#METABOLOMICS WORKBENCH my265_20220706_024935 DATATRACK_ID:3331 STUDY_ID:ST002218 ANALYSIS_ID:AN003627 PROJECT_ID:PR001408 VERSION 1 CREATED_ON July 14, 2022, 1:03 am #PROJECT PR:PROJECT_TITLE Hira Loss Transforms Fh1-Deficient Cells PR:PROJECT_SUMMARY Tumour initiation and progression requires the metabolic rewiring of cancer PR:PROJECT_SUMMARY cells. Fumarate hydratase (FH), a mitochondrial enzyme that catalyses the PR:PROJECT_SUMMARY reversible hydration of fumarate to malate in the TCA cycle, has been identified PR:PROJECT_SUMMARY as a bona fide tumour suppressor . FH loss predisposes to Hereditary PR:PROJECT_SUMMARY Leiomyomatosis and Renal Cell Carcinoma (HLRCC), a cancer syndrome characterized PR:PROJECT_SUMMARY by the presence of benign tumours of the skin and uterus, and a highly PR:PROJECT_SUMMARY aggressive form of renal cancer. Its loss leads to aberrant accumulation of PR:PROJECT_SUMMARY fumarate, an oncometabolite that drives malignant transformation . Even though PR:PROJECT_SUMMARY the link between FH loss, fumarate accumulation and HLRCC is well-known, the PR:PROJECT_SUMMARY associated tumorigenic mechanism is it is still not fully understood. Indeed, PR:PROJECT_SUMMARY although HLRCC tumours metastasize even when small, Fh1-deficient mice develop PR:PROJECT_SUMMARY premalignant cysts in the kidneys, rather than overt carcinomas. Interestingly, PR:PROJECT_SUMMARY these cysts are positive for the key tumour suppressor p21. Since p21 expression PR:PROJECT_SUMMARY is a central trigger of cellular senescence, it is postulated that this process PR:PROJECT_SUMMARY could be an obstacle for tumorigenesis in Fh1-deficient cells. Consistent with PR:PROJECT_SUMMARY this hypothesis, HLRCC patients harbour the epigenetic suppression of p16, PR:PROJECT_SUMMARY another key player of senescence. Here, we have confirmed that additional PR:PROJECT_SUMMARY oncogenic events independent from a senescence bypass are required to allow PR:PROJECT_SUMMARY full-blown transformation in FH deficient cells. Moreover, a genome wide PR:PROJECT_SUMMARY CRISPR/Cas9 screen identified HIRA as a target that, when ablated, increases PR:PROJECT_SUMMARY proliferation and invasion in Fh1-deficient cells. Moreover, Fh1 and PR:PROJECT_SUMMARY Hira-deficient cells lead to the development of tumours and invasive features in PR:PROJECT_SUMMARY the kidney in vivo. Strikingly, Hira depletion in Fh1 deficient cells controls PR:PROJECT_SUMMARY the activation of a MYC and E2F-dependent transcriptional and metabolic program, PR:PROJECT_SUMMARY which is known to play different oncogenic roles during tumour initiation and PR:PROJECT_SUMMARY progression. Of note, the activation of these programs is independent of H3.3 PR:PROJECT_SUMMARY deposition into the chromatin, known to be controlled by HIRA. Overall, we have PR:PROJECT_SUMMARY identified a novel oncogenic event occurring in FH deficient tumours, which will PR:PROJECT_SUMMARY be instrumental for understanding mechanisms of tumorigenesis in HLRCC and the PR:PROJECT_SUMMARY development of targeted treatments. PR:INSTITUTE CECAD Research Center PR:LAST_NAME Yang PR:FIRST_NAME Ming PR:ADDRESS Joseph-Stelzmann-Straße 26, Köln, Koeln, 50931, Germany PR:EMAIL ming.yang@uni-koeln.de PR:PHONE 4922147884306 #STUDY ST:STUDY_TITLE Effect of Hira loss in the metabolic landscape of Fh1-deficient cells Part 2 ST:STUDY_SUMMARY Tumour initiation and progression requires the metabolic rewiring of cancer ST:STUDY_SUMMARY cells. Fumarate hydratase (FH), a mitochondrial enzyme that catalyses the ST:STUDY_SUMMARY reversible hydration of fumarate to malate in the TCA cycle, has been identified ST:STUDY_SUMMARY as a bona fide tumour suppressor . FH loss predisposes to Hereditary ST:STUDY_SUMMARY Leiomyomatosis and Renal Cell Carcinoma (HLRCC), a cancer syndrome characterized ST:STUDY_SUMMARY by the presence of benign tumours of the skin and uterus, and a highly ST:STUDY_SUMMARY aggressive form of renal cancer. Its loss leads to aberrant accumulation of ST:STUDY_SUMMARY fumarate, an oncometabolite that drives malignant transformation . Even though ST:STUDY_SUMMARY the link between FH loss, fumarate accumulation and HLRCC is well-known, the ST:STUDY_SUMMARY associated tumorigenic mechanism is it is still not fully understood. Indeed, ST:STUDY_SUMMARY although HLRCC tumours metastasize even when small, Fh1-deficient mice develop ST:STUDY_SUMMARY premalignant cysts in the kidneys, rather than overt carcinomas. Interestingly, ST:STUDY_SUMMARY these cysts are positive for the key tumour suppressor p21. Since p21 expression ST:STUDY_SUMMARY is a central trigger of cellular senescence, it is postulated that this process ST:STUDY_SUMMARY could be an obstacle for tumorigenesis in Fh1-deficient cells. Consistent with ST:STUDY_SUMMARY this hypothesis, HLRCC patients harbour the epigenetic suppression of p16, ST:STUDY_SUMMARY another key player of senescence. Here, we have confirmed that additional ST:STUDY_SUMMARY oncogenic events independent from a senescence bypass are required to allow ST:STUDY_SUMMARY full-blown transformation in FH deficient cells. Moreover, a genome wide ST:STUDY_SUMMARY CRISPR/Cas9 screen identified HIRA as a target that, when ablated, increases ST:STUDY_SUMMARY proliferation and invasion in Fh1-deficient cells. Moreover, Fh1 and ST:STUDY_SUMMARY Hira-deficient cells lead to the development of tumours and invasive features in ST:STUDY_SUMMARY the kidney in vivo. Strikingly, Hira depletion in Fh1 deficient cells controls ST:STUDY_SUMMARY the activation of a MYC and E2F-dependent transcriptional and metabolic program, ST:STUDY_SUMMARY which is known to play different oncogenic roles during tumour initiation