#METABOLOMICS WORKBENCH Javier_Munoz_Briones_24_20230930_161810 DATATRACK_ID:4352 STUDY_ID:ST002908 ANALYSIS_ID:AN004773 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 High pH (LC/MS Neg) CH:CHROMATOGRAPHY_TYPE Reversed phase CH:INSTRUMENT_NAME Waters Acquity CH:COLUMN_NAME Waters Acquity BEH C18 (100 x 2mm, 1.7um) CH:SOLVENT_A 100% water; 6.5 mM ammonium bicarbonate, pH 8 CH:SOLVENT_B 95% methanol/5% water; 6.5 mM ammonium bicarbonate CH:FLOW_GRADIENT Linear gradient from 0.5 to 70% B over 4.0 minutes, then rapid gradient to 99% B CH:FLOW_GRADIENT in 0.5 minutes. CH:FLOW_RATE 0.35 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 Neg) #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 12,13-DiHOME 0.60451957 1.196455677 1.081944232 1.50556291 1.369999059 0.759563112 2.286381802 0.983435846 1.594059909 0.624771485 1.020972106 1.008329356 0.781981605 0.445185649 1.538065834 0.761645639 adenosine-2',3'-cyclic monophosphate 2.005993237 0.897243813 0.477044182 0.477044182 0.477044182 0.477044182 0.477044182 0.962602807 0.477044182 3.330420056 0.894531813 2.891647365 0.477044182 0.477044182 0.477044182 0.49937494 guanosine-2',3'-cyclic monophosphate 2.572532095 2.000906679 0.186333044 0.12493315 0.12493315 0.142184153 0.185568833 1.600001315 0.12493315 4.27892312 0.990111285 3.929184092 0.12493315 0.184781243 0.12493315 0.851352931 uridine-2',3'-cyclic monophosphate 0.973329441 0.967237786 0.200774662 0.200774662 0.200774662 0.200774662 0.200774662 0.334352677 0.200774662 3.067804934 0.200774662 2.064249597 0.200774662 0.227964332 0.200774662 0.200774662 kynurenate 2.133908071 0.706860535 0.984125475 0.901902704 2.267331181 0.57618556 3.740963387 1.339983146 1.216186358 1.09586 0.733377584 0.894806527 1.814884748 0.883728151 0.429547576 1.007228575 uridine 3'-monophosphate (3'-UMP) 2.456028882 3.179711723 1.312980254 0.183796175 0.315286184 0.660206517 0.119794808 5.581464939 0.119794808 14.36783181 1.693983061 3.947113213 0.609785891 0.663873536 0.798143076 0.911260149 cholate 0.181916725 0.13080567 0.191043293 0.710849362 2.374945712 35.38676432 19.4284236 2.514497397 9.304908615 4.585472247 0.085279171 0.481288019 0.431089721 0.463969377 117.358836 1.253981148 4-hydroxyphenylacetate 1.026700025 0.964727635 1.133052384 2.466604176 0.676608342 1.232340672 0.666867008 0.244685152 0.698991316 0.261704546 1.16319398 2.298326835 1.681178437 0.408202997 0.339990841 1.136098566 hypoxanthine 0.358783094 0.527568436 1.086229868 1.23574924 1.465293928 0.617347169 1.588515282 1.679954214 1.82874811 1.87033702 0.290987819 0.248828575 0.926903624 0.451967656 1.45349948 0.53478873 guanine 1.029730019 2.894126584 0.561084577 0.429715159 1.100296166 0.921933649 0.875126783 5.024884508 0.478033406 7.605284652 1.767093832 2.419674154 0.264132415 1.618219865 0.785508534 0.958787493 9,10-DiHOME 0.470321007 0.56870737 0.731432967 0.866899277 3.540233932 21.89821151 1.9815702 0.936348902 2.935612144 0.934964731 0.853784264 1.072465256 0.310227951 0.497264873 2.34234523 1.587378421 laurate (12:0) 0.972287553 1.48426912 0.961003955 1.048427977 1.174613798 1.01938674 0.668105413 0.33461188 0.500120953 0.379591355 1.096598004 1.741556215 1.144516557 1.126429277 0.997200351 0.676050729 N-formylmethionine 0.198457061 0.198457061 0.198457061 0.294885164 1.66741237 0.62900967 0.51124011 2.833957784 0.198457061 1.985741712 0.198457061 0.198457061 0.198457061 0.728366021 1.164869098 1.067124395 2-hydroxyphenylacetate 1.240222602 1.243427012 1.624797641 0.921245159 0.688742145 1.030322576 0.927116778 0.725423536 1.127826227 0.815158329 1.151216071 1.786713461 1.050333985 0.551890628 0.871521583 0.985860136 3-(4-hydroxyphenyl)lactate (HPLA) 0.824022181 0.917687071 0.721029474 0.786616179 1.558302574 1.015009803 1.536431316 1.336545575 1.777000262 1.021314512 1.704721105 0.725992647 0.786907493 0.805022113 1.375562772 0.996461764 biotin 1.049056512 1.830976241 0.773139163 0.938216852 0.483776447 1.576200667 0.406319906 0.775234306 1.589482625 1.967639088 1.045599324 2.056010394 0.742249385 0.333006963 1.780539727 0.845692073 cortisone 1.149962294 0.80781331 0.274655936 1.117166266 1.22574665 1.191723225 0.343775039 0.294702754 0.767358329 0.707441753 0.821571931 0.97738056 0.274655936 0.678940629 1.257973166 0.274655936 cytidine diphosphate 2.410482028 1.018330142 0.269988317 0.556880532 0.282631833 0.925253186 0.400181262 1.307049255 0.269988317 3.169023691 4.364489478 2.094107644 0.798230805 0.452353864 0.991741241 1.533503993 deoxycholate 0.332548196 0.279034841 0.489159099 0.682662048 2.151694742 21.43581835 5.038407316 0.603563523 1.932082371 0.696144295 0.507894775 1.339355532 1.151144203 1.129722295 102.5714354 0.901016116 glycocholate 0.286069209 0.286069209 0.32184269 5.621924226 0.286069209 0.434974173 0.286069209 0.286069209 0.286069209 0.286069209 0.286069209 0.310895233 0.949351143 0.286069209 6.74548557 0.286069209 guanosine 5'-diphosphate (GDP) 7.294547538 6.614973116 0.974137088 0.735053157 0.400473224 0.97745732 0.400473224 0.923991701 0.400473224 1.973660031 8.205413632 9.801989315 0.711369777 0.421565572 0.455083576 1.18503233 2'-deoxyguanosine 2.282999236 2.530286233 1.130537713 0.525611924 0.397803048 0.607484701 0.179926496 1.075178144 0.162593897 1.115327189 2.565473014 2.72349532 0.957690321 0.506380329 0.554865324 1.086299339 histidine 0.981960304 0.998176472 0.420978891 0.33675433 0.928831565 1.895746121 1.469914769 2.534777908 1.866567154 4.266520337 0.713617792 0.747492503 0.642870366 0.974192796 2.793591332 1.510556992 inosine 0.802890297 1.201753042 1.029338135 0.951578698 4.084398865 0.912381808 0.443570743 3.222551742 0.443570743 3.548925649 0.924754017 1.016531729 0.443570743 0.762168065 3.480326292 0.8508202 methionine 0.314763457 0.461394914 0.380525057 0.60987176 2.753141993 2.688798027 3.593912 4.891490229 2.853389197 4.135254378 0.273885717 0.281419646 0.375125068 0.689869763 3.556879527 1.346059198 pelargonate (9:0) 0.70019586 0.979170802 0.791900695 1.075731768 1.762338722 1.89458255 1.083331461 0.650212883 0.894096294 0.562492877 0.643849054 1.261663158 1.038023803 1.020020333 2.333450649 0.6286987 phytanate 1.214017528 1.853173329 0.673965733 0.522158135 0.452061346 0.923913364 1.584530931 0.135770814 0.488838671 0.146403206 1.45217485 2.447119925 1.205838662 1.659946523 0.840789396 1.052985807 uridine 1.100916642 1.269743324 0.497810232 0.454269952 1.015634513 0.666224716 0.379481209 8.902003911 0.380321596 9.534298068 1.372683093 1.33732919 0.359094776 1.027299024 1.03406333 0.838131094 2'-deoxyuridine 0.936487093 1.339570763 1.127835177 0.449051433 1.449290243 1.072297684 0.668278485 1.096570584 0.841644615 0.779378263 1.140945038 0.853785525 0.782637482 1.351632501 1.26842977 0.709586543 valine 0.301950394 0.400478401 0.776013151 0.55738462 1.480985768 1.883490467 3.047479334 2.580701046 2.935437098 1.863115493 0.154162552 0.216961211 0.560098451 0.363937844 2.360089801 1.265728286 pseudouridine 0.683187704 0.778901567 0.78180926 0.848604217 2.116410049 2.143869762 2.780886218 3.350598002 3.698795947 2.632897447 0.271721371 0.261563308 1.037697977 0.911165211 5.086520872 0.942297636 uridine 5'-diphosphate (UDP) 1.390089011 1.99763942 1.440412793 1.746132885 0.300137336 0.826498863 0.506375181 0.822709533 0.171310968 1.201948412 1.598903432 1.808291102 1.50647059 0.247626567 0.549199279 0.717603451 thymidine 1.374717821 1.53122149 0.851832054 0.467869914 0.974034454 1.097111298 0.600378423 1.15264173 0.524965191 0.853077886 1.670129699 1.478456583 0.685719297 0.499229613 1.296354797 1.013490823 thymine 0.278767948 0.389303105 2.200774587 2.049952244 2.279596339 1.002792151 3.086742096 0.447404394 3.045550902 0.417705304 0.269646603 0.271279666 1.324170176 0.854518966 2.225950141 1.017369903 caprate (10:0) 1.018425402 1.342422366 0.748702009 0.946730494 2.06283287 1.088233277 0.601031209 0.414074258 0.64047104 0.394481774 1.266267308 1.024200311 1.34580385 0.926907442 1.271056255 0.430841812 undecanoate (11:0) 0.887420293 0.900459564 0.962280639 1.146918435 3.092774874 1.500530365 0.540523277 0.553211258 0.808517808 0.587548403 0.890474657 1.346891438 1.209900329 0.540523277 1.450638239 0.781924652 margarate (17:0) 0.923191437 1.738029766 0.555362262 0.976177357 1.401155269 1.395970135 2.452526468 0.564498769 1.267911592 0.532657113 1.019325049 1.666701214 0.57555431 0.631756108 0.942771307 1.057292342 nonadecanoate (19:0) 2.00157543 3.288828956 0.584701565 0.984406518 0.845163064 1.360092953 1.573038676 0.533094158 1.758479999 0.755369053 2.032483296 3.648751421 0.725601918 0.708791976 1.058007987 1.414259885 arachidate (20:0) 1.190157163 1.849039893 0.59313954 0.760124037 0.852774078 1.228363861 1.631685274 0.61412705 1.46320747 0.64023668 1.183511889 1.70687699 0.76017396 0.812182551 0.952431532 1.602854929 heptanoate (7:0) 0.936109595 0.708411819 0.147928103 0.763183986 3.278700571 0.930998745 2.991796331 4.021340991 2.989860914 1.670632593 1.073643698 0.62596805 0.502011501 0.136358913 3.934875431 1.207718205 caproate (6:0) 0.712959486 0.609846416 0.19458336 0.871726612 2.844247858 1.174064665 2.360288453 3.867465693 2.84460245 2.087215064 0.854881016 0.532310365 0.41937593 0.234562316 3.067962552 1.137251752 caprylate (8:0) 1.011058184 0.969647632 0.480151907 0.855840521 1.61200787 0.812378942 1.360478798 1.492399967 1.294908151 0.794166904 1.376086072 1.105089536 0.951273779 0.562966103 2.116566244 0.709563632 pentadecanoate (15:0) 0.867379388 1.888294587 0.418986274 0.671908124 1.115835514 1.505964858 1.49414756 0.312306325 1.221771945 0.374201761 0.900816994 2.013180006 0.664641693 0.680232074 1.181896593 1.210091341 5-oxoproline 2.311914637 1.783665497 2.470507351 0.361041495 0.685189187 1.485824436 1.118746322 0.389659908 0.68747523 0.545457354 0.377506817 0.411007361 4.990524222 0.880825259 1.370869878 1.910170723 pantothenate (Vitamin B5) 0.170155985 0.279542326 0.199371931 0.241438689 1.743474898 1.643573292 2.4843234 2.612049523 3.038222056 2.402412838 0.109322176 0.093249424 0.199181441 0.512011122 2.272305202 1.494125999 N-acetylleucine 0.811509298 0.252193926 0.353098954 