#METABOLOMICS WORKBENCH koomen_20190724_110001 DATATRACK_ID:1783 STUDY_ID:ST001373 ANALYSIS_ID:AN002293 PROJECT_ID:PR000939 VERSION 1 CREATED_ON May 8, 2020, 12:11 pm #PROJECT PR:PROJECT_TITLE Targeting Sirt2 reprograms T cell metabolism for effective immune response PR:PROJECT_TYPE Targeted Metabolomics PR:PROJECT_SUMMARY There is a growing evidence that metabolism is a key driver of T cell functions. PR:PROJECT_SUMMARY A switch from oxidative phosphorylation to aerobic glycolysis is a hallmark of T PR:PROJECT_SUMMARY cell activation and is required to meet metabolic demands of proliferation and PR:PROJECT_SUMMARY effector functions. However the mechanisms underlying the metabolic switch in T PR:PROJECT_SUMMARY cells remain unclear. Here we identify Sirt2 as a crucial immune checkpoint PR:PROJECT_SUMMARY coordinating metabolic and functional fitness of T cells. Sirt2 is induced upon PR:PROJECT_SUMMARY T cells activation and increases in late maturation stages. Sirt2 negatively PR:PROJECT_SUMMARY regulates glycolysis by targeting key glycolytic enzymes. Remarkably, Sirt2 PR:PROJECT_SUMMARY knockout T cells exhibit profound upregulation of aerobic glycolysis with PR:PROJECT_SUMMARY enhanced proliferation and effector function and thus effectively reject tumor PR:PROJECT_SUMMARY challenge in vivo. Furthermore pharmacologic inhibition of Sirt2 in human tumor PR:PROJECT_SUMMARY infiltrating lymphocytes demonstrated similar phenotype. Taken together our PR:PROJECT_SUMMARY results demonstrate Sirt2 as an actionable target to reprogram T cell metabolism PR:PROJECT_SUMMARY to augment immunotherapy. PR:INSTITUTE Moffitt Cancer Center PR:DEPARTMENT Immunology PR:LABORATORY Sungjune Kim PR:LAST_NAME Koomen PR:FIRST_NAME John PR:ADDRESS 12902 Magnolia Drive PR:EMAIL john.koomen@moffitt.org PR:PHONE 8137458524 PR:CONTRIBUTORS Imene Hamaidi1, Lin Zhang2, Nayoung Kim3, Min Hsuan Wang1, Cristina Iclozan1, PR:CONTRIBUTORS Bin Fang4, Min Liu4, John Koomen4, Anders Berglund5, Sungjune Kim1,6* #STUDY ST:STUDY_TITLE Targeting Sirt2 reprograms T cell metabolism for effective immune response ST:STUDY_TYPE Targeted Metabolomics ST:STUDY_SUMMARY There is a growing evidence that metabolism is a key driver of T cell functions. ST:STUDY_SUMMARY A switch from oxidative phosphorylation to aerobic glycolysis is a hallmark of T ST:STUDY_SUMMARY cell activation and is required to meet metabolic demands of proliferation and ST:STUDY_SUMMARY effector functions. However the mechanisms underlying the metabolic switch in T ST:STUDY_SUMMARY cells remain unclear. Here we identify Sirt2 as a crucial immune checkpoint ST:STUDY_SUMMARY coordinating metabolic and functional fitness of T cells. Sirt2 is induced upon ST:STUDY_SUMMARY T cells activation and increases in late maturation stages. Sirt2 negatively ST:STUDY_SUMMARY regulates glycolysis by targeting key glycolytic enzymes. Remarkably, Sirt2 ST:STUDY_SUMMARY knockout T cells exhibit profound upregulation of aerobic glycolysis with ST:STUDY_SUMMARY enhanced proliferation and effector function and thus effectively reject tumor ST:STUDY_SUMMARY challenge in vivo. Furthermore pharmacologic inhibition of Sirt2 in human tumor ST:STUDY_SUMMARY infiltrating lymphocytes demonstrated similar phenotype. Taken together our ST:STUDY_SUMMARY results demonstrate Sirt2 as an actionable target to reprogram T cell metabolism ST:STUDY_SUMMARY to augment immunotherapy. ST:INSTITUTE Moffitt Cancer Center ST:DEPARTMENT Immunology ST:LABORATORY Sungjune Kim ST:LAST_NAME Koomen ST:FIRST_NAME John ST:ADDRESS 12902 Magnolia Drive ST:EMAIL john.koomen@moffitt.org ST:PHONE 8137458524 ST:NUM_GROUPS 2 ST:TOTAL_SUBJECTS 9 #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 - WT1 Genotype:Wild-type RAW_FILE_NAME=NEG_WT1.raw SUBJECT_SAMPLE_FACTORS - WT2 Genotype:Wild-type RAW_FILE_NAME=NEG_WT2.raw SUBJECT_SAMPLE_FACTORS - WT3 Genotype:Wild-type RAW_FILE_NAME=NEG_WT3.raw SUBJECT_SAMPLE_FACTORS - WT4 Genotype:Wild-type RAW_FILE_NAME=NEG_WT4.raw SUBJECT_SAMPLE_FACTORS - WT5 Genotype:Wild-type RAW_FILE_NAME=NEG_WT5.raw SUBJECT_SAMPLE_FACTORS - Sirt2KO1 Genotype:Sirt2 Knockout RAW_FILE_NAME=NEG_Sirt2KO1.raw SUBJECT_SAMPLE_FACTORS - Sirt2KO2 Genotype:Sirt2 Knockout RAW_FILE_NAME=NEG_Sirt2KO2.raw SUBJECT_SAMPLE_FACTORS - Sirt2KO3 Genotype:Sirt2 Knockout RAW_FILE_NAME=NEG_Sirt2KO3.raw SUBJECT_SAMPLE_FACTORS - Sirt2KO4 Genotype:Sirt2 Knockout RAW_FILE_NAME=NEG_Sirt2KO4.raw #COLLECTION CO:COLLECTION_SUMMARY CD8+ purified T cells from WT (n = 5) and Sirt2 KO (n = 4) mouse spleens were CO:COLLECTION_SUMMARY stimulated with plate-coated anti-CD3 (5 μg/ml, BXCELL) for 72h, followed by CO:COLLECTION_SUMMARY extensive washing of the cell pellets with PBS. All processes are carried out on CO:COLLECTION_SUMMARY ice. An aliquot (1 mL) of 80% MeOH extraction solvent is added to the sample CO:COLLECTION_SUMMARY (with Internal Standards spiked in) for protein