#METABOLOMICS WORKBENCH Ghizal_20250907_204845 DATATRACK_ID:6392 STUDY_ID:ST004194 ANALYSIS_ID:AN006967 PROJECT_ID:PR002643 VERSION 1 CREATED_ON September 16, 2025, 10:19 pm #PROJECT PR:PROJECT_TITLE PfK13-associated artemisinin resistance slows drug activation and enhances PR:PROJECT_TITLE antioxidant defence, which can be overcome with sulforaphane PR:PROJECT_SUMMARY Artemisinin resistance is increasingly prevalent in Africa, raising concerns and PR:PROJECT_SUMMARY highlighting the need to better understand the cellular mechanisms behind this PR:PROJECT_SUMMARY resistance. In Plasmodium falciparum, artemisinin resistance is primarily PR:PROJECT_SUMMARY attributed to mutations in the PfKelch13 (PfK13) gene. In this study, we PR:PROJECT_SUMMARY performed proteomics analysis on a range of artemisinin-resistant (both PR:PROJECT_SUMMARY laboratory-generated and field isolates) and sensitive P. falciparum parasites PR:PROJECT_SUMMARY at 3-6 (hours post invasion) hpi ring- and 22-24 hpi trophozoite-stage, PR:PROJECT_SUMMARY revealing dysregulation of only PfK13 protein abundance. Reduced PfK13 levels PR:PROJECT_SUMMARY were linked to impaired hemoglobin digestion, decreased free heme levels, and PR:PROJECT_SUMMARY consequently, decreased artemisinin activation. Resistant parasites also PR:PROJECT_SUMMARY exhibited elevated thiol levels, indicating a more reduced state. Targeting the PR:PROJECT_SUMMARY parasite redox capacity with sulforaphane potentiated artemisinin activity in PR:PROJECT_SUMMARY vitro and in vivo, offering a potential strategy to overcome resistance. Our PR:PROJECT_SUMMARY findings provide critical insights into the molecular mechanisms of artemisinin PR:PROJECT_SUMMARY resistance and suggest novel therapeutic interventions to restore drug PR:PROJECT_SUMMARY sensitivity. PR:INSTITUTE Monash University PR:LAST_NAME Siddiqui PR:FIRST_NAME Ghizal PR:ADDRESS 381 Royal Parade, Parkville, Melbourne, Victoria, 3052, Australia PR:EMAIL ghizal.siddiqui@monash.edu PR:PHONE 99039282 #STUDY ST:STUDY_TITLE PfK13-associated artemisinin resistance slows drug activation and enhances ST:STUDY_TITLE antioxidant defence, which can be overcome with sulforaphane ST:STUDY_SUMMARY Goals - Identify mode of action of Sulforaphane using untargeted metabolomics. ST:STUDY_SUMMARY Results - Untargeted metabolomics of sulforaphane treated infected cells ST:STUDY_SUMMARY identified sulforaphane mode of action is via alkylation of parasite thiols ST:STUDY_SUMMARY especially glutathione. Conclusion - Sulforaphane acts on the parasite via ST:STUDY_SUMMARY alkylation of parasites's major antioxidants such as glutathione. ST:INSTITUTE Monash University ST:LAST_NAME Siddiqui ST:FIRST_NAME Ghizal ST:ADDRESS 381 Royal Parade, Parkville, Melbourne, Victoria, 3052, Australia ST:EMAIL ghizal.siddiqui@monash.edu ST:PHONE 99039282 #SUBJECT SU:SUBJECT_TYPE Cultured cells SU:SUBJECT_SPECIES Plasmodium falciparum SU:TAXONOMY_ID 5833 #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 - DMSO_1 Treatment:DMSO | Sample source:iRBC Lab_Sample_id=DMSO-1; RAW_FILE_NAME(sample_name)=DMSO_1 SUBJECT_SAMPLE_FACTORS - DMSO_2 Treatment:DMSO | Sample source:iRBC Lab_Sample_id=DMSO-2; RAW_FILE_NAME(sample_name)=DMSO_2 SUBJECT_SAMPLE_FACTORS - DMSO_3 Treatment:DMSO | Sample source:iRBC Lab_Sample_id=DMSO-3; RAW_FILE_NAME(sample_name)=DMSO_3 SUBJECT_SAMPLE_FACTORS - DMSO_4 Treatment:DMSO | Sample source:iRBC Lab_Sample_id=DMSO-4; RAW_FILE_NAME(sample_name)=DMSO_4 SUBJECT_SAMPLE_FACTORS - DMSO_5 Treatment:DMSO | Sample source:iRBC Lab_Sample_id=DMSO-5; RAW_FILE_NAME(sample_name)=DMSO_5 SUBJECT_SAMPLE_FACTORS - DMSO_6 Treatment:DMSO | Sample source:iRBC Lab_Sample_id=DMSO-6; RAW_FILE_NAME(sample_name)=DMSO_6 SUBJECT_SAMPLE_FACTORS - SFN_1 Treatment:Sulforaphane-30uM-3h | Sample source:iRBC Lab_Sample_id=Sulforaphane-30uM-3h-1; RAW_FILE_NAME(sample_name)=SFN_1 SUBJECT_SAMPLE_FACTORS - SFN_2 Treatment:Sulforaphane-30uM-3h | Sample source:iRBC Lab_Sample_id=Sulforaphane-30uM-3h-2; RAW_FILE_NAME(sample_name)=SFN_2 SUBJECT_SAMPLE_FACTORS - SFN_3 Treatment:Sulforaphane-30uM-3h | Sample source:iRBC Lab_Sample_id=Sulforaphane-30uM-3h-3; RAW_FILE_NAME(sample_name)=SFN_3 SUBJECT_SAMPLE_FACTORS - SFN_4 Treatment:Sulforaphane-30uM-3h | Sample source:iRBC Lab_Sample_id=Sulforaphane-30uM-3h-4; RAW_FILE_NAME(sample_name)=SFN_4 SUBJECT_SAMPLE_FACTORS - SFN_5 Treatment:Sulforaphane-30uM-3h | Sample source:iRBC Lab_Sample_id=Sulforaphane-30uM-3h-5; RAW_FILE_NAME(sample_name)=SFN_5 SUBJECT_SAMPLE_FACTORS - SFN_6 Treatment:Sulforaphane-30uM-3h | Sample source:iRBC Lab_Sample_id=Sulforaphane-30uM-3h-6; RAW_FILE_NAME(sample_name)=SFN_6 #COLLECTION CO:COLLECTION_SUMMARY Cultured malaria infected cells (Pf3D7 wildtype parasites) were harvested using CO:COLLECTION_SUMMARY magnet to achieve >80% parasitaemia. Infection was achieved using Pf3D7 parasite CO:COLLECTION_SUMMARY strains and infected red blood cells were then harvested using magnet CO:COLLECTION_SUMMARY enrichment, see DOI 10.1186/1475-2875-13-112. CO:SAMPLE_TYPE Blood (whole) #TREATMENT TR:TREATMENT_SUMMARY >80% parasitaemia parasites were treated with 30 µM of sulforaphane (SFN) for 3 TR:TREATMENT_SUMMARY h or DMSO control. High infection is required for the identification of parasite TR:TREATMENT_SUMMARY metabolites perturbed as a result of treatment. #SAMPLEPREP SP:SAMPLEPREP_SUMMARY After drug treatments metabolites of magnet harvested parasites were collected. SP:SAMPLEPREP_SUMMARY Briefly parasite metabolism was quenched by cooling samples to between 3-5°C. SP:SAMPLEPREP_SUMMARY All samples were centrifuged at 650 g for 3 min, the supernatant was removed, SP:SAMPLEPREP_SUMMARY and the pellet washed in 500 µL of ice-cold PBS. Samples were again centrifuged SP:SAMPLEPREP_SUMMARY at 650 g for 3 min and pellets were resuspended in 150 µL of ice-cold SP:SAMPLEPREP_SUMMARY extraction buffer (100% methanol) and quickly resuspended. The samples were then SP:SAMPLEPREP_SUMMARY incubated on a vortex mixer for 1 h at 4°C before being centrifuged at 17,000 g SP:SAMPLEPREP_SUMMARY for 10 min; from this 100 µL of supernatant was collected and stored at -80°C SP:SAMPLEPREP_SUMMARY until analysis. For each sample, another 10 µL was collected and pooled, to SP:SAMPLEPREP_SUMMARY serve as a quality control (QC) sample. #CHROMATOGRAPHY CH:CHROMATOGRAPHY_SUMMARY Metabolite analysis was performed by liquid chromatography-mass spectrometry CH:CHROMATOGRAPHY_SUMMARY LC-MS using hydrophilic interaction liquid chromatography (HILIC) and CH:CHROMATOGRAPHY_SUMMARY high-resolution (Q-Exactive Orbitrap, Thermo Fisher) MS. Briefly, samples (10 CH:CHROMATOGRAPHY_SUMMARY μL) were injected onto a Dionex RSLC U3000 LC system (Thermo) fitted with a CH:CHROMATOGRAPHY_SUMMARY ZIC-pHILIC column (5 μm particle size, 4.6 by 150 mm; Merck) and 20 mM ammonium CH:CHROMATOGRAPHY_SUMMARY carbonate (A) and acetonitrile (B) were used as the mobile phases. A 30 min CH:CHROMATOGRAPHY_SUMMARY gradient starting from 80% B to 50% B over 15 mins, followed by washing at 5% B CH:CHROMATOGRAPHY_SUMMARY for 3 mins and re-equilibration at 80% B, was used. CH:CHROMATOGRAPHY_TYPE HILIC CH:INSTRUMENT_NAME Thermo Vanquish CH:COLUMN_NAME Merck SeQuant ZIC-HILIC (150 x 4.6mm,5um) CH:SOLVENT_A 100% water; 20 mM ammonium carbonate CH:SOLVENT_B 100% Acetonitrile CH:FLOW_GRADIENT A 22 min gradient starting from 80% B to 50% B over 15 mins, followed by washing CH:FLOW_GRADIENT at 5% B for 3 mins and re-equilibration at 80% B, was used. CH:FLOW_RATE 0.35 ml/min CH:COLUMN_TEMPERATURE 25 #ANALYSIS AN:ANALYSIS_TYPE MS #MS MS:INSTRUMENT_NAME Thermo Orbitrap Exploris 120 MS:INSTRUMENT_TYPE Orbitrap MS:MS_TYPE ESI MS:ION_MODE NEGATIVE MS:MS_COMMENTS MS with a heated electrospray source operating in positive and negative modes MS:MS_COMMENTS (rapid switching) and a mass resolution of 35,000 from m/z 85 to 1275. Sample MS:MS_COMMENTS injections within the experiment were randomized to avoid any impact of MS:MS_COMMENTS systematic instrument