0.58944379 1.190055738 3.730581444 2.79817993 9.133003244 1.934915722 3.915996873 0.251050869 0.354826255 0.297691391 0.364728252 4.140411737 1.477032007 N-acetylmethionine 0.136958406 0.265261316 0.033968316 0.132360133 2.774378003 2.169265921 0.989904004 10.498429 2.865997645 5.834392377 0.067069487 0.034525149 0.104497995 0.319395319 4.409152355 1.131649582 N-acetylvaline 0.325377022 0.517344538 0.44824896 0.622064144 1.452292231 3.107268919 3.584617511 7.054466825 3.369129364 5.683759959 0.3274091 0.378266959 0.44778517 0.365040635 3.444288619 1.417460639 erucate (22:1n9) 1.253509447 2.767578625 0.764734977 1.121214915 0.970693295 1.457287092 4.882639482 0.60016007 2.611554101 0.468936437 1.091322722 0.983369674 0.713414766 0.729362995 0.904994141 1.417383554 chenodeoxycholate 0.209835187 0.209835187 0.236670233 0.411686876 0.293174999 3.511194409 1.013617924 0.209835187 0.320521892 0.209835187 0.209835187 0.209835187 0.209835187 0.209835187 27.47125242 0.209835187 citrate 1.142282717 0.937044596 1.235266327 0.851208098 0.791034379 0.82438508 1.385496512 0.679135443 1.166137834 0.691690809 0.970541574 1.347210003 1.018740294 1.147094999 0.845732136 1.580025503 valerate (5:0) 0.549891763 0.869701541 0.814442846 0.687038879 1.573290444 1.196106415 1.455125991 1.471016594 2.120961479 1.318607414 0.781272369 0.736944497 0.667187699 0.402591875 1.45811934 0.848526062 oleoyl ethanolamide 0.555477062 0.698258916 0.503429984 0.503429984 0.998508628 2.240881195 1.639260438 0.503429984 1.08669884 0.736969038 0.524214313 0.648005969 1.742209111 0.503429984 1.90837851 0.561980791 4-hydroxyphenylpyruvate 0.751260861 0.761152161 1.149730714 0.720218646 0.799907412 1.083721943 1.352386428 0.913475969 1.178280781 1.154991037 0.4509398 0.747909869 0.516880747 0.699479409 1.410656925 0.973733086 butyrate/isobutyrate (4:0) 0.836667973 0.905324801 0.83678505 0.892769664 1.641033828 1.251013083 1.342454007 1.636436973 1.652543744 1.282868074 0.844397548 0.99927209 0.695820864 0.509956659 1.473554441 1.003254485 adenosine 3',5'-diphosphate 6.402118512 4.759769511 0.965923197 0.414345566 0.288879183 0.318879598 0.288879183 0.386752583 0.288879183 0.500714212 6.382138163 5.959959827 1.042522156 0.308969952 0.288879183 1.392763075 2-hydroxystearate 0.620279975 1.147393605 0.400558059 0.950802392 1.212059396 2.303366438 1.254442813 0.408073525 1.429388982 0.44539781 0.746907548 1.051816527 0.497391287 1.386996284 1.003291832 1.12496556 TMP 2.376845987 2.753836286 0.182377046 0.181541463 0.208575857 0.3875206 0.181541463 0.895178029 0.181541463 1.103850094 2.981391806 3.562179641 0.181541463 0.181541463 0.181541463 0.359129497 glycerol 0.558356982 0.735028126 1.015670818 0.540806043 2.211082436 0.991143701 1.031539237 1.099125671 1.38154411 1.635755863 0.326135383 0.614150711 1.209726846 1.950710653 2.645852707 0.349400296 cinnamate 0.538242541 0.533167622 0.827402157 1.629882533 0.457653205 1.997451702 1.535646071 0.930875598 2.184927465 0.518046433 0.52131972 0.457653205 0.641400456 1.856004278 1.010511129 0.999496603 p-hydroxybenzaldehyde 1.169811214 2.08587181 0.980383593 0.792610075 0.377203024 0.377203024 0.885187544 0.377203024 0.377203024 0.377203024 1.809916267 1.631125106 0.850964805 0.410214932 0.377203024 0.682690278 taurochenodeoxycholate 0.403564825 0.403564825 0.403564825 0.403564825 0.403564825 8.264962666 0.798816406 0.581856767 0.403564825 0.985796097 0.403564825 0.514445771 0.793557725 0.403564825 6.276743986 0.504076649 taurocholate 0.574005592 0.038150172 0.129737146 1.019342102 0.296842713 4.449457415 0.838974784 1.141006465 0.132838281 1.44995943 0.127442556 2.382787104 2.89874688 0.13720475 8.300627935 1.272470321 taurodeoxycholate 0.145001742 0.127370233 0.127370233 0.127370233 0.127370233 0.978411123 0.127370233 0.127370233 0.127370233 0.127370233 0.127370233 0.949262723 1.429512467 0.127370233 1.722166069 0.143293076 azelate (C9-DC) 0.884681343 1.002351024 1.139707951 0.953112073 0.839972858 1.294624665 1.232264196 1.007264415 1.354568461 1.290137175 0.86105861 1.215855591 0.705171074 0.445692392 1.14259058 0.953514585 benzoate 0.484588917 0.491866841 0.381351462 0.943303187 3.181085795 2.358084757 3.045364442 1.461786843 3.816785833 1.096890656 0.516464284 0.567945229 0.365315528 0.840966905 2.136382117 1.495122759 3-phenylpropionate (hydrocinnamate) 0.699443532 0.81044946 0.456368782 0.960390483 1.479113562 1.325768544 1.318249977 2.220000833 1.897033896 2.084937983 0.994225102 0.503858926 0.475678805 0.408410447 1.31115351 0.994247367 phenylacetate 1.289281401 1.470438277 1.888765402 0.935191314 0.513108604 1.375636748 0.407319862 0.737342797 0.939604891 1.193092598 1.006775685 2.074671103 1.331891051 0.657326335 0.979482431 0.814167642 3-hydroxybenzoate 1.183230373 1.368285559 2.115566141 1.007297303 0.275081361 0.247176542 0.373676174 1.309315102 0.356102834 1.013731646 1.586367823 0.885436523 1.427417759 0.072787307 0.410057898 5.101018939 hippurate 0.190472451 0.190472451 0.190472451 0.190472451 0.322916628 0.190472451 0.201412261 1.092287777 0.190472451 1.468907144 0.190472451 0.190472451 0.190472451 0.345965976 2.160109447 0.190472451 3-methyl-2-oxovalerate 0.292201649 0.292201649 0.292201649 0.292201649 0.984420972 3.233423976 0.297649744 1.034899266 0.590293606 0.931534707 0.292201649 0.292201649 0.292201649 0.292201649 1.126352673 0.355366986 2'-deoxyinosine 0.335443557 0.852567564 1.735588412 0.954788691 2.462523791 1.320047263 0.903278048 1.199835724 1.833944621 1.024286402 0.335874066 0.326671533 1.06669703 0.638294663 2.909571643 0.785705878 FMN 1.034429797 0.991919431 0.678749954 0.457060676 1.262262577 1.037347129 1.376627673 0.732770476 0.8531104 1.250060506 0.960457745 1.358981143 0.554017998 0.430855175 1.450284354 1.15127807 N-acetylmuramate 0.251495464 0.335336105 0.85078506 0.262571744 1.476218032 1.96774796 3.264043436 2.685433323 4.540834921 2.280367308 0.163797511 0.255151763 0.241232617 0.703747766 2.48909257 1.160931404 xanthosine 0.666528431 0.939519633 1.780776742 1.926104427 0.955317893 1.265472497 1.459900878 0.673807289 1.249762631 0.875147461 0.429595294 0.520248516 0.672261912 1.027379776 4.408529204 0.949951755 indolelactate 1.09725322 1.412457421 0.557012186 1.780907173 0.865661551 0.599226399 1.034069241 2.094339474 1.102946137 2.004969068 1.065408248 0.439462657 0.677810441 0.393455301 0.979925069 0.531978091 4-methyl-2-oxopentanoate 0.275543314 0.091182292 0.242203415 0.264985797 1.266846221 3.532424149 0.418466901 1.196551883 0.53753289 1.121266449 0.280919784 0.249050636 0.091182292 0.195004135 1.381430776 0.540171878 alpha-hydroxyisocaproate 0.088516075 0.088516075 0.088516075 0.353352476 1.933123939 0.727557386 4.023175729 13.77630371 2.225216852 5.421176766 0.088516075 0.088516075 0.088516075 0.23146472 0.975044577 0.457865161 isovalerate (C5) 1.122775879 1.156371163 1.293979815 0.889447692 1.110333648 1.056637427 0.728029027 1.046555966 1.105723523 0.913859132 0.987591373 1.400975695 0.964760787 0.582434599 0.865257036 0.94638014 phenyllactate (PLA) 0.459976229 0.311062277 0.408977691 1.00804037 1.229946265 0.963897129 1.868505406 2.478720352 3.713339371 2.127033687 0.753237015 0.521052793 0.439506737 0.569432395 1.643188025 1.34394646 isocaproate (i6:0) 0.972020714 0.831695279 0.811187984 0.781250235 1.318883405 3.438248669 1.820885211 1.484878393 1.444983359 0.877112793 0.933462522 0.970533079 0.805693952 0.838867824 2.058329428 1.458030698 caffeate 1.199349799 1.534231455 1.209597028 1.016651891 0.792237261 1.449105858 1.108076508 0.594804908 1.042694896 0.846391507 0.969443011 0.813288482 0.420606488 0.417819008 1.116724467 1.374013082 3-methyl-2-oxobutyrate 0.52530299 0.668982013 1.044932412 1.083980028 0.616712739 2.283522265 0.718265521 1.278599731 0.52530299 2.486060472 0.795390328 0.995053996 0.575856928 0.743485346 1.290566265 0.999701015 8-hydroxyoctanoate 0.612455796 0.572736783 0.61300281 1.008218507 1.802419768 1.066512012 1.857093803 1.553585332 1.870764474 1.88943812 0.562680258 0.962779812 0.594279254 0.679819605 1.099054639 1.073706367 N-acetylglycine 4.237067125 2.660658157 3.722634904 0.917753436 0.7320957 0.875436941 0.940375653 1.257587826 0.922668737 1.11106617 0.862092682 0.818754843 6.022688993 0.595175703 1.083517204 1.197500821 p-cresol 1.033960041 1.349289463 1.118274746 0.975227443 0.938778948 1.803545054 0.375513842 0.99398104 0.942327897 2.257175844 0.947173292 1.123680777 0.925761696 0.493480577 1.355487574 0.505349099 indoleacetate 1.132805481 1.256848368 1.022228187 1.304711075 1.344878875 1.142307723 1.0038681 0.890543674 0.954542988 0.605135559 0.966570575 1.51441845 1.184627056 0.468516199 0.543381936 0.821128719 3-dehydrocholate 0.084394752 0.084394752 0.084394752 0.084394752 0.084394752 1.032065247 0.179074127 0.084394752 0.084394752 0.084394752 0.084394752 0.084394752 0.084394752 0.093856449 1.176337801 0.084394752 7-ketodeoxycholate 0.209019804 0.199747006 0.123915317 0.512495146 2.607376633 16.94918535 10.87777461 1.10767876 6.10140345 0.666340767 0.136334189 0.123915317 0.228320218 0.916142651 12.18097655 1.50963832 indolepropionate 1.326752401 2.849674128 1.106511204 1.675706639 0.477044828 0.558534598 0.490914548 1.709954266 0.607263166 1.873104618 2.275008399 1.252825197 0.756970112 0.02524116 0.89691209 0.223914737 dodecanedioate (C12) 0.95355633 1.015481023 1.487800895 0.997623114 1.006007704 1.356234389 1.371854952 0.841324635 1.495423144 0.865041748 0.803192578 1.391016031 0.913118573 0.637344287 1.340037944 0.898450176 N-acetyltyrosine 0.608188418 0.783775267 0.812511873 0.57522148 1.318751637 3.007490283 2.844631974 3.783368696 1.755486307 1.892855447 0.453957958 0.580444976 0.707691868 0.651318036 3.227957542 1.154288542 pyridoxate 0.665303826 1.570041486 0.404669869 1.011174052 2.197223532 3.612072178 3.343364064 0.988129659 3.100389051 0.921578857 0.32952309 0.69559445 0.783691621 1.115780733 3.21808845 0.873112194 threonylphenylalanine 2.192604882 1.034712091 3.049463423 0.608937771 0.459178629 0.282411817 0.701331333 0.66151431 0.380333914 9.140958338 0.932242095 2.063022721 1.059255312 3.669537035 