#METABOLOMICS WORKBENCH xliu68_20220330_125443_mwtab.txt DATATRACK_ID:3145 STUDY_ID:ST002119 ANALYSIS_ID:AN003468 PROJECT_ID:PR001344 VERSION 1 CREATED_ON March 31, 2022, 8:01 am #PROJECT PR:PROJECT_TITLE MNK2 deficiency potentiates beta-cell regeneration via hypertranslation PR:PROJECT_SUMMARY Regenerating pancreatic beta-cells is a potential curative approach for PR:PROJECT_SUMMARY diabetes. We previously identified the small molecule CID661578 as a potent PR:PROJECT_SUMMARY inducer of beta-cell regeneration but its target and mechanism of action have PR:PROJECT_SUMMARY remained unknown. We now screened 257 million yeast clones and determined that PR:PROJECT_SUMMARY CID661578 targets MAP kinase-interacting serine/threonine kinase 2 (MNK2), an PR:PROJECT_SUMMARY interaction we genetically validated in vivo. CID661578 increased beta-cell PR:PROJECT_SUMMARY neogenesis from ductal cells in zebrafish, neonatal pig islet aggregates and PR:PROJECT_SUMMARY human pancreatic ductal organoids. Mechanistically, we found that CID661578 PR:PROJECT_SUMMARY boosts protein synthesis and regeneration by blocking MNK2 from binding eIF4G in PR:PROJECT_SUMMARY the translation initiation complex at the mRNA cap. Unexpectedly, this blocking PR:PROJECT_SUMMARY activity augmented eIF4E-phosphorylation depending on MNK1 and bolstered the PR:PROJECT_SUMMARY interaction between eIF4E and eIF4G, which is necessary for both PR:PROJECT_SUMMARY hypertranslation and beta-cell regeneration. Taken together, our findings PR:PROJECT_SUMMARY demonstrate a targetable role of MNK2-controlled translation in beta-cell PR:PROJECT_SUMMARY regeneration, a role that warrants further investigation in diabetes. PR:INSTITUTE North Carolina State University PR:LAST_NAME Liu PR:FIRST_NAME Xiaojing PR:ADDRESS Polk Hall, RM 128 PR:EMAIL xliu68@ncsu.edu PR:PHONE 9195154387 #STUDY ST:STUDY_TITLE Metabolomics analysis of zebrafish response to CID661578 treatment ST:STUDY_SUMMARY zebrafish larvae were treated with DMSO or CID661578 for 24 hours prior to ST:STUDY_SUMMARY global metabolomics analysis (n=6). Metabolites were extracted from pools of 10 ST:STUDY_SUMMARY zebrafish larvae at 5 dpf using a 80% methanol-based extraction method. Samples ST:STUDY_SUMMARY were dried in speed vac and stored in -80C freezer until ready for LC-MS ST:STUDY_SUMMARY analysis. ST:INSTITUTE North Carolina State University ST:LAST_NAME Liu ST:FIRST_NAME Xiaojing ST:ADDRESS Polk Hall, RM 128 ST:EMAIL xliu68@ncsu.edu ST:PHONE 9195154387 #SUBJECT SU:SUBJECT_TYPE Fish SU:SUBJECT_SPECIES Danio rerio SU:TAXONOMY_ID 7955 #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 - DMSO1 Treatment:Control RAW_FILE_NAME=DMSO1.raw SUBJECT_SAMPLE_FACTORS - DMSO2 Treatment:Control RAW_FILE_NAME=DMSO2.raw SUBJECT_SAMPLE_FACTORS - DMSO3 Treatment:Control RAW_FILE_NAME=DMSO3.raw SUBJECT_SAMPLE_FACTORS - DMSO4 Treatment:Control RAW_FILE_NAME=DMSO4.raw SUBJECT_SAMPLE_FACTORS - DMSO5 Treatment:Control RAW_FILE_NAME=DMSO5.raw SUBJECT_SAMPLE_FACTORS - DMSO6 Treatment:Control RAW_FILE_NAME=DMSO6.raw SUBJECT_SAMPLE_FACTORS - CID1 Treatment:CID661578 RAW_FILE_NAME=CID1.raw SUBJECT_SAMPLE_FACTORS - CID2 Treatment:CID661578 RAW_FILE_NAME=CID2.raw SUBJECT_SAMPLE_FACTORS - CID3 Treatment:CID661578 RAW_FILE_NAME=CID3.raw SUBJECT_SAMPLE_FACTORS - CID4 Treatment:CID661578 RAW_FILE_NAME=CID4.raw SUBJECT_SAMPLE_FACTORS - CID5 Treatment:CID661578 RAW_FILE_NAME=CID5.raw SUBJECT_SAMPLE_FACTORS - CID6 Treatment:CID661578 RAW_FILE_NAME=CID6.raw SUBJECT_SAMPLE_FACTORS - DMSO1_Pos Treatment:Control RAW_FILE_NAME=DMSO1_Pos.raw SUBJECT_SAMPLE_FACTORS - DMSO2_Pos Treatment:Control RAW_FILE_NAME=DMSO2_Pos.raw SUBJECT_SAMPLE_FACTORS - DMSO3_Pos Treatment:Control RAW_FILE_NAME=DMSO3_Pos.raw SUBJECT_SAMPLE_FACTORS - DMSO4_Pos Treatment:Control RAW_FILE_NAME=DMSO4_Pos.raw SUBJECT_SAMPLE_FACTORS - DMSO5_Pos Treatment:Control RAW_FILE_NAME=DMSO5_Pos.raw SUBJECT_SAMPLE_FACTORS - DMSO6_Pos Treatment:Control RAW_FILE_NAME=DMSO6_Pos.raw SUBJECT_SAMPLE_FACTORS - CID1_Pos Treatment:CID661578 RAW_FILE_NAME=CID1_Pos.raw SUBJECT_SAMPLE_FACTORS - CID2_Pos Treatment:CID661578 RAW_FILE_NAME=CID2_Pos.raw SUBJECT_SAMPLE_FACTORS - CID3_Pos Treatment:CID661578 RAW_FILE_NAME=CID3_Pos.raw SUBJECT_SAMPLE_FACTORS - CID4_Pos Treatment:CID661578 RAW_FILE_NAME=CID4_Pos.raw SUBJECT_SAMPLE_FACTORS - CID5_Pos Treatment:CID661578 RAW_FILE_NAME=CID5_Pos.raw SUBJECT_SAMPLE_FACTORS - CID6_Pos Treatment:CID661578 RAW_FILE_NAME=CID6_Pos.raw SUBJECT_SAMPLE_FACTORS - DMSO1_Neg Treatment:Control RAW_FILE_NAME=DMSO1_Neg.raw SUBJECT_SAMPLE_FACTORS - DMSO2_Neg Treatment:Control RAW_FILE_NAME=DMSO2_Neg.raw SUBJECT_SAMPLE_FACTORS - DMSO3_Neg Treatment:Control RAW_FILE_NAME=DMSO3_Neg.raw SUBJECT_SAMPLE_FACTORS - DMSO4_Neg Treatment:Control RAW_FILE_NAME=DMSO4_Neg.raw SUBJECT_SAMPLE_FACTORS - DMSO5_Neg Treatment:Control RAW_FILE_NAME=DMSO5_Neg.raw SUBJECT_SAMPLE_FACTORS - DMSO6_Neg Treatment:Control RAW_FILE_NAME=DMSO6_Neg.raw SUBJECT_SAMPLE_FACTORS - CID1_Neg Treatment:CID661578 RAW_FILE_NAME=CID1_Neg.raw SUBJECT_SAMPLE_FACTORS - CID2_Neg Treatment:CID661578 RAW_FILE_NAME=CID2_Neg.raw SUBJECT_SAMPLE_FACTORS - CID3_Neg Treatment:CID661578 RAW_FILE_NAME=CID3_Neg.raw SUBJECT_SAMPLE_FACTORS - CID4_Neg Treatment:CID661578 RAW_FILE_NAME=CID4_Neg.raw SUBJECT_SAMPLE_FACTORS - CID5_Neg Treatment:CID661578 RAW_FILE_NAME=CID5_Neg.raw SUBJECT_SAMPLE_FACTORS - CID6_Neg Treatment:CID661578 RAW_FILE_NAME=CID6_Neg.raw #COLLECTION CO:COLLECTION_SUMMARY zebrafish larvae were treated with DMSO or CID661578 for 24 hours prior to CO:COLLECTION_SUMMARY global metabolomics analysis (n=6). Metabolites were extracted from pools of 10 CO:COLLECTION_SUMMARY zebrafish larvae at 5 dpf using a 80% methanol/water-based extraction method. CO:COLLECTION_SUMMARY Detailed metabolite extraction was described previously using 80% methanol/water CO:COLLECTION_SUMMARY as solvent (PMID: 24410464, PMID: 24894601, PMID: 25795660) and