#METABOLOMICS WORKBENCH grangel0955_20251201_073410 DATATRACK_ID:6790 STUDY_ID:ST004424 ANALYSIS_ID:AN007401 PROJECT_ID:PR002795 VERSION 1 CREATED_ON December 1, 2025, 8:37 am #PROJECT PR:PROJECT_TITLE Stereochemistry-Driven Design and Synthesis of Tadalafil Analogues as PR:PROJECT_TITLE Antiplasmodial Agents PR:PROJECT_SUMMARY Analogues of tadalafil, an FDA-approved inhibitor of human phosphodiesterase 5 PR:PROJECT_SUMMARY have been reported to block Plasmodium falciparum growth in vitro. In this PR:PROJECT_SUMMARY study, we synthesized 56 new tadalafil analogues with specific stereochemistry; PR:PROJECT_SUMMARY some of the novel analogues showed potent antiplasmodial activity at nanomolar PR:PROJECT_SUMMARY concentrations and high selectivity in vitro. Compound 33 demonstrated the PR:PROJECT_SUMMARY highest potency, with an IC50 of 80 nM against cultured parasites and an IC50 > PR:PROJECT_SUMMARY 20 µM on human HeLa cells, resulting in a selectivity index >250. Most active PR:PROJECT_SUMMARY compounds showed stereospecific activity favoring the cis isomer with a 6R, 12aR PR:PROJECT_SUMMARY configuration. We demonstrate that conformational and spatial orientation play a PR:PROJECT_SUMMARY more critical role than lipophilicity in determining the activity of these PR:PROJECT_SUMMARY compounds. Metabolomic profiling revealed that several tadalafil analogues PR:PROJECT_SUMMARY strongly affect hemoglobin catabolism; yet principal component analysis (PCA) PR:PROJECT_SUMMARY grouped them separately, suggesting subtle differences in their antiplasmodial PR:PROJECT_SUMMARY mechanisms. Further work will be needed to elucidate their precise mode of PR:PROJECT_SUMMARY action, and future structural optimization will be necessary towards development PR:PROJECT_SUMMARY of tadalafil analogues as antimalarial treatments. PR:INSTITUTE Pennsylvania State University PR:DEPARTMENT Biochemistry and Molecular Biology PR:LABORATORY Manuel Llinás PR:LAST_NAME Rangel PR:FIRST_NAME Gabriel PR:ADDRESS 491 Pollock Road, University Park, PA, 16802, USA PR:EMAIL grangel0955@gmail.com PR:PHONE 8148673527 #STUDY ST:STUDY_TITLE Stereochemistry-Driven Design and Synthesis of Tadalafil Analogues as ST:STUDY_TITLE Antiplasmodial Agents ST:STUDY_SUMMARY Analogues of tadalafil, an FDA-approved inhibitor of human phosphodiesterase 5 ST:STUDY_SUMMARY have been reported to block Plasmodium falciparum growth in vitro. In this ST:STUDY_SUMMARY study, we synthesized 56 new tadalafil analogues with specific stereochemistry; ST:STUDY_SUMMARY some of the novel analogues showed potent antiplasmodial activity at nanomolar ST:STUDY_SUMMARY concentrations and high selectivity in vitro. Compound 33 demonstrated the ST:STUDY_SUMMARY highest potency, with an IC50 of 80 nM against cultured parasites and an IC50 > ST:STUDY_SUMMARY 20 µM on human HeLa cells, resulting in a selectivity index >250. Most active ST:STUDY_SUMMARY compounds showed stereospecific activity favoring the cis isomer with a 6R, 12aR ST:STUDY_SUMMARY configuration. We demonstrate that conformational and spatial orientation play a ST:STUDY_SUMMARY more critical role than lipophilicity in determining the activity of these ST:STUDY_SUMMARY compounds. Metabolomic profiling revealed that several tadalafil analogues ST:STUDY_SUMMARY strongly affect hemoglobin catabolism; yet principal component analysis (PCA) ST:STUDY_SUMMARY grouped them separately, suggesting subtle differences in their antiplasmodial ST:STUDY_SUMMARY mechanisms. Further work will be needed to elucidate their precise mode of ST:STUDY_SUMMARY action, and future structural optimization will be necessary towards development ST:STUDY_SUMMARY of tadalafil analogues as antimalarial treatments. ST:INSTITUTE Pennsylvania State University ST:LAST_NAME Rangel ST:FIRST_NAME Gabriel ST:ADDRESS 491 Pollock Road, University Park, PA, 16802, USA ST:EMAIL grangel0955@gmail.com ST:PHONE 8148673527 #SUBJECT SU:SUBJECT_TYPE Cultured cells SU:SUBJECT_SPECIES Plasmodium falciparum SU:TAXONOMY_ID 5833 SU:GENOTYPE_STRAIN 3D7 MR4 #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 - ATQ-1 Sample source:Cultured Plasmodium falciparum 3D7 MR4 | Treatment:10nM Atovaquone RAW_FILE_NAME=ATQ-1.mzML SUBJECT_SAMPLE_FACTORS - ATQ-2 Sample source:Cultured Plasmodium falciparum 3D7 MR4 | Treatment:10nM Atovaquone RAW_FILE_NAME=ATQ-2.mzML SUBJECT_SAMPLE_FACTORS - ATQ-3 Sample source:Cultured Plasmodium falciparum 3D7 MR4 | Treatment:10nM Atovaquone RAW_FILE_NAME=ATQ-3.mzML SUBJECT_SAMPLE_FACTORS - Cpd4-1 Sample source:Cultured Plasmodium falciparum 3D7 MR4 | Treatment:Compound 4 RAW_FILE_NAME=Cpd4-1.mzML SUBJECT_SAMPLE_FACTORS - Cpd4-2 Sample source:Cultured Plasmodium falciparum 3D7 MR4 | Treatment:Compound 4 RAW_FILE_NAME=Cpd4-2.mzML SUBJECT_SAMPLE_FACTORS - Cpd4-3 Sample source:Cultured Plasmodium falciparum 3D7 MR4 | Treatment:Compound 4 RAW_FILE_NAME=Cpd4-3.mzML SUBJECT_SAMPLE_FACTORS - Cpd16-1 Sample source:Cultured Plasmodium falciparum 3D7 MR4 | Treatment:Compound 16 RAW_FILE_NAME=Cpd16-1.mzML SUBJECT_SAMPLE_FACTORS - Cpd16-2 Sample source:Cultured Plasmodium falciparum 3D7 MR4 | Treatment:Compound 16 RAW_FILE_NAME=Cpd16-2.mzML SUBJECT_SAMPLE_FACTORS - Cpd16-3 Sample source:Cultured Plasmodium falciparum 3D7 MR4 | Treatment:Compound 16 RAW_FILE_NAME=Cpd16-3.mzML SUBJECT_SAMPLE_FACTORS - Cpd19-1 Sample source:Cultured Plasmodium falciparum 3D7 MR4 | Treatment:Compound 19 RAW_FILE_NAME=Cpd19-1.mzML SUBJECT_SAMPLE_FACTORS - Cpd19-2 Sample source:Cultured Plasmodium falciparum 3D7 MR4 | Treatment:Compound 19 RAW_FILE_NAME=Cpd19-2.mzML SUBJECT_SAMPLE_FACTORS - Cpd19-3 Sample source:Cultured Plasmodium falciparum 3D7 MR4 | Treatment:Compound 19 RAW_FILE_NAME=Cpd19-3.mzML SUBJECT_SAMPLE_FACTORS - Cpd33-1 Sample source:Cultured Plasmodium falciparum 3D7 MR4 | Treatment:Compound 33 RAW_FILE_NAME=Cpd33-1.mzML SUBJECT_SAMPLE_FACTORS - Cpd33-2 Sample source:Cultured Plasmodium falciparum 3D7 MR4 | Treatment:Compound 33 RAW_FILE_NAME=Cpd33-2.mzML SUBJECT_SAMPLE_FACTORS - Cpd33-3 Sample source:Cultured Plasmodium falciparum 3D7 MR4 | Treatment:Compound 33 RAW_FILE_NAME=Cpd33-3.mzML SUBJECT_SAMPLE_FACTORS - Cpd35-1 Sample source:Cultured Plasmodium falciparum 3D7 MR4 | Treatment:Compound 35 RAW_FILE_NAME=Cpd35-1.mzML SUBJECT_SAMPLE_FACTORS - Cpd35-2 Sample source:Cultured Plasmodium falciparum 3D7 MR4 | Treatment:Compound 35 RAW_FILE_NAME=Cpd35-2.mzML SUBJECT_SAMPLE_FACTORS - Cpd35-3 Sample source:Cultured Plasmodium falciparum 3D7 MR4 | Treatment:Compound 35 RAW_FILE_NAME=Cpd35-3.mzML SUBJECT_SAMPLE_FACTORS - DMSO-1 Sample source:Cultured Plasmodium falciparum 3D7 MR4 | Treatment:DMSO RAW_FILE_NAME=DMSO-1.mzML SUBJECT_SAMPLE_FACTORS - DMSO-2 Sample source:Cultured Plasmodium falciparum 3D7 MR4 | Treatment:DMSO RAW_FILE_NAME=DMSO-2.mzML SUBJECT_SAMPLE_FACTORS - DMSO-3 Sample source:Cultured Plasmodium falciparum 3D7 MR4 | Treatment:DMSO RAW_FILE_NAME=DMSO-3.mzML SUBJECT_SAMPLE_FACTORS - QC-1 Sample source:Cultured Plasmodium falciparum 3D7 MR4 | Treatment:Pooled Quality Control RAW_FILE_NAME=QC-1.mzML SUBJECT_SAMPLE_FACTORS - QC-2 Sample source:Cultured Plasmodium falciparum 3D7 MR4 | Treatment:Pooled Quality Control RAW_FILE_NAME=QC-2.mzML SUBJECT_SAMPLE_FACTORS - QC-3 Sample source:Cultured Plasmodium falciparum 3D7 MR4 | Treatment:Pooled Quality Control RAW_FILE_NAME=QC-3.mzML SUBJECT_SAMPLE_FACTORS - QC-4 Sample source:Cultured Plasmodium falciparum 3D7 MR4 | Treatment:Pooled Quality Control RAW_FILE_NAME=QC-4.mzML #COLLECTION CO:COLLECTION_SUMMARY Each sample represents metabolites extracted from 1E8 Plasmodium falciparum CO:COLLECTION_SUMMARY infected human red blood cells (iRBCs). After treatment, the iRBCs were washed CO:COLLECTION_SUMMARY with cold PBS and metabolites were extracted using a 90% methanol solution. This CO:COLLECTION_SUMMARY solution was evaporated under nitrogen gas flow, resuspended in water plus