0.256566441 1.08279539 5-hydroxyhexanoate 0.930122915 1.093224641 0.902270151 0.626963091 0.841478244 0.846465747 1.3465707 1.804806092 1.485252333 1.330031391 1.002727576 1.190638469 0.598697454 0.163983061 1.495045088 0.829070528 sebacate (C10-DC) 0.910080218 1.017391309 1.522499649 0.910558102 0.887999415 1.285855318 1.215047721 0.935413474 1.460558262 1.24052165 0.874429419 1.394469739 0.909215839 0.607248429 0.996849462 1.094013357 5-dodecenoate (12:1n7) 1.457677834 1.780480714 0.640393759 1.021081642 2.016830042 0.781102023 0.678631699 0.345995709 0.989490284 0.38579087 1.702875577 1.538780351 2.06346039 0.555591236 1.29528538 1.467427207 N-acetyltryptophan 0.992293437 1.341635557 0.96712362 0.990126052 0.865918055 1.3534525 1.315683209 2.53069011 0.962507433 1.984735975 0.965531406 0.981054628 0.949118518 0.666275649 1.498100081 0.676924968 N-acetylphenylalanine 0.384501983 0.657323292 0.473715338 0.437385637 1.369966243 3.961740552 3.920391902 9.263940066 2.411622336 4.44795835 0.320207307 0.259799103 0.40567166 0.357565738 4.786689537 1.396942238 N-acetylthreonine 0.634296298 1.016089345 0.84591837 0.491996382 0.806485542 1.942386871 1.870101519 2.60973787 2.098848319 2.134841718 0.690087413 0.357048864 0.888034954 0.87585481 2.60288701 2.878805891 phenylacetylglycine 0.162356859 0.162356859 0.162356859 0.162356859 0.162356859 0.162356859 0.162356859 0.80944267 0.162356859 1.167672325 0.162356859 0.162356859 0.162356859 0.164866468 1.728493141 0.162356859 N-acetylisoleucine 0.290095778 0.463922622 0.36971043 0.354418746 1.605588259 3.90924161 4.137799592 7.830258704 3.235830961 5.535523561 0.211833084 0.233921442 0.27097535 0.410277764 4.812547778 1.820425602 p-cresol sulfate 0.41107976 0.145309159 0.840063452 1.566608565 0.751036209 1.365582153 0.314566561 2.112463644 2.157665118 1.652846912 0.17669156 0.455789327 0.564768384 1.149435934 2.970223156 1.436880962 aconitate [cis or trans] 1.9662333 1.566062232 2.236316538 0.936223243 0.47941455 0.803469324 0.942657373 0.69324984 0.927519865 0.690081621 1.485213148 2.005910291 1.329506461 1.239073696 0.638119909 1.065238862 5,6-dihydrouridine 0.437544377 0.745609602 0.75806051 1.020036776 1.376532044 1.11125318 1.474009092 1.915422486 2.043984416 2.231722468 0.42140583 0.505171009 0.76401967 0.783623853 1.899641535 0.952286371 5-methyluridine (ribothymidine) 0.252521311 0.474212066 0.986156577 0.695787607 3.27651514 0.982415989 0.434291312 2.263545108 1.050542667 1.912535097 0.252521311 0.252521311 0.47312807 0.90090897 2.828838532 0.610574936 3'-AMP 3.49644866 3.022480553 0.576492082 0.338567364 0.135293272 1.023769589 0.512529313 3.567003929 0.190311277 14.70455105 2.723739884 5.159169728 0.231384745 0.447373505 0.926819564 1.363294523 isovalerylglycine 0.834111768 1.002212723 1.480046727 1.092629495 1.019457715 1.172446777 2.268197343 0.825864345 1.429858143 0.363285768 0.583557539 0.733195038 0.795777806 0.673185399 1.139788157 2.360326041 3-hydroxydodecanedioate* 0.899735035 1.011983818 1.279176185 0.987931963 0.335896844 1.219567441 1.232616119 0.828818539 1.484871209 1.078706631 0.849766954 1.3504684 0.88082943 0.835116562 0.950251121 1.068641408 1-stearoyl-GPE (18:0) 0.667528595 0.569702306 0.569702306 0.569702306 0.709123785 1.588291949 1.686232936 2.099160506 0.945305529 0.777765971 0.569702306 0.569702306 0.569702306 0.569702306 1.246303915 0.954901435 1-stearoyl-GPG (18:0) 0.372042333 0.372042333 0.372042333 0.372042333 0.790680778 0.538421806 2.083856283 0.372042333 1.334128474 0.372042333 0.372042333 0.372042333 0.372042333 0.372042333 0.372042333 0.800340346 2-hydroxy-3-methylvalerate 0.04918141 0.04918141 0.04918141 0.147643463 1.045745069 0.09727746 2.460117569 4.479434898 1.371338811 2.587804409 0.04918141 0.04918141 0.04918141 0.051448389 0.357202943 0.25226216 ferulate 0.897453063 1.484174376 1.118640158 1.28580347 0.499083093 1.042497096 1.302540306 0.812992641 1.053733912 0.922366493 0.974737301 1.384843275 1.535399126 0.63516493 0.475148104 0.991077878 1-palmitoyl-GPE (16:0) 0.720828248 0.665047012 0.286229138 0.492405622 2.649162849 1.883890748 2.183028291 1.100906167 1.805094507 0.523971138 0.332185085 0.300770315 0.286229138 0.328274787 1.381992406 2.040308546 2-hydroxypalmitate 0.65276516 1.461887719 0.339090126 0.695294372 1.668336667 5.386262058 0.807498769 0.26839009 1.50879447 0.381757471 0.642347341 1.668471517 0.698313414 1.702234883 1.932634797 1.138984055 catechol sulfate 0.167011044 0.167011044 0.167011044 0.188801127 0.986634964 0.450513813 1.085641175 1.397094388 3.111368796 0.715126032 0.167011044 0.167011044 0.167011044 0.167011044 1.630876128 0.817365542 tetradecanedioate (C14) 0.41454823 0.810294172 2.001697214 0.596487552 1.273110498 1.891651707 1.274028478 0.578889989 1.817964183 0.519607298 0.274214207 1.067369727 0.936719708 0.866176414 1.402330395 1.033613012 hexadecanedioate (C16) 0.336201022 1.03605058 0.635457781 0.382784808 2.285084232 4.885333345 2.164932663 0.254171794 0.679754531 0.118389849 0.356829944 1.009969328 1.008733406 1.661323951 2.466947786 2.949683572 undecanedioate (C11-DC) 0.943222592 0.986627053 1.37559223 0.962760883 0.937517449 1.342975235 1.351191184 1.003013196 1.460313595 1.165513139 0.842785004 1.305119739 0.791349227 0.606962203 1.261455256 0.999412975 3-(2-hydroxyphenyl)propionate 0.936158258 0.792640412 1.061401038 0.585863967 0.608839422 1.305577714 1.178054045 0.733543519 0.547511732 0.809953005 1.05451027 1.054337865 0.949173181 1.370868334 1.362683136 1.081009493 3-(3-hydroxyphenyl)propionate 0.939192136 1.092267785 1.036494148 1.297894285 1.30019571 0.677891036 1.173688845 0.84298414 1.039268764 1.06311166 1.850718706 0.77050657 0.781379173 0.456710458 0.760982292 0.680423723 N6-succinyladenosine 0.489131808 0.873123451 0.335286401 7.46689744 0.335286401 0.477177768 0.677153476 0.95590293 0.421678084 1.498792693 3.052103678 1.033437788 0.437645144 0.335286401 0.985048341 2.943713259 4-hydroxycinnamate 0.889668712 1.469353586 1.376067414 1.419046097 0.717135207 1.472490236 1.663457362 0.597013341 1.140535317 0.784723938 0.911688632 0.872262344 1.041033565 0.680686132 0.861544615 1.133114482 2'-AMP 1.441610045 1.701248527 0.973848415 0.520848347 0.3337008 0.3337008 0.3337008 2.332378207 0.3337008 4.410308214 0.734872402 2.250860757 0.595042209 0.3337008 0.41277753 0.375436098 2'-O-methylguanosine 0.444976426 0.548152234 0.424596257 0.542471927 1.386975272 1.77689641 2.186421208 2.437304872 2.094286954 1.759199426 0.297666435 0.297666435 0.581784959 0.31895061 3.697177337 0.623607553 2,4,6-trihydroxybenzoate 3.182792205 3.303039722 1.765539241 1.018546875 0.280284464 0.574551107 0.376458768 0.070273851 0.20775327 0.116612698 2.18070143 4.152570537 1.292192124 0.679286846 0.279153734 1.125725229 alpha-hydroxycaproate 0.236717605 0.236717605 0.236717605 0.296245775 0.895220066 0.263569184 1.596258678 6.634076634 1.152126981 4.086939168 0.236717605 0.236717605 0.236717605 0.236717605 0.517018601 0.498152234 indole-3-carboxylate 1.681107278 1.305785037 1.75039302 0.953778439 0.355316051 0.637493538 0.476986815 0.355316051 0.355316051 0.355316051 1.061898381 2.767003591 1.856348277 0.421983421 0.712578736 0.669754552 13-HODE + 9-HODE 0.595005461 1.605024015 0.986589226 0.948073266 0.771519178 1.794412256 0.765635573 0.406000531 0.218794619 0.502223393 1.000183515 1.479104909 1.212593022 2.494220991 1.743944577 1.93401314 (12 or 13)-methylmyristate (a15:0 or i15:0) 0.647498802 2.428275812 0.644112593 0.693673045 1.95208342 2.0989193 1.614539128 0.220808416 1.136765571 0.178384542 0.897175802 1.309857002 0.803134706 1.105364709 1.198123799 0.921953226 (16 or 17)-methylstearate (a19:0 or i19:0) 0.883964424 1.143128151 0.47064472 0.756848392 1.557720244 3.297739291 2.491716359 0.474569326 1.90682886 0.70953044 1.086918177 0.880441262 0.532337527 1.112460692 1.135340463 2.075207789 3-hydroxy-3-phenylpropionate 0.698022866 0.659422634 0.719531334 0.721518052 0.81094432 1.133078155 1.053821088 1.750046922 1.237936928 1.757280972 0.633828915 0.583382253 0.583382253 0.583382253 0.722386617 0.583382253 sulfate* 0.40508009 0.657719009 0.330943203 1.031119786 1.471274201 1.584996212 0.663876838 2.200252521 1.828312708 1.425574516 0.971448436 0.618354703 0.461681955 1.613017892 1.587635268 0.987062245 N-methylhydantoin 0.369118031 0.198177771 0.16450298 1.316775011 0.750560617 6.543044371 1.483710576 2.26613201 2.174542626 1.268820993 0.238613101 0.269483209 0.188879993 0.346518944 0.326954775 0.526255813 pantoate 0.256491893 0.256491893 0.256491893 0.256491893 2.146874243 0.365054275 0.922311239 21.25782852 0.507952972 10.73012058 0.256491893 0.257631844 0.273625727 0.256491893 0.557531553 0.270803159 guanosine 3'-monophosphate (3'-GMP) 2.514973526 2.531159003 0.738479038 0.672584244 0.209214989 1.070953942 0.545013188 3.066302636 0.126357027 10.09753792 1.929525733 2.921999343 0.332202416 0.355127093 0.733259601 1.13746139 guanosine 2'-monophosphate (2'-GMP)* 0.94674385 1.081093191 0.962834907 0.382425098 0.247171093 0.247171093 0.247171093 2.998716256 0.247171093 3.336836007 0.272103686 1.448714028 0.391021239 0.247171093 0.247171093 0.247171093 ursocholate 0.068288832 0.068288832 0.068288832 0.078476734 1.067011044 1.394685474 2.720280148 0.098453117 5.130127068 0.068288832 0.068288832 0.068288832 0.078841305 0.242153779 2.288168443 0.941858413 3-(4-hydroxyphenyl)propionate 0.951195028 1.288736742 1.07696613 1.121980181 0.8325876 0.869938775 1.30555845 0.891347577 1.210066517 1.078253474 1.350122911 1.041992371 0.753676633 0.40418192 0.621621666 0.972024065 (14 or 15)-methylpalmitate (a17:0 or i17:0) 0.606110516 2.033460198 0.372191962 0.816546264 2.291449173 2.236002411 2.055024284 0.59527877 1.685289631 0.387754059 1.02448349 1.41955246 0.476501364 0.82444185 0.833281212 1.101006419 eicosanedioate (C20-DC) 0.409888274 0.677703658 0.654815743 0.669145027 3.323568051 4.342049859 1.706811693 0.301232651 0.984087728 0.635618065 0.56300338 1.009084077 2.068442453 1.571791137 4.276459492 1.388002104 docosadioate (C22-DC) 0.703033012 1.094689961 0.347712267 0.466368822 1.843195265 2.592772059 