#METABOLOMICS WORKBENCH taq5016_20240507_045101 DATATRACK_ID:4819 STUDY_ID:ST003224 ANALYSIS_ID:AN005286 PROJECT_ID:PR002010 VERSION 1 CREATED_ON May 29, 2024, 8:13 pm #PROJECT PR:PROJECT_TITLE The Ataxia-Telangiectasia Mutated Kinase Inhibitor AZD0156 is a Potent Inhibitor PR:PROJECT_TITLE of Plasmodium Phosphatidylinositol 4-Kinase and is an Attractive Candidate for PR:PROJECT_TITLE Repositioning Against Malaria PR:PROJECT_SUMMARY Here we interrogated the in vitro metabolic effects of AZD0156 using ultra-high PR:PROJECT_SUMMARY performance liquid chromatography mass-spectrometry (UHPLC-MS). The resulting PR:PROJECT_SUMMARY metabolic fingerprints provide information on the parasite biochemical pathways PR:PROJECT_SUMMARY affected by pharmacologic intervention. We interrogate the metabolic effects on PR:PROJECT_SUMMARY the 3D7 parasite strain. The metabolic effects were compared to their parent PR:PROJECT_SUMMARY strain. The metabolic fingerprints provided show that certain biochemical PR:PROJECT_SUMMARY pathways are affected by the drug inhibitory effect. PR:INSTITUTE Pennsylvania State University PR:LAST_NAME Llinas PR:FIRST_NAME Manuel PR:ADDRESS W126 Millenium Science Complex, University Park, PA 16802 PR:EMAIL manuel@psu.edu PR:PHONE 814-867-3527 #STUDY ST:STUDY_TITLE The Ataxia-Telangiectasia Mutated Kinase Inhibitor AZD0156 is a Potent Inhibitor ST:STUDY_TITLE of Plasmodium Phosphatidylinositol 4-Kinase and is an Attractive Candidate for ST:STUDY_TITLE Repositioning Against Malaria ST:STUDY_SUMMARY Here we interrogated the in vitro metabolic effects of AZD0156 on the Plasmodium ST:STUDY_SUMMARY falciparum 3D7 parasite strain using ultra-high performance liquid ST:STUDY_SUMMARY chromatography mass-spectrometry (UHPLC-MS). The resulting metabolic ST:STUDY_SUMMARY fingerprints provide information on the parasite biochemical pathways affected ST:STUDY_SUMMARY by pharmacologic intervention. The metabolic effects were compared to their ST:STUDY_SUMMARY parent strain. The metabolic fingerprints provided show that certain biochemical ST:STUDY_SUMMARY pathways are affected by the drug inhibitory effect. ST:INSTITUTE Pennsylvania State University ST:LAST_NAME Llinas ST:FIRST_NAME Manuel ST:ADDRESS W126 Millenium Science Complex, University Park, PA 16802 ST:EMAIL manuel@psu.edu ST:PHONE 814-867-3527 #SUBJECT SU:SUBJECT_TYPE Cultured cells SU:SUBJECT_SPECIES Plasmodium falciparum SU:TAXONOMY_ID 5833 SU:GENOTYPE_STRAIN 3D7 #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 - ATQ1 Sample source:Plasmodium falciparum 3D7 | Treatment:ATQ Parasite Stage=MACS purified Troph; RAW_FILE_NAME(Raw file name)=ATQ1.mzXML SUBJECT_SAMPLE_FACTORS - ATQ2 Sample source:Plasmodium falciparum 3D7 | Treatment:ATQ Parasite Stage=MACS purified Troph; RAW_FILE_NAME(Raw file name)=ATQ2.mzXML SUBJECT_SAMPLE_FACTORS - ATQ3 Sample source:Plasmodium falciparum 3D7 | Treatment:ATQ Parasite Stage=MACS purified Troph; RAW_FILE_NAME(Raw file name)=ATQ3.mzXML SUBJECT_SAMPLE_FACTORS - AZD0156_1 Sample source:Plasmodium falciparum 3D7 | Treatment:AZD0156 Parasite Stage=MACS purified Troph; RAW_FILE_NAME(Raw file name)=AZD0156_1.mzXML SUBJECT_SAMPLE_FACTORS - AZD0156_2 Sample source:Plasmodium falciparum 3D7 | Treatment:AZD0156 Parasite Stage=MACS purified Troph; RAW_FILE_NAME(Raw file name)=AZD0156_2.mzXML SUBJECT_SAMPLE_FACTORS - AZD0156_3 Sample source:Plasmodium falciparum 3D7 | Treatment:AZD0156 Parasite Stage=MACS purified Troph; RAW_FILE_NAME(Raw file name)=AZD0156_3.mzXML SUBJECT_SAMPLE_FACTORS - ND1 Sample source:Plasmodium falciparum 3D7 | Treatment:ND Parasite Stage=MACS purified Troph; RAW_FILE_NAME(Raw file name)=ND1.mzXML SUBJECT_SAMPLE_FACTORS - ND2 Sample source:Plasmodium falciparum 3D7 | Treatment:ND Parasite Stage=MACS purified Troph; RAW_FILE_NAME(Raw file name)=ND2.mzXML SUBJECT_SAMPLE_FACTORS - ND3 Sample source:Plasmodium falciparum 3D7 | Treatment:ND Parasite Stage=MACS purified Troph; RAW_FILE_NAME(Raw file name)=ND3.mzXML SUBJECT_SAMPLE_FACTORS - Pool1 Sample source:Plasmodium falciparum 3D7 | Treatment:N/A Parasite Stage=MACS purified Troph; RAW_FILE_NAME(Raw file name)=Pool1.mzXML SUBJECT_SAMPLE_FACTORS - Pool2 Sample source:Plasmodium falciparum 3D7 | Treatment:N/A Parasite Stage=MACS purified Troph; RAW_FILE_NAME(Raw file name)=Pool2.mzXML SUBJECT_SAMPLE_FACTORS - Pool3 Sample source:Plasmodium falciparum 3D7 | Treatment:N/A Parasite Stage=MACS purified Troph; RAW_FILE_NAME(Raw file name)=Pool3.mzXML SUBJECT_SAMPLE_FACTORS - Blank1 Sample source:Plasmodium falciparum 3D7 | Treatment:N/A Parasite Stage=MACS purified Troph; RAW_FILE_NAME(Raw file name)=Blank1.mzXML SUBJECT_SAMPLE_FACTORS - Blank2 Sample source:Plasmodium falciparum 3D7 | Treatment:N/A Parasite Stage=MACS purified Troph; RAW_FILE_NAME(Raw file name)=Blank2.mzXML SUBJECT_SAMPLE_FACTORS - Blank3 Sample source:Plasmodium falciparum 3D7 | Treatment:N/A Parasite Stage=MACS purified Troph; RAW_FILE_NAME(Raw file name)=Blank3.mzXML #COLLECTION CO:COLLECTION_SUMMARY Cells were isolated by magnetic separation using MACS column. Then cell CO:COLLECTION_SUMMARY concentration was determined by hemocytometer and cells were either diluted or CO:COLLECTION_SUMMARY concentrated to 1x10^8 cells/ul and put in wells with media before treatment. CO:SAMPLE_TYPE Pf infected RBCs CO:STORAGE_CONDITIONS -80℃ #TREATMENT TR:TREATMENT_SUMMARY Purified Plasmodium falciparum infected red blood cells (iRBCs) were treated TR:TREATMENT_SUMMARY with 10xIC50 drug for 2.5 hours. Atovaquone (ATQ) was used as positive control TR:TREATMENT_SUMMARY for treatment effect. Compared all treatments to a no drug (ND) negative control TR:TREATMENT_SUMMARY for log fold changes. TR:TREATMENT_COMPOUND AZD0156 #SAMPLEPREP