dry pellets were CO:COLLECTION_SUMMARY stored in -80 °C freezer until ready for LC-MS analysis. Pellets were CO:COLLECTION_SUMMARY reconstituted into 30 μL of sample solvent (water:methanol:acetonitrile, 2:1:1, CO:COLLECTION_SUMMARY v/v), and 5 μL was injected into the LC-MS. CO:SAMPLE_TYPE new #TREATMENT TR:TREATMENT_SUMMARY Chemicals (DMSO orCID661578) were added to the E3 medium for larvae to reach TR:TREATMENT_SUMMARY final concentration of 10 uM. Pools of 10 wild-type (WT) larvae at 5 dpf were TR:TREATMENT_SUMMARY used for each of the 6 independent biological replicates for DMSO or CID661578 TR:TREATMENT_SUMMARY treatment from 4-5 dpf. #SAMPLEPREP SP:SAMPLEPREP_SUMMARY Intracellular metabolites were harvested as described previously using 80% SP:SAMPLEPREP_SUMMARY methanol/water as solvent (PMID: 24410464, PMID: 24894601, PMID: 25795660) and SP:SAMPLEPREP_SUMMARY dry pellets were stored in -80 °C freezer until ready for LC-MS analysis. For SP:SAMPLEPREP_SUMMARY metabolite analysis, pellets were reconstituted into 30 μL of sample solvent SP:SAMPLEPREP_SUMMARY (water:methanol:acetonitrile, 2:1:1, v/v), and 5 μL was injected into the SP:SAMPLEPREP_SUMMARY LC-MS. #CHROMATOGRAPHY CH:CHROMATOGRAPHY_SUMMARY HILIC method is for general metabolomics analysis. CH:CHROMATOGRAPHY_TYPE HILIC CH:INSTRUMENT_NAME Thermo Dionex Ultimate 3000 CH:COLUMN_NAME Waters Xbridge amide (100 × 2.1 mm i.d., 3.5 μm) #ANALYSIS AN:ANALYSIS_TYPE MS #MS MS:INSTRUMENT_NAME Thermo Q Exactive Plus Orbitrap MS:INSTRUMENT_TYPE Orbitrap MS:MS_TYPE ESI MS:ION_MODE NEGATIVE MS:MS_COMMENTS It was operated in the full-scan mode (positive/negative switching) with the MS:MS_COMMENTS resolution set at 70 000 (at m/z 200).LC-MS data were analyzed using Sieve 2.0 MS:MS_COMMENTS (Thermo Scientific), and the integrated area under metabolite peak was used to MS:MS_COMMENTS compare the relative abundance of each metabolite in different samples in the MS:MS_COMMENTS same batch. #MS_METABOLITE_DATA MS_METABOLITE_DATA:UNITS ion counts MS_METABOLITE_DATA_START Samples DMSO1 DMSO2 DMSO3 DMSO4 DMSO5 DMSO6 CID1 CID2 CID3 CID4 CID5 CID6 Factors Treatment:Control Treatment:Control Treatment:Control Treatment:Control Treatment:Control Treatment:Control Treatment:CID661578 Treatment:CID661578 Treatment:CID661578 Treatment:CID661578 Treatment:CID661578 Treatment:CID661578 oxalate 0 0 0 0 0 0 0 0 0 0 0 0 Hypotaurine 761879.631 2327294.304 3184240.518 2475838.044 2444078.283 1881496.749 4725690.666 5685751.566 4477629.972 5153312.943 5510888.379 5396613.654 Taurine 743383923.9 886528878.4 847534604.7 805760987.1 834769082.5 809101836 1010428957 1017676796 872251753.4 729989527.2 929366811.1 943611164.3 C3H4O2(3) 0 0 0 0 0 0 0 0 0 0 0 0 Glycerol 3-phosphate 37851515.46 36060163.64 33907186.82 36239027.08 45079268.53 40007154.68 26800478.69 33914098.82 27055692.31 15588866.29 40990305.32 31225052.54 O-Phospho-L-serine 2402060.91 3539315.634 2702085.888 3336374.868 3635942.217 3980428.347 4479941.397 4283416.596 4316457.756 2266062.864 3775321.026 3710031.909 L-erythrulose 6973812.39 6081912.981 6562833.708 6036172.086 6248550.72 6089327.796 3752291.076 2011018.902 1987400.952 1168928.667 1779280.704 1933681.188 L-threonate 440530262.2 525298038.2 530456514 495826291.6 471985219.2 503347142.9 441348842.3 549745329.8 366825857.1 551885892.9 431684034.3 504659900.3 allantoate 6500933.079 13639464.38 13703330.72 6175408.536 8363096.604 6323852.088 17220034.38 7864506.675 9326924.721 12677504.69 8266141.605 6256144.74 D-Erythrose 4-phosphate 805880.868 809563.932 986645.889 949596.768 1010784.717 1011646.644 710719.218 823575.285 743972.889 568104.354 913675.704 936854.571 N-phosphocreatinate 214677789.1 241356957.2 254012780.3 314698402 177706056.9 77009037.65 98263797.91 249044435.2 130575798.1 177398788.6 36583973.9 32054066.49 3-methyl-2-oxobutanoate 19085923.16 22020163.85 14518992.48 16656255.65 16287869.36 14189772.46 15885982.97 15409133.11 21877057.97 16330267.84 16676762.79 13742571.39 beta-hydroxy-beta-methylbutyrate 27976398.88 46875382.24 47059570.87 32161062.95 37435326.9 30177566.33 121792813.4 123164587.7 188392543.2 757429581.3 116888583.2 104708658.3 Xanthine 10598299.82 22525567.45 16621769.12 12990568.51 15245720.12 14445344.05 32511443.68 21313207.8 27446759.04 40365318.67 24937271.14 22510087.75 7,9-dihydro-1H-purine-2688(3H)-trione 400156846 536930072.3 432722426.3 472802758.9 438713938.6 436310183.3 477918446.6 485544758.2 460660244 415715761.8 411984386.3 388903118.7 N-Carbamoyl-L-aspartate 1000 1000 1000 1000 1000 1000 1000 1000 1000 1000 1000 1000 5-Hydroxyisourate 60937104.14 59605634.14 56253200.92 64310884.73 57985403.8 65353370.96 60581219.67 57197947.59 56213277.78 57100482.71 58632507.84 52236704.77 5-Phospho-beta-D-ribosylamine 0 0 0 0 0 0 0 0 0 0 0 0 (R)-2-hydroxy-4-methylpentanoate 6464885.262 8426029.326 4301010.87 3830337.84 3623982.282 3789514.194 5947870.965 5562805.257 8238937.101 18735156.46 4931035.497 4378998.213 4-nitrophenolate 4668426.579 4618758.711 4313252.535 4796153.205 4212942.339 4891883.565 4807749.78 4506479.418 5648362.896 5748174.372 4637004.294 5276988.621 2-methylglutaconic acid 13591773.83 11685984.87 12220802.69 10961370.54 11532348.05 10718479.65 9563254.137 6977060.727 6360630.564 4777715.589 5668817.838 5577231.075 adipic acid 6179815.617 6109907.646 6585109.335 6393005.121 6239905.197 5709668.556 7015280.646 6494739.195 6807806.451 5216835.048 5516556.384 5687481.621 lysine 55171061.35 83214611.68 90634748.67 68262999.95 73378595.05 65526432.05 76862902.38 69140549.09 70758408.06 152359349.3 59438910.03 61036900.9 2-aminomuconate 5062402.098 4975814.277 4530280.62 5620320.84 5007928.413 4822470.228 4458204.459 4852798.779 4962482.667 4908352.719 4351015.641 3968423.433 2-oxoadipate 1411313.34 1784350.542 1436734.788 1580826.093 1512664.692 1217627.829 1672798.914 1550464.263 1692352.56 1352458.185 1401282.102 1302280.695 