#METABOLOMICS WORKBENCH my265_20220629_020358 DATATRACK_ID:3323 STUDY_ID:ST002205 ANALYSIS_ID:AN003608 PROJECT_ID:PR001408 VERSION 1 CREATED_ON June 29, 2022, 6:05 pm #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, University Hospital Cologne PR:LAST_NAME Yang PR:FIRST_NAME Ming PR:ADDRESS Joseph-Stelzmann-Straße 26, CECAD Research Center, 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 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. ST:INSTITUTE CECAD Research Center, University Hospital Cologne ST:LAST_NAME Yang ST:FIRST_NAME Ming ST:ADDRESS Joseph-Stelzmann-Straße 26, CECAD Research Center, 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 - LV18_01 Genotype:Fh1 fl/fl | Treatment:Cas9 RAW_FILE_NAME=LV18_01 SUBJECT_SAMPLE_FACTORS - LV18_02 Genotype:Fh1 fl/fl | Treatment:Cas9 RAW_FILE_NAME=LV18_02 SUBJECT_SAMPLE_FACTORS - LV18_03 Genotype:Fh1 fl/fl | Treatment:Cas9 RAW_FILE_NAME=LV18_03 SUBJECT_SAMPLE_FACTORS - LV18_04 Genotype:Fh1-/- CL19 | Treatment:Cas9 RAW_FILE_NAME=LV18_04 SUBJECT_SAMPLE_FACTORS - LV18_05 Genotype:Fh1-/- CL19 | Treatment:Cas9 RAW_FILE_NAME=LV18_05 SUBJECT_SAMPLE_FACTORS - LV18_06 Genotype:Fh1-/- CL19 | Treatment:Cas9 RAW_FILE_NAME=LV18_06 SUBJECT_SAMPLE_FACTORS - LV18_07 Genotype:Fh1 fl/fl | Treatment:sg1Hira RAW_FILE_NAME=LV18_07 SUBJECT_SAMPLE_FACTORS - LV18_08 Genotype:Fh1 fl/fl | Treatment:sg1Hira RAW_FILE_NAME=LV18_08 SUBJECT_SAMPLE_FACTORS - LV18_09 Genotype:Fh1 fl/fl | Treatment:sg1Hira RAW_FILE_NAME=LV18_09 SUBJECT_SAMPLE_FACTORS - LV18_10 Genotype:Fh1-/- CL19 | Treatment:sg1Hira RAW_FILE_NAME=LV18_10 SUBJECT_SAMPLE_FACTORS - LV18_11 Genotype:Fh1-/- CL19 | Treatment:sg1Hira RAW_FILE_NAME=LV18_11 SUBJECT_SAMPLE_FACTORS - LV18_12 Genotype:Fh1-/- CL19 | Treatment:sg1Hira RAW_FILE_NAME=LV18_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 Dionex Ultimate 3000 UHPLC CH:COLUMN_NAME SeQuant ZIC-pHILIC #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 LV18_01 LV18_02 LV18_03 LV18_04 LV18_05 LV18_06 LV18_07 LV18_08 LV18_09 LV18_10 LV18_11 LV18_12 Factors Genotype:Fh1 fl/fl | Treatment:Cas9 Genotype:Fh1 fl/fl | Treatment:Cas9 Genotype:Fh1 fl/fl | Treatment:Cas9 Genotype:Fh1-/- CL19 | Treatment:Cas9 Genotype:Fh1-/- CL19 | Treatment:Cas9 Genotype:Fh1-/- CL19 | Treatment:Cas9 Genotype:Fh1 fl/fl | Treatment:sg1Hira Genotype:Fh1 fl/fl | Treatment:sg1Hira Genotype:Fh1 fl/fl | Treatment:sg1Hira Genotype:Fh1-/- CL19 | Treatment:sg1Hira Genotype:Fh1-/- CL19 | Treatment:sg1Hira Genotype:Fh1-/- CL19 | Treatment:sg1Hira 1-methylnicotinamide 1480647157 1396458130 1477193549 3527482468 3433450028 3222445381 475722392.8 551079352.2 605221404.9 2483059257 2618127427 2513894099 2/3-phosphoglycerate 55386815.07 57173153.08 54754804.11 44587555.38 46248714.6 44381245.14 65297953.77 68562273.01 66374843.31 50432033.64 47720980.11 53521200.49 2-oxoglutarate 473222734.3 461398507.3 496165209.9 173849871.6 163348230.5 162163898.5 283186426.5 330848348 334153801.9 160538654.7 187304875.7 158214871.5 3-phosphoserine 11114414.9 11039222.91 11438785.12 3424787.99 2982255.129 3241112.221 22102971.69 26008971.83 25522436.74 6049384.069 6051204.296 6044104.184 4-hydroxyphenyllactate 23955273.7 21974324.93 23504806.78 8746195.309 8664842.112 7102883.409 19390061.95 23311968.25 26580052.87 7391794.212 9623066.754 7466953.557 4-hydroxyphenylpyruvate 8187677.939 7475580.928 8299075.834 6901177.8 6553481.17 5432268.815 6111164.075 7243035.177 8270428.49 5352504.202 7671059.919 5578687.352 4-hydroxyproline 233161156.7 201743814.6 230390566 269437340.6 209853684.9 208343019.5 298496945 350713966.4 294936742 221222957.6 263630318.6 234376525.3 5-formamidoimidazole-4-carboxamide ribotide 337125.0514 242871.777 312897.4541 132644.7927 20776.49063 30130.67914 142885.8716 193610.8584 269529.8616 67919.3595 51704.30932 37277.21631 6-phosphogluconate 4203380.358 5421624.959 5866790.216 2330497.874 2414479.174 2760346.097 4187142.581 5132583.495 5534841.25 3877476.485 2219977.507 4704227.463 deoxycarnitine 591469856.5 554931813.1 574138093 340325260.2 305488614.9 298495344.7 329310314.7 385385710 423372948.5 434042695.8 445877593.3 420465060.8 acetyl-CoA 6811137.91 