precipitation. The 80% MeOH CO:COLLECTION_SUMMARY extraction solvent is is precooled to -80C for at least one hour. After CO:COLLECTION_SUMMARY addition of the extraction solvent, the samples are then placed in the -80C CO:COLLECTION_SUMMARY freezer for 30 minutes. After incubation, the samples are immediately CO:COLLECTION_SUMMARY centrifuged at 18,800 × g (Microfuge 22R, Beckman Coulter) at 4 C for 10 CO:COLLECTION_SUMMARY minutes. After centrifugation, the supernatant is transferred to new a CO:COLLECTION_SUMMARY microcentrifuge tube (Eppendorf brand) for drying by vacuum concentration. The CO:COLLECTION_SUMMARY dried metabolites are re-dissolved in 80% MeOH. The precipitated protein pellet CO:COLLECTION_SUMMARY is resolubilized for Bradford assays to measure the protein concentration as a CO:COLLECTION_SUMMARY quality control for the sample loading. CO:SAMPLE_TYPE Spleen CO:COLLECTION_METHOD T-cell isolation CO:COLLECTION_LOCATION Moffitt Cancer Center CO:COLLECTION_FREQUENCY 1 time CO:VOLUMEORAMOUNT_COLLECTED 2,000,000 cells CO:STORAGE_CONDITIONS -80℃ #TREATMENT TR:TREATMENT_SUMMARY CD8+ purified T cells from WT (n = 5) and Sirt2 KO (n = 4) mouse spleens were TR:TREATMENT_SUMMARY stimulated with plate-coated anti-CD3 (5 μg/ml, BXCELL) for 72h, followed by TR:TREATMENT_SUMMARY extensive washing of the cell pellets with PBS. TR:TREATMENT anti-CD3 stimulation TR:TREATMENT_COMPOUND antibody TR:TREATMENT_ROUTE Cells placed on coated plate TR:TREATMENT_DOSEDURATION 72 hours #SAMPLEPREP SP:SAMPLEPREP_SUMMARY All processes are carried out on ice. An aliquot (1 mL) of 80% MeOH extraction SP:SAMPLEPREP_SUMMARY solvent is added to the sample (with Internal Standards spiked in) for protein SP:SAMPLEPREP_SUMMARY precipitation. The 80% MeOH extraction solvent is precooled to -80C for at SP:SAMPLEPREP_SUMMARY least one hour. After addition of the extraction solvent, the samples are then SP:SAMPLEPREP_SUMMARY placed in the -80 oC freezer for 30 minutes. After incubation, the samples are SP:SAMPLEPREP_SUMMARY immediately centrifuged at 18,800 × g (Microfuge 22R, Beckman Coulter) at 4 oC SP:SAMPLEPREP_SUMMARY for 10 minutes. After centrifugation, the supernatant is transferred to new a SP:SAMPLEPREP_SUMMARY microcentrifuge tube (Eppendorf brand) for drying by vacuum concentration. The SP:SAMPLEPREP_SUMMARY dried metabolites are re-dissolved in 80% MeOH. The precipitated protein pellet SP:SAMPLEPREP_SUMMARY is resolubilized for Bradford assays to measure the protein concentration as a SP:SAMPLEPREP_SUMMARY quality control for the sample loading. SP:PROCESSING_STORAGE_CONDITIONS On ice SP:EXTRACTION_METHOD Methanol SP:EXTRACT_ENRICHMENT Vacuum centrifugation SP:SAMPLE_RESUSPENSION 80% MeOH SP:SAMPLE_DERIVATIZATION None SP:SAMPLE_SPIKING Internal Standards added SP:SUBCELLULAR_LOCATION N/A #CHROMATOGRAPHY CH:CHROMATOGRAPHY_SUMMARY UHPLC-MS was performed using a Vanquish LC (Thermo, San Jose, CA) interfaced CH:CHROMATOGRAPHY_SUMMARY with a Q Exactive HF mass spectrometer (Thermo, San Jose, CA). Chromatographic CH:CHROMATOGRAPHY_SUMMARY separation was performed on a SeQuant ZIC-pHILIC LC column (150 × 4.6 mm, 5 µm CH:CHROMATOGRAPHY_SUMMARY particle size, MilliporeSigma, Burlington, MA). In order to maintain the stable CH:CHROMATOGRAPHY_SUMMARY column pressure and further filter the LC solvents, a SeQuant ZIC-pHILIC guard CH:CHROMATOGRAPHY_SUMMARY column (20 × 4.6 mm, 5 µm particle size, MilliporeSigma, Burlington, MA) is CH:CHROMATOGRAPHY_SUMMARY connected before the LC column. The mobile phase A was aqueous 10 mM ammonium CH:CHROMATOGRAPHY_SUMMARY carbonate and 0.05% ammonium hydroxide, and the mobile phase B was 100% CH:CHROMATOGRAPHY_SUMMARY acetonitrile. The total running time is 20 minutes. The column temperature was CH:CHROMATOGRAPHY_SUMMARY set to 30°C, and the injection volume is 2 µL. CH:CHROMATOGRAPHY_TYPE HILIC CH:INSTRUMENT_NAME Vanquish CH:COLUMN_NAME SeQuant ZIC-pHILIC CH:FLOW_GRADIENT 80% B to 20%B over 13 minutes CH:FLOW_RATE 0.25 ml/min CH:COLUMN_TEMPERATURE 30 CH:SOLVENT_A aqueous 10 mM ammonium carbonate and 0.05% ammonium hydroxide CH:SOLVENT_B 100% acetonitrile CH:INJECTION_TEMPERATURE 5 CH:INTERNAL_STANDARD D-Glucose (2,3,4,5,6-13C5), D-Glucose-6-phosphate (U-13C6), D-Fructose-1, CH:INTERNAL_STANDARD 6-bisphosphate (U-13C6), L-Serine (13C3), Glycine (1,2-13C2), L-Cysteine CH:INTERNAL_STANDARD (3,3-D2), Phosphoenol Pyruvate (2,3-13C2), Lactate (3,3,3-D3), Pyruvate (D3), CH:INTERNAL_STANDARD Acetyl-1,2-13C2 CoA, Citric Acid (2,2,4,4-D4), Alpha-Ketoglutaric Acid CH:INTERNAL_STANDARD (1,2,3,4-13C4), Succinic Acid (D4), Fumaric Acid (D4), DL-Malic Acid (2,3,3-D3), CH:INTERNAL_STANDARD D-Fructose-6-phosphate (U-13C6) are all from Cambridge Isotope Labs. CH:ANALYTICAL_TIME 20 #ANALYSIS AN:ANALYSIS_TYPE MS AN:LABORATORY_NAME Proteomics and Metabolomics Core AN:OPERATOR_NAME Min Liu, PhD AN:DETECTOR_TYPE MS #MS MS:INSTRUMENT_NAME