1.533780754 0.514480025 0.904184521 0.5915618 0.737995162 0.964566657 1.878008976 1.332777683 2.764889298 1.096260226 chrysoeriol 1.950376882 1.696651646 2.481337399 0.791380393 0.247571104 0.384788124 0.457381576 0.223187014 0.310084387 0.223187014 1.263628686 2.651483129 1.673455238 1.038622735 0.265844046 0.947987986 1-(1-enyl-palmitoyl)-GPE (P-16:0)* 1.094392757 0.548187016 0.29555095 0.29555095 0.794936579 1.21063539 0.842369593 0.755854902 1.323396093 1.973327748 1.838872966 0.697814425 0.29555095 0.29555095 0.520206652 1.401483017 enterolactone 0.78225368 1.492589383 2.597049617 2.587456692 1.041190438 1.257470072 0.898073017 0.471986005 0.779060885 0.669166622 1.514635818 1.146059923 1.565839502 0.203287781 0.957187264 0.87751413 2-oxindole-3-acetate 0.61023888 0.416814893 0.211962344 1.463233213 3.3261629 2.223925698 2.000195389 1.338667785 2.06582161 0.880047264 0.401878596 0.392435084 0.51539445 0.288053658 1.510558576 0.980566392 isoleucylglycine 1.199309855 0.556244046 1.621939671 0.866361515 0.572219188 0.352350231 0.536189813 12.47955924 0.393459514 17.59745508 0.866545509 1.137869232 1.540162132 3.606043702 0.201766733 1.296538431 leucylalanine 1.545453506 1.126532053 2.204145812 1.185767885 0.667084381 0.617306789 0.776671664 11.65027587 0.656088555 0.313589879 0.921851169 1.251569784 0.313589879 1.067584643 0.424636179 0.688201816 beta-citrylglutamate 1.001528795 0.981232777 1.626101083 0.934090651 1.751578199 2.372292321 0.753279713 1.683737822 0.967463507 2.608200565 0.892453743 1.351640751 0.931602566 0.605081512 3.458025435 0.79944232 dihydroferulate 1.269109301 1.676085055 1.129420796 1.038369202 0.641256155 0.880874846 1.131803603 0.539475396 0.975508949 0.494856329 1.53442538 1.460038935 0.925071995 0.44936718 0.67017245 1.110244948 phenylacetylphenylalanine 0.155429072 0.155429072 0.155429072 0.17697105 0.155429072 1.796582472 0.292181577 2.941505718 0.515741266 2.893556317 0.155429072 0.155429072 0.155429072 0.155429072 1.153322151 0.399017867 5-hydroxydecanoate 0.95763767 0.766485999 0.697663136 0.764019096 2.019578572 1.327542534 1.275403657 1.789474654 2.720621978 1.452622826 0.995720457 0.632483442 0.507441093 0.52100608 1.638310559 0.873272395 4-phenylbutyrate 0.670270445 0.922744845 0.626535355 0.816449893 1.017965449 1.640758394 2.300439055 2.264012581 1.898478127 2.236940513 0.962447305 0.75466611 0.493948301 0.730875858 1.952218675 1.934931162 tridecanedioate (C13-DC) 0.648653607 0.39453596 1.744209059 0.440900326 2.571661599 1.838343881 2.046664717 0.704804438 1.897844027 0.317804819 0.928254361 1.081329677 0.553397416 2.554307486 2.89223708 0.229277662 3-acetylphenol sulfate 1.058761231 0.50671994 2.925485397 0.926895854 0.454768952 0.454768952 0.454768952 0.454768952 0.454768952 0.454768952 0.454768952 0.501564648 1.685738542 0.454768952 0.454768952 0.454768952 1-methyl-beta-carboline-3-carboxylic acid 1.305883638 1.484267279 2.153661958 1.032464413 0.155985557 1.482016047 0.106375461 0.205130934 0.398370004 0.927996078 1.48020967 2.074838359 1.419079486 0.397405089 0.227768117 0.101647379 N-delta-acetylornithine 0.640823013 0.79627363 0.978448582 0.638651209 0.964274502 2.519540665 2.477397336 3.276382595 2.618541227 2.732307883 0.415492493 0.57160199 0.507827601 0.471597885 1.390832051 1.979269736 N-formylanthranilic acid 1.069939547 1.112002583 0.985616828 1.598249504 0.668141528 0.226740213 0.226740213 0.24497605 0.226740213 0.257658216 1.028705711 1.439695392 1.184519859 0.488790237 0.226740213 0.534245453 N-acetyltaurine 0.061711112 0.056087159 0.056087159 0.056087159 1.039158479 1.820218069 0.783686012 1.024340792 0.989077946 2.211948686 0.056087159 0.056087159 0.058819684 0.132436438 1.043397563 0.383047283 1-palmitoyl-GPG (16:0)* 2.369152814 1.150347866 0.281965928 0.986632135 1.173784272 0.846189102 0.903201124 0.791547032 2.01249823 0.258218884 1.321894629 1.063732432 0.273978307 0.738384432 0.706531562 1.42575455 N-formylphenylalanine 0.992376198 1.041850495 1.926449542 1.023238302 1.419163208 1.745678047 2.648684031 0.468988524 1.847048336 0.28783612 0.68483724 0.834162935 0.802855683 0.485664933 0.6831256 2.14827793 vanillactate 1.761504662 1.502735607 1.655169246 0.786592496 0.449380952 0.63593091 0.51985579 0.601815468 1.199277312 0.680179552 1.827412011 2.423815363 1.501596661 0.713194079 0.580691273 1.121192333 2-methylcitrate/homocitrate 0.961829208 0.918304447 1.044676792 0.799490398 1.024792664 2.190643708 1.14259922 0.936560225 1.534448349 1.001286191 0.679469543 0.980379851 0.785861724 1.106237429 1.028438736 1.021163402 phenylacetyltaurine 0.665900238 0.665900238 0.665900238 0.665900238 0.877158756 5.753683176 0.698055405 0.665900238 0.724125593 0.665900238 0.665900238 0.665900238 0.665900238 0.665900238 5.500172374 1.109726314 3-hydroxystearate 0.713484646 1.401305331 0.617927424 0.756804879 1.299937404 5.077964549 2.127887368 0.479428519 2.214645725 0.486788407 0.930557481 1.246945235 0.428036695 1.91340382 1.206884436 1.736317267 uridine 2'-monophosphate (2'-UMP)* 0.412085701 0.757930338 1.275040814 0.515505032 0.37233766 0.37233766 0.37233766 2.97071765 0.37233766 4.494870286 0.37233766 0.839745277 1.193327943 0.37233766 0.37233766 0.37233766 (3'-5')-uridylylguanosine 0.683596182 0.742558033 0.63859518 0.63859518 0.63859518 0.63859518 0.63859518 0.812405594 0.63859518 1.848325546 0.974119371 1.476127055 0.63859518 0.63859518 0.63859518 0.63859518 (3'-5')-uridylyluridine 0.948106944 1.43528492 0.208890199 0.208890199 0.208890199 0.220778998 0.208890199 0.767495109 0.208890199 1.159276177 1.027128204 2.129918875 0.208890199 0.208890199 0.208890199 0.210189346 (3'-5')-uridylyladenosine 0.543044859 0.547812658 0.472820107 0.472820107 0.472820107 0.472820107 0.472820107 0.472820107 0.472820107 0.996424151 1.156919039 1.433832462 0.472820107 0.472820107 0.472820107 0.472820107 (3'-5')-adenylyluridine 0.887978356 1.127683348 0.146868965 0.146868965 0.146868965 0.146868965 0.146868965 0.146868965 0.146868965 0.146868965 0.977778629 1.831445419 0.146868965 0.146868965 0.146868965 0.154079316 (3'-5')-cytidylyladenosine 0.569444356 0.569444356 0.569444356 0.569444356 0.569444356 0.569444356 0.569444356 0.863470122 0.569444356 1.159906578 0.569444356 0.569444356 0.569444356 0.569444356 0.569444356 0.569444356 (3'-5')-adenylylcytidine 0.949746754 0.789663982 0.789663982 0.789663982 0.789663982 0.789663982 0.789663982 0.789663982 0.789663982 0.917380088 0.826515367 1.924277739 0.789663982 0.789663982 0.789663982 0.789663982 (3'-5')-cytidylylguanosine 0.714060237 0.64192808 0.627556986 0.627556986 0.627556986 0.627556986 0.627556986 2.059623315 0.627556986 5.050114767 0.886787641 1.196491557 0.627556986 0.627556986 0.627556986 0.627556986 (3'-5')-guanylylcytidine 0.978532652 0.602913853 0.602913853 0.602913853 0.602913853 0.602913853 0.602913853 0.602913853 0.602913853 1.040254482 0.933383307 1.357931515 0.602913853 0.602913853 0.602913853 0.602913853 phenylacetylalanine 0.642959481 0.529797183 0.789188149 0.455311956 0.455311956 1.477627632 0.896165964 3.784893369 0.947225744 4.899120773 0.455311956 0.616397126 0.524004384 0.571178247 1.344018746 1.348588392 3-carboxyadipate 0.817648608 0.893167408 1.306745785 0.777428984 0.822529537 1.390864894 1.251770909 1.166442568 1.563304224 1.311300581 0.817576962 1.042538937 0.838152551 0.405665523 1.254455549 0.954693862 4-acetamidobenzoate 0.585575383 2.717806622 0.526378567 0.904476952 2.639534234 0.781457383 0.78778538 0.971889219 1.667875084 1.887880758 0.526378567 0.720370879 0.611347508 0.568007541 1.549030251 0.763295383 1-palmitoyl-galactosylglycerol (16:0)* 1.131224306 1.133911005 0.368973385 0.547108543 1.203403153 1.126498764 2.195744789 0.443805057 1.296235075 0.368973385 0.892830017 0.714278833 0.368973385 0.553080045 0.488608786 0.983257882 2'-O-methyluridine 0.250415017 0.295280312 0.240694815 0.219987439 1.167434495 1.033585079 1.378650931 1.873804133 1.881499277 1.577659687 0.138691342 0.138691342 0.36866954 0.330800138 2.65257333 0.325828554 2-hydroxybehenate 0.943479373 1.24125175 0.393788492 1.089589939 0.58051289 1.007003659 1.306982337 0.104816118 1.230907154 0.132801948 1.047290578 1.264836502 0.904467122 0.94722584 0.974004905 1.743664125 2-hydroxynervonate* 0.90181246 2.170195592 0.18283228 0.721827091 1.391069969 1.29040192 2.909916521 0.335125749 1.286380914 0.346937378 1.06854055 0.951848943 0.369774425 0.854053583 1.451327232 1.795489507 N-palmitoylserine 0.124848618 0.125303 0.098121993 0.098121993 0.120842848 0.098121993 2.051361717 0.098121993 1.049103691 0.098121993 0.098121993 0.119025316 0.098121993 0.098121993 0.110878661 1.049405127 3-hydroxybehenate* 0.771366853 0.925873725 0.317900439 0.71604681 0.652388482 3.812122929 1.486405806 0.286372901 1.417156123 0.286372901 1.118428132 0.286372901 0.40151727 3.037087816 0.946346517 1.242984453 2-hydroxyarachidate* 0.941107209 1.365831019 0.301331789 0.940197874 0.752200039 1.319333804 1.741497605 0.240709075 1.216419311 0.301205103 1.119049627 1.184766733 0.663118849 1.302690599 0.905208438 1.710365909 3-hydroxyarachidate* 0.689980233 0.899275525 0.343026857 0.442846157 0.842489444 3.947022129 1.376112077 0.343026857 1.210571019 0.39966561 0.840359883 1.009588608 0.343026857 2.254031714 0.882214476 1.204343056 18-methylnonadecanoate (i20:0) 1.123527919 1.67244948 0.437527829 0.527183492 0.649907176 5.306760842 2.496356519 0.457300832 2.739806576 0.459941152 1.100812534 0.989003881 0.409208402 0.874502747 1.013268938 2.482255368 2-hydroxyheptanoate* 0.656008288 0.901191698 0.593817563 0.891771566 1.28892977 0.683407293 3.287239819 11.8806477 2.455013095 6.046260277 0.751717034 0.883747253 0.914882009 0.340222477 1.677097223 0.979621448 hexadecenedioate (C16:1-DC)* 0.947715424 0.782541269 1.913759463 0.643015628 0.607493867 2.153475296 1.380191875 1.158639506 1.783426326 1.327779967 0.477736744 1.1381326 0.812990348 0.755138307 1.532097566 0.81747538 3-indoleglyoxylic acid 1.151308918 1.252194972 2.486925795 1.796737022 0.299000115 0.84047747 1.210823326 0.295627223 0.924360807 0.246195775 1.061219576 1.149960338 1.771522998 0.828668603 