erythro-5-hydroxy-L-lysinium 676761.915 981177.981 826463.88 932695.485 924769.953 825422.037 819311.991 897829.905 679293.216 726579.318 797455.635 807041.793 arginine 22040121.47 41383243.41 46810640.39 31415902.64 30673586.88 27954673.58 33774534.24 25866151.87 29832529.79 140266397.4 27024336.07 28112776.98 4-Nitrophenyl sulfate 208822.404 222617.931 257330.1 290309.304 192771.231 173412.975 336245.232 300344.67 245959.74 147259.083 271861.251 263992.947 L-Fucose 1-phosphate 292869.03 391055.703 321662.91 249674.316 341990.457 327267.207 361602.327 387680.346 433662.762 463894.455 291255.267 293245.179 D-Glucosamine 6-phosphate 1484032.047 2813092.893 3852135.36 2607402.594 2524457.883 2354028.537 3693436.287 3993074.247 4177325.892 5418330.234 3972197.946 3863936.199 6-Phosphogluconic acid 1768596.531 2133022.263 2222526.24 1912396.857 2288124.432 3180660.696 1924756.191 2400944.157 2268905.943 1283543.634 3590830.371 3269018.739 4-hydroxybenzoate/Gentisate aldehyde 15974968.43 17033455.39 15576724.73 18927868.78 15808510.12 15016712.87 17638749.05 15371569.37 20460068.11 17769933.27 17618721.81 17727486.72 quinolinate 1913936.871 1834494.594 1778766.732 2198586.087 1847280.636 1754662.299 1818568.197 1859864.622 1361030.004 3518550.666 1554216.474 1544089.611 2-acetamido-5-oxopentanoate 2211023.166 1990244.601 2083954.98 2415851.07 2205417.618 2049197.754 1699031.661 2208423.663 2130596.088 2067050.151 2043631.617 1821638.109 N-acetyl-L-glutamate 4185212.715 4523165.538 4813249.776 4025525.52 4378867.557 3569415.207 4516572.654 3763514.985 3627866.334 3866343.771 3203244.414 3054573.588 L-cystathionine 4014591.336 9440748.639 13598295.17 7376583.528 8940666.441 6456666.099 13541070.05 10301298.2 9497167.068 20977379.29 8423286.711 8891313.963 N1-(5-Phospho-D-ribosyl)glycinamide 469249.842 3075007.308 3845650.737 862857.264 2046603.537 1059498.945 2722542.54 1950218.331 3047108.073 639671.682 1650600.24 2107080.876 Sedoheptulose 7-phosphate 12150635.11 14096864.79 14324004.58 14880895.73 15386812.71 13287646.41 10017924.08 14708573.21 13935833.99 10974080.37 11809325.27 10140138.18 sedoheptulose 1,7-bisphosphate 414537.447 81795.906 461671.893 91518.135 821340.159 620236.029 150637.299 121701.693 91377.435 97910.43 532047.204 687762.834 fructoseglycine 5459904.534 3922554.465 3124870.542 2703874.545 1754770.962 1914800.334 1191368.271 631029.687 751238.901 151687.152 179477.25 107499.069 Sulfate derivative of norepinephrine 1000 1000 116294.199 21414.444 1000 1000 1000 33027.087 1000 1000 1000 1000 N2-Formyl-N1-(5-phospho-D-ribosyl)glycinamide 102235.308 456606.138 513376.053 153016.311 269799.144 206573.046 214527.837 149098.137 232732.812 46774.728 192779.58 188280.852 nonanoate 57359703.94 67393148.28 54333333.84 65461340.96 57895112.05 60671653.12 64720222.21 54835356.7 71859272.61 66692611.37 57661023.86 64705502.47 4-hydroperoxy-2-nonenal 14371321.62 17126908.7 12835835.63 10937879.3 11745345.35 11598904.57 12426788.86 11264147.43 18346219.51 12997787.7 11342591.24 10106666.15 Azelaic acid 11020670.8 18820609.12 11229705.94 11397250.01 11929477.34 9469115.322 9869281.311 10049498.78 16706097.45 8842000.224 10447748.62 8852447.133 (R)-Pantothenate 39042724.71 45573621.89 33199609.36 54679126.54 45281086.25 43647832.7 24268482.74 22076870.58 16640903.11 9353461.053 19976650.5 14855664.62 carnosine 83628.312 295253.985 354720.039 88284.327 123497.055 121488.552 410676.129 326889.192 313353.294 241871.508 323469.177 335385.087 gama-L-glutamyl-L-alpha-aminobutyrate 2686483.611 6583222.722 8169330.027 2911388.769 4447702.479 2869704.33 8367742.185 7059689.388 7740706.797 5187930.867 4419735.468 5823429.666 Galactosylglycerol 225758.916 142765.305 65451.144 51947.211 74507.256 112345.137 74403.18 1000 69736.203 61877.862 78699.324 59508.492 S-[2-carboxy-1-(1 H-imidazol-4-yl)ethyl]-L-cysteine 76368.462 20720.466 71556.705 42844.488 99874.203 96315.45 318584.85 124854.306 78385.881 180549.999 106547.712 82663.539 N-acetyl-seryl-aspartate 4617434.01 7173204.828 7955127.174 5692530.738 6278963.328 5158172.79 7724979.51 7544770.881 8380549.362 7091892.411 5754924.111 6369899.304 3-Deoxy-D-glycero-D-galacto-2-nonulosonic acid 9338489.298 12582248.57 9927133.56 11854636.3 11722414.78 10272536.68 8558353.779 10977023.71 8094221.973 7205390.439 10354768.88 8450914.671 2-keto-3-deoxy-D-glycero-D-galactononic acid 9-phosphate 34683.12 1000 106301.952 157929.882 1000 1000 64390.8 1000 48456.603 1000 1000 1000 Perillic acid 388139.592 431979 329525.994 250126.227 222679.152 283260.906 245613.663 238643.04 593490.159 194891.307 334007.268 281106.015 trans-4,5-epoxy-2(E)-decenal 619794.561 675410.778 537181.731 609817.371 587132.154 536732.61 678754.317 440548.431 821071.716 578203.992 567355.938 454713.459 caprate 29930535.23 31202957 27766590.68 33174934.23 27839383.13 27593089.58 32494502.51 28530645.81 37979334.43 31768997.82 30016579.89 30857179.65 kynurenate 43634.283 92684.919 94515.819 82816.395 90610.623 73049.067 49297.833 55397.424 105269.928 223270.263 61781.943 41945.931 N(omega)-(L-Arginino)succinate 1462946.796 1366406.97 1573378.179 1467873.483 1527888.489 1318232.259 1427885.229 1459422.387 1841644.533 6181015.317 1351644.801 1377741.774 dIMP 69571.236 93850.728 96202.32 129531.018 48588.51 63600.258 95882.436 71049.195 235380.402 21294.399 96537.147 44682.414 L-tryptophan 343610370 466898199.2 496798523.6 391417436.9 387185957.5 349588428.7 1146398374 1000746914 1023216337 1071896163 911965936 944622574.6 laurate 24193087.85 24631422.91 23183099.49 22290691.62 20466813.45 18424385.16 23270810.61 19807836.55 36945717.7 24263854.23 21965446.23 20992154.29 omega hydroxy dodecanoate (n-C12:0) 1216762.227 951030.123 1009615.836 868786.005 1025945.79 945742.938 1338069.588 932090.844 1917029.136 1112776.842 929075.673 822062.589 Dodecanedioic acid 2168713.893 1963851.477 1658785.113 1562531.346 1613924.448 2058002.466 2257254.006 