SP:SAMPLEPREP_SUMMARY A 1xPBS (Phosphate buffered saline) wash was performed to get a cell pellet SP:SAMPLEPREP_SUMMARY before 90% Methanol/10% water with aspartate standard was added to the pellet SP:SAMPLEPREP_SUMMARY for vortexing and clarification via centrifugation. SP:PROCESSING_METHOD Lysis SP:PROCESSING_STORAGE_CONDITIONS 4℃ SP:EXTRACTION_METHOD See: Cobbold SA, Vaughan AM, Lewis IA, Painter HJ, Camargo N, Perlman DH, SP:EXTRACTION_METHOD Fishbaugher M, Healer J, Cowman AF, Kappe SH, Llinás M. Kinetic flux profiling SP:EXTRACTION_METHOD elucidates two independent acetyl-CoA biosynthetic pathways in Plasmodium SP:EXTRACTION_METHOD falciparum. J Biol Chem. 2013 Dec 20;288(51):36338-50. doi: SP:EXTRACTION_METHOD 10.1074/jbc.M113.503557. Epub 2013 Oct 25. PMID: 24163372; PMCID: PMC3868748. SP:EXTRACT_CLEANUP Clarification via centrifugation followed by nitrogen drying SP:EXTRACT_STORAGE -80℃ SP:SAMPLE_SPIKING Internal Standard 13C4,15N1-Aspartate used for sample preparation normalizer #CHROMATOGRAPHY CH:CHROMATOGRAPHY_SUMMARY Lu W, Clasquin MF, Melamud E, Amador-Noguez D, Caudy AA, Rabinowitz JD. CH:CHROMATOGRAPHY_SUMMARY Metabolomic analysis via reversed-phase ion-pairing liquid chromatography CH:CHROMATOGRAPHY_SUMMARY coupled to a stand alone orbitrap mass spectrometer. Anal Chem. 2010 Apr CH:CHROMATOGRAPHY_SUMMARY 15;82(8):3212-21. doi: 10.1021/ac902837x. PMID: 20349993; PMCID: PMC2863137. CH:CHROMATOGRAPHY_SUMMARY Column along with flow gradient adapted for our methods. CH:CHROMATOGRAPHY_TYPE Reversed phase CH:INSTRUMENT_NAME Thermo Dionex Ultimate 3000 CH:COLUMN_NAME Waters XSelect HSS T3 C18 (100 x 2.1 mm, 2.5um) CH:SOLVENT_A 97% Water/3% Methanol; 15 mM Acetic Acid; 10 mM Tributylamine; 2.5 uM Medronic CH:SOLVENT_A Acid CH:SOLVENT_B 100% Methanol CH:FLOW_GRADIENT 0 min, 0% B; 2.5 min, 0% B; 5 min, 20% B;7.5 min, 20% B; 13 min, 55% B; 15.5 CH:FLOW_GRADIENT min, 95% B; 18.5 min, 95% B; 19 min, 0% B; 25 min, 0% B CH:FLOW_RATE 0.200 mL/minute CH:COLUMN_TEMPERATURE 30 #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 The software used to process and peak pick the converted .mzXML files was MS:MS_COMMENTS El-Maven #MS_METABOLITE_DATA MS_METABOLITE_DATA:UNITS peak area MS_METABOLITE_DATA_START Samples AZD0156_1 AZD0156_2 AZD0156_3 ATQ1 ATQ2 ATQ3 ND1 ND2 ND3 Pool1 Pool2 Pool3 Blank1 Blank2 Blank3 Factors Sample source:Plasmodium falciparum 3D7 | Treatment:AZD0156 Sample source:Plasmodium falciparum 3D7 | Treatment:AZD0156 Sample source:Plasmodium falciparum 3D7 | Treatment:AZD0156 Sample source:Plasmodium falciparum 3D7 | Treatment:ATQ Sample source:Plasmodium falciparum 3D7 | Treatment:ATQ Sample source:Plasmodium falciparum 3D7 | Treatment:ATQ Sample source:Plasmodium falciparum 3D7 | Treatment:ND Sample source:Plasmodium falciparum 3D7 | Treatment:ND Sample source:Plasmodium falciparum 3D7 | Treatment:ND Sample source:Plasmodium falciparum 3D7 | Treatment:N/A Sample source:Plasmodium falciparum 3D7 | Treatment:N/A Sample source:Plasmodium falciparum 3D7 | Treatment:N/A Sample source:Plasmodium falciparum 3D7 | Treatment:N/A Sample source:Plasmodium falciparum 3D7 | Treatment:N/A Sample source:Plasmodium falciparum 3D7 | Treatment:N/A aspartate (standard) 342594592 316502496 341963360 334846784 334759072 341418432 320970464 327851968 316278912 316165472 335119264 336361536 328520864 348501920 349432896 chlorpropamide 385112800 388045344 391480064 385344768 402772597.6 397026976 381788960 398577760 381738240 382985504 387974368 375676480 369499360 370066752 369730496 Phenol Red 171288048 174808752 191866304 200546848 206959200 198666976 200357808 197655456 203291424 189317856 189189488 184260704 382315.56 371951.78 259413.22 1_3-Bisphosphoglyceric acid 2833019904 2739172096 3120065024 2241115136 2450820096 2497711616 2505340416 2682324480 2627160320 2327110912 2634993152 2560000000 14859.17 2408753 7139581 2-dehydro-D-gluconate 26577196 16160105 12770342 12939265 10718834 11381742 16946174 26282594 13003125 11674949 13745247 13385557 304107.31 273980.16 165375.48 2-Hydroxy-2-methylbutanedioic acid 180646896 171156624 179302064 135351712 143771536 138007088 146927264 143864992 145405840 149990496 150135440 138135712 10910365 11963040 10496445 2-oxo-4-methylthiobutanoate 314599.03 260714.06 270077.88 167301.77 190909.67 205866.72 170325.25 174719.89 193875.33 212443.36 189338.34 168919.59 0 0 0 3-phosphoglycerate 199994368 210864592 229939520 276479040 244491488 278966720 307016640 332567872 319849792 238475168 325141536 337835936 87256.16 342675.66 423545.81 3-phospho-serine 102281872 99725416 104522848 92858600 93145640 95686744 100141752 105156072 107152816 63636368 83292576 81902768 0 41338.05 22266.91 4-aminobutyrate 150187840 154307056 156982784 175126112 181471152 181132032 180315504 184797184 176931856 154782032 158499616 149468736 34123128 4714276.5 5397104 4-phosphopantothenate 165801824 157218432 172832128 140101024 142058448 143246944 190165616 193098256 201373440 147893952 155840832 153392528 0 0 29930.99 4-Pyridoxic acid 16562153 14745853 18857764 16670763 17834726 15624982 18900984 18563956 16397630 15636869 16179895 15663807 1972942.12 910971.38 1134076.12 6-phospho-D-gluconate 79411488 79653448 85975864 84365512 80233248 91743160 90873216 91750152 94267048 71131136 87454984 87948608 128051.35 124492.05 191609.61 acetyl-aspartate 3921102 3864200.25 4427868.5 4187326.25 4088323.5 3661490.5 4587802 4477461.5 4110688.25 3671728.75 3658663.5 3662922.75 599532.44 734666.56 464318.34 acetyl-CoA 11545066 14818682 16805562 7981759.5 7798168 8073662.5 11063131 11619914 11744667 9720876 9558769 10022902 0 0 0 Acetyl-glycine 3890780.5 4216846.5 4094079.75 3588930.25 4108311.75 3873951.25 4229183.5 4081200 4003432 3279185 