6302522.2 7770362.999 3810024.64 3954240.268 3725337.702 4524741.406 4949304.271 4138381.931 3838175.947 4320739.258 4805826.562 aconitate 111701143.4 102347045.8 98108602.63 18539074.99 15654597.81 16771779.3 97335297.18 114976683.7 122087709 18092500.6 21716547.56 17706978.6 adenine 20648245.86 57138922.93 29051718.38 17054932.95 16267871.93 15215095.04 72901248.87 44960533.17 40578450 24658527.64 20454018.62 21713863.14 adenosine 8442735.092 7798188.613 9368128.934 13478532.3 10632879.16 8744115.779 9798545.434 10267912.25 12468276.4 10428485.76 11269043.25 15362509.72 adenylosuccinate 8195.92025 0 0 2456401.913 2507848.148 2318827.303 13853.00264 10249.35486 32541.16618 2688927.351 2724415.693 2772584.61 ADP 64640459.15 64343183.6 68296449.61 49624110.51 47309553.96 51718375.72 72279851.21 84775160.07 85447198.08 57503332.26 52571553.95 64817737.19 ADP-ribose 2300727.028 2139610.536 2157561.721 1960077.986 2069168.692 1935339.668 1766702.244 1866245.567 2004069.07 2181081.232 2297010.779 3220379.861 AICAR 22109.66849 97667.15162 33301.76526 0 0 0 91897.77829 72027.89714 54717.89471 0 0 0 alanine 1905663124 1980434886 2014845222 1136700107 1038078444 1043177152 1611758188 1823214558 2012757696 1117162886 1094371678 1108067025 aminoimidazole ribonucleotide 0 0 0 727028.5188 604074.9214 585731.2681 0 0 0 448541.4562 519030.4704 520578.8701 AMP 23203073.18 21541891.71 23197931.34 30036252.4 29404012.06 28092688.9 22480237.03 21786716.69 22194003.6 24936661.24 24176147.58 30105017.31 arginine 3743332413 2865719422 3242090554 2810665517 2573285021 2053430664 2608326247 3199929349 4122525864 1826161908 3137179120 1909485049 argininosuccinate 4062210.583 3558329.334 4564737.931 241571528.9 236530870.2 230190715.5 4662721.701 5132930.657 6197609.74 228484773.2 241190793.9 237594054.2 asparagine 40661674.99 38547284 39284725.52 35069546.29 33288893 32208658.65 54120204.77 62774604.62 69090293.87 48547544.15 48712794.66 46643152.41 aspartate 1363700364 1356873947 1421592606 333700182.4 332129323.6 353464104.2 2239711482 2376854751 2467269701 484448204.2 496971754.6 503966292.3 ATP 320686268.6 364994411.8 375350718.5 152241863.7 152465061 165084775.9 429194033.6 527745169.5 536299800.5 259087261.9 238074760.9 268264381.3 beta-alanine 549155260.2 544651192.8 559022526.6 511142339.1 490997391.6 466308011.5 307213018.5 339398375.3 374764442.5 700997835.6 687136824.4 655434890.6 beta-citrylglutamate 1171939.816 814761.2992 971131.9825 535700.8327 349309.2065 242870.055 531766.8822 613288.1211 647200.2419 271435.5708 601354.1541 231281.7481 betaine 13192392628 12926675756 13433880359 7821444354 7109920098 7211447484 6191337363 6956806042 7132533248 11142895179 11297817045 11483194831 carnitine 2255093711 2089199394 2270922517 2461999990 2263994706 2215126012 1602749026 1914852582 2111895123 4132930663 4249847878 4078731490 carnitine C14 2307672.645 2655758.712 1898443.636 2228001.722 2529127.046 2667078.829 1744049.018 2071241.721 2106166.586 9848714.6 9677159.402 9099757.229 carnitine C14:1 7742738.165 8775925.02 7134047.933 8900666.229 4240124.886 5051463.866 8817658.814 10401499.67 12097446.61 9900629.231 11178276.58 11548999.51 carnitine C16 4893053.589 3102699.952 3390910.479 7331043.605 6154433.116 6263613.54 3007762.877 3381549.352 4137966.094 15104038.84 15576208.27 13695619.22 carnitine C16:1 1804964.197 1757057.19 1103587.127 3407269.542 2857209.661 2558276.84 2371952.798 2945042.657 2385898.032 10568627.29 10955315.92 9944331.647 carnitine C18 18704916.49 878686.3104 4705255.859 27961056.2 5496088.256 4581253.092 355644.2107 1038342.536 12477166.64 4441366.078 1521794.595 468280.2577 carnitine C2 1166200580 1078156865 1075583968 1535557786 1445100121 1416468770 525119271.2 585377769.4 652315863.8 2087237604 2124290212 2034893287 carnitine C3 524262705.1 502671559.6 525048188.2 46124545.83 41192940.68 36795386.36 192403156.1 234764684.5 271887905.2 47739587.82 60878736.26 47329678.39 carnitine C4 563228227.2 578385733.8 608024020.2 294789373.1 272615701.6 266395405.1 575485982.6 702466113.7 787030720.5 477774635.9 506680178.2 487468921.1 carnitine C5 51430510 52719282.79 