and ST:STUDY_SUMMARY progression. Of note, the activation of these programs is independent of H3.3 ST:STUDY_SUMMARY deposition into the chromatin, known to be controlled by HIRA. Overall, we have ST:STUDY_SUMMARY identified a novel oncogenic event occurring in FH deficient tumours, which will ST:STUDY_SUMMARY be instrumental for understanding mechanisms of tumorigenesis in HLRCC and the ST:STUDY_SUMMARY development of targeted treatments. Part 2 of this study emoployed a second ST:STUDY_SUMMARY FH-null clone to complement Part 1 of the study. ST:INSTITUTE CECAD Research Center ST:LAST_NAME Yang ST:FIRST_NAME Ming ST:ADDRESS Joseph-Stelzmann-Straße 26, Köln, Koeln, 50931, Germany ST:EMAIL ming.yang@uni-koeln.de ST:PHONE 4922147884306 #SUBJECT SU:SUBJECT_TYPE Cultured cells SU:SUBJECT_SPECIES Mus musculus SU:TAXONOMY_ID 10090 #SUBJECT_SAMPLE_FACTORS: SUBJECT(optional)[tab]SAMPLE[tab]FACTORS(NAME:VALUE pairs separated by |)[tab]Raw file names and additional sample data SUBJECT_SAMPLE_FACTORS - LV17-01 Genotype:Fh1 fl/fl | Treatment:Cas9 RAW_FILE_NAME=LV17-01 SUBJECT_SAMPLE_FACTORS - LV17-02 Genotype:Fh1 fl/fl | Treatment:Cas9 RAW_FILE_NAME=LV17-02 SUBJECT_SAMPLE_FACTORS - LV17-03 Genotype:Fh1 fl/fl | Treatment:Cas9 RAW_FILE_NAME=LV17-03 SUBJECT_SAMPLE_FACTORS - LV17-04 Genotype:Fh1 fl/fl | Treatment:sg1Hira RAW_FILE_NAME=LV17-04 SUBJECT_SAMPLE_FACTORS - LV17-05 Genotype:Fh1 fl/fl | Treatment:sg1Hira RAW_FILE_NAME=LV17-05 SUBJECT_SAMPLE_FACTORS - LV17-06 Genotype:Fh1 fl/fl | Treatment:sg1Hira RAW_FILE_NAME=LV17-06 SUBJECT_SAMPLE_FACTORS - LV17-07 Genotype:Fh1-/- CL1 | Treatment:Cas9 RAW_FILE_NAME=LV17-07 SUBJECT_SAMPLE_FACTORS - LV17-08 Genotype:Fh1-/- CL1 | Treatment:Cas9 RAW_FILE_NAME=LV17-08 SUBJECT_SAMPLE_FACTORS - LV17-09 Genotype:Fh1-/- CL1 | Treatment:Cas9 RAW_FILE_NAME=LV17-09 SUBJECT_SAMPLE_FACTORS - LV17-10 Genotype:Fh1-/- CL1 | Treatment:sg1Hira RAW_FILE_NAME=LV17-10 SUBJECT_SAMPLE_FACTORS - LV17-11 Genotype:Fh1-/- CL1 | Treatment:sg1Hira RAW_FILE_NAME=LV17-11 SUBJECT_SAMPLE_FACTORS - LV17-12 Genotype:Fh1-/- CL1 | Treatment:sg1Hira RAW_FILE_NAME=LV17-12 #COLLECTION CO:COLLECTION_SUMMARY Cells were seeded in 6-well plates and collected the following day at 70% CO:COLLECTION_SUMMARY confluency. Cells were washed at room temperature with PBS twice and then kept CO:COLLECTION_SUMMARY on cold bath with dry ice and methanol. Metabolite extraction solution (50% CO:COLLECTION_SUMMARY methanol, 30% acetonitrile, 20% ultrapure water, 5 µM final concentration CO:COLLECTION_SUMMARY valine-d8) was added to each well following the proportion of 0.5 ml of CO:COLLECTION_SUMMARY extraction solution per million cells. The extracts were scraped and mixed at CO:COLLECTION_SUMMARY 4°C for 15 min. After final centrifugation at max speed for 15 min at 4°C, the CO:COLLECTION_SUMMARY supernatants were transferred into LC-MS vials. CO:SAMPLE_TYPE kidney epithelial cells #TREATMENT TR:TREATMENT_SUMMARY Fh1-deficient cells expressing Cas9 were transduced with gRNA against Hira TR:TREATMENT_SUMMARY (g1Hira). No further treatments were carried out. Cells were cultured using high TR:TREATMENT_SUMMARY glucose (4.5 g/L) DMEM (Gibco-41966-029) supplemented with 10% heat inactivated TR:TREATMENT_SUMMARY fetal bovine serum (FBS). #SAMPLEPREP SP:SAMPLEPREP_SUMMARY Cells were seeded in 6-well plates and collected the following day at 70% SP:SAMPLEPREP_SUMMARY confluency. Cells were washed at room temperature with PBS twice and then kept SP:SAMPLEPREP_SUMMARY on cold bath with dry ice and methanol. Metabolite extraction solution (50% SP:SAMPLEPREP_SUMMARY methanol, 30% acetonitrile, 20% ultrapure water, 5 µM final concentration SP:SAMPLEPREP_SUMMARY valine-d8) was added to each well following the proportion of 0.5 ml of SP:SAMPLEPREP_SUMMARY extraction solution per million cells. The extracts were scraped and mixed at SP:SAMPLEPREP_SUMMARY 4°C for 15 min. After final centrifugation at max speed for 15 min at 4°C, the SP:SAMPLEPREP_SUMMARY supernatants were transferred into LC-MS vials. #CHROMATOGRAPHY CH:CHROMATOGRAPHY_SUMMARY Chromatographic separation of polar metabolites was achieved using a Millipore CH:CHROMATOGRAPHY_SUMMARY Sequant ZIC-pHILIC analytical column (5 µm, 2.1 × 150 mm) equipped with a 2.1 CH:CHROMATOGRAPHY_SUMMARY × 20 mm guard column (both 5 mm particle size) with a binary solvent system. CH:CHROMATOGRAPHY_SUMMARY Solvent A was 20 mM ammonium carbonate, 0.05% ammonium hydroxide; Solvent B was CH:CHROMATOGRAPHY_SUMMARY acetonitrile. The column oven and autosampler tray were held at 40 °C and 4 CH:CHROMATOGRAPHY_SUMMARY °C, respectively. The chromatographic gradient was run at a flow rate of 0.200 CH:CHROMATOGRAPHY_SUMMARY mL/min as follows: 0–2 min: 80% B; 2-17 min: linear gradient from 80% B to 20% CH:CHROMATOGRAPHY_SUMMARY B; 17-17.1 min: linear gradient from 20% B to 80% B; 17.1-22.5 min: hold at 80% CH:CHROMATOGRAPHY_SUMMARY B. Samples were randomized and analysed with LC–MS in a blinded manner with an CH:CHROMATOGRAPHY_SUMMARY injection volume was 5 µl. Pooled samples were generated from an equal mixture CH:CHROMATOGRAPHY_SUMMARY of all individual samples and analysed interspersed at regular intervals within CH:CHROMATOGRAPHY_SUMMARY sample sequence as a quality control. CH:CHROMATOGRAPHY_TYPE HILIC CH:INSTRUMENT_NAME Thermo Dionex Ultimate 3000 CH:COLUMN_NAME SeQuant ZIC- pHILIC (150 x 2.1mm, 5um) #ANALYSIS AN:ANALYSIS_TYPE MS #MS MS:INSTRUMENT_NAME Thermo Q Exactive Orbitrap MS:INSTRUMENT_TYPE Orbitrap MS:MS_TYPE ESI MS:ION_MODE UNSPECIFIED MS:MS_COMMENTS Metabolites were measured with a Thermo Scientific Q Exactive Hybrid MS:MS_COMMENTS Quadrupole-Orbitrap Mass spectrometer (HRMS) coupled to a Dionex Ultimate 3000 