#METABOLOMICS WORKBENCH taq5016_20211208_093247 DATATRACK_ID:2970 STUDY_ID:ST002011 ANALYSIS_ID:AN003279 PROJECT_ID:PR001275 VERSION 1 CREATED_ON December 13, 2021, 8:49 am #PROJECT PR:PROJECT_TITLE The anticancer human mTOR inhibitor MLN0128/Sapanisertib with potent multistage PR:PROJECT_TITLE in vitro antiplasmodium activity and in vivo antimalarial efficacy in a PR:PROJECT_TITLE humanised mouse model is an inhibitor of multiple Plasmodium falciparum kinases. PR:PROJECT_TYPE Treatment 10xIC50 of Antimalarials PR:PROJECT_SUMMARY Here we interrogated the in vitro metabolic effects of 6 drugs using ultra-high PR:PROJECT_SUMMARY performance liquid chromatography mass-spectrometry (UHPLC-MS). The resulting PR:PROJECT_SUMMARY metabolic fingerprints provide information on the parasite biochemical pathways PR:PROJECT_SUMMARY affected by pharmacologic intervention and offer a critical blueprint for PR:PROJECT_SUMMARY selecting and advancing lead compounds as next-generation antimalarial drugs. PR:PROJECT_SUMMARY Our results reveal several distinctions between compounds with PR:PROJECT_SUMMARY polypharmacological effects. PR:INSTITUTE The Pennsylvania State University PR:DEPARTMENT Department of Biochemistry and Molecular Biology PR:LAST_NAME Llinas PR:FIRST_NAME Manuel PR:ADDRESS W126 Millenium Science Complex, University Park, PA 16802 PR:EMAIL manuel@psu.edu PR:PHONE 814-867-3527 #STUDY ST:STUDY_TITLE The anticancer human mTOR inhibitor MLN0128/Sapanisertib with potent multistage ST:STUDY_TITLE in vitro antiplasmodium activity and in vivo antimalarial efficacy in a ST:STUDY_TITLE humanised mouse model is an inhibitor of multiple Plasmodium falciparum kinases. ST:STUDY_SUMMARY Here we interrogated the in vitro metabolic effects of 6 drugs using ultra-high ST:STUDY_SUMMARY performance liquid chromatography mass-spectrometry (UHPLC-MS). The resulting ST:STUDY_SUMMARY metabolic fingerprints provide information on the parasite biochemical pathways ST:STUDY_SUMMARY affected by pharmacologic intervention and offer a critical blueprint for ST:STUDY_SUMMARY selecting and advancing lead compounds as next-generation antimalarial drugs. ST:STUDY_SUMMARY Our results reveal several distinctions between compounds with ST:STUDY_SUMMARY polypharmacological effects. ST:INSTITUTE Pennsylvania State University ST:DEPARTMENT Department of Biochemistry and Molecular Biology ST:LAST_NAME Llinas ST:FIRST_NAME Manuel ST:ADDRESS W126 Millenium Science Complex, University Park, PA 16802 ST:EMAIL manuel@psu.edu ST:PHONE 814-867-3527 #SUBJECT SU:SUBJECT_TYPE Cultured cells SU:SUBJECT_SPECIES Plasmodium falciparum SU:TAXONOMY_ID 5833 SU:GENOTYPE_STRAIN 3D7 #SUBJECT_SAMPLE_FACTORS: SUBJECT(optional)[tab]SAMPLE[tab]FACTORS(NAME:VALUE pairs separated by |)[tab]Raw file names and additional sample data SUBJECT_SAMPLE_FACTORS - ATQ1 Concentration:10X IC50 | Treatment time:2.5 hours | Parasite Stage:MACS purified Troph RAW_FILE_NAME=ATQ1.mzXML SUBJECT_SAMPLE_FACTORS - ATQ2 Concentration:10X IC50 | Treatment time:2.5 hours | Parasite Stage:MACS purified Troph RAW_FILE_NAME=ATQ2.mzXML SUBJECT_SAMPLE_FACTORS - ATQ3 Concentration:10X IC50 | Treatment time:2.5 hours | Parasite Stage:MACS purified Troph RAW_FILE_NAME=ATQ3.mzXML SUBJECT_SAMPLE_FACTORS - MLN1028_1 Concentration:10X IC50 | Treatment time:2.5 hours | Parasite Stage:MACS purified Troph RAW_FILE_NAME=MLN1028_1.mzXML SUBJECT_SAMPLE_FACTORS - MLN1028_2 Concentration:10X IC50 | Treatment time:2.5 hours | Parasite Stage:MACS purified Troph RAW_FILE_NAME=MLN1028_2.mzXML SUBJECT_SAMPLE_FACTORS - MLN1028_3 Concentration:10X IC50 | Treatment time:2.5 hours | Parasite Stage:MACS purified Troph RAW_FILE_NAME=MLN1028_3.mzXML SUBJECT_SAMPLE_FACTORS - KAI407-1 Concentration:10X IC50 | Treatment time:2.5 hours | Parasite Stage:MACS purified Troph RAW_FILE_NAME=KAI407-1.mzXML SUBJECT_SAMPLE_FACTORS - KAI407-2 Concentration:10X IC50 | Treatment time:2.5 hours | Parasite Stage:MACS purified Troph RAW_FILE_NAME=KAI407-2.mzXML SUBJECT_SAMPLE_FACTORS - KAI407-3 Concentration:10X IC50 | Treatment time:2.5 hours | Parasite Stage:MACS purified Troph RAW_FILE_NAME=KAI407-3.mzXML SUBJECT_SAMPLE_FACTORS - MMV030084-1 Concentration:10X IC50 | Treatment time:2.5 hours | Parasite Stage:MACS purified Troph RAW_FILE_NAME=MMV030084-1.mzXML SUBJECT_SAMPLE_FACTORS - MMV030084-2 Concentration:10X IC50 | Treatment time:2.5 hours | Parasite Stage:MACS purified Troph RAW_FILE_NAME=MMV030084-2.mzXML SUBJECT_SAMPLE_FACTORS - MMV030084-3 Concentration:10X IC50 | Treatment time:2.5 hours | Parasite Stage:MACS purified Troph RAW_FILE_NAME=MMV030084-3.mzXML SUBJECT_SAMPLE_FACTORS - MMV652103_1 Concentration:10X IC50 | Treatment time:2.5 hours | Parasite Stage:MACS purified Troph RAW_FILE_NAME=MMV652103_1.mzXML SUBJECT_SAMPLE_FACTORS - MMV652103_2 Concentration:10X IC50 | Treatment time:2.5 hours | Parasite Stage:MACS purified Troph RAW_FILE_NAME=MMV652103_2.mzXML SUBJECT_SAMPLE_FACTORS - MMV652103_3 Concentration:10X IC50 | Treatment