#METABOLOMICS WORKBENCH taq5016_20250613_072811 DATATRACK_ID:6036 STUDY_ID:ST004017 ANALYSIS_ID:AN006622 PROJECT_ID:PR002514 VERSION 1 CREATED_ON June 25, 2025, 9:43 am #PROJECT PR:PROJECT_TITLE Collateral hypersensitivity between ZY19489 and piperaquine neutralizes PR:PROJECT_TITLE PfCRT-mediated drug efflux and Plasmodium falciparum resistance PR:PROJECT_SUMMARY This metabolomics dataset supports research into new antimalarials by examining PR:PROJECT_SUMMARY resistance to ZY19489. A N246H mutation in the P. falciparum chloroquine PR:PROJECT_SUMMARY resistance transporter (PfCRT) confers low-grade ZY19489 resistance, reduces PR:PROJECT_SUMMARY parasite fitness, and maintains sensitivity to piperaquine and other PR:PROJECT_SUMMARY 4-aminoquinolines. Metabolomic analyses show that ZY19489 treatment lowers PR:PROJECT_SUMMARY hemoglobin-derived peptide levels and increases pyrimidine intermediates, PR:PROJECT_SUMMARY suggesting effects on hemoglobin degradation and pyrimidine biosynthesis. These PR:PROJECT_SUMMARY findings highlight a resistance marker and support the use of ZY19489-PPQ PR:PROJECT_SUMMARY combination therapy to limit resistance emergence. 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 Collateral hypersensitivity between ZY19489 and piperaquine neutralizes ST:STUDY_TITLE PfCRT-mediated drug efflux and Plasmodium falciparum resistance ST:STUDY_SUMMARY Here we interrogated the in vitro metabolic effects of AZ412/ZY19489 using ST:STUDY_SUMMARY ultra-high performance liquid chromatography mass-spectrometry (UHPLC-MS). The ST:STUDY_SUMMARY resulting metabolic fingerprints provide information on the parasite biochemical ST:STUDY_SUMMARY pathways affected by pharmacologic intervention. We interrogate the metabolic ST:STUDY_SUMMARY effects on the 3D7 and DD2 parasite strain. The metabolic fingerprints provided ST:STUDY_SUMMARY show that certain biochemical pathways are affected by the drug inhibitory ST:STUDY_SUMMARY 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, DD2 #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 Subject name (if any) Sample name Factor1:Concentration | Factor2:Treatment time | Sample source:Parasite Strain RAW_FILE_NAME(Raw file Identifier)=Raw file name SUBJECT_SAMPLE_FACTORS - 3D7_ATQ1 Factor1:10X IC50 | Factor2:2.5 hours | Sample source:MACS purified 3D7 Troph RAW_FILE_NAME(Raw file Identifier)=3D7_ATQ1.mzXML SUBJECT_SAMPLE_FACTORS - 3D7_ATQ2 Factor1:10X IC50 | Factor2:2.5 hours | Sample source:MACS purified 3D7 Troph RAW_FILE_NAME(Raw file Identifier)=3D7_ATQ2.mzXML SUBJECT_SAMPLE_FACTORS - 3D7_ATQ3 Factor1:10X IC50 | Factor2:2.5 hours | Sample source:MACS purified 3D7 Troph RAW_FILE_NAME(Raw file Identifier)=3D7_ATQ3.mzXML SUBJECT_SAMPLE_FACTORS - 3D7_ZY19489_1 Factor1:10X IC50 | Factor2:2.5 hours | Sample source:MACS purified 3D7 Troph RAW_FILE_NAME(Raw file Identifier)=3D7_ZY19489_1.mzXML SUBJECT_SAMPLE_FACTORS - 3D7_ZY19489_2 Factor1:10X IC50 | Factor2:2.5 hours | Sample source:MACS purified 3D7 Troph RAW_FILE_NAME(Raw file Identifier)=3D7_ZY19489_2.mzXML SUBJECT_SAMPLE_FACTORS - 3D7_ZY19489_3 Factor1:10X IC50 | Factor2:2.5 hours | Sample source:MACS purified 3D7 Troph RAW_FILE_NAME(Raw file Identifier)=3D7_ZY19489_3.mzXML SUBJECT_SAMPLE_FACTORS - 3D7_ND1 Factor1:N/A | Factor2:N/A | Sample source:MACS purified 3D7 Troph RAW_FILE_NAME(Raw file Identifier)=3D7_ND1.mzXML SUBJECT_SAMPLE_FACTORS - 3D7_ND2 Factor1:N/A | Factor2:N/A | Sample source:MACS purified 3D7 Troph RAW_FILE_NAME(Raw file Identifier)=3D7_ND2.mzXML SUBJECT_SAMPLE_FACTORS - 3D7_ND3 Factor1:N/A | Factor2:N/A | Sample source:MACS purified 3D7 Troph RAW_FILE_NAME(Raw file Identifier)=3D7_ND3.mzXML SUBJECT_SAMPLE_FACTORS - 3D7_Pool1 Factor1:N/A | Factor2:N/A | Sample source:MACS purified 3D7 Troph RAW_FILE_NAME(Raw file Identifier)=3D7_Pool1.mzXML SUBJECT_SAMPLE_FACTORS - 3D7_Pool2 Factor1:N/A | Factor2:N/A | Sample source:MACS purified 3D7 Troph RAW_FILE_NAME(Raw file Identifier)=3D7_Pool2.mzXML SUBJECT_SAMPLE_FACTORS - 3D7_Pool3 Factor1:N/A | Factor2:N/A | Sample source:MACS purified 3D7 Troph RAW_FILE_NAME(Raw file Identifier)=3D7_Pool3.mzXML SUBJECT_SAMPLE_FACTORS - 3D7_Blank1 Factor1:N/A | Factor2:N/A | Sample source:MACS purified 3D7 Troph RAW_FILE_NAME(Raw file Identifier)=3D7_Blank1.mzXML SUBJECT_SAMPLE_FACTORS - 3D7_Blank2 Factor1:N/A | Factor2:N/A | Sample source:MACS purified 3D7 Troph RAW_FILE_NAME(Raw file Identifier)=3D7_Blank2.mzXML SUBJECT_SAMPLE_FACTORS - 3D7_Blank3 Factor1:N/A | Factor2:N/A | Sample source:MACS purified 3D7 Troph RAW_FILE_NAME(Raw file Identifier)=3D7_Blank3.mzXML SUBJECT_SAMPLE_FACTORS - Dd2_ATQ1 Factor1:10X IC50 | Factor2:2.5 hours | Sample source:MACS purified DD2 Troph RAW_FILE_NAME(Raw file Identifier)=Dd2_ATQ1.mzXML SUBJECT_SAMPLE_FACTORS - Dd2_ATQ2 Factor1:10X IC50 | Factor2:2.5 hours | Sample source:MACS purified DD2 Troph RAW_FILE_NAME(Raw file Identifier)=Dd2_ATQ2.mzXML SUBJECT_SAMPLE_FACTORS - Dd2_ATQ3 Factor1:10X IC50 | Factor2:2.5 hours | Sample source:MACS purified DD2 Troph RAW_FILE_NAME(Raw file Identifier)=Dd2_ATQ3.mzXML SUBJECT_SAMPLE_FACTORS - Dd2_ZY19489_1 Factor1:10X IC50 | Factor2:2.5 hours | Sample source:MACS purified DD2 Troph RAW_FILE_NAME(Raw file Identifier)=Dd2_ZY19489_1.mzXML SUBJECT_SAMPLE_FACTORS - Dd2_ZY19489_2 Factor1:10X IC50 | Factor2:2.5 hours | Sample source:MACS purified DD2 Troph RAW_FILE_NAME(Raw file Identifier)=Dd2_ZY19489_2.mzXML SUBJECT_SAMPLE_FACTORS - Dd2_ZY19489_3 Factor1:10X IC50 | Factor2:2.5 hours | Sample source:MACS purified DD2 Troph RAW_FILE_NAME(Raw file Identifier)=Dd2_ZY19489_3.mzXML SUBJECT_SAMPLE_FACTORS - Dd2_ND1 Factor1:N/A | Factor2:N/A | Sample source:MACS purified DD2 Troph RAW_FILE_NAME(Raw file Identifier)=Dd2_ND1.mzXML SUBJECT_SAMPLE_FACTORS - Dd2_ND2 Factor1:N/A | Factor2:N/A | Sample source:MACS purified DD2 Troph RAW_FILE_NAME(Raw file Identifier)=Dd2_ND2.mzXML SUBJECT_SAMPLE_FACTORS - Dd2_ND3 Factor1:N/A | Factor2:N/A | Sample source:MACS purified DD2 Troph RAW_FILE_NAME(Raw file Identifier)=Dd2_ND3.mzXML SUBJECT_SAMPLE_FACTORS - Dd2_Pool1 Factor1:N/A | Factor2:N/A | Sample source:MACS purified DD2 Troph RAW_FILE_NAME(Raw file Identifier)=Dd2_Pool1.mzXML SUBJECT_SAMPLE_FACTORS - Dd2_Pool2 Factor1:N/A | Factor2:N/A | Sample source:MACS purified DD2 Troph RAW_FILE_NAME(Raw file Identifier)=Dd2_Pool2.mzXML SUBJECT_SAMPLE_FACTORS - Dd2_Pool3 Factor1:N/A | Factor2:N/A | Sample source:MACS purified DD2 Troph RAW_FILE_NAME(Raw file Identifier)=Dd2_Pool3.mzXML SUBJECT_SAMPLE_FACTORS - Dd2_Blank1 Factor1:N/A | Factor2:N/A | Sample source:MACS purified DD2 Troph RAW_FILE_NAME(Raw file Identifier)=Dd2_Blank1.mzXML SUBJECT_SAMPLE_FACTORS - Dd2_Blank2 Factor1:N/A | Factor2:N/A | Sample source:MACS purified DD2 Troph RAW_FILE_NAME(Raw file Identifier)=Dd2_Blank2.mzXML SUBJECT_SAMPLE_FACTORS - Dd2_Blank3 Factor1:N/A | Factor2:N/A | Sample source:MACS purified DD2 Troph RAW_FILE_NAME(Raw file Identifier)=Dd2_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 ZY19489 #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 do manual peak picking of the converted .mzXML MS:MS_COMMENTS files was El-Maven. Manual peak picking was done by choosing peaks that MS:MS_COMMENTS overlapped with standards run on the same instrument to achieve suitable MS:MS_COMMENTS accuracy. #MS_METABOLITE_DATA MS_METABOLITE_DATA:UNITS peak area MS_METABOLITE_DATA_START Samples 3D7_ATQ1 3D7_ATQ2 3D7_ATQ3 3D7_ZY19489_1 3D7_ZY19489_2 3D7_ZY19489_3 3D7_ND1 3D7_ND2 3D7_ND3 3D7_Pool1 3D7_Pool2 3D7_Pool3 3D7_Blank1 3D7_Blank2 3D7_Blank3 Factors Factor1:10X IC50 | Factor2:2.5 hours | Sample source:MACS purified 3D7 Troph Factor1:10X IC50 | Factor2:2.5 hours | Sample source:MACS purified 3D7 Troph Factor1:10X IC50 | Factor2:2.5 hours | Sample source:MACS purified 3D7 Troph Factor1:10X IC50 | Factor2:2.5 hours | Sample source:MACS purified 3D7 Troph Factor1:10X IC50 | Factor2:2.5 hours | Sample source:MACS purified 3D7 Troph Factor1:10X IC50 | Factor2:2.5 hours | Sample source:MACS purified 3D7 Troph Factor1:N/A | Factor2:N/A | Sample source:MACS purified 3D7 Troph Factor1:N/A | Factor2:N/A | Sample source:MACS purified 3D7 Troph Factor1:N/A | Factor2:N/A | Sample source:MACS purified 3D7 Troph Factor1:N/A | Factor2:N/A | Sample source:MACS purified 3D7 Troph Factor1:N/A | Factor2:N/A | Sample source:MACS purified 3D7 Troph Factor1:N/A | Factor2:N/A | Sample source:MACS purified 3D7 Troph Factor1:N/A | Factor2:N/A | Sample source:MACS purified 3D7 Troph Factor1:N/A | Factor2:N/A | Sample source:MACS purified 3D7 Troph Factor1:N/A | Factor2:N/A | Sample source:MACS purified 3D7 Troph 1_3-Bisphosphoglyceric acid 236940224 172609600 166729440 150893440 221095840 221340432 246769072 264345168 209408240 261832352 176823568 171357328 798490.06 571793.5 428952 2-dehydro-D-gluconate 1243378.75 2324938 2875147.75 1913011.38 3194807 1132916.38 2098145 814990.81 1922324.75 979506.81 2052552 3094455.75 93299.55 187103.41 176245.11 2-Hydroxy-2-methylbutanedioic acid 16043843 6089920.5 6809707.5 5063306.5 8194746.5 4832952 6536854 5357701 6830935.5 5905711 6232822.5 6677241 3065624.75 2423921.25 2576938.75 3-phosphoglycerate 114359200 100003272 96080952 75532792 120239144 83227488 109049000 93342128 99081400 