drift on metabolite signals. Retention times for ∼350 MS:MS_COMMENTS authentic standards were checked manually to aid metabolite identification. #MS_METABOLITE_DATA MS_METABOLITE_DATA:UNITS normalised ion counts MS_METABOLITE_DATA_START Samples DMSO_1 DMSO_2 DMSO_3 DMSO_4 DMSO_5 DMSO_6 SFN_1 SFN_2 SFN_3 SFN_4 SFN_5 SFN_6 Factors Treatment:DMSO | Sample source:iRBC Treatment:DMSO | Sample source:iRBC Treatment:DMSO | Sample source:iRBC Treatment:DMSO | Sample source:iRBC Treatment:DMSO | Sample source:iRBC Treatment:DMSO | Sample source:iRBC Treatment:Sulforaphane-30uM-3h | Sample source:iRBC Treatment:Sulforaphane-30uM-3h | Sample source:iRBC Treatment:Sulforaphane-30uM-3h | Sample source:iRBC Treatment:Sulforaphane-30uM-3h | Sample source:iRBC Treatment:Sulforaphane-30uM-3h | Sample source:iRBC Treatment:Sulforaphane-30uM-3h | Sample source:iRBC (2R,4S)-2,4-Diaminopentanoate 251400.5938 390233.6875 327491.7188 313577.8125 965618.625 544316.3125 250564.0938 408240.1875 387924.5313 303560.4688 392822.5313 462193.5938 (9xi,10xi,12xi)-9,10-Dihydroxy-12-octadecenoic acid 194212.4375 68868.5625 228995.2656 181792.4063 208350.4531 165572.1875 212461.7344 349599.125 166282.3906 314853.9375 172235.9844 215572.2813 1-(2-methoxy-eicosanyl)-sn-glycero-3-phosphoserine 158800.7969 326070.125 226176.375 286035.25 0 169751.5781 121671.1328 377692.875 302533.5625 245585.4531 307593.5313 198297.7969 1-(2-methoxy-octadecanyl)-sn-glycero-3-phosphoserine 393542.3125 688011.6875 596753.8125 570379.8125 170824.9375 526625.625 394062.125 652772.875 1063436.125 666256.4375 445342.0938 667418.1875 1,1'-(Tetrahydro-6a-hydroxy-2,3a,5-trimethylfuro[2,3-d]-1,3-dioxole-2,5-diyl)bis-ethanone 172488.5313 370869.5 223451.6563 161576.4219 92011.78125 167701.8125 208362.7813 195774.7813 201148.0625 222578.8125 203326.3906 151577.3281 13-cis-Retinal 506766.6875 967566.625 646617.3125 541479 39511.79297 845523.5 446708.8438 1246882.75 1005592.938 600581.4375 591735.4375 495608.0313 1-Oleoylglycerophosphoinositol 970054.6875 1566927.375 908139.0625 1140671.375 570879.125 1248764.25 688075.0625 1288216.625 944546.875 900618.4375 789330.1875 929446.25 1-Oleoylglycerophosphoserine 195919.5 321776.0313 305964.5938 219460.6563 259451.125 222380.8438 378865.9688 632911.75 891280.5 696178.3125 321558 298194.0313 1-Stearoylglycerophosphoinositol 607736.75 571572.875 550047.375 550915.1875 262706.0938 316794.5 535452.9375 621854.125 571349.875 685481.1875 461904 319072.0938 1-Stearoylglycerophosphoserine 3122695.5 3864657 3123613.25 2817582.75 1047259.125 3378206.5 4114662.25 8409378 6319158 5041938 3215139.25 3251874.75 2-(4-sulfophenyl)decane 1646415.75 227530.8906 234106.875 1855563.125 420931.7813 204394.25 1346709 629035.625 1507894.75 2277030.5 2604928 495015.3125 2,2,4,4,-Tetramethyl-6-(1-oxopropyl)-1,3,5-cyclohexanetrione 316563.1875 327253.7188 251117.375 341877.4375 180339.3906 285447.1563 256450.6563 329481.0938 303658.6563 347802.5625 283729.75 313393.7813 2,3-Dihydroxycyclopentaneundecanoic acid 208705.5156 228824.125 201464.4688 349289.3438 250374.1875 165491.5781 276922.2813 237737.7969 194337.9375 382241.9063 218237.5469 46395.39063 2,5,6-Trihydroxy-5,6-dihydroquinoline 415287.875 510087.25 319337.4688 392107.4688 1028795.813 307755 379567.7813 495733.125 539545.875 345144.75 396103.125 363050.6875 2,7-Anhydro-alpha-N-acetylneuraminic acid 1001053.875 1293318.5 1273732 1147086.875 1472045.75 1625543.5 950001.125 1408857.25 1687244.25 1238009.125 1267665.875 1480237.5 2-{[(3,5-dimethoxyphenyl)(hydroxy)methylidene]amino}acetic acid 1011842.375 849892 1355778.5 1088188.625 552467.625 709923.25 819227.375 883073.0625 1334313.75 802570.3125 767068.875 690649.3125 2-{[hydroxy(2,3,4-trimethoxyphenyl)methylidene]amino}acetic acid 154370.3125 186383.4531 226916.625 181919.75 46456.15625 146403.5313 109067.0078 164906.0156 225677.75 181295.6094 119708.4531 100304.5078 2-amino-2-deoxy-isochorismate 92737.74219 115650.0625 118721.5781 115438.6328 102910.1016 76191.71875 72329.4375 113268.9063 145422.7656 95136.11719 73750.42188 84669.92188 2-amino-3-(4-hydroxy-3-methoxyphenyl)-2-methylpropanoic acid 340973.6875 309330.4688 385095.5938 356089.2813 116913.2188 253223.4219 245885.5938 483604.4688 517293.2188 376007.8125 242329.375 255851.0938 2-C-methyl-D-erythritol-2,4-cyclodiphosphate 866976.25 1263428.75 828764.875 778222.1875 955041.125 1870400.375 729542.3125 783253.5 1227288.75 781759.375 201473.2188 862304.3125 2-dehydropantolactone 269506.5313 423575.5313 430649.9688 303917.7188 239368.9063 355943.7188 297398.75 491365.6563 417586.4688 305867.4063 396361.0625 383908.3438 2-Dodecylbenzenesulfonic acid 4118598.75 593172 594174.75 4383776 750345.875 450458.8125 3862469.5 1469924.625 3858025.25 7864889.5 6683114.5 1458601.75 2-Hydroxyethanesulfonate 201975.1094 242212.9375 129622.75 104986.9297 149917.9688 357462.9688 160957.6875 246223.375 153036.8281 136989.4688 232815.4844 268700.4063 2-Hydroxyglutaric acid 4256236.5 9007944 7581414.5 6616241 6133075 4735294.5 3943660.5 10235890 11176095 8618643 1757864 4953303.5 2-hydroxynonanoic acid 571075.4375 742233.9375 343517.75 293330.875 124439.6641 16932658 924669.3125 262212.6875 428998.9375 448959.7813 292263.3438 164544.1563 2-hydroxytridecanoate 9421671 14506204 5293855.5 3411081.25 1925708.375 13737312 7009245 5011375.5 7808799.5 4944813 2533360 1595701.375 2-Hydroxyundecanoate 208661.25 288027.0938 118778.7734 88694.21094 71401.83594 403714.4375 172314.75 191235.8906 260090.6563 162696.1719 87882.80469 79503.05469 2-Isopropyl-3-oxosuccinate 209908.3125 427156.6563 492709.0625 237223.8594 218407.9531 554328.3125 335395.8125 407194.5938 241826.3594 462688.6563 580121.4375 574254.25 2-Keto-glutaramic acid 323695.9688 388622.25 584522.5625 408520.5 338414.375 344761.5313 279623.7813 512641.875 916012.6875 675153.625 315575.125 380164.2813 2-Methylhexanoic acid 1303141.5 1627230.125 1980777.625 2085270.375 1063514.625 1498913.5 1541192.5 2738032 2399240.25 2077006.625 2480351.25 2073648 2-Octenedioic acid 1759122.5 1399757.125 1627255.125 1294235.875 829404.5625 2570533.5 2004163.25 1396359 1427736.5 1988892 785500.375 1132474.25 2-Octenedioicacid 1024776.75 1561401.875 1412176 1102747.25 1040055.438 1156942.375 1248956.625 1256667.75 1604508.375 1856110.75 1227792.125 1688511.75 2-Octenoic acid 154990.0156 229263.5 166546.375 134484.0469 114163.6797 137576.6406 144103.5625 219258.6875 261047.9844 194490.2344 168865 194353.8594 2-oxosuberate 438591.4375 956472.0625 902150.75 934844 547116.9375 1093235 685882.5625 805785.1875 681479.8125 1152898.875 1106821.375 1402479.75 3-(1-Formyl-1-propenyl)pentanedioic acid 222593.7188 260096.375 380144.375 236214.9844 211098.5781 266565.2813 220195.4844 303831.3438 320020.2188 346281.5938 461105.125 394300.0625 3,4,5-trihydroxy-6-(2-{5-hydroxy-8,8-dimethyl-2-oxo-2H,8H-pyrano[2,3-f]chromen-4-yl}phenoxy)oxane-2-carboxylic acid 250898.1406 233105.3594 231021.1406 241981.1406 215666.6094 202706.4219 266164.7188 226173.2188 203783.0469 207060.1563 236919.375 212861.2344 3a,7a-Dihydroxycholanoic acid 6334226.5 8534085 7703027.5 7766532.5 10478625 7624148.5 8248459 7171930 7264766.5 8761101 8906918 10076798 3a,7b,12a-Trihydroxyoxocholanyl-Glycine 251154.9688 289160.0313 589200.375 373648.1563 803621.625 399648.2813 229585.2344 366215.75 382691.5313 325928.7188 340912.1875 281065.4688 4,5-Dihydroorotic acid 57350.08594 107749.1406 121674.2656 109221.4688 50740.84766 106383.75 0 31426.62305 47517.55859 41513.66797 15017.45215 21592.50391 4-Amino-4-deoxychorismate 164740.6406 183789.2969 231850.3125 184610.3438 160481.1875 157564.2656 139957.9063 192374.0781 246524.25 184133.5 121968.5078 164026.8594 4-Hydroxyhexan-3-one 2973795.25 3250643.5 4476130 3998796.5 3071412.5 2865222 3042963.75 4784416.5 4368056.5 4508244 5093851.5 4421501 4-O-beta-D-glucosyl-indol-3-yl formamide 105865.8047 101960.4609 100595.7656 84920.30469 100104.4375 186719.3125 85736.15625 117488.0703 124955.4297 101106.8984 135243.9844 167999.625 