#METABOLOMICS WORKBENCH kapitsinou_20210701_053527 DATATRACK_ID:2732 STUDY_ID:ST001865 ANALYSIS_ID:AN003025 PROJECT_ID:PR001178 VERSION 1 CREATED_ON July 18, 2021, 8:30 am #PROJECT PR:PROJECT_TITLE Systemic metabolic responses to hypoxia PR:PROJECT_SUMMARY Prolonged cellular hypoxia leads to energetic failure and death. However, PR:PROJECT_SUMMARY sublethal hypoxia can trigger an adaptive response called hypoxic PR:PROJECT_SUMMARY preconditioning. While prolyl-hydroxylase (PHD) enzymes and hypoxia inducible PR:PROJECT_SUMMARY factors (HIFs) have been identified as key elements of oxygen sensing machinery, PR:PROJECT_SUMMARY the mechanisms by which hypoxic preconditioning protects against insults remain PR:PROJECT_SUMMARY unclear. Here, we perform serum metabolomic profiling to assess alterations PR:PROJECT_SUMMARY induced by hypoxic preconditioning. PR:INSTITUTE Northwestern University, Feinberg School of Medicine PR:LAST_NAME Kapitsinou PR:FIRST_NAME Pinelopi PR:ADDRESS 303 East Superior Street, Chicago, Il, 60611, USA PR:EMAIL pinelopi.kapitsinou@northwestern.edu PR:PHONE 312-503-8710 #STUDY ST:STUDY_TITLE Systemic metabolite changes due to Hypoxia ST:STUDY_SUMMARY Prolonged cellular hypoxia leads to energetic failure and death. However, ST:STUDY_SUMMARY sublethal hypoxia can trigger an adaptive response called hypoxic ST:STUDY_SUMMARY preconditioning. While prolyl-hydroxylase (PHD) enzymes and hypoxia inducible ST:STUDY_SUMMARY factors (HIFs) have been identified as key elements of oxygen sensing machinery, ST:STUDY_SUMMARY the mechanisms by which hypoxic preconditioning protects against insults remain ST:STUDY_SUMMARY unclear. Here, we perform serum metabolomic profiling to assess alterations ST:STUDY_SUMMARY induced by hypoxic preconditioning. We discover that hypoxic preconditioning ST:STUDY_SUMMARY increases serum kynurenine levels and enhance kynurenine biotransformation ST:STUDY_SUMMARY leading to preservation of NAD+ in the post-ischemic kidney. Furthermore, we ST:STUDY_SUMMARY show that Indoleamine 2,3-dioxygenase 1 (Ido1) deficiency abolishes the systemic ST:STUDY_SUMMARY increase of kynurenine and the subsequent renoprotection generated by hypoxic ST:STUDY_SUMMARY preconditioning. Importantly, exogenous administration of kynurenine restores ST:STUDY_SUMMARY the hypoxic preconditioning in the context of Ido1 deficiency. Collectively, our ST:STUDY_SUMMARY findings demonstrate a critical role of Ido1/kynurenine axis in mediating ST:STUDY_SUMMARY hypoxic preconditioning ST:INSTITUTE Northwestern University ST:DEPARTMENT Medicine/Nephrology ST:LABORATORY Kapitsinou ST:LAST_NAME Kapitsinou ST:FIRST_NAME Pinelopi ST:ADDRESS 303 East Superior Street ST:EMAIL pinelopi.kapitsinou@northwestern.edu ST:NUM_GROUPS 2 ST:TOTAL_SUBJECTS 16 ST:NUM_MALES 16 ST:STUDY_COMMENTS N/A ST:PUBLICATIONS Accepted in Cell Reports ST:STUDY_TYPE Comparative metabolomic analysis of serum metabolites detected by untargeted ST:STUDY_TYPE LC/MS and GC/MS platform ST:PHONE 312-503-8710 #SUBJECT SU:SUBJECT_TYPE Mammal SU:SUBJECT_SPECIES Mus musculus SU:TAXONOMY_ID 10090 #FACTORS #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 - 31 Treatment:Hypoxia 8% SUBJECT_SAMPLE_FACTORS - 32 Treatment:Hypoxia 8% SUBJECT_SAMPLE_FACTORS - 34 Treatment:Hypoxia 8% SUBJECT_SAMPLE_FACTORS - 35 Treatment:Hypoxia 8% SUBJECT_SAMPLE_FACTORS - 42 Treatment:Hypoxia 8% SUBJECT_SAMPLE_FACTORS - 43 Treatment:Hypoxia 8% SUBJECT_SAMPLE_FACTORS - 44 Treatment:Hypoxia 8% SUBJECT_SAMPLE_FACTORS - 45 Treatment:Hypoxia 8% SUBJECT_SAMPLE_FACTORS - 37 Treatment:Normoxia SUBJECT_SAMPLE_FACTORS - 38 Treatment:Normoxia SUBJECT_SAMPLE_FACTORS - 39 Treatment:Normoxia SUBJECT_SAMPLE_FACTORS - 40 Treatment:Normoxia SUBJECT_SAMPLE_FACTORS - 47 Treatment:Normoxia SUBJECT_SAMPLE_FACTORS - 48 Treatment:Normoxia SUBJECT_SAMPLE_FACTORS - 49 Treatment:Normoxia SUBJECT_SAMPLE_FACTORS - 50 Treatment:Normoxia #COLLECTION CO:COLLECTION_SUMMARY Whole blood was collected in BD Microtainer Serum Separator Tubes. After CO:COLLECTION_SUMMARY collection of the whole blood, blood was allowed to clot by leaving it CO:COLLECTION_SUMMARY undisturbed at room temperature for 20 minutes. Clot was removed by centrifuging CO:COLLECTION_SUMMARY at 1,000–2,000 x g for 10 minutes in a refrigerated centrifuge. The resulting CO:COLLECTION_SUMMARY supernatant(serum) was transferred into clean polypropylene tubes and stored at CO:COLLECTION_SUMMARY –80°C until time of analysis. CO:SAMPLE_TYPE Blood (serum) #TREATMENT TR:TREATMENT_SUMMARY Serum was collected form mice subjected to 8% Hypoxia for 2 days (animal hypoxia TR:TREATMENT_SUMMARY chamber, Biospherix Ltd) and normoxic littermates. For The experiments of TR:TREATMENT_SUMMARY pharmacologic PHD inhibition, mice were treated with two doses of PHD inhibitor TR:TREATMENT_SUMMARY ( IOX2, 60 mg/kg by gavage, 48hrs and 6 hrs prior to collection time) while TR:TREATMENT_SUMMARY control mice received vehicle. #SAMPLEPREP SP:SAMPLEPREP_SUMMARY The metabolomic screening was conducted by Metabolon, Inc (Durham, NC). The SP:SAMPLEPREP_SUMMARY sample preparation process was carried out using the automated MicroLab STAR® SP:SAMPLEPREP_SUMMARY system from Hamilton Company. Sample preparation was conducted using a SP:SAMPLEPREP_SUMMARY proprietary series of organic and aqueous extractions to remove the protein SP:SAMPLEPREP_SUMMARY fraction while allowing maximum recovery of small molecules. The resulting SP:SAMPLEPREP_SUMMARY extract was divided into two fractions; one for analysis by LC and one for SP:SAMPLEPREP_SUMMARY analysis by GC. Samples were placed briefly on a TurboVap® (Zymark) to remove SP:SAMPLEPREP_SUMMARY the organic solvent. Each sample was then frozen and dried under vacuum. Samples SP:SAMPLEPREP_SUMMARY were then prepared for the appropriate instrument, either LC/MS or GC/MS. #CHROMATOGRAPHY CH:CHROMATOGRAPHY_SUMMARY The LC/MS portion of the platform was based on a Waters ACQUITY UPLC and a CH:CHROMATOGRAPHY_SUMMARY Thermo-Finnigan LTQ mass