89836888 103701536 101548280 14246.89 16804.32 0 3-phospho-serine 3282585.5 2100880.75 2455536.75 2072010.38 3082272.25 2306113.5 3071736.5 2361897 2286922.25 2200608.75 2310436.75 2356913.75 0 0 0 4-aminobutyrate 6397221 5523868.5 5900167.5 5242229 5461255 5910987 5187596 5869738.5 4757791.5 6036876 5164176.5 5118436 562886.81 320877.69 530081.12 4-phosphopantetheine 53433.85 54212.31 45854.73 37379.47 65502.61 31033.71 59192.09 46168.35 44992.09 30574.72 40478.42 39301.72 0 0 0 4-phosphopantothenate 7459866 5839564 5679488 6586848 9237208 7214203 8962825 7838583.5 7217706 6947072 6624747.5 6622332.5 0 0 0 4-Pyridoxic acid 862859.81 623982.56 694700.88 541423 849987.88 588089.75 764033.38 646864.44 700610.5 627780.69 634546.62 722650.5 47906.21 49574.73 58828.28 5-phosphoribosyl-1-pyrophosphate 2749385.25 1576449.5 970765.31 2005842 1363362.88 2864965.75 3704103.75 4506684 3379346 3761921.75 1682986.62 931002.81 0 0 744.83 6-phospho-D-gluconate 10834207.24 8010562.5 8289892.69 6434815.4 9343417.69 7492701.86 9168782.79 8322543.33 7806659.81 7474821.85 7299184.1 6902347.31 0 0 0 acetyl-aspartate 369063.25 254711.75 255307.73 278948.91 382061.84 300270.78 314180.06 288239.66 296818.72 335839.78 268587.12 289456.09 29468.04 50904.57 7248.21 acetyl-CoA 823303.78 492797.52 463298.43 1178296.24 984632.75 1174918.94 802027.28 771707.27 727175.77 783670.39 706608.2 693704 927.81 0 0 aconitate 954167.56 682764.12 795454.06 845637.94 1224571.5 1000722.56 965774.88 962558.69 880343 999458.69 828890.56 828758.31 199342.08 207022.23 178168.88 ADP-D-glucose 728302.94 552881.69 499141.44 513153.56 721850.06 701201.5 740703.44 723235.56 588063.69 650369.81 581952.19 546807.5 0 0 0 a-ketoglutarate 22522604 21206108 21577664 25932098 42514420 29814162 31925316 26283300 29130886 26128140 24998298 27008114 77456.96 84483.41 99884.85 arginine 3454796.5 3451419 3682902.5 2961291.75 3063914 3154798 2489833 2242823.5 2103050.5 2581800.75 2482080.75 2747535 190191.23 136021.77 323388.72 asparagine 6805888.5 4998022.5 5919616.5 5515999 6505640.5 5411656.5 6466558 4550792 5071501 6139883 4859297.5 4981451.5 19190.45 5562.93 12754.21 aspartate 59892776 39224920 37649324 66947052 86932848 73108696 76458920 66678260 68391184 63633664 56722868 58733360 49904.29 44530.11 45644.62 aspartate (standard) 19706134 12167300 12004062 12015943 15307642 12442520 15277935 12285269 12252052 12618296 11344720 11543383 12188814 19863104 12794978 cCMP 61417.84 60087.38 60091.73 88508.59 101700.99 86218.76 94307.52 91214.92 76554.57 73405.25 68408.7 70233.27 0 0 0 CDP 829110.44 628437.88 715572.75 645383.81 958880.38 853593.81 890866.06 800471.25 790336.81 840998.5 763543.56 767805.44 9726.11 10501.13 4521.2 CDP-choline 141298.56 123004.34 120214.11 100511.24 158536.89 105517.49 143059.59 94862.11 87717.87 97949.89 122150.83 111696.09 0 0 0 CDP-ethanolamine 12744780 9985393 9938530 10536299 14578159 12134830 15017275 11694332 11476879 10544846 10760864 11841342 0 0 0 cGMP 13004.43 14423.94 14207.93 13598.93 26263.99 11636.91 14277.87 14307.44 25050.07 20199.52 11850.84 13386.24 2724.71 0 0 chlorpropamide 48831300 35950924 36688632 36549102.32 48750875.4 35853600 49779076 35071860 35048100 36023416 35838332 37327524 35550092 53601588 37498060 Citraconic acid 16997066 6256033 7673688 6401514 5851016 6101578 4406767 5227108 5346603 7438229 6068791.5 6067586 7142425.5 7626615 4429677.5 citrate/isocitrate 25345560 16550144 15964840 23366800 29051774 28181050 22139338 25040994 22633684 21972460 21057172 18382910 2519242.25 2587103.25 2084838.5 CMP 2830088.5 1904609.5 2099861 1981296.25 2635862.75 2182475.5 2430992 2148442 1935774.38 2119890.5 1971671.5 1958150 0 0 0 coenzyme A 140327.56 115521.06 119993.36 79490.36 110852.69 72592.42 157258.86 141431.77 101808.62 97449.4 96375.05 97804.99 2656.85 5561.33 6222.41 creatine 32887.28 12213.8 29283.95 22755.6 36075.67 36635.13 35735.07 28754.14 42577.6 44648.42 11900.2 23089.01 0 3870.17 2084.85 CTP 18434382 13058192 13173144 16412020 25185012 18450674 24581894 20266338 19986406 19413716 18642502 19011138 159739.52 157172.66 137996.95 Cystine 119859.58 92770.12 102809.84 223543.77 304840.88 253388.5 28030.61 74865.83 52648.99 151810.22 123212.73 99608.13 3863.14 7917.61 7253.48 cytidine 48545012 53210572 53151100 57979152 60716584 60232248 57239992 51942552 51755640 57211812 46882684 49497116 5374.83 4566.1 10450.02 dAMP 44421.82 27880.29 38169.5 30613.51 48339.37 29295.54 29848.72 33642.32 34637.34 41552.74 42048.94 32039.59 0 0 0 dATP 5737250.5 4177397.25 4332680.5 3297660.5 4683124.5 3212306 4596756 3828913.25 3872278.25 3111832.25 3683559.75 