4-Oxoproline 10920883 15443525 8247630.5 6304930 41892024 25866854 12286377 15121421 7875375 6482789 17527342 20696818 4'-Phosphopantothenate 9227048 10748698 8239735.5 7238166.5 12036850 16411745 9579005 17180856 16276093 11207768 14176676 20602282 5-Hexyltetrahydro-2-oxo-3-furancarboxylic acid 163913.1719 383169.6563 251026.9531 244645.9531 195155.4531 323558.4375 246855.9844 209572.7188 339622.9375 224005.8281 173224.375 164852.3125 5-hydroxy-3-[(3aS,4S,5R,7aS)-7a-methyl-1,5-dioxo-octahydro-1H-inden-4-yl]propanoate 1220513.375 1384260 1235580.125 958023.3125 371646.9375 1966304.25 1283817.125 1474457.875 1720703.5 1974019.25 687766.5625 843198.8125 5-Methyldeoxycytidine diphosphate 85459.63281 100022.2109 84770.28906 65342.41406 38382.69531 94058.10938 79822.625 103186.1563 70938.34375 57823.17188 68316.04688 67122.94531 5-Thymidylic acid 243054.8281 159336.6719 323726.9063 387803.3438 232964.6719 332745.0625 69502.86719 77250.9375 41800.85938 33766.65234 148333.6406 244009.7031 7,8-diketopelargonate 170865.9375 261326.9219 146103.8125 201885.2656 156107.1563 182470.6875 190465.4844 186913.75 175555.0938 157559.5313 197304.9688 156383.4063 7-Hydroxymethyl-12-methylbenz[a]anthracene sulfate 177140.2344 244372.375 463698.8438 245378.5 772413.1875 415304.6875 209430.0156 242587.0625 339041.4375 302404.5938 183640.5313 262776.6563 Adenosine diphosphate ribose 109760.5938 131060.1797 129171.0078 111082.5703 98605.22656 135268.7813 105347.375 179612.6406 131349.0938 124794.3047 103535.0391 143867.2813 Adlupone 100342.7188 60252.54297 145529.6563 84455.80469 32779.77344 74415.88281 88519.125 91643.42188 86489.26563 98024.05469 137420.0781 98344.57813 Ala/Asp 851767.0625 1139285.5 1040088.5 845997.4375 954142.8125 1625319 259111.5625 585533.8125 402143.8125 304548.0625 88798.01563 565016.3125 Ala/Asp/Gln/Tyr 103467.6797 115200.6172 89128.15625 83950.99219 42676.76172 97253.88281 28036.46094 64711.17578 50320.75391 33410.67969 57012.07813 60929.79688 Ala/Asp/Glu/Lys/Tyr 142958.25 194997.4219 138629.7031 146645.0781 63659.28125 125159.4375 69905.875 124174.1328 106114.3594 97401.80469 86539.30469 89416.09375 Ala/Asp/Gly/Tyr 96322.59375 101045.7031 112223.8516 110145.5313 69909.13281 140232.9375 105594.8906 144904.8281 193346.3594 128810.3984 127720.5938 154520.5938 Ala/Glu/Ala/Glu 526196.5 826837.4375 467611.1563 429526.4688 382788.4375 730230.875 440038.8438 776356.4375 573190.9375 397176.0313 595194.0625 766660.0625 Ala/Glu/Glu/Pro/Gln 89753.25781 89107.32813 147743.0938 100344.2109 47731.72656 137484.8281 32664.0918 38507.58203 56595.65234 27919.7793 40235.63281 54486.41016 Ala/Glu/Ile/Ser 285970.7813 208658.3594 267565.4063 201715.3594 90915.16406 201919.5313 169944.0781 264988.3125 222027.375 188525.8438 292073.7813 312489.8125 Ala/His/Met/Met/Gln 1302805.5 447108.9688 1336804.625 4606063 3119893.75 2766056 1333498.625 1661612.75 3488127.25 3705643.75 6831406.5 4636157.5 Ala/Leu/Thr/Ala 474793.625 411584.7813 443483.2813 436928.4375 478085.875 721974.0625 455437.5625 495230.6563 616694.3125 485577.9063 618919.75 731678.5625 Alpha-dihydroartemisinin 190262.1094 134229.1719 103128.8594 75549.77344 55804.93359 200714.75 130817.6016 66952.34375 134650.2813 284007.5 131399.4844 77279.625 alpha-Irone 538960.3125 459385.6563 576441 509333.9375 590026.0625 829523.375 485779.6563 757260.6875 732717.625 563190.125 729409 923760 Alpha-Ketooctanoic acid 273677.7188 284607.5625 218365.3125 278732.0313 186046.3594 378936.5 318047.5938 202742.9375 251751.0313 238726.5156 194895.1719 131470.75 Amidosulfonic acid 241971.2188 328169.3125 264762.0625 373209.3125 335812.7188 327647.375 295882.7188 348380.7188 321035.8438 320234.5313 318933.9375 304578.2813 AMPA 929474.8125 789590.4375 932830.6875 780281.5 410957.25 737012.625 419034.9688 607382 626538.125 424080.4375 467430.875 650015.9375 ancymidol 392333.1563 356547.75 400673.1563 377215.0938 260563.1094 242976.375 411181.5 387415.125 494796 421502.125 244708.5938 305201.6563 Arachidic acid 817860.4375 913433.5 743177.8125 810576.5625 802811.25 1203631.375 438191.6875 1129517.125 1279396.625 882455.375 919577.5 723134.9375 Arachidonic acid 1198921.625 2386085.75 1660752.125 1685300.125 532865.6875 2088761.625 1074624 2549368.25 1991928.375 1334719.875 1171718.625 2159768.25 Arecoline 787550.5625 1051923.125 900863.4375 758097.25 695014.9375 1077272.25 1225674.75 815830.5625 1185879.375 1337417.375 937330.5625 1183892.5 Arg/Met/Trp/His 140883.1094 201295.5313 202788.3906 161559.4531 339567.4375 188595.3906 188312.7188 224440.8125 156437.6406 122945.7813 183216.3594 209235.75 ascr#13 336245.9063 316870.5625 415744 330507.875 174300.1094 470948.125 478617.3125 355956.75 286231.1563 400318.1875 176463.6719 239710.6719 Asn/Leu/Ser/Tyr 91926.07031 102305.8672 85176.78906 88933.00781 36330 82711.14063 18153.61328 55896.5 51580.01563 40724.1875 40145.88672 42414.99609 Asp/Gln/Tyr 132023.2188 170954.7031 187051.2969 116147.4375 103180.6641 161944.8906 60495.29688 100533.8672 96335.13281 88648.8125 101528.8828 119282.7188 Asp/Gly 217318.3281 351959.4375 249858.7031 184063.875 2044306.625 309173.875 141995.1875 252491.4375 280845 144971.9375 67712.11719 266528.6563 Asp/His/Ile/Thr/Thr 448023.4063 448583.8125 385487.0625 385662.3125 386186.5938 559681.3125 282308.8125 368467.375 269542.6875 306679.9063 331960.5313 380578.2813 Asp/Ile/Ile/Ile/Ile 630402.9375 385532.4063 807003.6875 631350.375 250931.5938 1072023 780128.4375 656851.9375 569449.9375 895826.6875 1288511.25 1346224.75 Asp/Ile/Ile/Met/Val 226407.9219 211835.2969 254860.0625 239680.3438 209646.8281 216943.75 311880.625 255348.9063 238383.4531 303205.0938 317011.3438 235626.9063 Asp/Ile/Pro/Gln/Gln 295196.6875 293475.5 262016.6094 293538.0313 239555.9063 387166.4375 187284.5469 266399.2188 208921.7969 181029.6406 218038.3281 295737.625 Aspartic acid 29441374 40191276 35591872 29514604 67423336 57773600 32270822 48647796 38277588 33849560 40953992 48914728 Botrydial 1102231.125 888949.375 1086924.875 835885.1875 808869.6875 930526.5 581394.3125 924247.75 718416.3125 1872413.125 425336.2188 452409 C8H11NO6S 201270.3125 333405.75 175251.3125 183128.0625 180393.2656 197895.3906 584535 1198214.25 712188.4375 605125.5625 547265 645385.1875 Capric acid 1003172.625 1639157.875 1180336 1160574.625 727239.8125 1528177.25 1053085.5 1354073.125 1644552.625 1326537.625 1339855.25 1026006.313 Caprylic acid 1981079.875 3180062.75 2737740 2599056.75 1932704.625 2690705.5 2189317.25 3558972.25 3930369 2982069.25 3211976.25 2690814.75 Cer(d42:2) 3750897 1359055.25 2720453.5 2423178.25 22039.04297 2180485.25 2558761 1737732.5 2281149.25 3043554 2312572.5 1706071.125 Cholic acid 343032.1563 403615.3438 612793 522352.0625 1094258 587686.125 396233.1563 532425.4375 521693.6563 470700.5313 618400.875 536733.4375 cis-Aconitic acid 201519.2969 531237.1875 300742.7188 280882.2188 1658347.875 471498.7188 263726.3125 613033.3125 605695.125 372894.6563 118609.7813 347291.1563 Cladinose 446159.4375 501022.3438 354535.1875 430295.8125 0 518765.8125 690746.375 351536.375 387273.9688 467762.1563 464398.5938 242146.125 Convicine 50363.10156 59636.75391 45891.88281 36174.96875 57821.21875 66885.71094 53314.78906 76432.3125 77577.09375 48858.35938 38782.01172 56533.47266 Cyclic ADP-ribose 6976132 8542808 7469292 6618031 5984572 8927437 6621995 10002432 9239532 7519788.5 7752417.5 8512788 Cys/Met/Gln/Trp/Tyr 88082 153645.7344 155574.4844 111369.8281 137949.2344 109333.9297 155218.0625 152125.5469 166187.9375 195465.625 125269.2813 129854.5859 Depdecin 795712.6875 861830.125 817469.75 877459.375 423408 906109.75 1090803.375 762152.1875 787893.8125 1004026.438 741187.4375 1040099.938 D-Glucono-1,5-lactone 3429894.5 4095265.5 3287760 3136148.5 1886682.875 2892272.25 2902619 4439859.5 4249151 3104887 2605168.75 2935937 Diethyl (2R,3R)-2-methyl-3-hydroxysuccinate 422415.3438 322835.9063 534790.875 363276.6875 229326.4375 440226.1875 331340.3125 318723.6563 506974.2188 603238.625 402431.9063 514733.1875 Diethyl