56195762.87 12355732.49 10360298.51 11450244.41 20243096.92 27436208.61 28858476.78 21431845.43 22876223.64 23956509.83 carnitine C6 4179570.278 4935317.584 5165614.514 8715729.642 6968398.819 7261610.79 5579132.487 6506931.465 6947490.136 13470889.37 14990431.48 14458094.51 carnosine 31991926.29 25330222.52 28568597.69 19588293.5 17436949.82 13538596.49 22905368.21 30083404.06 38053854.32 16835956.01 28641192.59 18303174.85 CDP 9446383.15 12718549.67 11508058.17 4083103.003 3778652.028 4635573.733 12377521.7 15917870.67 15231998.98 7266283.032 5947709.231 7465784.34 choline 1485837035 1265608504 1356017000 2038576444 1784639188 1638364229 1064604707 1246574807 906054016.2 1808830393 2340917882 1956137725 citicoline 11178355.45 10311759.98 11289821.15 11445093.21 9657626.448 11945341.76 3096415.229 2735937.943 2806221.506 7603767.489 8139120.823 7679558.101 citrate 3652271934 4236428700 3397336657 1393865007 1285564077 1992536424 3829842465 4378883057 5199564831 1964072017 1255387856 1735641861 citrulline 171133488.2 163558564.1 170321560.8 133929165.3 122121105.5 113482435.5 206720566.7 229839148.5 243914353 123576933.3 152359297.7 124066253.7 CMP 4682317.046 5240464.967 4752299.58 2391331.886 1994059.505 2241058.928 3931536.528 4604461.171 4408006.396 2459767.158 1701707.569 2131853.751 CMP-acetylneuraminate 14547779.51 14007774.07 13617551.78 6916168.335 6572684.455 6882978.064 7595760.378 8120068.407 8996214.383 4228255.856 4185709.488 3989610.731 creatine 23830787551 24312784687 24692271741 17326497191 17203988157 17368453303 24827699639 27168843635 28601662773 14613602829 14064003077 15433964900 creatinine 2190001781 1767142014 2007913181 1426071110 1119645097 1013343231 1763357468 2300209147 3058661688 1213735818 1720233982 1160526037 CTP 20488301.69 28515558.71 26726511.86 6847141.658 6600085.789 8250296.002 32350039.98 41120502.26 42061863.05 14946317.69 11821950.2 15588534.98 cyclic ADP-ribose 24630192.26 24432309.59 24683331.2 21555364.78 21161493.1 19803699.17 16816579.23 18890893.52 20367723.85 21370615.79 21332642.68 21967364.22 cyclic AMP 596778.4829 507076.6435 499082.8798 581969.5292 520482.0916 497132.991 440141.688 537809.5441 492118.1261 589028.1238 644049.8715 517192.3582 cystathionine 2507321.869 2720221.757 2651405.903 516002.558 305085.7733 677970.0448 20278647.12 22796811.83 25918928.4 1414611.666 1014807.27 1276512.626 cysteate 2726121.872 2386236.259 2893884.12 3574463.61 3361428.05 2661904.855 2683685.793 3166436.423 3886708.774 2857189.004 3785491.935 2641689.857 cysteinylglycine 26941410.11 26242004.69 26051288.64 40967836.21 40651046.36 40714778.57 48684184.9 56783866.74 54383240.44 38521505.57 40007486.33 40022017.93 cytosine 18815228.03 13962692.54 15693253.44 6706521.183 6225549.161 4492932.46 10848702.24 12562416.21 16902422.12 6691983.883 10165976.25 7057777.082 dATP 628482.2533 778162.7184 523210.105 31245.99777 37294.69568 99169.2933 1700041.647 1955555.477 1948019.47 421036.62 299906.1118 263958.3501 dCTP 1186518.642 1697694.851 1767725.187 118847.9864 65478.10214 165329.8022 2035535.495 2864830.082 2476237.677 482806.4534 475756.9409 430157.235 dihydroorotate 21567591.2 28043491.63 36153383.58 28538502.47 26323911.96 26986441.84 59943236.09 71057323.07 68594970.1 39145233.85 41548184.98 45217892.68 dihydroxyacetone phosphate 66752559.16 71099613.96 76206486.16 50686020.58 50304661.14 48914010.12 56491300.59 64700248.68 68485760.55 62116491.71 56956076.35 63847793.23 dTMP 853306.2484 952253.5506 1157439.117 401269.4117 418372.7804 334313.8019 1372618.047 1535053.058 1568616.482 535223.9366 581285.6961 371276.7187 dTTP 10400032.31 10272344.53 10563342.06 3225854.424 3239333.13 3463258.589 14475073.41 16829231.54 17214497.08 4571912.489 4854322.877 4617830.609 epsilon-(gamma-glutamyl)lysine 2827491.735 1710083.571 2076319.886 3168263.098 2303309.553 1877497.873 2234841.655 2954921.137 3210143.901 1909399.196 2839821.653 1728689.761 flavin adenine dinucleotide 3495876.473 1846024.955 2638461.642 1691474.247 2432942.396 1109314.911 961999.8464 1897358.195 1520736.896 1654176.628 2192473.409 2221567.622 fructose 6-phosphate 24742730.35 