0.412613291 0.407521405 2-hydroxysebacate 0.970486249 0.942671921 1.470329025 1.516539003 1.094896598 0.990195812 1.430351745 0.911044782 1.238396197 0.912108153 0.926412392 1.280428521 1.556951313 0.949210246 1.00547861 0.810642787 3-methylhexanoate 0.372318987 0.504059387 0.372318987 0.713614356 2.711102594 2.000129078 0.372318987 0.372318987 0.372318987 0.372318987 0.372318987 0.372318987 0.891226351 1.604143946 2.788004394 0.413371214 4-methylhexanoate (a7:0) 0.517511937 0.48769127 0.382184264 0.644804443 1.562300348 1.514201111 2.068250989 1.705549036 2.774017271 1.429763098 0.56617401 0.324515546 0.226152686 0.332274523 2.766635634 2.129402955 (3'-5')-adenylyladenosine* 0.984324026 0.742921184 0.321576081 0.321576081 0.321576081 0.321576081 0.321576081 0.321576081 0.321576081 0.357443457 1.072289144 1.688637333 0.321576081 0.321576081 0.321576081 0.321576081 (3'-5')-adenylylguanosine* 1.048451464 0.679135287 0.581873736 0.581873736 0.581873736 0.581873736 0.581873736 0.581873736 0.581873736 0.947529084 1.011341108 2.256547747 0.581873736 0.581873736 0.581873736 0.581873736 (3'-5')-cytidylylcytidine* 0.781738431 0.593930545 0.554442942 0.554442942 0.554442942 0.554442942 0.554442942 3.198966881 0.554442942 5.837596004 0.826105259 1.203091845 0.554442942 0.554442942 0.554442942 0.554442942 (3'-5')-cytidylyluridine* 0.48955519 0.522328086 0.48955519 0.48955519 0.48955519 0.48955519 0.48955519 1.154975758 0.48955519 1.970941509 0.505335436 0.65970346 0.48955519 0.48955519 0.48955519 0.48955519 (3'-5')-uridylylcytidine* 0.523663797 0.523663797 0.523663797 0.523663797 0.523663797 0.523663797 0.523663797 1.057574745 0.523663797 2.762877305 0.602284122 0.810502967 0.523663797 0.523663797 0.523663797 0.523663797 2,6-dihydroxybenzoic acid 0.978878196 0.95678787 1.283056032 3.377659446 4.8812254 0.45620432 1.020316409 0.518895612 0.218314654 0.066657778 0.170684353 0.402711506 1.846120596 1.972902311 1.652150146 1.523409873 5-methylhexanoate (i7:0) 1.098865397 0.818178152 0.381360696 0.926115804 0.974301442 1.351091934 1.221921202 1.502127027 1.428252047 0.837277777 1.308293995 0.69510734 0.563515159 0.448685227 2.629335255 1.711239001 3-dehydrodeoxycholate 0.315607881 0.256508258 1.265317261 0.730227925 0.256508258 15.92900268 0.659025944 0.256508258 0.375645539 0.256508258 0.296434443 1.347821712 1.067746601 1.949434791 15.28017403 0.295813635 picolinoylglycine 0.783034592 0.665739474 0.615797145 0.868811079 1.460026481 2.699704411 0.940452693 1.56851549 1.973890243 2.092805353 0.672596252 1.429954271 1.01817521 0.403919431 1.703376837 0.40365685 3-hydroxyisonicotinic acid 1.026185233 0.904935788 1.087888017 1.162674496 0.438123753 0.998233557 1.162397427 0.960010625 1.501495517 0.946269606 1.117373841 0.923991622 0.836138281 0.487050379 1.296954443 0.99900484 vanilloylglycine 0.774704982 0.829623291 1.174235221 0.73584295 0.546237076 0.69575814 0.546237076 0.975751267 1.176290424 1.155609938 0.782607173 1.119620521 0.577797462 0.546237076 0.546237076 0.546237076 branched chain 14:0 dicarboxylic acid** 0.8487393 0.597338801 1.543243553 0.640380419 1.154441087 1.735652536 1.491263145 0.325050591 1.584091824 0.461158672 0.385589484 1.34622177 0.752808468 1.14572424 1.711965267 0.598005616 N-butyryl-phenylalanine 0.114497301 0.217565962 0.2182839 0.236371951 1.404216168 2.692987622 4.243185892 10.41914363 3.102620323 7.556668 0.086013247 0.090837192 0.116363276 0.197225942 3.526861813 1.026384957 N-butyryl-leucine 0.137320874 0.125630922 0.171519394 0.254683435 1.658674905 2.059478235 3.625365754 7.184169878 2.494482983 5.733364181 0.095460644 0.1914732 0.172508584 0.220532894 2.75819406 1.027542099 N-butyryl-isoleucine 0.131886418 0.072365312 0.17927747 0.211852072 1.343526998 1.405772885 2.877965743 8.72753097 2.189954598 5.712291173 0.080240885 0.08251407 0.110147201 0.176189819 1.392388359 0.620205242 4-quinolinecarboxylic acid 1.065905279 1.112821799 1.455504667 1.304219913 0.717929363 0.923230109 1.069986596 0.885584493 1.14471169 0.813348248 1.004613519 1.376077905 0.980180245 0.452056115 0.961484073 0.808863435 val-val-ala 1.319240601 0.630024286 2.490341564 0.519493989 0.66635392 0.394089094 0.903422019 6.719313362 0.514282614 16.13856577 0.786541058 0.792052414 0.394089094 1.508815936 0.958229218 1.131219423 4-chlorobenzoic acid 1.083293586 1.135770739 1.424035282 0.947629844 0.702279096 0.826513074 0.55077237 0.450354105 0.450354105 0.450354105 1.451261313 0.985787579 0.587714718 0.92284589 0.450354105 1.516186954 flunixin 0.987042007 0.791649235 1.027309021 1.051182598 1.366387813 1.498306883 0.83762991 0.314765198 0.607356371 1.044317564 0.917838039 1.030834306 1.646122341 0.806221129 3.425317497 0.562139795 N-lactoyl isoleucine 0.441975001 1.027058312 1.006239858 0.396996481 0.395646733 0.985443244 0.378440713 2.295848321 0.378440713 0.892568301 0.424983019 0.886321891 0.378440713 0.378440713 2.339472724 0.378440713 N-lactoyl tyrosine 0.440763985 0.496311172 0.440763985 0.440763985 0.552646333 0.959077026 0.440763985 1.16459144 0.440763985 1.421358939 0.440763985 0.736759968 0.440763985 0.440763985 1.575910352 0.93700682 MS_METABOLITE_DATA_END #METABOLITES METABOLITES_START metabolite_name SUPER_PATHWAY SUB_PATHWAY TYPE INCHIKEY SMILES CAS CHEMSPIDER HMDB KEGG PUBCHEM 12,13-DiHOME Lipid Fatty Acid, Dihydroxy NAMED CQSLTKIXAJTQGA-FLIBITNWSA-N CCCCCC(C(C/C=CCCCCCCCC(O)=O)O)O 263399-35-5 8412123 HMDB0004705 C14829 10236635 adenosine-2',3'-cyclic monophosphate Nucleotide Purine Metabolism, Adenine containing NAMED KMYWVDDIPVNLME-UHFFFAOYSA-N NC1=NC=NC2=C1N=CN2C3OC(C4OP(O)(OC34)=O)CO 37063-35-7 1947 HMDB0011616 C02353 2024 guanosine-2',3'-cyclic monophosphate Nucleotide Purine Metabolism, Guanine containing NAMED UASRYODFRYWBRC-UHFFFAOYSA-N NC1=NC2=C(C(N1)=O)N=CN2C3OC(C4OP(O)(OC34)=O)CO 15718-49-7 369712 HMDB0011629 C06194 92823 uridine-2',3'-cyclic monophosphate Nucleotide Pyrimidine Metabolism, Uracil containing NAMED HWDMHJDYMFRXOX-UHFFFAOYSA-N OCC1OC(N2C=CC(NC2=O)=O)C3OP(O)(OC13)=O 40632-52-8 3824355 HMDB0011640 C02355 439715 kynurenate Amino Acid Tryptophan Metabolism NAMED HCZHHEIFKROPDY-UHFFFAOYSA-N OC1=C(C=CC=C2)C2=NC(C(O)=O)=C1 492-27-3 3712 HMDB0000715 C01717 3845 uridine 3'-monophosphate (3'-UMP) Nucleotide Pyrimidine Metabolism, Uracil containing NAMED FOGRQMPFHUHIGU-XVFCMESISA-N O=C1C=CN([C@H]2[C@H](O)[C@H](OP(O)(O)=O)[C@@H](CO)O2)C(N1)=O 35170-03-7,35170-0-7 91753 HMDB0060282 C01368 101543 cholate Lipid Primary Bile Acid Metabolism NAMED BHQCQFFYRZLCQQ-OLRQUHAPSA-N O[C@H]1[C@@]2([H])[C@]3([H])CC[C@H]([C@H](C)CCC(O)=O)[C@@]3(C)[C@@H](O)C[C@]2([H])[C@@]4(C)CC[C@@H](O)CC4C1 81-25-4 HMDB0000619 C00695 221493 4-hydroxyphenylacetate Amino Acid Phenylalanine Metabolism NAMED XQXPVVBIMDBYFF-UHFFFAOYSA-N OC(CC1=CC=C(C=C1)O)=O 156-38-7 3881560 HMDB0000020 C00642 127 hypoxanthine Nucleotide Purine Metabolism, (Hypo)Xanthine/Inosine containing NAMED FDGQSTZJBFJUBT-UHFFFAOYSA-N O=C1C(N=CN2)=C2N=CN1 68-94-0 768 HMDB0000157 C00262 790,135398638 guanine Nucleotide Purine Metabolism, Guanine containing NAMED UYTPUPDQBNUYGX-UHFFFAOYSA-N NC(N1)=NC2=C(NC=N2)C1=O 73-40-5 744 HMDB0000132 C00242 135398634 9,10-DiHOME Lipid Fatty Acid, Dihydroxy NAMED XEBKSQSGNGRGDW-YFHOEESVSA-N CCCCC/C=CCC(C(CCCCCCCC(O)=O)O)O 263399-34-4 8142232 HMDB0004704 C14828 9966640 laurate (12:0) Lipid Medium Chain Fatty Acid NAMED POULHZVOKOAJMA-UHFFFAOYSA-N O=C(O)CCCCCCCCCCC 143-07-7 3756 HMDB0000638 C02679 3893 N-formylmethionine Amino Acid Methionine, Cysteine, SAM and Taurine Metabolism NAMED PYUSHNKNPOHWEZ-UHFFFAOYSA-N CSCCC(C(O)=O)NC=O 4289-98-9 388809 HMDB0001015 C03145 439750 2-hydroxyphenylacetate Amino Acid Phenylalanine Metabolism NAMED CCVYRRGZDBSHFU-UHFFFAOYSA-N OC(CC1=C(O)C=CC=C1)=O 614-75-5 11476 HMDB0000669 C05852 11970 3-(4-hydroxyphenyl)lactate (HPLA) Amino Acid Tyrosine Metabolism NAMED JVGVDSSUAVXRDY-UHFFFAOYSA-N OC(C(O)=O)CC1=CC=C(O)C=C1 6482-98-0 9010 HMDB0000755 C03672 9378 biotin Cofactors and Vitamins Biotin Metabolism NAMED YBJHBAHKTGYVGT-UHFFFAOYSA-N OC(CCCCC(SC1)C(N2)C1NC2=O)=O 58-85-5 149962 HMDB0000030 C00120 171548 cortisone Lipid Corticosteroids NAMED MFYSYFVPBJMHGN-ZPOLXVRWSA-N O[C@@]1([C@@](CO)=O)[C@](C2)(C)[C@](CC1)([H])[C@@](CCC3=CC4=O)([H])[C@]([C@@]3(C)CC4)([H])C2=O 53-06-5 361685 HMDB0002802 C00762 222786 cytidine diphosphate Nucleotide Pyrimidine Metabolism, Cytidine containing NAMED ZWIADYZPOWUWEW-UHFFFAOYSA-N NC1=NC(N(C2OC(C(C2O)O)COP(O)(OP(O)(O)=O)=O)C=C1)=O 34393-59-4 5902 HMDB0001546 C00112 6132 deoxycholate Lipid Secondary Bile Acid Metabolism NAMED KXGVEGMKQFWNSR-OHAQSFBXSA-N CC12[C@@]([C@]3([H])CC[C@]4([H])C[C@H](O)CC[C@]4(C)[C@@]3([H])C[C@@H]2O)([H])CC[C@]1([H])[C@]([H])(C)CCC(O)=O 83-44-3 389318 HMDB0000626 C04483 222528,440355 glycocholate Lipid Primary Bile Acid Metabolism NAMED RFDAIACWWDREDC-FRVQLJSFSA-N O=C(CNC(CC[C@H]([C@@H]1[C@@]2(C)[C@@H](O)C[C@]3([H])[C@@]4(C)CC[C@@H](O)C[C@@]4([H])C[C@@H](O)[C@@]3([H])[C@]2([H])CC1)C)=O)O 475-31-0,863-57-0 9734 HMDB0000138 C01921 10140 guanosine 5'-diphosphate (GDP) Nucleotide Purine Metabolism, Guanine containing NAMED QGWNDRXFNXRZMB-UHFFFAOYSA-N NC1=NC2=C(C(N1)=O)N=CN2C3OC(C(C3O)O)COP(O)(OP(O)(O)=O)=O 43139-22-6 8630 HMDB0001201 C00035 135398619 2'-deoxyguanosine Nucleotide Purine Metabolism, Guanine containing NAMED YKBGVTZYEHREMT-UHFFFAOYSA-N OC1=C(N=CN2C(CC3O)OC3CO)C2=NC(N)=N1 961-07-9 163230 HMDB0000085 C00330 135398592 histidine Amino Acid Histidine Metabolism NAMED HNDVDQJCIGZPNO-UHFFFAOYSA-N NC(C(O)=O)CC1=CN=CN1 5934-29-2 752 HMDB0000177 C00135 6274 inosine Nucleotide Purine Metabolism, (Hypo)Xanthine/Inosine containing NAMED UGQMRVRMYYASKQ-KQYNXXCUSA-N O[C@H]1[C@H](N2C(N=CN=C3O)=C3N=C2)O[C@H](CO)[C@H]1O 58-63-9 21241953 HMDB0000195 C00294 6021 methionine Amino Acid Methionine, Cysteine, SAM and Taurine Metabolism NAMED FFEARJCKVFRZRR-UHFFFAOYSA-N CSCCC(N)C(O)=O 63-68-3 5907 HMDB0000696 C00073 6137 pelargonate (9:0) Lipid Medium Chain Fatty Acid NAMED FBUKVWPVBMHYJY-UHFFFAOYSA-N CCCCCCCCC(O)=O 112-05-0 4574394 HMDB0000847 C01601 8158 phytanate Xenobiotics Food Component/Plant NAMED RLCKHJSFHOZMDR-UHFFFAOYSA-N CC(CCCC(CCCC(CCCC(C)C)C)C)CC(O)=O 