CO:COLLECTION_SUMMARY chlorpropamide as an internal control, and run on the ThermoFisher Exactive CO:COLLECTION_SUMMARY Plus. CO:SAMPLE_TYPE Plasmodium cells #TREATMENT TR:TREATMENT_SUMMARY Heparin synchronized (6-hour window) P. falciparum 3D7 parasites were grown to TR:TREATMENT_SUMMARY approximately 24 hours post-invasion, and infected red blood cells (iRBCs) were TR:TREATMENT_SUMMARY purified using magnet activated cell sorting (MACS). Purified iRBCs were then TR:TREATMENT_SUMMARY counted and plated at ~1X10^6 cells per technical replicate and allowed to TR:TREATMENT_SUMMARY recover in standard incubation conditions for 1.5 hours. After recovery, drug TR:TREATMENT_SUMMARY treatment was added at 10 X IC50 and incubated for 2.5 hours before washing and TR:TREATMENT_SUMMARY extraction of metabolites. #SAMPLEPREP SP:SAMPLEPREP_SUMMARY Parasites were pelleted (500 g, 4°C, 1 min) and washed in 1 mL ice cold PBS. SP:SAMPLEPREP_SUMMARY Then metabolites were extracted from the pellet with 1 ml ice cold 90% methanol, SP:SAMPLEPREP_SUMMARY vortexed 30 seconds, and centrifuged for 10 min at maximum speed (16000 x g) at SP:SAMPLEPREP_SUMMARY 4°C. Samples were treated identically and swiftly to ensure reproducible SP:SAMPLEPREP_SUMMARY results. The methanol supernatants were stored at -70°C until further SP:SAMPLEPREP_SUMMARY processing could be done, when they were transferred to fresh 1.5 mL tubes, SP:SAMPLEPREP_SUMMARY dried down completely under nitrogen gas flow, and the metabolite residues SP:SAMPLEPREP_SUMMARY stored at -70°C. #CHROMATOGRAPHY CH:CHROMATOGRAPHY_TYPE Reversed phase CH:INSTRUMENT_NAME Thermo Dionex Ultimate 3000 CH:COLUMN_NAME Waters XSelect HSS T3 Column XP (100 x 2.1 mm, 2.5 um) CH:SOLVENT_A 97% water/3% methanol; 15 mM acetic acid; 10 mM tributylamine; 2.5 µM medronic CH:SOLVENT_A acid CH:SOLVENT_B 100% Methanol CH:FLOW_GRADIENT 0-5.0 min: 100% A, 0% B; 5.0-13.0 min: 80% A, 20% B; 13.0-15.0 min: 45% A, 55% CH:FLOW_GRADIENT B; 15.0-17.5 min: 35% A, 65% B; 17.5-21.0 min: 5% A, 95% B; 21.0-25 min: 100% A, CH:FLOW_GRADIENT 0% B CH:FLOW_RATE 0.200 mL/min CH:COLUMN_TEMPERATURE 30°C #ANALYSIS AN:ANALYSIS_TYPE MS #MS MS:INSTRUMENT_NAME Thermo Exactive Plus Orbitrap MS:INSTRUMENT_TYPE Orbitrap MS:MS_TYPE ESI MS:ION_MODE NEGATIVE MS:MS_COMMENTS .raw files were converted to .mzML files using MSConvert software of the MS:MS_COMMENTS ProteoWizard software package. The .mzML files were processed using EL MAVEN MS:MS_COMMENTS software for peak picking, alignment, and annotation. #MS_METABOLITE_DATA MS_METABOLITE_DATA:UNITS blank-subtracted peak area MS_METABOLITE_DATA_START Samples Cpd16-1 Cpd16-2 Cpd16-3 Cpd4-1 Cpd4-2 Cpd4-3 Cpd19-1 Cpd19-2 Cpd19-3 ATQ-1 ATQ-2 ATQ-3 Cpd35-1 Cpd35-2 Cpd35-3 Cpd33-1 Cpd33-2 Cpd33-3 DMSO-1 DMSO-2 DMSO-3 QC-1 QC-2 QC-3 QC-4 Factors Sample source:Cultured Plasmodium falciparum 3D7 MR4 | Treatment:Compound 16 Sample source:Cultured Plasmodium falciparum 3D7 MR4 | Treatment:Compound 16 Sample source:Cultured Plasmodium falciparum 3D7 MR4 | Treatment:Compound 16 Sample source:Cultured Plasmodium falciparum 3D7 MR4 | Treatment:Compound 4 Sample source:Cultured Plasmodium falciparum 3D7 MR4 | Treatment:Compound 4 Sample source:Cultured Plasmodium falciparum 3D7 MR4 | Treatment:Compound 4 Sample source:Cultured Plasmodium falciparum 3D7 MR4 | Treatment:Compound 19 Sample source:Cultured Plasmodium falciparum 3D7 MR4 | Treatment:Compound 19 Sample source:Cultured Plasmodium falciparum 3D7 MR4 | Treatment:Compound 19 Sample source:Cultured Plasmodium falciparum 3D7 MR4 | Treatment:10nM Atovaquone Sample source:Cultured Plasmodium falciparum 3D7 MR4 | Treatment:10nM Atovaquone Sample source:Cultured Plasmodium falciparum 3D7 MR4 | Treatment:10nM Atovaquone Sample source:Cultured Plasmodium falciparum 3D7 MR4 | Treatment:Compound 35 Sample source:Cultured Plasmodium falciparum 3D7 MR4 | Treatment:Compound 35 Sample source:Cultured Plasmodium falciparum 3D7 MR4 | Treatment:Compound 35 Sample source:Cultured Plasmodium falciparum 3D7 MR4 | Treatment:Compound 33 Sample source:Cultured Plasmodium falciparum 3D7 MR4 | Treatment:Compound 33 Sample source:Cultured Plasmodium falciparum 3D7 MR4 | Treatment:Compound 33 Sample source:Cultured Plasmodium falciparum 3D7 MR4 | Treatment:DMSO Sample source:Cultured Plasmodium falciparum 3D7 MR4 | Treatment:DMSO Sample source:Cultured Plasmodium falciparum 3D7 MR4 | Treatment:DMSO Sample source:Cultured Plasmodium falciparum 3D7 MR4 | Treatment:Pooled Quality Control Sample source:Cultured Plasmodium falciparum 3D7 MR4 | Treatment:Pooled Quality Control Sample source:Cultured Plasmodium falciparum 3D7 MR4 | Treatment:Pooled Quality Control Sample source:Cultured Plasmodium falciparum 3D7 MR4 | Treatment:Pooled Quality Control 1_3-Bisphosphoglyceric acid 2263128661 2691246868 2609675633 2592683561 2556404448 2461461198 1860176691 1889674840 1913932263 2101644775 2638278519 2712822000 2233519641 2034372894 2125470010 2603034832 2612653323 2462921682 2048188628 2440587268 2585924034 2342008988 2330103259 2391294749 2276054600 2_3-Diphosphoglyceric acid 2273587904 2692753337 2624507481 2607705365 2550269943 2471772588 1856743245 1900631275 1917508768 2104479166 2650168680 2704302310 2223215792 2027250057 2114202931 2583069354 2628612701 2465234629 2037012837 2441756582 2597791334 2342068112 2341336466 2384773729 2274595041 2-dehydro-D-gluconate 2118421.228 2772338.577 2623689.852 2363321.221 2389875.894 2104189.676 2910104.001 2758359.506 2987332.382 1893589.005 2461362.228 2271307.799 1996062.356 2140589.979 1973529.517 2238854.707 2533249.477 1979977.666 1759778.844 2397722.846 2353814.382 2527371.04 2356969.235 2499479.87 2276392.938 2-Hydroxy-2-methylbutanedioic acid 116885937.2 128979025.8 123070869.1 130774381.3 134896628.2 122304866.8 124104301.2 114528507.7 120083595 90128533.11 105838140.4 99684524.22 110439861.2 109933878.2 110618805.2 123284415.3 136033229.6 114118035.3 91347812.16 113168811.7 110264078.3 125760313.8 122173840.2 120192196.6 117055197.2 3-phospho-serine 37642587.29 43385115.11 41878704.52 36410606.51 39231157.09 38524835.98 40499883.47 41145604.5 39536386.77 40717039.25 43585189 45797786.39 36822113.95 34071995.04 33829858.18 42453528.35 42895880.26 39906014.5 39263525.24 47615497.43 47145832.17 42514736.55 42251868.52 41368676.83 39886327.85 3-phosphoglycerate 363012942.1 461144803.4 433081451.7 346777791 341633845.5 323079996.1 430375411.1 420507118.9 412950793.4 254708223.1 339054792.2 334101672.5 260229039.6 240160091.9 264214057 355058877.8 387396110 347865040.9 265698050.6 319308519.9 332047935 356104114.9 349995335.5 352283880 334360550 4-aminobutyrate 38058186.17 44525250.39 43524024.68 28098988.12 28490613.46 33142707.78 57766306.41 58407872.09 55746502.73 45696895.27 49787753.51 49607116.5 32110623.41 32076791.47 25783667.88 36430431.18 38849520.15 36110268.8 36087917.98 44162190.04 42843591.33 43094481.94 43564348.08 44866609.59 42001816.96 4-phosphopantetheine 339350.3264 831211.8365 488010.9558 393231.612 292519.3124 379324.9022 1431733.857 1526597.612 1170836.446 656674.1275 666806.8378 747224.9376 180470.9288 233218.7769 166925.2128 536301.8915 616721.3935 442984.3554 419747.3223 424677.8302 540441.3327 574982.1619 549566.69 584414.8444 511214.8975 4-phosphopantothenate 120011664.9 141783721.9 140186150.7 100571104.9 100570383.2 94266527.88 97431771.21 99389126.2 100436408 91894862.17 104564634.1 101775280.6 84261815.82 80957448.81 81370522.42 121143811.6 131226453.8 116023617.9 103170730.9 133085408.7 128765121.8 114778423.8 108841679.1 111391657.7 106352326.4 4-Pyridoxic acid 13894823.48 18132630.17 17181161.66 16975456.53 15857417.22 15511221.08 16167696.54 16083801.93 18078456.94 12372142.44 14059545.43 14071736.88 16737871 13784202.79 14536355.88 15332729.53 15513612.46 16077192.22 11303897.27 13807445.54 13967173.37 15140134.97 15077576.37 15372109.04 16407635.57 5-aminopentanoic