3340999.5 3125264 3558214.25 3517422 3363084.5 Acetyllysine 3806350.75 2895536.75 2676564.5 6515299.5 6081196 5336807.5 8560380 8199504.5 7217120.5 4275754 4228002.5 3931321.5 99421.96 109620.37 67186.1 aconitate 3888306.25 3959181.25 4864484 3990810.5 4223577 4219711.5 6106982.5 5844428 6381372 4488118.5 4832284.5 4689002 72740.53 157093.28 85102.52 adenine 27584272 15873204 28286082 34285528 21690016 18459712 23722924 31836400 20109532 21335746 30912940 36773044 570342.94 790578.25 1291898.5 ADP-D-glucose 8605543 7789069 8702969 7876999.5 8921784 7655779 9543798 8623935 9020943 7873879 8153085 7214274.5 0 0 0 a-ketoglutarate 70408632 76776264 87473880 96158160 109200256 107543584 131442792 125452000 141792576 97843992 98176080 96777688 674602.88 927055.06 767523.06 alanine/sarcosine 13103586 12281834 13879533 16300400 15536048 15469826 18676748 17921198 18877980 14614929 14385713 14256161 2326240.5 2927725.25 3233923.5 allantoin 230429.11 274623.09 265382.22 218646.17 227799.41 224142.45 297945.25 233727.31 279810.31 300949.75 298076.25 287750.72 43622.73 49824.46 16622.09 Aminoadipic acid 439342.88 442808.62 481818.53 356012.75 373093.5 396113.53 512444.41 490951.53 452142.09 434024.69 345808.78 354447.62 92243.7 153404.72 72481.83 anthranilate 673530.12 473404.09 457007.72 458855.56 1059594.25 1027844.5 866456.38 572529.56 1297982.75 667370.06 1004932.81 815063.75 862216.5 800456.5 744529.88 arginine 26268235.42 36343178.69 27959583.44 46023724.48 63860624.67 44699640.69 39471288.78 38826174.39 36276510.28 36392877.39 36623784.81 47885193.22 32301066.81 9274095.62 4870815.62 Ascorbic acid 4457074.5 9310267 8094401 4289312 2950822.5 2704744 5629950.5 5186002.5 5328756 5960679 5660560 5542316 704138.44 1229994.75 1187731.62 asparagine 203288112 185053488 172786000 202956960 198577872 193607568 229283824 227718064 202384080 197472864 200802176 188337296 4323123.5 6055946.5 5747732.5 aspartate 1998709777 2000262445 2216516561 1745219495 1792999368 1855935750 2770170521 2838045487 2907545569 2143284295 2252190020 2263700922 23603380.62 32466097.75 36399361.77 Benzoyl-CoA 51560.17 15475.16 34223.05 77084.16 40775.01 64260.64 35620.98 63034.01 42985.67 64252.58 42879.27 68611.35 0 0 7961.45 Carbamoyl phosphate 190741.5 41567.47 52243.88 23952.87 34394.55 24933.13 35848.94 74933.83 31258.96 18233.94 102283.27 82791.29 0 0 0 carnitine 2448067.62 1998654.5 2558340.63 2942482.76 2903035 3002895.5 2673188.88 3677944.75 2601914.18 2702273.81 2465992.82 2643254.13 755079.62 606944.19 683856.59 cCMP 187040.81 160914.23 197207.03 163082.64 131903.38 103890.83 90131.55 90988.28 227822.7 212601.69 199918.38 121457.31 0 0 0 CDP 23492676.5 24522867 25686650 12217686.75 11164091 13961610.25 16206085.5 17530325 20718013 16321056.5 23604656 22677684 0 0 0 CDP-choline 8319293.5 5264679.5 4621621 4157052 3664746.5 3841472 8795008 8260872.5 4779011 4440758.5 4246856.5 4356726.5 0 0 0 CDP-ethanolamine 366168576 352518656 391699136 263795024 265802640 260377184 334391840 332485856 331033760 339384672 346506688 338820160 401658.78 402860.88 350982.69 cGMP 1228376.12 1113492.25 1226149.75 1129474.5 1056076.5 987286.62 1397741 1244847.88 1129150.25 1031592.88 1023801.25 1048305.81 248051.12 466312.47 109107.39 Citraconic acid 23330148 22223588 22635312 17655280 17658636 17498008 18986238 19288366 19717618 18473818 18888446 18564044 465948.19 725328.75 721872.06 citrate/isocitrate 82481265 90046686 97583787 76966709 62968102.5 69084937 103759384 111499767 114090120 78439245.5 100454203 107287352 1221754.04 1209644.85 1591759.81 CMP 30047022 36952648 37460476 21985812 20098956 19498628 28789574 29180084 26977570 25432076 26684502 26667796 0 0 0 coenzyme A 1599863.75 1936059 1770308.75 1586627.25 1643451.12 2234836.75 2552031.75 2409066.25 2956833.5 1449665 1780040.5 1577624.88 0 0 6573.94 creatine 2083121.12 1739677.62 1818865.12 1164511.12 1511343 1085561.5 1954862.88 1987732 1699708.12 1523344.25 1602104.5 1311364.25 35810.35 0 14263.92 CTP 144633280 128109672 147632800 65715044 62348320 66728620 123699920 136656960 135595680 114062536 157137760 167566672 0 0 127729.49 cystathionine 686145.12 503644.03 544932.06 769483.19 1093535 771495.19 987213 864517.81 932076.56 732838.88 768182.5 761624.25 4105.54 3518.17 0 Cystine 141573.64 1146935 410753.44 295267.12 225205.92 168014.12 204858.27 188594.41 284083.62 843971.38 814935.5 779329.5 1711383.38 415844.62 342972.06 cytidine 931171520 948881856 1026064512 1201431168 1246614016 1228340608 1160372224 1127499008 1171512576 1193457920 1142374656 1101418240 7239143 6242358.5 5664404.5 dAMP 668610.56 766656.12 874708.44 768555.75 837596.25 878953.5 537480.94 666094 563643.44 450720.44 606029 524938.44 0 0 16354.83 dATP 30234322 29523172 30831920 38694856 40613928 39877344 34773700 36074556 36328360 21309126 29179526 27309676 0 0 71326.34 dCDP 2582361.75 2778673 3140300.25 1388295.5 1858702.38 2386762 1783704.5 1694743.5 2215561.5 1894368.25 2042159.25 2136083.75 0 0 0 dCMP 6409511 6655404 7051489.5 4540188.5 4848460 4821223 5127069 5286265 5402458.5 4634412.5 4907423.5 4864267.5 0 0 10878.47 dCTP 18186818 18089662 20223166 13057295 11107658 13841917 17982828 19687882 18839698 14272667 18494652 18950074 0 0 0 Decanoyl-CoA 5648485.5 4829522 4862119.5 1871803.38 2346222.25 3852426.25 3100640.75 3098554.25 2977639.75 2223866 3188424.25 3112760.5 0 47590.04 53348.85 deoxyadenosine 8695471 8534436 8965092 7435577.5 7815290.5 7797653.5 8916462 9140766 9084700 7101083.5 7646238.5 7552688.5 5106.37 4761.5 4237.25 deoxyguanosine (1) 1198262.5 836658.06 1299540.62 1412889 1452572.5 1269954.12 1495794 1604692.75 1361063.5 1020220.31 1195999 1121222 0 22725.36 0 deoxyinosine 346294 338769.19 445519.5 642337.5 617688.38 