3507069 214123.34 191496.92 207887.94 dCDP 133316.67 108241.57 118726.91 115649.66 132756.47 139974.11 131424.87 132661.75 127585.32 133461.89 95804.35 104198.81 1296.15 0 0 dCMP 410636.62 271212.41 326850.44 269887.66 393483.41 266836.31 355121.66 300883.97 302580.16 301742.44 296699.19 294213.09 24564.45 35118.96 40396.84 dCTP 3022149.25 2164230.75 2107498.5 2337479.25 3471469.25 2579280 3105037.75 2544234.75 2527571.5 2431458 2423364 2519833.5 3037.79 0 0 Decanoyl-CoA 4489328.78 3007722.57 3590990.41 2507079.04 2829302.16 2156821.66 2818921.44 2919896.09 2704850.3 1802247.7 1769972.06 1486897.24 113203.54 110198.99 212973.43 D-erythrose-4-phosphate 290557.66 224877.73 225920.09 109241.27 202635.92 88392.01 247905.72 100388.09 143325.72 83656.5 159075.23 187952.94 3218.84 24182.42 11478.47 dGDP/ADP 22061928 16610968 17128314 12474986 17820440 14953845 19261994 17867584 16489287 16464780 14686889 15259357 54561.73 29962.64 41144.05 D-glucarate 190228.22 106439.5 181403.16 98497.75 65196.83 48616.03 54546.62 91928.3 110988.17 88200.2 43204.9 73739.42 63684.16 156133.98 151195.66 D-gluconate 20193665.56 13416429.25 25366785.78 13265229.48 20258514.72 11405973.46 16910016.62 18805012.38 17453511.71 17428919.66 18579496.75 18756398.31 48224.72 21032.97 19801.62 D-glyceraldehdye-3-phosphate 1535607.38 1261896.62 1360028.88 913415.25 1773403.88 1065870.62 1675178.25 1318474.38 1213559.38 1241837.38 1361223.38 1494503.75 29165.29 36073.5 30481.67 dGMP/AMP 9843257 7939617 8762799 6321203.5 9855153 6633138.5 7509278 6461101.5 7245348.5 7700257 7662133 7801105 7617.88 10146.44 5012.78 dGTP/ATP 379344224 276040736 278763648 237492912 340913728 236955952 350615296 303766208 289210656 243475408 264929600 254094624 18314280 15362697 13184592 dihydroorotate 18489024 14922491 14670368 278594.47 425730.06 305979.69 486066.84 453548.31 321814.22 3088513 3040731.5 3101723 15046.92 2893.91 4134.18 Asp-Leu-His (DLH) 503790.5 408734.84 358230.69 99306.23 146638.69 107785.05 571912.06 539431.25 486029.41 195893.81 197013.38 194515.77 0 0 0 DL-Pipecolic Acid 509196.31 472051.44 509663.03 228235.33 300581.94 396810.69 170614.95 480613.56 474419.62 441392.72 421240.22 225242.7 163013.91 158666.19 143424.09 Asp-Leu-Ser (DLS) 446268.62 324266.16 340090.5 128846.91 203652.19 121824.18 471852.91 417700.31 445683.84 208628.38 211560.5 232351.88 2979 0 1818.74 D-sedoheptulose-1/7-phosphate 18783582 12896242 12544983 13642035 16612343 15546621 14717846 13160936 10391683 12607843 12027239 11552510 11123.74 6208.25 3070.4 dTDP 275466.06 201866.89 220991.84 303956.69 426717.97 359362.25 380785.62 352940.62 324811.38 317813.28 313857.44 321538.78 0 0 0 dTMP 78278.42 56536.2 61069.45 47905.12 73805.29 43350.89 46894.36 43430.56 49143.84 54604.73 50024.17 52767.16 2268.17 0 0 dTTP 4838813.5 3403410 3411110.25 5930733 8634843 6098995 8230748 6901353.5 6635206.5 5324657 5845824.5 5568818.5 94225.03 80758.51 48914.44 dUMP 61494.96 98288.02 126911.62 108953.22 65650.88 73514.52 19925.74 15547.08 25636.79 40793.62 63068.6 70917.36 4521.27 5130.35 4619.37 FAD 694817.38 475957.09 477692.19 458893.69 609939.56 554483.62 619588.75 600305.19 529011.19 548339.25 459450.19 488599.72 0 0 0 FMN 31035.6 9197 10428.36 6630.82 16003.3 11058.21 35882.8 19148.4 18821.63 26911.31 7076.65 13581.56 0 0 0 folate 1232037.25 947493.62 1042645.69 825067.06 1235045.12 932186.19 1155748.62 1029302.94 955906.88 1025360.75 935551.81 925126 0 0 0 fructose-1-6-bisphosphate 17734265.75 13181621 12448580 13766569.75 17710695.75 15589868 16386654.5 16438737 13702259.75 17777007.5 14882581.5 14656454 0 0 0 fumarate 1180409.5 1000976.81 871751.44 653232.62 837408 663382.44 979930.94 682042 611990.81 670202.88 695501.12 703487.31 18043.4 45196.9 39487.04 GDP 2228271.06 1441499.59 1703085.9 1118856.47 1601183.06 1257229.02 1770608.41 1523207.03 1498169.87 1379191 1334776.91 1278387.6 23616.48 8656.04 32321.05 Geranyl-PP 442303.25 434098.38 198304.53 437989.06 243131.25 212288.3 443157.81 448994.75 457325.81 234358.52 225596.66 192252.81 0 0 0 glucono-lactone 3718774.5 2619702.25 2462650.5 2253202.5 3925878.5 2574390.5 3794760.5 2697651.5 2952027.25 2501374 2586731.75 2718525.75 547614.56 314753.72 297171.62 glucose-1-phosphate 3500083.12 2244130.69 2559915.13 2368585.81 3174877.75 2792703 3444095.5 3177471.31 2584276.06 2828830.38 2665109.37 2464470.13 15497.51 5055.74 5979.38 glutamate 501003328 414530368 415254624 385148256 477976064 403412736 425522528 384448448 384954048 407432512 364180320 371146048 53759.02 40715.51 257102.81 glutamine 30725104 25952746 26669132 26084168 29038140 26744400 28613202 23421766 