spectrometer, which consisted of an electrospray CH:CHROMATOGRAPHY_SUMMARY ionization (ESI) source and linear ion-trap (LIT) mass analyzer. The sample CH:CHROMATOGRAPHY_SUMMARY extract was split into two aliquots, dried, then reconstituted in acidic or CH:CHROMATOGRAPHY_SUMMARY basic LC-compatible solvents, each of which contained 11 or more injection CH:CHROMATOGRAPHY_SUMMARY standards at fixed concentrations. One aliquot was analyzed using acidic CH:CHROMATOGRAPHY_SUMMARY positive ion optimized conditions and the other using basic negative ion CH:CHROMATOGRAPHY_SUMMARY optimized conditions in two independent injections using separate dedicated CH:CHROMATOGRAPHY_SUMMARY columns. Extracts reconstituted in acidic conditions were gradient eluted using CH:CHROMATOGRAPHY_SUMMARY water and methanol both containing 0.1% Formic acid, while the basic extracts, CH:CHROMATOGRAPHY_SUMMARY which also used water/methanol, contained 6.5mM Ammonium Bicarbonate. CH:CHROMATOGRAPHY_TYPE LC/MS CH:INSTRUMENT_NAME Waters Acquity CH:COLUMN_NAME per Metabolon #ANALYSIS AN:ANALYSIS_TYPE MS #MS MS:INSTRUMENT_NAME Thermo LTQ-FT MS:INSTRUMENT_TYPE Single quadrupole MS:MS_TYPE ESI MS:ION_MODE NEGATIVE MS:MS_COMMENTS Accurate Mass Determination and MS/MS fragmentation (LC/MS), (LC/MS/MS): The MS:MS_COMMENTS LC/MS portion of the platform was based on a Waters ACQUITY UPLC and a MS:MS_COMMENTS Thermo-Finnigan LTQ-FT mass spectrometer, which had a linear ion-trap (LIT) MS:MS_COMMENTS front end and a Fourier transform ion cyclotron resonance (FT-ICR) mass MS:MS_COMMENTS spectrometer backend. For ions with counts greater than 2 million, an accurate MS:MS_COMMENTS mass measurement could be performed. Accurate mass measurements could be made on MS:MS_COMMENTS the parent ion as well as fragments. The typical mass error was less than 5 ppm. MS:MS_COMMENTS Ions with less than two million counts require a greater amount of effort to MS:MS_COMMENTS characterize. Fragmentation spectra (MS/MS) were typically generated in data MS:MS_COMMENTS dependent manner, but if necessary, targeted MS/MS could be employed, such as in MS:MS_COMMENTS the case of lower level signals. Bioinformatics: The informatics system MS:MS_COMMENTS consisted of four major components, the Laboratory Information Management System MS:MS_COMMENTS (LIMS), the data extraction and peak-identification software, data processing MS:MS_COMMENTS tools for QC and compound identification, and a collection of information MS:MS_COMMENTS interpretation and visualization tools for use by data analysts. The hardware MS:MS_COMMENTS and software foundations for these informatics components were the LAN backbone, MS:MS_COMMENTS and a database server running Oracle 10.2.0.1 Enterprise Edition. LIMS: The MS:MS_COMMENTS purpose of the Metabolon LIMS system was to enable fully auditable laboratory MS:MS_COMMENTS automation through a secure, easy to use, and highly specialized system. The MS:MS_COMMENTS scope of the Metabolon LIMS system encompasses sample accessioning, sample MS:MS_COMMENTS preparation and instrumental analysis and reporting and advanced data analysis. MS:MS_COMMENTS All of the subsequent software systems are grounded in the LIMS data structures. MS:MS_COMMENTS It has been modified to leverage and interface with the in-house information MS:MS_COMMENTS extraction and data visualization systems, as well as third party MS:MS_COMMENTS instrumentation and data analysis software. Data Extraction and Quality MS:MS_COMMENTS Assurance: The data extraction of the raw mass spec data files yielded MS:MS_COMMENTS information that could loaded into a relational database and manipulated without MS:MS_COMMENTS resorting to BLOB manipulation. Once in the database the information was MS:MS_COMMENTS examined and appropriate QC limits were imposed. Peaks were identified using MS:MS_COMMENTS Metabolon’s proprietary peak integration software, and component parts were MS:MS_COMMENTS stored in a separate and specifically designed complex data structure. Compound MS:MS_COMMENTS identification: Compounds were identified by comparison to library entries of MS:MS_COMMENTS purified standards or recurrent unknown entities. Identification of known MS:MS_COMMENTS chemical entities was based on comparison to metabolomic library entries of MS:MS_COMMENTS purified standards. As of this writing, more than 1000 commercially available MS:MS_COMMENTS purified standard compounds had been acquired registered into LIMS for MS:MS_COMMENTS distribution to both the LC and GC platforms for determination of their MS:MS_COMMENTS analytical characteristics. The combination of chromatographic properties and MS:MS_COMMENTS mass spectra gave an indication of a match to the specific compound or an MS:MS_COMMENTS isobaric entity. Additional entities could be identified by virtue of their MS:MS_COMMENTS recurrent nature (both chromatographic and mass spectral). These compounds have MS:MS_COMMENTS the potential to be identified by future acquisition of a matching purified MS:MS_COMMENTS standard or by classical structural analysis. Curation: A variety of curation MS:MS_COMMENTS procedures were carried out to ensure that a high quality data set was made MS:MS_COMMENTS available for statistical analysis and data interpretation. The QC and curation MS:MS_COMMENTS processes were designed to ensure accurate and consistent identification of true MS:MS_COMMENTS chemical entities, and to remove those representing system artifacts, MS:MS_COMMENTS mis-assignments, and background noise. Metabolon data analysts use proprietary MS:MS_COMMENTS visualization and interpretation software to confirm the consistency of peak MS:MS_COMMENTS identification among the various samples. Library matches for each compound were MS:MS_COMMENTS checked for each sample and corrected if necessary. #MS_METABOLITE_DATA MS_METABOLITE_DATA:UNITS Peak MS_METABOLITE_DATA_START Samples 31 32 34 35 42 43 44 45 37 38 39 40 47 48 49 50 Factors Treatment:Hypoxia 8% Treatment:Hypoxia 