MS:MS_COMMENTS UHPLC. The mass spectrometer was operated in full-scan, polarity-switching mode, MS:MS_COMMENTS with the spray voltage set to +4.5 kV/-3.5 kV, the heated capillary held at 320 MS:MS_COMMENTS °C, and the auxiliary gas heater held at 280 °C. The sheath gas flow was set MS:MS_COMMENTS to 55 units, the auxiliary gas flow was set to 15 units, and the sweep gas flow MS:MS_COMMENTS was set to 0 unit. HRMS data acquisition was performed in a range of m/z = MS:MS_COMMENTS 70–900, with the resolution set at 70,000, the AGC target at 1 × 106, and the MS:MS_COMMENTS maximum injection time (Max IT) at 120 ms. Metabolite identities were confirmed MS:MS_COMMENTS using two parameters: (1) precursor ion m/z was matched within 5 ppm of MS:MS_COMMENTS theoretical mass predicted by the chemical formula; (2) the retention time of MS:MS_COMMENTS metabolites was within 5% of the retention time of a purified standard run with MS:MS_COMMENTS the same chromatographic method. Chromatogram review and peak area integration MS:MS_COMMENTS were performed using the Thermo Fisher software Tracefinder 5.0 and the peak MS:MS_COMMENTS area for each detected metabolite was normalized against the total ion count MS:MS_COMMENTS (TIC) of that sample to correct any variations introduced from sample handling MS:MS_COMMENTS through instrument analysis. The normalized areas were used as variables for MS:MS_COMMENTS further statistical data analysis. #MS_METABOLITE_DATA MS_METABOLITE_DATA:UNITS peak area MS_METABOLITE_DATA_START Samples LV17-01 LV17-02 LV17-03 LV17-04 LV17-05 LV17-06 LV17-07 LV17-08 LV17-09 LV17-10 LV17-11 LV17-12 Factors Genotype:Fh1 fl/fl | Treatment:Cas9 Genotype:Fh1 fl/fl | Treatment:Cas9 Genotype:Fh1 fl/fl | Treatment:Cas9 Genotype:Fh1 fl/fl | Treatment:sg1Hira Genotype:Fh1 fl/fl | Treatment:sg1Hira Genotype:Fh1 fl/fl | Treatment:sg1Hira Genotype:Fh1-/- CL1 | Treatment:Cas9 Genotype:Fh1-/- CL1 | Treatment:Cas9 Genotype:Fh1-/- CL1 | Treatment:Cas9 Genotype:Fh1-/- CL1 | Treatment:sg1Hira Genotype:Fh1-/- CL1 | Treatment:sg1Hira Genotype:Fh1-/- CL1 | Treatment:sg1Hira 2/3-phosphoglycerate 129245685.3 157768401.5 138896047.9 87308679.95 120749191.2 104645190 161278336.8 136244516.6 140014053.8 148835306.7 139967625.5 202587025 2-hydroxyglutarate 77070560.22 80417789.93 87152487.3 49899743.86 51772007.94 48470887.71 58379905.22 52984143.53 55885234.01 50740765.17 50735500.04 54449278.29 2-oxoglutarate 214271666.6 220047498 245852061.2 167740952.8 175127204.9 159803426.5 102007024.1 101310692.4 101846727.7 110812147 115036239.7 113340084.1 3-phosphoserine 18776436.62 20604020.6 20474949.96 20559437.78 20580397.94 17934058.37 4362898.527 3709497.926 2671935.005 5721515.17 5553863.37 4657994.385 4-hydroxyphenyllactate 20190131.48 24583323.45 28321705.8 17154568.19 18351200.77 15914669.44 23883600.83 22008556.28 23316311.22 18662044.91 19417994.23 23323683.58 4-hydroxyphenylpyruvate 6264060.795 7749919.576 8821316.686 6732662.517 7515324.896 6172828.55 17188871.27 14058077.53 17076403.69 10691241.91 11522294.74 14678323.9 4-hydroxyproline 319052264.6 398320552.4 467552474.4 363193157.3 373987300.9 349704607.7 278633326.6 321031619.3 396548927.4 368860499.2 440877784.3 366686841.4 6-phosphogluconate 12447279.24 14689560.34 12988133.45 8235765.814 9051694.735 8086226.345 8765834.005 7495956.255 6934072.547 11141822.62 9460830.662 10770096.61 acetyl-CoA 9173705.132 8181651.215 8886104.282 6788632.132 6889868.864 5138885.888 6432027.277 5197869.006 5324366.346 8844681.309 9127606.284 7925718.812 aconitate 44210784.02 49974586.7 48995565.48 40934881.42 43488021.06 37156724.89 19842792.92 14001181.59 17077397.95 21667702.04 19659018.83 22961010.91 adenosine 10453922.14 11097265.98 10322891.56 10272323.59 10570436.63 9877657.895 14559636.05 12584263.11 19900506.94 15105037.72 11703338.68 22236271.38 adenylosuccinate 85974.62442 41651.27428 59675.02002 128499.5587 30688.41989 68175.0373 7660400.084 6217532.823 5109649.354 17406493.72 15699603.16 17233842.43 ADP 109629479.6 112399849.2 115739825.6 103873765.7 101421102.7 92311020.49 132816718.1 99315592.89 78274106.07 116964050.9 102101236 97750258.25 ADP-ribose 1797823.726 2086325.592 1930352.893 1693321.923 1635090.531 1611340.571 4932958.273 3579741.893 2600718.412 5450692.226 3725462.103 3786761.874 alanine 839047494.2 952259079.9 945216956.1 806705264.7 842039653.2 756283524 786142488.4 654161930.4 640583490.7 799742339.8 752265247.2 842580537.1 AMP 35232523.93 37476451.08 36326031.64 48052789.78 43871878.15 36799444.27 68326389.35 57536413.82 38883893.12 90129778.25 63625620.22 51438379.12 arginine 1440690430 1837574102 2136230306 1306443907 1452244331 1295436048 2021082467 1857133030 2267239059 2063051464 2193315142 2739093855 argininosuccinate 5518054.313 6199624.748 6200640.927 4753893.891 5256246.638 4825546.534 450421806.8 381283388.9 353993430.6 396553811.6 374998847.3 421007570.4 asparagine 29625261.47 30758288.26 32483331.54 30471187.31 31678383.44 27213559.15 48631863.54 40191911.61 36938124.4 56244282.29 50956718.44 53408305.04 aspartate 1484425952 1670387415 1624905763 1381273997 1416121403 1271808912 225985429.8 225206230.6 245044403.4 311609395.7 303195540.9 378917886.5 ATP 802872043.6 907735475.6 867156792.1 670582231.8 642014193 604840499.3 777146207.9 606874731.5 537846727.8 733443031.8 682146443.9 821025320.9 beta-alanine 215028161.5 240658665.8 233575518.1 138793832.2 136792062.5 124971629.6 220977290.4 189391928 180505362.8 351195402.6 317264921.6 351096108.1 betaine 4417437248 4636805588 4820271973 2422356692 2516284291 2252089959 2212215099 1851076559 1923205500 3475808952 3143322748 3939768332 carnitine 1133532628 1347729240 1402363668 700309969.7 702670309.2 613470431.9 