Thermo Q Exactive HF hybrid Orbitrap MS:INSTRUMENT_TYPE Orbitrap MS:MS_TYPE ESI MS:ION_MODE NEGATIVE MS:MS_COMMENTS Full MS is performed in positive and negative mode separately, and the mass scan MS:MS_COMMENTS range is 60 to 900 m/z. In addition to MS data acquisition 1, parallel reaction MS:MS_COMMENTS monitoring (PRM) data are acquired for the important intermediates involved in MS:MS_COMMENTS Glycolysis and the TCA cycle. #MS_METABOLITE_DATA MS_METABOLITE_DATA:UNITS Peak Intensity MS_METABOLITE_DATA_START Samples WT1 WT2 WT3 WT4 WT5 Sirt2KO1 Sirt2KO2 Sirt2KO3 Sirt2KO4 Factors Genotype:Wild-type Genotype:Wild-type Genotype:Wild-type Genotype:Wild-type Genotype:Wild-type Genotype:Sirt2 Knockout Genotype:Sirt2 Knockout Genotype:Sirt2 Knockout Genotype:Sirt2 Knockout TARTARIC ACID 6838.872437 4807.664427 1025.352317 437.7923459 699.5675292 613.9504644 1162.429288 1433.05513 1035.352317 MEVALONIC ACID 1805.512889 1295.043617 963.0731534 298.1562544 0 1223.701868 1875.560751 3779.71934 3528.803983 DIHYDROOROTATE 1691.999142 1380.338525 2513.59548 719.1862276 755.1794284 3890.610374 6973.80267 4072.378647 2343.999277 LACTATE 9661124.448 10292954.14 8244356.922 15017850.34 14436443.08 3339376.77 6544655.224 8872995.791 7130026.497 MALATE 2117936.462 995420.1794 1672063.958 469673.8043 489527.9891 2107087.188 2978269.157 4691222.465 5037564.515 10-HYDROXYDECANOATE 5494.750113 5867.771861 8824.889205 4357.573676 5544.091677 2284.702437 4993.72795 11743.77358 7814.246915 2'-DEOXYGUANOSINE 5'-MONOPHOSPHATE 359.9636521 143.5819152 403.5456321 1520.489749 1794.544508 690.2236461 1365.266594 1570.431162 4571.67382 2-HYDROXYBUTYRIC ACID 11408.62252 7607.171385 5247.92294 7604.874296 7165.577919 2855.626858 8799.304288 7647.798349 8433.222908 3-(4-HYDROXYPHENYL)LACTATE 16031.73265 30034.00657 15045.8255 32388.15023 35720.56015 9258.640733 14631.21827 17887.36052 15384.31899 3-(4-HYDROXYPHENYL)PYRUVATE 925.5932 658.2217804 606.4153054 1264.165095 1156.19443 434.5809821 620.7932729 807.6139446 858.2313741 3-HYDROXY-3-METHYLGLUTARATE 36597.93012 40640.67633 26140.7716 47640.42019 49798.95398 15641.21567 22282.47205 29514.47524 23560.68133 3-HYDROXYBUTANOIC ACID 2229.042427 2217.768533 1756.521839 2557.680097 2631.534283 1056.688994 2203.514104 2269.30513 2566.189981 METHYL-2-OXOVALERIC ACID 640594.3383 467525.7066 303638.1052 527017.5438 452040.9224 102866.4186 193018.8029 347985.269 293010.4335 3-METHYLADENINE 5882.071864 8257.54204 6952.890125 7857.786645 7531.648997 3970.905728 6015.252436 11033.66863 16451.82001 ADIPIC ACID 0 1618.030409 3343.738636 0 0 1901.580283 2421.443127 0 4716.309013 3-SULFINO-L-ALANINE 1563.598446 1861.711918 927.1233132 1796.702022 1466.960282 763.7764572 1345.790089 2217.331221 2585.426167 4-ACETAMIDOBUTANOATE 2861.178207 2836.456523 1960.361683 3267.950954 3083.590103 695.5275512 1255.299194 1816.345224 1786.401053 4-AMINOBUTANOATE 40245.69406 24175.54933 32423.92222 14021.24977 12078.52284 59445.85427 48421.18847 90161.96404 135602.3605 4-HYDROXY-2-QUINOLINECARBOXYLIC ACID 1859.85286 2026.73447 208.8646795 427.5350139 366.3202549 263.0887827 1535.683538 1243.646521 543.06079 4-PYRIDOXATE 14652.60943 10626.62206 6465.316761 14604.01908 11508.707 2556.823549 3624.587515 5950.770637 5497.845024 5'-CMP 1196.582102 1199.094293 652.9454457 1784.236148 1965.160857 471.3784202 890.3718066 3753.893868 3154.532591 5'-METHYLTHIOADENOSINE 128.3371467 210.6852141 123.7328547 276.0378034 165.5782714 114.9386203 145.1662176 491.5014004 508.3250905 5-OXO-PROLINE 1776392.514 1645990.682 1367133.181 2093570.218 2018492.659 797190.718 1106676.878 1730058.7 1633637.018 ADENOSINE 5'-DIPHOSPHATE 10967.98405 8399.180653 6861.648914 20551.99884 29097.26255 14560.64757 16798.69627 48952.2691 76010.82994 ADENOSINE 5'-DIPHOSPHORIBOSE 1408.525536 2177.919749 3190.097186 3563.991069 3673.15554 1184.398017 1016.711812 3782.794571 6247.435622 ADENOSINE 5'-MONOPHOSPHATE 14340.99141 8193.143478 9467.176096 7339.781392 11470.51799 7472.117331 15166.06204 115486.4772 104748.5538 ALLANTOIN 159193.4304 184340.5397 95337.05958 157215.3772 182899.814 60210.89584 83030.56204 136091.3296 143033.801 ALPHA-D-GALACTOSE 1-PHOSPHATE;D-MANNOSE 6-PHOSPHATE;D-FRUCTOSE 6-PHOSPHATE;ALPHA-D-GLUCOSE 1-PHOSPHATE 24396.80312 28034.24181 26209.59797 28160.10708 32774.32533 18100.39611 42462.87076 57435.24943 58460.00877 ALPHA-D-GLUCOSE 17042.11691 15071.05357 8696.439641 13216.77429 12554.27962 4286.180936 2290.769275 3960.059257 5092.668656 ALPHA-KETOGLUTARIC ACID 389946.9306 111339.0786 308947.0107 33747.53027 34229.54459 160128.3654 237094.9226 587157.1197 261584.1911 13C4-ALPHA-KETOGLUTARIC ACID 432430.0647 598362.054 441072.1901 755209.3183 804115.4361 367144.3356 611027.2981 803554.6027 1448890.626 ARABINOSE;D-XYLOSE;D-(-)-ARABINOSE 5211.444607 8895.407791 4198.409091 6858.288724 8363.552672 3520.891502 4746.526004 3870.581958 2902.040638 ARACHIDIC