24750936 27844918 24064876 25523290 31567.28 21985.2 52882.77 glutathione 23439112 16479034 19855566 9247795 8717357 7425566 35302372 25600994 16316583 18126092 15199456 13767598 19891.51 37084.89 22440.57 glutathione disulfide 61624084 48792964 47496448 43998192 61885496 46605040 64916856 55581348 59178844 54005152 48650596 49088488 1840.29 4753.93 1641.33 GMP 4105661 3398961.5 3445174 3104215 4076945.75 2722705.75 3096701.5 2910130.5 3010289.5 3067519.25 2894820 2913728.5 0 0 0 GTP 36408952 24563412 26898938 19688758 30784502 17240502 31344026 23631786 26033966 17633354 23845608 21728822 3284495.25 3289925.25 3106811.25 guanine 511264.78 358253.62 184986.33 348136.78 486106.12 421071.91 326629.16 316488.53 340773.31 402319.56 321675.75 377064.66 23352.09 13016.45 7264.65 Hexose 53199072 48713160 50900880 46123408 53654616 50862176 46795704 44541564 48929100 50550176 46396312 47727164 175826.86 254462.03 206066.97 hexose-phosphate 25263896 12880505 11423295 21714070 18078290 26121896 20597312 28378834 14735422 22527890 16032016 11509274 12290.75 7936.05 4769.3 histidine 1637252.88 1502842.38 1482461.12 1405219.12 1462634.62 1544199.38 1466499.62 1478043.75 1169375.62 1338789.88 1259535.12 1270436.12 71313.43 18771.43 31463.87 His-Val-Asp-Asp (HVDD) 165611.42 154679.58 184603.75 27677.7 75489.76 34985.84 236503.77 178818.68 229521.34 70306.16 100672.24 108901.56 2903.2 1499.7 0 hydroxyproline/Aminolevulinate 2999616 2615306 2192940.25 2345173.5 2659320.75 2708561.75 2720872.5 2346248.5 2382185 2698230.5 2171729.5 2377885.5 170785.62 212110.58 225641.14 hypoxanthine 25557962 18683708 18386874 17099976 23865062 19792428 16585786 17144636 18722680 19083276 16766118 16670190 104228.91 54476.86 36746.88 IDP 141441.17 61408.83 74997.59 67383.93 84496.68 108067.73 131079.83 108476.67 108373.86 107794 87317.85 72242.73 0 0 0 Ile-Asp-Ser (IDS) 49703.26 58016.8 69036.44 4992.33 32645.93 8518.49 71687.55 57254.8 67167.62 16456.51 30886.4 34323.77 4068.03 1768.24 1753.13 IMP 12427868 9149482 10260820 7999960 11647510 7771905 10762681 9397778 10185067 9661908 9192914 9319512 0 0 0 indole 39638.09 22947.54 26873.43 27170.67 36050.06 29287.92 22701.63 18184.38 16815.84 27476.93 27789.64 30601.18 2124.22 0 0 isoleucine 29818254 22692880 21138734 24075684 29051820 24827554 20106448 23438708 21621758 30384996 20533026 19615180 2772351.5 1149748 1127346.38 Kynurenine 20744.82 18984.3 17677.88 34415.62 17821.96 35029.76 14030.83 18832.42 17579.69 12748.33 13898.44 16558.56 26236.93 12813.06 9419.93 lactate 227702400 260646064 199415776 199746192 221511776 223870304 137420800 180721936 130838368 138101792 166684128 252173088 20326250 26987912 12977327 L-arginino-succinate 108831.8 75259.3 53134.39 74860.18 118258.3 39840.39 79677.2 75499.47 63769.48 44602.19 58499.45 45150.73 0 0 0 Leu-Asp (LD) 319674.06 257695.47 289538.28 195863.23 316977.09 197669.16 333903.22 263266.75 304778.38 244833.22 252940.36 241440.62 8617.13 4047.4 8794.6 leucine 39611012 31040676 30155068 32286402 41756480 38920040 24517614 30040294 28106524 39393028 25909536 29946774 2739338.75 500015.66 1018257.44 lysine 1432693 1228344 1429206.12 867343.19 1183913.38 920518.88 255322.22 862508.69 631745.31 794162.88 973146.81 716889.88 63876.54 45770.03 93080.75 malate 154260528 131168808 141424672 70482656 128923400 73620560 93334088 73196408 99153848 81923688 96333176 105706936 1876151.5 1926747.75 1926745.5 maleic acid 8380750 6636596.5 7507631 3956979.25 6774882 4013337 4821637 4030405.25 5184455.5 4438600.5 4990742.5 5462788.5 199605.05 297976.31 363466.03 mefloquine 47287.54 22101.65 35266.63 35383.63 41842.57 23145.35 33345.13 35277.92 33874.87 32739.86 30990.33 38698.82 1162.43 0 0 methionine 11270298 8533693 8675502 8136049.5 11052160 9532729 7529641.5 7465385 8366690.5 9147117 8086441 8725081 7056.01 2091.74 4960.7 myo-inositol 1553433.25 2245915.25 2287757.5 1686575.25 1920095 1855688.75 612945.88 660703.44 594673.44 980513.88 1375835.88 1416471.38 444762.84 93014.91 36230.3 Myristoyl/tetradecanoyl-CoA 176722.86 102177.94 109195.44 136805.64 142564.56 113381.2 204093.11 159394.44 146758.31 116302.87 127901.88 109567.82 0 0 0 N-acetyl-glucosamine-1/6-phosphate 494909.66 400896.31 437530.39 181804.08 434145.05 203576.39 406759.07 222830.18 284697.25 249913.87 314572.31 325794.56 0 0 0 N-acetyl-glutamate 739094.5 569335.56 585441.19 577667.31 822776.56 603099.06 682796.69 592541.81 620478.81 643897.94 580277.25 603271.94 10423.87 8485.17 9615.26 N-acetyl-glutamine 98830.55 82995.59 56688.18 91125.58 93861.96 105042.52 152039.83 93922.96 90748.58 60747.58 100319.68 86985.01 59230.31 