8% Treatment:Hypoxia 8% Treatment:Hypoxia 8% Treatment:Hypoxia 8% Treatment:Hypoxia 8% Treatment:Hypoxia 8% Treatment:Hypoxia 8% Treatment:Normoxia Treatment:Normoxia Treatment:Normoxia Treatment:Normoxia Treatment:Normoxia Treatment:Normoxia Treatment:Normoxia Treatment:Normoxia 1,11-undecanedicarboxylate 165275.6875 150608.4063 151570.9844 193814.25 64373.80078 69373.60156 66745.21875 67790.96875 170468.4219 174065.7031 94405.34375 116485.2813 62873.08984 72905.28906 79086.85156 64281.78906 1-arachidonoyl-GPE* (20:4)* 1132516.75 1198720.5 1139891.125 1037553.75 912859.625 832040 929027.75 1083275.375 1020900.313 1214938.25 835014.4375 1005039.813 989506.25 973047.4375 926964.1875 1240896 1-arachidonoyl-GPI* (20:4)* 2703046 2340562.5 3432972.25 1573410 2877124.5 2669850.5 2274809.75 1826798 6983453 5281851.5 5895146.5 4693354.5 4200015.5 4290743.5 4683753 4423053 1-linoleoylglycerol (18:2) 1777107.75 2818955.5 2404465.5 1490752.875 1021959.063 983037.125 1856553 1946251.5 630489.9375 1003897.625 1003162 1672561.875 1286890.125 1382749.25 896981.125 962566.5 1-linoleoyl-GPE (18:2)* 804364.5 773420.3125 790680 787315.9375 548303.75 434710.375 583962.1875 625517.125 739242.5 797503.5625 691961.25 662344.5625 1081500.625 933711.125 789007.25 1143759.625 1-linoleoyl-GPI* (18:2)* 363634.1563 352279.9688 449076.1563 261027.9063 327239.9688 359614.3438 245505.7344 234934.4375 1007960.813 650460.875 1199930 864423.5625 975188.5625 1150767.625 1050161.125 1033255.5 1-oleoyl-GPE (18:1) 515571.8438 494601.9688 415620.0625 554754.875 388101.375 279139.6875 405445.1875 436979.7188 414187.9375 385591.4688 336328.2188 405089.4063 521589.3125 620821.875 401840.875 776228.4375 1-oleoyl-GPI (18:1)* 115807.3281 167313 180935 70556.54688 98455.47656 127324.4297 140597.8125 161891.5938 470394.125 365189.125 408281.0938 483162.125 578529.6875 750879.75 609490.125 513644 1-palmitoleoylglycerophosphoethanolamine* 15972.66016 17776.91992 13047.69043 26997.75977 34188.98047 18837.32031 21331.68945 21902.34961 14282.59961 28930.86133 1-palmitoylglycerol (16:0) 416058.125 642092.1875 405849.4063 373840.25 385142.9375 275107.5 264287.5625 695578.4375 388131.7188 387756.9063 461903.7188 625005.3125 935944.9375 907676.4375 465351.7813 516080.1563 1-palmitoyl-GPE (16:0) 1229228.625 1383711.125 1313314.375 1423263.875 869707.625 869721.5625 1171920.5 805588.0625 824071.3125 905795.375 514721.875 713467.125 731024.6875 939403.4375 644756.4375 1273154.75 1-palmitoyl-GPI* (16:0)* 537442.25 421491.2813 674202.5625 178608.0938 320626.3438 484640.1563 440846.5938 343583.0938 896889.375 680072.9375 965402.5625 1053171.5 1423493.25 1667246 1313091.75 1379593.5 1-palmitoylplasmenylethanolamine* 132175.8906 153304.4531 149487.7813 142996.3906 87833.5625 102553.7031 115106.6094 99005.35156 232818.5781 261920.875 290481.9375 194473.2344 207993.4375 280112.7188 246377.3438 328728.6875 1-stearoyl-GPE (18:0) 1029920.625 981967.75 906259.6875 1082716.125 733968.5625 721770.8125 907313.0625 867246.25 821403.5625 1026730.875 879133.5625 889295.125 753768.0625 893056.5 746986.0625 979754.125 1-stearoyl-GPI (18:0) 2113403.5 1606180.75 2146357.25 645312.875 1788121.375 1859451.75 1905730.375 1785728.625 4610986.5 3824988.25 3943746.75 3893996.75 3842918.75 3899754.5 4742363.5 4375703 10-heptadecenoate (17:1n7) 1006876.438 2072892.875 1084389.5 807821.5625 1221521.875 329059.1875 617894.9375 458297.5 1380364.125 1136695.125 851037.6875 1002386.688 1410624.5 1376744.25 1291153.125 1614472.25 10-nonadecenoate (19:1n9) 550646.1875 1193454.375 574238.4375 416009.5938 730148.5625 201967.4063 396528.9375 299319.8125 653915.25 435933.9375 446986.375 510274.7188 619495.8125 566511.875 722711 767996.125 10-undecenoate (11:1n1) 14499.76953 23911.25977 14508.2002 17654.0293 22473.07031 16059.66992 12623.45996 15753.73047 37249.60938 40513.19141 36725.37891 26929.58008 17828.51953 16337.64063 27002.96094 27079.07031 12,13-hydroxyoctadec-9(Z)-enoate 123536.7422 253517.5313 194775.625 97211.50781 168853.75 82943.71094 100071.5234 32378.31055 187371.4063 162752.8438 194166.0625 119223.1953 144863.6563 125192.8828 85948.92188 127837.1406 12-HEPE 3809356.25 7847977.5 6173354.5 5666166.5 2350889.25 766742.6875 1805422.25 716530.375 2871775.5 2210591.5 1348213.125 2150838.5 893536.625 644163.125 1331195.875 1287340.625 12-HETE 6925598.5 10367846 9173394 8410319 4361289.5 3601716 4826528.5 555713.9375 4522940.5 4341830 2596249.25 4710506 1751464.125 1650417.75 2510060.75 2853548.75 13-HODE + 9-HODE 688529.75 1843102.25 954312.5625 873490.6875 528015.1875 224744.5313 394019.7813 333161.0313 601369.25 523429.9688 387099.0625 608953 754476.375 694042.0625 449474.75 564417.5 methylpalmitate (15 or 2) 401619.0625 880756.25 519983.4063 396828.0625 533922.1875 304083 383078.0625 286124.0313 572932.625 477575.1563 468805.3438 464852.3125 628793.4375 511100.4688 566805 629649.3125 17,18-dihydroxy-5Z,8Z,11Z,14Z-eicosatetraenoate 12043.66992 36474 17786.18945 18772.61914 18258.99023 8926.179688 8216.5 17598.41992 14701.41016 10252.67969 12293.2002 21065.36914 11587.57031 15929.60938 9703.410156 17-methylstearate 138237.4531 222120.3281 148320.6719 113926.9922 217085.5781 68115.15625 101685.2813 113776.1797 305198.9375 170389.6875 175371.5 248102.8125 318960.125 209729.75 247796.7813 346452.6875 2'-deoxyuridine 33176.14844 29316.67969 28933.66992 29248.33984 47140.17969 46458.60938 35154.17188 55631.35938 33489.01172 41902.26172 37610.71094 26930.57031 31367.23047 30793.09961 25866.58984 31881.03906 2-aminophenol sulfate 7054.549805 9878.509766 9341.469727 11767.62891 16382.28906 71168.42188 19898.74023 41748.30859 36941.51953 31008.03906 58807.87109 79489.03125 84020.5625 65684.39844 40949.10938 45066.32813 2-arachidonoyl-GPE* (20:4)* 116415.7344 89870.1875 99435.57813 85979.46094 132675.3438 92522.71094 104947.1563 157831.3438 187631.5469 231475.5156 150563.2344 109124.1094 105348.8672 97669.89844 110837.4297 134803.7031 2-ethylhexanoate (isobar with 2-propylpentanoate) 28931.00977 