time:2.5 hours | Parasite Stage:MACS purified Troph RAW_FILE_NAME=MMV652103_3.mzXML SUBJECT_SAMPLE_FACTORS - MMV1900328_1 Concentration:10X IC50 | Treatment time:2.5 hours | Parasite Stage:MACS purified Troph RAW_FILE_NAME=MMV1900328_1.mzXML SUBJECT_SAMPLE_FACTORS - MMV1900328_2 Concentration:10X IC50 | Treatment time:2.5 hours | Parasite Stage:MACS purified Troph RAW_FILE_NAME=MMV1900328_2.mzXML SUBJECT_SAMPLE_FACTORS - MMV1900328_3 Concentration:10X IC50 | Treatment time:2.5 hours | Parasite Stage:MACS purified Troph RAW_FILE_NAME=MMV1900328_3.mzXML SUBJECT_SAMPLE_FACTORS - ND1 Concentration:N/A | Treatment time:N/A | Parasite Stage:MACS purified Troph RAW_FILE_NAME=ND1.mzXML SUBJECT_SAMPLE_FACTORS - ND2 Concentration:N/A | Treatment time:N/A | Parasite Stage:MACS purified Troph RAW_FILE_NAME=ND2.mzXML SUBJECT_SAMPLE_FACTORS - ND3 Concentration:N/A | Treatment time:N/A | Parasite Stage:MACS purified Troph RAW_FILE_NAME=ND3.mzXML SUBJECT_SAMPLE_FACTORS - Pool1 Concentration:N/A | Treatment time:N/A | Parasite Stage:MACS purified Troph RAW_FILE_NAME=Pool1.mzXML SUBJECT_SAMPLE_FACTORS - Pool2 Concentration:N/A | Treatment time:N/A | Parasite Stage:MACS purified Troph RAW_FILE_NAME=Pool2.mzXML SUBJECT_SAMPLE_FACTORS - Pool3 Concentration:N/A | Treatment time:N/A | Parasite Stage:MACS purified Troph RAW_FILE_NAME=Pool3.mzXML SUBJECT_SAMPLE_FACTORS - Blank1 Concentration:N/A | Treatment time:N/A | Parasite Stage:MACS purified Troph RAW_FILE_NAME=Blank1.mzXML SUBJECT_SAMPLE_FACTORS - Blank2 Concentration:N/A | Treatment time:N/A | Parasite Stage:MACS purified Troph RAW_FILE_NAME=Blank2.mzXML SUBJECT_SAMPLE_FACTORS - Blank3 Concentration:N/A | Treatment time:N/A | Parasite Stage:MACS purified Troph RAW_FILE_NAME=Blank3.mzXML #COLLECTION CO:COLLECTION_SUMMARY Cells were pelleted and the media aspirated then a 1xPBS wash that was aspirated CO:COLLECTION_SUMMARY prior to quench and extraction. CO:SAMPLE_TYPE Pf infected RBCs #TREATMENT TR:TREATMENT_SUMMARY Purified iRBCs were treated with 10XIC50 drug for 2.5 hours #SAMPLEPREP SP:SAMPLEPREP_SUMMARY 90% Methanol/10% water at 50:1 solvent/cell pellet followed by vortexing and SP:SAMPLEPREP_SUMMARY clarification via centrifugation. SP:PROCESSING_METHOD Lysis SP:PROCESSING_STORAGE_CONDITIONS 4? SP:EXTRACTION_METHOD See SA Cobbold et al JBC 2013 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_TYPE Reversed phase CH:INSTRUMENT_NAME Thermo Dionex Ultimate 3000 RS CH:COLUMN_NAME Water XSelect HSS T3 C18 (100 x 2.1mm, 2.5um) #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 El-Maven for feature assignments #MS_METABOLITE_DATA MS_METABOLITE_DATA:UNITS peak area MS_METABOLITE_DATA_START Samples MMV652103_1 MMV652103_2 MMV652103_3 MMV1900328_1 MMV1900328_2 MMV1900328_3 Blank1 Blank2 Blank3 ND1 ND2 ND3 Pool1 Pool2 Pool3 Factors Concentration:10X IC50 | Treatment time:2.5 hours | Parasite Stage:MACS purified Troph Concentration:10X IC50 | Treatment time:2.5 hours | Parasite Stage:MACS purified Troph Concentration:10X IC50 | Treatment time:2.5 hours | Parasite Stage:MACS purified Troph Concentration:10X IC50 | Treatment time:2.5 hours | Parasite Stage:MACS purified Troph Concentration:10X IC50 | Treatment time:2.5 hours | Parasite Stage:MACS purified Troph Concentration:10X IC50 | Treatment time:2.5 hours | Parasite Stage:MACS purified Troph Concentration:N/A | Treatment time:N/A | Parasite Stage:MACS purified Troph Concentration:N/A | Treatment time:N/A | Parasite Stage:MACS purified Troph Concentration:N/A | Treatment time:N/A | Parasite Stage:MACS purified Troph Concentration:N/A | Treatment time:N/A | Parasite Stage:MACS purified Troph Concentration:N/A | Treatment time:N/A | Parasite Stage:MACS purified Troph Concentration:N/A | Treatment time:N/A | Parasite Stage:MACS purified Troph Concentration:N/A | Treatment time:N/A | Parasite Stage:MACS purified Troph Concentration:N/A | Treatment time:N/A | Parasite Stage:MACS purified Troph Concentration:N/A | Treatment time:N/A | Parasite Stage:MACS purified Troph Phenol Red 6373071.5 12270011 3947180 418297.5 11757243 3926078.75 11261.04 8757.16 0 8505476 10388292 776519.69 10749617 6660928 134769.91 aspartate (standard) 51255880 53142418 26861206 8189656.25 46261628 26188586 24275806.5 18036406.72 1898864.32 54380418 54433708 13456608.5 46899476 37171543 2077525.56 chlorpropamide 28547786 35622032 15187349 1952740 36763052 11436997 38098832 20576694 1111184.25 36615744 37893860 3218832.25 36951168 24978194 660499.56 alanine/sarcosine 1643103.12 461696.88 287381.78 134815.67 325203.19 227655.92 354768 172528.44 45894.49 595742 539617.94 157665.69 467650.66 433033.66 35546.26 lactate 60849108 33793916 19084578 7118038 34221524 24475528 12292573 5263984 772863 19084366 29156344 11560820 32017166 26781766 2659495.75 4-aminobutyrate 4825243.5 5966424.5 3273657.25 936319.75 5340459.5 2844874 36316.36 18564.46 5074.98 6496909.5 6376770 1437531 5999917.5 4488490.5 254501.75 serine 11815680 3657739.25 1501616.62 980047.25 