oxalpropionate 332441.375 666217.0625 509485.6563 439244.7813 309358.375 457050.7813 386135.9688 589537.1875 489959.9375 740765.625 789321.25 669839.9375 Dimethyl adipate 497792.625 673634.25 472203 966259.25 220210.8438 580108.875 900147.5 423107.3125 554393.0625 914305.9375 857069.5 933786.1875 D-Mannose 1-phosphate 2940503.75 4660340 2614696.75 2223457.25 3018202.25 2863914.5 2905938 4874410 4676197.5 2597388.25 1172249.5 2452437 Dodecanoic acid 2509007 3595170.75 2348328.5 2259217.25 1545131.625 3735177.25 1872909.375 2960567.5 2825461.75 3345724.75 2356922.5 1915557.25 dodecyl sulfate 1033422.438 777163.875 380034.9063 977463.0625 539651.75 253637.3281 546104 584776.8125 781019.25 1003503.125 773181.75 544049.25 Dopamine 274664.0625 534779.4375 366300.9063 566035.3125 327683.6563 267060.6875 315091.1875 375908.9688 475704.875 506169.6563 377399.9063 259455.5313 erucamide 294111.6875 260394.5313 252107.6094 349056.5938 219227.4688 171695.8594 113102.0625 372934.25 260442.5469 270596.0938 356556.5625 439069.5938 Erythronic acid 2914102.5 3095792 2919433.25 2698949.25 3059249.75 3564964.75 2470911.25 3460135 4543572.5 3553675.75 3498663 4121677.5 Erythrose 429687.9375 652753.0625 393669.3125 359671.3438 1193821.875 382425.7188 390372.4688 542496.875 473019.6875 384261.6563 375086.9063 392992.7813 FA (12:1) Decenedioic acid 319119.1563 519418.375 436415.2813 341205.0938 278498.375 425688.3438 647090.4375 402418.8125 524898.125 615617.875 569209.25 664911.75 FA (18:3) 652498 1223431.5 825205.625 639323.6875 779224.5625 1524652.25 607861 1396180.375 1079094.875 819086.4375 921336 859444.4375 FA (20:3) 615219.75 964183 797855.6875 643239.0625 296930.6563 1077430.5 465996.5938 982687.375 912763.5625 700496.0625 661646.8125 606341.8125 FA hydroxy(7:0) 136755.0938 121750.8906 141970.9219 201793.5469 50997.5 155823.4688 151802.3281 92514.3125 185360.0938 141827.6094 153360.0938 309858.875 FA methyl(8:0) 6458667.5 9818295 7105072 7220113.5 4468126.5 8429070 6464426.5 9594479 10790286 8069248.5 8130206 6347867 Fructose 780353.1875 1355744.25 1254576.25 1082397.375 3046604.25 1400830.375 920168.9375 1439896.125 1550821.875 1291198.75 721889 1175939.75 Gabaculine 3786360.75 3062979.25 4182138.5 3713507.75 1102106.375 2126156 2714005.25 2487371.5 3831648.25 3256143.5 2129667.5 2639416.75 Galactinoldihydrate 173709.3281 201145.875 200779.6094 165527.6719 116326.8281 138375.5313 136910.1094 243009.625 273842.375 228359.5625 164894.8594 174470.3594 gamma-Glutamylleucine 232794.2344 235182.3125 286096.9375 216974.2969 127132.0859 309366.1563 120742.6328 257779.4375 202544.7031 159772.5156 153195.7344 185378.9063 gamma-Glutamylvaline 143406.0313 168427.625 122981.2344 152739.2031 125843.4609 190410.5625 101585.7031 164584.9219 146298.6563 101305.1641 149647.5781 182380.4375 Garcinia lactone dibutyl ester 79676.67969 125460.1172 176436.2344 111444.6875 91432.83594 133356.7969 104986.6563 114155.6094 134623.4688 128772.3203 119544.9609 117534.6484 GDP-3,6-dideoxy-D-galactose 114196.2734 103458.125 135457.5469 111140.8438 91831.5 230133.7344 131640.2969 128057.4453 147886.2656 161532.5781 172311.9688 226277.0938 Gentisate aldehyde 553964.5625 370229.0938 474251 537353.625 130320.1563 446654.5938 478489.5625 482081.3438 519746.4063 651124.3125 595106.5625 394106.8125 Glu/Glu/Gln/Ile 130508.1484 154897.5313 157144.7031 144056.3281 140945.6875 252472.0781 92226.88281 106242.0625 106838.0703 75713.47656 166356.4219 193504.625 Glu/Gly 755519.5625 797698.75 806085.9375 800505.25 354819.8125 633118.5 309792.125 610269.75 582277 468883.1563 443036.3125 489150.75 Glu/Gly/Val 95847.70313 131191.5156 155309.5313 101701.4688 75289.83594 207006.5313 48788.27734 71045.97656 71121.23438 47900.97266 104158.0156 133850.1563 Glu/Ile/Ile/Ile/Met 59780.39453 100494.9922 70443.25 73791.40625 81386.64844 51789.95703 83992.23438 69139.92188 65262.33984 63990.40234 100503.6406 73330.41406 Glu/Phe/Phe/Ile/Pro 80424.99219 80139.32031 124905.8594 70771.3125 0 84116 46431.01953 73687.89063 72271.60156 80869.64844 88531.71094 81976.0625 Gluconic acid 13724808 17403814 13201517 13447807 20568346 23076544 10915972 21479028 22917364 15446434 16939958 21562234 Glucose 4085339 6489032.5 6460920.5 5686759.5 3949696 6683449 3783242.75 7470807 8055098.5 6382432 5937652 6623953.5 glucosylglycerate 1282161.875 1876534 888607.375 957021.875 938064.1875 1060018.875 1173801.125 2040838.125 1809261.75 1028626.813 643133.5625 1149989.375 Glucuronic acid 774797.75 1953752.375 601844.25 720773.625 428506.6563 593861.0625 726391 1972879.75 1052511 644602.1875 368598.4375 537341.8125 glutathione sulfinate 167582.1563 166922.9844 196597.4688 197446.8906 173786.4531 254957.1094 125783.4141 181589.875 168866.4063 164854.2656 167518.5156 173346.8281 Glyceric acid 120351.8125 138584.3594 124642.9453 133827.8594 197685.9531 196848.1875 96438.34375 135686.5625 140134.3281 135324.125 148386.2031 142508.8125 Glycerol 1-propanoate diacetate 298262.2188 376785.5938 540767.4375 404069.5 208414.6406 612591.5 425330.6563 381468.2813 448260.375 379337.3438 339736.4063 530625.375 Glycerol 3-phosphate 13390484 16934532 17016106 16301565 19149210 21560906 11027268 20291650 27218374 18492736 15657318 21202778 Glycerol tributanoate 134360.0938 111449 192155.5938 195619.0781 93842.21094 249321.9063 148016.25 101242.3906 131880.2969 300629.9375 227584.4219 192009.7969 Glycerophosphoglycerol 1270363.25 1171720.5 1768246 1494594 793554 1557356.75 826265.25 1081364.25 1619702.25 1260365.375 1231661.5 1370553.25 Guanosine diphosphate mannose 71579.64844 145502.1094 106916.7109 104450.3516 437581.9375 235562.9219 144563.9375 212773.2344 219786.0313 157217.2969 178311.9688 272058.7188 Hippuric acid 1605743.375 1227266.625 2117102.25 1339929.5 504011.0313 1035716.063 1236790.625 1422325.875 1737195.25 1639596.875 898999.0625 856914.5625 His/Lys/Lys/Thr/Trp 142761.125 116361.8125 176315.25 137657.5 69627.875 151888.7969 85765.3125 112564.9766 176039.2656 131993.3594 117606.0547 135739.3125 Homoglutathione 156041.2344 181187.6875 134135.3281 124050.7969 54060.05859 100776.375 126757.0234 191033.5625 175821.6094 132822.4375 71783.14844 84929.4375 Hydantoin-5-propionic acid 460990.0938 632512.25 632160.25 483684.125 3102686.25 653811.0625 298293.9688 544294.875 540328.125 384897.375 208605.0625 608900.25 Hydrogen phosphate 32652412 58556108 33414896 38493884 195506128 50405132 43293180 53175460 50210100 35804676 18606116 44274208 Ile/Ala/Ser 294515.0938 339775.5 345743.1563 320821.4375 322145.8125 336109.75 324043.8125 332155.4063 346594.0938 336615.3438 392170 359577.7188 Ile/Ile/Ile/Ile/Lys 164283.9688 193250.0938 196675.9375 195907.6563 264407.9375 365896.0625 149273.4531 231948.3281 216120.3125 186932.3281 307077.25 321908.9688 Ile/Ile/Ile/Ile/Ser 394692.2813 328363.875 658294 464763.6563 0 405550.5625 350420.0938 418833.2188 409868.375 502035.8125 132842.3906 403851.2188 Inosinic acid 2375205.75 2321528 1818312.625 1976962.5 2486400.5 2262184 2088315.5 1791914.875 1196335 838688.1875 894452.125 1323362.5 Inositol cyclic phosphate 62242.82031 68165.5625 87343.14063 60199.77344 63575.48047 125756.2734 39674.21094 65996.61719 99174.33594 78841.64063 90058.14844 94144.25781 Isopropylmaleate 362953.125 515299.4375 443183.625 417675.2188 363615.75 477216.2813 575101 658054.9375 739086.25 685575.25 732400.6875 326755.75 Jasmolone glucoside 38867.32422 83999.44531 135555.5313 114103.8594 75925.07813 139434.5625 108297.9375 79784.20313 106915.375 108944.5391 112249.9063 135018.5156 kifunensine 2576919.25 2492158 2910284.25 2658067.75 2120659.75 3761760.75 2250087 2712000 3630301 3130721 3427421.25 3940573.25 Lactic acid 26449570 39409768 44728576 37378416 54932316 53402700 19187310 33572360 40248564 28453442 31860856 27428788 Lactoylglutathione 158359.4531 166145.5469 108218.1406 89488.52344 140469.8125 304353.5 49299.20313 123215.2422 53488.31641 42544.94922 102329.2266 100096.4531 Lys/Arg/Arg/Arg/Arg 6984005.5 8919248 7039404 6766748 2709947.25 10301151 6016279.5 