25383.05078 25832.25 30618.79883 26256.10938 28167.29883 29325.03906 23261.15039 27746.03906 30282.2793 26178.49219 26137.69141 22886.59961 25599.84961 24152.30078 26771.32813 2-hydroxy-3-methylvalerate 103461.5313 139606.7344 150571.7344 139493.7031 40487.07813 31012.30078 35284.03906 33356.66016 12967.58984 12150.00977 12441.45996 13584.16992 10300.87012 10139.90039 8500.459961 11129.66113 2-hydroxydecanoic acid 22212.58984 23727.66016 21662.38086 43347.76172 20747.36914 23206.01953 23235.90039 17027.32031 36225.53125 39257.23828 41306.14063 40080.98828 24284.93945 34686.76953 36506.01172 29715.75977 2-hydroxyoctanoate 9219.410156 9986.110352 6486.779785 11162.04981 5237.77002 4495.589844 6404.399902 10497.67969 11696.91016 9728.80957 12355.21973 6595.040039 6731.049805 6210.160156 10698.87012 2-hydroxypalmitate 582810.125 543870.8125 669814.0625 633012.1875 440055.125 404930.0938 480914.25 413874.2813 622182.25 701059.125 638662.25 667041.9375 698646.6875 679935.375 664969.125 708868.0625 2-hydroxystearate 333444.125 198607.0625 208817.5938 204768.8281 216294.9375 239911.6719 251489.1719 316338.4063 397119.0938 426724.5625 432501.3438 354530.25 417672.5938 447331.2813 448878.9063 472522.9063 2-linoleoyl-GPE* (18:2)* 78003.50781 69226.86719 68038.60156 93286.27344 54257.19141 28915.2793 59448.67188 67304.09375 84918.64063 88529.14844 106666.3281 66353.39844 118903.2188 89872.34375 113316.0078 103702.3281 2-oleoyl-GPC* (18:1)* 510862.0625 439953.625 467929.25 515602.875 599689.5 509722.3438 545122.25 579194.875 818277.875 846275 735086 696936.3125 956204.9375 983515.9375 1054333.375 1162683.625 2-oleoyl-GPE* (18:1)* 28480.16992 32678.46094 30766.60938 50058.73828 16883.98047 36355.96094 32722.06055 41337.55078 35079.62891 41128.55078 23989.08984 28662.74023 40014.69922 50437.23047 36056.32813 86301.46875 2-palmitoyl-GPE* (16:0)* 73647.36719 96653.21875 72992.60938 69263.21094 65050.73828 74932.77344 84554.99219 39550.17188 53536.42188 92708.22656 25895.67969 51171.85156 23262.11914 71922.22656 34890.42188 92739.61719 3-(4-hydroxyphenyl)lactate (HPLA) 285875.375 365581.0625 378800.4063 438283.5938 223189.8438 234877.75 206917.6719 302975.3125 133160.6875 162032.1563 207587.3594 182076.0938 143973.5156 152867.9688 164995.2188 213043.6719 3-ethylphenylsulfate* 3742.879883 6351.120117 6285.209961 5961.370117 6080.609863 4887.47998 6896.379395 3-hydroxydecanoate 35515.66016 67705.39844 47951.99609 57174.39844 36574.42188 12313.2002 20870.28906 8105.470215 48617.10547 39074.46094 24808.26953 29569.81055 17065.96094 13494.90039 18697.93945 20353.31055 3-hydroxyoctanoate 15535.65039 30017.15039 20853.58008 28477.37109 14641.34961 8043.080078 12794.30957 5508.029785 21400.4707 22469.07031 15095.96973 12882.24121 6069.410156 5988.060059 9901.540039 9621 3-indoxyl sulfate 1588936.875 1573263.25 1568347.5 2443088 1530046.25 1508066.375 1702016.375 1710940.75 1429772.125 1284916.125 1807815.75 1318753 1854000.25 1973901.375 1055464.875 762375.5625 3-methyl catechol sulfate 1 4600.399902 4305.990234 4125.640137 6471.240234 7467.589844 4639.640137 4256.680176 5025.629883 3-methyl-2-oxobutyrate 34033.32031 48422.92188 50983.03125 55185.53906 35570.89844 31270.26953 39408.71875 27836.26953 43354.25 49591.30859 50445.20313 44933.57031 53741.46875 41774.46875 53248.14844 45595.42188 3-methyl-2-oxovalerate 167930.375 227429 215051.9844 258025.0156 166107.0781 124455.9375 152791.6719 116605.8594 112094.1719 132564.9063 109849.7422 110545.4766 135284.125 107106.1406 105655.9688 118010.375 3-methylhistidine 32748.10156 29485.83984 18496.61914 20649.75977 28656.7207 13107.79004 19133.11914 25262.39063 16669.69922 14973.75977 14190.54004 17123.53906 9772.160156 12756.16016 11869.44043 16550.67969 3-phenylpropionate (hydrocinnamate) 4730.779785 15381.09961 40111.55078 10224.66992 34802.17969 39151.30078 38995.28125 57352.21875 47203.03125 71919.85156 68611.03125 31779.44727 40109.69922 4-ethylphenyl sulfate 10322.25 10366.54004 10164.88965 13596.74023 4723.649902 6025.22998 5045.180176 9720.370117 6117.009766 5338.589844 8813.610352 6691.27002 6234.890137 8504.910156 18827.58008 4-hydroxyphenylpyruvate 32246.09961 31678.96094 46684.78906 73689.29688 64863.44141 89975.14063 74310.60156 103927.3906 11503.57031 20913.84961 40255.98047 32049.7793 30258.10938 32047.24023 34572.03125 26245.51953 4-methyl-2-oxopentanoate 132312.4688 161753.125 163794.8125 210641.8281 108101.2109 81754.14844 110161.1484 69498.75781 97012.9375 120492.2109 91599.03906 105936.3672 110639.4766 84662.03125 104131.7891 113567.9766 4-methylcatechol sulfate 31118.42969 21215.7793 6058.850098 8302.099609 14332.78027 43852.51172 13474.83984 27665.89063 62051.16016 48771.17969 48305.10156 48430.91016 35013.05859 33888.53125 16790.94922 25681.03906 4-vinylphenol sulfate 68813.14844 87322.82031 78289.8125 107988.5625 16967.41016 20224.2793 10467.95996 20994.91016 37009.23828 30269.16016 38773.69141 46914.51172 12889.04981 16207.16992 13902.13965 19888.60938 7-HOCA 65814.3125 69137.74219 95216.8125 126362.5078 141846.5156 118398.1797 142854.8438 151262.0938 152013.5313 241810.5313 306688.3438 211504.625 177207.125 231263.9063 229098.5625 289427.3125 8-hydroxyoctanoate 48534.48828 41361.82813 41722.92188 50382.90625 24219.83008 26483.00977 22989.74023 27088.39258 36272.64844 33602.07031 28607.37891 31958.71094 25504.92969 18023.44922 32372.28906 22507.23047 9,10-hydroxyoctadec-12(Z)-enoic acid 75051.28125 128832.0625 111110.6563 59042.89844 103940.2109 59790.76172 64158.42969 46425.66016 126534.5547 111027.875 102450.9766 113144.25 139503.1094 126196.6719 54590.48828 127716.5781 adrenate (22:4n6) 1911508.25 3439688.5 2821942.75 2781411.75 1567031.125 1972020.375 2191834.5 3310982.75 2637979 1777383.125 1409499.375 5180788 2167639.75 2959400 1762386.875 2087306.125 alpha-hydroxyisocaproate 19625.96094 34652.44922 37262.51953 38321.83984 16050.12012 11215.33984 13068.03027 16849.11914 7740.640137 7264.649902 11738.66992 13318.42969 10507.09961 9423.44043 7265.109863 