2027014.88 1501517 2244658.25 1050244.75 274533.91 3182637.25 3341180 904867.69 3011340.25 2335378.75 183935.86 glycerate 163633.69 166860 135056.8 77047.52 672406.44 127670.62 184739.88 108938.94 126586.15 157563.86 200954.75 937279.25 328389.47 298152.31 83832.66 proline 6873152 9283023 3223223 1171857.12 6386601.5 4292988.5 538403.81 211961.08 65966.35 5663659.5 6277952 1356753.62 6495695.5 4991921.5 310363.56 maleic acid 290476.94 331122.97 144437.16 53211.63 282624.25 132298.58 236588.67 163601.83 18748.75 234501.5 236071.69 194963.92 284327.22 217069.14 17384.22 fumarate 508401.16 480852.41 204591.2 63404.57 293656.47 183303 32789.38 18891.88 2611.97 454962.97 448264.09 174504.58 460038.47 356973.25 34973.65 2-keto-isovalerate 1719430.38 1960876 1192645.12 359509.84 2017418.38 1108086.88 1973483.38 1418513.5 262401.03 1935485.12 1975341 520959.91 2022669.38 1564518.38 172875.88 valine 19928634 28567816 10520311 2929745 21860904 14652117 878969 387649.53 114628.72 15331467 18544002 4370556 20360720 16078368 825824.69 succinate/Methylmalonic acid 1595558.63 1809216.19 1134395.09 350067.33 1268572.72 1012625.5 654362.76 406268.67 52039.6 2322708 2541183 1923498.69 2524964.88 2029693.37 173936.98 threonine/homoserine 7132650 3237599.25 2346418.25 568600.94 4339453.5 2105127.5 755794.06 300552.41 89741.69 5113233.5 4707644 1166831.88 4579663.5 3714556.75 167243.14 nicotinate 23886.63 35637.3 15914.08 5735.08 29144.01 16981.49 9880.4 5614.84 1835.94 19063.54 31010.21 6707.88 27402.74 21746.3 2904.56 taurine 473651.38 253685.44 209565.48 87149.08 268166.22 118767.95 111402.57 38273.67 49559.48 605196.38 511608.38 138724.59 503633.16 358683.25 16972.77 Pyroglutamic acid 42229664 12806491 7053616 1198314.5 17483150 9151069 5107951.5 1849707.5 249696.7 6015586 7684042.5 2992118.25 15635619 12041323 633753.06 DL-Pipecolic Acid 521296.75 748356.56 472868.66 197513.95 1218002 875215.69 36764.91 17741.53 4756.2 1094145.5 1327781.12 393195.41 1183448.88 972128.81 45381.14 Citraconic acid 1150374.12 1351582 920155.69 211181.42 2051147.88 696211.31 1406284.88 917150.31 140935.48 1395900.12 1545403.38 976140.56 1593698.88 1172986.12 100336.56 Ketoleucine 2570179.25 2878908.75 2367977.25 498737.03 4661734.5 1556121.12 3630280 2317416.5 353293.28 3289118.25 3958331 939112 3613920.75 2699608.25 215395.02 hydroxyproline/Aminolevulinate 2071581.88 3208130 1403037.62 442665.75 2689252.75 1475089 26603.3 15374.05 4144.76 2785800.5 2963912 542244.5 3171597 2170837.25 139908.73 N-Acetyl-L-alanine 76775.94 57415.48 32134.83 10085.06 51403.59 36989.51 25355.21 18477.7 5359.98 69886.19 78373.66 18096.07 88965.78 58762.04 4382.16 creatine 623687.94 585738.94 390227.91 140049.27 379688.66 277640.56 11291.48 16913.05 3406.02 767811.31 693554.94 211468.17 547805.5 438655.84 34046.05 isoleucine 35662076 67469496 25748278 6729549.5 59779520 36007764 845301.75 277126.03 62253.08 33181970 41904452 10538689 45733956 37050656 1868334 leucine 38800344 75265288 29329822 7331528.5 67298784 41799984 108861.13 360231.84 102504.6 36304076 46866156 11640752 50660908 40456532 2150218.5 asparagine 7506737.5 7531876.5 3068158.75 1397129.62 4292278 2764944.25 336348.59 144805.89 6496.95 8056980.5 7574828 1428481.38 6496340 4771197 299318.44 Hydroxyisocaproic acid 667877.19 885466.19 490680.41 126522.16 950008.81 434041.5 788225.31 546119.56 79249.87 842659.56 853426.06 211428.45 815598.94 644168.69 55110.84 ornithine 463263.88 418028.66 171494.36 64573.05 281606.25 218510.23 363465.16 23195.26 2250.68 316748.69 336279.16 88084.38 355550.28 263271.03 14877.36 malate 1045971.31 1263812.12 734721.5 181291.11 1220479 657486.56 23112.38 16551.53 2420 1871112 1899321.38 513525.25 1077923.38 1224981.5 105483.73 homocysteine 3619.25 4794.83 2745.72 473.27 3267.33 1645.49 0 0 0 4159.09 2918.19 1437.97 3371.82 2662.32 0 adenine 146574.61 171805.33 122478.88 41071.75 137344.88 103388.48 57050.13 46222.57 17191.33 173458.05 170315.38 51658.34 138284.73 137051.2 11404.37 hypoxanthine 14952200 29034970 12022751 2901183 25981382 14712569 48397.5 13166.76 39165.49 16103045 21084048 4626826.5 22092826 16433583 767592.81 anthranilate 31271.22 37559.51 19187.18 4781.72 37368.07 16069.97 45740.67 27521.66 3610.86 37032.17 38714.86 6685.1 42330.09 28916.88 2644.15 p-aminobenzoate 33266.03 43840.69 16923.91 7037.61 36363.42 22476.82 20587.25 13617.46 4116.54 29458.67 39353.75 7447.56 41094.37 27279.88 3395.09 p-hydroxybenzoate 29633.78 38526.8 22681.12 5305.74 64405.76 18232.17 43628.69 16476.67 2655.95 36136.87 48522.41 21417.28 50467.66 33866.47 2755.58 a-ketoglutarate 601321.25 851177.81 478546.28 102049.6 903682.25 452456.41 10707.76 7288.21 1189.35 1190517.62 1240452.38 232284.2 931866.19 740466 45631.19 glutamine 29507088 37846220 17412120 4993260.5 34841652 18696218 201060.69 72146.37 7924.75 36510656 35886820 7366008 36294948 25682394 1498507.38 lysine 318764.72 470259 195039.38 47999.86 297799.5 203301.88 176943.67 16750.97 288.44 386891.03 422339.25 95149 