11892984 11013694 6900556 7759491.5 8044305.5 LysoPE(16:0) 226999.6094 322462.8438 249167.5 202989.2188 241603 336225.1563 300809.375 408126.9063 400598.8438 272373.7813 268101.5625 273828.0938 LysoPE(18:0) 120988.9844 174348.8125 128940.5625 89538.85938 157384.0156 206146.7188 161430.7188 214296.2031 168142.3906 135142.2188 176306.1875 147880.7656 LysoPE(18:1) 147736.0625 187997.5156 197592.0469 181206.5625 155096.2344 282452.0313 169839.8438 169213.8281 179673.9375 200729.1406 222066.4531 268436.25 LysoPG(16:0) 715492.25 935101.9375 782042.5 571988.5 584096.75 680055.75 362241.9375 827220.1875 684537.0625 402135.3438 307915.5313 329977.3438 LysoPS(18:1) 3368995.5 3522905.5 3180056.5 3294196 755516.4375 1848331.625 5751467 7545010.5 9624013 8294553.5 4629179.5 4632949.5 LysoPS(18:2) 502812.1563 661294.4375 577908.5625 613808.5 0 336491.125 1203692.625 1175782.125 1712909.125 1425834.5 557438.375 731939.5 Malic acid 1138171 1549654.375 1485509.625 1251890.375 1574035.125 2710804.25 1094891.375 1359094.25 2266040.25 1383507.625 610905.875 2055699 Mannitol 9793133 8992862 13875080 12930395 10743405 10982615 10654914 10293246 17649156 35451268 12450395 12988102 Mannitol 1-phosphate 5303656.5 9006264 7426420 6444303.5 3988788 4906794 4707840.5 9708359 11712410 7748840 2135976.5 4265386 Methyleugenol 124373.3594 154643.9844 124872.8281 99495.66406 88900.84375 245142.2656 123342.3125 103798.5234 128384.7578 177839.875 70992.33594 55767.55078 Minabeolide-7 214748.9688 188770.8125 181061.6094 227073.3438 36670.30078 214225.8438 175714.7969 203614.8125 181802.7188 230935.4531 187363.5781 176974.2344 N-(4-oxoglutaryl)-L-cysteinylglycine 1467978.125 2401366.5 1216129.625 977281.5 2364194 2247272.75 324627.3438 1143557.75 600369.1875 414246.5 528519.25 588475.0625 N2-Succinyl-L-ornithine 2811690.25 3149536.25 3433821.25 3325678.5 2375429 3766921.5 1741369.75 2560082.5 1820951.25 1716294.875 2521903.75 3047148.25 N-Acetylcystathionine 45222.05469 78487.20313 36814.24219 54605.68359 51929.55078 66370.23438 57241.39063 117673.8828 62014.70313 57785.77344 66719 71307.9375 N-acetyldemethylphosphinothricyl-L-alanyl-L-leucine 158255.375 178435.1875 218511.125 241303.5781 201770.9688 158211.2656 211059.9063 142097.8906 231187.9688 509951.6563 205606.0156 228072.1094 N-Acetyl-D-glucosaminate 244682.2813 361915.5938 383359.0313 318681 197995.3438 331058.1563 228741.7344 418912.3438 504924.8438 355494.375 284521.0625 327042.0938 N-Acetylglutamic acid 655068.6875 1065435.125 1005470.563 850576 701319.3125 953761.875 900186.5 1601534.375 1578070.5 1299400.75 1206631.375 1502551 N-Decanoylglycine 621651.625 546963.4375 492635.125 665667.125 390948.2188 892837.4375 501810.5938 591940.3125 442571.5313 664015.125 678831 829171.0625 N-D-Glucosylarylamine 414816.4063 390533.2188 292479.375 497447.7188 307645.4063 404159.4063 471481.0625 512866.7188 654448.1875 581634.0625 561927.4375 515031.125 Ngaione (-) 676211.25 549377.875 674314.5 621411.875 339751.5 727010.4375 609157.5625 712194.125 640074.9375 641300.6875 672326.6875 704383.9375 N-Gluconyl ethanolamine phosphate 982983.875 1309540.125 1462228.375 1200087 1107310.25 1517264.75 816698.5 1540895.5 2012304.5 1382960.625 1385897 2083937.375 N-Nonanoylglycine 876409.9375 774016.125 656791.9375 854998.6875 590374.375 955217.8125 851517.375 755015.5 562331.875 1237603.375 1301890.5 1298037 Nonate 674697.9375 579767.75 556072.0625 818122 341667.7188 637619.625 636486.4375 491272.1875 622629.5 788093.3125 343355.2188 650887.75 N-Palmitoylsphingosine 1851400.625 1345176 2074702.625 1821502.875 0 1219282.5 1472667.625 1315634.375 1384707 1817632.75 1425461.75 1144009.875 N-Succinyl-L-glutamate 15200051 22269014 19355876 16768169 9488226 11170819 12558273 20262864 20591152 15861014 8499003 10065463 N-Undecanoylglycine 2208249.5 1917744.25 2559821 2306957.5 1489531 3729847 2749173 2236011.75 2105849 3103646.75 3234491.5 2699342.25 N-Undecylbenzenesulfonic acid 4660175.5 552426.3125 588452.4375 4714444.5 1000192.063 388767 3833337.75 1445499 3709346 7485727.5 6970395.5 1428969.75 O-Acetylserine 1957609 2720789.25 2224052 2000077.375 2371480.5 4063188.25 1292203.25 2994084 3066893.25 2426580.25 3291165.75 3185092.25 Orotic acid 490956.6563 818342.1875 1243286 933718.375 287191.875 468986.1563 61728.08203 173863.7344 235500.0156 210926.0469 83555.35938 77909.38281 Orotidine 1272699.875 1229180.375 1408958.25 1199096.5 874147.75 1415494.625 898097.6875 1326788 1563436.375 1319842 1189672.625 1370174.25 Oxoadipic acid 159648.6563 210572.2188 162143.0625 167466.3594 98149.24219 211566.9063 129053.4688 163484.8125 135563.4844 119519.3984 150895.5469 138683.5 Oxoglutaric acid 8772292 10033976 7593847.5 6902397 7389252.5 10957178 7003477 5468360 12408628 9469366 760715.4375 8815541 Palmitoleic acid 760516.125 1247064 786344.1875 954513.125 1623440.375 1392536.875 620168.6875 1130602.5 1124603.25 1332084.375 1327943.625 792840 p-aminobenzoyl glutamate 522520.1563 915243 577773.9375 562689.5 690546.25 768358.75 465976.2813 667618.5 759831.75 443908.75 662102.25 611618.375 P-DPD 941215 1207710.5 899203 848002.25 778404.625 897892.8125 675036.75 1349926.625 922031.3125 682646.0625 517298.3438 707611.9375 PE(34:2) 2837334.75 3077882.25 3005470 2920901 769460 3606896 2813270.5 3715662.5 4123954.75 3438102 3117734 2688378 PE(34:3) 1326175.25 1531456.125 1155619.25 1098098.75 386728.5 1787582.375 1243986.125 1936906.875 1835450.625 1475298 1530425.375 1355215.75 PG(33:1) 958943.25 1202391.125 841847.3125 711817.375 279064.7813 1681529.125 728321.75 1153198.375 1113658.875 737492.75 1014779.75 892759.75 PG(33:2) 204056.25 182453.25 135377.7656 103785.4375 57621.4375 228721.4531 133792.2344 216874.9844 253074.0781 128444.3203 167921.2344 155404.5313 Phaseolic acid 314582.2188 135089.1094 178045.5938 193986.8438 140298.6094 404330.8438 280127.5625 196379.7188 202223.1406 573061.375 228993.8438 246870.7969 Phe/Asp 181513.0781 213404.8906 234502.9063 221569.1406 122518.8828 238673.6875 58838.23438 119550.6484 80772.82031 67258.74219 123063.6094 118242.8516 Phenolsulfonphthalein 19598944 24544304 29687024 22828526 42408116 32057374 16613874 27707130 26529654 20275324 19621682 25065626 Phosphodimethylethanolamine 3055540 3214821.25 2692818.25 2562959.75 1567864.75 2539358.75 3182757.25 3524189.75 4168476.5 3631504.25 2790261.5 3473023.5 Phosphonoacetaldehyde 245890.4531 261704.1563 211339.4688 206816.625 149743.2188 212203.4844 213015.625 299303.75 332479.9063 272489.3438 231913.75 313553.5938 Phytuberin 26104712 22396792 21951986 21471236 19706492 21060406 14690391 23703422 25987138 51627980 14866469 17600644 PI(38:6) 129867.6563 165093.5938 167428.7813 145209.6094 41275.36328 269909.9688 159269.6406 184051.5313 205379.8438 206399.2344 202263.9531 251836.6094 Pimelic acid 527980.375 1015530.625 916257.1875 1176107.5 791263.625 654605.375 781746.0625 764530.6875 1025135.5 1037918.688 1061400.875 1007702.188 Prenyl glucoside 70093.8125 72647.15625 52127.42969 42952.14063 30052.30078 152431.7344 60753.88281 53222.32813 55369.08203 157083.125 48772.78906 50882.57031 Pro/Thr/Gly/Ser 100276.625 121269.4531 102330.5391 90003.72656 75078.3125 158273.3125 72525.25781 132258.7969 118467.8672 97268.52344 127279.1641 146631.5625 Proacacipetalin 98462.61719 117373.7344 94676.35156 93546.76563 38011.92969 77965.76563 113360.9922 182323.2813 155993.8594 121391.1328 93700.40625 108835.3828 Pyrrole-2-carboxylic acid 1182860 2112166.25 1803726.625 1123347.75 1477670.375 1272090 1746736.125 1225209.25 1770369.5 2375788.75 1968308 1764781.875 Quinic acid 504561.2813 679705.3125 749660.0625 714543.25 498060.25 740963 511041.8125 787191.75 949643 771774.125 658119.875 772755.3125 Retinyl ester 879971.875 2258543.5 1594385.5 1497737.5 404426.1875 1637873.625 892009.125 2080758.125 1631352.625 743082.625 612385.9375 2008100.5 Riboflavine 2',3',4',5'-tetrabutanoate 241639.8281 211731.8125 162473.4375 152785.5625 121070.5781 181676.1719 97414.00781 153197.7344 166358.1094 174923.1563 