1614903.432 2589087.174 1733138.04 1728812.664 1680162.279 fructosyllysine 825586.281 1182807.528 1091301.588 731611.368 810044.844 711858.372 1096868.58 839297.016 748374.507 1280373.462 643961.871 621893.274 tetradecenoate (n-C14:1) 1326769.95 1058575.809 969160.899 908791.248 766597.827 617447.775 713851.617 729501.093 1034783.055 908560.788 706778.085 728462.808 myristate 51933277.63 45664762.49 49707485.45 40833864.44 46249067.58 35874964.45 42013259.39 34935616.55 70537628.72 45782368.77 36102902.92 39055687.75 6(S)-hydroxy-tetradeca-2E4E8Z-trienoate/6(R)-hydroxy-tetradeca-2E4E8Z-trienoate 47964.459 83820.519 72411.639 56937.735 37723.827 138740.433 83901.456 103055.238 153577.473 114872.577 48333.345 57330.399 omega hydroxy tetradecanoate (n-C14:0) 1168265.715 569556.525 840317.802 871250.217 971819.475 1010011.176 1477726.455 646555.956 2069095.182 1336308.024 652543.137 720737.451 3(S)6(R)-dihydroxy-tetradec-8Z-enoate/3(S)6(S)-dihydroxy-tetradec-8Z-enoate 960161.259 607324.557 706906.767 727119.282 857897.718 940366.782 1247418.117 678664.284 1303589.346 957646.956 687015.837 794426.1 pentadecanoate 23783902.37 18607122.46 19834724.52 18706625.57 19005494.34 16382179.8 19396263.19 16857509.12 25782934.18 18787804.86 15783530.16 16534678.3 palmitoleate 38091672.91 23186804.69 21169749.69 18073419.31 18857809.49 16643491.12 22266249.03 25400876.35 22667269.19 16364722.34 18836179.02 17354856.66 palmitate 1089761902 1153550004 1016716453 862965931.2 1146680940 950762874.3 847134469.1 748278021.2 1179893608 988026298 884608393.4 1012239022 omega hydroxy hexadecanoate (n-C16:0) 9005177.127 4976950.086 7728111.009 7232233.077 8133293.967 7167157.716 10229483.24 6304718.937 13543058.46 11776183.81 5539172.787 6019503.798 11'-Carboxy-alpha-chromanol 1691603.184 1303660.707 1203144.567 1007888.367 1068150.138 1147563.546 1794986.922 919962.633 2713057.41 935530.407 1071798.309 956251.542 Hexadecanedioic acid 4237081.497 1983742.554 3167072.418 2930080.929 3950065.572 4169664.906 6264996.771 2041682.559 6734400.192 4718447.343 2399404.593 2832277.137 margarate 19133188.37 19492062.75 18987127.67 14182084.14 16601367.21 16584010.35 18494255.39 17260731.36 17458774.34 16392051.93 15726052.49 16238489.98 stearate 357280637.7 409664229.1 360797057.7 291537542.1 446670887.4 395403552 260792486.1 241547238.8 385073328.7 337540598.1 315307039.8 345346716.4 12,13-epoxy-9-hydroperoxy-10E-octadecenoate 7153.344 47041.737 10387.32 4646.592 5976.48 28446.54 56552.076 1000 54377.046 53087.958 3563.634 16254.723 estrone 3-sulfate 0 0 0 0 0 0 0 0 0 0 0 0 8,11,14-Eicosatrienoic acid (DGLA) 7241969.565 5686771.446 6281663.436 4633669.758 5372490.189 5393991.306 6780699.903 7554290.202 6083913.828 4592382.369 6003151.332 5987089.041 Eicosenoic acid 6260595.237 5896207.731 6292481.046 4114862.973 5437566.249 5525223.711 6217346.433 6301322.811 5676033.561 4649424.06 5545858.002 5021484.882 15(S)-Hydroxyeicosatrienoic acid 1454953.401 1302936.39 923784.855 969255.003 1021153.923 994562.361 1119265.248 1036641.312 581750.118 846227.736 985045.092 649217.214 N-Acetylneuraminate 9-phosphate 103259.655 62307.861 150003.225 70544.295 190778.427 94273.206 79346.844 61151.007 49779.573 1000 43397.289 79802.727 fructoselysine 3-phosphate 17720.598 26539.314 75886.38 105257.769 46419.372 10662.561 80072.727 54196.959 72916.17 69409.809 63176.187 47454.183 (R)-S-lactoylglutathionate 1000 18069.798 54763.698 1000 41133.822 16506.174 15936.06 8079.6 13218.984 41501.1 1000 49313.856 UDP-alpha-D-xylose 173021.391 228168.477 164201.598 225807.012 218755.476 155348.598 173269.71 159072.453 160046.772 254205.879 183987.522 160693.881 UDP-D-glucuronate 4804108.407 4743459.918 5312402.556 5322287.502 6367786.626 5986060.065 6288833.835 9448446.228 8596127.73 5446157.223 9317427.948 6922257.627 GDP-D-mannose 1938844.902 2045719.419 1788996.885 2010024.912 2208076.011 2183154.138 1940860.995 2543322.408 2406746.883 1957987.638 2164230.18 1896675.087 2-hydroxyamino-MeIQx-N2-(beta-1-glucosiduronyl)-2-hydroxyamino-3-8-dimethylimidazo[4-5-f]quinoxaline 0 0 0 0 0 0 0 0 0 0 0 0 docosanedioicacid 32813.631 32453.712 26016.048 26748.789 36713.535 92136.756 76911.612 26252.343 53983.533 17979.504 21783.87 87573.663 lithocholate 0 0 0 0 0 0 0 0 0 0 0 0 glycolithocholate 0 0 0 0 0 0 0 0 0 0 0 0 glycochenodeoxycholate 0 0 0 0 0 0 0 0 0 0 0 0 taurolithocholate 1000 1000 1000 1000 1000 1000 1000 1000 1000 1000 32007.798 1000 sulfoglycolithocholate 0 0 0 0 0 0 0 0 0 0 0 0 cholesterol sulfate 220781.736 92910.414 83915.802 101949.576 219198.933 212745.12 221216.04 394070.949 399995.733 111169.62 298883.01 159193.395 13-carboxy-alpha-tocopherol 39342.654 1000 1000 10008.756 9164.607 6629.331 1000 1000 1000 1000 1000 1000 3-oxopropanoate 0 0 0 0 0 0 0 0 0 0 0 0 Malonate/3-hydroxypyruvate 4969248.276 5927992.296 5235027.273 5587400.673 4963294.587 5613718.5 9251364.747 5270360.673 10482687.85 8081047.98 6704047.938 5738653.161 D-glycerate 27664228.39 32297141.5 28797100.66 27155486.85 26342827.59 25610930.6 35602204.56 30453170.28 40773600.41 46005302.56 27922726.71 26362761.47 1,3-diphosphoglycerate /2,3-diphosphoglycerate /(1,3BPG or2,3BPG) 0 0 0 0 0 0 0 0 0 0 0 0 C4H6O3(3) 20887894.7 17174062.12 14892155.19 12823517.44 12145994.31 11322575.64 16332566.66 10724324.97 8586822.798 6859838.679 6316810.059 6071588.448 C4H8O3(3) 35357164.88 55425700.07 66024461.85 41272043.41 40631476.07 46455716.2 101125899.1 72417193.12 98812555.22 78212697.26 65046777.3 72318412.65 5-oxoproline/L-1-Pyrroline-3-hydroxy-5-carboxylate 33807089.99 43457210.36 33464489.55 39661096.7 36517135.58 39615811.4 29443148.95 29296715.75 27321797.58 31618305.35 27850722.97 28512766.37 itaconate/Mesaconate 15136768.07 17539019.33 18492746.56 16159122.55 15882925.4 14279565.8 19029537.59 17282328.04 16908789.38 14897062.4 13160368.98 14130515.17 L-4-hydroxyglutamate semialdehyde 795911628.6 904969401.9 838166181.1 