14721-66-5 10140204 HMDB0000801 C01607 26840 uridine Nucleotide Pyrimidine Metabolism, Uracil containing NAMED DRTQHJPVMGBUCF-UHFFFAOYSA-N OC1C(N(C=CC2=O)C(N2)=O)OC(CO)C1O 58-96-8 5807 HMDB0000296 C00299 6029 2'-deoxyuridine Nucleotide Pyrimidine Metabolism, Uracil containing NAMED MXHRCPNRJAMMIM-UHFFFAOYSA-N O=C(NC1=O)N(C=C1)C(CC2O)OC2CO 951-78-0 13118 HMDB0000012 C00526 13712 valine Amino Acid Leucine, Isoleucine and Valine Metabolism NAMED KZSNJWFQEVHDMF-BYPYZUCNSA-N N[C@H](C(O)=O)C(C)C 72-18-4 6050 HMDB0000883 C00183 6287 pseudouridine Nucleotide Pyrimidine Metabolism, Uracil containing NAMED PTJWIQPHWPFNBW-GBNDHIKLSA-N O[C@]1([H])[C@@](O)([H])[C@](CO)([H])O[C@]1(C2=CNC(NC2=O)=O)[H] 1445-07-4 21403010 HMDB0000767 C02067 15047 uridine 5'-diphosphate (UDP) Nucleotide Pyrimidine Metabolism, Uracil containing NAMED XCCTYIAWTASOJW-UHFFFAOYSA-N OC1C(N(C=CC2=O)C(N2)=O)OC(COP(OP(O)(O)=O)(O)=O)C1O 21931-53-3 5809 HMDB0000295 C00015 6031 thymidine Nucleotide Pyrimidine Metabolism, Thymine containing NAMED IQFYYKKMVGJFEH-XLPZGREQSA-N O=C(NC(C(C)=C1)=O)N1[C@]2([C@@]([C@@]([C@@](CO)(O2)[H])(O)[H])([H])[H])[H] 50-89-5 5585 HMDB0000273 C00214 5789 thymine Nucleotide Pyrimidine Metabolism, Thymine containing NAMED RWQNBRDOKXIBIV-UHFFFAOYSA-N O=C1C(C)=CNC(N1)=O 65-71-4 1103 HMDB0000262 C00178 1135 caprate (10:0) Lipid Medium Chain Fatty Acid NAMED GHVNFZFCNZKVNT-UHFFFAOYSA-N CCCCCCCCCC(O)=O 334-48-5 2863 HMDB0000511 C01571 2969 undecanoate (11:0) Lipid Medium Chain Fatty Acid NAMED ZDPHROOEEOARMN-UHFFFAOYSA-N O=C(O)CCCCCCCCCC 334-48-5 7888 HMDB0000947 C17715 8180 margarate (17:0) Lipid Long Chain Saturated Fatty Acid NAMED KEMQGTRYUADPNZ-UHFFFAOYSA-N O=C(O)CCCCCCCCCCCCCCCC 506-12-7 10033 HMDB0002259 10465 nonadecanoate (19:0) Lipid Long Chain Saturated Fatty Acid NAMED ISYWECDDZWTKFF-UHFFFAOYSA-N CCCCCCCCCCCCCCCCCCC(O)=O 646-30-0 12071 HMDB0000772 C16535 12591 arachidate (20:0) Lipid Long Chain Saturated Fatty Acid NAMED VKOBVWXKNCXXDE-UHFFFAOYSA-N CCCCCCCCCCCCCCCCCCCC(O)=O 506-30-9 10035 HMDB0002212 C06425 10467 heptanoate (7:0) Lipid Medium Chain Fatty Acid NAMED MNWFXJYAOYHMED-UHFFFAOYSA-N CCCCCCC(O)=O 111-14-8 7803 HMDB0000666 C17714 8094 caproate (6:0) Lipid Medium Chain Fatty Acid NAMED FUZZWVXGSFPDMH-UHFFFAOYSA-N CCCCCC(O)=O 142-62-1 8552 HMDB0000535 C01585 8892 caprylate (8:0) Lipid Medium Chain Fatty Acid NAMED WWZKQHOCKIZLMA-UHFFFAOYSA-N CCCCCCCC(O)=O 124-07-2 370 HMDB0000482 C06423 379 pentadecanoate (15:0) Lipid Long Chain Saturated Fatty Acid NAMED WQEPLUUGTLDZJY-UHFFFAOYSA-N O=C(O)CCCCCCCCCCCCCC 10002-84-2,1002-84-2 13249 HMDB0000826 C16537 13849 5-oxoproline Amino Acid Glutathione Metabolism NAMED ODHCTXKNWHHXJC-VKHMYHEASA-N O=C1CC[C@@H]([C@@](O)=O)N1 98-79-3 7127 HMDB0000267 C02237,C01879 439685,7405 pantothenate (Vitamin B5) Cofactors and Vitamins Pantothenate and CoA Metabolism NAMED GHOKWGTUZJEAQD-ZETCQYMHSA-N O=C(NCCC(O)=O)[C@H](O)C(C)(C)CO 137-08-6 6361 HMDB0000210 C00864 6613 N-acetylleucine Amino Acid Leucine, Isoleucine and Valine Metabolism NAMED WXNXCEHXYPACJF-ZETCQYMHSA-N O=C(O)[C@H](CC(C)C)NC(C)=O 1188-21-2 64075 HMDB0011756 C02710 70912 N-acetylmethionine Amino Acid Methionine, Cysteine, SAM and Taurine Metabolism NAMED XUYPXLNMDZIRQH-LURJTMIESA-N O=C(O)[C@H](CCSC)NC(C)=O 65-82-7 395338 HMDB0011745 C02712 448580 N-acetylvaline Amino Acid Leucine, Isoleucine and Valine Metabolism NAMED IHYJTAOFMMMOPX-LURJTMIESA-N O=C(O)[C@@H](NC(C)=O)C(C)C 96-81-1 60154 HMDB0011757 66789 erucate (22:1n9) Lipid Long Chain Monounsaturated Fatty Acid NAMED DPUOLQHDNGRHBS-KTKRTIGZSA-N OC(CCCCCCCCCCCC=C/CCCCCCCC)=O 112-86-7 7924 HMDB0002068 C08316 8216,5281116 chenodeoxycholate Lipid Primary Bile Acid Metabolism NAMED RUDATBOHQWOJDD-LXEZOOAESA-N C[C@]12CC[C@]3([H])[C@@]4(C)CC[C@@H](O)C[C@@]4([H])C[C@@H](O)[C@@]3([H])[C@]1([H])CC[C@@]2(C(CCC(O)=O)C)[H] 474-25-9,474-24-9 HMDB0000518 C02528 10133 citrate Energy TCA Cycle NAMED KRKNYBCHXYNGOX-UHFFFAOYSA-N OC(CC(CC(O)=O)(O)C(O)=O)=O 77-92-9 305 HMDB0000094 C00158 311 valerate (5:0) Lipid Short Chain Fatty Acid NAMED NQPDZGIKBAWPEJ-UHFFFAOYSA-N OC(CCCC)=O 109-52-4 7701 HMDB0000892 C00803 7991 oleoyl ethanolamide Lipid Endocannabinoid NAMED BOWVQLFMWHZBEF-KTKRTIGZSA-N O=C(NCCO)CCCCCCC/C=CCCCCCCCC 111-58-0,11-58-0 4446574 HMDB0002088 5283454 4-hydroxyphenylpyruvate Amino Acid Tyrosine Metabolism NAMED KKADPXVIOXHVKN-UHFFFAOYSA-N OC1=CC=C(CC(C(O)=O)=O)C=C1 156-39-8 954 HMDB0000707 C01179 979 butyrate/isobutyrate (4:0) Lipid Short Chain Fatty Acid NAMED FERIUCNNQQJTOY-UHFFFAOYSA-N OC(CCC)=O 109-92-6 259 HMDB0000039 C00246 264 adenosine 3',5'-diphosphate Nucleotide Purine Metabolism, Adenine containing NAMED WHTCPDAXWFLDIH-UHFFFAOYSA-N OC(C1OP(O)(O)=O)C(OC1COP(O)(O)=O)N2C(N=CN=C3N)=C3N=C2 75431-54-8 19951095 HMDB0000061 C00054 159296 2-hydroxystearate Lipid Fatty Acid, Monohydroxy NAMED KIHBGTRZFAVZRV-QGZVFWFLSA-N OC([C@H](O)CCCCCCCCCCCCCCCC)=O 629-22-1 62625 HMDB0062549 C03042,C03045 439887,439885,69417 TMP Nucleotide Pyrimidine Metabolism, Thymine containing NAMED GYOZYWVXFNDGLU-XLPZGREQSA-N CC1=CN([C@@]2([H])[C@@]([H])([H])[C@@](O)([H])[C@](COP(O)(O)=O)([H])O2)C(NC1=O)=O 33430-62-5 10239189 HMDB0001227 C00364 9700 glycerol Lipid Glycerolipid Metabolism NAMED PEDCQBHIVMGVHV-UHFFFAOYSA-N OC(CO)CO 56-81-5 733 HMDB0000131 C00116 753 cinnamate Xenobiotics Food Component/Plant NAMED WBYWAXJHAXSJNI-VOTSOKGWSA-N OC(/C=C/C1=CC=CC=C1)=O 140-10-3 392447 HMDB0000930 C00423 444539 p-hydroxybenzaldehyde Xenobiotics Benzoate Metabolism NAMED RGHHSNMVTDWUBI-UHFFFAOYSA-N OC1=CC=C(C([H])=O)C=C1 123-08-0 123 HMDB0011718 C00633 126 taurochenodeoxycholate Lipid Primary Bile Acid Metabolism NAMED BHTRKEVKTKCXOH-BJLOMENOSA-N C[C@@]12[C@@]([H])(CC[C@@]2([C@@H](CCC(NCCS(O)(=O)=O)=O)C)[H])[C@@]([C@@H](C[C@]3([H])C[C@H](O)CC4)O)([H])[C@]([C@]34C)([H])CC1 6009-98-9 343282 HMDB0000951 C05465 387316 taurocholate Lipid Primary Bile Acid Metabolism NAMED WBWWGRHZICKQGZ-HGVCTONRSA-N C[C@@]12[C@@]([H])(CC[C@]2([H])[C@@H](CCC(NCCS(O)(=O)=O)=O)C)[C@@]([C@H](O)C[C@@]3([H])[C@@]4(CC[C@@H](O)C3)C)([H])[C@@]4([H])C[C@@H]1O 145-42-6 HMDB0000036 C05122 6675,46783527 taurodeoxycholate Lipid Secondary Bile Acid Metabolism NAMED AWDRATDZQPNJFN-RZGBOAIJSA-N C[C@@]12[C@@]([H])(CC[C@]2([H])[C@@H](CCC(NCCS(O)(=O)=O)=O)C)[C@@](CC[C@@]3([H])[C@@]4(CC[C@@H](O)C3)C)([H])[C@@]4([H])C[C@@H]1O 207737-97-1 2015539 HMDB0000896 C05463 2733768 azelate (C9-DC) Lipid Fatty Acid, Dicarboxylate NAMED BDJRBEYXGGNYIS-UHFFFAOYSA-N O=C(O)CCCCCCCC(O)=O 123-99-9 2179 HMDB0000784 C08261 2266 benzoate Xenobiotics Benzoate Metabolism NAMED WPYMKLBDIGXBTP-UHFFFAOYSA-N OC(C1=CC=CC=C1)=O 65-85-0 238 HMDB0001870 C00180 243 3-phenylpropionate (hydrocinnamate) Xenobiotics Benzoate Metabolism NAMED XMIIGOLPHOKFCH-UHFFFAOYSA-N OC(CCC1=CC=CC=C1)=O 501-52-0 10181339 HMDB0000764 C05629 107 phenylacetate Amino Acid Phenylalanine Metabolism NAMED WLJVXDMOQOGPHL-UHFFFAOYSA-N O=C(O)CC1=CC=CC=C1 103-82-2 10181341 HMDB0000209 C07086 999 3-hydroxybenzoate Xenobiotics Benzoate Metabolism NAMED IJFXRHURBJZNAO-UHFFFAOYSA-N O=C(C1=CC=CC(O)=C1)O 99-06-9 7142 HMDB0002466 C00587 7420 hippurate Xenobiotics Benzoate Metabolism NAMED QIAFMBKCNZACKA-UHFFFAOYSA-N O=C(C1=CC=CC=C1)NCC(O)=O 495-69-2 451 HMDB0000714 C01586 464 3-methyl-2-oxovalerate Amino Acid Leucine, Isoleucine and Valine Metabolism NAMED JVQYSWDUAOAHFM-UHFFFAOYSA-N CCC(C)C(C(O)=O)=O 51829-07-3,1460-34-0 46 HMDB0000491 C03465,C06008,C00671 439286,440877 2'-deoxyinosine Nucleotide Purine Metabolism, (Hypo)Xanthine/Inosine containing NAMED VGONTNSXDCQUGY-RRKCRQDMSA-N OC[C@@H]1[C@H](C[C@H](N2C=NC3=C2N=CN=C3O)O1)O 890-38-0 58569 HMDB0000071 C05512 135398593 FMN Cofactors and Vitamins Riboflavin Metabolism NAMED FVTCRASFADXXNN-UHFFFAOYSA-N CC1=C(C)C=C(N(CC(O)C(C(COP(O)(O)=O)O)O)C(C2=N3)=NC(NC2=O)=O)C3=C1 130-40-5 690 HMDB0001520 C00061 643976 N-acetylmuramate Carbohydrate Aminosugar Metabolism NAMED SOARVSUSWULNDI-TVVSKHENSA-N C[C@H](C(O)=O)O[C@H]([C@@H](NC(C)=O)C=O)[C@@H]([C@@H](CO)O)O 10597-89-4 74681 HMDB0060493 C02713 5462244 xanthosine Nucleotide Purine Metabolism, (Hypo)Xanthine/Inosine containing NAMED UBORTCNDUKBEOP-UUOKFMHZSA-N OC1=C(N=CN2[C@@]3([H])[C@@](O)([H])[C@@](O)([H])[C@](CO)([H])O3)C2=NC(O)=N1 146-80-5 58484 HMDB0000299 C01762 64959 indolelactate Amino Acid Tryptophan Metabolism NAMED XGILAAMKEQUXLS-UHFFFAOYSA-N OC(C(O)=O)CC1=CNC2=C1C=CC=C2 832-97-3 83867 HMDB0000671 C02043 92904 4-methyl-2-oxopentanoate Amino Acid Leucine, Isoleucine and Valine Metabolism NAMED BKAJNAXTPSGJCU-UHFFFAOYSA-N CC(C)CC(C(O)=O)=O 816-66-0 69 HMDB0000695 C00233 70 alpha-hydroxyisocaproate Amino Acid Leucine, Isoleucine and Valine Metabolism NAMED LVRFTAZAXQPQHI-UHFFFAOYSA-N OC(C(CC(C)C)O)=O 10303-64-7 75520 HMDB0000665,HMDB00746,HMDB0000624 C03264 83697,92779,439960 isovalerate (C5) Amino Acid Leucine, Isoleucine and Valine Metabolism NAMED GWYFCOCPABKNJV-UHFFFAOYSA-N CC(C)CC(O)=O 503-74-2 10001 HMDB0000718 C08262 10430 phenyllactate (PLA) Amino Acid Phenylalanine Metabolism NAMED VOXXWSYKYCBWHO-UHFFFAOYSA-N OC(C(O)=O)CC1=CC=CC=C1 828-01-3 3715 HMDB0000779,HMDB0000563 C05607 3848 isocaproate (i6:0) Lipid Fatty Acid, Branched NAMED FGKJLKRYENPLQH-UHFFFAOYSA-N CC(C)CCC(O)=O 646-07-1 12067 HMDB00689 12587 caffeate Xenobiotics Food Component/Plant NAMED QAIPRVGONGVQAS-DUXPYHPUSA-N O=C(O)/C=C/C1=CC=C(O)C(O)=C1 331-39-5 600426 HMDB0001964 C01197 689043 3-methyl-2-oxobutyrate Amino Acid Leucine, Isoleucine and Valine Metabolism NAMED QHKABHOOEWYVLI-UHFFFAOYSA-N OC(C(C(C)C)=O)=O 3715-29-5 48 HMDB0000019 C00141 49 8-hydroxyoctanoate Lipid Fatty Acid, Monohydroxy NAMED KDMSVYIHKLZKET-UHFFFAOYSA-N OCCCCCCCC(O)=O 764-89-6 63018 HMDB0061914 69820 N-acetylglycine Amino Acid Glycine, Serine and Threonine Metabolism NAMED OKJIRPAQVSHGFK-UHFFFAOYSA-N O=C(O)C(NC(C)=O)[H] 543-24-8 10507 HMDB0000532 10972 p-cresol Xenobiotics Benzoate Metabolism NAMED IWDCLRJOBJJRNH-UHFFFAOYSA-N OC1=CC=C(C)C=C1 106-44-5 13839082 HMDB0001858 C01468 2879 indoleacetate Amino Acid Tryptophan Metabolism NAMED SEOVTRFCIGRIMH-UHFFFAOYSA-N OC(CC1=CNC2=C1C=CC=C2)=O 87-51-4,6505-45-9 780 HMDB0000197 C00954 802 3-dehydrocholate Lipid Secondary Bile Acid Metabolism