388015.66 320584.62 16358.52 glutamate 351207584 449599104 223573296 60576516 391708768 188612176 882305 392033.59 62547.06 476262048 466980608 96089032 452740992 319991680 17221738 2-Hydroxy-2-methylbutanedioic acid 1115308.88 1410356.5 748448.69 181827 1392497 633891.19 30032.5 15918.87 1886.94 1490658.12 1504705.5 334766.56 1178915.38 1055711.88 68756.7 methionine 6300461.5 12890783 4976812.5 1201228.88 10857621 7202387.5 66659.67 40536 11324.41 6235725.5 8096170.5 1893276 8775136 7104572 333835.28 ribose 893656.69 1100256.75 584885.19 158661.64 1468515 651675.81 109358.79 64163.89 13601.6 952737.19 933465.25 176047.3 1094025.38 782820.19 52625.46 guanine 278458.97 574796.5 206006.02 49092.89 506960.28 314833.5 2597.64 0 293.24 254412.67 363930.91 76769.63 411891.5 307199.5 16710.69 xanthine 11521.24 8755.82 9007.77 4311.88 12948.89 13189.48 0 0 0 11591.64 9520.86 4737.83 11391.68 15219.41 1434.61 histidine 1426665.38 1325433.88 461212.12 170476.39 877545.81 567807.56 10220.88 2844.75 1053.61 1030651.75 1098716.88 205090.98 933469.06 712323.94 34942.13 orotate 359922.54 338996.27 330190.41 74664.92 671973.89 257558.88 2678291.25 440206.09 102038.46 376450.91 389042.59 137620.98 561065.98 405919.38 25520.88 dihydroorotate 1686435.62 2159917.25 1076834.88 221203.25 1636575 779032.19 0 0 0 3005449.25 3233500.75 477844.53 4222198 2697623.75 135639.98 Aminoadipic acid 19473.41 16532.26 13396.29 3735.48 19589.38 11517.07 4544.4 2377.93 948.55 18169.52 19554.27 5629.07 17856.68 12965.28 1493.55 carnitine 42536.69 80320.94 26204.72 16600.98 55326.49 36577.85 5508.06 4149.9 975.91 31425.3 50242.2 16508.99 55775.11 43951.01 8859.1 phenylalanine 7417.8 11673.83 5752.01 1900.9 6461.34 2261.95 8259.45 7193.2 1992.39 8354.19 8464.42 3101.45 9844.18 8145.11 2014.5 quinolinate 33830.22 45897.01 19474.9 4946.78 42344.93 21989.62 26301.62 20145.28 2257.8 46134.51 54489.65 7945.83 49019.16 27891.07 1874.12 phosphoenolpyruvate 1827542.46 2837773.78 1870156.22 368725.9 3464526.41 1629029.98 0 25735.52 2560.25 2885842 2922667.06 882794.6 1438751 2377410.37 158703.12 Uric acid 23411.38 33241.73 19587.41 5211.2 5958.58 14288.72 5394.92 25813.62 2833.15 17811.14 8639.46 9755.94 4052.96 24739.18 3419.77 pyridoxine 887487.44 2169681 948203.81 194706.3 2161288.25 1367533 84737.78 52245.29 7016.55 1017307.81 1535762.88 306829.41 1915789.12 1560311 54876.91 D-glyceraldehdye-3-phosphate 709621.19 1078441.38 583211.62 85190.7 1390886.88 490980.16 17646.2 10035.39 752.74 1241272.88 1391803.88 204705.77 1308118.12 817006.25 33889 sn-glycerol-3-phosphate 5904912 7361133.5 3812862 1094172.38 7013833.5 3365363 6136.81 4141.7 417.7 8714680 8445154 1702076.62 6985810.5 5647866 375236.41 N-acetyl-L-ornithine 189431.67 111290.45 71355.62 18024.3 79339.14 60054.28 21924.43 13353.9 695.77 193266.13 167791.98 42086.17 134829.97 116624.35 5165.54 arginine 1853388 3990187.75 1302510.25 393777.59 2926822.75 1800187.5 15129.05 2182.82 961.84 2256372 2749785.5 529986.5 2788378.25 1971925 95618.53 acetyl-aspartate 28045.31 33912.74 18206.2 3930.46 42493.76 15861.46 5135.42 2075.96 235.35 35076.47 26820.44 12115.65 36428.94 26267.96 2088.86 citrulline 343921.78 47465.8 35251.89 15042.61 12396.95 28561.71 169794.56 43900.64 6798.9 87026.89 91264.77 37289.17 81902.34 54218.62 3441.88 N-carbamoyl-L-aspartate 11115339 15238744 8174782.5 1673871.38 14608421 6642854.5 2111.42 1299.71 0 17554814 17348126 3357658.25 22446330 16522055 966372.19 Pyrophosphate 64007.25 147974.75 66326.73 10221.67 180851.23 55699.29 0 0 0 125722.5 149665.23 22991.4 75126.37 81169.05 3784.74 glucono-lactone 524604.44 697192.06 410419.97 92151.31 720405.75 349236.28 12329.92 3415.03 637.63 769625.94 836877.69 172470.75 746013.56 588092.56 36852.78 Hexose 34562556 49228256 20245148 4971201.5 59884576 25175464 972795.81 279536.34 57145.8 35726892 40337852 5100979.5 45593152 32774794 1471829.62 myo-inositol 109601.26 147754.2 44262.36 10442.72 48296.87 42564.23 10242.76 6735.29 1773.59 163706.59 112547.16 67166.27 61064.16 79430.88 2525.61 tyrosine 12279439 17302524 7091100 1640498.12 16170939 8942624 288077.91 107186.55 16266.97 10210107 12127468 2701356 13095947 10551979 451536.72 4-Pyridoxic acid 295476.34 358787.78 210399.45 33983.29 356682 162731.27 37287.59 32641.47 2644.99 419022.16 443303.62 69890.15 364234.03 262403.97 14317.91 3-phospho-serine 399594.91 502692.34 283758.38 70255.99 546448.25 237159.88 0 4005.93 429.54 561867.81 442561 104695.7 304173.28 398717.91 21902.56 3-phosphoglycerate 521189 672799 356357.09 84396.31 672957.06 393681.91 3739.98 8447.84 1435.02 795079.31 761564 167810.98 366402.34 535286.94 31544.74 Acetyllysine 38797.88 31930.97 16059.79 3720.24 21316.22 9484.01 4391.57 2217.46 355.47 74718.73 50343.27 13751.41 36336.3 36830.02 1145.67 Kynurenic acid 8116.14 11744.01 3775.75 655.42 3654.66 2424.14 10971.05 4087.96 424.78 2854.69 3887.66 2852.25 0 2916.16 233.2 N-acetyl-glutamate 126670.68 169447.67 87214.21 17861.81 166088.06 77682.98 8871.08 2311.46 