acid 109688476.1 130386651.3 123381288.7 79051720.26 75270091.93 75021215.33 92539034.65 95282121.37 95956138.58 115518170.5 122649377.7 124617976.3 67753671.98 68549941.09 69081712.1 86920745.14 85923239.1 80374751.1 104225771.5 130532655.8 120690531.5 101128513.2 98404311.58 106520276.3 97249049.37 5-phosphoribosyl-1-pyrophosphate 27666471.42 28730494.08 23567054.3 10937795.68 15414272.25 8682420.712 22189698.8 19653876.03 15922042.92 31008303.58 55227476.62 42070661.61 9713626.792 10573339.36 12429597.44 18620249.92 24911861.28 18847892.19 37477659.94 42544657.55 50380247.67 33030602.93 26014554.86 23530820.33 18999548.09 6-phospho-D-gluconate 62340481.14 79850501.75 74161424 80674497.37 78539737.44 75292633.52 71446658.04 72342750.38 73523477.03 61027574.02 80354539.06 77413218.33 69047147.03 66248709.65 73828128.31 73262296.36 74780205.42 68387569.32 58145220.18 72645084.82 72619629.95 70931245.64 71931584.5 75601632.72 72949208.86 a-ketoglutarate 281605234.2 312363041.5 315272747.2 262359661.4 274487758.2 252720693.3 390572892.6 389234326.4 389625024.3 275025445.7 309103877.3 308069512.9 235640067 229291351.6 227695278.3 358419562.5 396380399.3 329027489.7 299886592.2 371699571.4 334960318.2 323389367.6 314916660.1 326008122.6 309021254.1 acetyl-aspartate 5600019.747 6303846.033 5853128.406 5335023.126 6337673.798 5240533.875 6429846.134 5761927.642 6456224.704 5350138.687 5491474.875 5482227.744 5318937.29 5257730.661 5385003.756 5637359.624 6204489.053 5748012.654 4265364.205 6090767.114 6193262.949 6226417.322 6166909.539 6482335.174 6704447.779 acetyl-CoA 6999539.779 9043009.445 8356687.716 6217096.553 6243804.446 5923378.449 4904686.926 4737887.723 5073306.95 4709090.219 6430631.146 6546824.505 6080297.144 5384259.486 6351877.221 7731402.388 8767667.851 7071240.435 6664949.525 8637245.515 8740423.846 6880406.771 6567785.366 6752399.21 6494732.368 Acetyllysine 2167344.529 2882096.206 2548433.777 279481.172 337820.2082 361255.3294 166973.5224 125936.2836 239186.6472 2867058.497 2605563.792 2668632.376 207305.6982 287289.4885 293742.6115 1059490.635 1101271.729 863689.5492 2744294.375 3435282.685 2851717.891 1523737.55 1386072.073 1539261.037 1426658.332 adenine 2199161.229 3182964.489 2609596.794 3166795.175 2087003.255 3177886.267 1275660.543 1635127.073 1847585.45 2697316.041 2253616.421 2861608.44 3261167.474 2540844.76 2451503.171 3454513.753 3076451.025 2941790.989 1907586.549 2969275.308 2372857.257 2084459.066 2600417.27 3038124.356 3332276.641 ADP-D-glucose 1720120.421 2719737.652 2542738 2159522.419 2317371.103 2008981.734 2297961.169 2175765.005 2303879.02 1830750.531 2758224.993 2688569.49 1950737.292 1876360.626 2130840.232 2285567.445 2623089.078 2195770.964 1797592.864 2472650.621 2327564.876 2409240.76 2294887.183 2426397.903 2113459.656 alanine/sarcosine 12465938.04 16175395.06 15055625.54 6207950.192 6962903.92 7315007.853 4900455.919 5088504.256 4808544.651 13449951.51 13201135.43 13715328.82 6123185.346 6160233.855 6139510.837 9003623.943 8513475.529 7776511.801 12697072.01 16229239.6 12486473.91 9718207.232 9858358.293 9492968.319 10713107.12 arginine 10007376.87 12119222.45 11479312.2 9448510.479 10489842.24 9097221.205 12279226.08 12842954.16 12575561.77 20966224.88 24613487.36 23744840.94 8543603.581 8639143.278 9202284.636 10158489.66 12466905.25 10200972.96 15474013.4 17728763.1 17365179.66 16039430.34 12795878.99 13702647.44 12683219.89 asparagine 70389511.23 74081350.69 66758846.7 49311307.36 52525200.56 61915297.31 59631704.04 59839478.03 54039458.24 63237190.79 56955599.24 62145488.64 54623921.25 52180559.64 50504292.99 62350535.93 55546375.11 59784709.77 71159773.95 74710642.5 66751291.73 63131561.92 61550524.51 63540804.43 58371028.51 aspartate 1326809420 1514169791 1460009008 989078507 1013474429 982297173.4 1214400618 1210248112 1166820528 723539425.9 761929212.1 760555606.4 916606425.7 914070591.9 935514289.8 962914404.3 1016621652 941285928.2 1470018679 1506894734 1440001236 1134366143 1120692057 1126271565 1107032246 CDP 17337854.17 20061835.86 18745917.4 18628878.17 19879775.07 18992762.39 9156675.761 9882144.697 9735436.963 10194679.95 10751504.82 12205599.74 24202404.31 20828921.41 21362703.55 27138966.04 26197691.23 25255917.25 16475817.06 21160137.23 19657977.95 16896082.69 17328729.14 18169343.28 17650089.57 CDP-choline 2363949.366 3128820.73 3066431.723 2454409.667 2243802.055 2040231.346 2033595.529 2132517.294 2171351.029 2020728.092 2293210.54 2164751.437 1797915.596 1826361.196 1856536.151 2064959.531 2423701.745 1877534.155 1948211.602 2585833.908 2471179.721 2342029.445 2114880.484 2385615.367 2228758.522 CDP-ethanolamine 92377321.33 112206078.7 104611616.1 121410254.3 115976844.8 121100154 102992496.2 106342337.8 108316286.5 85653467 90772912.86 91079232.13 108476351.7 98680783.18 101595380.2 110318677.2 109954533.9 103225571.1 96339734.64 116870562.8 108685939 110873143.1 101912973.7 110640900 111465304.8 CMP 30852502.9 32584999.51 33096581.76 21194071.04 23294010.57 22827026.41 32812428.75 32576445.03 32607916.73 16990233.49 14962707.3 15344988.09 34390682.03 24932874.48 23808810.58 43230823.6 43627910.08 33398413.11 28579864.13 36098374.52 26306712.91 29279515.97 29054791.16 29378817.76 29349756.37 coenzyme A 3251239.972 4697987.608 4696069.582 3135725.865 2603867.72 3018763.958 3510144.797 4179332.874 4122617.3 3456931.002 3299953.629 3976519.959 2351540.676 1844268.267 2054687.485 4127630.519 3995051.483 3010364.772 2536121.539 3552739.7 3726670.032 2678832.194 3039194.646 3134659.904 2977506.407 creatine 1662327.568 1975639.142 1805774.846 1798711.851 1810660.344 1777116.702 1448489.86 1544834.115 1634739.815 1372545.611 1530620.847 1488167.882 1384638.655 1519339.277 1259582.127 1677501.034 1840702.61 1678606.417 1299615.348 1748437.518 1730014.331 1694062.909 1835316.57 1770215.63 1658830.644 CTP 127941780.5 160794445 153438806.8 167440506.5 158445167.9 153083843.6 94838984.56 102072107.7 105754845.7 86565709.32 111808709.6 110799252.2 148675507.3 148102831.5 159778951.4 133898812.1 144251678.4 138431812.2 118383095.2 145961867.3 167625352.1 131335795.2 133462300.7 136605531 130351906 cytidine 260449471.2 279496636.4 280852155.7 403705084.6 371088000.2 392630557.1 425915606.8 434577728.6 425761400.7 319329225.1 324688061.2 321525273 392896979.5 369978380.8 374334592.4 296372633.5 298107358.3 299622822.7 234798848.1 288319494.9 271038835.8 351765372.1 340023062.4 358611360.3 350639899.9 D-gluconate 198110104.8 234413487.3 227531242.1 139964190.5 140134201.3 187336912.6 212871680.8 209203088.2 209434490.1 175143222.4 205191044.5 206196531.4 163015215.3 150439996.5 110044878.4 202722649.7 216437200.9 189745549.4 177750713.2 213699943.9 210280620.1 207635185.6 198303699.8 204270453.9 189003145.6 D-glucosamine-1/6-phosphate 2859962.019 3730568.549 3490675.99 3436967.625 3202084.386 3402036.307 3308825.569 3422601.842 3556107.202 2819791.476 3242708.401 3200442.94 3086552.295 2839656.69 3037266.405 3242182.687 3454402.792 3165185.121 2677812.248 3322674.768 3214292.058 3352239.037 3158823.865 3387906.865 3336094.395 D-sedoheptulose-1/7-phosphate 39894933.73 43963631.27 40687654.01 39351462.26 40291240.6 53120002.75 47386473.73 53490425.96 47619685.6 47188909.06 44430068.81 50578473.89 41654670.46 38791940.34 41555811.32 41296603.05 37373870.54 43312013 43615467.67 41695818.93 42868018.97 45700993.42 45192643.69 45302319.14 45538930.41 DAL 784937.549 969156.2429 1483670.97 1044575.238 1075832.439 1040177.933 907807.6179 859677.3822 920402.2954 761424.6861 880827.4224 784170.8406 793185.3035 827486.4787 552971.3628 1019315.368 1030113.341 822246.4078 874562.4301 1310685.033 1097352.264 917857.7646 1032074.07 929146.9395 910096.3134 dAMP 2551792.524 2607873.095 2714927.418 1311032.119 1561308.31 1411213.16 3405591.352 3559573.913 4003401.499 1981712.177 1258238.11 1613794.321 3115376.241 2091284.006 1964130.371 