NAMED OEKUSRBIIZNLHZ-YXRVOZSUSA-N C[C@H](CCC(O)=O)[C@]1([H])CC[C@@]2([H])[C@]3([H])[C@H](O)C[C@]4([H])CC(CC[C@]4(C)[C@@]3([H])C[C@H](O)[C@]12C)=O 2304-89-4 140376 HMDB00502 159655 7-ketodeoxycholate Lipid Secondary Bile Acid Metabolism NAMED RHCPKKNRWFXMAT-RRWYKFPJSA-N [H][C@]1([C@]2(C)[C@](CC1)([H])[C@]3([H])C(C[C@]4([H])C[C@H](O)CC[C@]4(C)[C@@]3([H])C[C@@H]2O)=O)[C@H](C)CCC(O)=O 911-40-0 163659 HMDB0000391 188292 indolepropionate Amino Acid Tryptophan Metabolism NAMED GOLXRNDWAUTYKT-UHFFFAOYSA-N OC(CCC1=CNC2=C1C=CC=C2)=O 830-96-6 3613 HMDB0002302 3744 dodecanedioate (C12) Lipid Fatty Acid, Dicarboxylate NAMED TVIDDXQYHWJXFK-UHFFFAOYSA-N OC(CCCCCCCCCCC(O)=O)=O 693-23-2 12213 HMDB0000623 C02678 12736 N-acetyltyrosine Amino Acid Tyrosine Metabolism NAMED CAHKINHBCWCHCF-JTQLQIEISA-N OC1=CC=C(C[C@@H](C(O)=O)NC(C)=O)C=C1 537-55-3 61606 HMDB0000866 68310 pyridoxate Cofactors and Vitamins Vitamin B6 Metabolism NAMED HXACOUQIXZGNBF-UHFFFAOYSA-N OC1=C(C(O)=O)C(CO)=CN=C1C 82-82-6 6467 HMDB0000017 C00847 6723 threonylphenylalanine Peptide Dipeptide NAMED IQHUITKNHOKGFC-CSUXEGHOSA-N N[C@@H](C(C)O)C(N[C@@H](CC1=CC=CC=C1)C(O)=O)=O 16875-27-7 3313819 HMDB0029068 7010580 5-hydroxyhexanoate Lipid Fatty Acid, Monohydroxy NAMED YDCRNMJQROAWFT-UHFFFAOYSA-N CC(O)CCCC(O)=O 44843-89-2 149280 HMDB0000409,HMDB0000525 170748 sebacate (C10-DC) Lipid Fatty Acid, Dicarboxylate NAMED CXMXRPHRNRROMY-UHFFFAOYSA-N OC(CCCCCCCCC(O)=O)=O 111-20-6 5004 HMDB0000792 C08277 5192 5-dodecenoate (12:1n7) Lipid Medium Chain Fatty Acid NAMED IJBFSOLHRKELLR-FPLPWBNLSA-N CCCCCCC=C/CCCC(O)=O 2430-94-6 4471803 HMDB0000529 5312378 N-acetyltryptophan Amino Acid Tryptophan Metabolism NAMED DZTHIGRZJZPRDV-LBPRGKRZSA-N O=C(O)[C@@H](NC(C)=O)CC1=CNC2=C1C=CC=C2 1218-34-4 610602 HMDB0013713 C03137 439917,700653 N-acetylphenylalanine Amino Acid Phenylalanine Metabolism NAMED CBQJSKKFNMDLON-JTQLQIEISA-N O=C(O)[C@@H](NC(C)=O)CC1=CC=CC=C1 2018-61-3 67404 HMDB0000512 C03519 74839 N-acetylthreonine Amino Acid Glycine, Serine and Threonine Metabolism NAMED PEDXUVCGOLSNLQ-UHFFFAOYSA-N CC(O)C(C(O)=O)NC(C)=O 17093-74-2 3841173 HMDB0062557 152204 phenylacetylglycine Peptide Acetylated Peptides NAMED UTYVDVLMYQPLQB-UHFFFAOYSA-N OC(CNC(CC1=CC=CC=C1)=O)=O 500-98-1 61452 HMDB0000821 C05598 68144 N-acetylisoleucine Amino Acid Leucine, Isoleucine and Valine Metabolism NAMED JDTWZSUNGHMMJM-MSZQBOFLSA-N CC(N[C@H](C(O)=O)C(C)CC)=O 3077-46-1 2081100 HMDB0061684 306109 p-cresol sulfate Xenobiotics Benzoate Metabolism NAMED WGNAKZGUSRVWRH-UHFFFAOYSA-N O=S(OC1=CC=C(C)C=C1)(O)=O 3233-57-7 3806480 HMDB0011635 4615423 aconitate [cis or trans] Energy TCA Cycle NAMED HMDB0000958,HMDB000072 C004174,C02341 444212,643757 5,6-dihydrouridine Nucleotide Pyrimidine Metabolism, Uracil containing NAMED ZPTBLXKRQACLCR-XVFCMESISA-N OC[C@H]1O[C@@H](N2CCC(NC2=O)=O)[C@@H]([C@@H]1O)O 5627-05-4 85115 HMDB0000497 94312 5-methyluridine (ribothymidine) Nucleotide Pyrimidine Metabolism, Uracil containing NAMED DWRXFEITVBNRMK-JXOAFFINSA-N O[C@@H]1[C@H](O)[C@@H](CO)O[C@H]1N(C=C2C)C(NC2=O)=O 1463-10-1 393058 HMDB0000884 445408 3'-AMP Nucleotide Purine Metabolism, Adenine containing NAMED LNQVTSROQXJCDD-KQYNXXCUSA-N NC1=NC=NC2=C1N=CN2[C@@]([C@@]([C@@]3(OP(O)(O)=O)[H])(O)[H])(O[C@](CO)3[H])[H] 84-21-9 10463793 HMDB0003540 C01267 41211 isovalerylglycine Amino Acid Leucine, Isoleucine and Valine Metabolism NAMED ZRQXMKMBBMNNQC-UHFFFAOYSA-N O=C(O)CNC(CC(C)C)=O 16284-60-9 475516 HMDB00678 546304 3-hydroxydodecanedioate* Lipid Fatty Acid, Dicarboxylate NAMED FYVQCLGZFXHEGL-UHFFFAOYSA-N O=C(O)CC(O)CCCCCCCCC(O)=O 34574-69-1 13628081 HMDB0000413 16663321 1-stearoyl-GPE (18:0) Lipid Lysophospholipid NAMED BBYWOYAFBUOUFP-JOCHJYFZSA-N O=P(OCC[NH3+])([O-])OC[C@H](O)COC(CCCCCCCCCCCCCCCCC)=O 69747-55-3 7826018 HMDB0011130 9547068 1-stearoyl-GPG (18:0) Lipid Lysophospholipid NAMED HFJVKBVEKQHVTO-OZAIVSQSSA-N O=P(OCC(O)CO)(O)OC[C@H](O)COC(CCCCCCCCCCCCCCCCC)=O 21403138 2-hydroxy-3-methylvalerate Amino Acid Leucine, Isoleucine and Valine Metabolism NAMED RILPIWOPNGRASR-UHFFFAOYSA-N O=C(C(C(CC)C)O)O 488-15-3 144317 HMDB0000317 164623 ferulate Xenobiotics Food Component/Plant NAMED KSEBMYQBYZTDHS-HWKANZROSA-N COC1=CC(/C=C/C(O)=O)=CC=C1O 537-98-4 393368 HMDB0000954 C01494 445858 1-palmitoyl-GPE (16:0) Lipid Lysophospholipid NAMED YVYMBNSKXOXSKW-HXUWFJFHSA-N O=P(OCC[NH3+])([O-])OC[C@H](O)COC(CCCCCCCCCCCCCCC)=O 53862-35-4 7826019 HMDB0011503 9547069 2-hydroxypalmitate Lipid Fatty Acid, Monohydroxy NAMED JGHSBPIZNUXPLA-UHFFFAOYSA-N O=C(O)C(O)CCCCCCCCCCCCCC 764-67-0 83805 HMDB0031057 12575964,92836,11065598 catechol sulfate Xenobiotics Benzoate Metabolism NAMED MZPWKJZDOCIALD-UHFFFAOYSA-N O=S(OC1=C(O)C=CC=C1)(O)=O 4918-96-1 2341024 HMDB0059724 3083879 tetradecanedioate (C14) Lipid Fatty Acid, Dicarboxylate NAMED HQHCYKULIHKCEB-UHFFFAOYSA-N O=C(O)CCCCCCCCCCCCC(O)=O 821-38-5 12630 HMDB0000872 13185 hexadecanedioate (C16) Lipid Fatty Acid, Dicarboxylate NAMED QQHJDPROMQRDLA-UHFFFAOYSA-N O=C(O)CCCCCCCCCCCCCCC(O)=O 505-54-4 10027 HMDB0000672 C19615 10459 undecanedioate (C11-DC) Lipid Fatty Acid, Dicarboxylate NAMED LWBHHRRTOZQPDM-UHFFFAOYSA-N O=C(O)CCCCCCCCCC(O)=O 1852-04-6 15037 HMDB0000888 15816 3-(2-hydroxyphenyl)propionate Xenobiotics Benzoate Metabolism NAMED CJBDUOMQLFKVQC-UHFFFAOYSA-N OC1=C(C=CC=C1)CCC(O)=O 495-78-3 850 HMDB0033752 C01198 6930705 3-(3-hydroxyphenyl)propionate Xenobiotics Benzoate Metabolism NAMED QVWAEZJXDYOKEH-UHFFFAOYSA-N O=C(CCC1=CC(O)=CC=C1)O 621-54-5 89 HMDB0000375 C11457 91 N6-succinyladenosine Nucleotide Purine Metabolism, Adenine containing NAMED VKGZCEJTCKHMRL-UHFFFAOYSA-N OCC(O1)C(O)C(O)C1N2C=NC3=C(NC(CC(O)=O)C(O)=O)N=CN=C32 4542-23-8 HMDB0000912 165243 4-hydroxycinnamate Xenobiotics Food Component/Plant NAMED NGSWKAQJJWESNS-ZZXKWVIFSA-N OC(/C=C/C1=CC=C(C=C1)O)=O 501-98-4 553148 HMDB0002035 C00811 637542 2'-AMP Nucleotide Purine Metabolism, Adenine containing NAMED QDFHPFSBQFLLSW-KQYNXXCUSA-N NC1=NC=NC2=C1N=CN2[C@@]3([H])[C@@](OP(O)(O)=O)([H])[C@@](O)([H])[C@](CO)([H])O3 130-49-4 HMDB0011617 C00946 94136 2'-O-methylguanosine Nucleotide Purine Metabolism, Guanine containing NAMED OVYNGSFVYRPRCG-KQYNXXCUSA-N O=C1C(N=CN2[C@@]3([H])[C@@](OC)([H])[C@@](O)([H])[C@](CO)([H])O3)=C2N=C(N)N1 2140-71-8 HMDB0006038 C04545 135406950 2,4,6-trihydroxybenzoate Xenobiotics Benzoate Metabolism NAMED IBHWREHFNDMRPR-UHFFFAOYSA-N O=C(O)C1=C(O)C=C(O)C=C1O 83-30-7 59891 HMDB0029649 66520 alpha-hydroxycaproate Lipid Fatty Acid, Monohydroxy NAMED NYHNVHGFPZAZGA-UHFFFAOYSA-N O=C(C(CCCC)O)O 6064-63-7 90191 HMDB0001624 99824 indole-3-carboxylate Amino Acid Tryptophan Metabolism NAMED KMAKOBLIOCQGJP-UHFFFAOYSA-N O=C(C1=CNC2=C1C=CC=C2)O 771-50-6 HMDB0003320 C19837 69867 13-HODE + 9-HODE Lipid Fatty Acid, Monohydroxy NAMED HNICUWMFWZBIFP-IRQZEAMPSA-N OC(CCCCCCC/C=CC=C[C@H](CCCCC)O)=O HMDB0004670,HMDB0004667 C14767,C14762 5312830,5282945,1424,5282947,5282944 (12 or 13)-methylmyristate (a15:0 or i15:0) Lipid Fatty Acid, Branched NAMED ZOCYQVNGROEVLU-UHFFFAOYSA-N CC(C)CCCCCCCCCCCC(O)=O 2485-71-4 133106 HMDB0061707 151014 (16 or 17)-methylstearate (a19:0 or i19:0) Lipid Fatty Acid, Branched NAMED YETXGSGCWODRAA-UHFFFAOYSA-N OC(CCCCCCCCCCCCCCCC(C)C)=O 2724-59-6 2340933 HMDB0037397 3083779 3-hydroxy-3-phenylpropionate Xenobiotics Benzoate Metabolism NAMED AYOLELPCNDVZKZ-UHFFFAOYSA-N OC(CC(O)=O)C1=CC=CC=C1 2768-42-5 83915 22328018 sulfate* Xenobiotics Chemical NAMED QAOWNCQODCNURD-UHFFFAOYSA-N OS(O)(=O)=O 14808-79-8 1086 HMDB01448 C00059 5152822 N-methylhydantoin Amino Acid Creatine Metabolism NAMED RHYBFKMFHLPQPH-UHFFFAOYSA-N O=C(NC1=O)N(C1)C 616-04-6 62430 HMDB0003646 C02565 69217 pantoate Cofactors and Vitamins Pantothenate and CoA Metabolism NAMED OTOIIPJYVQJATP-BYPYZUCNSA-N OC([C@H](O)C(C)(C)CO)=O 470-29-1 388387 HMDB0240389 C00522 5289105 guanosine 3'-monophosphate (3'-GMP) Nucleotide Purine Metabolism, Guanine containing NAMED ZDPUTNZENXVHJC-UHFFFAOYSA-N NC1=NC2=C(C(N1)=O)N=CN2C3OC(C(C3O)OP(O)(O)=O)CO 117-68-0 3402 135398727 guanosine 2'-monophosphate (2'-GMP)* Nucleotide Purine Metabolism, Guanine containing NAMED WTIFIAZWCCBCGE-UUOKFMHZSA-N O[C@H]1[C@H]([C@H](N2C(NC(N)=NC3=O)=C3N=C2)O[C@@H]1CO)OP(O)(O)=O 392466 HMDB0240586 135460966 ursocholate Lipid Secondary Bile Acid Metabolism NAMED BHQCQFFYRZLCQQ-QQODLWJBSA-N C[C@@]12[C@](CCC2[C@H](C)CCC(O)=O)([H])[C@]3([H])[C@@H](O)C[C@]4([H])C[C@H](O)CC[C@]4(C)[C@@]3([H])C[C@@H]1O 2955-27-3 HMDB0000917 C17644 122340 3-(4-hydroxyphenyl)propionate Xenobiotics Benzoate Metabolism NAMED NMHMNPHRMNGLLB-UHFFFAOYSA-N OC1=CC=C(CCC(O)=O)C=C1 501-97-3 9965 HMDB0002199 C01744 10394 (14 or 15)-methylpalmitate (a17:0 or i17:0) Lipid Fatty Acid, Branched NAMED IIUXHTGBZYEGHI-UHFFFAOYSA-N CC(CCCCCCCCCCCCCC(O)=O)C HMDB0061859 C16995 8181,17903417 eicosanedioate (C20-DC) Lipid Fatty Acid, Dicarboxylate NAMED JJOJFIHJIRWASH-UHFFFAOYSA-N O=C(O)CCCCCCCCCCCCCCCCCCC(O)=O 2424-92-2 68030 75502 docosadioate (C22-DC) Lipid Fatty Acid, Dicarboxylate NAMED DGXRZJSPDXZJFG-UHFFFAOYSA-N O=C(O)CCCCCCCCCCCCCCCCCCCCC(O)=O 505-56-6 214170 C14240 7641 chrysoeriol Xenobiotics Food Component/Plant NAMED SCZVLDHREVKTSH-UHFFFAOYSA-N O=C1C2=C(O)C=C(O)C=C2OC(C3=CC(OC)=C(O)C=C3)=C1 491-71-4 4444263 HMDB0030667 C04293 5280666 1-(1-enyl-palmitoyl)-GPE (P-16:0)* Lipid Lysoplasmalogen NAMED QYTPGOPLNFESQC-RLHAVTDZSA-N O=P(OCC[NH3+])([O-])OC[C@H](O)CO/C=C/CCCCCCCCCCCCCC 10471193 HMDB0011152 enterolactone Xenobiotics Food Component/Plant NAMED HVDGDHBAMCBBLR-WMLDXEAASA-N O=C1OC[C@H](CC2=CC(O)=CC=C2)[C@H]1CC3=CC(O)=CC=C3 78473-71-9 8860823 HMDB0006101 C18165 114739 2-oxindole-3-acetate Xenobiotics Food Component/Plant NAMED ILGMGHZPXRDCCS-UHFFFAOYSA-N O=C(NC1=C2C=CC=C1)C2CC(O)=O 2971-31-5 2338343 HMDB0035514 3080590 isoleucylglycine Peptide Dipeptide NAMED UCGDDTHMMVWVMV-UHFFFAOYSA-N O=C(C(C(CC)C)N)NCC(O)=O 868-28-0 303621 HMDB0028907 342532 leucylalanine Peptide Dipeptide NAMED HSQGMTRYSIHDAC-UHFFFAOYSA-N O=C(C(CC(C)C)N)NC(C)C(O)=O 7298-84-2 227625 HMDB0028922 81721 beta-citrylglutamate Amino Acid Glutamate Metabolism NAMED GAQNUGISBQJMKO-UHFFFAOYSA-N OC(CC(C(NC(CCC(O)=O)C(O)=O)=O)(CC(O)=O)O)=O 73590-26-8 19992713 C20775 189741 dihydroferulate