667705.25 453165.06 464476.78 509732.78 362717.97 377622.91 388846.47 5158.86 0 0 deoxyribose-phosphate 25510494 26915404 26705160 9309976 9707515 9581110 13886564 13971838 13383843 14681368 16131229 16070563 25194.84 62312.62 45877.11 deoxyuridine 23705950 24624314 34282872 29306638 32642354 31287362 23082812 23237180 28734236 28677516 27833932 27416988 1777702.62 1736101.12 1664661 D-erythrose-4-phosphate 1455978.12 1107618.75 917214 1089597.25 830262.94 860954.31 1240543.75 1308211.5 1171633.25 1044124.5 1195776.88 1103758.75 11973.69 71290.88 22612.94 dGDP/ADP 412713184 403679192 434816912 413419080 444148536 507502416 415705552 409261792 455839480 330146672 392315176 378227176 55433.59 585258.17 1206126.56 D-gluconate 223901520 240971488 246167296 250925408 254544368 257220784 265511088 264866880 269845600 228772448 235712000 234493568 402378.56 1289530.25 1051621.12 D-glucosamine-1/6-phosphate 1855897.5 533775.69 706489.25 1364005.62 677449.88 900675.38 2193164.75 608752.06 354726.34 328595.19 1043765.88 627754.69 11525.09 10923.12 0 dGMP/AMP 91788960 93807536 103034880 96534864 107268296 117283288 87989600 90041856 93950928 80448176 86543920 84483552 1015938.25 853473.38 806188.06 dGTP/ATP 3354560000 3215574784 3447247616 3704454144 3778378496 3756815616 3891980032 4015137024 3905120000 3059346432 3475889664 3501983488 0 2963550.75 24948272 dihydroorotate 37819640 39871760 33704260 776280448 707733248 758446272 62892128 59815656 54566640 209977344 214759968 211160288 586539.19 569173.31 442826.38 dihydroxy-acetone-phosphate 39672656 37345020 42202332 40883516 40044244 41063668 51348500 53058744 50807940 51409592 55750480 57697408 180832.61 226975.22 236291.47 Asp-Leu-His (DLH) 28522502 25438558 27195558 63653308 67198792 59987924 83424248 82114152 79414872 45820420 44995840 43859156 5588.25 36902.63 30266.36 DL-Pipecolic Acid 20292458 21349254 22363146 90860000 95430584 106188840 80457560 79391576 88681856 48546860 49888004 49299632 647762.38 712395.12 337971.59 Asp-Leu-Ser (DLS) 6791928.5 6422217 6778191 14070665 15182874 13543985 19120652 17961612 17567082 11689404 10788202 10609309 18507.39 19345.2 0 D-sedoheptulose-1/7-phosphate 40279964 38918624 41348588 36891080 39492804 39333680 36882336 35230020 36478204 40878812 39248152 37526884 1580123.5 1295630.12 5423332 dTDP 10257691.5 9937514.5 11737089.75 4002606.5 4516909.87 5002554.38 8919454 9066329.5 10412918.5 6871048.5 7635603.75 7721395.5 0 5623.85 0 dTMP 3034627.75 2966263.5 3284441.75 2132352.5 2145567.5 2153864 2439193.25 2643427 2446784.5 2265436 2287102 2397247 18792.42 0 18127.45 dTTP 110105240 105936584 118669248 52618712 52334436 53092472 121106712 125426232 126404216 76726672 89383888 90582760 0 14449.83 82484.23 dUMP 636524.56 658994.31 614597.38 715399.44 649610.06 644310.88 687638.81 771350.5 730156.44 616807.88 724354.44 692673.31 23196.46 26603.96 17305.5 FAD 9650509 10243394 10705514 9249066 10438330 10063230 10205021 9664839 10084467 9381133 8440548 8513029 0 0 9462.82 FMN 295839.06 311370.88 330664.47 183412.25 342421.5 250311.31 383456.69 507339.41 310067.12 217207.25 367433.38 263376.5 0 0 0 folate 11244472 11674464 12786257 10731876 11474317 11182771 12228867 11803152 12146323 10588392 10526960 9939096 0 0 0 fructose-1-6-bisphosphate 263819184 245443200 265595520 244954832 248182416 252735840 312854144 316513920 306946976 329456224 408260064 412291232 0 110341.3 224389.95 fumarate 18693280 18190492 20331594 30859282 32607288 33437892 42998952 41861988 42369272 29634476 28668396 27516664 411993.5 224739.94 125990.77 GDP 41096203 35536306 40728426 37903340 38570636 49893774 31788784 35457735 37506595 26374325 36263057 39629056 0 19692.55 52219.58 glucono-lactone 60875240 54735404 51576260 48639872 47413300 47918960 60253156 60224716 59843012 50939724 53887256 55033172 68845.56 649058.25 351152.78 glucose-1-phosphate 64755634 63748890 73032234 69741474 75971990 69960652 79511654 78295050 76091346 61114652 72237350 64455242 77050.77 75414.97 96978.91 glutamate 10113785856 10047227904 10930567168 12598307840 13048804352 12957562880 12312140800 12542513152 12762108928 10713435136 10743470080 10591764480 30133978 38710120 37314616 glutamine 682497408 661375488 669096640 773393408 773223936 760067904 778671040 763565888 743383424 717447552 714808832 703217280 13002063 15062152 12802740 glutathione 1770799744 1480639744 1716781440 1570453760 1801381248 1784949760 2117009024 1928056576 2133402112 1390520064 1376798208 1294916480 2492801.25 3234901 4021832.25 glutathione disulfide 729764160 828571584 776254464 844472640 887096320 871359040 884090240 882434368 940588032 798483648 787128064 754881024 129743.09 876547.69 689444.88 glycerate 3542592.75 2908975.25 2624799.75 3383840.25 3006435.25 3172528.25 2976624.25 3349349.75 2976949.25 3188145 3034951.75 3420036.75 75603.27 175670.58 440217.44 GMP 43416240 53336936 55504828 85195176 75373488 71506520 64308256 64252888 60900732 43688368 46624848 47368560 371151.62 349376.34 79079.64 GTP 189122720 165797152 184178496 201537232 202609872 210914016 187149952 203399072 199546288 141066304 203932240 214203648 0 12724.16 821303.62 Guanidoacetic acid 181809.95 221447.66 182326.44 224387.17 239217.66 233404.92 247494.84 204454.81 268707.66 143766.73 205925.19 264001.91 0 0 0 guanine 39266507 37168400 40962899 46284379 48313342 46497656 32780724 32418117 32005450 32381537 32397830 32643390 100970.68 217752.38 183437.35 guanosine 4254405.5 4024625.25 4458036 4421805.5 4977835.5 4752923 2958201.75 2701351 3120968 3039231.75 2970181.25 2948350.25 14905.37 40484.88 25048.15 Hexose 452417088 439546208 474587136 472586400 502323424 495608384 497046176 482638784 483429312 470828000 486709376 473801152 10201398 9886601 8204940 