysis, Gluconeogenesis, and Pyruvate Metabolism	NAMED	JVTAAEKCZFNVCJ-UHFFFAOYSA-N	CC(O)C(O)=O	79-33-4	592	HMDB0000190	C00186	612
salicylate	Xenobiotics	Drug - Topical Agents	NAMED	YGSDEFSMJLZEOE-UHFFFAOYSA-N	OC1=C(C(O)=O)C=CC=C1	69-72-7	331	HMDB0001895	C00805	338
glucose	Carbohydrate	Glycolysis, Gluconeogenesis, and Pyruvate Metabolism	NAMED	WQZGKKKJIJFFOK-DVKNGEFBSA-N	O[C@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O	50-99-7	71358	HMDB0000122	C00031	5793
mannose	Carbohydrate	Fructose, Mannose and Galactose Metabolism	NAMED	WQZGKKKJIJFFOK-DXQLJALPSA-N	O[C@@H]1C(CO)O[C@@H](O)[C@@H](O)[C@H]1O	3458-28-4	141983	HMDB0000169	C00159,C02209,C00936	82308,439680,185698,18950
malonate	Lipid	Fatty Acid Synthesis	NAMED	OFOBLEOULBTSOW-UHFFFAOYSA-N	O=C(O)CC(O)=O	26522-22-85-0,141-82-2	844	HMDB0000691	C00383	867
pyruvate	Carbohydrate	Glycolysis, Gluconeogenesis, and Pyruvate Metabolism	NAMED	LCTONWCANYUPML-UHFFFAOYSA-N	CC(C(O)=O)=O	127-17-3	96901	HMDB0000243	C00022	1060
uracil	Nucleotide	Pyrimidine Metabolism, Uracil containing	NAMED	ISAKRJDGNUQOIC-UHFFFAOYSA-N	O=C(NC=C1)NC1=O	66-22-8	1141	HMDB0000300	C00106	1174
xylose	Carbohydrate	Pentose Metabolism	NAMED	PYMYPHUHKUWMLA-VPENINKCSA-N	O=C[C@@H]([C@H]([C@@H](CO)O)O)O	609-06-3	85957	HMDB0000098	C00181	135191
arabinose	Carbohydrate	Pentose Metabolism	NAMED	SRBFZHDQGSBBOR-SQOUGZDYSA-N	O[C@@H]1CO[C@@H](O)[C@@H](O)[C@@H]1O	28697-53-2	59687	HMDB0029942	C00216	66308
ribose	Carbohydrate	Pentose Metabolism	NAMED	PYMYPHUHKUWMLA-LMVFSUKVSA-N	O=C[C@@H]([C@@H]([C@@H](CO)O)O)O	50-69-1	4470639	HMDB0000283	C00121	5779
dihydroorotate	Nucleotide	Pyrimidine Metabolism, Orotate containing	NAMED	UFIVEPVSAGBUSI-UHFFFAOYSA-N	O=C(C(NC1=O)CC(N1)=O)O	155-54-4	628	HMDB03349	C00337	648
sucrose	Carbohydrate	Disaccharides and Oligosaccharides	NAMED	CZMRCDWAGMRECN-UGDNZRGBSA-N	OC[C@]1(O[C@@H]2[C@@H]([C@H]([C@@H]([C@H](O2)CO)O)O)O)[C@H]([C@@H]([C@@H](CO)O1)O)O	57-50-1	5768	HMDB0000258	C00089	5988
allantoin	Nucleotide	Purine Metabolism, (Hypo)Xanthine/Inosine containing	NAMED	POJWUDADGALRAB-UHFFFAOYSA-N	O=C(N1)C(NC(N)=O)NC1=O	97-59-6	199	HMDB0000462	C02348,C01551,C02350	439714,204,439713
xanthine	Nucleotide	Purine Metabolism, (Hypo)Xanthine/Inosine containing	NAMED	LRFVTYWOQMYALW-UHFFFAOYSA-N	O=C(N1)C(N=CN2)=C2NC1=O	69-89-6	1151	HMDB0000292	C00385	1188