372.22 159594.36 208724.67 31526.26 164110.38 119303.01 6272.97 citrate/isocitrate 14542.41 23574.71 12369.6 2406.57 35279.19 11287.88 16126.22 11913.42 517.2 20284.8 28768.07 4588.4 16977.16 17364.8 991.28 2-dehydro-D-gluconate 192478.67 305480.72 130344.56 25094.71 210939.3 104514.6 0 0 0 310881.72 299309.12 49769.64 199027.77 193356 6888.6 D-gluconate 2846924.75 3402029.25 1981513.38 508461.22 3427917.25 1873121.88 59472.61 17889.21 1484.54 3756864 4022616 1075700.38 3497850 2889068.25 122154.34 tryptophan 1002066.19 1010544.56 286746.34 101490.04 268639 253805.08 35158.18 15819.16 2942.57 692620.19 763649.31 91464.09 580810.94 443804.66 18727.83 Xanthurenic acid 13240.13 16227.94 9520.87 1327.35 15364.31 6301.58 4207.42 2453.04 531.05 17530.09 16516.94 4058.44 19048.37 14881.9 800.67 D-glucarate 10036.94 13909.05 5216.96 376 8049.74 5577.27 4976.68 6670.67 244.82 4152.81 12385.98 901.53 9745.99 5362.31 397.61 deoxyribose-phosphate 29552.87 40804.1 15245.02 4069.9 34860.27 11938.58 7283.35 1199.89 233.62 40575.12 35744.76 4993.97 30319.88 18035.5 873 pantothenate 127025.72 243612.92 78453.82 19840.86 218828.25 95677.98 39357.91 25594.88 3093.46 137209.14 169014.95 28722.64 172507.89 143502.14 6983.04 Ser-Asp (SD) 16022.8 20561.93 9612.32 1603.56 16414.62 8007.64 0 0 0 21478.43 14041 3571.33 21860.24 13333.41 319.67 N-acetyl-glucosamine 134921.27 94913.84 72383.29 13492.45 200465.45 73312.72 5383.04 2509.49 397.99 132570.02 120421.85 28228.1 145231.08 104561.97 3362 cystathionine 32217.95 51013.96 18025.55 5579.44 62461 26760.27 31422.01 1414.3 0 30803.05 47160.45 58269.95 71451.43 50346.53 1605.9 prephenate 164111.19 274146.94 115136.26 26505.62 226929.45 95747.98 235010.5 164001.42 15030.4 225616.42 241146.95 38414.43 203836.11 158378.62 10271.85 ribulose-5-phosphate 10907.07 21560.17 5930.2 899.11 8120.21 5198.87 0 0 0 22005.49 28062.55 3670.9 20099.85 11129.38 336.62 ribose-phosphate 908347.5 1270856.88 593740.69 133277.08 1070401.12 521695.59 0 0 0 1356729.12 1294693.38 223532.39 1015649.25 914224.25 41610.53 Ribose-5-phosphate 1024885.44 1363916.62 630233.19 138057.12 1460548 578497 0 1599.73 0 1430676.12 1505458.5 231904.27 1271276.75 993205.94 41211.39 Pro-Asp (PD) 2727049.75 3580180.25 1930211.38 314038.03 2890650 1363129 0 0 0 6289579.5 6546496 1211593.88 4610070 3628154.75 131226.11 Val-Asp (VD) 122452.93 134282.33 79856.02 12790.35 131583.16 70413.89 4339.13 0 0 219244.84 231222.92 41742.24 168968.5 140649.64 4592.98 Cystine 311765.91 1048461.81 139416.69 53888.92 475196.72 284194.44 9714.76 6915.83 1055.65 149819.55 222348.23 52637.58 419257.34 286333.03 12281.98 cytidine 26217202 24068362 12768272 3464951 19373336 9603303 16816.94 5390.7 447.37 32819472 31313034 3905946.25 25065310 19027014 668263.38 biotin 16242.15 72918.37 15656 2029.63 70996.25 34457.64 0 1815.98 371.7 22209.57 35341.32 3861.4 33287.05 17801.25 589.43 Glu-Val (EV) 12135.34 17454.37 6752.59 1330.21 13439.79 6218.8 6193.96 5743.15 256.38 14011.73 16461.66 2790.75 18020.87 10001.08 0 Pro-Glu (PE) 345836.75 345938 187887.11 33393.21 281444.22 150764.02 0 0 0 647420.56 594243.5 116849.29 420510.72 363772.25 13620.09 Leu-Asp (LD) 166512.8 215199.45 109401.59 20736.66 227867.69 88714.75 0 932.2 260.37 228529.25 266863.28 37998.72 218084.95 156692.92 6462.5 deoxyadenosine 13096.55 21355.17 14799.11 1578.17 30314.65 13382.37 0 0 0 30230.21 10455.59 2399.8 27933.88 16142.6 231.18 D-glucosamine-1/6-phosphate 80508.59 88884.31 40712.36 8536.83 68259.93 40184.79 0 0 0 94993.68 93867.5 15889.62 76494.81 59472.09 2020.32 hexose-phosphate 3702546.75 5019072 2519506 371761.22 4627842.5 1959407.62 2905.35 4530.67 243.76 5939628 5874057.5 894949.44 5823585.5 4233436 117053.06 glucose-1-phosphate 992243.81 1332165.88 584616 128939.93 1014950.81 458638.88 2567.98 1881.93 0 1375936 1415818.5 196375.64 1080190.88 879760.81 31123.76 thiamine 923759.5 1454268.38 535367.12 98380.3 806586.31 484647.53 0 0 0 1087132.12 1103129.88 125578.21 950178.69 842636.81 13427.21 1_3-Bisphosphoglyceric acid 65710208 117218648 51848028 5976785.5 153150144 43663804 96323.87 1017093.94 65261.36 115000264 112890504 16080949 57398352 78751848 2053393.12 deoxyguanosine 10812.08 22833.08 10567.53 1499.19 36843.03 11448.45 0 1781.2 0 7257.92 11732.68 3137.82 18655.77 14143.92 364.81 inosine 137412.45 160861.33 76636.46 16798.95 144483.36 70255.07 12328.95 8465.8 234.88 187067.69 169130.97 33805.93 141815.05 125258.26 3790.96 6-phospho-D-gluconate 609956.44 832495.19 383761 62759.82 782021.81 357437.5 0 0 240.2 868538.56 797792.44 125173.02 464701.38 586391.25 19748.93 1-Methyladenosine 96008.59 77271.23 41534.71 6518.79 117182.35 36526.21 31591.87 9372.2 1113.59 82067.63 92238.32 23121.03 84897.31 65075.71 876.56 xanthosine 9096.66 5467.97 2429.9 1161.82 5985.67 2052.93 0 0 0 7928.59 7735.09 966.59 4233.94 2316.97 0 D-sedoheptulose-1/7-phosphate 2728358.31 3342712.69 1564210.5 325119.58 3124514.94 1309354.97 0 1646.3 0 3479141.31 3512202.19 457586.05 2890808.81 2278622.19 