ACID 24035.88248 29028.07591 26244.62666 22678.45936 31703.42739 15157.8201 35377.64433 40011.02318 42551.03625 AZELAIC ACID 2845.111664 3883.810358 1673.816584 2406.851331 1313.401701 910.1400678 7752.471737 2228.954009 2972.336709 BETAINE;L-NORVALINE 4984.333258 4622.975406 3862.549361 5354.790718 5115.806972 61660.06763 27229.43196 8258.53002 9213.091317 BETA-NICOTINAMIDE ADENINE DINUCLEOTIDE PHOSPHATE 535.2936386 607.4725862 466.7887962 525.1372971 537.795944 472.2818665 779.8969701 1222.572302 1308.714458 CAFFEATE 1317.273063 1292.154971 487.4717685 379.8380107 331.940648 382.9700837 898.7181241 737.2092423 887.4669729 CAPRYLIC ACID 95009.61862 80753.32992 94856.89789 80769.03856 92235.98684 60314.07457 108094.0304 140857.4412 211646.626 CARNOSINE 11467.82078 10653.31928 7126.992688 14856.2289 16002.57902 6752.736892 7890.524349 10280.74482 13475.39968 CITRACONIC ACID 8068.256431 7902.581278 3396.826349 2782.521889 2563.361103 3729.753888 11333.74924 9128.740566 8432.381974 CITRATE;ISOCITRIC ACID 352485.3791 638156.7265 325684.5 592127.426 534496.4128 101315.7924 295672.3848 317192.3073 179236.6688 D4-CITRIC ACID 98198.31737 110369.309 88627.22691 121273.6679 106747.3853 74764.6434 118937.2784 183727.0543 133794.4395 CITRULLINE 5717.208935 6452.530587 4937.110509 7285.038163 9678.516678 1853.789125 4708.699057 5601.292453 6030.573364 CREATINE 5818.286891 6574.909613 4175.090199 8901.615888 9003.851351 6434.897098 5260.411724 6306.347877 5569.934224 CREATININE 15495.60225 13672.90284 11124.36349 16313.42043 17502.59201 12475.39018 11002.39121 15306.63317 15423.19479 CYTIDINE 555.211424 456.159876 376.9391868 705.3564742 556.2749539 253.8448999 539.6588922 656.5335348 1000.212664 CYTIDINE 5'-DIPHOSPHATE 2211.779342 939.9295239 999.3066812 1543.882047 2048.238047 1073.676322 1749.936632 4855.94737 5485.362833 GALACTURONIC ACID 4006.326693 2748.373556 504.4238281 135.711022 351.3170637 196.7161567 201.0677321 252.6818249 225.0578184 D-(+)-TREHALOSE;D-LACTOSE;MELIBIOSE;MALTOSE;D-(+)-CELLOBIOSE 139.5418706 220.2505343 242.1717418 190.653941 209.2541654 83673.72773 38763.71351 157.0441664 137.5968285 ASPARTATE 696890.1255 297253.8315 538438.1364 234836.4101 205858.5125 830675.2803 854798.8012 1324906.147 1622979.882 DECANOATE 35897.00999 31888.12636 42323.31347 29408.23349 35533.24412 20008.36533 36090.82829 66402.5562 83397.11573 DEOXYCYTIDINE 1376.866257 572.0987773 593.4315518 807.4643188 489.8813249 597.7538173 571.915203 839.8168485 797.3560723 DEOXYURIDINE 13993.05167 10153.24131 4982.031126 22415.28616 16826.22697 4791.594162 9139.254691 3275.626179 3245.985783 D-FRUCTOSE;D-TAGATOSE 43730.26083 35341.52186 21659.16834 44449.80142 38548.36618 8311.269944 12681.02427 16000.87874 16383.96394 13C6-D-FRUCTOSE-1,6-BISPHOSPHATE 1434.451574 1523.317335 0 0 0 3530.962883 0 0 0 13C6-D-FRUCTOSE-6-PHOSPHATE 37112.18911 42315.86483 42202.86511 47487.64001 47644.4573 34804.19586 51541.07058 76185.67249 79598.32871 13C5-D-GLUCOSE 3453.814446 6255.247387 4660.346718 6491.650855 8462.590169 5639.433584 8119.449899 6914.77249 7441.806883 D-GLUCOSE-6-PHOSPHATE 4332.628945 4001.149292 5901.352772 4996.62345 3250.245793 6384.978957 10072.19478 21211.02165 18884.84132 13C6-GLUCOSE-6-PHOSPHATE 22428.1854 29051.43988 27641.50588 27499.10534 27242.4883 18916.86096 33790.16325 43421.25408 40784.75307 D3-MALIC ACID 304490.2939 418898.0403 358287.3879 435334.7571 515342.6862 277810.8406 412030.9737 598557.1447 669088.1895 D-PANTOTHENIC ACID 81154.59957 84202.69272 56623.01118 86962.42266 122207.887 100401.8361 90583.86236 168810.8934 244884.0773 D-RIBOSE 5-PHOSPHATE 8181.991764 9747.477884 6772.01041 8055.0613 8980.670087 7016.275566 7549.600001 10496.65996 11645.64328 ERYTHRITOL 19583.78781 15175.98843 11568.12275 19305.00146 17765.69182 6706.478376 8500.187152 12936.91368 14189.96724 FOLIC ACID 366.7614438 303.4156916 268.3852983 439.7226474 472.7247773 54.97132922 0 75.88512953 98.31811209 FRUCTOSE 1,6-BIPHOSPHATE 1466.630472 1140.381429 0 1487.998381 0 2268.458091 0 0 0 D2-FUMARIC ACID 60732.00213 72122.82196 69189.22035 73303.96345 82843.22284 66091.03187 88230.72773 123304.0097 133289.3873 GALACTITOL;MANNITOL;D-SORBITOL 53508.44946 56332.37604 36482.6582 55748.06557 54854.97332 26954.92646 33228.51773 58432.93437 60250.74877 GLUCONIC ACID 82783.07427 176210.0971 100841.4659 158303.5965 216721.0147 31113.16697 89439.64251 89324.24609 79216.80809 GLUTARIC ACID 10722.78881 9086.603179 4259.657315 0 0 2983.765175 7602.547901 7692.736439 7934.826314 GLYCERATE 5951.896113 5457.101828 2641.669389 3462.877512 3724.128499 1903.697719 3594.307541 2413.638709 2909.73746 GLYCEROL 2-PHOSPHATE 13196.39507 20322.37912 15096.16652 29214.04721 29905.80954 49846.16234 28704.28578 27576.27157 21588.48981 GLYCINE 129907.5993 230949.6637 107688.4332 205128.451 237096.8305 110209.5144 143117.4284 222458.9623 239277.5107 13C2-GLYCINE 90054.12455 122467.2422 