25877396.2 30522510.68 24585153.47 22110599.57 19362659.13 15848889.88 17297463.55 21251856.22 20823880.31 22245406.44 25866755.76 fructose bisphosphate 28606864.23 35992986.96 33369036.61 24521891.99 24768829.54 27354117.89 34241573.29 37395947.77 40300307.87 33115808.54 22459631.92 32242351.88 fumarate 195016887 184473398.9 192778012.5 1340563248 1286193313 1236927612 156979412.6 170552313.9 169435533.3 1374737674 1583797018 1332465985 gamma-glutamylalanine 10594550.79 9636768.621 9601699.648 10462420.3 10738002.73 9415310.947 10129343.75 10685884.68 12156751.34 12545307.85 15118070.86 13970486.41 gamma-glutamylcysteine 14731370.71 13582239.7 13482466.33 28376006.18 28996289.23 26580949.45 43148025.11 46122591.93 47386057.28 22608843.83 22467194.19 23886560.3 gamma-glutamylglutamate 5845567.461 5217733.723 6020130.799 3952268.176 3536209.225 3645428.374 10081294.71 11260257.19 11742788.15 5248085.112 5307139.358 5607027.193 gamma-glutamylglycine 62534560.26 59641983.43 60540565.84 27293625.85 26836395.47 25307007.62 47893943.75 50869665.17 51842272.24 32466480.73 35117402.54 33350647.52 gamma-glutamylproline 75525226.02 76641046.65 72809075.51 63632323.34 66221652.2 64159670.75 106694600.7 123563072.2 122967360.6 63739166.33 68519791.8 65695639.14 GDP 5245173.925 6938461.315 7132403.495 3975047.276 4123672.203 4576926.297 8383263.226 10730041 9890367.265 7952056.806 6455820.87 8104026.845 GDP-fucose 2251905.272 2314224.901 2427661.549 2321817.432 2085671.304 2235707.075 2046277.284 2485836.51 2446767.553 2780428.345 3237076.922 2941069.926 GDP-glucose 978730.4348 1057079.849 1021920.335 933755.0919 925180.3977 1040158.837 566727.9467 822161.6928 689874.4718 1050422.054 934568.1155 1047692.665 gluconate 773222451.9 711326329.6 692607034.1 265464388.1 245750839.4 228999137.6 464342458.9 541186900 640970692.2 298723054.1 301261955.5 283643941.6 glucose 342608618.3 274417543.4 309988052.5 183428522.5 156767327.4 116489822.8 250670594.1 355372064.1 453706833.5 155877692.5 292636665 156920504.7 glucose 6-phosphate 43115397.18 43088424.03 55664970.58 37038797.78 36220335.09 34003044.59 20788191.38 26471925.51 32139968.89 39332661.65 45600088.67 48235244.62 glucuronate 8310499.926 7729759.814 7624863.066 7220337.874 6777559.283 6700133.631 5505116.942 6177972.375 6761157.131 8498060.014 9013460.361 8052208.904 glutamate 6613838974 6745286212 6893286530 1701426117 1644575312 1590472496 5917471406 6820883887 6677254302 1552738207 1695092909 1568333763 glutamine 19018641432 18877681547 19386411150 20353042873 19053741677 18716988586 22014048853 25910202677 27006432106 18576024807 20922455403 19257938154 glutathione reduced 2945788891 2894670690 3016834533 4321289298 4289001111 4165208247 4880824544 5331477213 5597500732 4512742622 4524334927 4641216257 glyceraldehyde 3-phosphate 107289249 102866870.3 100958999.7 94474093.09 91069478.2 85046932.36 20306553.94 22567259.7 24098279.61 77830480.49 81185669.84 72466881.51 glycerol 3-phosphate 101808839.4 109302867.7 103578237.8 115507371.6 114107213.1 108263802.9 114160735.7 130566451.5 135381539.6 168830372.1 157242700.1 175982579.2 Glycerylphosphorylethanolamine 299165717.5 286707704.6 297414545.7 159869734.9 149121017.8 148254022.3 74216087.07 83761173.09 90538475.06 191783388.7 198659257.6 189695583.1 glycerylphosphorylcholine 62487748155 62954480888 64328678254 41173424244 39404898634 38898156203 32466116163 38141835720 41272912400 53102490923 53030052576 54650456017 glycine 206990282.6 217197585.5 222135334.2 183782796 165646733 173028561.3 162404634.2 202691128.6 194457759.4 162433971.4 172070709.3 160132677.9 glycylglycine 5928738.243 4831993.119 5546056.701 3096404.504 3011541.513 2477916.202 5895434.523 8353928.241 10474544.21 2671822.758 2935186.371 2217071.651 GMP 2016626.769 2308330.665 2399922.088 1900869.51 1745509.467 1689900.932 2658789.431 3433038.01 3089396.774 2589548.142 2456605.445 2653344.907 GTP 6253749.694 9437092.285 9323370.121 3764000.048 3541745.231 4325801.537 12700432.04 16576801.29 16244435.56 8922278.151 7108947.519 9704117.297 guanidinoacetate 25585280.15 25153685.99 28985285.01 17849719.33 16444090.3 