83857.25 L-arginino-succinate 49695.56 66480.78 34654.14 6632.83 48909.42 28821.26 0 0 0 52606.81 57502.48 10088.75 54323.43 46466.46 1005.5 S-methyl-5'-thioadenosine 15921.1 18671.93 9830.67 3381.61 16494.61 9648.36 3304.85 0 0 10411.32 22114.62 3806.01 14426.76 14869.57 769.19 4-phosphopantothenate 2018422.62 2592932.25 1210142.5 190974.8 2664781.75 978060.94 0 0 0 2827022.25 2687509.25 337763.84 2145885.25 1801829.38 57782.7 N-acetyl-glucosamine-1/6-phosphate 45980.67 53236.92 28290.74 4747.67 33740.05 19260.14 0 0 0 64380.37 60245.78 7305.57 53816.05 32286.4 1213.67 cCMP 17767.2 31536.97 8939.98 0 23967.69 4290.18 0 0 0 24245.91 40012.58 1459.58 39674.06 17169.68 370.63 dCMP 35100.47 39151.22 31056.09 4201.27 58455.28 28756.46 0 0 0 42281.9 39289.57 4328.35 49494.29 41166.46 459.01 glutathione 1597534.38 1302293.5 1205421.12 115259.1 1845239.62 357035.59 8334.83 7826.26 526.26 5682693.5 4824550 231597.33 2913294 1791574.88 48516.86 Geranyl-PP 330181.16 427152 190153.8 36976.72 400593.62 152953.73 427232.72 274534.41 21304.17 389268.22 369322.97 57398.79 350322 299346.78 12174.97 Asp-Ala-Leu (DAL) 25959.64 41347.5 16471.46 2261.6 40737.78 14974.59 0 0 0 44316.88 51332.31 6421.68 39895.97 33809.78 1016.51 Pro-Thr-Thr (PTT) 20358.97 21584.94 9138.49 1009.78 8651.09 6538.8 0 0 0 51388.5 57147.23 9348.66 33741.89 25555.85 441.38 Isopentyl-PP 3661456.76 4107019.13 1909797.5 348587.87 4314485.25 1509348.62 5461421.5 3241104.74 259140.88 4434603 4357612.13 497911.58 4711108 3119875.12 110543.38 Octulose 8/1P 670724.19 813490.19 373926.25 71430.38 775623.81 302333.97 17017.94 12117.3 372.52 913985 845047.31 108689.41 635429.25 579489.25 15903.91 dTMP 18507.66 32336.63 10581.95 1963.69 33942.09 13434.96 0 1144.27 0 25538.99 21134.61 2962.85 20439.86 16362.09 757.31 CMP 619502.69 961496.06 399310.12 77729.15 1014736.31 369955.09 0 0 0 671317.81 732591.44 82513.86 759019.19 570030.44 13075.2 UMP 1169594.62 1533531.38 639685.44 116072.16 1529981.88 587789.31 3349.26 0 252.21 1247299.88 1314922.38 153700.16 1213767.12 931489 28559.22 dAMP 14721.56 19126.87 7595.24 699.41 14673.07 7201.44 0 0 0 11701.14 14056.32 1861.86 19663.93 14097.76 316.81 Asp-Leu-Ser (DLS) 50007.89 54622.89 33499.59 3293.18 55876.45 16239.38 3781.84 1599.19 0 167509.11 180429.12 24121.84 107146.27 79085.28 2003.27 Ile-Asp-Ser (IDS) 10382.16 13678.37 8565.05 521.43 11881.75 2696.14 2132.25 0 0 40608.39 42341.51 5130.24 23486.83 18297.13 261.35 Ser-Asp-Leu (SDL) 3133.43 5943.47 5928.46 664.8 2530.65 5553.32 0 1750.27 0 18388.85 14507.87 1935.5 5645.69 6577.16 232.97 Ser-Ile-Asp (SID) 2273.13 9159.91 1304.13 0 12013.09 3436.35 0 0 258.8 6875.87 0 1639.8 8459.82 4278.13 333.75 nicotinamide mononucleotide 465719.22 537982.53 308739.75 43142.19 724609.54 270224.08 48074.98 17475.07 841.84 583296.22 647179.81 93218.74 612744.03 479342.39 11774.64 Nicotinic acid mononucleotide 10623.87 18027.94 8010.46 492.09 15479.19 5296.05 0 0 0 27058.56 25763.47 1818.31 36237.18 21715.36 278.33 fructose-1-6-bisphosphate 6088313.5 8310798.5 3573304.75 491283.91 7960110.5 2833694.25 22942.35 21487.2 476.68 9383116 8987989 979830 5726134 5464376 152816.11 cGMP 11366.4 9208.47 11100.16 842.97 20525.19 5979.53 25330.19 14519.28 435.19 17449.94 7929.7 1174.05 7497.64 14370.72 291.34 dGMP/AMP 1037296.75 1334367.12 645185.81 113758.76 1823171 695806.5 23478.75 11745.84 597.7 1306972 1421532.62 174932.69 1372688.12 1141411.38 32166.62 IMP 2278168.75 3075393.25 1334775.12 224283.86 3045171 1096811.88 3552.81 1326.28 0 3289866.75 3196458.75 396577.5 2699535.25 2052440.38 57472.19 4-phosphopantetheine 64309.06 102666.5 29017.08 1870.3 112172.66 17120.5 0 0 0 119573.57 108504.93 3785.91 92596.52 54365.33 348.42 GMP 518205.38 747314.19 269364.34 42707.8 735778 237495.25 3297.24 0 0 647838.56 674261.69 68328.51 562259.06 466637.91 11957.15 xanthosine-5-phosphate 68567.3 100936.8 49406.14 6219.67 103238.12 31975.51 0 0 0 94314.35 101079.13 9728.96 67159.45 71161.66 1348.41 orotidine-5'-phosphate 8573.73 14169.79 8054.12 1247.62 28005.48 7803.69 0 0 0 19979.71 19448.16 2079.55 13995.95 12109.75 0 Sedoheptulose bisphosphate 550286.75 769584.94 336902.97 40450.57 789152.5 271831.78 2996.69 0 0 842564 911588.31 87325.41 546855.38 530915.62 14011.17 Pro-Glu-Glu (PEE) 55119.67 58678.09 21129.92 3693.06 8690.69 13578.66 0 0 0 153625.84 153956.72 14942.83 78316.83 64576.76 904.52 Asp-Leu-His (DLH) 79065.09 67647.55 41143.1 5037.2 60883.36 25916.5 0 0 0 303770.25 283886.78 44001.58 163188.17 129495.38 1480.86 S-adenosyl-L-homocysteine 101240.46 251099.14 125830.55 14405.53 616373.12 154999.59 0 0 0 181187.25 500854.97 30190.93 651385.25 426245.59 3851.77 5-phosphoribosyl-1-pyrophosphate 24650.12 52878.59 23861.09 2780.17 56518.14 13586.81 0 0 0 56994.67 50583.04 5634.17 41881.67 40168.23 1073.93 Octulose Bisphosphate 62732.42 114296.03 49009.56 5351.58 117693.62 33835.41 0 0 0 132117.64 127663.06 11229.95 87585.77 76366.88 1704.8 CDP 18902.38 27461.63 12602.05 1749.78 45825.94 14334.64 