879055216.3 903180195.3 864995127.9 609792992.1 674259535.1 576768213.4 318345626.4 593185704.8 513855410.6 C5H10O5(6) 2215572.792 1848737.535 1967521.032 1788707.808 1883369.433 1790386.212 1114374.99 669982.749 756913.173 485929.653 702056.844 689411.256 L-arabinitol/xylitol/D-ribitol 3139917.903 4593532.239 4456638.888 4188627.648 3538677.486 3697399.698 7293277.716 7509707.964 8185839.87 10969158.45 8237323.14 7708232.079 L-xylonate/L-lyxonate 17120316.5 23484908.95 21413491.5 24449020.26 23052366.39 20088695.74 20682145.31 19541615.56 17643790.25 18334842.77 13279833.39 13199047.55 2-deoxy-D-ribose 5-phosphate/2-Deoxy-D-ribose 1-phosphate 55713.555 50259.3 60382.164 49491.621 52502.553 66379.848 77858.325 76080.213 78562.932 98431.644 73194.399 59684.589 ribose-phosphate 1917827.958 2825444.097 3198317.52 2442091.161 2560156.458 2949311.184 3452930.727 3208458.582 3617658.423 3462106.758 3920467.692 3813963.543 3-methyl-2-oxopentanoate/4-methyl-2-oxopentanoate(ketoleucine) 17488814.44 25545010.74 32407650.67 21333599.32 18774086.68 19741600.01 37682480.91 30729588.17 45513679.28 200674882.2 27389007.49 34173446.77 N-Formimidoyl-L-glutamate 2798203.836 4183802.379 3214468.029 3234878.979 3233360.646 3047615.562 2782624.377 2842296.621 2791011.483 5043064.038 2161474.953 2248801.212 N-acetyl-L-aspartate/2-Amino-3-oxoadipate 924250927.1 901512777 801283529.1 972088875.4 910306188.8 866151164.4 845683843.8 873100222.7 886648548.7 888575150.3 780747536.7 709000594.3 C6H12O6(5) 33133697.9 26400967.38 24853766.92 34229936.56 33626942.84 31782389.36 28481254.93 30897755.63 28691876.95 23492534.26 30141690.15 26165636.29 L-Iditol/D-glucitol/galactitol 1549.218 1000 1000 22040.526 8636.04 10163.043 1000 1394.91 1000 1000 1000 1000 3-dehydro-L-gulonate/D-glucuronate/L-iduronate 19463022.72 17522534.31 15584130.03 17418658.76 16363672.29 21307849.71 15322086.24 14185193.19 12971707.36 15425247.2 14749409.27 14419855.32 gulonate 5050913.235 5312075.496 6552403.863 4527248.037 5571793.695 4951055.019 12110437.78 9811169.625 8976669.438 10581149.44 9301061.241 9633348.054 5-Methylthio-5-deoxy-D-ribulose 1-phosphate/5-Methylthio-5-deoxy-D-ribose 1-phosphate 0 0 0 0 0 0 0 0 0 0 0 0 Methylisocitric acid/2-methylcitrate 9282799.752 9866442.531 10217847.88 10662388.45 10521233.94 9409083.06 28095310.68 35745469.55 34979652.76 51518545.8 33852193.63 30637848.67 phenylacetate/(4-hydroxyphenyl)acetaldehyde 5193400.512 4760851.947 3858721.347 3143186.781 3223257.96 3530135.988 4999180.374 3994683.453 7657758.924 4364113.02 3795045.576 3839921.04 4-Hydroxyphenylacetate/2-Hydroxyphenylacetate/3,4-Dihydroxyphenylacetaldehyde 4820726.838 9004284.309 4250305.227 4632735.831 4147653.477 4866618.492 5716685.664 4478032.968 5361103.686 5795575.068 4382773.632 4552757.688 N-formylanthranilate/noradrenochrome 3362844.249 5284192.626 5602840.857 3996616.644 4782040.956 4787933.121 2837255.664 2230174.014 2405746.716 2476491.06 3457911.375 2494687.881 4-hydroxy-2-nonenal/3,4-epoxynonanal 1888247.895 3134543.709 1221631.644 1496591.931 1541614.536 1440549.831 1435680.945 1387975.032 1894118.232 1531600.986 1468689.759 1507378.413 adrenochrome/N-benzoylglycinate 218210886.4 177933556.9 234281488.9 192546163.6 248907029.8 200048114.8 89301102.93 46500226.67 48981278.04 51486394.06 40695753.98 59500730.64 4(R)-hydroxy-dodec-6Z-enoate/4(S)-hydroxy-dodec-6Z-enoate 3864103.5 4456556.691 4703869.791 3665203.023 3956853.33 4094636.349 5519956.035 3612411.09 7940517.366 4856558.334 3675906.813 3358867.641 C14H24O3(4) 311514.258 208640.97 203498.496 236933.76 80006.25 143689.794 205714.572 173064.531 271283.157 161707.008 183008.238 202272.546 3-oxo-6(R)-hydroxy-tetradec-8-cis-enoate/3-oxo-6(S)-hydroxy-tetradec-8Z-enoate 696908.037 703904.934 660501.135 638601.405 551026.74 516439.686 1010796.06 476215.881 874363.005 681487.341 589250.481 639799.896 8(R)-hydroxy-hexadeca-2E4E6E10Z-tetraenoate/8(S)-hydroxy-hexadeca-2E4E6E10Z-tetraenoate 526109.883 522199.026 297190.749 203589.735 275692.218 267202.71 366930.447 298559.82 931199.982 249930.81 304032.765 191639.619 C16H26O3(4) 472578.57 444483.993 423716.838 445307.427 393040.8 455267.322 561632.682 483429.762 734597.595 345691.335 374916.756 381565.995 3-oxo-8(R)-hydroxy-hexadeca-6E10Z-dienoate/3-oxo-8(S)-hydroxy-hexadeca-6E10Z-dienoate 360986.664 417325.896 434716.269 348525.099 270642.687 413292.492 618024.588 336349.389 829557.906 491425.785 480387.315 361171.026 linoleic acid/linoelaidic acid (all trans C18:2)/octadecadienoate (n-C18:2) 58702375.81 40159833.54 42104529.28 29453927.54 33846757.6 28243845.36 44557005.92 47774742.47 40944229.29 29981820.27 33870414.08 34119039.58 oleic acid/elaidate/trans-vaccenate 258248312.5 270112753.4 231095966.9 159637419 208660732.8 185146667.1 228350273.7 224378868.6 209253449 154785669.3 191488862.7 192022020.5 9(10)-EpOME/12(13)-EpOME 915444.267 5311944.873 587982.708 539171.226 1418530.935 444973.716 685575.747 420895.377 653844.987 586478.049 542906.415 505029.87 9,10-hydroxyoctadec-12(Z)-enoate/12,13-hydroxyoctadec-9(Z)-enoate 2886980.31 3998555.403 1722055.809 2085287.193 3011212.593 2309772.039 2734753.848 1432856.394 2876520.345 2606340.153 1374634.239 2066117.976 pristanic acid 1142745.735 1174327.056 1106890.191 814677.282 1122028.692 1099372.962 1139765.628 1218444.99 1261513.422 1037849.211 1122804.123 1008366.978 C20H30O2(4) 101840371.1 61850385.12 61341426.46 61548735.01 65565858.69 68194121.86 65311604.43 71475510.68 65566241.37 55229344.93 69876637.43 60900918.59 arachidonic acid 27973414.56 19176470.55 19057313.8 19586199.42 20727787.29 20638389.09 18860369.13 19972821.19 17379383.24 14813224.52 19801114.69 17257905.8 phytanic acid/arachidic acid 2838204.822 3211252.032 2837492.847 2403471.294 3233544.201 2986227.213 2689383.639 3018224.937 4004809.281 3042286.269 3242162.484 2811442.083 C20H30O3(6) 332360.484 541309.503 260051.172 445588.104 352991.355 442055.685 