121898.5114 107813.6674 118087.3587 86740.18968 140603.0535 171106.4309 198003.4764 GUANOSINE 5'-MONOPHOSPHATE 767.5582412 851.5870235 527.6077326 638.1093394 1371.168721 344.1830366 897.0904171 2535.888267 2575.310656 HEPTADECANOATE 40324.70126 38982.17641 37090.99578 33354.15652 36323.11732 24077.5594 44333.38 51904.4659 60989.54338 HEPTANOIC ACID 53090.00064 62570.25721 54956.00341 60176.09339 64134.12162 34411.54341 58964.11436 82048.94137 124031.3197 HIPPURATE 31750.39183 20993.64374 16568.00069 28791.77636 23164.2582 5814.804303 8054.249913 12649.63691 10813.82444 HOMOGENTISATE 15959.86668 5224.197379 2190.880287 389.8260429 992.4903064 526.5773781 364.5863985 1011.427624 894.3544628 HOMOVANILLATE 1258.993118 1858.461978 490.775435 679.8879734 1062.876996 988.7754884 1183.351486 757.0752506 1181.433242 HYPOTAURINE 17217.66306 29043.33038 20623.03155 28229.34642 31050.0408 18026.12931 29046.43326 36745.1829 46057.22139 INOSINE 1132.11981 1079.685748 529.7897727 649.3756229 1587.124792 648.5632824 613.9178927 1022.902933 4478.816744 INOSINE 5'-PHOSPHATE 2524.88662 2494.959536 2690.430398 1869.21654 1889.952441 1787.844864 2144.814097 4599.232606 2209.466034 ITACONATE 22659.79442 19005.01261 18511.82439 8862.740604 10646.87807 24174.34083 24678.02301 61205.95283 59384.76395 PHOSPHOGLYCERIC ACID 64916.12816 55966.73206 40063.65341 47219.62984 53696.87961 42658.04628 27294.59189 95632.92453 91101.20172 ASPARAGINE 271924.8515 630131.7489 312416.575 706707.1526 841333.1695 135667.2066 325290.558 430462.6031 521436.824 LAURIC ACID 43152.40472 86395.30093 78602.02857 69542.65864 74732.4649 28480.63494 43315.1757 68598.56051 86669.00996 CYSTATHIONINE 0 0 0 98.21167826 0 1959.95694 1074.971012 0 0 CYSTINE 1306.751044 215.4169221 73.5396895 702.316077 58.74279575 0 0 0 127.1091864 GLUTAMIC ACID 1862490.786 982915.6951 1417800.239 625097.2134 563423.5462 2680848.114 2318897.179 4187977.85 6344845.322 GLUTAMINE 34884.5136 18387.4293 23325.09787 7528.092377 5054.142716 157954.9229 27884.10529 95569.20252 213177.1236 LINOLEATE 15286.67793 21163.70964 17760.49274 15927.02921 18615.27966 17074.15397 25482.00295 26079.6027 32456.34848 ISOLEUCINE;LEUCINE;NORLEUCINE 397687.0784 358375.5324 283666.1175 403076.712 398897.5921 219566.1418 303007.952 455404.9213 463012.4433 D3-LACTATE 21975.74375 25698.57869 24098.795 25168.46112 27270.31994 22179.68152 32713.66469 51109.3095 54548.37772 METHIONINE 52046.96558 46483.92529 37184.5793 51980.93728 51478.73456 42701.52721 46409.62843 67836.85418 74369.15941 PHENYLALANINE 45329.55721 40886.35754 30764.71388 44938.38647 40819.11886 27818.80837 36919.76475 57052.58905 61666.31392 PROLINE 604399.606 772212.7034 646155.5364 720892.138 831427.0944 475515.0991 900711.0852 1147902.82 1254992.199 SERINE 206552.7979 208414.0807 152006.8032 112154.0824 118593.2586 243346.7744 285745.2147 477953.8358 485791.1241 13C3-SERINE 49012.93164 74119.8991 66906.8266 87330.16515 96881.3145 49193.53279 85006.89809 111976.7845 155865.5901 THREONINE;HOMOSERINE;L-ALLOTHREONINE 173572.252 232823.6196 139652.9895 243810.541 293119.2154 180054.9555 240547.4124 254808.2541 234481.3089 TRYPTOPHAN 12502.37974 11136.74135 8820.163048 13004.79853 12294.11625 7438.767478 9813.598106 15552.85967 15553.44252 TYROSINE 26723.97325 25316.79829 19002.87455 30163.29629 29094.45165 14237.23046 20969.34771 30096.61078 30023.24724 VALINE 88091.3721 80662.71493 60379.88198 83228.7068 81749.49351 61399.66226 70302.53406 104979.3458 114384.4298 MALEIC AC.D FUMARATE 141975.9593 74025.92363 133746.4683 36701.51926 37940.85886 165307.216 236095.0813 365549.1124 386010.6133 MALONATE 18985.77881 17497.15072 4807.884762 3595.460564 4071.270347 3106.475442 9954.5087 6717.128955 6637.193535 MANDELIC AC.D 2-HYDROXYPHENYLACETIC AC.D 2',4'-DIHYDROXYACETOPHENONE;3-HYDROXYPHENYLACETATE;RESORCINOL MONOACETATE 1146.606639 2315.547225 2458.329241 2161.43597 2122.893641 892.8216877 1164.364735 2022.389593 2601.758986 MESO-TARTARIC ACID 2523.621954 1489.857492 354.7809393 150.112783 274.0686665 203.6557224 444.0476734 326.4332252 91.15510998 METHYL ACETOACETATE 7400.638538 6407.504905 5622.768111 6904.901765 6926.030405 4198.689776 6357.397734 9008.870283 9543.131706 METHYL JASMONATE 1706.496503 1725.671069 976.3304332 1281.443444 2507.099585 1893.714198 3053.621883 4141.902417 5685.429855 MYO-INOSITOL 35087.91589 36045.1638 22084.61473 50291.83888 45144.95005 15886.37504 20550.07938 29790.52364 27932.77967 MYRISTIC ACID 363572.1011 555135.353 476238.0584 467418.3287 483210.9007 258191.2799 446635.1922 660873.6733 719132.8302 N-ACETYL-DL-GLUTAMIC ACID 28741.24962 26922.82231 25451.40182 29370.78018 27851.28993 26250.36669 34125.12037 59163.76227 87822.93991 N-ACETYL-DL-METHIONINE 50414.96841 61093.45852 64437.375 68164.31093 71036.59705 31729.46889 114544.0076 102402.3868 108381.1266 N-ACETYLGLYCINE 5580.601309 6727.675168 5520.639205 6138.129271 7058.581081 