816982207.1 653876169.4 669558882.3 1465790643 1335668274 1625823469 carnitine C14 1164404.978 1545050.882 1443738.288 684825.245 386685.4372 436645.0774 698572.5889 391534.309 546133.0904 3916773.891 2682190.583 3663791.87 carnitine C14:1 4521965.643 9512584.039 5284832.854 3428785.515 4659069.772 2950072.547 4880473.812 5211560.617 4481896.852 9066318.071 7301187.864 10062350.4 carnitine C16 2543180.341 2958590.401 2569737.445 1038854.295 1178730.704 982737.2263 1921839.033 1893315.989 2140361.181 6751595.969 6952937.214 7767461.895 carnitine C16:1 1217770.023 1500740.71 1785333.065 887403.11 608837.3509 334789.8783 495986.4539 561759.4269 439321.2244 4815609.047 3584374.6 5091177.232 carnitine C2 628188385 701193904.1 710102863.9 478989523.8 473922879 406226788.8 1213734612 1048678948 977374430.5 2010730605 1780835936 1976704939 carnitine C3 289145454.7 337973696 349646270.3 125516635.5 132994638.6 115809660.4 20577701.53 19015153.21 26196161.94 30894992.69 30593763.11 39338625.42 carnitine C4 545535720.5 641477735.4 637389438.2 370748539 387176901.6 333436813 178141336.6 152938888.9 141646144.7 329418540.4 301862583.2 349442527.7 carnitine C5 51660234.09 60394030.18 61322566.23 21157918.66 22701267.14 19853925.32 14651579.95 12582572.17 13228350.91 19584157.68 17967820.42 20660138.9 carnitine C6 4452307.38 4576092.441 4733453.164 3418145.806 3859034.441 3629113.819 6741239.654 5143431.412 4841938.193 11144617.91 9388410.614 11844563.09 carnosine 15086138.35 18811188.16 27476555.84 13299732.75 15365123.28 12201660.5 15444356.39 15327265.41 25832190.06 21119525.78 23611107.22 30667182.84 CDP 20609808.29 21699644.94 21919269.99 16237861.67 15947405.61 14866273.89 14167676.83 10643884.41 9263308.693 16239265.37 14795359.17 13885399.11 choline 476169890.3 626350416.4 755657419.8 339754954.6 341496809.6 297180530.2 2339436626 1983942345 1992424641 4632575885 4174547137 3283918944 citicoline 7563502.593 7786909.003 8252662.051 3971110.18 3484807.662 3389255.353 15879849.87 12344471.85 10647178.46 15256252.25 13445662.53 13184442.97 citrate 1686325856 1923560664 1745465625 1738914704 1813287882 1715024107 1199335648 918188777.7 988043258.3 1366089690 1231260311 1272831977 citrulline 25264278.81 28318458.04 33277287.52 34116112.19 33974274.79 31438160.55 38358820.82 41249817.14 46803601.36 42469867.06 43999939.36 42972232.6 CMP 4260489.923 4773697.12 5091760.062 4237120.357 3925676.466 2667817.685 2866983.149 2629070.093 2222212.772 5013648.195 4102001.162 4361492.082 CMP-acetylneuraminate 17991993.57 19222144.83 19819033.62 9853977.755 9606291.805 9238377.078 24007380.92 19570151.45 18131349.22 24890079.25 21277125.98 25359269.11 Coenzyme A 4074018.973 5924187.204 6118540.66 3048845.464 3105613.975 2247168.347 11510392.28 9425725.897 6339669.215 8402876.728 8658065.157 6646695.201 creatine 22545363683 24217920779 24125542355 18521417444 19227584494 18307177609 22567357745 19512409987 18457344302 25313058433 23584293881 26306401363 creatinine 864935479 1146610867 1421423281 772141507.6 820943840.7 711524461.4 937568100.3 864780832.9 1220256182 1154207715 1255150485 1734025952 CTP 80883982.75 96477812.59 89288099.83 56970091.83 55255331.57 53287648.52 49382791.08 36546544.69 36195772.52 58341231.24 54779988.92 70068055.07 cyclic ADP-ribose 27161329.78 30359733.53 29745928.52 20754619.09 21438226.1 17807020.44 36500129.17 27942584.49 22848429.49 37913012.38 34754844.4 32957825.22 cyclic AMP 1469673.861 1537484.492 1666863.335 929647.3829 968779.8309 846251.3123 1694448.861 1085974.6 754730.959 1820109.412 1562709.361 1793766.553 cystathionine 21229036.03 22693156.37 23662207.81 61708597.91 59095511.91 48850924.89 10320327.81 8354240.801 7080711.904 8392724.198 7721087.009 7993761.109 cysteate 1125960.311 1555268.958 1901024.037 1060761.5 1222712.598 1053963.417 4537052.499 4433353.979 5070764.44 13940522.93 12466020.26 15753372.44 cysteinylglycine 16881322.57 17876827.13 18209965.38 26336756.96 26567194.22 22433252.72 56086482.59 46287735.77 40919464.86 52396766.87 48401672.87 52165494.61 cytidine 9550815.341 11655938.24 14052291.86 7524423.121 6985229.779 5623832.875 6492000.371 4908511.635 7374019.626 9159736.6 9082366.448 13215162.29 cytosine 10033364.8 11965180.55 14242307.22 8344907.416 8132601.86 7016252.262 7470020.343 6115804.871 8137427.415 9342344.57 9306459.9 12865813.29 dCTP 3814237.879 4773939.037 4116737.276 2800253.332 2767059.7 2421556.573 1370061.929 908831.5821 737634.5919 1408369.295 1364741.334 1692515.538 deoxycarnitine 225213499 273111709.1 273116365 171650453.5 168166173.3 146532660.3 376042279 302873786.7 283657024.4 517049332.1 481925221.3 590380557.8 dihydroorotate 21772376.52 26391476.64 21647876.73 14749918.33 15555088.49 12538729.2 42690722.9 32548526.74 36989761.49 35945509.19 37923313.59 56267240.45 dihydroxyacetone phosphate 132982334.5 129850925.6 120844553.5 111409886.8 103538834.5 94892683.31 193950433.9 150329873.3 123578168.3 197590513.5 183945150.2 189338024.2 dTMP 897685.396 753279.6414 737687.842 702763.8537 888778.9045 640713.9234 666332.4708 578208.3599 312333.2062 446977.7597 427563.6716 632493.3772 dTTP 15226243.1 17452742.75 17138147.08 11426506.12 11219458.81 10740003.64 7427871.85 5458595.339 5147796.305 7706918.185 7279256.643 8488678.159 flavin adenine dinucleotide 3247948.456 3695296.961 3868230.554 2647634.359 2918103.118 2686998.001 5933126.279 4431775.236 3961304.892 6967771.517 5761957.316 6470671.825 fructose 6-phosphate 35539189.23 38914372.55 38796712.73 22791968.3 20301500.89 18070158.1 53921838.53 37626256.28 32928142.31 59775978.64 44303158.73 51491650.73 fructose bisphosphate 105304166.9 123491989.6 94030891.95 58769446.6 68851303.97 64101402.2 152405780.5 