388383.306 307237.293 450315.117 274821.435 455516.544 283809.477 C20H32O3(12) 50139.276 113718.474 106418.841 150247.8 90351.648 103619.928 128424.696 129579.948 117047.466 191648.898 186934.599 121768.011 C20H30O4(18) 110945.724 443304.822 126561.786 172850.952 76606.668 138354.906 155742.609 190858.323 113940.192 131277.861 188656.185 149982.12 C20H32O4(21) 245818.476 313284.357 495009.321 444643.56 457622.298 221019.003 410892.372 387194.808 163902.462 242817.279 352839.915 296320.308 C20H34O4(4) 91272.753 1000 1000 38923.473 1000 1000 1000 1788.6 1000 1000 1000 4545.315 docosahexaenoate(DHA) 355478321.6 219927781.1 257642065.3 262664574.3 279173246.6 271564493.4 243112757.7 254122353.1 232109313.3 195465752.1 258748313.9 218940877.2 clupanodonic acid/docosa-4,7,10,13,16-pentaenoic acid 25340189.15 17134703.3 18677352.18 17021033.63 19282088.59 18492182.33 19989774.92 21477222.73 19438732.07 13847672.51 19862494.74 17709952.3 UDP-D-glucose/UDP-D-galactose 27332283.21 26839529.16 28425055.92 30351436.77 30182987.11 28393871.18 24408223.17 31063768.22 28967443.78 26007109.4 26935977.61 24959609.06 ADP-mannose/GDP-L-fucose/ADP alpha-D-glucoside 1807468.281 1824555.75 1980365.313 1669776.294 1940406.135 1655335.782 1577952.516 2053162.554 2015585.073 1743754.167 1800185.142 1683392.7 UDP-N-acetyl-alpha-D-glucosamine/UDP-N-acetyl-alpha-D-galactosamine 48940381.79 47705778.16 48529175.4 53557479.18 51239614.09 47179079.82 43489120.29 52407987.29 46583873.35 59176221.83 47298162.59 46273228.92 Taurodeoxycholic acid/taurochenodeoxycholate 2100902.151 1525220.802 1360030.92 1890960.228 1492835.958 1847834.259 314747.703 405141.393 311887.8 279241.968 471502.392 309009.51 C27H46O4(3) 1000 1000 1000 17482.608 1000 2958.669 1000 1000 1000 1000 1000 86266.635 3alpha-7alpha-12alpha-Trihydroxy-5beta-cholestanoate/3alpha-7alpha-12alpha-25-tetrahydroxy-5beta-cholestane-24-one 1000 8992.32 1000 7429.56 8707.908 3329.844 1000 1000 1000 1000 6733.8 1000 Ercalcitriol 0 0 0 0 0 0 0 0 0 0 0 0 4alpha-5-epoxy-8alpha-hydroperoxytocopherone/7-8-epoxy-8alpha-hydroperoxytocopherone 1000 1000 1000 1000 1000 1000 1000 1000 1000 1000 3105.933 9111.609 L-isoleucine/L-leucine 1917663172 3061144819 3470673932 2485956126 2499572391 2420581654 3690727289 3297983285 3467240286 6321771809 3162607987 3780573977 thiosulfate 163592923.5 5718597.474 4489893.291 5903546.88 7364818.164 7065326.148 2738258.883 5386306.086 8999295.063 5958439.899 10480572.72 5532071.331 Diphosphate 40923517.87 73309877.23 75459468.04 70870995.98 80462118.2 77172275.08 70716136.18 84073615.18 54887999.47 63641810.96 99941238.23 94610464.72 L-cysteate 728811.453 515906.367 457867.242 222077.685 294476.151 235135.887 428920.86 343911.639 484513.476 546550.758 267158.997 253552.659 D-Glucuronate 1-phosphate 881324.097 618095.202 531204.048 673834.689 652353.504 779043.12 3691890.114 5195764.047 5101057.962 1831621.173 4725873.39 4294209.648 N-acetyl-L-cystathionine 713244.294 1176862.761 1544943.312 963886.26 993140.043 750365.559 1651696.842 1924142.712 1537452.759 1634990.172 1232130.876 1237440.435 dCTP 99468.105 57995.73 87562.542 74521.269 119934.27 72011.268 75135.069 132768.366 95063.223 66851.613 41661.603 25158.174 L-glutamate 774213923.1 887820298 823373144 858687817.5 882921070.5 844781542.8 598096369.7 661280555.5 565952924.7 313196256.1 581737155.9 504904018.1 myo-inositol 31264569.76 24239033.53 23265170.44 32305336.88 32042280.58 30463290.98 26924246.7 29691614 27317636.32 22332353.55 29376510.95 25398731.39 uracil 2717235.183 2290628.724 1959999.06 2430528.897 3088320.618 2782888.155 3282854.97 3479298.039 3288950.373 6446931.426 3770746.794 3606915.741 aspartate 208387338.5 199489459.6 168049617.3 233715388.9 234086072.1 229568772.5 261272115.3 281001159.3 304921930.8 186578303.6 260820113.9 244857748.3 5-O-phosphonato-alpha-D-ribofuranosyl diphosphate 0 0 0 0 0 0 0 0 0 0 0 0 Hypoxanthine 857684290 1114307555 1048014641 1142974557 1018667067 1086129821 910935172.3 872054844.9 1047828916 989184853.5 907668091.4 781964446.4 5-Amino-1-(5-Phospho-D-ribosyl)imidazole-4-carboxamide 12508.764 33075.42 28749.774 33293.298 8093.544 65221.104 34625.142 17016.894 11578.32 1000 117431.856 69826.83 IMP 25376680.14 82254729.54 34474269.01 21744877.51 97605129.14 125698607 111332941.9 54655431.22 81108489.97 74061179.11 412314150.7 367075946 GMP 7882033.605 9265959.003 7461807.624 8085356.868 10754840.15 16570165.38 13926952.6 11007963.87 14656509.4 11039041.92 27088941.23 23331418.83 GDP 9982245.144 9112406.898 9573674.55 9780236.961 12621161.17 11388476.31 10312302.32 11905937.94 9615934.908 9807727.305 11989048.59 11310577.76 GTP 10317117.97 6521427.594 9227729.952 9827239.764 12671744.22 7192347.552 5416497.999 7652311.98 5236491.399 6016069.113 4058680.755 4330472.991 AMP 71281414.26 88326781.36 75358701.18 103030499.6 133223027.3 167737211.6 108081944.7 104183960.2 110447064.8 117387798.7 225644897.8 212335440.9 ADP 95309860.04 120991797.1 125304928.3 126245634.1 147534050.9 143795343 127317590.9 138907423.6 136761213.2 130697198.1 110838221.7 106285366.8 ATP 311280840.5 189237046.8 303384204.7 235170037.9 335561965.7 173295465.1 168381415.2 233434222.1 165318114.5 164328825.4 92448938.52 102492748 orotate 519374.922 356705.469 510978.936 470381.304 490733.538 460011.303 441523.2 309998.718 536158.359 350881.233 376618.287 352165.065 CMP 4038905.283 4883852.202 4557605.13 3993163.617 4615056.408 6867866.55 6771046.089 5834748.852 8219674.086 6774240.978 9562893.267 9159492.87 CDP 4636451.376 4586292.213 4925616.192 5016757.668 6740488.968 6275784.648 5829386.04 5830771.212 6256170.186 6293417.775 8619427.584 7793276.538 CTP 7061494.617 4832463.45 7352272.887 7375993.839 9519601.587 5213368.584 4179263.859 6313922.343 4341164.304 5931243.651 3218787.891 3471421.884 UMP 33309851.34 32892651.44 29570342.57 31549954.65 33286280.96 40607710.17 34789078.58 36602416.08 37111622.86 38185253.54 