5635462.653 5512912.546 4230958.599 2331836.237 3257011.089 1877653.376 2649619.684 2860133.128 2782046.034 2865828.562 dATP 37486567.41 47970947.15 46816481.48 33659959.89 37589998.62 31521707.79 43760785.56 44237166.53 45390703.62 52089595.73 72601381.05 71529528.5 35765950.74 34596413.59 39029845.8 49926544.68 52891604.33 46600501.67 40572464.1 50272050.18 57403281.25 43989707.31 44712452.95 44400240.5 40888774.42 dCDP 3139806.245 3462649.57 3299078.772 2804909.006 3125958.351 3153691.239 2523472.875 2515982.257 3094079.091 3152999.544 2635067.652 2934365.35 3972302.425 3398395.044 3296972.342 5832993.758 5635962.296 4858749.727 3670501.501 4358798.009 3493090.57 3131737.795 3522173.521 3641604.197 3373975.513 dCMP 6588821.39 7176196.531 7437676.072 5120222.612 5603088.864 5323572.864 10983618.27 11667922.93 11357966.05 5209165.966 4703593.424 5234083.244 6277998.651 5773587.435 5488453.521 6868394.193 7149334.122 5736511.05 5536828.994 6924286.267 6142630.691 7056745.741 6920603.005 7156156.081 6703749.299 dCTP 23441542.58 31437191.88 29260942.09 25900274.5 25183566.07 23660545.79 32876344.06 33515001.07 34824953.28 24757527.98 34038663.1 34312049.91 23136829.82 22408390.96 24406349.53 25334456.78 27597155.94 24895297.63 25147800.57 30117496.14 36097479.98 28250649.91 28398260.4 29094103.54 26926522.69 deoxyuridine 29512619.23 32812538.55 32619146.32 35653482.58 26407597.44 29494536.99 31836416.47 31540008.81 32059208.38 28767222.73 28599323.63 28831750.04 30901434.49 30850918.13 31826622.01 29873565.6 31508853.85 27617571.57 22484147.82 31902146.62 31034252.42 15417487.5 30625987.83 31685588.43 29819893.53 dGDP/ADP 307804758.6 343611915.8 338124925.9 306494538.4 323760406.9 310401717.5 93113949.35 101227276.2 105713604.4 278024573.8 267208491.2 290564059.8 403392328.4 320696243.1 320752911 483652716.1 492496749.3 417961902.8 287581927.6 378720247.4 301044950.7 306309376.4 303823781.7 318601276.7 306013228.9 dGMP/AMP 136688431.1 137672566.7 136278064.2 95124563.29 105011031.7 100163110.4 50712264.15 54272409.49 58838127.95 101081311 73394866.75 82746166.47 176845598.9 129538043.4 117548191.1 247102593.9 225910136 187736453.8 117445970.6 162266976.8 97770321.68 121907098 123974267.6 130988571.9 127351776.1 dGTP/ATP 1786793425 2297596629 2119768913 2156337863 2353424342 2030423388 1060807438 1076936163 1151209886 1983137198 2711198404 2321915758 1834926270 1748861424 1846766391 1942539293 2049877132 1887345656 1768447585 2114194447 2209479128 1973094305 1767193050 1842075979 1737457546 dihydroorotate 11731945.99 8924730.805 10346414.68 4191424.183 3546048.828 5592514.464 2809889.166 2640155.121 2787484.158 290140811.2 243641750.4 275221954.2 4637667.955 3810796.504 3526624.299 5323083.977 4285644.487 4665601.23 8757659.33 8435853.335 7474901.254 55587940.57 50589533.57 51060567.02 47657295.2 dihydroxy-acetone-phosphate 53137592.62 61526869.98 61928061.33 60449540.46 57590278.95 60663177.22 81382002.07 77612866.68 75650185.85 39942095.9 56924098.28 56290007.82 40645694.31 40932388.19 40878361.39 40771594.03 44920509.38 40054834.36 39608510.38 50441720.17 52452266.13 59522167.58 56423110.9 57869141.7 48776013.82 DL-Pipecolic Acid 34484164.28 41472984.08 39487007.97 22884848.18 26958812.93 25122132.45 19940567.75 21498829.53 21232233.36 72695821.66 83806049.45 86624628.16 13543212.36 14436304.24 13741921.81 25315032.35 27011252.64 24591477.04 78868575.71 89136291.07 88762424.78 43774685.22 41626324.37 43999127.27 39209302.3 DLH 38709165.33 53203782.37 50190088.31 3664037.212 3931205.166 2928881.772 686029.0756 690724.497 827479.6298 21177365.83 22765624.11 22962917.5 3458513.794 3274205.66 2843116.934 13381011.29 14499311.62 11921270.15 24681595.05 30416825.15 28026918.1 17968316.8 16591693.69 17743532.15 17447861.28 DLS 25172884.6 35269354.8 32765159.95 2122352.397 2175622.93 1785375.827 1336318.237 1302317.679 1496846.484 16318005.89 18715225.98 18943525.39 1954259.401 2012486.522 2154181.977 11463183.77 12102370.7 9909861.944 21242564.58 25136007.92 23343636.87 13161294.83 12474521.82 13166628.93 12011739.99 dTDP 10902620.44 11549237.69 11841043.1 7341864.861 8181398.924 7928459.003 17956642.47 19436841.29 19703152.89 5440565.022 4734907.754 5305101.416 13389569.65 10562153.57 9916071.366 21464390.49 21220851.76 17195968.38 12163105.1 15968213.92 11587825.18 12434611.38 12309297.48 13273685.61 12420575.45 dTMP 4505898.567 4194244.664 4448399.809 2986175.845 3322094.868 3381439.923 22415970.15 23208822.48 23110271.53 2089170.408 1416090.344 1726515.103 6349370.791 4485425.511 3831934.121 10583721.9 9424524.979 7338819.131 4105075.546 5610548.247 3026828.353 7484990.913 7259811.873 7571896.088 7360063.578 dTTP 69390458.57 94170576.1 89504592.77 65982631.74 68964021.45 64234637.5 234417556.9 242205361.9 252017257.6 45116350.91 62319173.74 59162986.36 76783217.15 65086898.29 82620954.08 82450821.47 91498700.23 85863086.64 83133457.78 103152923.1 111419107.7 109610597.9 98251956.69 104978919.2 100287590.1 FAD 1606727.883 2036698.311 1943911.124 2293478.352 2051669.474 2034912.838 1335303.1 1249062.747 1525139.1 1504664.884 1933240.558 1890804.258 2065939.537 2173339.532 2360523.134 1928827.598 2006977.99 1693403.051 1355898.486 1751199.63 1597513.588 2046731.029 1912377.879 2081976.074 1982591.896 folate 6435929.781 8225457.989 7954801.709 7487895.22 7976469.507 7100375.656 7669830.701 8671645.444 8185374.435 5450276.697 7646298.598 7048932.256 6162845.894 6214518.743 6872787.803 7185319.794 8484217.529 6129142.569 5892139.22 7355327.701 7114670.736 7805462.3 7334189.553 7157270.504 7362214.468 fructose-1-6-bisphosphate 119518176.1 160617722.6 156263632 159586682.4 149249474.3 147055037.3 150614413.9 153114381.6 159939649.8 112424428.9 158703148.1 155487120.6 116405305.3 106860367.6 116388566.2 120523199.2 134959561.5 122161530.7 112996518.6 136998654.5 147727044.7 144159833.5 140090933.4 144329966.9 132685298.2 fructose-6-phosphate 115530275.7 153799900.3 142717427.9 165159583.2 138387280.7 146404742.5 107567059.8 109292672 109680299.7 119077385.7 152664771.7 150935322.7 112318808.7 109333390 118876162.8 120277872.3 121916866.6 117561904.9 112626614 120997779.7 130708155 132027297.8 128235794.5 132805484.7 128420627.5 fumarate 145977514.4 159504677.7 159037620.5 107522899.4 112974816.8 103995606.5 196353543.7 187824473 187636740.2 159481242.4 192887575.8 187219370.1 78728458.33 81726810.92 84949933.83 113894268.5 124855163.3 109872572.6 152654097.9 182628473.5 185339986.8 155024203.7 151450908.9 149382980.6 139411958.2 GDP 27291207.65 28872312.69 26897401.09 24160945.21 27017549.26 25598086.67 6649775.046 6799465.265 7220754.048 30448017.01 26284859.3 30180801.73 36278034.51 29878064.52 28025514.11 50276976.89 47300322.45 41825216.3 28692087.91 36410654.67 28628273.45 27990888.86 27777727.64 29484585.81 29374226.64 glucono-lactone 25181873.71 29698834.27 28082104.81 26639357.18 26814033.55 27603814.01 27042127.09 26479016.78 26420652.04 22698058.26 24542208.06 25279672.2 21990882.26 21126893.82 20796128.76 27381491.19 28652859.91 26070401.17 23681290.12 28056967.79 26651310.83 25383155.07 26122472.16 26583200.77 25610743.65 glucose-1-phosphate 115486371.6 153674349.7 142673285 165101969 138253463.9 146291144.6 107525289.3 109230393.9 109654435.6 119003630.3 152606909.2 150884386.2 112259761.7 109299904.5 118829440.5 120275508.2 121875915.1 117512436.8 112567134.6 120929093.3 130631485 131999183.3 128190879.4 132769530.5 128373678.7 glutamate 5022692214 5857648200 5783649101 4739716318 4876516275 4553513539 7285520780 7389451841 7305105556 5994131292 6421142201 6339786879 4302447099 4313137047 4338055177 4928512623 5164920531 4786445575 4673594780 5803274072 5590892164 5699202505 5620846858 5823224734 5610562980 glutamine 255922446.7 278147505 257147250.5 247238622 246632014.5 263362379.2 267698437.7 268644653.3 258201542 254801658 247866873.7 247826498 229328480.7 