145570750.9 132288624.8 149937347.3 157105537.6 219940016.2 fumarate 122379354.1 139778019.9 134842775.1 103825650.7 106450818.8 88596520.27 1549956408 1290989425 1120049359 1902281988 1761560580 1838423265 gamma-glutamylcysteine 7539848.396 9303782.128 8832795.203 10298469.4 11279798.15 9705267.24 163346362.4 142886048.6 122615754.1 265843398.1 250798568 274782437.8 gamma-glutamylglutamate 7040461.16 8092989.398 8271825.308 7460934.175 8647298.885 7448562.384 6913716.194 5957470.848 5304372.11 8561335.452 7914835.002 8730651.458 gamma-glutamylproline 53629980.94 58797531.9 55342028.3 64933419.44 67861811 63036961.18 74783975.89 62517042.78 59070939.38 87810261.4 82622750.14 86851437.99 GDP 21071943.56 23479580.64 20954339.21 17164187.46 16126448.52 15827092.88 32654169.3 26125448.75 21549711.04 33470864.28 30677354.19 34343815.57 GDP-fucose 4203931.878 4811818.118 4611739.107 3110664.796 3130347.292 2781768.909 8376267.523 6581938.645 5871726.375 9520473.988 8466604.582 9606624.183 GDP-glucose 2844586.119 3409993.465 3379671.122 1889941.691 2072046.154 1677194.656 4292771.063 3340935.455 2621906.968 4407187.483 3780778.583 4130824.475 gluconate 1452955525 1600332522 1599249066 1205564946 1202801929 1005736145 1336999558 1066777942 979719467.6 1110616844 1003353302 1168798983 glucose 205545905.2 308533489.4 434068182.2 194295663.8 226246731.8 195461309.5 186952853.3 201938943.5 356135027.1 230521832.3 309197655.3 384159338.6 glucose 6-phosphate 53885352.58 58379349.67 61939552.65 40673031.19 36237361.61 31301770.96 81389250.52 62431532.87 55660411.14 116555910.7 87131948.75 96348169.72 glucuronate 5679862.558 6545239.77 7459242.178 5715437.353 5831066.466 5119238.857 12235999.49 11671540.18 11457678.27 14342401.91 14057270.41 15286773.2 glutamate 3979826943 4598124096 4544582008 2902685937 3007869621 2714176813 1698942506 1397553950 1266438840 1588972849 1443538640 1682668819 glutamine 4997493262 5555385979 5715953368 5434812710 5480873397 5025034881 6812176654 5778432979 5807240993 6848921795 6670483329 7700964510 glutathione reduced 2708757423 2998444624 2808149536 3794671821 3848630418 3397348572 7575975882 6181328782 5645498507 7218070812 6610058901 7771364769 glyceraldehyde 3-phosphate 49146047.82 55524315.28 49682668.32 19606720.42 20880994.39 17398225.71 118684429.6 97925922.09 86248454.62 115506173.4 108217960.3 120153265.6 glycerol 3-phosphate 92180793.19 106975188.5 105157260 107642559.8 111577521.7 95479595.41 156741373.1 134525975 114024987.1 224801884.1 214123888.5 229168192.8 glycerylphosphorylcholine 20334715642 21651402897 21908723148 8746041797 8903032778 8074288186 21029533263 15822031644 15500985438 20146193656 18188787769 24377187205 Glycerylphosphorylethanolamine 108514844.7 115054536.4 124789565 46240037.31 46195102.48 39828057.41 138431191.5 111708755.3 108616817.4 194557192 171859466.5 202285960.4 glycine 51081275.43 59957598.65 59533698.41 42017995.93 39595803.53 33241975.92 74307194.78 59856472.87 61156902.43 83951398.55 84886280.7 94125709.96 glycylglycine 12905748.43 19559660.66 24109495.02 10237959.43 11533109.19 9590120.87 13433304.28 12712895.61 15639539.1 19545220.23 21675031.87 24283971.54 GMP 3777159.647 3671664.392 3929616.504 3401120.369 3366212.493 2982190.408 6634585.558 5543281.454 4549310.975 7070668.778 6208357.156 7087774.287 GTP 41256194.99 47663616.75 40436616.99 30625098.76 28908272.42 29256246.21 63145792.45 48194040.75 43391612.44 65759800.07 61451943.28 81687850.39 guanidinoacetate 8026897.251 8968037.443 10561330.68 4673419.479 5490905.137 5282606.298 7671884.015 6966086.431 7677384.44 10631814.65 10869900.9 11767751.18 guanosine 2016317.472 1956930.009 2404906.676 1615084.692 1116680.3 668344.8695 2809111.627 1608034.927 1578668.025 3946603.506 3139168.257 5491323.983 histidine 1814123522 2108959981 2460995146 2406988830 2598164815 2386181859 2607586633 2397954440 2843971244 2429770686 2592855422 3062280101 homoarginine 13274894.1 18248213.88 21392309.62 12129742.33 14320687.44 12333665.44 22173536.64 18752791.93 22887682.82 22620427.78 24217405.67 29844994.23 homocitrulline 3492059.793 4684607.861 5174566.297 2887175.157 3689889.811 2060006.771 3787072.231 3587914.186 4336283.268 4119639.627 4578764.071 5623592.031 homocysteine 1113085.406 1504514.63 1543107.786 1464693.043 921510.1287 926518.8335 1476494.9 1386654.854 1526314.35 1514645.704 1306851.824 1938619.613 hypotaurine 27521953.09 30574772.52 33135129.93 19766853.64 19112696.23 17860363.56 31524719.27 26154971.88 26603724.39 44175735.71 41909350.96 45233449.44 IMP 1470698.734 1618779.693 2226709.149 1915769.179 1752228.891 1482258.785 4260694.888 3856950.321 3291335.013 5650713.042 4776585.963 4843346.942 inosine 2045859.504 2698325.233 2780851.43 2607628.313 2188529.865 1635193.603 4414791.558 3106558.649 3136232.617 4861737.67 3965852.364 5030581.456 inositol 432614994.5 448250227.7 502376161.3 444242487.1 429429874.1 419754608.4 470436329.5 422466830.4 421081327.5 899042218.9 842911262.6 946701422.1 isoleucine 4245358501 5241380377 5738791857 3446691037 3794088928 3120369572 5322461172 4791765786 5328646709 5649373366 5675199183 6295991716 ketoleucine 58546049.39 88505418.69 137786842.9 44988579.04 51707173.91 42253057.52 44202579.9 49335454.98 88991638.63 56727952.2 68131641.38 107597399 ketovaline 8693459.601 14275199.9 18538492.77 8710668.969 8489007.993 7697836.357 8680827.218 6956679.3 10420191.92 8442839.709 10399349.4 13561227.75 kynurenine 9434442.24 12066903.37 13103983.59 7638247.232 7872669.81 7108864.514 11978906.4 9014821.756 10486903.82 10604975.74 11639530.59 15992155.7 lactate 1569868234 2195964763 2805267232 1080362250 1186711465 975239801.5 3938113525 3462351517 4492457739 4245884490 