hexose-phosphate 461200104 364701240 287899600 373822160 282279644 302980332 442854192 495600584 338039564 365773648 385487288 376102380 1105121.63 1174758.07 1043460.36 histidine 23853292 23113548 22523844 31443190 30775118 29887838 35210436 36116248 31794654 26547502 27188932 25779664 2789307 4367398 4868919 homocysteine 77841.2 124533.86 142097.34 128770.33 102499.7 128945.5 118310.02 104323 99547.56 28441.96 80533.28 118572.52 0 0 0 His-Val-Asp-Asp (HVDD) 2575620.5 2116426.25 2374028.25 6750685.5 6987811 6533970 9203214 9258057 9037549 4210968.5 4567943 4642062 0 0 0 Hydroxyphenylacetic acid 2756646.5 2437679 3329257.5 2294456.25 2140313 2325659 2267414 2048081.38 1868657.12 2439266.5 2302974.25 2844403.25 2332220 2338418.5 2817949.25 hydroxyproline/Aminolevulinate 55303512 52988560 60562028 62196572 58896200 57344496 64365076 62031740 59600896 54480120 59260024 55968220 1214729.75 554061.38 418454.72 hypoxanthine 612756800 632120576 693524800 729935936 697291008 713086464 695306944 708078656 699881600 616283008 641059456 662414272 1530624.88 1493286.75 1720153.88 IDP 351459.62 447477.59 211924.14 282181.78 216004.52 178294.14 283159 395594.62 248725.69 96075.77 166467.5 209788.86 62619.27 59075.81 0 IMP 313341280 305924352 323468768 278969504 293820064 293520448 286087680 286788384 295628928 232720176 244907696 247917952 841653.06 607280.94 858998.69 indole 491960.22 683624.38 499380.31 579758.81 618785.62 599269.75 623285.81 599798.81 631225.62 682032.38 650877.19 604499.62 0 0 0 Indoleacrylic acid 1457712.12 1570345.38 1518491.75 1129812.62 1243845.5 1142209.75 1353825.5 1446149.12 1456233.5 1362706.62 1348309 1407912.12 0 0 0 inosine 50539948 53242870 55853040 57798137 56444701 57289117 61591021 62060056 62039477 53828635 53824073 52592443 61648.2 117994.35 139798.66 isoleucine 1240503040 1326868224 1486266112 1561267968 1577907072 1593991808 1493272704 1457562112 1471159808 1380210048 1399883776 1425245568 23768328 37194640 20828342 Kynurenine 98219.16 70938.75 133282.52 136155.48 156182.83 88165.16 127125.49 165634.81 60716.34 88937.61 135665.17 103976.05 64254.73 4048.15 10892.91 lactate 3267061760 3736845568 2713166080 4651230720 3327814656 3816428032 4091485184 5168591872 3793997568 3847872256 4134641152 3172680960 2002737664 1975853440 2374942208 L-arginino-succinate 3217086.5 3129699.5 3295146.25 4689790.5 4646139.5 4381874 5216437.5 5453331.5 5271431 3834171 4402026 4423279 0 0 4329.02 Leu-Asp (LD) 12562430 12608449 12871118 15413243 16445870 16620584 19525904 19333636 18541964 14320595 14413178 14112205 30096.82 61633.79 62364.12 leucine 1540612352 1620509824 1811771264 2052670720 2033841024 2044460160 1937826048 1970537216 1953888000 1772163712 1798721792 1807450880 30859156 35069076 39981016 lysine 13783938 8499438 12616005 44597748 47194836 45650104 38627272 40443336 38690468 34932160 38674140 32131952 3379859.25 3525367 3535930.5 malate 1449874944 1454951552 1585835264 2303247104 2367030272 2435467264 2731728128 2678167808 2852950016 1950684416 1998429952 1956667648 12444400 17884128 18706660 maleic acid 87882118.5 88877929 97295784.5 179830960 183034584 187528744 164296397 166171001 171692892 128984472 132231818 133237634 2595359.06 2189549.74 2815490.63 mefloquine 887535.88 864974.56 917954.62 821162.12 842775.25 852598.5 850998.69 897327.19 919036.56 720781.62 744797.62 798972 0 0 0 methionine 225090448 237727280 263742944 309912160 300140544 309848960 285975968 289425568 289051520 262922704 272937280 272826880 949837.06 1257745.88 1126459.62 myo-inositol 61225512 76077072 50166542 64000490 49897988 56629978 79016214 76325656 60507466 60621816 59373666 58239028 10581379.75 16528861.38 21337499.12 N-acetyl-glucosamine 341225.16 117793.93 434703 477621.03 548364.75 260524.22 458120.38 312577.41 186390.97 268763.12 256931.25 242881.91 8165.66 10288.97 3989.8 N-acetyl-glucosamine-1/6-phosphate 11194579.5 12614782 10441546 14566738.5 13780236.5 13198313.5 16556769 16577862 13681555 11948766 12875510.5 12492481 0 0 0 N-acetyl-glutamate 19291838 19189564 22517740 21112912 22789856 22270446 22574816 22757590 24025946 19095622 18733788 18797786 484812.44 62575.38 289043.22 N-acetyl-glutamine 1352550.5 1398771.25 1703905.62 2874994 3042900.5 3586047.5 2607873.75 2316988.25 3018452.5 1940539.5 1968428.75 2107951.25 69041.27 55241.8 43335.47 N-Acetyl-L-alanine 31837836 36121256 39894672 52240112 51737708 58212004 44944508 45012224 51466880 37309024 36357188 35949332 1738023.12 3200466.75 4368323.5 N-acetyl-L-ornithine 4679262.5 4302698.5 4240524 8802238 8891320 7289582 11403623 11475900 10816399 6426067.5 6299074.5 6545848.5 54748.6 127454.55 127530.5 NAD+ 593735744 630047872 626961024 574322304 645591104 591933824 835490048 795462336 698849920 766430784 713807680 716843328 1499262.75 1123234 1172863.38 NADH 2010114.12 6424862 2090971.75 1158570.38 1402228.12 4232603 1624456.88 922802.94 4059368 2712000.25 2232859.5 2478167.5 44528.41 0 0 NADP+ 177060256 168619808 194963760 165996560 180401088 166595920 199318256 195582176 193828080 161925920 161643872 157282032 0 34902.89 0 NADPH 28353656 77739880 22809414 19964322 19383386 53952636 26931436 22238326 58283288 39259080 38196420 33200446 0 10635.96 0 N-carbamoyl-L-aspartate 422365600 397213376 534924416 5803008512 6185242112 6050131968 696942976 687802240 779746688 2201106688 2033842688 2059582720 1626341.75 1695731 1654500.5 nicotinamide mononucleotide 8667048 7888269.5 8452993 7405925 7232261.5 7158205.5 8107464 9064301 8391456 6870410.5 7066095.5 7551128.5 18929 13063.24 33798.2 nicotinate 14340857 16308801 17000850 15290284 14284641 14953876 14674333 14864055 13907112 13004463 14175706 13716733 159832.91 305270.84 208212.55 Nicotinic acid mononucleotide 68453576 65223124 