glycerate	Carbohydrate	Glycolysis, Gluconeogenesis, and Pyruvate Metabolism	NAMED	RBNPOMFGQQGHHO-UHFFFAOYSA-N	O=C(O)C(O)CO	600-19-1	732	HMDB0000139,HMDB0006372	C00258	439194,752
N-acetylalanine	Amino Acid	Alanine and Aspartate Metabolism	NAMED	KTHDTJVBEPMMGL-VKHMYHEASA-N	O=C(O)[C@@H](NC(C)=O)C	97-69-8	79449	HMDB0000766	C02847	88064
N-acetylneuraminate	Carbohydrate	Aminosugar Metabolism	NAMED	SQVRNKJHWKZAKO-UHFFFAOYSA-N	OC1(C(O)=O)CC(O)C(NC(C)=O)C(C(O)C(O)CO)O1	131-48-6	10292217	HMDB0000230	C00270	439197
methylsuccinate	Amino Acid	Leucine, Isoleucine and Valine Metabolism	NAMED	WXUAQHNMJWJLTG-UHFFFAOYSA-N	CC(C(O)=O)CC(O)=O	498-21-5	9922	HMDB0001844		10349
tricarballylate	Energy	TCA Cycle	NAMED	KQTIIICEAUMSDG-UHFFFAOYSA-N	OC(CC(C(O)=O)CC(O)=O)=O	99-14-9	14220	HMDB0031193	C19806	14925
ethylmalonate	Amino Acid	Leucine, Isoleucine and Valine Metabolism	NAMED	UKFXDFUAPNAMPJ-UHFFFAOYSA-N	CCC(C(O)=O)C(O)=O	601-75-2	11263	HMDB0000622		11756
suberate (C8-DC)	Lipid	Fatty Acid, Dicarboxylate	NAMED	TYFQFVWCELRYAO-UHFFFAOYSA-N	OC(CCCCCCC(O)=O)=O	505-48-6	10025	HMDB0000893	C08278	10457
anserine	Amino Acid	Histidine Metabolism	NAMED	MYYIAHXIVFADCU-QMMMGPOBSA-N	CN1C=NC=C1C[C@@H]([C@@](O)=O)NC(CCN)=O	10030-52-1	100482	HMDB0000194	C01262	112072
pimelate (C7-DC)	Lipid	Fatty Acid, Dicarboxylate	NAMED	WLJVNTCWHIRURA-UHFFFAOYSA-N	OC(CCCCCC(O)=O)=O	111-16-0	376	HMDB0000857	C02656	385
diaminopimelate	Xenobiotics	Bacterial/Fungal	NAMED	GMKMEZVLHJARHF-RFZPGFLSSA-N	OC([C@H](N)CCC[C@@H](N)C(O)=O)=O	2577-62-0,1476-39-7	1267353	HMDB0001370	C00680,C0666	439283
glucuronate	Carbohydrate	Aminosugar Metabolism	NAMED	AEMOLEFTQBMNLQ-QIUUJYRFSA-N	O[C@@H]1O[C@H]([C@](O)=O)[C@@H](O)[C@H](O)[C@H]1O	207300-70-7	58552	HMDB0000127	C16245	441478,23677976,94715,65041,444791
allo-threonine	Amino Acid	Glycine, Serine and Threonine Metabolism	NAMED	AYFVYJQAPQTCCC-HRFVKAFMSA-N	O=C(O)[C@@H](N)[C@H](C)O	28954-12-3	89699	HMDB0004041	C05519	99289
ribitol	Carbohydrate	Pentose Metabolism	NAMED	HEBKCHPVOIAQTA-ZXFHETKHSA-N	OC[C@@H](O)[C@@H](O)[C@@H](O)CO	488-81-3	10254628	HMDB0002917,HMDB0001851,HMDB0000568,HMDB0000508	C00379,C01904,C00474,C00532	6912
quinate	Xenobiotics	Food Component/Plant	NAMED	AAWZDTNXLSGCEK-WYWMIBKRSA-N	O[C@@]1([C@](O)(C[C@@](C(O)=O)(C[C@]1(O)[H])O)[H])[H]	77-95-2	10246715	HMDB0003072	C00296	6508
maleate	Lipid	Fatty Acid, Dicarboxylate	NAMED	VZCYOOQTPOCHFL-UHFFFAOYSA-N	O=C(C=CC(O)=O)O	110-16-7	392248	HMDB0000176	C01384	444266