169278.0625 213968.7031 Ribose 365778.3438 509966.0938 479106.5938 350975.1875 406522.0625 489415.375 296607.7188 589607.875 534176.25 420580.5 391541.7188 472807.8125 Saccharin 20815792 28455742 45795360 35569080 4742411 50630176 35229944 29405840 23543890 8197121.5 11502602 40812580 Secobarbital 8484635 10337265 9702933 9292524 5624802 9028590 10643081 9381061 9235611 12180984 12365671 10072709 Sedoheptulose 7-phosphate(2-) 215421.0625 496369.5625 381212.4688 344904.0313 309199.0625 451770.4063 324355.6563 664978.625 614822.0625 444475.125 179283.9688 417044.8125 SFN-GSH adduct 0 0 0 0 0 0 204210.1406 176394.5469 210194.4531 229026.5313 204423.625 234581.6875 SFN-GSH fragment 0 0 0 0 0 0 106111.4766 161528.7813 156747.3906 126969.3984 123830.1875 131267.2344 Sulfate 1055464.75 2064084 1497653.625 1272644.875 15652389 2546891.75 1350992.125 1647807.5 1833226.75 1424746.75 877500.5625 1591013.375 Sulfatide 70535.53906 97458.10156 88747.13281 76318.59375 55321.41406 77112.13281 81251.64063 97195.60156 135676.4063 100964.2734 88507.125 100085.7344 Taurine 108340.5078 110245.9688 100506.1953 95007.80469 65657.59375 89492.35156 137163.8125 124580.4844 154797.1094 120779.1563 130192.1406 94879.14063 Tetranor-PGE1 233989.3125 226383.5156 280260.2813 281630.2813 214571.6094 331009.0313 236611.8281 181813.3594 236807.4219 316956.5313 248515.2969 301864.3125 Thr/Ser 361017.7813 561641.625 531762.25 454058.3438 309629.3438 618899.1875 134679.2031 343413.3438 248390.9531 205104.25 228545.7813 296709.5313 Thr/Thr 81406.27344 95538.07813 115963.4453 132390.5625 78190.61719 152303.2031 24660.51367 49399.04297 38059.20703 28182.05469 42722.11719 45522.88672 threo-Syringoylglycerol 180633.5313 211201.5938 159528.7969 193070.9063 90464.96875 246573.7031 151102.5781 94941.15625 217644.0469 250869.2969 221796.3906 231912.1094 trans-Carveol glucoside 108742.0859 61755.125 172437.9375 63481.39063 39849.94922 85572.71875 78697.85938 74016.13281 139773.8281 158536.6719 95949.30469 163107.8438 Traumatic acid 340394.25 381902.25 398757.9063 294547.0625 110967.8906 730019.25 577617.3125 178348.8906 322828.2813 317952.5 324801.3438 195135.3281 Tuberculostearic acid 173186.1406 226329.5156 157073.3438 171665.0781 128431.6328 283734.5313 107125.6328 236914.3438 175693.5781 154642.2031 156691.7656 119273.3984 tunicamine 49108.42969 108552.4688 108295.7813 71777.21875 635282.75 63071.6875 132484.9375 92543.75781 136915.3125 124164.4609 58585.03516 63282.99219 Undecanoic acid 340394.75 470094.7813 386594.9688 350564.1563 233352.2656 552283.375 386159.2813 450071.4688 520491.625 356485.375 406080.5 265097.625 Uric acid 119793.3359 31684.83984 111719.1484 86496.67188 68165.9375 110084.6406 188583.6406 268668.9688 76553.6875 190157.1719 102320.3516 150091.5 Uridine 5'-diphosphate 81047.21875 103539.4688 51609.49219 69357.71094 434760.3125 173274.6719 66980.85156 68466.6875 55075.76172 37782.33203 49224.37109 133674.2031 Uridine 5'-monophosphate 6025642 5009763.5 5090704 6193745.5 8534755 9216433 5169490.5 4472244.5 10885468 6781767.5 8390832 14599420 Uridine diphosphategalactose 580818.9375 752464.875 723859.6875 596436.5 591047.625 1077718.625 667882.25 734540.125 1102213.375 754790.3125 469050.9063 913323.6875 Uridine diphosphate-N-acetylgalactosamine 2836326.25 3056528.75 2631148.5 2377139 3101666 4111912.25 2387457.75 3191384.25 4026760.25 2812851.75 3041577 4464616 Uridine triphosphate 16916.9375 42831.25 21526.36133 28872.12891 1151201.375 48936.10156 23634.78516 33617.81641 36622.45703 26900.66211 17129.71289 31977.07813 Valeric acid 1320426.875 1650501 1362057.125 1986853.25 1026762.375 1626976.375 1029409.938 2284546.5 2313918.75 1140775.75 1952495.875 1330092.375 MS_METABOLITE_DATA_END #METABOLITES METABOLITES_START metabolite_name retention time mass KEGGid HMDBID Lmid InchiKEY O-Acetylserine 8.689653142 147.0531224 C00979 HMDB0003011_HMDB03011 0 VZXPDPZARILFQX-BYPYZUCNSA-N Orotidine 9.945826067 288.0593357 C01103 HMDB00788_HMDB0000788 0 FKCRAVPPBFWEJD-XVFCMESISA-N Quinic acid 10.22925307 192.0633251 C06746_C00296 HMDB03072_HMDB0003072 0 AAWZDTNXLSGCEK-RKGSPJAZSA-N Uridine diphosphate-N-acetylgalactosamine 11.45001308 607.0818009 Uridine 5'-monophosphate 11.50517033 324.035931 C00105 HMDB0000288_HMDB00288 0 DJJCXFVJDGTHFX-XVFCMESISA-N Aspartic acid 11.53136876 133.0375235 C00049_C00402 HMDB0062186_HMDB06483_HMDB0006483_HMDB0000191_HMDB00191_HMDB0062501 0 CKLJMWTZIZZHCS-REOHCLBHSA-N Inosinic acid 11.6504311 348.0469472 C00130 HMDB0000175_HMDB00175 0 GRSZFWQUAKGDAV-KQYNXXCUSA-N 2-Hydroxyglutaric acid 11.85712592 148.0371537 C03196_C01087_C02630 HMDB0000606_HMDB00694_HMDB00606_HMDB0000694_HMDB0059655 LMFA01050483 HWXBTNAVRSUOJR-GSVOUGTGSA-N Sedoheptulose 7-phosphate(2-) 12.22764878 290.0402618 C05382 HMDB0062754 0 JDTUMPKOJBQPKX-UHFFFAOYSA-N Oxoglutaric acid 12.28264694 146.0214945 C00026 HMDB00208_HMDB0000208 0 KPGXRSRHYNQIFN-UHFFFAOYSA-N Uridine diphosphategalactose 12.42648933 566.0551212 cis-Aconitic acid 13.84835637 174.0163305 C00417_C02341 HMDB00072_HMDB0000072_HMDB0000958_HMDB00958 0 GTZCVFVGUGFEME-IWQZZHSRSA-N Lys/Arg/Arg/Arg/Arg 2.320035553 770.510216 0 0 0 DQVXBVDDYNAEIZ-SXYSDOLCSA-N LysoPG(16:0) 2.688015456 484.2801373 Dodecanoic acid 2.781451035 200.1775996 C02679 HMDB00638_HMDB0000638 LMFA01010012_LMFA01010043 POULHZVOKOAJMA-UHFFFAOYSA-N Arachidonic acid 2.824440638 304.2402038 2-hydroxytridecanoate 2.82706666 230.1881559 Retinyl ester 2.866161227 302.2245425 C02075 HMDB03598_HMDB0003598 0 WWDMJSSVVPXVSV-YCNIQYBTSA-N FA methyl(8:0) 3.024360418 158.1306677 0 0 LMFA01020270_LMFA01020002 GPOPHQSTNHUENT-UHFFFAOYSA-N Caprylic acid 3.198682276 144.114991 C06423 HMDB0062511_HMDB00482_HMDB0000482 LMFA01010008 WWZKQHOCKIZLMA-UHFFFAOYSA-N 2-hydroxynonanoic acid 3.252122959 174.1255106 2-Methylhexanoic acid 3.354501041 130.099348 0 HMDB0031594 LMFA01020080 CVKMFSAVYPAZTQ-UHFFFAOYSA-N ascr#13 3.364705213 288.1572404 0 0 LMFA13040037 OZXQOEFFYWNZJI-UYWLPYIRSA-N N-Nonanoylglycine 3.385640621 215.152104 0 HMDB0013279_HMDB13279 0 JXDFEUKNHBHUCP-UHFFFAOYSA-N 4-Hydroxyhexan-3-one 3.392431243 116.0837066 C02948 0 LMFA12000029 SKCYVGUCBRYGTE-UHFFFAOYSA-N Traumatic acid 3.397016684 228.1360912 C16308 HMDB0000933_HMDB00933 LMFA01170033_LMFA01170002 MAZWDMBCPDUFDJ-VQHVLOKHSA-N Gentisate aldehyde 6.091903114 138.0316287 C05585 HMDB04062_HMDB0004062 0 CLFRCXCBWIQVRN-UHFFFAOYSA-N Pyrrole-2-carboxylic acid 6.138313548 111.0319952 C05942 HMDB04230_HMDB0004230 0 WRHZVMBBRYBTKZ-UHFFFAOYSA-N Secobarbital 6.144027074 238.1317417 0 HMDB0014562 0 KQPKPCNLIDLUMF-UHFFFAOYSA-N 3a,7a-Dihydroxycholanoic acid 6.146927071 392.2925999 N-Undecanoylglycine 6.164131228 243.1834259 0 HMDB13286_HMDB0013286 0 HEUQYIQQCNOXOG-UHFFFAOYSA-N Isopropylmaleate 6.16696771 158.0578599 C02631 HMDB12241_HMDB0012241 0 NJMGRJLQRLFQQX-HYXAFXHYSA-N LysoPS(18:1) 6.171427409 523.291154 1-Stearoylglycerophosphoserine 6.172552381 525.3068948 0 HMDB0061698 LMGP03050006 ZPDQFUYPBVXUKS-UHFFFAOYSA-N 2-Octenedioicacid 6.177407265 172.0735021 Hippuric acid 6.197484398 179.0582391 C01586 HMDB0000714_HMDB11723_HMDB0062583 0 QIAFMBKCNZACKA-UHFFFAOYSA-N Lactic acid 8.034696802 90.03169521 C00256_C00186 HMDB0001311_HMDB0000190_HMDB0144295_HMDB00190_HMDB01311 LMFA01050002 JVTAAEKCZFNVCJ-REOHCLBHSA-N 2-Octenedioic acid 8.825839551 172.073527 0 HMDB0000341_HMDB00341 LMFA01170085 BNTPVRGYUHJFHN-HWKANZROSA-N Thr/Ser 9.606817845 206.0901639 2,7-Anhydro-alpha-N-acetylneuraminic acid 9.674673825 291.0954194 C04521 0 0 NCMJSVDTRDLWJE-GSQQXRCOSA-N D-Glucono-1,5-lactone 9.872504107 178.0477162 Erythronic acid 10.06611983 136.0371565 0 HMDB00613_HMDB0000613 0 JPIJQSOTBSSVTP-PWNYCUMCSA-N Glucose 10.16722177 180.063388 C00031_C00221 HMDB0000122_HMDB00122 0 WQZGKKKJIJFFOK-GASJEMHNSA-N Cyclic ADP-ribose 10.38521156 541.0611517 C13050 0 0 BQOHYSXSASDCEA-KEOHHSTQSA-N N2-Succinyl-L-ornithine 10.57947736 232.1058872 C03415 HMDB0001199_HMDB01199 0 VWXQFHJBQHTHMK-LURJTMIESA-N Ala/Leu/Thr/Ala 10.59251208 374.2163844 0 0 0 BDAGVICMEUTBGG-SVNGYHJRSA-N Mannitol 10.80018133 