11445.91992 arachidonate (20:4n6) 6355439 6487563.5 6634633 5103133 6482417.5 6716021 6165453.5 6221608 10319214 10007521 10109836 10092801 10796920 12477287 10828767 12281964 azelate (nonanedioate; C9) 8383914.5 7455111.5 7247855.5 8009383.5 5869781.5 6479076 5936005.5 6621798 6429079.5 6392773.5 5601441 5669660.5 6041557 6090484 7227760.5 5219087.5 beta-muricholate 78988.42188 18985.9707 5127.52002 157425.3438 31294.81055 31622.00781 16068.00977 28646.5293 256026.0156 180211.4531 440865.875 208032.9375 404229.125 512505.1563 129076.8125 300096.8125 bilirubin (E,E)* 17294.91992 17294.61914 14290.08984 11653.80957 30745.90234 34469.64063 25739.16992 8639.69043 18456.75 38847.44141 41114.69141 54299.32422 43294.64063 47568.62109 48670.26953 28012.18945 biliverdin 5270.740234 6179.330078 7142.720215 6541.129883 6963.640137 4382.600098 10198.42969 13525.87012 8524.030273 9570.730469 5837.910156 10669.12012 13119.25 8112.089844 caprate (10:0) 816762.375 756817 799850.125 959234.5 486505.4375 319395.4688 351085.1875 316183.6563 923359.8125 607193.4375 487284.4063 568726.25 304576.625 361217 487274.9063 422210.5625 caproate (6:0) 110825.3828 100371.6016 98181.10156 158058.9063 19459.51953 22221.15039 21828.99023 20215.99023 117609.0938 107608.8672 58629.12891 84803.57031 19565.89063 25251.33984 21060.41992 27050.69922 caprylate (8:0) 468597 388652.2188 460021.2813 656422.0625 223100.5313 151987.4063 158581.5625 144035.875 513204.7813 404687.9375 253706.8281 323856.9375 137888.7031 170812.7969 224230.0469 192427.9375 carnosine 18484.4707 30880.03906 33667.51953 28160.46094 11278.63965 27459.41992 16367.90039 18006.33984 17034.84961 18337.06055 22196.63086 26295.42969 31034.51953 15015.92969 15967.68945 catechol sulfate 40987.25 21418.31055 30106.29102 30167.05859 312065.2188 927340.5 175242.9844 705609.625 695758.25 657525 895356.875 912728 967634.0625 884702.25 538553.25 668524.4375 cholate 210415.1875 332578.625 14004.76953 10203.29981 17014.28906 461128.9375 292446.9063 766574 25785.19922 158577.6563 204760.9219 56098.37109 149553.5 cinnamoylglycine 6328.779297 4456.350098 66083.34375 139776.9844 20404.93945 95902.42188 246184.7344 186480.8906 292114.3125 198595.0469 457236.2188 326028.25 131428.5 249351.1875 daidzein 37521.98828 79388.92969 50405.42188 72534.07031 24996.2207 13047.65039 96070.42969 74467.99219 40182.58984 37078.57813 83370.07813 48252.23047 deoxycholate 29747.91016 7015.299805 9879.030273 72229.00781 40454.80078 38136.80078 45883.94922 194905.8594 169173.125 115305.9063 158354.8906 119226.1328 164825.4063 67800.99219 100246.4609 dihomolinoleate (20:2n6) 1643455.375 3250385.25 2090108.25 1470080.125 2356116.25 697194.5625 1233427.75 887194.125 2029325.5 1453215.75 1419872.625 2032254 2223607.25 1918585.375 2196050.25 2393325.5 dihomolinolenate (20:3n3 or 3n6) 1441688.375 2002819.5 1518433.25 1292447.5 1395549.875 682776.9375 1137585.625 981402.5 2860177.25 2528048.5 2489239 3065276.25 3055779 3367835.75 2822712.25 3319115.75 docosadienoate (22:2n6) 83630.53906 144407.6875 135295.9375 102741.2266 117146.2969 59793.21484 79784.78125 54781.86719 179564.1875 95045.35938 101285.4219 123690.7578 157833.5625 120015.0625 105880.3203 138589.8125 docosahexaenoate (DHA; 22:6n3) 18936480 22987998 21237530 16953194 17857172 10995899 13887989 13396991 20926726 18696802 15755473 19568048 15047581 15567811 16392627 17350266 docosapentaenoate (DPA; 22:5n3) 5039741 6192123 5279601.5 3929443 4055207.75 1317773.375 2385741 2443792 5378891.5 4298262 2964630.5 4312536.5 2964119.5 2761532 3020686.75 3503312.75 docosapentaenoate (n6 DPA; 22:5n6) 307026.4063 704161.3125 381648.5938 378464.375 384599.6563 163197.375 335804.4688 318961.6563 542900.5 376023.5313 316325.0313 657495.5 596723.3125 598986 535917.1875 655657.4375 dodecanedioate (C12) 305400.0938 272191.875 270800.5 355656.3438 142250.4844 167437.8281 157982.3594 170043.4531 301581.4375 283666.4063 190764.5156 205004.9844 161618.9531 154921.5 189300.4844 131853 eicosanodioate 54905.54688 57149.82422 85624.15625 102539.5781 67863.65625 40080.05859 42925.89844 52147.60156 108722.7422 138045.8281 92187.85156 107601.6563 83764.57031 79371.59375 82921.10156 87732.22656 eicosapentaenoate (EPA; 20:5n3) 5122430.5 5277740.5 5421212.5 4044921 4585708 1648859.25 2444077.5 2697687.75 6128606 4434551.5 4433967 4238047.5 4386297.5 4518877 4420287.5 4849423.5 eicosenoate (20:1n9 or 1n11) 3395642 5769488 3031738 3823005.25 5324282.5 1400837.5 2742501.25 3143550.25 4070296.5 2319753.75 2413529.25 5456876 4674944 3090346.5 4277927.5 4461558 equol glucuronide 43977.01953 104677.3438 27294.33984 67292.85156 144402.0625 106609.7344 271261.125 168229.2969 279822.125 318512.0938 154589.9063 186283.0469 equol sulfate 34790.39063 39806.32031 30912.36914 28326.05078 480103.0938 1035033.375 302213.5313 700385.6875 2167484.25 1862703.25 3323922 3269190 3357711.75 4330805.5 2439116.75 2818678 erucate (22:1n9) 258520.6094 429228.5313 289174.1563 480430.3125 353925.375 173489.9063 286507.4375 328110.1875 584823.375 326130.75 338191.6563 842053.25 862103.625 551283.375 451235.7813 622236.1875 formononetin 4039.73999 3683.23999 7395.30957 5515.02002 9855.830078 3876.76001 10765.76953 4614.009766 7017.290039 7213.77002 6129.350098 5785.810059 genistein 5163.140137 7547.790039 11963.42969 11716.26953 23257.60938 15407.79004 17087.56055 12332 23655.63086 16455.32031 20140.60938 13570.62988 36287.48047 22707.53906 guanosine 4078.580322 5007.609863 11688.37012 5042.939941 5519.290039 9261.269531 28251.18945 34387.12109 19756.68945 52259.01953 48927.42188 heptanoate (7:0) 175141.9375 131718.1563 150407.3281 270846.9688 13117.04981 18198.71094 14386.19043 12954.00977 189967.0781 178100.0781 87134.90625 120579.6641 13415.00977 16300.2793 19191.26953 8840.480469 hexadecanedioate (C16) 56255.96875 75152.57813 56675.09766 96242.53125 41134.78125 22535.36914 31924 28971.58008 64399.11719 59819.39063 37923.91016 54386.37891 27442.61719 25171.41992 31346.96094 36124.53906 hexanoylglycine (C6) 360542.375 