4509202908 5969428720 leucine 4827719069 5771011493 6529443734 3968357848 4303907787 3717485116 7007175363 5901331946 6569184347 6544859391 6608573669 9107222433 lysine 317684366.8 462187610.9 591486560.6 273089694.9 312713213.5 254410262.2 513412111.6 463888253.9 644863647.5 572566893.5 641304059 880323970 malate 1571602219 1779504752 1715917752 1349230371 1379746493 1172582917 262072096.6 218363945 194455856.8 435269083.2 396283595.6 365197097.2 methionine 2918860563 3426978609 3665211443 3214640439 3358780529 3019150894 4350791635 3662827786 3723390288 3978370575 3811787047 4731682562 methylthioadenosine 403869620.3 458713199.1 412305750 455813082.9 446955204 431262498.9 464404884.8 338906458.7 293098218.8 388270070.4 342496431.2 343569969.7 N,N-dimethylarginine 41175801.93 53847893.47 63991568.1 41760159.85 45987800.92 36757150.14 84175918.22 67332614.68 77450355.01 79799608.97 76907298.23 92560883.2 N6,N6,N6-trimethyllysine 35492043.86 43951499.08 53279314.74 38341687.68 40591511.8 33025769.97 109913125.3 87085222.75 88417716.47 118625273 111913403.6 129151508.6 N-acetylarginine 3958012.75 4609453.113 5135426.429 5119749.357 5107766.216 4747796.787 9704348.833 8746491.037 7698791.733 9989083.655 9136456.851 9896349.736 N-acetylaspartate 86755167.62 100540849.3 96990488.74 10813058 10570117.92 9100260.723 7377029.088 6685547.304 7735729.36 7715663.108 7912549.801 9038689.869 N-acetylaspartylglutamate 5759944.804 5910004.01 6762535.822 5098013.358 5570674.834 4391751.509 2178564.902 1580889.682 1493498.26 2208400.481 2101269.312 2315942.823 N-acetylglutamate 33836958.55 38019870.42 36911444.99 24469419.29 24509986.92 22432632.03 7070556.669 6084456.352 5558403.33 6952215.304 6644023.675 7512817.329 N-acetylhexosamine phosphate 8213717.875 8664448.715 9221704.203 7330179.525 6447024.575 6318544.604 9730426.065 6889351.703 5851843.268 15838623.4 13418066.88 13607696.7 N-acetylhistidine 78507968.52 133676026.2 192331470.5 69147407.62 89487168.49 71227861.87 74594019.49 91750339.88 186612064.1 112971290.6 159809592.5 218778284 N-acetylneuranimic acid 20922128.48 28446757.07 33371421.17 19186891.11 22490669.39 18667576.89 36284700.8 33991998 42567161.19 34182135.25 34938873 44000604.29 N-acetylserine 814348983.5 931172275.1 925665910.6 762819972.2 782344873.1 682768214.9 402246389.6 352169877.9 331739034 608656650.4 555717437 617432669.2 NAD 209898531 227837908.1 229226024.1 159903032.6 161870342.8 138284616 257390637.9 202271529.6 168761239 273416055.4 247808162.7 226039968.6 NADH 25132279.83 42920300.98 33681107.96 9254026.805 12845273.98 11916135.14 83672082.08 97852909.52 122534579.6 109803509.6 115187154.1 222268191 NADP 4079253.369 4650239.89 4621754.959 2790065.936 3133004.494 2805449.612 9597337.859 8458582.846 11011827.48 8398322.373 8444291.794 14104890.65 NADPH 7766375.58 8647451.666 8424144.762 7118886.206 6793331.051 6023405.387 10044272.7 6514195.627 2188545.061 11062484.86 8778178.085 5205034.096 N-carbamoylaspartate 8672290.646 10370429.43 10196159.04 7843540.237 8578425.004 7238130.898 8584477.432 6917324.914 5753050.731 7383137.867 7132361.715 7737408.378 ophthalmate 175310961.2 199022108.7 191495050.1 78989208.61 82525334.49 69671313.47 5220100.108 4617210.817 4241185.097 3480892.037 3420999.664 3455610.173 ornithine 9898182.474 11874257.14 16522548.73 11438666.38 12717946.19 10299359.56 11573459.83 9634404.269 13158042.09 13636494.12 14915961.34 17724534.18 orotate 25352483.75 23965754.99 25737477.28 26962208.46 20101564.75 22297504.38 54149484.09 27451791.02 22028903.47 83784345.8 63385164.6 66153955.19 orotidine 32174864.78 30603482.73 31401144.32 21931421.74 17303624.98 15521722.94 10297045.99 7920058.705 5654308.623 13555763.25 11319631.84 9648918.843 oxidized glutathione 16821859.99 29789068.73 34742944.54 20783411.74 26276948.72 24012738.72 46787631.7 42358662.17 59827939.43 49269591.07 52627139 65931717.2 pantothenate 493028401.8 600256793.9 646811047.8 444919912.2 475541714.5 413574013.6 1160844609 968387763 950031269.5 1400518457 1322900989 1524291115 pentose phosphate 38267293.93 38667452.79 41479971.04 28372623.71 29303951.41 24888198.4 42183769.04 33857167.81 30479113.72 52415984.73 43652983.93 51017347.2 phenylalanine 5063976371 6195134207 6777743249 4057054923 4384158375 3733030937 6504986121 5777790939 6576149623 6657717505 6568087014 7775565278 phosphocholine 38828909696 42242466738 40223189672 33083353214 33526752011 30464894340 30337277152 25047787585 22998050747 32348035710 30630363454 33322811801 phosphocreatine 751198092 866230083.4 844960177.2 490771582.7 504155665.7 445212277.2 74312290.21 57933426.31 52700950.73 139854769.6 122446272.8 157697471.4 phosphoenolpyruvate 7840487.131 15400951.04 16091854.27 11381555.15 12301372.78 11409546.72 34049725.08 56435015.32 64023708.88 64732873.39 65718427.09 100635646.4 proline 11519700915 12898487958 12745905888 10891490714 11157505299 9870395284 5205358199 4298494711 4104693402 4740535860 4304009101 5449028007 pyridoxine 51396642.84 72195380.9 87334736.12 40849687.56 47559785.16 38394558.19 48317458.11 49568734.86 73962906.48 59990803.47 72658036 91366473 pyroglutamate 3765878338 5101484219 5838734841 3138016525 3517697015 2990497013 4447268793 4173703906 5650658910 5293702866 5746426957 7871930570 pyruvate 91578157.94 137494546.6 182217816.3 80896975.08 85197388.06 70822403.7 72223410.94 59475980.25 94215095.79 90717527.48 97998532.21 170053897.1 S-(2-succinyl)cysteine 288320.4411 313856.9656 378343.7831 347807.5325 382955.4819 313078.182 213029683.7 179035225.7 174623185 198602375.8 192273689 227503067.9 S-adenosylhomocysteine 7808175.626 9164950.352 9214897.027 5642865.912 5800361.446 4697991.33 8637051.285 6364419.829 6353979.472 