N-acetylaspartate (NAA)	Amino Acid	Alanine and Aspartate Metabolism	NAMED	OTCCIMWXFLJLIA-BYPYZUCNSA-N	OC([C@@H](NC(C)=O)CC(O)=O)=O	997-55-7,997-55-7	58576	HMDB0000812	C01042	65065
cysteine s-sulfate	Amino Acid	Methionine, Cysteine, SAM and Taurine Metabolism	NAMED	NOKPBJYHPHHWAN-REOHCLBHSA-N	N[C@H](C(O)=O)CSS(O)(=O)=O	1637-71-4	102939	HMDB0000731	C05824	115015
oxalate (ethanedioate)	Cofactors and Vitamins	Ascorbate and Aldarate Metabolism	NAMED	MUBZPKHOEPUJKR-UHFFFAOYSA-N	O=C(O)C(O)=O	144-62-7	946	HMDB0002329	C00209	971
2,3-dimethylsuccinate	Amino Acid	Leucine, Isoleucine and Valine Metabolism	NAMED	KLZYRCVPDWTZLH-UHFFFAOYSA-N	OC(C(C(C(O)=O)C)C)=O	13545-04-5	11355			11848
adipate	Lipid	Fatty Acid, Dicarboxylate	NAMED	WNLRTRBMVRJNCN-UHFFFAOYSA-N	OC(CCCCC(O)=O)=O	124-04-9	191	HMDB0000448	C06104	196
homocitrulline	Amino Acid	Urea cycle; Arginine and Proline Metabolism	NAMED	XIGSAGMEBXLVJJ-YFKPBYRVSA-N	N[C@H](C(O)=O)CCCCNC(N)=O	1190-49-4	58582	HMDB0000679	C02427	65072
ribonate	Carbohydrate	Pentose Metabolism	NAMED	QXKAIJAYHKCRRA-BXXZVTAOSA-N	OC([C@H](O)[C@H](O)[C@H](O)CO)=O	5336-08-3	4574162	HMDB0000867	C01685	5460677
threonate	Cofactors and Vitamins	Ascorbate and Aldarate Metabolism	NAMED	JPIJQSOTBSSVTP-UHFFFAOYSA-N	O=C(O)C(O)([H])C([H])(O)CO	70753-61-6	133224	HMDB0062620,HMDB0000943	C01620	151152,5460407
galactonate	Carbohydrate	Fructose, Mannose and Galactose Metabolism	NAMED	RGHNJXZEOKUKBD-MGCNEYSASA-N	O[C@H]([C@H]([C@H]([C@@H](CO)O)O)O)C(O)=O	299-28-5	114198	HMDB0000565	C00880,C15930	12310779,128869
pyroglutamylvaline	Peptide	Modified Peptides	NAMED	DTSWLLBBGHRXQH-XPUUQOCRSA-N	O=C1CC[C@@H](C(N[C@@H](C(C)C)C(O)=O)=O)N1	21282-10-0	134331			152416
propionylglycine (C3)	Lipid	Fatty Acid Metabolism (also BCAA Metabolism)	NAMED	WOMAZEJKVZLLFE-UHFFFAOYSA-N	O=C(CC)NCC(O)=O	21709-90-0	89122	HMDB0000783		98681
2-hydroxyadipate	Lipid	Fatty Acid, Dicarboxylate	NAMED	OTTXIFWBPRRYOG-UHFFFAOYSA-N	O=C(O)C(O)CCCC(O)=O	18294-85-4	167943	HMDB0000321	C02360	193530
3-hydroxy-2-ethylpropionate	Amino Acid	Leucine, Isoleucine and Valine Metabolism	NAMED	ZMZQVAUJTDKQGE-UHFFFAOYSA-N	O=C(O)C(CC)CO	4374-62-3	164207	HMDB0000396		188979
scyllo-inositol	Lipid	Inositol Metabolism	NAMED	CDAISMWEOUEBRE-CDRYSYESSA-N	O[C@@H]1[C@H]([C@@H]([C@H]([C@@H]([C@H]1O)O)O)O)O	488-59-5	10254646	HMDB0006088	C06153	892
N-acetylhistidine	Amino Acid	Histidine Metabolism	NAMED	KBOJOGQFRVVWBH-ZETCQYMHSA-N	OC([C@@H](NC(C)=O)CC1=CNC=N1)=O	39145-52-3	68142	HMDB0032055	C02997	75619