24219.54 18149.43 N-Acetyl-L-alanine 1117355.75 664508.38 970413.19 839940.44 964891.88 1585091 920000.88 1032352 731320.38 1408688.75 981468.56 971005.62 235236.81 297419.72 188291.45 NAD+ 59865924 41780436 48079596 45549276 61271672 48030628 65529740 52994628 52641584 51879952 49727008 48046756 0 1255.84 0 NADH 1167715.38 962618.56 884996.19 533418.81 575528.44 503456.56 881980.25 678283.94 544984.31 695650 574612.06 534722.62 0 0 0 NADP+ 8353482 6215612 6233318 5347227 8124615 6023124.5 8831759 6791133 7055270 6450994.5 6278616 6448410 0 0 0 NADPH 8981885 7804998.5 7650317.5 5446762 7697769 5344383 8278617 7411863.5 5550994 6290119 5742917.5 5634505.5 1684.64 7239.13 742.16 N-carbamoyl-L-aspartate 221504944 173040112 184400304 4278975.5 6761960.5 4755813.5 7428313.5 5799304 6736457.5 41664332 39971648 41754952 4143.24 3138.21 12282.15 nicotinamide mononucleotide 1178323 1991449.38 1654935.5 1182615 961314.62 2247696 1592623.62 2217856 2358869.25 864990.19 818647.56 1006646.06 53302.75 99681.99 38979.85 nicotinate 440745.78 512647.12 564495.94 410371.75 632090.31 375016.31 405776.34 394752.69 511588.69 456731.91 529498.44 532461.62 58024.02 88487.5 73716.21 Nicotinic acid mononucleotide 5550592.5 4223441.5 4356961.5 4072588.5 5489158.5 4489627.5 5697010.5 4549367 3831171.5 3845943.25 4282169.5 4192721.25 0 0 0 Octulose 8/1P 105082.84 91425.79 142619.31 132829.53 129769.18 213596.71 108413.63 180128.34 123025.37 97816.12 159009.7 122289.89 0 1392.96 1908.8 Octulose Bisphosphate 332721 188721.34 220633.38 349664.69 333196.59 404432.56 291534.75 315761.03 211709.7 361115.81 266308.16 266099.06 0 0 0 ornithine 490418.28 589896.31 664554.38 398323.94 484207.12 642353.38 388861.38 335776.25 283368.97 460681.78 338944.44 444407.5 42557.72 11240.54 35177.52 orotate 4182937.25 2102865 2782292.25 2026009.75 3975133.5 3326470.5 3162258.75 1976732.62 2872027.75 2329303 3232638 2571976 714200.44 3063605.5 1311039.5 pantothenate 1290620.12 1790989 2143352 1685445.25 2236622.75 2135212.5 1372757.75 1469076.5 2088476.75 1841299.25 1678091.62 1712884.75 1918137.62 547619.62 840622.75 Pro-Asp (PD) 7839939 5310371 4999951 2969343.25 4288324 3353879 6971884.5 5546239.5 5493375.5 3589974.25 3266778 3289809.5 2424.05 2547.43 1536.37 Pro-Glu (PE) 887090.94 626167.5 566239.25 361970.47 466106.81 384830.31 794666.5 679300.56 665607.88 525823.81 455807.28 499388.47 2844.01 2351.31 3163.71 Pro-Glu-Glu (PEE) 479344.44 414107.06 446253.66 264206.31 441787.44 304962.56 572021.62 540803.31 514969.47 452378.41 414129 456993.06 0 1971.82 0 Pro-Glu-Glu-Lys (PEEK) 138321.83 114193.23 79178.24 48601.95 86473.6 60617.21 162058.77 153657.7 145998.77 88953.52 82497.05 97015.62 0 0 0 Phenol Red 26019468 19348708 18911108 19435396 24621680 21690202 21987812 20927350 19497674 21517090 18964694 18314650 12726.12 4604.4 1249.9 phenylalanine 30211296 21042840 21460846 20574176 26925870 26101130 20810472 22839792 20079132 21964434 21299982 20547448 214112.55 242022.61 49212.52 phosphoenolpyruvate 16099444 12316985 11390648 11053937 15682636 13075545 15407617 14308787 13003378 13717460 12936947 11768182 2163.29 78212.17 43726.3 proline 12161255 10135198 10358878 9002768 14004093 13705555 13152490 11749169 11383520 14625805 10565782 9972043 1667634.5 3100210.25 2207890.5 Pro-Val-Asn-Phe (PVNF) 272903.81 215689.88 235988.38 48126.45 81637.63 61538.73 317244.22 305644.47 295919.84 116375.26 113667.62 114691.88 1348.78 0 0 pyridoxine 1882176.88 840651.69 1159566.75 1340951.62 2310246 1665450 860018.06 1006229.75 1004335.06 1465221.25 1476158.5 1590894 451948.72 180637.2 198403.33 Pyroglutamic acid 21645426 15166754.5 15676918.25 15797981 21791456 21002272 13134230.44 19547681.75 12568764.38 17375004 15943056.25 15687485.5 6071269.62 3873812.13 2610632 Pyrophosphate 1359064.25 1420001.62 1662189.12 820311.25 2028034.5 870593.88 1862772.75 1217282.88 1531623.38 952118.56 1327569.62 1426921 160306.53 124329.09 141435.28 riboflavin 64043.95 54623.05 43444 40487.79 72132.66 48918.63 53592.36 47138.45 52138.71 54250.94 47245.5 46488.07 1398.67 1580 2195.08 ribose 1996230.88 1770091.5 1389931.75 3469867.75 1155048.62 1577631 3073704.75 1362378.62 1546672.38 1476761 1499818.38 1525335 766310.81 461042.75 520645.41 Ribose-5-phosphate 3103179.75 2411238.75 2315431 1835606.25 2887184.25 2218480.25 2674477.75 2504720.25 2189291.25 1935753.25 2140740.5 2161189.5 2398.51 2557.2 2136.8 ribose-phosphate 2640506.25 2139447.5 2072241.75 1463282.62 2501345.25 1833559.5 2366954.5 2247896.75 1797884.62 1758231 1849879.88 1855616.12 2671.07 3257.01 5649.1 ribulose-5-phosphate 446257.31 286776.91 350396.62 