7568.89974 10188.0809 10291.60024 11118.09214 N-ACETYL-L-ALANINE 16552.51449 23235.94311 19253.50426 21799.07318 19958.37757 12086.34599 22917.8191 35399.3184 31022.45917 N-ACETYL-L-ASPARTIC ACID 17964.68005 21398.39796 11109.03177 28755.65677 30427.62859 31462.66635 20388.15482 36475.78197 44265.18297 N-ACETYLNEURAMINATE 42533.87597 36921.7275 27926.89245 30365.91555 30569.62039 12334.38809 20726.17857 33341.63929 35948.03801 NAD 5683.108074 8697.394118 4941.497047 7306.280772 7134.793069 5350.706617 6907.396702 9155.429835 4719.617796 N-ALPHA-ACETYL-L-ASPARAGINE 2969.891608 4544.776255 2219.760364 5398.742139 6976.00645 3345.911839 4857.510786 4755.894584 6731.791884 NONANOATE 463577.4399 192294.8613 719209.5351 221510.2415 500399.0088 308186.0889 431723.4619 907592.4809 1091856.981 O-ACETYL-L-SERINE;N-ACETYL-DL-SERINE 131401.7986 164230.3453 127506.1682 141674.0423 169334.3921 190277.4182 252380.5826 246503.7606 260102.0834 OMEGA-HYDROXYDODECANOIC ACID 3458.770025 3515.564742 3449.803622 1823.409738 3251.050369 1617.586068 4465.897582 5791.538915 4493.239002 O-PHOSPHORYLETHANOLAMINE 8448.841675 5232.196706 3775.180495 5676.288943 5283.046091 36499.54101 15057.52316 51705.59239 67312.16291 OPHTHALMIC ACID 86984.418 60996.39766 68045.51802 22577.50761 27206.68147 96676.42467 152383.5746 201076.2658 230152.8866 OROTATE 8084.434792 5231.245668 13833.31348 4955.824753 5558.820247 14746.12102 28038.04661 20186.44527 14342.21051 OXALIC ACID 301201.1191 114846.684 30820.05682 7346.98047 15247.76413 14987.87439 23239.10736 20681.35215 14522.61803 PALMITATE 7163646.284 9317438.873 9507952.021 9006696.903 9073476.044 5018943.986 10529769.38 14194864.13 16582624.61 PALMITOLEIC ACID 22434.47041 34099.20508 22897.16161 25636.03649 31288.06546 15047.10809 27551.9161 37507.18369 38876.3235 PENTANOATE 24307.45081 38251.41848 24709.85349 40352.97035 41648.41541 19561.65681 29178.68739 48524.56449 65963.72586 PETROSELINIC AC.D ELAIDIC AC.D OLEATE 185140.1129 230890.5573 195144.1841 188578.0495 215890.3843 120201.6842 246466.7056 294382.4868 317569.6039 PHENYLACETIC ACID 20902.0293 15303.16704 5482.594105 3828.376993 4291.214681 3306.101811 8535.906326 12149.91627 8411.025349 PHOSPHO(ENOL)PYRUVIC ACID 41303.16555 43295.03924 32067.72443 18763.69275 19599.16993 9772.992223 17910.56569 65795.51887 35471.022 PHOSPHOCHOLINE 7128.335161 6152.508491 5087.52145 6119.332574 7491.412776 12025.35491 11759.05615 19440.44305 26478.96459 PHOSPHOCREATINE 6424.135309 10728.52719 6731.752079 10267.35233 11235.53937 3946.088122 6261.888636 10317.55009 10686.54988 13C2-PHOSPHOENOL PYRUVATE 108028.1238 151592.5869 121917.4339 222805.6492 252933.6118 289831.5251 265811.4627 314551.3461 663488.2747 PIMELIC ACID 5185.406701 8856.834161 4893.728338 5073.758186 5720.563959 3604.040687 9257.29927 6439.089623 7253.855284 PROPIONATE 7930.690139 8901.087829 6422.604485 11220.47036 14926.21512 6711.219644 13489.78102 15982.80203 20831.91213 PTERIN 815.7070635 986.1314987 764.9641335 1145.304283 1218.732628 743.5131168 828.8139637 1207.887235 1998.467006 PURINE 2745.614847 3387.969746 2591.520597 3561.402335 3756.352119 1310.043627 2062.184649 4990.699882 6059.360917 PYRIDINE DICARBOXYLATE 652.8877341 0 497.5986772 766.3118415 323.4258388 383.7729989 377.6881368 0 1036.665353 PYRIDOXAL 5'-PHOSPHATE 1295.112252 1618.812287 1809.081854 3208.014308 2519.312231 785.5528025 2356.251331 2725.536851 1374.450275 QUINATE 1189.04459 6742.081478 1478.488991 2314.874003 1718.998963 1672.821628 3478.893129 2062.582695 2514.022432 RAC-GLYCEROL 1-MYRISTATE 4476.288921 5580.753223 3858.802557 4287.317056 4257.587147 3366.426038 6243.115496 7548.485638 10511.76301 S-(5'-ADENOSYL)-L-HOMOCYSTEINE 1938.020363 3540.097393 2036.395241 3606.239943 3373.730519 1784.769974 3120.368662 5249.236565 6542.764035 SHIKIMATE 11261.8198 9066.367713 5280.566406 3946.201239 2836.304131 3877.188923 6923.600973 10962.90566 11398.54077 SN-GLYCEROL 3-PHOSPHATE 37924.56986 34117.58052 27199.91577 39551.25714 47176.10725 22858.30944 35894.03104 55533.53516 64580.58441 SODIUM BENZOATE 11731.53613 10694.30794 7944.007102 7266.928388 7021.85734 6548.554628 12086.8856 14218.78538 18574.82967 STEARATE 3402234.628 4778232.477 4497086.338 4202198.305 4941758.282 2821463.287 5513707.835 6933864.022 7804211.09 SUCCINIC ACID 141369.9372 80174.94935 59304.23111 56752.89139 51770.4771 72496.87262 75502.27833 147352.7997 146586.7226 D4-SUCCINIC ACID 23492.92942 24511.99902 24258.27755 26132.38641 27598.57751 20979.58377 34297.04729 49981.33635 55696.90555 TAURINE 1696240.741 2198503.628 1796167.515 2240991.189 2393881.591 1509408.398 2435463.189 3612167.492 4329475.708 HYDROXYPROLINE 144264.6031 217976.9294 126560.0451 213760.7558 264450.3358 123526.4947 175364.7486 171898.135 142942.4762 URATE 324340.4941 431394.1819 210103.7169 438524.7875 493708.4128 84053.08866 100773.4635 133206.0763 95855.81668 URIDINE 5'-DIPHOSPHATE 