751574.375 634407.875 677411.125 223812.0469 220025.0781 282583.375 93593.00781 333998.75 223490.7813 283557.5625 269119.4063 156090.5625 251852.6875 233486.9375 408927.5313 hippurate 18825.4707 8303.509766 14866.2207 14929.29004 200000.5313 452616.6875 112164.9063 415096.375 662408.0625 608191.375 1106727 746776.0625 878335.875 705723.8125 420995.7188 615512.375 histidine 407103.5313 307456.6875 269651.3125 231811.5469 406932.8438 259383.0938 368862.2188 396020.4688 486688.0625 438069.6563 456768.9063 247349.7188 329288.4688 267350.5313 512727.2813 388395.9375 hypoxanthine 13039.49023 28154.44922 50674.14844 101223.2109 47770.71094 49340.96875 115880.8594 150722.0938 indolepropionate 9362.910156 5876.080078 8045.769531 11707.16016 9541.589844 11829.70996 8163.339844 9432.629883 27596.96094 18636.17969 25543.99805 11855 43803.14844 47609.46875 43460.44922 47728.76563 inosine 6030.060059 6777.599609 7892.929688 7336.750488 12245.88965 42357.07813 104793.9922 5232.939941 5522.359863 5902.299805 269308.8125 184789.9219 161925.5 577153.1875 733209.5625 isovalerate (C5) 13083.16016 13852.32031 13290.65039 16278.88965 11154.87012 7437.790039 17474.4707 9397.120117 11310.66992 10027.21973 8159.080078 9042.150391 9926.280273 15087.30957 isovalerylglycine 78827.97656 131480.0313 126835.4375 143061.3125 56797.05859 69987.70313 73391.97656 73795.96094 35911.39063 36880.58984 57030.44922 45987.48828 76634.78125 66082.78906 52451.07422 67668.96875 kynurenate 6250.390137 4920.799805 10053.83887 10353.00977 7926.529785 17883.34961 9001.419922 11963.50977 3058.509766 8068.720215 12625.86035 14606.19043 7727.790039 9211.25 21658.21094 laurate (12:0) 6016998 5925636.5 5536257 4934184.5 5184274.5 3202415.75 3384974.5 3173117.25 6815509 3529993.75 3452362 3612579.5 2997413.5 3421066.25 4793925.5 4372676.5 linoleate (18:2n6) 65726860 102342856 70216568 60026424 48232944 26537470 36533440 31815270 55690464 46818404 41954660 52524660 48236160 47939660 42623300 48552908 linolenate (18:3n3 or 3n6) 11481442 23058672 13849053 10746907 8268891 1694615.5 3374424.5 2825037 13170580 9757429 7640216.5 8603411 6367776.5 5785684.5 6090914.5 6492966.5 margarate (17:0) 1906926.125 2817065.5 1788807.375 1573140 1646528.5 794483.5625 1057200 1079072 1912981 1555655.875 1406946.25 1532969 1999198 1922122 2040789.875 2283066.5 methyl-beta-glucopyranoside 798241.875 782069.4375 908466.3125 782938.25 1795360.375 2043376.75 2319863 2001565 1251628 1133777.75 1301693.625 1224511.375 2049779.125 1860732.125 2094191.25 2368256.5 myristate (14:0) 6672088.5 12872281 8718577 6418459 6415330 3071144.25 4317414 2995635.25 8463135 6058691.5 4713589.5 7485185.5 6237740.5 6094413 7615621.5 7848171.5 myristoleate (14:1n5) 689540.25 2260019.5 1339631 1102493.375 1009525 202097.4063 564735.3125 124519.9609 911719.5625 762770.4375 492855.0313 841485.9375 527413.625 485576.25 626931.1875 592495.5 N-acetylmethionine 80998.03125 87980.00781 101220.4063 126092.6016 108303.0859 121166.8906 110100.4375 170875.7031 75227.02344 77184.00781 102925.2734 109522.7969 115016.7188 100912.5313 100974.0938 93146.39844 N-acetylphenylalanine 242645.3906 200287.3438 214480.9844 209017.8438 228720.1563 279286.4375 277523.875 315776.5938 98862.15625 106214.8672 106860.6875 121414.5313 134341.2656 117100.9063 126750.5859 140724 N-acetylthreonine 83199.45313 114462.2734 116312.5313 108894.0234 70251.57813 56862.28125 59999.57813 83079.46094 82132.22656 74489.02344 100147.9063 45793.82422 52143.48828 42412.32813 80780.60938 101173.7188 N-acetyltryptophan 153619.1094 102853.8984 218474.2969 185887.9688 157467.5625 178851.4063 143204.0313 209893.0469 97327.04688 115234.0078 105159.6875 96374.52344 134895.9844 112070.9766 124895.5703 138902.5 N-acetyltyrosine 58059.40234 50585.78906 50978.46875 54467.67969 64717.80469 83904.46875 64328.85938 115708.3594 24433.98047 35886.92188 28329.91992 40015.89063 30787.86914 36013.78906 44935.69141 30151.14258 N-formylmethionine 32961.94922 45640 44307 40863.23828 35794.16016 35107.69922 46979.85156 32049.18945 41759.30469 36602.01172 55147.23828 53963.42969 77688.78125 72957.17969 50067.03516 60429.28906 nonadecanoate (19:0) 357198.7188 616211.5 459937.3438 463074 447631.4375 188155.9375 260123.2188 292604.7188 832432.1875 526496 675734.5625 647248.6875 874293 826675.8125 697341.8125 918487.1875 octadecanedioate (C18) 22888.88086 24919.39063 50720.99219 46292.98828 45012.64063 35258.75 40339.60938 31301.31055 30613.11914 52564.19531 45686.14063 53506.83984 41449.80859 31274.48047 34261.73047 35442.10156 p-cresol sulfate 2721194 2822439.5 95706.35156 472127 23483.06055 33702.66016 23226.38086 35933.32031 46366.64063 44610 36693.94922 47550.89063 29137.56055 26495.18945 39287.69141 33244.30859 palmitate (16:0) 71462136 94048976 76668040 64432900 53236048 35531232 45999824 39949496 60476176 57030752 46580632 65449868 64597228 65737156 61458712 69914144 palmitoleate (16:1n7) 14565658 34348648 21696406 14241257 17178778 4363156.5 9506676 4474079.5 23093304 18517466 11946946 17851980 17270672 17523960 16659275 20418998 pelargonate (9:0) 802098.625 666957.25 727729.8125 1015280.25 377487.5313 394612.875 407830.2188 440803.4063 709040.25 634366.8125 489688.1563 538530.5625 387747.4063 365220.3125 493632.8438 345435.8438 phenol sulfate 376239.5625 229672.5938 368724.1563 350152.6563 838659.5 1274376.625 1187425.75 920852.3125 871927.5 729676.0625 569524.0625 609923 722341.9375 638410.5 370691 464156.375 phenylacetylglycine 253983.0156 266009.5313 238566.0156 321722.6875 322138.7188 280054.4375 334591.2813 308330 175015.5938 207254.1875 213640.9063 151371.9531 129648.2813 90278.14063 80660.1875 99404.75 phenyllactate (PLA) 19614.65039 18261.05078 21259.34961 22463.71094 18921.68945 39764.01172 33213.92188 38045.07813 8275.769531 9524.230469 29107.61914 31337.53711 40312.32813 15506.75 16009.66016 15130.88965 phenylpropionylglycine 18822.76953 44177.76172 8943.589844 33780.69141 73495.52344 43410.14844 120107.9297 74252.42188 163415.7031 124288.5313 60542.41016 