182.0790549 C00392 HMDB0000765_HMDB00765 0 FBPFZTCFMRRESA-KVTDHHQDSA-N kifunensine 10.90627383 232.0695049 0 0 0 OIURYJWYVIAOCW-RWOPYEJCSA-N 3,4,5-trihydroxy-6-(2-{5-hydroxy-8,8-dimethyl-2-oxo-2H,8H-pyrano[2,3-f]chromen-4-yl}phenoxy)oxane-2-carboxylic acid 10.98892495 512.1318365 0 HMDB0126118 0 JSPDHWICGFJMSF-UHFFFAOYSA-N N-Succinyl-L-glutamate 11.10967083 247.0691806 C05931 0 0 JCNBNOQGFSXOML-YFKPBYRVSA-N Phosphodimethylethanolamine 11.16765362 169.0503775 C13482 HMDB0060244 0 BLHVJAAEHMLMOI-UHFFFAOYSA-N AMPA 11.29405999 186.0640001 C11033 0 0 MGRVRXRGTBOSHW-UHFFFAOYSA-N Ala/Glu/Ala/Glu 11.31166411 418.1699913 0 0 0 VKXVTBBBPUHACD-XKNYDFJKSA-N N-Gluconyl ethanolamine phosphate 11.3646536 319.0668298 0 HMDB0032294 0 JNXDTQSHHDGYGF-JRTVQGFMSA-N Glycerol 3-phosphate 11.38192393 172.013715 C00093_C00623 HMDB0000126_HMDB00126 0 AWUCVROLDVIAJX-GSVOUGTGSA-N P-DPD 11.38837513 212.0085788 0 0 0 DTZHMTDUIGHESZ-UHFFFAOYSA-N 4'-Phosphopantothenate 11.3916121 299.077052 C03492 HMDB0001016_HMDB0062700_HMDB01016 0 XHFVGHPGDLDEQO-UHFFFAOYSA-N Mannitol 1-phosphate 11.57342965 262.0453713 C00644 HMDB0001530 0 GACTWZZMVMUKNG-KVTDHHQDSA-N D-Mannose 1-phosphate 11.59074278 260.0296954 Ala/Asp 11.80779877 204.0745787 2-C-methyl-D-erythritol-2,4-cyclodiphosphate 12.11364637 277.9956046 0 0 0 SFRQRNJMIIUYDI-UHNVWZDZSA-L Hydrogen phosphate 12.17146988 97.97689026 C00009 HMDB0000973_HMDB0002105_HMDB0001429_HMDB0002142_HMDB02142_HMDB02105 0 NBIIXXVUZAFLBC-UHFFFAOYSA-N Uridine 5'-diphosphate 12.43870123 404.0021262 C00015 HMDB0000295_HMDB00295 0 XCCTYIAWTASOJW-XVFCMESISA-N Fructose 13.07956772 180.0633514 C00095 HMDB00660 0 RFSUNEUAIZKAJO-VRPWFDPXSA-N Sulfate 13.95376759 97.96734644 C00059 HMDB01448_HMDB0001448 0 QAOWNCQODCNURD-UHFFFAOYSA-N Ile/Ile/Ile/Ile/Lys 15.78702741 598.4418465 0 0 0 MIGDJCBKNROWOU-UMTCVLDUSA-N (2R,4S)-2,4-Diaminopentanoate 16.66255432 132.0898018 C03943 0 0 PCEJMSIIDXUDSN-IUYQGCFVSA-N PG(33:1) 2.340872647 734.5102114 0 0 LMGP04010254 YBMBGCRCYPZPRW-NYMVISBMSA-N PG(33:2) 2.341888119 732.4945564 0 0 LMGP04010209 RXDPMCKQCCBDSO-MQBWKQMVSA-N Minabeolide-7 2.36783331 456.2875571 0 0 LMST01160008 DIXPXGJACWFTMI-MTUKHZJQSA-N PI(38:6) 2.3711881 882.5265664 Adlupone 2.385144007 482.3396639 0 HMDB0032111 0 NHAJHKARKKFXMR-UHFFFAOYSA-N 2-Dodecylbenzenesulfonic acid 2.477784363 326.1915877 0 HMDB0031031 0 WBIQQQGBSDOWNP-UHFFFAOYSA-N N-Undecylbenzenesulfonic acid 2.511089595 312.175948 0 HMDB0032549 0 UCDCOJNNUVYFKJ-UHFFFAOYSA-N 2-(4-sulfophenyl)decane 2.537664572 298.1602181 0 0 0 CKICALMPWLOSSS-UHFFFAOYSA-M dodecyl sulfate 2.551820834 266.1551502 Ngaione (-) 2.641266664 250.1568295 FA (20:3) 2.670072905 306.2558221 13-cis-Retinal 2.67377857 284.2140359 Arachidic acid 2.678945859 312.3028383 C06425 HMDB02212_HMDB0002212 LMFA01010020_LMFA01010049 VKOBVWXKNCXXDE-UHFFFAOYSA-N FA (18:3) 2.681935438 278.2245026 PE(34:3) 2.70882665 713.4999521 N-Palmitoylsphingosine 2.735384623 537.5122502 C00195 HMDB0000790_HMDB0004949_HMDB00790_HMDB04949 LMSP02010004 YDNKGFDKKRUKPY-UHFFFAOYSA-N 5-hydroxy-3-[(3aS,4S,5R,7aS)-7a-methyl-1,5-dioxo-octahydro-1H-inden-4-yl]propanoate 2.736253134 240.1361139 0 0 0 PTOAZNZPJAHUEF-QISWUMQESA-M Phytuberin 2.765445852 294.1831942 C09709 HMDB0035754 0 YARAJYKHRCCDLG-UHFFFAOYSA-N Botrydial 2.765500005 310.1777283 C09622 0 LMPR0103640001 SJFIYVCSGNWVPJ-GKKOWQTJSA-N PE(34:2) 2.832600053 715.5157225 erucamide 2.847763562 337.3345001 0 0 0 UAUDZVJPLUQNMU-KTKRTIGZSA-N Palmitoleic acid 2.867736467 254.2245692 Tuberculostearic acid 2.868806251 298.2871165 C16794 HMDB04085_HMDB0004085 LMFA01020396_LMFA01020269_LMFA01020015 BEOUGZFCUMNGOU-UHFFFAOYSA-N Undecanoic acid 2.868906275 186.1618927 C17715 HMDB0000947_HMDB00947 LMFA01010011 ZDPHROOEEOARMN-UHFFFAOYSA-N 1-Oleoylglycerophosphoserine 2.877552396 523.2911301 0 HMDB0061694 LMGP03050001 JZWNYZVVZXZRRH-UHFFFAOYSA-N 2-Hydroxyundecanoate 2.930395842 202.1568562 0 HMDB0059736 LMFA01050034 MNRBGFKCVTVNBA-UHFFFAOYSA-N Capric acid 2.936300008 172.1462747 C01571 HMDB00511_HMDB0000511 LMFA01010010 GHVNFZFCNZKVNT-UHFFFAOYSA-N alpha-Irone 3.055453173 206.1669664 C11350_C09690 HMDB0061831_HMDB0035631 0 JZQOJFLIJNRDHK-CMDGGOBGSA-N Methyleugenol 3.155926053 178.0993143 C10454 HMDB0031864 0 ZYEMGPIYFIJGTP-UHFFFAOYSA-N LysoPE(18:0) 3.160988108 481.3169354 LysoPE(18:1) 3.185903586 479.3012353 0 0 LMGP02060004 CDONWGCJDDHTLP-DJYGDJEFSA-N LysoPE(16:0) 3.256302389 453.2856598 2-Octenoic acid 3.25962712 142.0993174 C16648_C16654_C16653 HMDB0013902_HMDB0013904_HMDB0013897_HMDB0039793_HMDB00392_HMDB0000392_HMDB0001568_HMDB0032207_HMDB0013903 LMFA01030020_LMFA01030019_LMFA01030023_LMFA01030576_LMFA01030946_LMFA01030799_LMFA01030800_LMFA01030018_LMFA01030982_LMFA01030951_LMFA01030024_LMFA01030021_LMFA01030796_LMFA01030968_LMFA01030945_LMFA01030025_LMFA01030017_LMFA01030797_LMFA01030022 CWMPPVPFLSZGCY-SREVYHEPSA-N 2-amino-3-(4-hydroxy-3-methoxyphenyl)-2-methylpropanoic acid 3.326348972 225.1000694 0 HMDB0142154 0 BQHWFYPBSKGBMV-NSHDSACASA-N 2-{[hydroxy(2,3,4-trimethoxyphenyl)methylidene]amino}acetic acid 3.353855969 269.0899064 0 HMDB0142117 0 WIGPKROUXMWBRT-UHFFFAOYSA-N ancymidol 3.356115487 256.1211871 0 0 0 HUTDUHSNJYTCAR-UHFFFAOYSA-N Alpha-Ketooctanoic acid 3.386664581 158.0942125 0 HMDB13211_HMDB0013211 LMFA01060016 GPPUPQFYDYLTIY-UHFFFAOYSA-N Cholic acid 3.387473806 408.2875262 Alpha-dihydroartemisinin 3.387551053 284.1623735 0 HMDB0060593_HMDB0061088 0 BJDCWCLMFKKGEE-KXTPALSWSA-N 7,8-diketopelargonate 3.388521862 186.0891115 0 0 0 LUCODFUPVSYZRC-UHFFFAOYSA-N 3a,7b,12a-Trihydroxyoxocholanyl-Glycine 3.389629764 465.3092619 2-{[(3,5-dimethoxyphenyl)(hydroxy)methylidene]amino}acetic acid 3.390707125 239.0793342 0 HMDB0131468 0 UFBSPOIKQBQXCT-UHFFFAOYSA-N Jasmolone glucoside 3.396513333 342.167574 0 HMDB0032870 0 NGPYRFLYLKLRDH-SNAWJCMRSA-N Garcinia lactone dibutyl ester 3.397101037 302.1365477 0 HMDB0040462 0 TYDSJOYVIREIOH-UHFFFAOYSA-N 5-Hexyltetrahydro-2-oxo-3-furancarboxylic acid 3.398126014 214.1204601 0 HMDB0030984 0 ZHNHBUOFMLNZNN-UHFFFAOYSA-N Phaseolic acid 3.399327378 262.1414662 0 HMDB0031897 LMFA01060200 OPPXDBWFRYVXHW-UHFFFAOYSA-N Glycerol tributanoate 3.404696862 302.173001 C13870 HMDB0031094 0 UYXTWWCETRIEDR-UHFFFAOYSA-N trans-Carveol glucoside 3.407588545 314.1728839 0 HMDB0029848_HMDB0029849 0 IPOIBBMZOXJYFV-RMPHEQRESA-N Cer(d42:2) 4.275065449 647.6219861 Asp/Ile/Ile/Met/Val 6.08143959 589.3147507 0 0 0 KLMOSQHBDFHTDA-DGWDJNBYSA-N 2,2,4,4,-Tetramethyl-6-(1-oxopropyl)-1,3,5-cyclohexanetrione 6.090105184 238.1205346 0 HMDB0033191 0 IZVWNTVILPFEDY-UHFFFAOYSA-N N-Decanoylglycine 6.102107302 229.16776 0 HMDB13267_HMDB0013267 0 WRRYZYASRAUROW-UHFFFAOYSA-N Dopamine 6.130728181 153.0789399 C03758 HMDB0000073_HMDB00073 0 VYFYYTLLBUKUHU-UHFFFAOYSA-N (9xi,10xi,12xi)-9,10-Dihydroxy-12-octadecenoic acid 6.135597897 314.2457308 Arecoline 6.136451022 155.0945762 C10129 HMDB0030353 0 HJJPJSXJAXAIPN-UHFFFAOYSA-N Nonate 6.14696668 188.1047979 0 HMDB0011717_HMDB11717 0 FNZSVEHJZREFPF-ZETCQYMHSA-N 1-(2-methoxy-octadecanyl)-sn-glycero-3-phosphoserine 6.152925001 541.3381158 0 0 LMGP03060017 DSQIMWJOWYOZRV-BGTNVORWSA-N Dimethyl adipate 6.156450017 174.0891406 C14570 HMDB0041606 0 UDSFAEKRVUSQDD-UHFFFAOYSA-N FA hydroxy(7:0) 6.159659322 146.0942382 0 0 LMFA01050016 RGMMREBHCYXQMA-UHFFFAOYSA-N Saccharin 6.160446421 182.999039 D01085_C12283 HMDB0029723 0 CVHZOJJKTDOEJC-UHFFFAOYSA-N Depdecin 6.162227058 228.099736 1-Oleoylglycerophosphoinositol 6.16371667 598.3117707 0 HMDB0061693 LMGP06050005 UGDOFRYHDCDVHD-FRWBGTIISA-N 2-oxosuberate 6.164096864 188.0684117 C16589 0 0 HAGOOZVJLSSXGZ-UHFFFAOYSA-N 1-Stearoylglycerophosphoinositol 6.164834522 600.3277264 0 HMDB0062777_HMDB0061696_HMDB0240261 LMGP02060007_LMGP06050004 MXAFDFDAIFZFET-CZDOQZASSA-N Tetranor-PGE1 6.165026061 298.1779703 Ala/His/Met/Met/Gln 6.165915498 616.2466937 0 0 0 HKALJCZNJXCYIL-HILJTLORSA-N 2-dehydropantolactone 6.165992705 128.0473103 Valeric acid 6.166060448 102.0680113 C00803 HMDB00892_HMDB0000892 LMFA01010005 NQPDZGIKBAWPEJ-UHFFFAOYSA-N 1-(2-methoxy-eicosanyl)-sn-glycero-3-phosphoserine 