0 0 0 24091.28 11879.17 2389.07 13669.7 19705.7 245.33 UDP 82591.32 126658.16 40900.5 5659.5 139045.45 47495 12202.82 7177.47 617 91947.15 92157.31 8736.4 68573.51 75564.97 1519.3 Cholic acid 217701.92 253574.62 118993.74 11690.58 255637.8 89689.09 274738.34 162348.88 5613.12 280822.12 266558.09 23164.78 259186.62 201394.7 3140.16 dGDP/ADP 320465.47 436319.91 197096.23 23510.94 513158 180194.95 5827.1 9991.1 503.84 484317.88 435315.62 45866.61 294464.72 323287.56 7134.8 IDP 12550.43 20205.78 6889.78 346.37 21608.25 5169.37 5754.71 2461.66 303.72 10531.53 26524.49 1594.43 17518.18 15109.39 0 folate 146106.19 296497.66 82161.34 10326.16 251954.42 79826.73 0 0 0 236107.42 264906.41 18318.11 253850.12 158236.94 3288.35 GDP 20488.57 31357.54 11571.2 1159.01 32668.16 9899.12 3269.39 1970.52 0 28087.91 24436.7 1878.71 14112.68 18964.7 376.08 CDP-ethanolamine 2045887.62 2487983.75 1150611.88 155919 2660955.75 1031315 0 0 0 2787541.25 2703780.25 312130.66 2454683.25 1830037 28783.16 FMN 5995.62 8690.2 9528.25 437.24 31380.69 6356.59 0 0 0 20945.91 7460.43 3009.88 10698.38 13838.95 0 cholesteryl sulfate 621843.5 685827.44 298410.22 19901.56 686620.94 220561.88 637274.38 425919.22 9013.3 715515.5 618080.94 40351.43 702412 483501.72 3891.94 dUTP 30688.29 37315.29 15318.49 2115.51 36001.4 9744.93 0 0 0 38153 36846.24 3825.9 25312.84 22533.45 383.12 Pro-Val-Asn-Phe (PVNF) 40623.86 59753.12 22963.06 2201.51 40315.43 10884.3 0 0 0 147862.55 129560.66 11199.73 76567.98 53273.83 331.55 UTP 8280.7 14283.56 2455.81 0 11577.07 2580.37 0 0 0 9694.31 12240.96 1688.2 11668.59 4858.18 0 His-Val-Asp-Asp (HVDD) 3437.18 4738.92 4990.62 0 9949.8 1349.85 0 0 0 52262.89 44324.47 6123.08 23384.3 19843.77 0 CDP-choline 59915.66 77239.15 36354.84 6457.02 59622.81 33833.73 0 0 0 74259.51 60931.98 11849.22 59659.33 63504.14 1468.59 Pro-Glu-Glu-Lys (PEEK) 24963.88 33796.39 14957.31 417.79 17944.49 8969.28 0 1346.57 0 84103.84 61804.12 10214.6 43398.22 32077.84 1066.67 dGTP/ATP 37903.5 84403.8 19340.08 1121.06 79643.39 24541.18 0 3015.84 0 81186.7 118968.98 2103.99 41749.61 44713.91 402.72 UDP-D-glucose 6576017.5 9051723 3067996 290176.47 9020479 2356698.5 0 0 0 9149937 9223567 589956.31 8993021 5478597.5 75166.9 UDP-D-glucuronate 250942.12 402598.59 119382.88 9945.5 352428.88 81385.09 42379.14 13365.38 0 369835.88 389188.72 22961.12 290346.25 218634.75 2214.35 ADP-D-glucose 482811.09 684680.81 249585.36 18624.02 718550.5 167864.67 0 0 0 734433.19 732768.06 42566.09 638757.19 384483.75 3642.42 UDP-N-acetyl-glucosamine 2729322 3861353 1352440.5 125684.3 4146798 1082131.75 0 0 0 3751749.75 3907878 234440.23 3673917.25 2358553.75 25918.08 glutathione disulfide 22850082 29537608 9821672 964810.69 29801166 6790413.5 8332.05 4958.22 0 33348288 31334002 2425055 24912574 18616592 242380.73 NAD+ 14214072 19914576 6385683.5 597724.94 21128218 5068859.5 0 0 0 21037954 21416334 1125311 20593374 12595528 100404.3 NADH 60831.61 76099.59 18739.48 1060.33 46536.11 9639.89 0 0 0 103548.51 106897.6 4313.2 64459.96 41910.96 321.84 Val-Asp-Pro-Val-Asn-Phe (VDPVNF) 5774.7 8510.02 0 0 0 0 0 0 0 18008.61 14545.97 1575.73 9472.17 12313.13 0 NADP+ 2674291.25 3692058.25 1176781.62 77791.09 4157272.75 865908.69 0 2696.01 0 4058086.75 3838534 190263.14 3022009.75 2268184.75 17792.29 NADPH 132877.45 192898.58 63255.07 3811.21 230733.31 43142.5 0 0 0 228904.98 213198.33 10914.88 179388.12 116728.38 1430.09 FAD 144131.27 189449.11 59693.31 4403.68 230935.56 37118.45 0 0 0 263745.28 194855.14 6588.1 164270.67 89642.06 767.75 Decanoyl-CoA 62002.07 149462.78 35610.57 822.73 127503.97 20123.33 0 0 0 129629.9 182619.52 2309.92 104026.27 71666.09 244.42 MS_METABOLITE_DATA_END #METABOLITES METABOLITES_START metabolite_name chemical formula Pubchem id retention index Phenol Red C19H14O5S 16.91 aspartate (standard) C4H7NO4 4.46E+00 chlorpropamide C10H13ClN2O3S C06907 17.2 alanine/sarcosine C3H7NO2 C00213 1 lactate C3H6O3 C00186|C00256|C01432 7.28 4-aminobutyrate C4H9NO2 C00334 4 serine C3H7NO3 C00065 1.14 glycerate C3H6O4 C00258 6.35 proline C5H9NO2 C00148 1.27 maleic acid C4H4O4 C01384 12.71 fumarate C4H4O4 C00122 13.49 2-keto-isovalerate C5H8O3 C00141 13.06 valine C5H11NO2 C00183 1.45 succinate/Methylmalonic acid C4H6O4 C02170 11.72 threonine/homoserine C4H9NO3 C00263 1 nicotinate C6H5NO2 C00253 11.2 taurine C2H7NO3S C00245 0.82 Pyroglutamic acid C5H7NO3 C01879 7.69 DL-Pipecolic Acid C6H11NO2 C00408 1.2 Citraconic acid C5H6O4 C02226 13.29 Ketoleucine C6H10O3 C00233 14.3 hydroxyproline/Aminolevulinate C5H9NO3 C01157 1.15 N-Acetyl-L-alanine C5H9NO3 C01073 8.51 creatine C4H9N3O2 C00300 1.33 isoleucine C6H13NO2 2.22 leucine C6H13NO2 C00123 2.6 asparagine C4H8N2O3 C00152 1.15 Hydroxyisocaproic acid C6H12O3 HMDB00746 14.14 ornithine C5H12N2O2 C00077 1 malate C4H6O5 C00149|C00497|C00711 12.7 homocysteine C4H9NO2S C00155 1 adenine C5H5N5 C00147 3.5 hypoxanthine C5H4N4O C00262 1.18 anthranilate C7H7NO2 C00108 13.51 p-aminobenzoate C7H7NO2 C00568 8.7 p-hydroxybenzoate C7H6O3 C00156|C00587 