224827192.1 224277903.3 268695026.9 250257781.4 246838586.8 255503019.9 290195113 266978168.6 260061919.5 259404071.1 266245939.4 245501307.4 glutathione 1196121160 1474861278 1401639537 1379698116 1372363817 1306605122 1246358038 1323974002 1341525261 1278926968 1481310974 1402825530 1080061504 1086953633 1116295380 1266397987 1410174827 1128166185 1215799710 1487495989 1434618134 1407397790 1307220740 1346851709 1351852049 glutathione disulfide 251138733.5 300162191.2 297534361.1 287711345.6 267522055 255191597.6 322194305.3 319352789 335660033.4 307710529.3 291587884.8 313173540.9 287603714.2 258638840.6 268746993.3 304204114.2 295282076.1 324080445.3 300486834.5 368502408.5 354759242.1 287749817.7 296417615.7 317042862.7 325488560.8 glycerate 2313872.895 2852277.365 2799165.214 2269123.166 2264104.068 2050334.957 2269143.818 2064304.799 2196441.166 2307226.287 2578182.449 2722050.394 1725513.587 1723341.855 1739536.164 2362428.729 2576295.199 2241580.232 2169126.412 2618695.529 2503637.685 2345302.496 2314454.298 2400096.259 2334054.09 glycodeoxycholic acid? 5996907.577 7227418.038 6744418.598 3926880.351 4707433.112 2887510.477 5197840.112 5508968.069 5104420.243 5424983.103 6819760.43 6650471.858 3774386.729 4347314.207 4670215.578 5539720.863 5991557.318 5143304.659 7655025.189 8816876.253 9280990.247 5852255.368 5620940.049 5749523.852 5623217.144 GMP 60543673.83 62858303.85 65915298.63 37674250.71 40708288.62 40417826.05 13042451.03 13219983.07 13569844.63 64271818.23 53456925.87 54690096.81 62572871.3 43459127.6 44709283.4 85807039.02 89244241.68 67980043.28 65270214.78 81701194.89 59484236.75 54119850.17 52417126.6 56050634.29 52941528.22 GTP 47690341.05 53855428.35 48559101.66 50530824.76 58245286.35 46198098.46 23620033.73 20400827.11 24255523.34 60862949.46 80236905.26 74217581.12 34397437.01 47148926.36 40121894.16 52646338.34 48093597.74 43219922.42 42577737.61 51321719.78 59352455.77 30331819.17 30880321.53 28541975.76 27600989.75 guanine 10646023.37 12174766.07 11542677.19 8452582.299 9006920.715 8747450.948 2360720.117 2251279.517 2483656.239 13839280.8 12272668.38 12943155.62 11918701.87 10414017.26 9648256.425 16135653.66 15827604.97 15089435.51 7507125.814 9446702.56 7474549.099 9495625.021 10217465.21 10424344.74 10132687.56 Hexose 21062591.96 30194334.96 29523684.95 31996896.49 28767128.49 23891117.1 109795189.1 108025422.6 122528907.8 21836101.46 31237110.4 21511051.1 26798444.49 31091393.95 29287765.15 20760429.04 36327642.05 29712027.54 18642310.86 23393071.37 21386779.87 43671302.14 42633580.8 43981100.58 41848561.63 hexose-phosphate 115432325.3 153695884.3 142662436 165153043.6 138345348.9 146239554.3 107507856.9 109211966.4 109627041.6 118968572.2 152613252 150848040.9 112239069.7 109274663 118827617.3 120194037.5 121825026.6 117446542.1 112497619.5 120888083.5 130571471.7 131934426.4 128135668.2 132726908.4 128359809.1 histidine 25340310.72 33087999.86 30976424.75 11865405.02 12138619.36 11534359.76 12671874.58 12386999.83 12475424.72 21206193.87 21906701.3 22469646.62 10418497.02 10937522.25 10867934.54 14710903.79 15142156.69 13959775.98 21214029.76 25115584.49 22791717.23 18945699.5 18128057.97 18275409.65 17717428.99 hydroxyproline/Aminolevulinate 26407735.53 29598143.3 28197319.49 24540668.17 25114758.62 25002793.1 25667734.43 27637379.82 26178349.05 24619755.72 26098364.11 27400432.8 22099971.53 22441064.4 22052424.99 26438043.79 26107165.81 24460157.53 23320424.57 27479865.9 27543300.54 26067321.9 26347864.72 27438266.14 25309670.73 hypoxanthine 45705524.72 58370153.71 56690764.47 53415015.27 51392915.13 49596467.72 47664424.75 47135544.18 50848618.93 44688236.1 50604382.94 49159912.11 46230962.56 47208759.53 45719943.94 46530704.14 54065338.15 46951144.91 36921652.76 47465027.22 45819176.08 48885497.13 49827427.9 51165840.02 48499464.82 IDP 639161.2269 1068450.473 1070972.591 1140743.531 1164544.878 1075920.829 974384.864 1056124.024 1201201.325 668344.9669 749752.216 1141216.059 877043.2198 841151.0117 1041469.05 1110432.6 1055230.794 1296866.941 613304.2706 946479.5455 865100.9055 1170653.098 924167.4192 1116886.146 1042441.263 IDS 896086.15 991589.5448 1128495.449 352370.3669 351158.6983 301912.4906 777229.5446 703949.8397 808127.5008 199176.7877 192626.5162 89393.22002 374320.255 431391.4274 463230.9873 398526.796 416738.7014 477227.8384 293511.6748 318688.6834 280573.9901 553132.46 516456.2769 516854.0606 446972.1329 IMP 202170268.5 241408882.4 244201607.5 202626080.8 209508307 186903908.5 219838403.9 222581507.1 230533272.4 192340214 233857435.7 225969323 177998990 166966179.5 171945535.5 208541980 229951950.7 210938117.6 161706787.8 209521735.4 199993173.7 221292914.3 204538340.4 215773213.1 202946891.5 inosine 2453513.161 3021725.195 2802653.845 2884284.471 2632936.653 2620044.525 2646531.894 2720688.906 2835355.617 2346417.977 2528239.97 2614910.21 2512578.588 2330707.021 2359469.124 2683951.825 2845053.56 2505035.365 2066393.441 2706096.125 2611342.354 2789397.909 2544778.391 2737345.819 2670993.138 isoleucine 769220673.6 937837470 927882413.6 724747447.8 675790164.9 659650084.5 829939770.2 867356985.5 885275751.5 723958886.9 772350096.9 805495975.1 575731141.3 591495412.6 601763682.4 677467830.7 675619660.6 620577804.9 626155136.9 797339176.9 771775450.1 740478458.5 749797813.6 788463314.2 752047369.2 Kynurenine 115917.9049 177806.1977 159428.4951 134665.122 127849.7239 135169.9751 143828.3845 132035.8713 127799.1819 104489.3355 129400.3826 146888.9667 97754.4635 122130.1474 105842.2079 137883.9797 134149.5102 128346.869 113084.4254 157826.6601 137922.2755 155571.8704 117278.1574 140594.1627 137649.7783 L-arginino-succinate 1459868.67 1867822.383 1581431.682 1337661.602 1532131.935 1539653.504 2051292.909 2017434.895 2119606.106 2353092.866 2461318.278 2515888.655 1228388.354 1222952.043 1160426.858 1353794.497 1504789.822 1290526.296 1915200.583 2359693.872 2427576.983 1925068.086 1710419.017 1641025.633 1764707.438 lactate 1496811239 1670024119 1623808954 1251979316 1176708607 1515500510 1032586618 1124326409 971252173 1363713167 1384675222 1539300327 1066899916 1041282908 1030464586 1181799274 1150013300 1222558594 1426538833 1385748602 1403229744 1384011909 1335748944 1331362354 1280092982 LD 3805140.198 4677314.337 4497305.61 2760021.594 3130146.319 2717036.599 2282029.187 2105969.345 2225878.527 3154958.355 3491615.319 3319610.319 3021387.854 2926295.55 2861488.843 3135764.915 3493617.825 2925599.237 2810551.53 3609939.644 3406471.246 3331292.816 3291296.259 3194881.96 3081543.853 leucine 1034921850 1319015014 1278595425 710990662.2 684422727.2 632838741.2 827752452 865620620.5 884505320.5 831164383.9 964888876.7 951730376.9 536319593.5 560896001.5 571246609.4 647036958.1 677986625.3 596864480.3 781365098.9 896616686.1 925390415.7 868175074.3 830232301.9 858612828.7 816135182.6 lysine 13593895.91 18014158.6 16680922.51 12251544.58 13765753.2 13063734.21 5300588.502 5519658.045 5702503.962 27546897.35 30790042.22 31094204.12 4232288.364 4833261.247 5172034.161 8615397.152 9094719.097 8049077.584 18528107.47 21922018.48 20609581.73 15118901.15 13767546.54 14408085.67 13587087.74 malate 1637711941 1815613805 1829276907 1213073685 1262370355 1174145293 2183786070 2130444039 2113319362 1831492453 2143474189 2121578848 890533141.5 901800653.5 943127223.2 1285524662 1400301849 1232995896 1725126808 2088023313 2106943958 1775731815 1711781082 1695357780 1601919046 maleic acid 145997208 159110645.8 159224417.9 107081392 113273266.6 104310039.7 195995282.2 187309324.2 187308805.4 159823236.8 192053880.8 186772610.7 78927812.69 81611360.66 84853405.03 113597699 125066389.5 109622460.4 153215093.1 182702761.9 186435078.2 154855239.5 152015266.3 149051494 139139831.7 methionine 74217882.12 93816609.58 90888285.72 62462881.55 61700376.73 60197503.47 64121804.88 67346485.2 68556173.45 50379558.95 57593966.78 59608842.08 48236174.81 