16207737.28 15022372.96 19577608.53 20330478.19 21473746.54 22632455.28 21230268.99 guanosine 2732880.836 1991302.419 2120291.716 1019152.736 1071901.557 1197477.694 1816665.608 1699589.612 2165552.296 838779.5636 743913.9495 1129801.291 hippurate 54203023 40243700.17 44466921.34 33253347.32 22957655.82 21638792.35 34982773.62 45897943.77 60428225.96 23420920.84 39828531.52 21233473.07 histidine 4987445950 4346955802 4704974919 3543830570 3380646102 3051623969 5363510080 6183569722 6818774538 3094972165 4008143638 3334816308 homoarginine 33435492.98 23948452.51 27647481.52 23350153.05 21506076.47 16175900.25 21195286.37 27318013.7 37807260.21 15464313.51 25610259.15 14012666.27 homocitrulline 4826008.01 4559089.226 5265889.528 1406675.519 1553375.01 1412534.619 3363380.229 5467072.778 6343798.633 1844538.053 2246113.771 2172844.35 homocysteine 1675618.759 1837378.622 2307425.67 883395.9418 663842.6888 886275.5913 1311011.472 2339276.75 2458499.121 444115.5401 729108.4464 871120.5773 hypotaurine 34475695.28 32192564.73 34200077.14 36488625.95 35064784.95 35314912.66 24039266.64 24468858.28 25744425.91 44889394.32 47237638.37 44859610.34 hypoxanthine 95781228.3 72980314.45 76816156.9 20286782.91 19037071.45 13504145.24 60812830.22 78714717.24 78295597.03 17622070.1 31882521.97 17798013.8 IMP 775790.996 700484.6631 878388.3258 822718.6688 717802.8513 616630.0456 1165013.076 1451260.388 2068875.385 548909.4128 668163.8771 591959.9384 inosine 1728604.771 1242572.401 1513856.998 1103081.697 1013594.178 737784.2993 1843551.465 2167978.168 2659144.256 1078067.896 1231027.65 968164.3041 inositol 309428470.4 289690136.7 292817617.3 432128450.3 403319715.9 400340582.2 316711374.8 342112881.3 375745995.1 743624933.7 815447358 742405527.3 ketoleucine 51184585.22 44538698.51 51163916.68 19986668.63 17236070.89 14723730.18 38504696.07 54701665.08 70723285.2 15934911.91 23787614.79 16068573.71 ketovaline 7260572.536 4940900.734 6169565.518 3070687.853 2769617.973 2679021.09 6575467.394 6189589.385 13348514.26 3230760.33 2822757.118 2057554.447 kynurenine 15911128.32 13912455.43 14941318.33 8814578.353 7914250.848 7122184.789 13836857.94 16389013.59 20355672 7066171.769 10825026.15 7701544.987 lactate 1865047890 1629990791 1792662098 1926964578 1726911539 1468687631 720071882 1007933434 1285730344 1313020067 1993378040 1363859844 leucine+isoleucine 16454667123 15448493209 16332691483 10346343341 9242269612 8024307523 13340391379 16941295582 19274827286 8954403184 12705577295 9042909418 lysine 611273157.5 481754817.6 537648025.6 447452507.4 364495562.2 290977379.5 423682181.5 589418330.4 781613686.4 294079128.2 519175536.2 294496803 malate 2527042791 2402035292 2516436080 469078418.6 446344234.1 399546105.5 1972351110 2226815575 2166967385 436689862.6 530062066.7 401962283.7 malonate 5208759.971 4855772.227 4791048.861 6601654.363 5646246.148 5403974.168 5761093.237 4851719.496 5008510.645 5961024.412 5572924.713 4612114.425 methionine 5310795917 5157725153 5803104385 3741631335 3328278155 3204141444 6611992665 8169641740 8767943715 3152682996 3791629306 3269339550 methionine sulfoxide 3713260.07 3435039.449 3222501.661 2279007.813 2177964.152 1842879.705 3002943.203 3612225.179 3682353.223 1619511.749 2039138.855 1565328.61 methylthioadenosine 70233235.15 109742107.2 80893977.55 56886403.4 61432844.28 53057059.58 144572273.2 154026603.2 150153885.2 58584342.82 60102126.53 60828379.37 N,N-dimethylarginine 93245471.38 81799782.18 87506032.55 85624466.34 78979888.33 64320322.86 81955748.06 98081567.35 122203250.3 62950225.3 90167381.73 57509789.15 N2-gamma-glutamylglutamine 4480009.868 3627222.548 4302571.181 4429318.525 4125702.175 3298461.657 7694580.982 8406688.335 9040089.434 4301869.86 5650007.881 4056758 N6,N6,N6-trimethyllysine 77877812 62925997.23 67132541.16 132408183.8 119744633.1 107286111.4 64881623.56 80949039.29 102537773.1 111967348.5 137513792.6 108716478.2 N-acetylarginine 6213727.376 5101013.065 5512205.921 9579925.309 8465358.701 8567034.723 11241885 11730937.36 13154006.33 9401162.408 9481187.202 9244072.734 N-acetylasparagine 4999761.548 3612758.231 7347695.189 2270772.356 