108061.8125 pseudouridine 169517.9063 179971.2813 179168.4531 176648.8438 139646.3594 151530.9219 155067.1875 151415.875 185466.5 169426.7969 164425.625 179323.5156 149621.9375 151647.0938 162847.2344 178341.8281 pyridoxate 35813.14063 49156.83984 38400.92969 58264.37891 21921.03906 19074.10938 40285.64063 19709.49023 34912.71094 34787.76953 34991.28906 26603.96094 25882 24483.03906 23091.33008 34992.89844 salicylate 4530.419922 7466.200195 7824.419922 7328.310059 4041.189941 14874.16895 11195.74902 5562.020508 8879.150391 7781.680176 7661.900391 sebacate (decanedioate) 829513.625 771840.3125 719449.5 831251.625 500060.625 584481.375 519144.0313 622920.125 705065.1875 669296.375 565295.4375 611189.0625 550515.0625 561923.25 661046.0625 466457.7188 stearate (18:0) 31467698 41074964 31929072 28301622 33887448 20282696 23478090 24489042 44044868 37276960 34682816 37706624 39083116 37122788 40652548 45940436 stearidonate (18:4n3) 466037.1875 1122200.75 682599.6875 610291.1875 681226.625 102467.5078 183179.6563 167251.3438 983106.3125 517849.625 488102.0625 548509.75 567752.5 462159.9063 494047.125 524278.75 suberate (octanedioate) 396717.375 292470.875 278746.9063 309830.2188 317955.7188 306946.4063 263321.625 384709.6875 363550.0313 362635.875 343912.4063 286674.5938 310724.875 315787.625 403431.75 375778.5938 tauro(alpha + beta)muricholate 343614.2813 281849.0625 230647.8438 266203.875 309236.1875 927147.3125 198973.2813 440988.9688 305900.3438 449381.5625 269301.5938 150765.5938 392345.2188 577698.375 301570.8125 436096.25 taurochenodeoxycholate 22743.58008 26320.41992 11949.28027 85452.89063 19556.38086 29433.7207 20527.84961 32417.60938 46519.32031 34431.76172 34037.23047 38743.57031 25949.7793 28505.42969 taurocholate 505388.2188 176685.75 348226.5938 322600.7813 491772.6563 1352421.25 265518.8438 460505.7813 211983.4844 544128.625 210922.125 332980.8125 276303.3438 398109 382264.625 447708.375 taurodeoxycholate 57663.60938 125393.0234 82693.03125 149140.9063 31092.40039 44805.21094 77446.71875 281721.9375 71914.64063 138269.5156 70812.63281 124623.2813 117673.9297 137271.7969 tauroursodeoxycholate 32386.68945 16147.82031 22854.15039 26081.24023 70494.27344 73301.27344 22170.00977 33608.03125 22186.82031 53769.83984 47002.44922 55171.80078 29436.16016 39097.55078 55240.83203 57144.94531 tetradecanedioate (C14) 91019.96094 109119.7734 96591.53125 141085.2031 47919.97266 32887.16016 31051.78906 35183.64844 102317.7813 110782.2813 57277.83984 74056.82813 43696.05078 24358.84961 43981.12891 37693.82813 thymidine 54031.98828 74173.11719 60641.51172 55059.35938 83153.85938 99133.60156 78464.82031 80618.36719 60429.35156 79874.47656 73422.04688 79773.59375 58744.39844 54095.98828 54153.69922 57210.58984 undecanedioate 1313980.875 1173480.25 1142005.625 1313403.5 860622.625 1072993.5 893637.875 996770.375 1038643.563 1052928.875 904374.9375 967434.25 906256 988059.1875 1126253.625 808087.3125 undecanoate (11:0) 292171.375 266175.8125 268396.875 443103.625 77818.63281 67780.96094 76783.75 75265.78906 354434.7813 315733.4688 177987.4063 209875.1875 59037.08984 63686.17969 73648.3125 63193.17188 urate 420022.0938 521635.7188 478165.875 595792.375 475403.5938 504923.9063 435633.5 255030.0781 539834.125 378539.5313 580083.6875 370380.6875 329969.9375 372034.75 324253.25 365111.2188 uridine 169706.3906 131945.7344 184541.4375 139875.5625 216418.7656 214136.7344 206185.5313 121747.2422 268070.375 295657.0313 342308.75 314098.9375 258681.4219 336606.375 362597.125 409105.75 valerate (5:0) 41426.37109 37184.48828 33787.30859 52784.34375 3841.199951 6049.680176 42659.94141 36425.42969 24837.56055 25725.58984 5662.040039 valerylglycine (C5) 32040.65039 57827.76953 49511.91016 56705.90625 30139.32031 26947.41992 18204.39063 15488.00977 30213.30859 24006.71094 49137.98047 30830.38086 34268.44141 41563.85156 25261.74023 42080.12891 MS_METABOLITE_DATA_END #METABOLITES METABOLITES_START metabolite_name RI MASS CAS PUBCHEM KEGG HMDB 1,11-undecanedicarboxylate 3578 243.2 505-52-2; 10458 HMDB02327 1-arachidonoyl-GPE* (20:4)* 5731 500.3 HMDB11517 1-arachidonoyl-GPI* (20:4)* 5479 619.4 1-linoleoylglycerol (18:2) 6226 279.2 2277-28-3; 5283469 1-linoleoyl-GPE (18:2)* 5725 476.3 HMDB11507 1-linoleoyl-GPI* (18:2)* 5487 595.3 1-oleoyl-GPE (18:1) 5928 478.3 89576-29-4; 9547071 HMDB11506 1-oleoyl-GPI (18:1)* 5577 597.4 1-palmitoleoylglycerophosphoethanolamine* 5661 450.4 1-palmitoylglycerol (16:0) 6250 255.4 542-44-9; 14900 1-palmitoyl-GPE (16:0) 5940 452.3 9547069 HMDB11503 1-palmitoyl-GPI* (16:0)* 5573 571.3 1-palmitoylplasmenylethanolamine* 6153 436.4 1-stearoyl-GPE (18:0) 6200 480.4 69747-55-3; 9547068 HMDB11130 1-stearoyl-GPI (18:0) 5800 599.4 796963-93-4; 10-heptadecenoate (17:1n7) 5558 267.3 29743-97-3; 5312435 10-nonadecenoate (19:1n9) 5775 295.4 73033-09-7; 5312513 10-undecenoate (11:1n1) 5086 183.3 1333-28-4; 12,13-hydroxyoctadec-9(Z)-enoate 5137 313.4 263399-35-5; 10236635 C14829 HMDB04705 12-HEPE 5236 317.3 81187-21-5; 10041593 HMDB10202 12-HETE 5295 319.3 73837-14-6; HMDB06111 13-HODE + 9-HODE 5270 295.2 methylpalmitate (15 or 2) 5698 269.4 17,18-dihydroxy-5Z,8Z,11Z,14Z-eicosatetraenoate 5104.1 335.2 16061120 HMDB10211 17-methylstearate 5987 297.4 2724-59-6; 3083779 2'-deoxyuridine 1608 227.1 951-78-0; 13712 C00526 HMDB00012 2-aminophenol sulfate 1670.8 188 181670 2-arachidonoyl-GPE* (20:4)* 5674 500.3 2-ethylhexanoate (isobar with 2-propylpentanoate) 3909 143.1 2-hydroxy-3-methylvalerate 1787 131.1 488-15-3; 164623 HMDB00317 2-hydroxydecanoic acid 4826 187.2 5393-81-7; 21488 2-hydroxyoctanoate 3781 159.2 617-73-2; 94180 HMDB02264 2-hydroxypalmitate 5508 271.3 764-67-0; 92836 2-hydroxystearate 5705 299.4 629-22-1; 69417 C03045 2-linoleoyl-GPE* (18:2)* 5650 476.4 2-oleoyl-GPC* (18:1)* 6000 596 2-oleoyl-GPE* (18:1)* 5848 478.3 2-palmitoyl-GPE* (16:0)* 5790 452.3 3-(4-hydroxyphenyl)lactate (HPLA) 1395 181.1 6482-98-0; 9378 C03672 HMDB00755 3-ethylphenylsulfate* 3490 201 C14386 3-hydroxydecanoate 4681 187.2 5561-87-5; 26612 HMDB02203 