51466576.49 49695892.34 49572371.91 49737592.37 46515139.16 47310117.02 56107178.02 57022646.04 62583905.7 60866045.63 62751289.11 60932023.87 myo-inositol 13598466.79 14834727.47 13161851.74 8774901.359 7347551.245 15325192.99 6573017.961 8172313.541 6054705.634 11596798.9 9539831.513 15187619.65 7133744.242 6691076.895 6534200.294 9243461.354 7677556.477 9718073.934 13185049.39 10491006.55 10769866.99 11399911.93 10718462.21 10050936.62 9554631.474 N-acetyl-glucosamine-1/6-phosphate 5275879.418 5883876.835 5771921.123 4731640.484 5036204.178 4831247.1 4119961.585 4078406.068 4334476.178 6904614.309 6959271.245 7282350.484 4865406.607 4883028.493 4804467.427 5789959.999 5672564.612 5875905.385 5122070.09 6209802.839 5929766.761 5742545.245 5177869.945 5539266.998 5565743.943 N-acetyl-glutamate 25575962.2 27702338.6 28209901.94 28356788.73 30679730.36 26984881.36 32923096.75 33071679.61 33270927.33 22696335.16 24916219.84 24578019 25671364.22 25438996.94 26227020.38 23355962.25 25594421.33 22109322.47 20137648 24024996.15 23731039.91 28704149.26 27169094.81 27447535.98 25867537.59 N-acetyl-glutamine 1235608.737 1262859.515 1308379.295 1002949.707 1084080.102 911697.9096 1124141.951 1020600.915 1092359.683 1638353.645 1758367.709 1719525.837 979969.096 919775.5226 942240.2514 1225515.876 1224761.059 1081756.216 1762732.186 2095104.101 1945867.601 1363060.495 1265860.291 1384575.199 1380088.849 N-Acetyl-L-alanine 26534083.57 32107500.44 30861426.81 17714530.54 19133451.89 16351527.85 20374401.04 20627568.19 20874124.58 19148266.53 20390463.56 22079032.65 19496939.26 18915881.9 17985878.73 20787581.24 22318507.05 20043972.19 23466482.12 27966845.33 26895487.54 22785075.66 21907919.4 22793477.29 22256793.31 N-acetyl-L-ornithine 6211227.88 8272550.557 7362333.506 685452.8056 776400.1678 640942.9097 307774.1399 319299.0312 346032.3305 3652192.905 3510030.766 3479521.242 730650.5804 708630.8087 626655.6022 2349330.665 2348540.55 2041846.588 4633112.481 5792276.408 5145797.051 2998806.409 2858374.055 2880763.622 2703279.051 N-carbamoyl-L-aspartate 434486693.8 372021236.8 438358927.2 202539607.7 189198526.9 222936812.9 143426495.6 140392587.2 145300500.4 4505223997 4999437649 4822865788 192811951 164019916.5 174884605.7 205730703.8 200269388.1 188170882.2 367355387.8 433226331 433699517.6 1627505004 1418730818 1422707721 1351631530 NAD+ 117389352 153722367.9 140986260.7 142725183.7 134399385.5 130326769.8 116337474.2 120319500.9 130155815.4 129373641.2 141883364.4 137514609.9 133208388.3 120339352.6 125327286.4 133045922.1 139303426.3 130283143.9 114463943 148303333 136566845.1 137971928 129132553.8 138418320.8 144443251.6 NADH 1248420.931 2429991.739 2331740.683 2142408.673 3201452.355 1923501.297 2745510.093 3178873.907 2879092.855 920243.5359 2148411.299 1554391.353 961218.764 1625078.181 1560811.545 1128359.502 1701949.443 487926.9862 1144190.28 1515325.926 1435581.597 2460514.888 1908193.762 1573715.61 1287750.46 NADP+ 68645933.9 89463881.01 83736705.8 86698078.96 84107503.79 77643157.7 76358571 78283230.14 82694317.59 59940143.78 75620978.63 77862116.99 81575518.69 69948639.33 77279098.33 84132988.41 89977876.89 82133218.66 58071084.53 75368875.13 74300331.9 80123847.53 78224696.35 82274027.04 78687189.66 NADPH 40466081.15 61399516.74 55692835.4 53232371.38 79510353.87 65167810.99 56371262.72 68175067.1 62062815.65 24854003.29 48950868.19 33301364.11 35633125.64 40312048.74 46524397.93 37464193.61 46742210.77 22952720.74 33767186.92 39288143.72 39477429.33 64547421.98 49881811.54 46263682.27 38240091.46 nicotinamide mononucleotide 1138487.4 1423518.114 1296000.904 1138927.227 1123261.534 1141517.851 1704663.165 1773938.766 1742897.516 1056127.139 1129040.383 1165476.383 1033654.785 1000296.475 1032053.879 1067135.221 1214701.689 1040122.165 1041599.481 1366680.108 1265947.865 1312121.276 1208119.627 1319749.834 1216379.464 nicotinate 19315006.82 23223681.6 23156826.17 17956195.19 18058489.13 16550932.35 16156811.89 16641283.99 15881503.09 14472718.74 15398302.68 15301826.71 15368731.86 15138442.15 15420096.09 20060122.48 21945842.98 18384207.07 13551301.55 15521960.24 15223069.66 17694629.93 17271742.51 17298757.31 16720235.3 O-acetyl-L-serine 7432133132 8693448449 8714050371 7160671700 7292330709 6730678566 11032770850 11122056881 11067899009 9066754616 9795216776 9630017521 6368686603 6408384846 6472251754 7302888538 7745748251 7007471312 7002047590 8566023984 8303259255 8543664434 8421285544 8691163449 8391456208 Octulose 8/1P 11287819.72 15932346.82 14019985.96 14291660.87 13433647.76 13627390.07 12680275.39 13001291.67 14050874.43 12290402.11 13757222.82 14215441.82 13180365.91 11858485.69 12058133.06 14150814.41 14514372.6 13045382.9 12325780.53 14952514.86 14205466.51 14498010.99 12830483.84 14151390.25 14197867.87 Octulose Bisphosphate 5514469.152 6992559.66 6874734.031 6664432.064 6592127.114 6177127.788 2979317.819 2955412.698 2924450.956 6285528.447 8154009.563 7800647.763 5086297.794 4787307.155 5059310.87 5623081.67 6155505.8 5521920.904 6292851.371 7335065.325 7980023.905 6123280.611 5822716.033 5970562.021 6001591.281 orotate 10422242.31 10484986.35 11519392.64 8656084.995 8482852.737 9572792.919 5686019.614 5967615.525 6375588.753 15467458.13 14676563.83 14287489.52 10089690.98 9592989.102 8325648.577 9539991.109 9024926.521 9698246.026 10578760.1 12216743.59 12282823.49 10452958.71 10076808.77 10442147.05 10300224.68 pantothenate 9357794.029 11143508.79 11512497.03 9752848.648 10167358.43 8183890.212 11885506.84 12259649.27 11937840.47 9465701.883 11201759.29 9974636.059 8135559.632 7362712.801 8086397.38 9390033.531 9946045.875 7809674.123 9051473.458 9843892.348 8902692.315 10123290.79 9470980.728 10136054.87 10519838.97 PD 129680049.6 176014563.1 161259021.9 14353453.9 17017763.44 17452710.55 18171736.99 18718062.63 21074153.1 293022040.7 305137264.6 308328736.8 17523000.58 19147651.66 14673196.92 84579853.22 88082938.78 74306671.48 249741898.9 317924576.6 289479567.8 132106070 128839017.5 131596980.3 129315147.9 PE 42088007.31 58443438.9 54852985.94 2622563.948 2989128.817 2679837.456 1896904.401 2020797.476 2123525.398 22791859.55 23100567.79 23075252.02 3097044.518 3290109.308 3511171.164 8253519.211 8766258.111 7249461.229 27546438.43 27046618.1 24262720.51 18112726.12 16517372.53 17032633.57 16604499.74 PEE 37451766.31 54612776.64 50236495.96 4316441.254 5022459.487 3409284.14 2613605.784 2534447.555 2731639.726 15416897.38 17924100.01 17748119.63 2711597.251 3035154.742 3360511.181 8105992.739 8984907.344 7621309.978 19241257.61 24454310.35 23042687.88 16349165.67 14704212.96 15403120.11 14517511.54 PEEK 1345971.379 2094487.156 1763302.899 330212.3722 339469.0508 325002.7217 119178.7154 157590.7835 130243.0178 1668336.704 1686404.891 1760051.196 161390.2326 67156.21996 185376.0192 706812.3004 752592.2164 679616.8275 2110859.355 2704705.471 2352452.948 1102592.308 1019214.055 1093942.496 1093337.43 Phenol Red 114597334.7 127700616.3 124171541.5 82907252.53 86157684.77 76398198.23 99294129.33 99523742.95 99738029.77 89076265.44 100688979.5 95122425.54 70710534.3 70880911.7 70300807.9 77013368.84 90932644.52 73030253.94 91270959.38 111575147.3 107961463 98195616.64 94016279.37 95153770.38 89406168.24 phenylalanine 215504978.1 278937856.2 274496846.4 164055616.3 155715357.2 142734361.8 169244447.1 175630409.1 185204340.6 205177170.7 228413364.5 240736901.2 124489740.4 128570055.1 130360069.2 154929113.2 156755046.1 139971896.2 210216043.3 230235004 224601242.5 192495152 189582395.9 195712576.7 188339336.3 phosphoenolpyruvate 78117570 96491415.55 93267690.81 75075866.41 76514552.99 71574407.04 96746552.45 95779167.93 91983102.83 56982238.91 77345590.24 76063676.01 58823846.43 54148336.68 59323246.62 88552382.19 95242114.28 83474153.48 59252499.92 75479629.32 72199737.31 82622474.05 79720507.92 81538137.93 77155925.08 proline 22069807.74 27170600.66 