3266458.494 1124905.01 3085689.016 5135224.977 5773315.302 1973963.007 5079937.707 1922586.885 N-acetylaspartate 692011857.4 667569799.9 629301202.3 13905921.99 13381853.51 11963738.2 20585499.39 21369678.44 25699538.24 10166511.1 11655652.66 9079623.899 N-acetylaspartylglutamate 7100323.204 7108919.243 7175796.761 1690916.925 1524632.535 1458636.024 5788967.202 6723644.842 7152774.93 1964457.304 2057847.803 1985532.153 N-acetylhexosamine phosphate 4251545.948 4838476.864 5031673.442 3345733.111 2990263.857 2993571.405 3756715.394 4336332.996 4501019.704 3979173.119 3939986.313 4561179.216 N-acetylglutamate 61383962.8 60063178.04 59916769.91 10974893.75 10425320.66 10725382.76 44813421.2 51072868.68 53650318.15 12440498.27 12981676.69 12513635.38 N-acetylglutamine 6763005.703 7280204.592 7085176.87 1111888.522 717056.0934 962625.1657 5670719.895 5995111.54 6147247.383 1125559.34 1207642.613 886744.4111 N-acetylhistidine 273947391.1 217980867 239899952.9 142823758.1 122573983 78061362.29 202317797.6 297807975.9 429326242.7 110701477.6 225635435.2 112921279.8 N-acetylmethionine 27177115.43 25532763.49 27865467.05 19830536.37 19402854.17 19979810.01 40752834.21 43661802.78 43601507.42 24088876.72 27734778.99 24283122.58 N-acetylneuranimic acid 20317607.31 18018463.78 19590828.76 18427097.94 17484006.2 14491099.25 17877613.88 23143812.87 28552523.74 12020777.7 15700562.28 11861183.31 N-acetyltaurine 58707704.63 50954425.81 55681047.07 41869806.93 37960487.98 35180304.84 41142406.75 50370161.07 60326869.42 54629507.41 63400205.41 56862222.38 NAD 255363180.3 251507428.8 254228422.9 227337988.1 219310991.1 221058518 170127818.6 185549739 200581043.9 227572349 233697702.5 239125633.3 NADH 727077.7863 1394245.196 1645459.112 1071646.965 1027429.026 886329.685 2327579.292 1470702.857 1772335.738 1607115.774 1461584.679 767657.2913 NADP 4423338.587 4314414.45 5024836.592 3292817.379 3016566.711 3247224.19 3928552.812 5399305.453 5279625.833 3813780.641 3627672.721 3582774.676 NADPH 3522239.992 4067929.82 4031821.744 1964463.31 1768406.987 1563129.905 3899351.231 4774569.425 4615180.905 2960270.868 3088228.244 2579943.538 N-carbamoylaspartate 14702622.66 14053317.39 13939541.74 17627777.42 15671364.06 14012639.92 15260000.65 17896860.09 17595345.98 18990869.19 20044585.52 16814993.08 ophthalmate 88233678.35 90613702.63 97531269.06 5670979.516 5636213.706 5675012.89 20719429.06 22014904.19 23695202.69 10707288.98 9819603.687 11092129.75 ornithine 9922811.569 8472673.101 7288300.464 5114938.223 4652884.273 3002636.733 8885474.635 11019794.89 12769699.38 3132654.361 4721371.215 1793575.824 orotate 25959290.98 27584370.75 52653322.52 13665971.21 12290840.4 11097220.42 26075491.54 34101334.67 41550993.48 17277755.87 19829548.19 21206172.47 orotidine 22518108.95 22482864.34 22853445.64 6609385.106 6573503.484 5452514.233 13620979.12 15517533.79 14674753.81 7994168.582 8549226.281 7259161.756 oxidized glutathione 5879805.174 7868874.762 6300432.602 7214096.605 6741568.047 6544512.862 21643516.06 28684523.8 35544388.87 10406954.78 13308653.46 9733010.055 pantothenate 483331266.4 435701292 483190269 533482482.7 521164109.3 472539198.9 551112405.5 651880105.5 714352920.1 495807699.4 613290973.9 502194941.9 pentose 1,5-bisphosphate 303926.4057 371817.486 336889.5614 61657.60021 76581.11896 74976.85225 139929.8269 120441.5181 170980.7247 91721.45323 265575.1259 250897.9057 pentose phosphate 24126220.27 27992448.83 30557846.59 21401721.56 19891572.06 20706205.94 23287525.96 26486801.72 28549663.88 23559060.18 22901691.27 25317887.43 phenylalanine 8811206802 8250106007 8825633083 4906999219 4336818819 3978808005 7681585186 9710501638 11396154914 4578217290 5829022881 4811499623 phosphocholine 58131026953 58691807203 60547627896 50554737288 48520215224 47434252489 74981318700 84735582963 86197910298 62669270967 66062170458 63999913219 phosphocreatine 479072168.8 513204381.9 536533800.4 198733292.4 184192760.1 182583109.8 499908584.2 575537089.8 628544597.5 241969960.8 249214699.6 239741880 phosphoenolpyruvate 21250239.16 18094464 15783603.6 11126653.81 11319778.67 15154100.02 57916353.72 81571515.63 