alpha-hydroxyisovalerate	Amino Acid	Leucine, Isoleucine and Valine Metabolism	NAMED	NGEWQZIDQIYUNV-UHFFFAOYSA-N	OC(C(O)=O)C(C)C	600-37-3	90190	HMDB0000407		99823
erythronate*	Carbohydrate	Aminosugar Metabolism	NAMED	JPIJQSOTBSSVTP-PWNYCUMCSA-N	OC[C@@H](O)[C@@H](O)C(O)=O	88759-55-1	2061231	HMDB0000613		2781043
gulonate*	Cofactors and Vitamins	Ascorbate and Aldarate Metabolism	NAMED	RGHNJXZEOKUKBD-NRXMZTRTSA-N	OC([C@H](O)[C@H](O)[C@H](O)[C@@H](O)CO)=O	20246-53-1	7969943	HMDB0003290	C00800	152304
cholesterol sulfate	Lipid	Sterol	NAMED	BHYOQNUELFTYRT-UHFFFAOYSA-N	CC1(C2C(C)CCCC(C)C)C(CC2)C(CC=C3C4(CCC(OS(=O)(O)=O)C3)C)C4CC1	2864-50-8	4371550	HMDB00653	C18043	65076
glycerophosphoglycerol	Lipid	Glycerolipid Metabolism	NAMED	LLCSXHMJULHSJN-UHFFFAOYSA-N	OC(CO)COP(O)(OCC(CO)O)=O		388990	HMDB0240316	C03274	54575349
N2-acetyllysine	Amino Acid	Lysine Metabolism	NAMED	VEYYWZRYIYDQJM-ZETCQYMHSA-N	OC([C@H](CCCCN)NC(C)=O)=O	1946-82-3	83869	HMDB0000446	C12989	92907
3,4-dihydroxybutyrate	Lipid	Fatty Acid, Dihydroxy	NAMED	DZAIOXUZHHTJKN-UHFFFAOYSA-N	O=C(CC(CO)O)O	51267-44-8		HMDB0000337		150929
N6-acetyllysine	Amino Acid	Lysine Metabolism	NAMED	DTERQYGMUDWYAZ-ZETCQYMHSA-N	N[C@@H](CCCCNC(C)=O)C(O)=O	692-04-6	83801	HMDB0000206	C02727	92832
mannitol/sorbitol	Carbohydrate	Fructose, Mannose and Galactose Metabolism	NAMED	FBPFZTCFMRRESA-UHFFFAOYSA-N	OCC(O)C(O)C(O)C(O)CO		440	HMDB0000247,HMDB0000765	C00392,C00794	5780,6251
3-methyladipate	Lipid	Fatty Acid, Dicarboxylate	NAMED	SYEOWUNSTUDKGM-UHFFFAOYSA-N	O=C(O)CC(C)CCC(O)=O	3058-01-3	11789	HMDB0000555		12292
N-acetylserine	Amino Acid	Glycine, Serine and Threonine Metabolism	NAMED	JJIHLJJYMXLCOY-BYPYZUCNSA-N	OC[C@@H](C(O)=O)NC(C)=O	97-14-3	58744	HMDB0002931		65249
2R,3R-dihydroxybutyrate	Lipid	Fatty Acid, Dihydroxy	NAMED	LOUGYXZSURQALL-PWNYCUMCSA-N	OC([C@H](O)[C@H](O)C)=O	759-06-8	17215960	HMDB0000498		13120901
alpha-ketoglutaramate*	Amino Acid	Glutamate Metabolism	NAMED	COJBGNAUUSNXHX-UHFFFAOYSA-N	NC(CCC(C(O)=O)=O)=O	18465-19-5		HMDB0001552	C00940	48
3-oxoadipate	Lipid	Fatty Acid, Dicarboxylate	NAMED	RTGHRDFWYQHVFW-UHFFFAOYSA-N	OC(CC(CCC(O)=O)=O)=O	689-31-6	91	HMDB0000398	C00846	93
2,3-dihydroxyisovalerate	Xenobiotics	Food Component/Plant	NAMED	JTEYKUFKXGDTEU-UHFFFAOYSA-N	OC(C(O)C(C)(O)C)=O	1756-18-9	657	HMDB0012141	C04039	677