26357436.13 12978263.07 12751549.81 11969045.26 11998364.27 12853548.59 13183361.35 16274381.08 16787311.06 18071506.38 11194908.74 11416602.81 10897610.1 14760083.29 16399346.74 14555022.49 15571237.09 19668210.27 18204651.07 16128972.21 15881089.35 16762017.21 16615405.16 PTT 693479.2525 994390.8595 827357.7077 75220.99482 64069.87003 69302.0728 70467.49048 59479.00671 72643.35649 955003.1739 842864.1202 871700.1875 67429.13137 29637.66191 61276.80285 328172.4243 282016.994 265307.6444 880053.1773 934847.551 851293.0272 476527.1276 425040.4995 418717.5792 450998.4333 PVNF 2682137.954 3963452.199 3140819.763 181663.1986 209390.0994 139614.6494 23235.86428 1208.73015 75089.29374 4297948.763 4693994.528 4721907.13 349308.6105 291911.2489 311778.444 3281412.725 3327301.847 2550450.005 8268616.891 9834693.846 9131514.787 2884588.218 2628375.587 2763648.28 2842019.389 pyridoxine 10965737.45 14339870.64 14077532.24 10593729.85 9302315.887 8142056.837 10100013.84 10038456.35 10236952.32 9377627.545 11090637.73 11383468.88 6741989.472 7121212.728 7171197 8100068.121 9338452.714 7580925.188 7359640.951 9707388.455 10114639.48 10102147.64 9584821.966 10000297.68 9452422.902 Pyroglutamic acid 379709115.7 446985137.9 410883079.9 364302556.3 366869377.2 368001625.1 491477726.4 509281997.7 498362851.2 337540489.9 314209174.7 325986580.8 384019961.9 350077484.9 340457765.9 400331869.5 433493942.8 412042073.6 325223736.7 392409763.5 349051999.9 404664016.3 404654849.8 413030590.9 403626597.5 Pyrophosphate 2239301.177 2565819.053 2440801.004 2690299.92 2394972.376 2497795.928 1890718.095 1871107.561 1919757.241 2095157.685 2663836.991 2685049.38 2026868.21 1944506.925 1930425.798 2451229.074 2552807.938 2302335.312 2008234.207 2587934.546 2588024.316 2048037.852 2160886.336 2359914.314 2243460.685 pyruvate 78682091.51 93671937.41 99924166.25 63113136.35 58326728.23 56879378.6 36574637.38 34133197.37 30796881.36 41557711.1 47120882.82 54407120.03 46555223.72 47793186.16 49778577.39 48514405.7 57701570.72 50124173.37 45069169.79 56345908.99 55882042.39 56888380.4 58326667.39 58232570.18 52397374.98 Ribose-5-phosphate 37882674.79 41565694.28 37859496.57 32461836.87 31055948.95 41504973.92 31837674.24 35728006.37 34106032.58 48481360.95 40514222.48 48348707.9 28051554.12 23299269.8 25036657.5 37945904.45 33017443.67 38822968.84 39152084.75 43002038.86 42222378.63 35284124.9 36566012.9 39069943.11 40747568.47 ribose-phosphate 38478561.01 43004162.61 39202844.59 33970564.24 31762744.11 41811117.69 32516012.28 36363212.48 35037617.14 48835801.11 41225549.4 48799889.86 28444542.75 24127907.82 25801738.25 38314101.7 33477448.06 39243566.54 39597977.64 43451088.83 42792198.47 35942928.76 36884120.89 39706342.99 41047885.58 ribulose-5-phosphate 62223726.56 81668882.7 98349519.44 62870180.12 57025632.67 58858719.24 54799794.1 59340236.96 54526598.67 59990254.29 68504520.44 68931560.46 41693064.43 42815560.53 43438936.85 49229562.31 70191980.3 50559004.49 51891973.25 62662628.8 61265321.39 63044368.52 58413522.38 62393105.65 58483449.01 S-adenosyl-L-homocysteine 9435037.228 10811660.17 10193727.12 9793600.175 9582990.194 12493324.87 8189709.999 8583782.041 8825340.49 10738776.22 10295690.63 10893259.17 10274166.54 8694102.177 8842712.337 11063985.89 9868597.731 11271716.27 14439429.32 11919925.17 11145035.94 10146628.69 9635116.387 10269908.72 10989913.03 SD 15956031.55 21839434.44 20022910.56 3339371.293 3801472.763 4242863.836 3724177.512 3727747.175 4192399.191 13888327.31 14980773.35 14807636.96 4479651.617 4271151.069 3917944.33 8562137.702 8559600.053 7643204.007 13324049.61 17354296.54 15585310.24 10515537.48 9919819.215 10601940.61 10107997.28 SDL 25172969.8 35269518.32 32765255.17 2122293.377 2175548.131 1785309.85 1336248.27 1302249.79 1496763.787 16318174.83 18715338.92 18943553.89 1954192.104 2012370.217 2154112.084 11463278.76 12102491.35 9909901.894 21242971.83 25136583.61 23343993.22 13161313.19 12474545.08 13166676.77 12011755.35 Sedoheptulose bisphosphate 13046701.53 17613068.74 16628634.48 17060906.81 16380035.21 16239698.32 13425425.95 13665218.29 14187486.98 13547202.56 18337245.75 17618438.35 13896085.07 12464428.2 13338172.97 13305942.65 13940439.06 12544043.78 12550237.64 15101860.35 16298294.09 15594627.62 14399150.34 15247745.16 14597046.35 serine 20558536.94 22937230.19 20347931.06 15772707.19 16044040.68 18336265.87 19420042.71 19615241.26 17733404.99 22455137.2 19871953.91 21200126.98 15479087.6 15178729.98 15318065.54 19347388.81 17229287.02 17810882.82 22034396.68 24819022.6 21352318.75 19259683.51 19926649.99 20791326.37 18671338.32 SID 25292885.65 35022598.22 32753581.81 2111175.034 2151002.656 1794265.962 1348446.603 1298334.64 1496865.188 16399168.96 18748712.57 18820770.25 1955038.749 2017154.632 2173956.505 11477636.84 12157603.27 9834457.484 21351111.59 25296911.91 23440507.05 13131437.42 12492862.29 13106055.91 12082182.58 sn-glycerol-3-phosphate 946481615 1118925578 1081555541 870380262.2 878075188.5 919911917.7 1232883605 1245062940 1239780138 1009664164 1066474804 1116690490 560743638.6 601506219.6 596548133.1 814227391.2 850467018 807570279.3 809569729.6 909153610.7 936710223.2 993292914.7 947446319.6 985860781.8 947687121.9 succinate/Methylmalonic acid 559538991.1 608110571.8 625112894 395692325.1 437717787 377537796 847263515.6 842244163.1 834554048.2 453636379.8 508812458.6 496240451 304583911.1 269690534.1 286229672.2 443040891.2 487466300.2 400715301 481627477.1 587553453.7 561349641.8 560052705.7 535210237.2 546769389.1 507757221 succinyl-CoA/methylmalonyl-CoA 714241.8125 868015.739 868724.4426 422345.4141 570402.5423 425430.6165 373674.2542 326398.2594 331865.7811 315840.6472 851309.7932 649598.7947 320101.6472 459627.0907 535227.9949 772490.7102 1073222.15 724802.0465 661145.9266 749262.4068 963808.7005 809091.3755 711232.6187 601878.0998 472171.5061 taurine 3743083.162 3716658.727 3201032.724 3326131.161 3490730.908 3644678.903 3336216.699 3079767.486 3383019.915 3279500.363 3292448.035 3406191.261 3324263.561 3122261.326 3188857.604 3910351.701 3693454.485 3725852.548 3361593.203 3968801.258 3531439.921 3547642.864 3378521.884 3608043.66 3448479.148 thiamine 9580795.207 11113780.02 11207364.44 12156429.28 12062826.24 12113369.31 10666836.51 11215922.03 11604925.51 11913162.86 11291801.6 11528392.07 9790277.038 9468641.967 9985706.145 10123854.46 10839277.33 9507234.039 10046235.04 11678430.04 10493124.95 10922066.79 10509890.91 11245020.42 11072388.99 Thiamine pyrophosphate 5298465.047 6690420.393 6242554.49 5601003.633 5336680.964 5889569.327 3825828.201 3730681.577 4081745.558 5379334.835 5750419.356 6297888.823 5823340.794 5196295.319 5364519.551 6685669.745 6489956.483 6223844.439 5404256.578 6419487.256 5832905.044 5707545.829 5519730.26 6070574.538 5827351.671 threonine/homoserine 26076886.92 28612664.13 27268842.24 19700503.56 19665149.16 19137755.41 21656506.37 21387256.12 21113086.11 31442660.2 30747448.69 31997068.59 18050139.66 18107752.93 18580261.93 23449851.38 22676334.06 20955768.82 29076497.15 35549602.22 32288431.21 25068416.61 26028460.75 26049798.4 22385426.65 tryptophan 26631582.59 30951419.6 29302680.09 22735770.08 20892848.97 20038966.47 23573139.35 23987940.11 25679855.01 26961844.86 25824401.16 26833776.6 21621103.44 22151330.24 21850725.06 22305769.48 20786200.45 22953682.99 25383137.93 28972462.4 27381271.82 24824703.45 24189784.98 25956293.17 27547099.98 tyrosine 231424372.7 301706002.9 285138165.7 219071321.4 209934878.4 199557634.7 229944896.2 241716844.1 247252164.2 214362903.6 239404879 239804010 181095694.9 185632801.8 186356819.4 205741582.5 206298562.4 184118233.5 203070659.2 249538638.3 240946825.9 226700651.7 228147027.9 235577848.9 225038694.2 UDP 64681511.79 68727513.05 66699438.88 55394899.53 62220167.66 59554160.97 25212826.29 28352018.77 28920938.69 32744416.95 28222261.59 31075677.76 93842115.31 70691533.13 