48136412.39 43908299.94 UDP 14378824.16 14810950.31 16734915.95 17462771.72 21478210.24 21302405.23 18280136.32 19402941.01 19887701.18 16829916.28 26604486.88 24112408.61 UTP 26831289.13 17228525.59 26541264.85 22582332.64 31554772.51 16896267.52 15458173.25 20599162.61 15033172.67 16502503.43 10416672.54 11009465.83 dUDP 446472.918 196483.284 147062.214 208672.077 212951.67 206483.943 116535.21 121177.071 380759.967 220381.215 140305.677 87090.786 inosine 101463240.5 126116915.3 132503349.3 93985298.87 155019377.1 96487069.44 176976785.9 127336954.8 152420398.7 129632114.8 193378336.3 167416764.6 guanosine 14405001.87 21130169.93 17210785.94 18096023.31 18014018.5 17889524.07 25399387.54 25308355.81 30404882.6 53135559.87 25688139.17 26041909.84 cytidine 10309588.1 10457599.31 10861601.54 11733020.5 12079337.56 11456427.14 15607407.29 17929592.54 15788142.45 27523559.55 17833553.22 19293324.43 uridine 40166002.16 32506806.78 34230224.54 48743048.43 44591319.62 49957866.57 60022990.08 62863778.79 55230832.3 87415153.55 57775892.37 63847261.91 Thymidine 355391.907 306650.526 403081.761 352952.346 467420.547 396041.28 2757566.28 1595564.019 4173019.686 11900263.68 1446656.649 1570161.843 Deoxyinosine 1579926.303 1538667.078 1576302.081 1677753.411 1584762.792 1533505.329 2814823.665 2880757.989 4230593.472 13629210.47 2584377.597 2555832.342 Deoxyuridine 223044.678 358094.28 481880.169 314129.307 350876.451 202566.186 5180392.989 1885776.27 5469989.634 5337677.697 1610554.194 1857124.167 alpha-D-glucose 81965250.54 86425526.42 77651457.27 78845729.52 78283734.88 69600233.64 57887771.28 31626719.44 36658987.43 23763785.15 26803467.01 23825599.45 G6P/F6P 90462594.15 93743210.33 92307199.13 93407412.91 107957590.5 84390187.78 80217457.08 88229073.06 80196955.16 59735429.55 91511282.14 77991040.2 beta-D-Fructose 1,6-bisphosphate 20783151.1 19736362.68 24033880.58 27748057.16 37358635.89 32846322.26 16344786.81 24105967.31 16024975.13 12472367.72 29028712.84 27625541.8 Dihydroxyacetone phosphate 2268848.157 2298079.107 2455291.383 2775262.803 3373376.181 2766462.939 1906549.026 2285720.793 1533396.522 1920879.072 2894796.474 2629656.399 D-Glycerate 3-phosphate/D-Glycerate 2-phosphate 19927889.67 28265174.83 34041866.93 29004884.88 33633410.03 40402292.64 26822061.53 29799489.95 24217762.93 18263089.13 33554019.65 33617721.77 Phosphoenolpyruvate 6199116.12 7813773.336 8930758.842 7222811.595 6854687.745 8384232.765 5779978.347 6279782.382 6363780.078 4432371.114 6778697.361 6717046.83 lactate 833702949.8 907585357 912686521.8 1001747927 804738591.7 859552235.1 1068913051 942874661.7 1095784931 1267416407 1090924249 1088816135 citrate/isocitrate 803818661.5 1059814755 1154572271 722485083.9 898641897 677495862.7 1288146299 1052638328 1131335362 989649164.2 721886290.7 825573211.6 cis-aconitate 6633767.955 9562969.134 10226775.27 6353358.444 7176690.435 5419180.659 11072519.15 9194168.676 9084001.08 8418253.995 5475587.616 6005721.108 2-oxoglutarate 3433163.7 2893007.172 3687835.38 2836470.234 2801260.614 1811393.952 2146590.048 2308671.117 2645886.993 1590092.931 1723633.26 1409428.47 succinate 53441688.2 67334531.75 66618762.78 60599988.44 55163680.45 51057592.08 53250488.23 57682653.23 49970250.62 50744807.89 48508907.13 46475273.08 fumarate 42080109.2 43955200.19 47876223.32 44821067.65 49376690.77 44530472.25 60197740.49 64654453.79 60234611.34 56146898.67 67853003.8 64225853.95 malate 400049986.9 432982722.4 481691697.5 443315037.7 471837222.3 437499934.9 570374332.1 622498313.4 572172903.5 565697845.5 666593132.3 636631108.8 acetoacetate 25003539.27 20835050.02 15421858.53 15380908.25 12800018.73 10409868.51 21346737.62 16578550.65 15868394.82 12079638.59 10901278.41 9907409.919 2-Hydroxyglutarate 6468353.637 7117461.072 7355781.819 6427023.024 6105615.321 5404609.155 6852493.926 6045101.718 7661630.16 11119573.48 5532689.985 5099459.238 dUMP 0 0 0 0 0 0 0 0 0 0 0 0 dTMP 0 0 0 0 0 0 0 0 0 0 0 0 dTTP 78289.89 31910.775 173077.284 12203.334 93847.701 19825.626 53381.355 60484.182 43933.617 94812.06 1000 27399.528 dATP 0 0 0 0 0 0 0 0 0 0 0 0 ADP-ribose 553582.683 200301.291 232530.087 213639.81 281520.588 261922.383 152243.688 416814.378 228150.171 169252.977 192392.202 232394.115 NADH 91683.78 210002.628 163873.596 143399.637 231152.586 152841.678 124199.928 205983.807 95543.217 21453.63 216892.257 119423.895 NADPH 0 0 0 0 0 0 0 0 0 0 0 0 pyruvate 14997715.33 14823997.52 12161094.77 12328665.29 12537214.67 11176975.01 13546814.43 12699796.49 15272399.44 13182870.45 12997343.96 12256222.04 MS_METABOLITE_DATA_END #METABOLITES METABOLITES_START metabolite_name Chemical formula oxalate C2H2O4 Hypotaurine C2H7NO2S Taurine C2H7NO3S C3H4O2(3) C3H4O2 Glycerol 3-phosphate C3H9O6P O-Phospho-L-serine C3H8NO6P L-erythrulose C4H8O4 L-threonate C4H8O5 allantoate C4H8N4O4 D-Erythrose 4-phosphate C4H9O7P N-phosphocreatinate C4H10N3O5P 3-methyl-2-oxobutanoate C5H8O3 beta-hydroxy-beta-methylbutyrate C5H10O3 Xanthine C5H4N4O2 7,9-dihydro-1H-purine-2688(3H)-trione C5H4N4O3 N-Carbamoyl-L-aspartate C5H8N2O5 5-Hydroxyisourate C5H4N4O4 5-Phospho-beta-D-ribosylamine C5H12NO7P (R)-2-hydroxy-4-methylpentanoate C6H12O3 4-nitrophenolate C6H5NO3 2-methylglutaconic acid C6H8O4 adipic acid C6H10O4 lysine C6H14N2O2 2-aminomuconate C6H7NO4 2-oxoadipate C6H8O5 erythro-5-hydroxy-L-lysinium C6H14N2O3 arginine C6H14N4O2 4-Nitrophenyl sulfate C6H5NO6S L-Fucose 1-phosphate C6H13O8P D-Glucosamine 6-phosphate C6H14NO8P 6-Phosphogluconic acid C6H13O10P 4-hydroxybenzoate/Gentisate aldehyde C7H6O3 quinolinate C7H5NO4 2-acetamido-5-oxopentanoate C7H11NO4 N-acetyl-L-glutamate C7H11NO5 L-cystathionine C7H14N2O4S N1-(5-Phospho-D-ribosyl)glycinamide C7H15N2O8P Sedoheptulose 7-phosphate C7H15O10P sedoheptulose 1,7-bisphosphate C7H16O13P2 fructoseglycine C8H15NO7 Sulfate derivative of norepinephrine C8H11NO6S N2-Formyl-N1-(5-phospho-D-ribosyl)glycinamide C8H15N2O9P nonanoate