58743520 54048912 55365468 54531080 76511176 74282272 66739476 55595820 55333980 55813536 33927.64 62641.42 79721.52 Octulose 8/1P 17200314 16710436 15142577 15284222 14697260 14316527 18335590 18349878 16256095 15187907 15551876 15177828 977929.5 1195760.5 1011924.5 Octulose Bisphosphate 4856099 4575913.5 5541948.5 6683638 6618781 6905559.5 7032096 7176910 7423714.5 7776079.5 8996353 10103721 0 0 0 ornithine 9978673.5 10705733 11699212 12883611 13051799.5 12476621.5 11883498 12401893.5 12077177.5 11566418.5 11406804 11538423.5 228755.81 372235.94 113837.66 orotate 20227834 22082908 27398524 14832938 17946088 17242044 28280278 27531618 29529802 20372200 20315086 19774488 17485.57 76883.16 65966.34 orotidine-5'-phosphate 998753.62 812088.44 1225765.88 850962.12 1172081 1076896.12 1407985.75 1356904.38 1695578.5 826519.81 918563.94 762385.5 0 0 0 oxaloacetate 484679.41 416042.84 365009.34 464934.44 304821.06 336848.44 507713.16 519420.19 508361.5 410166.22 431876.66 428807.94 21084.5 63374.16 18478.96 p-aminobenzoate 1881688 1916274.38 1959906 2135932.25 2072460.25 2045086.12 2123118.25 1661521.88 1622466.75 1494173.62 1530396.12 1470740.38 652540.88 692585.81 405388.22 pantothenate 30081194 34901104 29399434 37129992 37291516 34793440 38680204 38253224 35159532 36173932 32220072 35545884 4439619 7577732 13779070 Pro-Asp (PD) 170732400 141829376 160138160 668708864 672860992 648995008 700001664 733149504 703803968 382211264 388050848 383819936 496049.12 513310.91 548873.38 Pro-Glu (PE) 21676540 19613758 21796766 73319952 74571088 70034552 74098096 74776280 74723912 54921908 55361844 54280636 79339.26 152001.62 88799.94 Pro-Glu-Glu (PEE) 5717184.5 5395663.5 5949580.5 15994022 17082698 15599966 19659022 18355078 18500076 12169044 12013353 11684394 362839.75 313287.88 34784.11 Pro-Glu-Glu-Lys (PEEK) 6802111.5 6379349.5 6466242 7442991 7908242 7544193 10719606 10306971 10302571 7410191 7442895 7485608 0 3736.96 0 phenylalanine 575808000 623082304 678607040 788547776 779233536 798688960 762739136 761294208 774608384 654354560 677982400 678163008 5924413.5 7251535.5 9307251 phosphoenolpyruvate 22765904 22714526 24817974 28833102 26282690 29613562 33213990 34228848 33426422 28076058 32173650 31270100 28318.94 0 21550.53 p-hydroxybenzoate 17285842 18373928 12215605 18031284 13071212 15229722 19768054 20441240 16011651 15345354 15698060 16598067 694082.44 734890.31 944256.25 prephenate 1189674.5 1157584.5 1216702 1892534.12 1673055.75 1832532.62 2331865 2114121 2229867.5 1791504.62 1731112.38 1537116.75 580009.31 358705.06 1168844.38 proline 106373360 116745888 132474056 144009120 136608896 144054768 138888048 133866144 146970192 137126848 120565840 118299352 11398400 9028117 8901791 propionyl-CoA 12039.41 7012.34 15496.98 11728.29 17142.89 32343.34 17241.95 24550.07 30215.17 35135.86 18555.8 18126.21 0 0 0 Pro-Val-Asn-Phe (PVNF) 4814051 3889888.5 4155161.25 12668075 14429973 12722208 15653132 15535501 15653187 8527729 8079784.5 7812965.5 0 0 0 pyridoxine 67824208 66802764 79558744 83293248 73755408 81460144 64882952 74331840 73615088 59138156 74200544 81528904 224112.73 1012940 862181.88 Pyroglutamic acid 373022592 523671520 505200960 474518464 403803392 406554848 466083936 483767104 464608160 435292064 468863008 459732192 164343488 249405296 297623552 Pyrophosphate 916603200 1355019648 1409838848 1207106048 1773937664 1774984192 1167931520 928310656 1623814528 1029626816 1100982528 1131507200 1542756.75 770680.62 349131.5 pyruvate 137966480 228851888 210824432 189260288 157527936 181511056 199545152 198300096 216635840 211990912 216072512 214420592 35416128 63162668 80302688 quinolinate 732394.31 745540.31 315374.25 668533.19 346386.75 470600.34 657596.12 616727.62 264440.16 751209.81 441928.78 254780.23 152162.23 184822.66 124160.94 riboflavin 471878.94 451568.94 598444.69 502077.41 755710 752485.31 627693.31 583983.25 671914.81 459741.53 569873.69 599689.69 0 0 0 ribose 22116448 23440961 25234472 27682713 27517194 26523788 25527428 26236140 25575839 24149990 25119433 25630252 968976.93 1346630.25 1229530.84 Ribose-5-phosphate 79527800 83364752 84811792 106341880 112368128 119589600 128568392 133029640 126301128 111651960 119145240 118148240 140407.5 191391.94 189889.8 Ribose-5-S-homocysteine 315222.88 293084.94 361698.03 122746.7 242440.86 289492.16 563078.12 607953 598447.5 338110.84 374608.78 344026.78 0 4137.31 0 ribose-phosphate 25204408 25697152 26667850 32475238 34135652 34940604 39855720 39081956 39076820 33760004 33062998 32985794 247453.03 221724.25 209511.5 ribulose-5-phosphate 9208952 10301661 11996173 14036940 14204228 14454807 7629548 12492210 15729509 6608023 12723180 12331504 13102.61 18070.21 32888.62 S-adenosyl-L-homocysteine 49678916 51638968 53673020 49645556 52494236 54589060 53830300 53236052 57763148 44554952 46789616 45742160 14140.69 23658.7 13759.46 S-adenosyl-L-methionine 673091.88 607528.19 361838.41 639992.88 661278.56 664086.69 579209.81 707785.31 662558.12 507257.34 582293.62 630241.31 0 0 0 Ser-Asp (SD) 14968177.5 13258838.75 15252917.25 26504211.5 26365436.75 23788218.75 28375131.75 31152015 28340772.75 21700335 22539239.88 21881534.5 55218.69 36781.67 96866.63 Ser-Asp-Leu (SDL) 1522618.5 1261206.62 1504595.75 3744704.75 4021175 3761028.75 4792862.5 4557458.5 4518868 2534208.25 2282484 2196488.25 0 0 0 Sedoheptulose bisphosphate 24222616 23082088 25980050 24991220 24629180 24479056 26970768 27702954 28440422 34456984 43002160 44591416 0 0 0 serine 51852684 56220544 51816852 59935504 57911684 57694572 61541256 62528928 60196660 52724964 54521680 56570696 11811438 30930852 37472664 shikimate-3-phosphate 30210486 22334228 12985310 24898494 20560202 23044956 41615520 42359072 23206768 29105024 29926498 