6.169793584 569.3693631 0 0 LMGP03060019 ATNQRUHZINXRNA-ITNFAHLUSA-N threo-Syringoylglycerol 6.173633353 244.0946587 0 HMDB0031237 0 GIZSHQYTTBQKOQ-UHFFFAOYSA-N N-D-Glucosylarylamine 6.175564575 255.1106924 C03142 0 0 LKZGXPMJCWRGTC-RMPHRYRLSA-N Diethyl (2R,3R)-2-methyl-3-hydroxysuccinate 6.17651666 204.0997187 C04587_C04586 0 0 UNVUFOXAXGOVFT-RNFRBKRXSA-N Phenolsulfonphthalein 6.176903643 354.0561083 C12600 0 0 BELBBZDIHDAJOR-UHFFFAOYSA-N Cladinose 6.177887198 176.104828 C11917 0 0 YHVUVJYEERGYNU-SBEGJHHSSA-N 2-Isopropyl-3-oxosuccinate 6.178347937 174.0527853 C04236 HMDB12149_HMDB0012149 0 HIIZAGQWABAMRR-BYPYZUCNSA-N LysoPS(18:2) 6.18383077 521.2756244 1,1'-(Tetrahydro-6a-hydroxy-2,3a,5-trimethylfuro[2,3-d]-1,3-dioxole-2,5-diyl)bis-ethanone 6.18407917 258.1103445 0 HMDB0032527 0 TXTNKDRGVWKECN-UHFFFAOYSA-N Pimelic acid 6.189853128 160.0735009 C02656 HMDB00857_HMDB0000857 LMFA01170051 WLJVNTCWHIRURA-UHFFFAOYSA-N FA (12:1) Decenedioic acid 6.196529198 200.1047944 0 HMDB00603 LMFA01170032 XUNMWLWTZWWEIE-UHFFFAOYSA-N Diethyl oxalpropionate 6.197527091 202.0840915 C04067 HMDB0032306 0 OQOCQBJWOCRPQY-UHFFFAOYSA-N 2,3-Dihydroxycyclopentaneundecanoic acid 6.198443762 286.2144284 C14987 0 0 NHWAOBNJSBDJAL-UHFFFAOYSA-N 3-(1-Formyl-1-propenyl)pentanedioic acid 6.203249009 200.0684661 0 HMDB0033091 0 IVZLDVMNNVAWDA-QHHAFSJGSA-N Glycerol 1-propanoate diacetate 6.20801878 232.0946556 0 HMDB0031640 0 LVONJPHZHFUJEU-UHFFFAOYSA-N Gabaculine 6.209926065 139.063289 C12110 0 0 KFNRJXCQEJIBER-UHFFFAOYSA-N Asn/Leu/Ser/Tyr 6.672102392 495.2327461 0 0 0 UARAAIGMLSZWPJ-QAETUUGQSA-N Ala/Asp/Glu/Lys/Tyr 6.715585727 624.2756123 0 0 0 OJVOBMCTFSDSMX-HVRBKMHZSA-N Glu/Phe/Phe/Ile/Pro 7.329316633 651.3264441 0 0 0 CTQOEJLJOCLBRE-JSDGYEMZSA-N Glu/Ile/Ile/Ile/Met 7.441629791 617.345873 0 0 0 KMFDSGFCGAXGTL-XDWHFOBTSA-N 4-Oxoproline 8.214107259 129.042611 C01877 0 0 HFXAFXVXPMUQCQ-UHFFFAOYSA-N Riboflavine 2',3',4',5'-tetrabutanoate 8.274873788 656.3053581 0 HMDB0034433 0 MJNIWUJSIGSWKK-UHFFFAOYSA-N Ala/Glu/Ile/Ser 8.284638032 418.2064095 0 0 0 IPFKAWDVUAHQOT-XGZQDADWSA-N Orotic acid 8.495138041 156.0170488 C00295 HMDB00226_HMDB0000226 0 PXQPEWDEAKTCGB-UHFFFAOYSA-N 2-Keto-glutaramic acid 8.772305234 145.0374019 C00940 HMDB0001552_HMDB01552 0 COJBGNAUUSNXHX-UHFFFAOYSA-N Prenyl glucoside 8.801149909 248.1258868 C09808 HMDB0031876 0 GQJQCKUJCHMTNF-UHFFFAOYSA-N gamma-Glutamylvaline 8.845955912 246.1214741 0 HMDB0011172_HMDB11172 0 AQAKHZVPOOGUCK-XPUUQOCRSA-N Phe/Asp 8.858968971 280.1058426 Thr/Thr 8.88402383 220.1058506 Ala/Asp/Gly/Tyr 8.898203459 424.1592831 0 0 0 CLXQCVYNEPSKFH-XDTLVQLUSA-N gamma-Glutamylleucine 8.922955904 260.137061 0 HMDB0011171_HMDB11171 0 MYFMARDICOWMQP-YUMQZZPRSA-N SFN-GSH adduct 9.079081345 762.303991 SFN-GSH fragment 9.080964661 289.0731247 Proacacipetalin 9.083144633 259.1054557 C08338 0 0 KVHIMSJVFJPBKJ-MPVQUNCYSA-N 4,5-Dihydroorotic acid 9.084778223 158.032676 C00337 HMDB0003349_HMDB00528_HMDB0000528 0 UFIVEPVSAGBUSI-UHFFFAOYSA-N 2-Hydroxyethanesulfonate 9.123180326 125.9986369 C05123 HMDB03903_HMDB0003903 0 SUMDYPCJJOFFON-UHFFFAOYSA-N Pro/Thr/Gly/Ser 9.475822521 360.1643419 0 0 0 RKULSQXWZDBYJD-HJGDQZAQSA-N 4-Amino-4-deoxychorismate 9.483016586 225.063665 C11355 0 0 OIUJHGOLFKDBSU-HTQZYQBOSA-N Lactoylglutathione 9.555478632 379.1047238 C03451 HMDB0062624_HMDB0001066_HMDB01066 0 VDYDCVUWILIYQF-CSMHCCOUSA-N Ribose 9.605349986 150.052707 C00121 HMDB0000283_HMDB00283 0 HMFHBZSHGGEWLO-SOOFDHNKSA-N GDP-3,6-dideoxy-D-galactose 9.665915498 573.0874143 C05136 0 0 GRUFZTGABLSDFG-PHMHICHTSA-N 4-O-beta-D-glucosyl-indol-3-yl formamide 9.71608211 338.1114251 Glyceric acid 9.761842791 106.0265335 C00258 HMDB0000139_HMDB00139 0 RBNPOMFGQQGHHO-UWTATZPHSA-N N-Acetyl-D-glucosaminate 9.7791501 237.0847739 C01133 0 0 LZKNVSNNPRQZJB-UHFFFAOYSA-N Ala/Asp/Gln/Tyr 9.790026274 495.1966792 0 0 0 BWFPLFQGDQLDQD-HJPIBITLSA-N Glu/Gly/Val 9.797694034 303.1429811 0 0 0 HILMIYALTUQTRC-XVKPBYJWSA-N Homoglutathione 9.809615508 321.0994129 C04544 HMDB0029395 0 HKBNQXMLSMKLJV-UHFFFAOYSA-N Glycerophosphoglycerol 9.851033311 246.0503928 C03274 0 0 LLCSXHMJULHSJN-UHFFFAOYSA-N His/Lys/Lys/Thr/Trp 9.857509431 698.3870266 0 0 0 CFGXMMBCZDOARR-FCGNNUITSA-N 5-Thymidylic acid 9.872972688 322.0565312 C00364 HMDB0001227_HMDB01227 0 GYOZYWVXFNDGLU-XLPZGREQSA-N N-Acetylcystathionine 10.1159309 264.0779246 0 HMDB0002381_HMDB02381 0 QWACVTVBTRSCRL-PKPIPKONSA-N Uric acid 10.14991302 168.0282534 C00366 HMDB00289_HMDB0000289 0 LEHOTFFKMJEONL-UHFFFAOYSA-N Glu/Glu/Gln/Ile 10.17605119 517.2384298 0 0 0 MKSNKYILJXWWPA-SMXCXOSKSA-N Sulfatide 10.25874772 569.2869361 0 0 0 QHNYFRGQSUELIQ-HLVARGHRSA-N Adenosine diphosphate ribose 10.38913807 559.0718918 C00301 HMDB0001178_HMDB01178 0 SRNWOUGRCWSEMX-UHFFFAOYSA-N 2-amino-2-deoxy-isochorismate 10.57189636 225.0636563 0 0 0 OKLGKGPAZUNROU-UHFFFAOYSA-N Oxoadipic acid 10.58803762 160.0370975 C00322 HMDB0000225_HMDB00225 LMFA01170121 FGSBNBBHOZHUBO-UHFFFAOYSA-N 5-Methyldeoxycytidine diphosphate 10.58832499 401.0388398 C04187 0 0 SHFOWZBOBJJZAP-XLPZGREQSA-N N-acetyldemethylphosphinothricyl-L-alanyl-L-leucine 10.74808815 393.1668382 0 0 0 CNDQGYUQXKARBT-DLOVCJGASA-L Galactinoldihydrate 10.7773726 378.1373095 0 HMDB11739 0 HGCURVXTXVAIIR-XIENVMDPSA-N glutathione sulfinate 10.89544293 339.073548 0 0 0 DMAPAHUEYHXRFI-WDSKDSINSA-L Asp/His/Ile/Thr/Thr 10.90195719 585.275485 0 0 0 FPNGUSWANKFMAR-LBISBQIESA-N Asp/Ile/Pro/Gln/Gln 10.90744164 599.2910774 0 0 0 RLQCJSSCMUWGKT-HILASKNSSA-N N-Acetylglutamic acid 10.90912088 189.0636672 C00624 HMDB01138_HMDB0001138 0 RFMMMVDNIPUKGG-UHFFFAOYSA-N N-(4-oxoglutaryl)-L-cysteinylglycine 10.91937263 306.0522307 0 0 0 PMIVQUCENWNWHX-YFKPBYRVSA-L Ala/Glu/Glu/Pro/Gln 10.93778817 572.2442414 0 0 0 WNVSLGQKXMTCGT-YTFOTSKYSA-N Asp/Gln/Tyr 10.9801 424.1593526 0 0 0 UFAQGGZUXVLONR-AVGNSLFASA-N tunicamine 11.05950237 311.1215622 0 0 0 VEIVJIBQYGHAIH-AXBJHQMOSA-O Cys/Met/Gln/Trp/Tyr 11.08219757 729.2619162 0 0 0 VZMNIGYNDBPHBT-KGRAHGMMSA-N Phosphonoacetaldehyde 11.11139287 123.9925031 C03167 0 0 YEMKIGUKNDOZEG-UHFFFAOYSA-N Gluconic acid 11.25954596 196.0583232 C00880_C15930_C00257_C00800_C00514_C00770 HMDB03290_HMDB00625 0 RGHNJXZEOKUKBD-UHFFFAOYSA-N Glu/Gly 11.30517847 204.0745552 p-aminobenzoyl glutamate 11.33431433 266.0902228 0 0 0 GADGMZDHLQLZRI-UHFFFAOYSA-N C8H11NO6S 11.39601077 249.0307014 7-Hydroxymethyl-12-methylbenz[a]anthracene sulfate 11.40559889 352.0768075 C19562 HMDB0060420 0 WYUDBEMLROEPHR-UHFFFAOYSA-N 2,5,6-Trihydroxy-5,6-dihydroquinoline 11.49613851 179.0581768 C06339 0 0 HPQLNKXDNOVXAK-UHFFFAOYSA-N Erythrose 11.49995715 120.0422099 C01796 HMDB02649_HMDB0002649 0 FMAORJIQYMIRHF-HERZVMAMSA-N glucosylglycerate 11.5018857 268.079421 Asp/Ile/Ile/Ile/Ile 11.59722864 585.3739614 0 0 0 OKAHFQLPVLQHHJ-UPBZFLHXSA-N Glucuronic acid 11.59874159 194.0425852 C00191 HMDB0000127 0 AEMOLEFTQBMNLQ-WAXACMCWSA-N Hydantoin-5-propionic acid 11.80765839 172.0483536 C05565 HMDB0001212_HMDB01212 0 VWFWNXQAMGDPGG-UHFFFAOYSA-N Asp/Gly 11.80775721 190.0588862 Taurine 11.82097161 125.0146044 C00245 HMDB0000251_HMDB00251 0 XOAAWQZATWQOTB-UHFFFAOYSA-N Ile/Ile/Ile/Ile/Ser 12.00869887 557.3790167 0 0 0 YBFYZXNLTYGCJR-YTCCEPPISA-N Malic acid 12.62534479 134.0214812 C00149_C03668_C00497 HMDB0000744_HMDB0000156_HMDB0031518_HMDB00156 0 BJEPYKJPYRNKOW-REOHCLBHSA-N Inositol cyclic phosphate 13.18742618 242.0191488 C04299 HMDB0001125_HMDB01125 0 SXHMVNXROAUURW-FTYOSCRSSA-N Uridine triphosphate 13.46596433 483.9685767 C00075 HMDB00285_HMDB0000285 0 PGAVKCOVUIYSFO-XVFCMESISA-N Guanosine diphosphate mannose 13.70066303 605.0773731 C00096_C01581_C15925_C02280_C00394 HMDB0001163_HMDB0003351_HMDB0062759_HMDB03351_HMDB01163 0 MVMSCBBUIHUTGJ-GDJBGNAASA-N Convicine 13.89851663 305.0858369 C08430 0 0 JJWYIMQKLTVAGZ-SYCVNHKBSA-N Amidosulfonic acid 17.72122917 96.98328018 0 HMDB0034830 0 IIACRCGMVDHOTQ-UHFFFAOYSA-N Arg/Met/Trp/His 17.89641647 628.2906637 0 0 0 BOHIMZGJASJCOP-UDIDDNNKSA-N Ile/Ala/Ser 17.95836449 289.1637474 0 0 0 HDOYNXLPTRQLAD-JBDRJPRFSA-N METABOLITES_END #END