274598.34 419385 339078.47 428469.72 390410.84 160129.39 358961.03 337538.78 346152.78 2138.73 0 0 S-adenosyl-L-homocysteine 1298454.12 1098766.12 1088184.62 1040664.31 1437218.88 1315137.38 1338111.75 1052218.5 1076507 963740.94 1003679.94 1059420.25 0 0 0 Ser-Asp (SD) 195376.98 123334.45 147063.08 103237.24 157539.44 118967.3 202523.78 174167.77 184120.31 136432.28 107961.58 126957.8 2326.87 1663.66 1971.71 Ser-Asp-Leu (SDL) 62312.09 44268.55 45093.98 45795.61 67768.91 48291.3 54380.39 68597.31 59291.23 57835.86 42919.09 38867.41 0 0 1824.98 Sedoheptulose bisphosphate 816733.25 553722 562670.62 825598.38 1003015.25 1013900.44 711429.88 676127.31 611796.62 926286.75 770631.31 653057.44 0 0 0 serine 1756325.62 1542874.88 1469715.75 1241484.38 1753353.5 1541565.75 1606997.75 1130023.38 1204036.88 1452955.62 1300719.5 1583678.12 34591.58 16130.64 9145.77 sn-glycerol-3-phosphate 32057592 25608334 25611246 16005096 24134368 19035454 26846152 22520546 19907688 18918154 20226240 21196622 5509.32 5818.82 6767.22 succinate/Methylmalonic acid 34090228 19992476 26985612 14688401 33322460 14821718 20097346 15855204 25223220 18573456 26648776 27294704 10893782 22281992 4521188.5 succinyl-CoA/methylmalonyl-CoA 76707.25 40084.66 37980.59 58419.93 64124.73 80207.48 83364.53 87435.91 70029.26 74081.63 49637.42 42655.63 699.5 0 0 thiamine 401379.91 352577.06 334895.84 354597.44 463235.56 351313.88 436114.12 358521.22 325661.91 336880.25 266393.97 341290.06 1985.13 0 4387.16 Thiamine pyrophosphate 414056.59 353566.25 298490.59 249472.34 400683.62 172670.06 378091.62 228311.61 293247.41 188282.84 302332.84 230205.33 0 2486.49 2027.45 threonine/homoserine 2609530.5 2454914.25 2413460 2130056.5 2630232.75 2199757.25 2538832 1991311 2216887 2152680.5 2198699.25 2275958.5 54018.59 37504.58 49410.21 tryptophan 7005752.5 4081849.5 5380358.5 4902683.5 6693168.5 5473918 5526808 5041515.5 4894701.5 5157225.5 5092247 5067606.5 6332.89 7540.13 2048.25 tyrosine 19722392 14422444 14086842 13543068 18313184 14737467 14971270 13631866 14435901 15789310 13267527 13705677 79824.83 66422.1 67541.26 UDP 3150474.31 2170376.09 2380120.57 3218280.69 4394972.94 4204922.56 4834317.25 4547275.88 3930496.5 4141597.75 3444868.31 3402376.37 1566.79 713.96 1155.29 UDP-D-glucose 23600102 18070174 17350790 17500196 22485690 18892158 22780154 20245644 18367418 19386880 17461302 17567038 0 0 1963.31 UDP-D-glucuronate 2051492 1491096.62 1366073.12 1160612.5 1907282.75 1410532 1985257.62 1684984.25 1511813.38 1365581.25 1424501.88 1469091.88 0 0 0 UDP-N-acetyl-glucosamine 12699062 9504652 9211362 9487516 12324368 10443463 12581872 11221502 10513371 10664850 9700674 9599741 0 0 0 UMP 6132217.5 4486754.5 4863969.5 5968918.5 8106137.5 5292848.5 5550181 5289446.5 5230073.5 5379399 4975506.5 5134090 0 0 1359.59 UTP 41955872 29262162 29107404 54658188 76463504 62432792 80204488 70536504 65807476 59952404 55466348 53750536 971448.19 746527.88 392858.72 valine 23179818 8085402 17476876 20097596 21419172 10038901 17257662 9730870 8317775 14026209 8410046 9116193 795454.5 1082475 467412.78 Val-Asp (VD) 371151.47 280279.88 342720.25 374264.75 360814.12 482721.44 331144.75 421415.81 250912.11 421889.88 271207.84 338903.03 8934.02 2842.37 6162.98 Val-Asp-Pro-Val-Asn-Phe (VDPVNF) 52231.18 31694.59 42377.35 2858.81 13951.16 0 64346.95 37935.63 49326.92 10471.57 26536.16 19755.63 3444.95 2955.96 0 xanthosine 92270.31 66419.63 84204.91 64612.55 86545.19 76883.66 77589.88 65654.3 50209.59 66957.7 78874.45 76881.3 0 0 0 xanthosine-5-phosphate 4951714 3678391.25 3684734.5 2964104.5 4493527.5 3128633.75 3987389.75 3167569.5 3516438.75 3492166.5 3390811.25 3558167.5 0 1495.87 0 MS_METABOLITE_DATA_END #METABOLITES METABOLITES_START metabolite_name chemical formula Pubchem id retention index 1_3-Bisphosphoglyceric acid C3H8O10P2 13.9 2-dehydro-D-gluconate C6H10O7 C00629 5 2-Hydroxy-2-methylbutanedioic acid C5H8O5 12.1 3-phosphoglycerate C3H7O7P C00197 13.6 3-phospho-serine C3H8NO6P C01005 8.2 4-aminobutyrate C4H9NO2 C00334 4 4-phosphopantetheine C11H23N2O7PS C01134 13.3 4-phosphopantothenate C9H18NO8P C03492 13.9 4-Pyridoxic acid C8H9NO4 C00847 14.1 5-phosphoribosyl-1-pyrophosphate C5H13O14P3 C00119 15.1 6-phospho-D-gluconate C6H13O10P C00345 13.4 acetyl-aspartate C6H9NO5 13 acetyl-CoA C23H38N7O17P3S C00024 16.2 aconitate C6H6O6 C00417|C02341 14 ADP-D-glucose C16H25N5O15P2 C00498 13.7 a-ketoglutarate C5H6O5 C00026 13.1 arginine C6H14N4O2 C00062 0.87 asparagine C4H8N2O3 C00152 1.15 aspartate C4H7NO4 C00049 4.28 aspartate (standard) C4H7NO4 4.46 Asp-Leu-His (DLH) C16H25N5O6 3.73 Asp-Leu-Ser (DLS) C13H23N3O7 11.5 