C9H18O2 4-hydroperoxy-2-nonenal C9H16O3 Azelaic acid C9H16O4 (R)-Pantothenate C9H17NO5 carnosine C9H14N4O3 gama-L-glutamyl-L-alpha-aminobutyrate C9H16N2O5 Galactosylglycerol C9H18O8 S-[2-carboxy-1-(1 H-imidazol-4-yl)ethyl]-L-cysteine C9H13N3O4S N-acetyl-seryl-aspartate C9H14N2O7 3-Deoxy-D-glycero-D-galacto-2-nonulosonic acid C9H16O9 2-keto-3-deoxy-D-glycero-D-galactononic acid 9-phosphate C9H17O12P Perillic acid C10H14O2 trans-4,5-epoxy-2(E)-decenal C10H16O2 caprate C10H20O2 kynurenate C10H7NO3 N(omega)-(L-Arginino)succinate C10H18N4O6 dIMP C10H13N4O7P L-tryptophan C11H12N2O2 laurate C12H24O2 omega hydroxy dodecanoate (n-C12:0) C12H24O3 Dodecanedioic acid C12H22O4 fructosyllysine C12H24N2O7 tetradecenoate (n-C14:1) C14H26O2 myristate C14H28O2 6(S)-hydroxy-tetradeca-2E4E8Z-trienoate/6(R)-hydroxy-tetradeca-2E4E8Z-trienoate C14H22O3 omega hydroxy tetradecanoate (n-C14:0) C14H28O3 3(S)6(R)-dihydroxy-tetradec-8Z-enoate/3(S)6(S)-dihydroxy-tetradec-8Z-enoate C14H26O4 pentadecanoate C15H30O2 palmitoleate C16H30O2 palmitate C16H32O2 omega hydroxy hexadecanoate (n-C16:0) C16H32O3 11'-Carboxy-alpha-chromanol C16H22O4 Hexadecanedioic acid C16H30O4 margarate C17H34O2 stearate C18H36O2 12,13-epoxy-9-hydroperoxy-10E-octadecenoate C18H32O5 estrone 3-sulfate C18H22O5S 8,11,14-Eicosatrienoic acid (DGLA) C20H34O2 Eicosenoic acid C20H38O2 15(S)-Hydroxyeicosatrienoic acid C20H34O3 N-Acetylneuraminate 9-phosphate C11H20NO12P fructoselysine 3-phosphate C12H25N2O10P (R)-S-lactoylglutathionate C13H21N3O8S UDP-alpha-D-xylose C14H22N2O16P2 UDP-D-glucuronate C15H22N2O18P2 GDP-D-mannose C16H25N5O16P2 2-hydroxyamino-MeIQx-N2-(beta-1-glucosiduronyl)-2-hydroxyamino-3-8-dimethylimidazo[4-5-f]quinoxaline C17H19N5O7 docosanedioicacid C22H42O4 lithocholate C24H40O3 glycolithocholate C26H43NO4 glycochenodeoxycholate C26H43NO5 taurolithocholate C26H45NO5S sulfoglycolithocholate C26H43NO7S cholesterol sulfate C27H46O4S 13-carboxy-alpha-tocopherol C29H48O4 3-oxopropanoate C3H4O3 Malonate/3-hydroxypyruvate C3H4O4 D-glycerate C3H6O4 1,3-diphosphoglycerate /2,3-diphosphoglycerate /(1,3BPG or2,3BPG) C3H8O10P2 C4H6O3(3) C4H6O3 C4H8O3(3) C4H8O3 5-oxoproline/L-1-Pyrroline-3-hydroxy-5-carboxylate C5H7NO3 itaconate/Mesaconate C5H6O4 L-4-hydroxyglutamate semialdehyde C5H9NO4 C5H10O5(6) C5H10O5 L-arabinitol/xylitol/D-ribitol C5H12O5 L-xylonate/L-lyxonate C5H10O6 2-deoxy-D-ribose 5-phosphate/2-Deoxy-D-ribose 1-phosphate C5H11O7P ribose-phosphate C5H11O8P 3-methyl-2-oxopentanoate/4-methyl-2-oxopentanoate(ketoleucine) C6H10O3 N-Formimidoyl-L-glutamate C6H10N2O4 N-acetyl-L-aspartate/2-Amino-3-oxoadipate C6H9NO5 C6H12O6(5) C6H12O6 L-Iditol/D-glucitol/galactitol C6H14O6 3-dehydro-L-gulonate/D-glucuronate/L-iduronate C6H10O7 gulonate C6H12O7 5-Methylthio-5-deoxy-D-ribulose 1-phosphate/5-Methylthio-5-deoxy-D-ribose 1-phosphate C6H13O7PS Methylisocitric acid/2-methylcitrate C7H10O7 phenylacetate/(4-hydroxyphenyl)acetaldehyde C8H8O2 4-Hydroxyphenylacetate/2-Hydroxyphenylacetate/3,4-Dihydroxyphenylacetaldehyde C8H8O3 N-formylanthranilate/noradrenochrome C8H7NO3 4-hydroxy-2-nonenal/3,4-epoxynonanal C9H16O2 adrenochrome/N-benzoylglycinate C9H9NO3 4(R)-hydroxy-dodec-6Z-enoate/4(S)-hydroxy-dodec-6Z-enoate C12H22O3 C14H24O3(4) C14H24O3 3-oxo-6(R)-hydroxy-tetradec-8-cis-enoate/3-oxo-6(S)-hydroxy-tetradec-8Z-enoate C14H24O4 8(R)-hydroxy-hexadeca-2E4E6E10Z-tetraenoate/8(S)-hydroxy-hexadeca-2E4E6E10Z-tetraenoate C16H24O3 C16H26O3(4) C16H26O3 3-oxo-8(R)-hydroxy-hexadeca-6E10Z-dienoate/3-oxo-8(S)-hydroxy-hexadeca-6E10Z-dienoate C16H26O4 linoleic acid/linoelaidic acid (all trans C18:2)/octadecadienoate (n-C18:2) C18H32O2 oleic acid/elaidate/trans-vaccenate C18H34O2 9(10)-EpOME/12(13)-EpOME C18H32O3 9,10-hydroxyoctadec-12(Z)-enoate/12,13-hydroxyoctadec-9(Z)-enoate C18H34O4 pristanic acid C19H38O2 C20H30O2(4) C20H30O2 arachidonic acid C20H32O2 phytanic acid/arachidic acid C20H40O2 C20H30O3(6) C20H30O3 C20H32O3(12) C20H32O3 C20H30O4(18) C20H30O4 C20H32O4(21) C20H32O4 C20H34O4(4) C20H34O4 docosahexaenoate(DHA) C22H32O2 clupanodonic acid/docosa-4,7,10,13,16-pentaenoic acid C22H34O2 UDP-D-glucose/UDP-D-galactose C15H24N2O17P2 ADP-mannose/GDP-L-fucose/ADP alpha-D-glucoside C16H25N5O15P2 UDP-N-acetyl-alpha-D-glucosamine/UDP-N-acetyl-alpha-D-galactosamine C17H27N3O17P2 Taurodeoxycholic acid/taurochenodeoxycholate C26H45NO6S C27H46O4(3) C27H46O4 3alpha-7alpha-12alpha-Trihydroxy-5beta-cholestanoate/3alpha-7alpha-12alpha-25-tetrahydroxy-5beta-cholestane-24-one C27H46O5 Ercalcitriol C28H44O3 4alpha-5-epoxy-8alpha-hydroperoxytocopherone/7-8-epoxy-8alpha-hydroperoxytocopherone C29H50O5 L-isoleucine/L-leucine C6H13NO2 thiosulfate H2O3S2 Diphosphate H4O7P2 L-cysteate C3H7NO5S D-Glucuronate 1-phosphate C6H11O10P N-acetyl-L-cystathionine C9H16N2O5S dCTP C9H16N3O13P3 L-glutamate C5H9NO4 myo-inositol C6H12O6 uracil C4H4N2O2 aspartate C4H7NO4 5-O-phosphonato-alpha-D-ribofuranosyl diphosphate C5H13O14P3 Hypoxanthine C5H4N4O 5-Amino-1-(5-Phospho-D-ribosyl)imidazole-4-carboxamide C9H15N4O8P IMP C10H13N4O8P GMP C10H14N5O8P GDP C10H15N5O11P2 GTP C10H16N5O14P3 AMP C10H14N5O7P ADP C10H15N5O10P2 ATP C10H16N5O13P3 orotate C5H4N2O4 CMP C9H14N3O8P CDP C9H15N3O11P2 CTP C9H16N3O14P3 UMP C9H13N2O9P UDP C9H14N2O12P2 UTP C9H15N2O15P3 dUDP C9H14N2O11P2 inosine C10H12N4O5 guanosine C10H13N5O5 cytidine C9H13N3O5 uridine C9H12N2O6 Thymidine C10H14N2O5 Deoxyinosine C10H12N4O4 Deoxyuridine C9H12N2O5 alpha-D-glucose C6H12O6 G6P/F6P C6H13O9P beta-D-Fructose 1,6-bisphosphate C6H14O12P2 Dihydroxyacetone phosphate C3H7O6P D-Glycerate 3-phosphate/D-Glycerate 2-phosphate C3H7O7P Phosphoenolpyruvate C3H5O6P lactate C3H6O3 citrate/isocitrate C6H8O7 cis-aconitate C6H6O6 2-oxoglutarate C5H6O5 succinate C4H6O4 fumarate C4H4O4 malate C4H6O5 acetoacetate C4H6O3 2-Hydroxyglutarate C5H8O5 dUMP C9H13N2O8P dTMP C10H14N2O8P dTTP C10H17N2O14P3 dATP C10H16N5O12P3 ADP-ribose C15H23N5O14P2 NADH C21H29N7O14P2 NADPH C21H30N7O17P3 pyruvate C3H4O3 METABOLITES_END #END