72139882.07 137408135.7 127210729.1 113104896.2 75920477.75 97678235.3 71662693.03 62416830.21 66159816.05 70087274.21 68358250.95 UDP-D-glucose 128684282.1 157041623.7 154994215 153446714 155616593.7 141570962.6 147425561.7 151072850.2 155279957.1 120074400.5 146444813.2 144482790.4 142809722.7 137784267.6 147322210.8 142806120.5 156635619.4 139685358.8 117161750.4 149533607.8 147593716.2 150303998.9 146001221.4 150768942.5 144334476.3 UDP-D-glucuronate 10285978.33 13659341.5 12925629.39 13249479.77 13024681.3 12058811.41 11690443.29 12349681.74 12789651.01 9424859.215 12052853.86 12571038.65 11689936.66 10383223.1 11878559.93 12594261.11 13545548.69 12010045 9000705.778 11504075.32 11711057.87 12443189.68 12069192.38 12563813.01 11941533.46 UDP-N-acetyl-glucosamine 77237630.25 92408917.65 91099813.84 84258466.91 86106576.39 78925626.27 74770181.81 75610433.96 80501067.41 69777165.79 80827195.94 80582317.79 82143438.47 80568941.56 83696105.09 89019584.44 97607177.23 87388987.8 76466817.03 97126094.72 94910263.02 85135264.81 84928597.68 86022837.64 84450533.63 UMP 262924716.2 261320219.5 273145285.5 151669014.5 160281242.3 159792309.4 152595031.5 156348558.7 152100548.4 120110314.3 101948350.5 107210438.8 256494474 188789518 177579411.6 368691194.1 389389879.3 286204942.1 293526012.9 359685943.5 263844353.3 222907527.8 223466032.3 232963879.8 212724600.7 UTP 330119053.7 426492342.5 395057496.1 408220298 390732224.2 367246434.5 287277060 297061559.2 314542319.1 191818159.6 251730286.6 243655802.6 365961405.3 370024232 410621866.9 373630657.7 416526265.6 379679584.5 385528036.1 474091448.7 524766332.9 364055503.4 351647520.4 367772606.8 349613367.2 valine 109688476.1 130386651.3 123381288.7 79051720.25 75270091.93 75021215.32 92539034.64 95282121.36 95956138.57 115518170.5 122649377.6 124617976.3 67753671.98 68549941.08 69081712.09 86920745.13 85923239.09 80374751.09 120166415.4 130532655.8 120690531.5 101128513.2 98404311.58 106520276.3 97249049.36 VD 3335321.025 4448566.753 4216511.822 732197.0982 843230.3135 820523.9559 852622.32 825707.6914 856418.4941 3421989.897 3559273.937 3527569.689 833175.6326 1009052.138 887468.3625 1631109.641 1787698.862 1506384.378 3579039.906 3977920.316 3837812.439 2280324.577 2257738.26 2301131.644 2175725.22 xanthosine 2406392.351 3179000.109 3193242.751 2661198.91 2275946.072 1924894.908 2311590.095 2196006.67 2582418.223 3948531.852 4066768.851 3789352.056 2134780.066 2089284.945 2164470.883 3007369.169 3174966.512 2590194.202 3136839.118 4500799.683 4301119.278 3055971.062 2865321.457 3050540.232 3318558.279 xanthosine-5-phosphate 5238351.955 6312828.987 6482995.833 6184570.8 5887633.722 6155937.405 30287917.82 30298479.82 29173253.83 6298312.919 7299822.876 7728301.91 5992760.701 6078022.766 7617255.482 5697862.206 6782191.847 5910281.051 5606016.18 7020824.286 7190840.712 10331003.68 9791614.797 10259185.03 9533731.609 MS_METABOLITE_DATA_END #METABOLITES METABOLITES_START metabolite_name Formula KEGG RT 1_3-Bisphosphoglyceric acid C3H8O10P2 C00236 13.87 2_3-Diphosphoglyceric acid C3H8O10P2 C01159 14.68 2-dehydro-D-gluconate C6H10O7 C00629 5 2-Hydroxy-2-methylbutanedioic acid C5H8O5 12.06 3-phospho-serine C3H8NO6P C01005 8.2 3-phosphoglycerate C3H7O7P C00197 13.58 4-aminobutyrate C4H9NO2 C00334 4 4-phosphopantetheine C11H23N2O7PS C01134 13.3 4-phosphopantothenate C9H18NO8P C03492 13.94 4-Pyridoxic acid C8H9NO4 C00847 14.14 5-aminopentanoic acid C5H11NO2 C00431 1.18 5-phosphoribosyl-1-pyrophosphate C5H13O14P3 C00119 15.13 6-phospho-D-gluconate C6H13O10P C00345 13.38 a-ketoglutarate C5H6O5 C00026 13.13 acetyl-aspartate C6H9NO5 13 acetyl-CoA C23H38N7O17P3S C00024 16.18 Acetyllysine C8H16N2O3 C02727|C12989 1.1 adenine C5H5N5 C00147 3.5 ADP-D-glucose C16H25N5O15P2 C00498 13.72 alanine/sarcosine C3H7NO2 C00213 1 arginine C6H14N4O2 C00062 0.87 asparagine C4H8N2O3 C00152 1.15 aspartate C4H7NO4 C00049 4.28 CDP C9H15N3O11P2 C00112 13.53 CDP-choline C14H26N4O11P2 C00307 6.53 CDP-ethanolamine C11H20N4O11P2 C00570 6.38 CMP C9H14N3O8P C00055 8.61 coenzyme A C21H36N7O16P3S C00010 15.93 creatine C4H9N3O2 C00300 1.33 CTP C9H16N3O14P3 C00063 14.75 cytidine C9H13N3O5 C00475 1.2 D-gluconate C6H12O7 C00257 5 D-glucosamine-1/6-phosphate C6H14NO8P C03783 1.9 D-sedoheptulose-1/7-phosphate C7H15O10P C00281|C05382|C06222 7.29 DAL C13H23N3O6 13 dAMP C10H14N5O6P C00360 12 dATP C10H16N5O12P3 C00131 14.82 dCDP C9H15N3O10P2 C00705 13.58 dCMP C9H14N3O7P C00239 9.8 dCTP C9H16N3O13P3 C00458 14.8 deoxyuridine C9H12N2O5 C00526 3.54 dGDP/ADP C10H15N5O10P2 C00008 14 dGMP/AMP C10H14N5O7P C00362 11 dGTP/ATP C10H16N5O13P3 C00002 14.77 dihydroorotate C5H6N2O4 C00337 6.9 dihydroxy-acetone-phosphate C3H7O6P C00111 9 DL-Pipecolic Acid C6H11NO2 C00408 1.2 DLH C16H25N5O6 3.73 DLS C13H23N3O7 11.46 dTDP C10H16N2O11P2 C00363 14.41 dTMP C10H15N2O8P C00364 11.27 dTTP C10H17N2O14P3 C00459 14.75 FAD C27H33N9O15P2 C00016 15 folate C19H19N7O6 C00504 13.99 fructose-1-6-bisphosphate C6H14O12P2 13.6 fructose-6-phosphate C6H13O9P C00085 7.98 fumarate C4H4O4 C00122 13.49 GDP C10H15N5O11P2 C00035 13.9 glucono-lactone C6H10O6 C00198 6.9 glucose-1-phosphate C6H13O9P C00085 7.98 glutamate C5H9NO4 C00025 3.26 glutamine C5H10N2O3 C00064 1.17 glutathione C10H17N3O6S C00051 8.02 glutathione disulfide C20H32N6O12S2 C00127 12.94 glycerate C3H6O4 C00258 6.35 glycodeoxycholic acid? C26H43NO5 C05464 17.9 GMP C10H14N5O8P C06193 10.5 GTP C10H16N5O14P3 C00044 14.92 guanine C5H5N5O C00242 3.4 Hexose C6H12O6 1.13 hexose-phosphate C6H13O9P C00085 7.98 histidine C6H9N3O2 C00135 0.87 hydroxyproline/Aminolevulinate C5H9NO3 C01157 1.15 hypoxanthine C5H4N4O C00262 1.18 IDP C10H14N4O11P2 C00104 13.9 IDS C13H23N3O7 8.38 IMP C10H13N4O8P C00130 10.5 inosine C10H12N4O5 C00294 3.5 isoleucine C6H13NO2 2.22 Kynurenine C10H12N2O3 C00328|C01718 3.6 L-arginino-succinate C10H18N4O6 C03406 3.25 lactate C3H6O3 C00186|C00256|C01432 7.28 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 12.71 methionine C5H11NO2S C00073 1.77 myo-inositol C6H12O6 C00137 7.2 N-acetyl-glucosamine-1/6-phosphate C8H16NO9P C04256|C00357 7.3 N-acetyl-glutamate C7H11NO5 C00624 13.37 N-acetyl-glutamine C7H12N2O4 HMDB06029 7 N-Acetyl-L-alanine C5H9NO3 C01073 8.51 N-acetyl-L-ornithine C7H14N2O3 C00437 1.21 N-carbamoyl-L-aspartate C5H8N2O5 C00438 12.25 NAD+ C21H27N7O14P2 C00003 8.62 NADH C21H29N7O14P2 C00004 14.14 NADP+ C21H28N7O17P3 C00006 13.87 NADPH C21H30N7O17P3 C00005 14.87 nicotinamide mononucleotide C11H15N2O8P 1.71 nicotinate C6H5NO2 C00253 11.2 O-acetyl-L-serine C5H9NO4 C00979 1.1 Octulose 8/1P C8H17O11P 6 Octulose Bisphosphate C8H18O14P2 13.64 orotate C5H4N2O4 C00295 8.1 pantothenate C9H17NO5 C00864 10.69 PD C9H14N2O5 4.68 PE C10H16N2O5 4.55 PEE C15H23N3O8 10.5 PEEK C21H35N5O9 3.38 Phenol Red C19H14O5S 16.91 phenylalanine C9H11NO2 C00079 4.37 phosphoenolpyruvate C3H5O6P C00074 13.83 proline C5H9NO2 C00148 1.27 PTT C13H23N3O6 1.4 PVNF C23H33N5O6 11.64 pyridoxine C8H11NO3 C00314 1.8 Pyroglutamic acid C5H7NO3 C01879 7.69 Pyrophosphate P2H4O7 C00013 13.87 pyruvate C3H4O3 C00022 8.67 Ribose-5-phosphate C5H11O8P C00117 6 ribose-phosphate C5H11O8P C00117 6 ribulose-5-phosphate C5H11O8P 7.81 S-adenosyl-L-homocysteine C14H20N6O5S C00021 6.86 SD C7H12N2O6 4.08 SDL C13H23N3O7 11.22 Sedoheptulose bisphosphate C7H16O13P2 13.64 serine C3H7NO3 C00065 1.14 SID C13H23N3O7 10.96 sn-glycerol-3-phosphate C3H9O6P C00093 7.3 succinate/Methylmalonic acid C4H6O4 C02170 11.72 succinyl-CoA/methylmalonyl-CoA C25H40N7O19P3S C00091|C00683|C02557 16.93 taurine C2H7NO3S C00245 0.82 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 13.81 UDP-D-glucose C15H24N2O17P2 C00029 13.44 UDP-D-glucuronate C15H22N2O18P2 C00167 14.68 UDP-N-acetyl-glucosamine C17H27N3O17P2 C00043 13.37 UMP C9H13N2O9P C00105 10.32 UTP C9H15N2O15P3 C00075 14.81 valine C5H11NO2 C00183 1.45 VD C9H16N2O5 6.33 xanthosine C10H12N4O6 C01762 7.77 xanthosine-5-phosphate C10H13N4O9P C00655 12.7 METABOLITES_END #END