14694513.27 11044275.54 13589439.47 S-adenosylmethionine 358318622.7 386642846.2 379340373.5 368306644.2 396538587 367966133.4 461762696.6 439717597.8 402809356.2 429601288.3 415847350.1 451311827.9 SAICAR 363935.7586 398703.4784 351468.5313 289951.0292 262557.6107 191206.5591 11323729.51 8959567.54 7559327.75 42846551.8 37416939.78 43700540.14 sarcosine 9171026.497 11315694.6 11020766.64 3302213.171 4447058.683 1527405.313 15358284.42 12266151.03 13799107.94 20098959.15 18180652.9 20598097.51 sedoheptulose 7-phosphate 15157251.76 18153797.04 16822804.57 8404169.541 8669797.191 7330654.608 13902925.13 11085009.58 9733810.261 10638129.97 9138241.577 10854752.76 serine 196184080.9 230510962 234974231 168193336 172681812.9 143651516.6 277631021.9 237809268.6 232369311.3 324194874.1 326057845 350741300.3 S-Succinylglutathione 1153326.404 1277946.833 1264858.21 1806258.74 1725123.862 1470281.779 138639696.5 111063172.8 102389710.5 133605460.3 122740582.6 137027279.4 succinate 121840785.9 141366790.7 153799292 68351768.79 69707945.6 58484421.73 844754707.2 705838442.8 612194412.1 858980849.3 806892942.3 899244046.5 succinyladenosine 16316.04995 39924.0226 82886.46019 34501.03489 85431.09469 64367.04943 7761846.971 6366910.645 5779143.006 8576281.254 7054202.788 8026198.626 taurine 3433302121 4079405444 4702192976 2850464148 3015461180 2682307677 3565572427 3143766800 3587486712 4591334185 4677225703 5195785465 threonine 2135516298 2626480729 2895862901 2005551177 2152438691 1835844458 3102496855 2748388968 2803947219 3466134401 3449969438 3778889174 tryptophan 743774677.5 951347784.9 1066843461 561824463.7 622733122.2 507064375.9 1128538944 897957474.4 998260833.1 1077658095 1065981107 1442189995 tyrosine 3526040760 4357148544 4833630960 3013775169 3017706813 2639079091 4867738305 4185847150 4544091104 4671605198 4729592470 6007460797 UDP 105352939.6 114863445.6 111637340.7 89509467.4 87081368.45 79801009.69 86755459.25 66019167.25 56185534.5 97624555.8 87518684.38 86748171.39 UDP-GlcNac 561403222.7 655589179.9 634967524.6 488056486.2 489961756.2 430307436.3 867382344.6 639446587.6 581084188.6 1028219713 861109411.2 1118655252 UDP-glucose 340711785 397153253.7 389802158.2 292975446.3 288130377 242761800.9 338387356 266085191.3 243090679.7 408810488.3 361231040.9 410143369.5 UMP 19704397.17 21617307.14 20982390 20884445.07 19334594.18 16384402.12 28950768.58 23092149.26 20770111.78 60642248.2 51347046.56 51451640.35 uric acid 13490767.28 21428057.94 56916100.19 19062779.75 21135364.21 15634927.09 16719372.31 18431112.97 65448543.16 24778070.42 34094125.06 111262318.1 uridine 2681486.887 3330815.04 4483956.352 2476906.242 2225083.111 1852666.652 2581233.64 2747461.256 3498307.584 4699282.532 4503482.657 5475800.194 UTP 304645549.6 361210569.9 332989545.6 213587369.8 201773216.6 192581653.4 209102564.2 153518392.7 141764858.8 267550965.8 250960673 307567084.1 valine 2084555086 2588792097 2892612347 1658594776 1802383451 1551519642 2836218404 2368459814 2760959089 2747840872 2773338071 3599795433 xanthine 58415977.8 80711685.16 102099562.3 47366159.5 54605636.98 46958208.3 64165885 61491132.26 98463531.44 72016293.15 86753258.32 129750450.4 xanthosine 1110842.055 1543973.523 2051991.474 957301.0298 1222245.947 859189.8646 1370022.637 1487779.008 2170847.505 1635760.043 1965213.667 2737810.727 MS_METABOLITE_DATA_END #METABOLITES METABOLITES_START metabolite_name HMDB_ID formula KEGG_ID CAS 2/3-phosphoglycerate HMDB0000362 C3H7O7P C00631 2553-59-5 2-hydroxyglutarate HMDB0000694 C5H8O5 C03196 13095-48-2 2-oxoglutarate HMDB0000208 C5H6O5 C00026 328-50-7 3-phosphoserine HMDB0000272 C3H8NO6P C01005 407-41-0 4-hydroxyphenyllactate HMDB0000755 C9H10O4 C03672 306-23-0 4-hydroxyphenylpyruvate HMDB0000707 C9H8O4 C01179 156-39-8 4-hydroxyproline HMDB0006055 C5H9NO3 C01015 618-27-9 6-phosphogluconate HMDB0001316 C6H13O10P C00345 53411-70-4 acetyl-CoA HMDB0001206 C23H38N7O17P3S C00024 72-89-9 aconitate HMDB0000072 C6H6O6 C00417 585-84-2 adenosine HMDB0000050 C10H13N5O4 C00212 58-61-7 adenylosuccinate HMDB0000536 C14H18N5O11P C03794 19046-78-7 ADP HMDB0001341 C10H15N5O10P2 C00008 58-64-0 ADP-ribose HMDB0001178 C15H23N5O14P2 C00301 20762-30-5 alanine HMDB0000161 C3H7NO2 C00041 56-41-7 AMP HMDB0000045 C10H14N5O7P C00020 61-19-8 arginine HMDB0000517 C6H14N4O2 C00062 1119-34-2 argininosuccinate HMDB0000052 C10H18N4O6 C03406 2387-71-5 asparagine HMDB0000168 C4H8N2O3 C00152 70-47-3 aspartate HMDB0000191 C4H7NO4 C16433 56-84-8 ATP HMDB0000538 C10H16N5O13P3 C00002 34369-07-8 beta-alanine HMDB0000056 C3H7NO2 C00099 107-95-9 betaine HMDB0000043 C5H11NO2 C00719 107-43-7 carnitine HMDB0000062 C7H16NO3 C00318 541-15-1 carnitine C14 HMDB0005066 C21H41NO4 25597-07-3 carnitine C14:1 HMDB0013329 C21H39NO4 1256380-19-4 carnitine C16 HMDB0000846 C23H45NO4 C02990 2364-67-2 carnitine C16:1 HMDB0253127 C23H43NO4 carnitine C2 HMDB0000201 C9H17NO4 C02571 3040-38-8 carnitine C3 HMDB0000824 C10H19NO4 C03017 20064-19-1 carnitine C4 HMDB0002013 C11H21NO4 C02862 25576-40-3 carnitine C5 HMDB0013128 C12H23NO4 40225-14-7 carnitine C6 HMDB0000756 C13H25NO4 22671-29-0 carnosine HMDB0000033 C9H14N4O3 C00386 305-84-0 CDP HMDB0001546 C9H15N3O11P2 C00112 63-38-7 choline HMDB0000097 C5H14NO C00114 123-41-1 citicoline HMDB0001413 C14H26N4O11P2 C00307 987-78-0 citrate HMDB0000094 C6H8O7 C00158 77-92-9 citrulline HMDB0000904 C6H13N3O3 C00327 372-75-8 CMP HMDB0000095 C9H14N3O8P C00055 63-37-6 CMP-acetylneuraminate HMDB0001176 C20H31N4O16P C00128 3063-71-6 Coenzyme A HMDB0001423 C21H36N7O16P3S C00010 85-61-0 creatine HMDB0000064 C4H9N3O2 C00300 57-00-1 creatinine HMDB0000562 C4H7N3O C00791 60-27-5 CTP HMDB0000082 C9H16N3O14P3 C00063 65-47-4 cyclic ADP-ribose HMDB0249529 C15H21N5O13P2 