28451444 610412.06 535398.06 463010.19 Ser-Ile-Asp (SID) 233609.02 321608.81 301697.5 229001.86 203197.3 244543.16 251294.19 228148.41 204945.72 200486.42 138124 133395.95 0 0 16245.94 S-methyl-5'-thioadenosine 4265787 2392456 4868838.5 4493307 4490558.5 2638047.5 4095474.75 3997686.25 2855772.25 4390098 4964675.5 5164625 839041.06 685185.94 1078798.5 sn-glycerol-3-phosphate 711665216 644965696 554683968 835353024 814248896 843656064 1054525056 1057792512 874165632 832560448 831024512 807607168 3835587.75 3226108.25 3557862.75 succinate/Methylmalonic acid 833189248 956307392 975423424 694816384 701789696 715896384 668055808 650351680 667976320 743054656 716198976 733834304 91180696 105838008 86067848 succinyl-CoA/methylmalonyl-CoA 82892.27 398888.09 97548.99 30682.28 53574.03 176711.64 118580.9 79561.04 321383.53 134071.47 163383.75 81126.19 0 0 0 taurine 1511111.88 1566985.62 1174163.62 1224678 1068392 1194200.62 1620410 1463463.62 1504240.88 1014194.75 969748.12 1163557.62 581966.69 1736204.25 1806350.75 Tetrahydrobiopterin 455058 418996 540938.25 597956.75 638083.25 724722.25 651255.56 604450.25 644610.44 514738.47 547000.38 614649.31 8226.33 0 7565.31 thiamine 19115050 21166392 15818406 22159934 22962314 24554688 26769948 25697622 26288008 19362148 19989430 18241994 0 0 0 Thiamine pyrophosphate 11457037.69 10590736 7641925.5 9807762.88 9836249.88 10073452 13124157 13451171.38 12015542.88 8371550.62 8866031.12 8922307.38 0 0 15870.59 thiamine-phosphate 296472.94 363823.53 278889.5 287091.69 300744.75 294397.88 275923 311858.47 337030.94 185077.61 313103.72 280856.38 0 0 0 threonine/homoserine 41573852 39492644 40574084 49838988 52062936 50807088 51871176 51265460 52882516 43283476 43208280 43616048 5269426.5 12277221 13359225 thymidine 923672.12 860200 1075497.62 739727.06 488885.72 457691.16 887199.44 988148.44 809598.75 736023.75 849217.94 832078.81 134279.75 161958.12 123677.7 trehalose-6-Phosphate 190760.03 260470.55 249702.31 297540.41 123130.03 234469.25 284925.12 335919.22 221905.75 169778.05 300659.69 253963.28 33900.5 157439.22 109773.06 tryptophan 78157504 92422816 74836968 88650576 82656448 91556416 91639648 89386552 89517768 89459984 89783760 89945048 1125787.62 1680236.75 2696053.25 tyrosine 588550592 620919680 673264448 706840768 717571456 713142656 687878848 683202304 694794752 632162176 642454848 634906752 6275946 10097228 10662806 UDP 124610656 118933760 132974460 40446180 43639657 49438002 96846800 101562488 115066304 88877668 97898468 101683140 104932.91 124026.27 59754.68 UDP-D-glucose 238439456 241486352 260848976 213484464 229554432 220845680 248348976 237883744 250633888 237878736 236225552 232158160 99411.12 126574.02 68428.96 UDP-D-glucuronate 7940812 8403046 8939793 7627710 8112518 7775776 9156386 8504955 9195131 7666068.5 8214375 7462501 0 0 0 UDP-N-acetyl-glucosamine 134417696 138543024 148146016 96729120 108337728 101578024 133617120 125383080 131317744 115100072 109854744 107484752 0 0 32685.28 UMP 227692480 273410752 282050144 142032384 136149648 128332552 285779232 286289920 262312912 197542656 200241248 199885552 311911.97 361096.44 402937.81 uridine 2524582.5 2669091.75 2901815 689962.94 618250.88 618447.44 957560.88 926642.12 811254.19 937954.5 1009137.81 950189.31 9050.66 6023.52 30139.43 UTP 804775872 750132736 833426304 315186720 309673984 304320384 840782080 859215744 856570880 667551616 746147648 775086976 0 27419.09 1912681.5 valine 455736000 463746784 498965312 613247040 624034240 622484032 618744640 616279296 613581696 510494112 538911744 538819200 11541959 15367759 15847125 Val-Asp (VD) 14955763 9686808 7925966.5 35222180 23160708 23636252 37800088 45661156 26361476 29142756 29645612 30311746 174849.42 190359.42 209288.62 xanthine 319026.69 339617.72 407996.75 382011.28 381531 395787.16 417811.44 422381.78 397256.28 299057.88 341678.22 337875 0 0 0 xanthosine 1305313.5 1551368 2530652.25 4586717.5 5485778 5804213 3238960.5 3149296 4898547.5 2786329.5 2644488 2683190.5 0 0 0 xanthosine-5-phosphate 5352303.5 5158776.5 5962526 4761836 5273521.5 5569966.5 6504378 6158236 6806276.5 4608035.5 5061069.5 5520710.5 19145.64 0 0 Xanthurenic acid 1515174 1366998.5 1575047.38 1503920.88 1539297 1329078.75 1644641.25 1518423.5 1393460.5 1343021.88 1387773.38 1356031.62 0 17695.14 0 MS_METABOLITE_DATA_END #METABOLITES METABOLITES_START metabolite_name chemical formula Pubchem ID retention index 1_3-Bisphosphoglyceric acid C3H8O10P2 13.87 2-dehydro-D-gluconate C6H10O7 C00629 13.58 2-Hydroxy-2-methylbutanedioic acid C5H8O5 10.5 2-oxo-4-methylthiobutanoate C5H8O3S C01180 1.27 3-phosphoglycerate C3H7O7P C00197 12 3-phospho-serine C3H8NO6P C01005 11 4-aminobutyrate C4H9NO2 C00334 11.27 4-phosphopantothenate C9H18NO8P C03492 14.41 4-Pyridoxic acid C8H9NO4 C00847 12.92 6-phospho-D-gluconate C6H13O10P C00345 14.75 acetyl-aspartate C6H9NO5 16.46 acetyl-CoA C23H38N7O17P3S C00024 14.22 Acetyl-glycine C4H7NO3 14.14 Acetyllysine C8H16N2O3 C02727|C12989 7.5 aconitate C6H6O6 C00417|C02341 1.71 adenine C5H5N5 C00147 11.6 ADP-D-glucose C16H25N5O15P2 C00498 6.38 a-ketoglutarate C5H6O5 C00026 9.49 alanine/sarcosine C3H7NO2 C00213 13.3 allantoin C4H6N4O3 C01551 8.95 Aminoadipic acid C6H11NO4 C00956 1 anthranilate C7H7NO2 C00108 1.55 arginine C6H14N4O2 C00062 1.8 Ascorbic acid C6H8O6 C00072 9.31 asparagine C4H8N2O3 C00152 1.18 aspartate (standard) C4H7NO4 C00049 3.86 aspartate C4H7NO4 C00049 3.86 Benzoyl-CoA C28H40N7O17P3S C00512 10.96 Carbamoyl phosphate CH4NO5P C00169 6.86 carnitine C7H15NO3 C00318|C15025 1 cCMP C9H12N3O7P 6.53 CDP C9H15N3O11P2 C00112 7.7 CDP-choline C14H26N4O11P2 C00307 14.68 CDP-ethanolamine C11H20N4O11P2 C00570 7 cGMP C10H12N5O7P 13.44 chlorpropamide C10H13ClN2O3S C06907 16.74 Citraconic acid C5H6O4 