10.88 a-ketoglutarate C5H6O5 C00026 13.13 glutamine C5H10N2O3 C00064 1.17 lysine C6H14N2O2 C00047 0.85 glutamate C5H9NO4 C00025 3.26 2-Hydroxy-2-methylbutanedioic acid C5H8O5 12.06 methionine C5H11NO2S C00073 1.77 ribose C5H10O5 1.22 guanine C5H5N5O C00242 3.4 xanthine C5H4N4O2 C00385 2.69 histidine C6H9N3O2 C00135 0.87 orotate C5H4N2O4 C00295 8.1 dihydroorotate C5H6N2O4 C00337 6.9 Aminoadipic acid C6H11NO4 C00956 3.22 carnitine C7H15NO3 C00318|C15025 1 phenylalanine C9H11NO2 C00079 4.37 quinolinate C7H5NO4 C03722 13.58 phosphoenolpyruvate C3H5O6P C00074 13.83 Uric acid C5H4N4O3 C00366 6.17 pyridoxine C8H11NO3 C00314 1.8 D-glyceraldehdye-3-phosphate C3H7O6P C00111|C00661 7.35 sn-glycerol-3-phosphate C3H9O6P C00093 7.3 N-acetyl-L-ornithine C7H14N2O3 C00437 1.21 arginine C6H14N4O2 C00062 0.87 acetyl-aspartate C6H9NO5 13 citrulline C6H13N3O3 C00327 0.9 N-carbamoyl-L-aspartate C5H8N2O5 C00438 12.25 Pyrophosphate P2H4O7 C00013 13.87 glucono-lactone C6H10O6 C00198 6.9 Hexose C6H12O6 1.13 myo-inositol C6H12O6 C00137 7.2 tyrosine C9H11NO3 C00082 2 4-Pyridoxic acid C8H9NO4 C00847 14.14 3-phospho-serine C3H8NO6P C01005 8.2 3-phosphoglycerate C3H7O7P C00197 13.58 Acetyllysine C8H16N2O3 C02727|C12989 1.1 Kynurenic acid C10H7NO3 C01717 14.22 N-acetyl-glutamate C7H11NO5 C00624 13.37 citrate/isocitrate C6H8O7 C00158|C00311 13.6 2-dehydro-D-gluconate C6H10O7 C00629 5 D-gluconate C6H12O7 C00257 5 tryptophan C11H12N2O2 C00078|C00525|C00806 7.5 Xanthurenic acid C10H7NO4 C02470 14.14 D-glucarate C6H10O8 C00767 13 deoxyribose-phosphate C5H11O7P C00673 7.74 pantothenate C9H17NO5 C00864 10.69 Ser-Asp (SD) C7H12N2O6 4.08 N-acetyl-glucosamine C8H15NO6 C00140 1.71 cystathionine C7H14N2O4S C00542 1.14 prephenate C10H10O6 C00251 13.87 ribulose-5-phosphate C5H11O8P 7.81 ribose-phosphate C5H11O8P C00117 6 Ribose-5-phosphate C5H11O8P 6.94 Pro-Asp (PD) C9H14N2O5 4.68 Val-Asp (VD) C9H16N2O5 6.33 Cystine C6H12N2O4S2 C00491 1.29 cytidine C9H13N3O5 C00475 1.2 biotin C10H16N2O3S C00120 12.92 Glu-Val (EV) C10H16N2O5 7.99 Pro-Glu (PE) C10H16N2O5 4.55 Leu-Asp (LD) C10H18N2O5 8.65 deoxyadenosine C10H13N5O3 C00559 11.99 D-glucosamine-1/6-phosphate C6H14NO8P C03783 1.9 hexose-phosphate C6H13O9P C00085 7 glucose-1-phosphate C6H13O9P C00103 7.98 thiamine C12H16N4OS C00378 1.55 1_3-Bisphosphoglyceric acid C3H8O10P2 13.87 deoxyguanosine C10H13N5O4 C00212 4.8 inosine C10H12N4O5 C00294 3.5 6-phospho-D-gluconate C6H13O10P C00345 13.38 1-Methyladenosine C11H15N5O4 C02494 3 xanthosine C10H12N4O6 C01762 7.77 D-sedoheptulose-1/7-phosphate C7H15O10P C00281|C05382|C06222 7.29 L-arginino-succinate C10H18N4O6 C03406 3.25 S-methyl-5'-thioadenosine C11H15N5O3S C00170 11.6 4-phosphopantothenate C9H18NO8P C03492 13.94 N-acetyl-glucosamine-1/6-phosphate C8H16NO9P C04256|C00357 7.3 cCMP C9H12N3O7P 4.91 dCMP C9H14N3O7P C00239 9.8 glutathione C10H17N3O6S C00051 8.02 Geranyl-PP C10H20O7P2 C00341 16.46 Asp-Ala-Leu (DAL) C13H23N3O6 13 Pro-Thr-Thr (PTT) C13H23N3O6 1.4 Isopentyl-PP C10H24O7P2 15.06 Octulose 8/1P C8H17O11P 6 dTMP C10H15N2O8P C00364 11.27 CMP C9H14N3O8P C00055 8.61 UMP C9H13N2O9P C00105 10.32 dAMP C10H14N5O6P C00360 12 Asp-Leu-Ser (DLS) C13H23N3O7 11.46 Ile-Asp-Ser (IDS) C13H23N3O7 8.38 Ser-Asp-Leu (SDL) C13H23N3O7 11.22 Ser-Ile-Asp (SID) C13H23N3O7 10.96 nicotinamide mononucleotide C11H15N2O8P 1.71 Nicotinic acid mononucleotide C11H14NO9P 11.44 fructose-1-6-bisphosphate C6H14O12P2 13.6 cGMP C10H12N5O7P 8.2 dGMP/AMP C10H14N5O7P C00362 11 IMP C10H13N4O8P C00130 10.5 4-phosphopantetheine C11H23N2O7PS C01134 13.3 GMP C10H14N5O8P C06193 10.5 xanthosine-5-phosphate C10H13N4O9P C00655 12.7 orotidine-5'-phosphate C10H13N2O11P C01103 13.58 Sedoheptulose bisphosphate C7H16O13P2 13.64 Pro-Glu-Glu (PEE) C15H23N3O8 10.5 Asp-Leu-His (DLH) C16H25N5O6 3.73 S-adenosyl-L-homocysteine C14H20N6O5S C00021 6.86 5-phosphoribosyl-1-pyrophosphate C5H13O14P3 C00119 15.13 Octulose Bisphosphate C8H18O14P2 13.64 CDP C9H15N3O11P2 C00112 13.53 UDP C9H14N2O12P2 C00015 13.81 Cholic acid C24H40O5 HMDB00619 16.69 dGDP/ADP C10H15N5O10P2 C00008 14 IDP C10H14N4O11P2 C00104 13.9 folate C19H19N7O6 C00504 13.99 GDP C10H15N5O11P2 C00035 13.9 CDP-ethanolamine C11H20N4O11P2 C00570 6.38 FMN C17H21N4O9P C00061 14.54 cholesteryl sulfate C27H46O4S HMDB00653 17.25 dUTP C9H15N2O14P3 C00460 14.81 Pro-Val-Asn-Phe (PVNF) C23H33N5O6 11.64 UTP C9H15N2O15P3 C00075 14.81 His-Val-Asp-Asp (HVDD) C19H29N6O9 9.83 CDP-choline C14H26N4O11P2 C00307 6.53 Pro-Glu-Glu-Lys (PEEK) C21H35N5O9 3.38 dGTP/ATP C10H16N5O13P3 C00002 14.77 UDP-D-glucose C15H24N2O17P2 C00029 13.44 UDP-D-glucuronate C15H22N2O18P2 C00167 14.68 ADP-D-glucose C16H25N5O15P2 C00498 13.72 UDP-N-acetyl-glucosamine C17H27N3O17P2 C00043 13.37 glutathione disulfide C20H32N6O12S2 C00127 12.94 NAD+ C21H27N7O14P2 C00003 8.62 NADH C21H29N7O14P2 C00004 14.14 Val-Asp-Pro-Val-Asn-Phe (VDPVNF) C32H47N7O10 16.38 NADP+ C21H28N7O17P3 C00006 13.87 NADPH C21H30N7O17P3 C00005 14.87 FAD C27H33N9O15P2 C00016 15 Decanoyl-CoA C31H54N7O17P3S C05274 19.35 METABOLITES_END #END