cCMP C9H12N3O7P 4.91 CDP C9H15N3O11P2 C00112 13.5 CDP-choline C14H26N4O11P2 C00307 6.53 CDP-ethanolamine C11H20N4O11P2 C00570 6.38 cGMP C10H12N5O7P 8.2 chlorpropamide C10H13ClN2O3S C06907 17.2 Citraconic acid C5H6O4 C02226 13.3 citrate/isocitrate C6H8O7 C00158|C00311 13.6 CMP C9H14N3O8P C00055 8.61 coenzyme A C21H36N7O16P3S C00010 15.9 creatine C4H9N3O2 C00300 1.33 CTP C9H16N3O14P3 C00063 14.8 Cystine C6H12N2O4S2 C00491 1.29 cytidine C9H13N3O5 C00475 1.2 dAMP C10H14N5O6P C00360 12 dATP C10H16N5O12P3 C00131 14.8 dCDP C9H15N3O10P2 C00705 13.6 dCMP C9H14N3O7P C00239 9.8 dCTP C9H16N3O13P3 C00458 14.8 Decanoyl-CoA C31H54N7O17P3S C05274 19.4 D-erythrose-4-phosphate C4H9O7P C00279 7.45 dGDP/ADP C10H15N5O10P2 C00008 14 D-glucarate C6H10O8 C00767 13 D-gluconate C6H12O7 C00257 5 D-glyceraldehdye-3-phosphate C3H7O6P C00111|C00661 7.35 dGMP/AMP C10H14N5O7P C00362 11 dGTP/ATP C10H16N5O13P3 C00002 14.8 dihydroorotate C5H6N2O4 C00337 6.9 DL-Pipecolic Acid C6H11NO2 C00408 1.2 D-sedoheptulose-1/7-phosphate C7H15O10P C00281|C05382|C06222 7.29 dTDP C10H16N2O11P2 C00363 14.4 dTMP C10H15N2O8P C00364 11.3 dTTP C10H17N2O14P3 C00459 14.8 dUMP C9H13N2O8P C00365 1.14 FAD C27H33N9O15P2 C00016 15 FMN C17H21N4O9P C00061 4.37 folate C19H19N7O6 C00504 14 fructose-1-6-bisphosphate C6H14O12P2 13.6 fumarate C4H4O4 C00122 13.5 GDP C10H15N5O11P2 C00035 13.9 Geranyl-PP C10H20O7P2 C00341 16.46 glucono-lactone C6H10O6 C00198 6.9 glucose-1-phosphate C6H13O9P C00103 7.98 glutamate C5H9NO4 C00025 3.26 glutamine C5H10N2O3 C00064 1.17 glutathione C10H17N3O6S C00051 8.02 glutathione disulfide C20H32N6O12S2 C00127 12.9 GMP C10H14N5O8P C06193 10.5 GTP C10H16N5O14P3 C00044 14.9 guanine C5H5N5O C00242 3.4 Hexose C6H12O6 1.13 hexose-phosphate C6H13O9P C00085 7 histidine C6H9N3O2 C00135 0.87 His-Val-Asp-Asp (HVDD) C19H29N6O9 9.83 hydroxyproline/Aminolevulinate C5H9NO3 C01157 1.15 hypoxanthine C5H4N4O C00262 1.18 IDP C10H14N4O11P2 C00104 13.9 Ile-Asp-Ser (IDS) C13H23N3O7 8.38 IMP C10H13N4O8P C00130 10.5 indole C8H7N C16074 7.5 isoleucine C6H13NO2 2.22 Kynurenine C10H12N2O3 C00328|C01718 3.6 lactate C3H6O3 C00186|C00256|C01432 7.28 L-arginino-succinate C10H18N4O6 C03406 3.25 Leu-Asp (LD) C10H18N2O5 8.65 leucine C6H13NO2 C00123 2.6 lysine C6H14N2O2 C00047 0.85 malate C4H6O5 C00149|C00497|C00711 12.7 maleic acid C4H4O4 C01384 12.7 mefloquine C17H16F6N2O 7.2 methionine C5H11NO2S C00073 1.77 myo-inositol C6H12O6 C00137 7.2 Myristoyl/tetradecanoyl-CoA C35H62N7O17P3S C02593 21.8 N-acetyl-glucosamine-1/6-phosphate C8H16NO9P C04256|C00357 7.3 N-acetyl-glutamate C7H11NO5 C00624 13.4 N-acetyl-glutamine C7H12N2O4 HMDB06029 7 N-Acetyl-L-alanine C5H9NO3 C01073 8.51 NAD+ C21H27N7O14P2 C00003 8.62 NADH C21H29N7O14P2 C00004 14.1 NADP+ C21H28N7O17P3 C00006 13.9 NADPH C21H30N7O17P3 C00005 14.9 N-carbamoyl-L-aspartate C5H8N2O5 C00438 12.3 nicotinamide mononucleotide C11H15N2O8P 1.71 nicotinate C6H5NO2 C00253 11.2 Nicotinic acid mononucleotide C11H14NO9P 11.4 Octulose 8/1P C8H17O11P 6 Octulose Bisphosphate C8H18O14P2 13.6 ornithine C5H12N2O2 C00077 1 orotate C5H4N2O4 C00295 8.1 pantothenate C9H17NO5 C00864 10.7 Phenol Red C19H14O5S 16.9 phenylalanine C9H11NO2 C00079 4.37 phosphoenolpyruvate C3H5O6P C00074 13.8 Pro-Asp (PD) C9H14N2O5 4.68 Pro-Glu (PE) C10H16N2O5 4.55 Pro-Glu-Glu (PEE) C15H23N3O8 10.5 Pro-Glu-Glu-Lys (PEEK) C21H35N5O9 3.38 proline C5H9NO2 C00148 1.27 Pro-Val-Asn-Phe (PVNF) C23H33N5O6 11.6 pyridoxine C8H11NO3 C00314 1.8 Pyroglutamic acid C5H7NO3 C01879 7.69 Pyrophosphate P2H4O7 C00013 13.9 riboflavin C17H20N4O6 C00255 12.6 ribose C5H10O5 1.22 Ribose-5-phosphate C5H11O8P 6.94 ribose-phosphate C5H11O8P C00117 6 ribulose-5-phosphate C5H11O8P 7.81 S-adenosyl-L-homocysteine C14H20N6O5S C00021 6.86 Sedoheptulose bisphosphate C7H16O13P2 13.6 Ser-Asp (SD) C7H12N2O6 4.08 Ser-Asp-Leu (SDL) C13H23N3O7 11.2 serine C3H7NO3 C00065 1.14 sn-glycerol-3-phosphate C3H9O6P C00093 7.3 succinate/Methylmalonic acid C4H6O4 C02170 11.7 succinyl-CoA/methylmalonyl-CoA C25H40N7O19P3S C00091|C00683|C02557 16.9 thiamine C12H16N4OS C00378 1.55 Thiamine pyrophosphate C12H18N4O7P2S C00068 9.31 threonine/homoserine C4H9NO3 C00263 1 tryptophan C11H12N2O2 C00078|C00525|C00806 7.5 tyrosine C9H11NO3 C00082 2 UDP C9H14N2O12P2 C00015 13.8 UDP-D-glucose C15H24N2O17P2 C00029 13.4 UDP-D-glucuronate C15H22N2O18P2 C00167 14.7 UDP-N-acetyl-glucosamine C17H27N3O17P2 C00043 13.4 UMP C9H13N2O9P C00105 10.3 UTP C9H15N2O15P3 C00075 14.8 Val-Asp (VD) C9H16N2O5 6.33 Val-Asp-Pro-Val-Asn-Phe (VDPVNF) C32H47N7O10 16.38 valine C5H11NO2 C00183 1.45 xanthosine C10H12N4O6 C01762 7.77 xanthosine-5-phosphate C10H13N4O9P C00655 12.7 METABOLITES_END #END