77886857.98 23854237.29 15369498.27 32314878.73 proline 26894005869 27594317011 27491811006 6023828373 5496339742 5328903538 25078247695 29022211680 29720304518 6199155718 6651497688 6191506335 pyridoxine 63734558.16 56430485.64 61859929.85 40597316.44 36374162.11 29443710.54 50223187.29 67389390.26 85582964.54 37196727.19 53632926.3 37707837.8 pyroglutamate 6933100485 6177565940 6869518806 4911537428 4674136715 3740941517 4800898507 6824391999 8581113428 4306618434 6305462772 4554756887 pyruvate 116391693.1 97585536.78 112747182.6 63781455.48 56511222.31 45783050.44 78742634.41 115623239.3 147295299.7 56403463.47 94368031.64 58176147.56 quinolinate 9213770.17 7465511.208 8530878.442 5242846.414 4512379.081 3627328.92 7137915.377 9239861.419 11742218.49 4422874.936 7710362.426 4393838.797 S-(2-succinyl)cysteine 269322.9879 445624.1795 291504.4537 110188677.8 111236007.2 110975877.3 793680.2527 698809.5474 895152.3161 82628971.75 79942743.45 81796513.93 S-adenosylhomocysteine 6613065.578 5229579.091 7133724.391 3386320.12 3279497.196 2876573.447 5508256.682 6321383.932 5693874.682 2967705.698 3439589.772 4626191.089 S-adenosylmethionine 318929212.5 301178936.4 309814551.6 248803300.7 242668591.4 257904358.1 337788261 355637942.3 363837853.2 262147983.8 266007998.8 283278023 SAICAR 46129.88677 27062.79257 49967.9953 2477837.882 2745879.059 2432913.314 92373.54072 53043.70264 44671.36931 2962232.467 3255233.591 3021687.258 sarcosine 31069633.11 32226584.37 36652156.84 34936829.81 31996700.6 29434136.54 29552361.33 36860771.16 31656387.84 32840726.08 35868615.81 29583037.86 sedoheptulose 7-phosphate 8879075.877 8816636.546 9657407.415 5301664.332 5148582.57 4593403.58 5430591.419 6400922.653 7100169.508 4950409.381 4973826.067 5060656.266 serine 408393107.2 423656400 440120319.7 432412504.7 399239888.9 403701585.6 407177836.3 511558175.9 508132566.8 415068304.6 474138833.4 437123400.2 S-lactoylglutathione 114970.5069 186114.8313 76390.98919 459517.411 403339.4683 543900.267 712140.1374 980701.7605 551454.8602 438007.2428 343468.8822 460258.3757 S-Succinylglutathione 905428.345 902962.4027 867641.8715 47521281.08 46086062.23 41003720.42 1322691.095 1575600.989 1516341.796 46403985.19 48464750.6 45397029.57 succinate 474916196.4 481512305.8 494235687.1 516874524.1 484251531.2 461441415.8 109110724.3 127489151.2 136499355.6 613286451.2 698635828.1 608473796.1 succinyladenosine 142207.5479 107830.1628 191912.5872 15860888.66 17106643.4 14663840.02 357109.5364 291950.3376 489169.4766 15076029.86 16211296.95 16850376.95 taurine 3630058097 3282632725 3449649082 2987942409 2768470964 2486580337 2826692758 3260107786 3678099675 3109923270 3723380200 3063243093 thiamine 923737856.5 712938387.3 826367775.5 533265270.9 446312057.6 296356118.3 651056160.3 915761882.3 1224007794 373054024.3 783764973.1 380390540.8 threonine 3832523715 3678111052 3960906694 3335833491 3115521652 2774075128 4319610380 5024603251 5372773967 3014795481 3483532940 2922203400 tryptophan 1221751049 1120249105 1255492402 645752016.8 588749813.3 504892802.9 1024096587 1316402488 1560746457 614485555.2 811806887.7 621073387.2 tyrosine 4279819729 3952938191 4318790631 2394900996 2209763762 1948584670 3865539612 4834798485 5529527379 2337855115 3000392809 2343917753 UDP 69586595.55 73474753.23 74285211.06 35283050.34 35591801.87 35818398.45 68152154.93 82079931.8 81478961.03 46143259.6 44294385.04 48946515.69 UDP-GlcNac 255890395.1 247527092.5 236910019.7 222439153.2 217048446.4 212174642.6 253256123.2 278916507.4 294735644.6 248532250 240550289.7 251543960.7 UDP-glucose 170773065.6 160955726.5 168631281.4 111666402 108596957.4 96202422.52 146358446.5 166450556.2 171653056.3 106968568.8 116179984.4 102434467.2 UMP 8301141.559 9113591.175 8663794.386 7950507.988 7561521.904 7381345.326 7132993.081 8473678.163 8024515.427 7538223.655 7705594.762 8611677.503 uric acid 38773467.44 31245959.03 35208019.47 34006222.68 29412992.22 25130473.8 63626046.03 78271471.04 100253685.1 29323909.71 48906540.45 32619647.09 uridine 4531600.584 3301064.109 3491969.028 1235886.215 1121680.463 893371.5827 2536314.328 2798962.58 3842285.681 