C13050 119340-53-3 cyclic AMP HMDB0000058 C10H12N5O6P C00575 60-92-4 cystathionine HMDB0000099 C7H14N2O4S C02291 56-88-2 cysteate HMDB0002757 C3H7NO5S C00506 498-40-8 cysteinylglycine HMDB0000078 C5H10N2O3S C01419 19246-18-5 cytidine HMDB0000089 C9H13N3O5 C00475 65-46-3 cytosine HMDB0000630 C4H5N3O C00380 71-30-7 dCTP HMDB0000998 C9H16N3O13P3 C00458 2056-98-6 deoxycarnitine HMDB0001161 C7H15NO2 C01181 407-64-7 dihydroorotate HMDB0003349 C5H6N2O4 C00337 5988-19-2 dihydroxyacetone phosphate HMDB0001473 C3H7O6P C00111 57-04-5 dTMP HMDB0001227 C10H15N2O8P C00364 365-07-1 dTTP HMDB0001342 C10H17N2O14P3 C00459 365-08-2 flavin adenine dinucleotide HMDB0001248 C27H33N9O15P2 C00016 146-14-5 fructose 6-phosphate HMDB0000124 C6H13O9P C00085 643-13-0 fructose bisphosphate HMDB0001058 C6H14O12P2 C00354 488-69-7 fumarate HMDB0000134 C4H4O4 C00122 110-17-8 gamma-glutamylcysteine HMDB0001049 C8H14N2O5S C00669 636-58-8 gamma-glutamylglutamate HMDB0011737 C10H16N2O7 C05282 1116-22-9 gamma-glutamylproline HMDB0029157 C10H16N2O5 53411-63-5 GDP HMDB0001201 C10H15N5O11P2 C00035 146-91-8 GDP-fucose HMDB0001095 C16H25N5O15P2 C00325 15839-70-0 GDP-glucose HMDB0001163 C16H25N5O16P2 C00096 3123-67-9 gluconate HMDB0000625 C6H12O7 C00257 526-95-4 glucose HMDB0003345 C6H12O6 C00267 492-62-6 glucose 6-phosphate HMDB0001401 C6H13O9P C00092 56-73-5 glucuronate HMDB0000127 C6H10O7 C00191 70021-34-0 glutamate HMDB0000148 C5H9NO4 C00025 56-86-0 glutamine HMDB0000641 C5H10N2O3 C00064 56-85-9 glutathione reduced HMDB0000125 C10H17N3O6S C00051 70-18-8 glyceraldehyde 3-phosphate HMDB0001112 C3H7O6P C00661 591-59-3 glycerol 3-phosphate HMDB0000126 C3H9O6P C00093 57-03-4 Glycerylphosphorylethanolamine HMDB0000114 C5H14NO6P C01233 1190-00-7 glycerylphosphorylcholine HMDB0000086 C8H20NO6P C00670 28319-77-9 glycine HMDB0000123 C2H5NO2 C00037 56-40-6 glycylglycine HMDB0011733 C4H8N2O3 C02037 556-50-3 GMP HMDB0001397 C10H14N5O8P C00144 85-32-5 GTP HMDB0001273 C10H16N5O14P3 C00044 86-01-1 guanidinoacetate HMDB0000128 C3H7N3O2 C00581 352-97-6 guanosine HMDB0000133 C10H13N5O5 C00387 118-00-3 histidine HMDB0000177 C6H9N3O2 C00135 71-00-1 homoarginine HMDB0000670 C7H16N4O2 C01924 156-86-5 homocitrulline HMDB0000679 C7H15N3O3 C02427 1190-49-4 homocysteine HMDB0000742 C4H9NO2S C00155 454-29-5 hypotaurine HMDB0000965 C2H7NO2S C00519 300-84-5 IMP HMDB0000175 C10H13N4O8P C00130 131-99-7 inosine HMDB0000195 C10H12N4O5 C00294 58-63-9 inositol HMDB0240209 C6H12O6 C19891 643-12-9 isoleucine HMDB0000172 C6H13NO2 C00407 73-32-5 ketoleucine HMDB0000695 C6H10O3 C00233 816-66-0 ketovaline HMDB0000019 C5H8O3 C00141 759-05-7 kynurenine HMDB0000684 C10H12N2O3 C00328 2922-83-0 lactate HMDB0000190 C3H6O3 C01432 79-33-4 leucine HMDB0000172 C6H13NO2 C00407 73-32-5 lysine HMDB0000182 C6H14N2O2 C00047 56-87-1 malate HMDB0031518 C4H6O5 C00497 636-61-3 methionine HMDB0000696 C5H11NO2S C00073 63-68-3 methylthioadenosine HMDB0001173 C11H15N5O3S C00170 2457-80-9 N,N-dimethylarginine HMDB0001539 C8H18N4O2 C03626 30315-93-6 N6,N6,N6-trimethyllysine HMDB0001325 C9H20N2O2 C03793 19253-88-4 N-acetylarginine HMDB0004620 C8H16N4O3 155-84-0 N-acetylaspartate HMDB0000812 C6H9NO5 C01042 997-55-7 N-acetylaspartylglutamate HMDB0001067 C11H16N2O8 C12270 3106-85-2 N-acetylhexosamine phosphate HMDB0002817 C8H16NO9P C00357 18191-20-3 N-acetylglutamate HMDB0001138 C7H11NO5 C00624 1188-37-0 N-acetylhistidine HMDB0032055 C8H11N3O3 C02997 2497-02-1 N-acetylneuranimic acid HMDB0000230 C11H19NO9 C00270 131-48-6 N-acetylserine HMDB0002931 C5H9NO4 CSID58744 97-14-3 NAD HMDB0000902 C21H27N7O14P2 C00003 53-84-9 NADH HMDB0001487 C21H29N7O14P2 C00004 58-68-4 NADP HMDB0000217 C21H28N7O17P3 C00006 53-59-8 NADPH HMDB0000221 C21H30N7O17P3 C00005 53-57-6 N-carbamoylaspartate HMDB0000828 C5H8N2O5 C00438 13184-27-5 ophthalmate HMDB0005765 C11H19N3O6 C21016 495-27-2 ornithine HMDB0000214 C5H12N2O2 C00077 3184-13-2 orotate HMDB0000226 C5H4N2O4 C00295 65-86-1 orotidine HMDB0000788 C10H12N2O8 C01103 314-50-1 oxidized glutathione HMDB0003337 C20H32N6O12S2 C00127 27025-41-8 pantothenate HMDB0000210 C9H17NO5 C00864 137-08-6 pentose phosphate HMDB0001548 C5H11O8P C00117 4300-28-1 phenylalanine HMDB0000159 C9H11NO2 C02057 63-91-2 phosphocholine HMDB0001565 C5H14NO4P C00588 3616-04-4 phosphocreatine HMDB0001511 C4H10N3O5P C02305 67-07-2 phosphoenolpyruvate HMDB0000263 C3H5O6P C00074 138-08-9 proline HMDB0000162 C5H9NO2 C16435 147-85-3 pyridoxine HMDB0000239 C8H11NO3 C00314 65-23-6 pyroglutamate HMDB0000267 C5H7NO3 C01879 98-79-3 pyruvate HMDB0000243 C3H4O3 C00022 127-17-3 S-(2-succinyl)cysteine C7H11NO6S 547764-73-8 S-adenosylhomocysteine HMDB0000939 C14H20N6O5S C00021 979-92-0 S-adenosylmethionine HMDB0001185 C15H22N6O5S C00019 485-80-3 SAICAR HMDB0000797 C13H19N4O12P C04823 3031-95-6 sarcosine HMDB0000271 C3H7NO2 C00213 107-97-1 sedoheptulose 7-phosphate HMDB0258206 C7H15O10P C05382 2646-35-7 serine HMDB0000187 C3H7NO3 C00065 56-45-1 S-Succinylglutathione C14H21N3O9S C03174 50409-82-0 succinate HMDB0000254 C4H6O4 C00042 110-15-6 succinyladenosine HMDB0000912 C14H17N5O8 4542-23-8 taurine HMDB0000251 C2H7NO3S C00245 107-35-7 threonine HMDB0000167 C4H9NO3 C00188 72-19-5 tryptophan HMDB0000929 C11H12N2O2 C00078 73-22-3 tyrosine HMDB0000158 C9H11NO3 C01536 60-18-4 UDP HMDB0000295 C9H14N2O12P2 C00015 58-98-0 UDP-GlcNac HMDB0000290 C17H27N3O17P2 C00043 528-04-1 UDP-glucose HMDB0000286 C15H24N2O17P2 C00029 133-89-1 UMP HMDB0000288 C9H13N2O9P C00105 58-97-9 uric acid HMDB0000289 C5H4N4O3 C00366 69-93-2 uridine HMDB0000296 C9H12N2O6 C00299 58-96-8 UTP HMDB0000285 C9H15N2O15P3 C00075 63-39-8 valine HMDB0000883 C5H11NO2 C16436 72-18-4 xanthine HMDB0000292 C5H4N4O2 C00385 69-89-6 xanthosine HMDB0000299 C10H12N4O6 C01762 146-80-5 METABOLITES_END #END