2649.270599 2225.391616 1660.410435 3715.336062 5290.527408 2541.174532 2952.932574 8312.326036 11668.27048 URIDINE 5'-DIPHOSPHOGLUCOSE;URIDINE 5'-DIPHOSPHOGALACTOSE 18752.27024 27365.95406 16686.94295 20866.80123 22608.23928 13647.81705 21640.877 26988.55086 29016.48867 URIDINE 5'-DIPHOSPHO-N-ACETYLGALACTOSAMINE;URIDINE 5'-DIPHOSPHO-N-ACETYLGLUCOSAMINE 22020.41229 32974.1349 18301.70179 46148.99408 45710.61763 15304.94964 26133.66084 39660.08341 42800.04227 URIDINE-5-MONOPHOSPHATE 5163.972896 2505.758531 2610.653637 1749.220174 4035.461905 1713.851849 3869.088161 10792.86095 12555.11019 UROCANATE 3204.147112 9004.992993 4137.396307 3340.909026 4617.002457 4227.224488 4939.75555 4770.062205 5196.152092 XANTHINE 122913.2599 80403.37172 76003.88782 102483.8311 83143.3789 71671.28095 70397.12478 115860.7515 124923.3066 XANTHOSINE 582.0175006 679.1750893 678.0284091 554.9555542 649.1875096 302.1924199 408.8521708 1300.310436 1915.268911 XYLITOL;RIBITOL;L-ARABITOL 8366.035182 7262.538097 5582.712865 10273.58308 8976.905186 1222369.346 402880.1154 8343.157126 8691.837331 MS_METABOLITE_DATA_END #METABOLITES METABOLITES_START metabolite_name retention index quantified m/z PubChem ID KEGG ID TARTARIC ACID 6.424785897 149.0091529 4154 C00898 MEVALONIC ACID 2.435090909 147.0662178 3708 C00418 DIHYDROOROTATE 3.427625641 157.0254197 3630 C00337 LACTATE 2.718221795 89.02428847 3486 C00186 MALATE 5.927488462 133.0141712 3449 C00149 10-HYDROXYDECANOATE 1.140087179 187.1339233 5726 C02774 2'-DEOXYGUANOSINE 5'-MONOPHOSPHATE 5.751939744 346.0557051 3653 C00362 2-HYDROXYBUTYRIC ACID 2.197028205 103.0401027 8262 C05984 3-(4-HYDROXYPHENYL)LACTATE 2.569308974 181.0506815 6448 C03672 3-(4-HYDROXYPHENYL)PYRUVATE 2.239639744 179.0349585 4406 C01179 3-HYDROXY-3-METHYLGLUTARATE 5.00665 161.0455203 6518 C03761 3-HYDROXYBUTANOIC ACID 1.521812821 103.0401223 4324 C01089 METHYL-2-OXOVALERIC ACID 1.275160256 129.0557298 3-METHYLADENINE 2.08885641 148.0628393 4168 C00913 ADIPIC ACID 4.687518519 145.0515127 6518 C03761 3-SULFINO-L-ALANINE 5.023975641 152.0022871 3881 C00606 4-ACETAMIDOBUTANOATE 2.480535897 144.0665764 5865 C02946 4-AMINOBUTANOATE 5.031137179 102.0560751 3628 C00334 4-HYDROXY-2-QUINOLINECARBOXYLIC ACID 1.562148718 188.035277 4854 C01717 4-PYRIDOXATE 1.276584615 182.0459396 4104 C00847 5'-CMP 5.657314103 322.0444755 3357 C00055 5'-METHYLTHIOADENOSINE 1.455634615 296.082007 3470 C00170 5-OXO-PROLINE 3.004757692 128.0351797 5301 C02237 ADENOSINE 5'-DIPHOSPHATE 5.765303846 426.0221863 3310 C00008 ADENOSINE 5'-DIPHOSPHORIBOSE 5.35655641 558.0643351 3595 C00301 ADENOSINE 5'-MONOPHOSPHATE 4.698470513 346.0556664 3322 C00020 ALLANTOIN 4.546544872 157.0366669 4709 C01551 ALPHA-D-GALACTOSE 1-PHOSPHATE;D-MANNOSE 6-PHOSPHATE;D-FRUCTOSE 6-PHOSPHATE;ALPHA-D-GLUCOSE 1-PHOSPHATE 5.799947436 259.0222544 3734 C00446 ALPHA-D-GLUCOSE 4.793994872 179.0561376 3333 C00031 ALPHA-KETOGLUTARIC ACID 5.707974359 145.0142423 3328 C00026 13C4-ALPHA-KETOGLUTARIC ACID 5.707974359 149.0275269 ARABINOSE;D-XYLOSE;D-(-)-ARABINOSE 4.28684359 149.0455029 3558 C00259 ARACHIDIC ACID 1.04615641 311.295281 8660 C06425 AZELAIC ACID 3.511996154 187.0976 10460 C08261 BETAINE;L-NORVALINE 3.327566667 116.0717313 3985 C00719 BETA-NICOTINAMIDE ADENINE DINUCLEOTIDE PHOSPHATE 6.428760256 742.0683417 3308 C00006 CAFFEATE 3.266088462 179.0350194 4652 C01481 CAPRYLIC ACID 1.177465385 143.1077024 8658 C06423 CARNOSINE 5.356535897 225.0993316 3676 C00386 CITRACONIC ACID 3.308748718 129.019393 5291 C02226 CITRATE;ISOCITRIC ACID 7.162421795 191.0197345 3458 C00158 D4-CITRIC ACID 7.165887179 195.0446615 CITRULLINE 5.454655128 174.0883743 3621 C00327 CREATINE 4.846434615 130.0619348 3594 C00300 CREATININE 2.748721795 112.051634 4049 C00791 CYTIDINE 3.657407692 242.0783352 3758 C00475 CYTIDINE 5'-DIPHOSPHATE 6.690503846 402.0108525 3412 C00112 GALACTURONIC ACID 6.032353846 193.0354179 3627 C00333 D-(+)-TREHALOSE;D-LACTOSE;MELIBIOSE;MALTOSE;D-(+)-CELLOBIOSE 5.522758974 341.1087441 4320 C01083 ASPARTATE 5.184039744 132.0301053 3692 C00402 DECANOATE 1.127035897 171.1390381 4728 C01571 DEOXYCYTIDINE 3.157329487 226.0833767 4137 C00881 DEOXYURIDINE 2.257235897 227.0674448 3809 C00526 D-FRUCTOSE;D-TAGATOSE 4.331829487 179.0561218 3395 C00095 13C6-D-FRUCTOSE-1,6-BISPHOSPHATE 7.63631 345.0088118 13C6-D-FRUCTOSE-6-PHOSPHATE 5.836242308 265.0424053 13C5-D-GLUCOSE 4.811223077 184.072867 D-GLUCOSE-6-PHOSPHATE 6.2635 259.0222661 3937 C00668 13C6-GLUCOSE-6-PHOSPHATE 6.2635 265.0424053 D3-MALIC ACID 5.924317949 136.0329367 D-PANTOTHENIC ACID 2.289541026 218.1032823 4121 C00864 D-RIBOSE 5-PHOSPHATE 5.69440641 229.0117943 3417 C00117 ERYTHRITOL 3.596775641 121.0506434 3786 C00503 FOLIC ACID 6.330901389 440.1324585 3787 C00504 FRUCTOSE 1,6-BIPHOSPHATE 7.657911905 338.9886756 3647 C00354 D2-FUMARIC ACID 5.933828205 117.0162784 GALACTITOL;MANNITOL;D-SORBITOL 4.526928205 181.0718278 4837 C01697 GLUCONIC ACID 4.622752564 