C02226 12.56 citrate/isocitrate C6H8O7 C00158|C00311 14.54 CMP C9H14N3O8P C00055 13.99 coenzyme A C21H36N7O16P3S C00010 25.2 creatine C4H9N3O2 C00300 9.83 CTP C9H16N3O14P3 C00063 14.1 cystathionine C7H14N2O4S C00542 14.14 Cystine C6H12N2O4S2 C00491 3.38 cytidine C9H13N3O5 C00475 15.08 dAMP C10H14N5O6P C00360 16.18 dATP C10H16N5O12P3 C00131 16.91 dCDP C9H15N3O10P2 C00705 16.89 dCMP C9H14N3O7P C00239 16.79 dCTP C9H16N3O13P3 C00458 16.69 Decanoyl-CoA C31H54N7O17P3S C05274 17.17 deoxyadenosine C10H13N5O3 C00559 15.95 deoxyguanosine (1) C10H13N5O4 C00212 17.5 deoxyinosine C10H12N4O4 C05512 15.6 deoxyribose-phosphate C5H11O7P C00673 17.9 deoxyuridine C9H12N2O5 C00526 17.82 D-erythrose-4-phosphate C4H9O7P C00279 15 dGDP/ADP C10H15N5O10P2 C00008 15.94 D-gluconate C6H12O7 C00257 17.25 D-glucosamine-1/6-phosphate C6H14NO8P C03783 17.78 dGMP/AMP C10H14N5O7P C00362 7.45 dGTP/ATP C10H16N5O13P3 C00002 6.95 dihydroorotate C5H6N2O4 C00337 12.74 dihydroxy-acetone-phosphate C3H7O6P C00111 0.82 Asp-Leu-His (DLH) C16H25N5O6 19.99 DL-Pipecolic Acid C6H11NO2 C00408 21.8 Asp-Leu-Ser (DLS) C13H23N3O7 8.67 D-sedoheptulose-1/7-phosphate C7H15O10P C00281|C05382|C06222 7.28 dTDP C10H16N2O11P2 C00363 1.89 dTMP C10H15N2O8P C00364 1 dTTP C10H17N2O14P3 C00459 1.23 dUMP C9H13N2O8P C00365 1.14 FAD C27H33N9O15P2 C00016 13.87 FMN C17H21N4O9P C00061 4.37 folate C19H19N7O6 C00504 1.18 fructose-1-6-bisphosphate C6H14O12P2 13.49 fumarate C4H4O4 C00122 1.18 GDP C10H15N5O11P2 C00035 0.82 glucono-lactone C6H10O6 C00198 10.95 glucose-1-phosphate C6H13O9P C00103 12.7 glutamate C5H9NO4 C00025 7.44 glutamine C5H10N2O3 C00064 4.28 glutathione C10H17N3O6S C00051 1.15 glutathione disulfide C20H32N6O12S2 C00127 5.62 glycerate C3H6O4 C00258 11.92 GMP C10H14N5O8P C06193 1 GTP C10H16N5O14P3 C00044 4.8 Guanidoacetic acid C3H7N3O2 C00581 7.45 guanine C5H5N5O C00242 1.17 guanosine C10H13N5O5 C00387 1.22 Hexose C6H12O6 1.77 hexose-phosphate C6H13O9P C00085 7.74 histidine C6H9N3O2 C00135 6.94 homocysteine C4H9NO2S C00155 8.1 His-Val-Asp-Asp (HVDD) C19H29N6O9 1.18 Hydroxyphenylacetic acid C8H8O3 C05852 6.17 hydroxyproline/Aminolevulinate C5H9NO3 C01157 3.4 hypoxanthine C5H4N4O C00262 2.6 IDP C10H14N4O11P2 C00104 6.9 IMP C10H13N4O8P C00130 13.13 indole C8H7N C16074 7.69 Indoleacrylic acid C11H9NO2 HMDB00734 13.06 inosine C10H12N4O5 C00294 13.75 isoleucine C6H13NO2 12.06 Kynurenine C10H12N2O3 C00328|C01718 3.26 lactate C3H6O3 C00186|C00256|C01432 14.3 L-arginino-succinate C10H18N4O6 C03406 6.9 Leu-Asp (LD) C10H18N2O5 13 leucine C6H13NO2 C00123 0.8 lysine C6H14N2O2 C00047 3.22 malate C4H6O5 C00149|C00497|C00711 6.17 maleic acid C4H4O4 C01384 14.14 mefloquine C17H16F6N2O 7.2 methionine C5H11NO2S C00073 5 myo-inositol C6H12O6 C00137 2.6 N-acetyl-glucosamine C8H15NO6 C00140 13.38 N-acetyl-glucosamine-1/6-phosphate C8H16NO9P C04256|C00357 7 N-acetyl-glutamate C7H11NO5 C00624 7.98 N-acetyl-glutamine C7H12N2O4 HMDB06029 7.98 N-Acetyl-L-alanine C5H9NO3 C01073 1 N-acetyl-L-ornithine C7H14N2O3 C00437 0.85 NAD+ C21H27N7O14P2 C00003 1.9 NADH C21H29N7O14P2 C00004 13.6 NADP+ C21H28N7O17P3 C00006 11.2 NADPH C21H30N7O17P3 C00005 14 N-carbamoyl-L-aspartate C5H8N2O5 C00438 6.59 nicotinamide mononucleotide C11H15N2O8P 13.6 nicotinate C6H5NO2 C00253 0.87 Nicotinic acid mononucleotide C11H14NO9P 13 Octulose 8/1P C8H17O11P 7 Octulose Bisphosphate C8H18O14P2 4.08 ornithine C5H12N2O2 C00077 13.87 orotate C5H4N2O4 C00295 1.21 orotidine-5'-phosphate C10H13N2O11P C01103 1.14 oxaloacetate C4H4O5 C00036 1 p-aminobenzoate C7H7NO2 C00568 7.29 pantothenate C9H17NO5 C00864 13.58 Pro-Asp (PD) C9H14N2O5 10.88 Pro-Glu (PE) C10H16N2O5 13.58 Pro-Glu-Glu (PEE) C15H23N3O8 8.7 Pro-Glu-Glu-Lys (PEEK) C21H35N5O9 13.51 Phenol Red C19H14O5S 1.8 phenylalanine C9H11NO2 C00079 15.97 phosphoenolpyruvate C3H5O6P C00074 11.8 p-hydroxybenzoate C7H6O3 C00156|C00587 6 prephenate C10H10O6 C00251 7.5 proline C5H9NO2 C00148 14.68 propionyl-CoA C24H40N7O17P3S C00100 14.14 Pro-Val-Asn-Phe (PVNF) C23H33N5O6 14.68 pyridoxine C8H11NO3 C00314 4.37 Pyroglutamic acid C5H7NO3 C01879 2 Pyrophosphate P2H4O7 C00013 3.54 pyruvate C3H4O3 C00022 1.7 quinolinate C7H5NO4 C03722 4.91 riboflavin C17H20N4O6 C00255 10.28 ribose C5H10O5 10.32 Ribose-5-phosphate C5H11O8P 1.2 Ribose-5-S-homocysteine C9H17NO6S C03539 13.81 ribose-phosphate C5H11O8P C00117 4.68 ribulose-5-phosphate C5H11O8P 9.8 S-adenosyl-L-homocysteine C14H20N6O5S C00021 8.61 S-adenosyl-L-methionine C15H22N6O5S C00019 14.81 Ser-Asp (SD) C7H12N2O6 13.58 Ser-Asp-Leu (SDL) C13H23N3O7 13.53 Sedoheptulose bisphosphate C7H16O13P2 1.68 serine C3H7NO3 C00065 6.33 shikimate-3-phosphate C7H11O8P C03175 14.75 Ser-Ile-Asp (SID) C13H23N3O7 2.4 S-methyl-5'-thioadenosine C11H15N5O3S C00170 0.68 sn-glycerol-3-phosphate C3H9O6P C00093 13.94 succinate/Methylmalonic acid C4H6O4 C02170 15.2 succinyl-CoA/methylmalonyl-CoA C25H40N7O19P3S C00091|C00683|C02557 14.31 taurine C2H7NO3S C00245 15.1 Tetrahydrobiopterin C9H15N5O3 C00272 12.06 thiamine C12H16N4OS C00378 13.87 Thiamine pyrophosphate C12H18N4O7P2S C00068 17.2 thiamine-phosphate C12H17N4O4PS C01081 17.74 threonine/homoserine C4H9NO3 C00263 21.39 thymidine C10H14N2O5 C00214 12.71 trehalose-6-Phosphate C12H23O14P C00689 16.91 tryptophan C11H12N2O2 C00078|C00525|C00806 20.2 tyrosine C9H11NO3 C00082 13.35 UDP C9H14N2O12P2 C00015 15.12 UDP-D-glucose C15H24N2O17P2 C00029 17.98 UDP-D-glucuronate C15H22N2O18P2 C00167 18.14 UDP-N-acetyl-glucosamine C17H27N3O17P2 C00043 20.4 UMP C9H13N2O9P C00105 1.29 uridine C9H12N2O6 C00299 21.01 UTP C9H15N2O15P3 C00075 19.8 valine C5H11NO2 C00183 0.85 Val-Asp (VD) C9H16N2O5 0.85 xanthine C5H4N4O2 C00385 17.05 xanthosine C10H12N4O6 C01762 1.4 xanthosine-5-phosphate C10H13N4O9P C00655 13 Xanthurenic acid C10H7NO4 C02470 16.38 METABOLITES_END #END