3-hydroxyoctanoate 3463 159.2 88930-08-9; 26613 HMDB01954 3-indoxyl sulfate 2258 212 2642-37-7; 10258 HMDB00682 3-methyl catechol sulfate 1 2779.2 203 3-methyl-2-oxobutyrate 1489 115.1 3715-29-5; 49 C00141 HMDB00019 3-methyl-2-oxovalerate 2106 129.2 51829-07-3; 47 C00671 HMDB03736 3-methylhistidine 911 168.1 368-16-1; 649,696,971,061 C01152 HMDB00479 3-phenylpropionate (hydrocinnamate) 2830 149.1 501-52-0; C05629 HMDB00764 4-ethylphenyl sulfate 3570 201.1 123-07-9; C13637 4-hydroxyphenylpyruvate 1716 179.1 156-39-8; 979 C01179 HMDB00707 4-methyl-2-oxopentanoate 2200 129.2 816-66-0; 70 C00233 HMDB00695 4-methylcatechol sulfate 2666.4 203 4-vinylphenol sulfate 3323 199.1 2628-17-3; 6426766 C05627 HMDB04072 7-HOCA 5268 429.4 115538-85-7; 3081085 C17337 HMDB12458 8-hydroxyoctanoate 2323 159.1 764-89-6; 69820 HMDB00711 9,10-hydroxyoctadec-12(Z)-enoic acid 5177 313.3 263399-34-4; 9966640 C14828 HMDB04704 adrenate (22:4n6) 5684 331.3 2091-25-0; 5282844 C16527 HMDB02226 alpha-hydroxyisocaproate 1854 131.2 10303-64-7; 83697 C03264 HMDB00746 arachidonate (20:4n6) 5525 303.4 506-32-1; 444899 C00219 HMDB01043 azelate (nonanedioate; C9) 1322 187.2 123-99-9; 2266 C08261 HMDB00784 beta-muricholate 4787 407.4 2393-59-1; 3083762 C17726 HMDB00415 bilirubin (E,E)* 4242 583.2 114-25-0 ; 5315454 biliverdin 4671 581.2 55482-27-4;55482-27-4 ; C00500 HMDB01008 caprate (10:0) 5092 171.2 112-37-8; 2969 C01571 HMDB00511 caproate (6:0) 2766 115.2 142-62-1; 8892 C01585 HMDB00535 caprylate (8:0) 4367 143.2 124-07-2; 379 C06423 HMDB00482 carnosine 813 225.2 305-84-0; 4,392,246,992,100 C00386 HMDB00033 catechol sulfate 1928 188.9 120-80-9; 3083879 C00090 cholate 5148 407.4 81-25-4; C00695 HMDB00619 cinnamoylglycine 3139 204.1 16534-24-0 ; 709625 daidzein 3541 253.1 486-66-8 ; 5281708 C10208 HMDB03312 deoxycholate 5268 391.4 83-44-3; 440355 C04483 HMDB00626 dihomolinoleate (20:2n6) 5722 307.3 2091-39-6; 6439848 C16525 dihomolinolenate (20:3n3 or 3n6) 5600 305.4 17046-59-2 ; 5312529 C03242 HMDB02925 docosadienoate (22:2n6) 6017 335.4 7370-49-2 ; 5282807 C16533 docosahexaenoate (DHA; 22:6n3) 5518 327.3 6217-54-5; 445580 C06429 HMDB02183 docosapentaenoate (DPA; 22:5n3) 5574 329.4 2234-74-4 ; C16513 HMDB01976 docosapentaenoate (n6 DPA; 22:5n6) 5625 329.4 25182-74-5; 6441454 C16513 HMDB13123 dodecanedioate (C12) 2990 229.2 693-23-2 ; 12736 C02678 HMDB00623 eicosanodioate 5199.1 341.4 2424-92-2; 75502 eicosapentaenoate (EPA; 20:5n3) 5442 301.3 10-2005-9;10417-94-4; 446284 C06428 HMDB01999 eicosenoate (20:1n9 or 1n11) 5955 309.4 HMDB02231 equol glucuronide 3195 417.2 equol sulfate 3625 321.2 erucate (22:1n9) 6273.3 337.4 112-86-7; 8216 C08316 HMDB02068 formononetin 4441 267.1 485-72-3; 5280378 C00858 HMDB05808 genistein 3745 269.1 446-72-0 ; 5280961 C06563 HMDB03217 guanosine 1675 282.1 118-00-3; 6802 C00387 HMDB00133 heptanoate (7:0) 3695 129.2 111-14-8; 8094 C17714 HMDB00666 hexadecanedioate (C16) 4650 285.2 505-54-4; 10459 HMDB00672 hexanoylglycine (C6) 2918 172.1 24003-67-6; 99463 HMDB00701 hippurate 2136 178.1 495-69-2; 464 C01586 HMDB00714 histidine 757 154.1 5934-29-2; 7,733,651,426 C00135 HMDB00177 hypoxanthine 1313 135.1 68-94-0; 790 C00262 HMDB00157 indolepropionate 2795 188.2 830-96-6 ; 3744 HMDB02302 inosine 1600 267.2 58-63-9; C00294 HMDB00195 isovalerate (C5) 1623 101.2 503-74-2; 10430 C08262 HMDB00718 isovalerylglycine 1961 158.1 16284-60-9; 546304 HMDB00678 kynurenate 2243 188.1 492-27-3; 3845 C01717 HMDB00715 laurate (12:0) 5288 199.3 143-07-7; 3893 C02679 HMDB00638 linoleate (18:2n6) 5533 279.3 60-33-3; 5280450 C01595 HMDB00673 linolenate (18:3n3 or 3n6) 5450 277.3 C06427 HMDB01388 margarate (17:0) 5733 269.3 506-12-7; 10465 HMDB02259 methyl-beta-glucopyranoside 1083 193.1 709-50-2; 2108 myristate (14:0) 5439 227.3 544-63-8; 11005 C06424 HMDB00806 myristoleate (14:1n5) 5338 225.3 544-64-9 ; 5281119 C08322 HMDB02000 N-acetylmethionine 1805 190.1 65-82-7; 448580 C02712 HMDB11745 N-acetylphenylalanine 2590 206.2 2018-61-3; 74839 C03519 HMDB00512 N-acetylthreonine 846 160.1 17093-74-2; 4651717 C01118 N-acetyltryptophan 2650 245.2 1218-34-4; 700653 C03137 N-acetyltyrosine 1677 222.2 537-55-3 ; 68310 HMDB00866 N-formylmethionine 1541 176.1 4289-98-9; 439750 C03145 HMDB01015 nonadecanoate (19:0) 6073 297.3 646-30-0; 12591 C16535 HMDB00772 octadecanedioate (C18) 5033 313.3 871-70-5; 70095 HMDB00782 p-cresol sulfate 2896 187.1 3233-57-7; 4615422 C01468 HMDB11635 palmitate (16:0) 5619 255.3 57-10-3; 985 C00249 HMDB00220 palmitoleate (16:1n7) 5477 253.3 373-49-9; 445638 C08362 HMDB03229 pelargonate (9:0) 4847 157.2 112-05-0; 5461016 C01601 HMDB00847 phenol sulfate 2150 173.1 937-34-8; 74426 C02180 phenylacetylglycine 2377 192.1 500-98-1; 68144 C05598 HMDB00821 phenyllactate (PLA) 2237 165.1 828-01-3; 3848 C05607 HMDB00779 phenylpropionylglycine 2981 206.1 56613-60-6; 152323 HMDB00860 pseudouridine 1104 243.1 1445-07-4; C02067 HMDB00767 pyridoxate 2210 182.1 82-82-6 ; 6723 C00847 HMDB00017 salicylate 2226 137.1 69-72-7; 338 C00805 HMDB01895 sebacate (decanedioate) 1778 201.2 111-20-6; 5192 C08277 HMDB00792 stearate (18:0) 5886 283.4 57-11-4; 5281 C01530 HMDB00827 stearidonate (18:4n3) 5381 275.3 111174-40-4 ; 5312508 C16300 HMDB06547 suberate (octanedioate) 831 173.1 505-48-6; 10457 C08278 HMDB00893 tauro(alpha + beta)muricholate 4743.7 514.4 taurochenodeoxycholate 5218 498.3 6009-98-9; 387316 C05465 HMDB00951 taurocholate 5122 514.3 145-42-6; C05122 HMDB00036 taurodeoxycholate 5243 498.3 207737-97-1; 2733768 C05463 HMDB00896 tauroursodeoxycholate 5002.6 498.4 14605-22-2; HMDB00874 tetradecanedioate (C14) 3970 257.2 821-38-5; 13185 HMDB00872 thymidine 1935 241.1 50-89-5; 5789 C00214 HMDB00273 undecanedioate 2376 215.1 1852-04-6; 15816 HMDB00888 undecanoate (11:0) 5207 185.2 334-48-5; 8180 HMDB00947 urate 769 167.1 69-93-2;120K5305; C00366 HMDB00289 uridine 1430 243.1 58-96-8; 6029 C00299 HMDB00296 valerate (5:0) 1774 101.2 109-52-4; 7991 C00803 HMDB00892 valerylglycine (C5) 2117 158.1 24003-66-5; 4737557 HMDB00927 METABOLITES_END #END