195.0509514 3556 C00257 GLUTARIC ACID 5.149509259 131.035946 3772 C00489 GLYCERATE 3.735307692 105.0193618 3557 C00258 GLYCEROL 2-PHOSPHATE 4.75959359 171.0063906 5889 C02979 GLYCINE 5.360087179 74.02474815 3339 C00037 13C2-GLYCINE 5.360201282 76.03144173 GUANOSINE 5'-MONOPHOSPHATE 6.162365385 362.0508098 3444 C00144 HEPTADECANOATE 1.063412821 269.2485891 6009 C03114 HEPTANOIC ACID 1.227624359 129.0921288 96024044 C17714 HIPPURATE 1.28535641 178.0509591 4741 C01586 HOMOGENTISATE 2.548778205 167.0349012 3825 C00544 HOMOVANILLATE 2.064452564 181.0510326 7908 C05582 HYPOTAURINE 5.037989744 108.0125222 3802 C00519 INOSINE 3.275712821 267.0734938 3588 C00294 INOSINE 5'-PHOSPHATE 5.569557692 347.0397264 3430 C00130 ITACONATE 5.522616667 129.0193779 3773 C00490 PHOSPHOGLYCERIC ACID 6.664655128 184.9856432 3904 C00631 ASPARAGINE 5.152160256 131.0462142 3452 C00152 LAURIC ACID 1.135738462 199.1703221 5649 C02679 CYSTATHIONINE 6.026653333 221.0602503 5347 C02291 CYSTINE 5.610281481 239.0165454 4607 C01420 GLUTAMIC ACID 5.013687179 146.0457817 3327 C00025 GLUTAMINE 5.075570513 145.061892 3364 C00064 LINOLEATE 1.056301282 279.2329078 4750 C01595 ISOLEUCINE;LEUCINE;NORLEUCINE 3.248217949 130.0872498 3697 C00407 D3-LACTATE 2.724787179 92.04321113 METHIONINE 3.458591026 148.0438432 3373 C00073 PHENYLALANINE 2.925089744 164.0717304 3379 C00079 PROLINE 4.000124359 114.0559563 3448 C00148 SERINE 5.382028205 104.0353472 3365 C00065 13C3-SERINE 5.382028205 107.0454002 THREONINE;HOMOSERINE;L-ALLOTHREONINE 4.832196154 118.0509931 3488 C00188 TRYPTOPHAN 3.534326923 203.0826604 3378 C00078 TYROSINE 4.168071795 180.0666316 3382 C00082 VALINE 3.866403846 116.0717216 3483 C00183 MALEIC AC.D FUMARATE 5.933828205 115.0036744 4579 C01384 MALONATE 5.711270513 103.0037149 3673 C00383 MANDELIC AC.D 2-HYDROXYPHENYLACETIC AC.D 2',4'-DIHYDROXYACETOPHENONE;3-HYDROXYPHENYLACETATE;RESORCINOL MONOACETATE 1.33705 151.0400746 5080 C01983 MESO-TARTARIC ACID 6.090210256 149.0091792 3833 C00552 METHYL ACETOACETATE 1.334884615 115.0399927 3464 C00164 METHYL JASMONATE 1.195726923 223.1336731 13682 C11512 MYO-INOSITOL 6.021812821 179.0561207 3437 C00137 MYRISTIC ACID 1.13275 227.2016308 8659 C06424 N-ACETYL-DL-GLUTAMIC ACID 5.010224359 188.0564697 3897 C00624 N-ACETYL-DL-METHIONINE 1.284152564 190.054433 5675 C02712 N-ACETYLGLYCINE 3.195847436 116.0353328 N-ACETYL-L-ALANINE 2.431966667 130.0509095 3897 C00624 N-ACETYL-L-ASPARTIC ACID 5.259564103 174.0407381 4284 C01042 N-ACETYLNEURAMINATE 4.528401282 308.0987103 3568 C00270 NAD 4.752647436 662.1021949 3305 C00003 N-ALPHA-ACETYL-L-ASPARAGINE 3.518889744 173.0566958 NONANOATE 1.142851282 157.1233063 4755 C01601 O-ACETYL-L-SERINE;N-ACETYL-DL-SERINE 3.196469231 146.0458039 4228 C00979 OMEGA-HYDROXYDODECANOIC ACID 1.148502564 215.1650811 10515 C08317 O-PHOSPHORYLETHANOLAMINE 5.576808974 140.0118432 3639 C00346 OPHTHALMIC ACID 4.497891026 288.1200162 254741470 C21016 OROTATE 3.022097436 155.0098422 3589 C00295 OXALIC ACID 6.723601282 88.98807588 3509 C00209 PALMITATE 1.110085897 255.2326108 10558 C08362 PALMITOLEIC ACID 1.072102564 253.2174401 10558 C08362 PENTANOATE 1.28084359 101.0608174 4061 C00803 PETROSELINIC AC.D ELAIDIC AC.D OLEATE 1.059980769 281.2484718 10559 C08363 PHENYLACETIC ACID 1.280366667 135.0451922 9297 C07086 PHOSPHO(ENOL)PYRUVIC ACID 6.945842308 166.9750543 3374 C00074 PHOSPHOCHOLINE 5.020675641 182.0588089 3867 C00588 PHOSPHOCREATINE 5.4761 210.0285162 5359 C02305 13C2-PHOSPHOENOL PYRUVATE 6.945842308 168.9817893 PIMELIC ACID 4.637775641 159.0662301 5629 C02656 PROPIONATE 2.345403846 73.02947642 3463 C00163 PTERIN 3.193960256 162.042168 3981 C00715 PURINE 2.092315385 119.0364712 17396579 C15587 PYRIDINE DICARBOXYLATE 5.564157576 166.0135869 6487 C03722 PYRIDOXAL 5'-PHOSPHATE 4.644366667 246.0170888 3320 C00018 QUINATE 4.263188462 191.0562313 3590 C00296 RAC-GLYCEROL 1-MYRISTATE 1.095361538 301.2379814 S-(5'-ADENOSYL)-L-HOMOCYSTEINE 4.421873077 383.1142382 3323 C00021 SHIKIMATE 4.797566667 173.0454658 3776 C00493 SN-GLYCEROL 3-PHOSPHATE 5.338347436 171.0063923 3393 C00093 SODIUM BENZOATE 1.378167949 121.0295259 3480 C00180 STEARATE 1.080155128 283.263909 4692 C01530 SUCCINIC ACID 5.522616667 117.019361 3344 C00042 D4-SUCCINIC ACID 5.522616667 121.0443925 TAURINE 5.0619 124.0072415 3544 C00245 HYDROXYPROLINE 4.801060256 130.0509093 4385 C01157 URATE 4.300178205 167.0209973 3657 C00366 URIDINE 5'-DIPHOSPHATE 6.503552564 402.9949106 3317 C00015 URIDINE 5'-DIPHOSPHOGLUCOSE;URIDINE 5'-DIPHOSPHOGALACTOSE 6.068257692 565.0478281 3331 C00029 URIDINE 5'-DIPHOSPHO-N-ACETYLGALACTOSAMINE;URIDINE 5'-DIPHOSPHO-N-ACETYLGLUCOSAMINE 5.4761 606.0746929 URIDINE-5-MONOPHOSPHATE 5.392867949 323.0285572 3405 C00105 UROCANATE 3.303775641 137.0356327 4043 C00785 XANTHINE 3.45985 151.0260608 3675 C00385 XANTHOSINE 4.107880769 283.0684886 4895 C01762 XYLITOL;RIBITOL;L-ARABITOL 4.082629487 151.0611537 3669 C00379 METABOLITES_END #END