1450229.146 1803378.842 1320192.092 UTP 131414103.6 159397267.5 162670034.8 40098315.88 40215751.94 47184127.62 170893882.9 218198571.2 221834497.5 84383278.5 71727828.01 92860955.74 valine 5717074761 5299012115 5766754427 3691923166 3329297884 2861028655 4736633989 6135066382 7106080719 3270091407 4445047830 3263040924 xanthine 86702468.72 70301072.49 80874613.95 50416385.27 45963374.67 35358929.41 52395686.29 74905726.29 99170802.79 40848016.84 74108231.04 43831853.19 xanthosine 1549844.318 1289924.985 1370347.663 823659.9477 803712.4294 465757.2941 1006592.044 1357849.102 1949862.129 639621.834 1226557.929 657969.068 MS_METABOLITE_DATA_END #METABOLITES METABOLITES_START metabolite_name HMDB_ID formula KEGG_ID CAS 1-methylnicotinamide HMDB0000699 C7H9N2O C02918 1005-24-9 2/3-phosphoglycerate HMDB0000362 C3H7O7P C00631 2553-59-5 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 5-formamidoimidazole-4-carboxamide ribotide HMDB0001439 C10H15N4O9P C04734 13018-54-7 6-phosphogluconate HMDB0001316 C6H13O10P C00345 53411-70-4 deoxycarnitine HMDB0001161 C7H15NO2 C01181 407-64-7 acetyl-CoA HMDB0001206 C23H38N7O17P3S C00024 72-89-9 aconitate HMDB0000072 C6H6O6 C00417 585-84-2 adenine HMDB0000034 C5H5N5 C00147 73-24-5 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 AICAR HMDB0001517 C9H15N4O8P C04677 3031-94-5 alanine HMDB0000161 C3H7NO2 C00041 56-41-7 aminoimidazole ribonucleotide HMDB0001235 C8H14N3O7P C03373 25635-88-5 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 beta-citrylglutamate HMDB0241915 C11H15NO10 C20775 73590-26-8 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 C18 HMDB0000848 C25H49NO4 25597-09-5 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 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 cytosine HMDB0000630 C4H5N3O C00380 71-30-7 dATP HMDB0001532 C10H16N5O12P3 C00131 1927-31-7 dCTP HMDB0000998 C9H16N3O13P3 C00458 2056-98-6 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 epsilon-(gamma-glutamyl)lysine HMDB0003869 C11H21N3O5 17105-15-6 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-glutamylalanine HMDB0006248 C8H14N2O5 C03740 5875-41-2 gamma-glutamylcysteine HMDB0001049 C8H14N2O5S C00669 636-58-8 gamma-glutamylglutamate HMDB0011737 C10H16N2O7 C05282 1116-22-9 gamma-glutamylglycine HMDB0011667 C7H12N2O5 1948-29-4 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 hippurate HMDB0000714 C9H9NO3 C01586 495-69-2 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 hypoxanthine HMDB0000157 C5H4N4O C00262 68-94-0 IMP HMDB0000175 C10H13N4O8P C00130 131-99-7 inosine HMDB0000195 C10H12N4O5 C00294 58-63-9 inositol HMDB0240209 C6H12O6 C19891 643-12-9 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+isoleucine HMDB0000172 C6H13NO2 C00407 73-32-5 lysine HMDB0000182 C6H14N2O2 C00047 56-87-1 malate HMDB0031518 C4H6O5 C00497 636-61-3 malonate HMDB0000691 C3H4O4 C00383 141-82-2 methionine HMDB0000696 C5H11NO2S C00073 63-68-3 methionine sulfoxide HMDB0002005 C5H11NO3S C02989 3226-65-1 methylthioadenosine HMDB0001173 C11H15N5O3S C00170 2457-80-9 N,N-dimethylarginine HMDB0001539 C8H18N4O2 C03626 30315-93-6 N2-gamma-glutamylglutamine HMDB0011738 C10H17N3O6 C05283 10148-81-9 N6,N6,N6-trimethyllysine HMDB0001325 C9H20N2O2 C03793 19253-88-4 N-acetylarginine HMDB0004620 C8H16N4O3 155-84-0 N-acetylasparagine HMDB0006028 C6H10N2O4 4033-40-3 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-acetylglutamine HMDB0006029 C7H12N2O4 2490-97-3 N-acetylhistidine HMDB0032055 C8H11N3O3 C02997 2497-02-1 N-acetylmethionine HMDB0011745 C7H13NO3S C02712 65-82-7 N-acetylneuranimic acid HMDB0000230 C11H19NO9 C00270 131-48-6 N-acetyltaurine HMDB0240253 C4H9NO4S 19213-70-8 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 1,5-bisphosphate HMDB0011688 C5H12O11P2 C01151 14689-84-0 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 quinolinate HMDB0000232 C7H5NO4 C03722 89-00-9 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-lactoylglutathione HMDB0001066 C13H21N3O8S C03451 25138-66-3 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 thiamine HMDB0000235 C12H17N4OS C00378 67-03-8 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