Xenobiotics Food Component/Plant NAMED BOLQJTPHPSDZHR-UHFFFAOYSA-N O=C(CCC1=CC=C(O)C(OC)=C1)O 1135-23-5 13701 HMDB0062121 14340 phenylacetylphenylalanine Peptide Acetylated Peptides NAMED LIIPHJDKZNTNII-UHFFFAOYSA-N O=C(C(CC1=CC=CC=C1)NC(CC2=CC=CC=C2)=O)O 738-75-0 43291 HMDB0002372 47579 5-hydroxydecanoate Lipid Fatty Acid, Monohydroxy NAMED LMHJFKYQYDSOQO-UHFFFAOYSA-N OC(CCCC(O)=O)CCCCC 624-00-0 1759 HMDB0040329 1825 4-phenylbutyrate Xenobiotics Drug - Other NAMED OBKXEAXTFZPCHS-UHFFFAOYSA-N OC(CCCC1=CC=CC=C1)=O 1821-12-1 4611 HMDB0000543 4775 tridecanedioate (C13-DC) Lipid Fatty Acid, Dicarboxylate NAMED DXNCZXXFRKPEPY-UHFFFAOYSA-N OC(CCCCCCCCCCCC(O)=O)=O 505-52-2 10026 HMDB0002327 10458 3-acetylphenol sulfate Xenobiotics Chemical NAMED CGFRVKXGZRODPA-UHFFFAOYSA-N CC(C1=CC=CC(OS(=O)(O)=O)=C1)=O 16230535 1-methyl-beta-carboline-3-carboxylic acid Xenobiotics Food Component/Plant NAMED MFEZJNMQTQMDRQ-UHFFFAOYSA-N OC(C1=NC(C)=C2N([H])C3=CC=CC=C3C2=C1)=O 22329-38-0 4546099 5406157 N-delta-acetylornithine Amino Acid Urea cycle; Arginine and Proline Metabolism NAMED SRXKAYJJGAAOBP-UHFFFAOYSA-N CC(NCCCC(N)C(O)=O)=O 8096135 HMDB0003357 C00437 9920500 N-formylanthranilic acid Amino Acid Tryptophan Metabolism NAMED LLLPDUXGHXIXIW-UHFFFAOYSA-N OC(C1=CC=CC=C1N([H])C=O)=O 3342-77-6 91624 HMDB0004089 C05653 101399 N-acetyltaurine Amino Acid Methionine, Cysteine, SAM and Taurine Metabolism NAMED CXJAAWRLVGAKDV-UHFFFAOYSA-N O=S(CCNC(C)=O)(O)=O 140553 HMDB0240253 159864 1-palmitoyl-GPG (16:0)* Lipid Lysophospholipid NAMED BVJSKAUUFXBDOB-UHFFFAOYSA-N O=P(OCC(O)CO)(O)OCC(O)COC(CCCCCCCCCCCCCCC)=O 2548639 HMDB0240601 3300276 N-formylphenylalanine Amino Acid Tyrosine Metabolism NAMED NSTPXGARCQOSAU-VIFPVBQESA-N OC([C@@H](NC=O)CC1=CC=CC=C1)=O 13200-85-6 663938 HMDB0240317 759256,7064571 vanillactate Amino Acid Tyrosine Metabolism NAMED SVYIZYRTOYHQRE-UHFFFAOYSA-N OC1=C(OC)C=C(CC(C(O)=O)O)C=C1 2475-56-1 141152 HMDB0000913 160637 2-methylcitrate/homocitrate Energy TCA Cycle NAMED YNOXCRMFGMSKIJ-UHFFFAOYSA-N CC(C(O)=O)C(C(O)=O)(O)CC(O)=O HMDB0003518,HMDB0000379 C01251 439459,515 phenylacetyltaurine Peptide Acetylated Peptides NAMED QUWZFULUMBECLL-UHFFFAOYSA-N O=C(NCCS(=O)(O)=O)CC1=CC=CC=C1 33953-90-1 1627903 2179693 3-hydroxystearate Lipid Fatty Acid, Monohydroxy NAMED POMQYTSPMKEQNB-UHFFFAOYSA-N OC(CC(O)CCCCCCCCCCCCCCC)=O 45261-96-9 4446034 HMDB10737 5282907 uridine 2'-monophosphate (2'-UMP)* Nucleotide Pyrimidine Metabolism, Uracil containing NAMED HQIDPEYTETUCNF-UHFFFAOYSA-N O=C(N1)N(C2C(OP(O)(O)=O)C(O)C(CO)O2)C=CC1=O 101609 (3'-5')-uridylylguanosine Nucleotide Dinucleotide NAMED BJDSHVBWORJTID-VMIOUTBZSA-N O[C@H]([C@@H]1O)[C@@H](O[C@@H]1COP(O[C@@H]([C@H]2O)[C@H](O[C@H]2N(C=CC3=O)C(N3)=O)CO)(O)=O)N4C(N=C(N)NC5=O)=C5N=C4 3474-04-2 96654 107394 (3'-5')-uridylyluridine Nucleotide Dinucleotide NAMED KXSPLNAXPMVUEC-NCOIDOBVSA-N O[C@H]1[C@H](N(C=CC2=O)C(N2)=O)O[C@H](CO)[C@H]1OP(OC[C@H]3O[C@@H](N(C=CC4=O)C(N4)=O)[C@H](O)[C@@H]3O)(O)=O 2415-43-2 92384 145459105 (3'-5')-uridylyladenosine Nucleotide Dinucleotide NAMED SWTWQWKNQDDGCS-UHFFFAOYSA-N OC1C(C(CO)OC1N(C=C2)C(N([H])C2=O)=O)OP(OCC(C(C3O)O)OC3N4C5=NC=NC(N([H])[H])=C5N=C4)(O)=O 3256-24-4 240299 92951 (3'-5')-adenylyluridine Nucleotide Dinucleotide NAMED RNNPIPQLZRGXIG-KPKSGTNCSA-N O[C@H]([C@@H]1OP(OC[C@H]2O[C@@H](N(C=CC3=O)C(N3)=O)[C@H](O)[C@@H]2O)(O)=O)[C@@H](O[C@@H]1CO)N4C(N=CN=C5N)=C5N=C4 3051-84-1 100483 145459093 (3'-5')-cytidylyladenosine Nucleotide Dinucleotide NAMED ZLVJWOGZEAIPAO-KPKSGTNCSA-N O[C@H]([C@@H]1O)[C@@H](O[C@@H]1COP(O[C@@H]([C@H]2O)[C@H](O[C@H]2N(C=CC(N)=N3)C3=O)CO)(O)=O)N4C(N=CN=C5N)=C5N=C4 2382-66-3 82640 91519 (3'-5')-adenylylcytidine Nucleotide Dinucleotide NAMED NHEPQPHJXSVOGF-KPKSGTNCSA-N O[C@H]([C@@H]1OP(OC[C@H]2O[C@@H](N(C=CC(N)=N3)C3=O)[C@H](O)[C@@H]2O)(O)=O)[C@@H](O[C@@H]1CO)N4C(N=CN=C5N)=C5N=C4 4833-63-0 9050769 10875494 (3'-5')-cytidylylguanosine Nucleotide Dinucleotide NAMED CTMZLDSMFCVUNX-VMIOUTBZSA-N O[C@H]([C@@H]1O)[C@@H](O[C@@H]1COP(O[C@@H]([C@H]2O)[C@H](O[C@H]2N(C=CC(N)=N3)C3=O)CO)(O)=O)N4C(N=C(N)NC5=O)=C5N=C4 2382-65-2 58611 65101 (3'-5')-guanylylcytidine Nucleotide Dinucleotide NAMED DQTQQHQGSZWEMR-VMIOUTBZSA-N O[C@H]([C@@H]1OP(OC[C@H]2O[C@@H](N(C=CC(N)=N3)C3=O)[C@H](O)[C@@H]2O)(O)=O)[C@@H](O[C@@H]1CO)N4C(N=C(N)NC5=O)=C5N=C4 4785-04-0 96791 145459099 phenylacetylalanine Peptide Acetylated Peptides NAMED FDWFFCURSPACFQ-UHFFFAOYSA-N O=C(CC1=CC=CC=C1)N([H])C(C(O)=O)C 17966-65-3 490542 564251 3-carboxyadipate Lipid Fatty Acid, Dicarboxylate NAMED LOGBRYZYTBQBTB-UHFFFAOYSA-N OC(CCC(C(O)=O)CC(O)=O)=O 923-42-2 193135 222467 4-acetamidobenzoate Xenobiotics Chemical NAMED QCXJEYYXVJIFCE-UHFFFAOYSA-N CC(NC1=CC=C(C(O)=O)C=C1)=O 556-08-1 18177 D03836 6918889 1-palmitoyl-galactosylglycerol (16:0)* Lipid Galactosyl Glycerolipids NAMED DWKQIHQQZYILDB-DISYYVGZSA-N O[C@H]([C@H]1O)[C@H]([C@@H](CO)O[C@H]1OC[C@@H](COC(CCCCCCCCCCCCCCC)=O)O)O 8588782 10413348 2'-O-methyluridine Nucleotide Pyrimidine Metabolism, Uracil containing NAMED SXUXMRMBWZCMEN-ZOQUXTDFSA-N CO[C@@H]1[C@@H]([C@H](O[C@H]1N2C=CC(NC2=O)=O)CO)O 2140-76-3 92343 HMDB0240328 102212 2-hydroxybehenate Lipid Fatty Acid, Monohydroxy NAMED RPGJJWLCCOPDAZ-UHFFFAOYSA-N CCCCCCCCCCCCCCCCCCCCC(O)C(O)=O 167899 HMDB0061660 193484 2-hydroxynervonate* Lipid Fatty Acid, Monohydroxy NAMED UFOOFOUFKSIFCD-KTKRTIGZSA-N OC(C(O)=O)CCCCCCCCCCCC/C=CCCCCCCCC 4472208 5312783 N-palmitoylserine Lipid Endocannabinoid NAMED BFVRFWIQTACAPT-KRWDZBQOSA-N O=C(CCCCCCCCCCCCCCC)N([H])[C@H](C(O)=O)CO 58725-46-5,474943-14-1 4956046 6453686 3-hydroxybehenate* Lipid Fatty Acid, Monohydroxy NAMED PNPWTPYWWUOMDS-UHFFFAOYSA-N O=C(O)CC(O)CCCCCCCCCCCCCCCCCCC 4446048 5282921 2-hydroxyarachidate* Lipid Fatty Acid, Monohydroxy NAMED CPLYLXYEVLGWFJ-UHFFFAOYSA-N CCCCCCCCCCCCCCCCCCC(O)C(O)=O 4395406 5225199 3-hydroxyarachidate* Lipid Fatty Acid, Monohydroxy NAMED XXKHCFPQYSMGCI-UHFFFAOYSA-N CCCCCCCCCCCCCCCCCC(O)CC(O)=O 4446045 HMDB0062566 5282918 18-methylnonadecanoate (i20:0) Lipid Fatty Acid, Branched NAMED UCDAVJCKGYOYNI-UHFFFAOYSA-N OC(CCCCCCCCCCCCCCCCC(C)C)=O 3584985 4383090 2-hydroxyheptanoate* Lipid Fatty Acid, Monohydroxy NAMED RGMMREBHCYXQMA-UHFFFAOYSA-N OC(C(O)CCCCC)=O 2032206 2750949 hexadecenedioate (C16:1-DC)* Lipid Fatty Acid, Dicarboxylate NAMED IWTMSCUHCJHPPR-ACCUITESSA-N O=C(O)CCCCCCCCCCCC/C=C/C(O)=O 3-indoleglyoxylic acid Xenobiotics Food Component/Plant NAMED DWLVFWDCSFTDOD-UHFFFAOYSA-N OC(C(C1=CNC2=C1C=CC=C2)=O)=O 1477-49-2 66497 73863 2-hydroxysebacate Lipid Fatty Acid, Dicarboxylate NAMED LPIOYESQKJFWPQ-UHFFFAOYSA-N OC(C(O)=O)CCCCCCCC(O)=O 103963-71-9 113866 HMDB0000424 128458 3-methylhexanoate Lipid Fatty Acid, Branched NAMED NZQMQVJXSRMTCJ-UHFFFAOYSA-N CCCC(C)CC(O)=O 86012 95315 4-methylhexanoate (a7:0) Amino Acid Leucine, Isoleucine and Valine Metabolism NAMED DIVCBWJKVSFZKJ-UHFFFAOYSA-N OC(CCC(C)CC)=O 1561-11-1 14536 15271 (3'-5')-adenylyladenosine* Nucleotide Dinucleotide NAMED UYSXBCQACJTYFS-XPWFQUROSA-N O[C@@H]1[C@@H]([C@@H](CO)O[C@H]1N2C3=NC=NC(N([H])[H])=C3N=C2)OP(OC[C@H]([C@H]([C@H]4O)O)O[C@H]4N5C6=NC=NC(N([H])[H])=C6N=C5)(O)=O 85040 94231 (3'-5')-adenylylguanosine* Nucleotide Dinucleotide NAMED LWBLDUTUVIXFJE-INFSMZHSSA-N O[C@@H]1[C@@H]([C@@H](CO)O[C@H]1N2C3=NC=NC(N([H])[H])=C3N=C2)OP(OC[C@H]([C@H]([C@H]4O)O)O[C@H]4N5C(N([H])C(N([H])[H])=NC6=O)=C6N=C5)(O)=O 392294 135508729 (3'-5')-cytidylylcytidine* Nucleotide Dinucleotide NAMED PTLMIIUMLITBQT-NCOIDOBVSA-N O[C@@H]1[C@@H]([C@@H](CO)O[C@H]1N2C=CC(N([H])[H])=NC2=O)OP(OC[C@H]([C@H]([C@H]3O)O)O[C@H]3N4C=CC(N([H])[H])=NC4=O)(O)=O 85046 94237 (3'-5')-cytidylyluridine* Nucleotide Dinucleotide NAMED VSIFECIDUDPNRC-UHFFFAOYSA-N OC1C(OP(OCC2OC(N3C=CC(NC3=O)=O)C(O)C2O)(O)=O)C(CO)OC1N4C=CC(N)=NC4=O 145459097 (3'-5')-uridylylcytidine* Nucleotide Dinucleotide NAMED LENQVXALZPDAFB-UHFFFAOYSA-N OC1C(OP(OCC2OC(N3C=CC(N)=NC3=O)C(O)C2O)(O)=O)C(CO)OC1N4C(NC(C=C4)=O)=O 145459103 2,6-dihydroxybenzoic acid Xenobiotics Drug - Topical Agents NAMED AKEUNCKRJATALU-UHFFFAOYSA-N OC(C1=C(O)C=CC=C1O)=O 303-07-1 8974 HMDB0013676 9338 5-methylhexanoate (i7:0) Lipid Fatty Acid, Branched NAMED MHPUGCYGQWGLJL-UHFFFAOYSA-N OC(CCCC(C)C)=O 11839 HMDB0031595 12344 3-dehydrodeoxycholate Lipid Secondary Bile Acid Metabolism NAMED WMUMZOAFCDOTRW-OVEHVULHSA-N O[C@@H]1[C@@]([C@]([C@H](C)CCC(O)=O)([H])CC2)(C)[C@]2([H])[C@@]3([H])[C@@](C1)([H])[C@](CCC4=O)(C)[C@](C4)([H])CC3 4185-01-7 141233 HMDB0062742 160738 picolinoylglycine Lipid Fatty Acid Metabolism (Acyl Glycine) NAMED MNYZGNSHBPLAFN-UHFFFAOYSA-N O=C(C1=CC=CC=N1)N([H])CC(O)=O 5616-29-5 9963296 HMDB0059766 11788622 3-hydroxyisonicotinic acid Xenobiotics Drug - Neurological NAMED JEHGATQUCUYHJL-UHFFFAOYSA-N O=C(O)c1ccncc1O 10128-71-9 404406 459503 vanilloylglycine Xenobiotics Food Component/Plant NAMED LOODYTDRRBLQNH-UHFFFAOYSA-N OC1=CC=C(C=C1OC)C(NCC(O)=O)=O 2340857 HMDB0060026 3083688 branched chain 14:0 dicarboxylic acid** Lipid Fatty Acid, Dicarboxylate NAMED JUODHHFNSQAXKF-UHFFFAOYSA-N CCCCCC(CCCC(O)=O)CCCC(O)=O N-butyryl-phenylalanine Amino Acid Phenylalanine Metabolism NAMED POWFRKKVHBUFNI-UHFFFAOYSA-N CCCC(NC(CC1=CC=CC=C1)C(O)=O)=O 14753680 N-butyryl-leucine Amino Acid Leucine, Isoleucine and Valine Metabolism NAMED QRHYCLBYHIKSTA-UHFFFAOYSA-N CCCC(NC(CC(C)C)C(O)=O)=O 14028016 N-butyryl-isoleucine Amino Acid Leucine, Isoleucine and Valine Metabolism NAMED ANKPSSPTFFQSKS-UHFFFAOYSA-N CCCC(NC(C(C)CC)C(O)=O)=O 16412598 4-quinolinecarboxylic acid Xenobiotics Chemical NAMED VQMSRUREDGBWKT-UHFFFAOYSA-N O=C(O)c1ccnc2c1cccc2 486-74-8 9826 C06414 10243 val-val-ala Peptide Polypeptide NAMED IWADHXDXSQONEL-UHFFFAOYSA-N O=C(NC(C(C)C)C(NC(C)C(O)=O)=O)C(C(C)C)N 16576091 18232571 4-chlorobenzoic acid Xenobiotics Chemical NAMED XRHGYUZYPHTUJZ-UHFFFAOYSA-N O=C(O)C1=CC=C(Cl)C=C1 74-11-3 C02370 6318 flunixin Xenobiotics Drug - Analgesics, Anesthetics NAMED NOOCSNJCXJYGPE-UHFFFAOYSA-N CC1=C(C(F)(F)F)C=CC=C1NC2=C(C(O)=O)C=CC=N2 38677-85-9 N-lactoyl isoleucine Amino Acid Lactoyl Amino Acid NAMED OC([C@@H](NC([C@H](C)O)=O)[C@H](CC)C)=O 210769-85-0 N-lactoyl tyrosine Amino Acid Lactoyl Amino Acid NAMED OC([C@@H](NC([C@H](C)O)=O)CC1=CC=C(C=C1)O)=O 1373771-50-6 METABOLITES_END #END