sedoheptulose	Carbohydrate	Pentose Metabolism	NAMED	HSNZZMHEPUFJNZ-SHUUEZRQSA-N	OCC([C@@H](O)[C@H](O)[C@H](O)[C@H](O)CO)=O	3019-74-7	4573620	HMDB0003219	C02076	5459879
2-O-methylascorbic acid	Cofactors and Vitamins	Ascorbate and Aldarate Metabolism	NAMED	RMHBODZVODTFAH-UHFFFAOYSA-N	OC1=C(OC)C(C(C(CO)O)O1)=O	17860-87-6	90149	HMDB0240294		54726398
mannonate*	Xenobiotics	Food Component/Plant	NAMED	RGHNJXZEOKUKBD-MBMOQRBOSA-N	O=C([C@H]([C@H]([C@@H]([C@@H](CO)O)O)O)O)O	642-99-9	2496757			3246006
dimethylmalonic acid	Lipid	Fatty Acid, Dicarboxylate	NAMED	OREAFAJWWJHCOT-UHFFFAOYSA-N	CC(C(O)=O)(C(O)=O)C	595-46-0	11195	HMDB0002001		11686
3-hydroxyadipate	Lipid	Fatty Acid, Dicarboxylate	NAMED	YVOMYDHIQVMMTA-UHFFFAOYSA-N	OC(CC(O)=O)CCC(O)=O		133894	HMDB0000345		151913
2-keto-3-deoxy-gluconate	Xenobiotics	Food Component/Plant	NAMED	WPAMZTWLKIDIOP-WVZVXSGGSA-N	OC[C@@H](O)[C@@H](O)CC(C(O)=O)=O	17510-99-5	141630	HMDB0001353	C00204	161227
arabonate/xylonate	Carbohydrate	Pentose Metabolism	NAMED	QXKAIJAYHKCRRA-JJYYJPOSSA-N	OC([C@H]([C@@H]([C@@H](CO)O)O)O)=O			HMDB0000539	C00502,C05411	122045,6602431
arabitol/xylitol	Carbohydrate	Pentose Metabolism	NAMED	HEBKCHPVOIAQTA-IMJSIDKUSA-N	OC[C@@H](C([C@H](CO)O)O)O			HMDB0001851,HMDB0000568,HMDB0002917	C00379,C00542,C01904	94154,6912
citraconate/glutaconate	Energy	TCA Cycle	NAMED	HNEGQIOMVPPMNR-IHWYPQMZSA-N	C/C(C(O)=O)=C/C(O)=O			HMDB0000634,HMDB0000620	C02226,C02214	5280498,643798
2-hydroxybutyrate/2-hydroxyisobutyrate	Amino Acid	Glutathione Metabolism	NAMED	AFENDNXGAFYKQO-UHFFFAOYSA-N	CCC(O)C(O)=O			HMDB0000729,HMDB00008	C21297,C05984	440864,4277439
3-methylglutarate/2-methylglutarate	Lipid	Fatty Acid, Dicarboxylate	NAMED	XJMMNTGIMDZPMU-UHFFFAOYSA-N	OC(CC(CC(O)=O)C)=O			HMDB0000422,HMDB0000752		12284,12046
lyxonate	Carbohydrate	Pentose Metabolism	NAMED	QXKAIJAYHKCRRA-PZGQECOJSA-N	OC[C@H](O)[C@@H](O)[C@@H](O)C(O)=O			HMDB0060255
heptenedioate (C7:1-DC)*	Lipid	Fatty Acid, Dicarboxylate	NAMED	OXQWBLJQOBXJPM-DUXPYHPUSA-N	OC(CCC/C=C/C(O)=O)=O
2-hydroxy-4-(methylthio)butanoic acid	Amino Acid	Methionine, Cysteine, SAM and Taurine Metabolism	NAMED	ONFOSYPQQXJWGS-UHFFFAOYSA-N	CSCCC(O)C(O)=O	583-91-5		HMDB0037115		11427
pentose acid*	Partially Characterized Molecules	Partially Characterized Molecules	NAMED					HMDB0000892	C00803	7991
N-acetyl-2-aminoadipate	Amino Acid	Lysine Metabolism	NAMED	FTTGAAZKBNZDCZ-LURJTMIESA-N	CC(N[C@@](CCCC(O)=O)(C(O)=O)[H])=O		392027		C12986	443992
METABOLITES_END
#END