#METABOLOMICS WORKBENCH petersoa2012_20201117_185238_mwtab.txt DATATRACK_ID:2276 STUDY_ID:ST001548 ANALYSIS_ID:AN002578 PROJECT_ID:000000 VERSION 1 CREATED_ON November 18, 2020, 9:53 am #PROJECT PR:PROJECT_TITLE β-Adrenergic regulation of metabolism in macrophages PR:PROJECT_SUMMARY Macrophages have important roles in the immune system including clearing PR:PROJECT_SUMMARY pathogens and wound healing. Metabolic phenotypes have been associated with PR:PROJECT_SUMMARY functional phenotypes, where pro-inflammatory macrophages have an increased rate PR:PROJECT_SUMMARY of glycolysis and anti-inflammatory macrophages primarily use oxidative PR:PROJECT_SUMMARY phosphorylation. β-adrenoceptor (βAR) signalling in macrophages has been PR:PROJECT_SUMMARY implicated in disease states such as cancer, atherosclerosis and rheumatoid PR:PROJECT_SUMMARY arthritis. The impact of β-adrenoceptor signalling on macrophage metabolism has PR:PROJECT_SUMMARY not been defined. Here we expand on defining the phenotype of macrophages PR:PROJECT_SUMMARY treated with isoprenaline and describe the impact that βAR signalling has on PR:PROJECT_SUMMARY the metabolome and proteome. We found that βAR signalling alters proteins PR:PROJECT_SUMMARY involved in cytoskeletal rearrangement and redox control of the cell. We showed PR:PROJECT_SUMMARY that βAR signalling in macrophages shifts glucose metabolism from glycolysis PR:PROJECT_SUMMARY towards the tricarboxylic acid cycle and pentose phosphate pathways. We also PR:PROJECT_SUMMARY show that βAR signalling perturbs purine metabolism by accumulating adenylate PR:PROJECT_SUMMARY pools. Taken together these results indicate that βAR signalling shifts PR:PROJECT_SUMMARY metabolism to support redox perturbations and upregulate proteins involved in PR:PROJECT_SUMMARY cytoskeletal changes that may impact migration and phagocytosis processes. PR:INSTITUTE Monash University PR:LAST_NAME Peterson PR:FIRST_NAME Amanda PR:ADDRESS Drug delivery, disposition and dynamics, Pharmacy and Pharmaceutical Sciences, PR:ADDRESS 381 Royal Parade, Parkville, Victoria, 3052, Australia PR:EMAIL amanda.peterson@monash.edu PR:PHONE 99039282 #STUDY ST:STUDY_TITLE β-Adrenergic regulation of metabolism in macrophages (part-II) ST:STUDY_SUMMARY Macrophages have important roles in the immune system including clearing ST:STUDY_SUMMARY pathogens and wound healing. Metabolic phenotypes have been associated with ST:STUDY_SUMMARY functional phenotypes, where pro-inflammatory macrophages have an increased rate ST:STUDY_SUMMARY of glycolysis and anti-inflammatory macrophages primarily use oxidative ST:STUDY_SUMMARY phosphorylation. β-adrenoceptor (βAR) signalling in macrophages has been ST:STUDY_SUMMARY implicated in disease states such as cancer, atherosclerosis and rheumatoid ST:STUDY_SUMMARY arthritis. The impact of β-adrenoceptor signalling on macrophage metabolism has ST:STUDY_SUMMARY not been defined. Here we expand on defining the phenotype of macrophages ST:STUDY_SUMMARY treated with isoprenaline and describe the impact that βAR signalling has on ST:STUDY_SUMMARY the metabolome and proteome. We found that βAR signalling alters proteins ST:STUDY_SUMMARY involved in cytoskeletal rearrangement and redox control of the cell. We showed ST:STUDY_SUMMARY that βAR signalling in macrophages shifts glucose metabolism from glycolysis ST:STUDY_SUMMARY towards the tricarboxylic acid cycle and pentose phosphate pathways. We also ST:STUDY_SUMMARY show that βAR signalling perturbs purine metabolism by accumulating adenylate ST:STUDY_SUMMARY pools. Taken together these results indicate that βAR signalling shifts ST:STUDY_SUMMARY metabolism to support redox perturbations and upregulate proteins involved in ST:STUDY_SUMMARY cytoskeletal changes that may impact migration and phagocytosis processes. ST:INSTITUTE Monash University ST:LAST_NAME Peterson ST:FIRST_NAME Amanda ST:ADDRESS Drug delivery, disposition and dynamics, Pharmacy and Pharmaceutical Sciences, ST:ADDRESS 381 Royal Parade, Parkville, Victoria, 3052, Australia ST:EMAIL amanda.peterson@monash.edu ST:PHONE 99039282 #SUBJECT SU:SUBJECT_TYPE Cultured cells SU:SUBJECT_SPECIES Homo sapiens SU:TAXONOMY_ID 9606 #FACTORS #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 - M_control_1 Treatment:Control_13C-Glucose Experiment=2; RAW_FILE_NAME=M_control_1 SUBJECT_SAMPLE_FACTORS - M_control_2 Treatment:Control_13C-Glucose Experiment=2; RAW_FILE_NAME=M_control_2 SUBJECT_SAMPLE_FACTORS - M_control_3 Treatment:Control_13C-Glucose Experiment=2; RAW_FILE_NAME=M_control_3 SUBJECT_SAMPLE_FACTORS - M_control_4 Treatment:Control_13C-Glucose Experiment=2; RAW_FILE_NAME=M_control_4 SUBJECT_SAMPLE_FACTORS - M_isoprenaline_1 Treatment:Isoprenaline_13C-Glucose Experiment=2; RAW_FILE_NAME=M_isoprenaline_1 SUBJECT_SAMPLE_FACTORS - M_isoprenaline_2 Treatment:Isoprenaline_13C-Glucose Experiment=2; RAW_FILE_NAME=M_isoprenaline_2 SUBJECT_SAMPLE_FACTORS - M_isoprenaline_3 Treatment:Isoprenaline_13C-Glucose Experiment=2; RAW_FILE_NAME=M_isoprenaline_3 SUBJECT_SAMPLE_FACTORS - M_isoprenaline_4 Treatment:Isoprenaline_13C-Glucose Experiment=2; RAW_FILE_NAME=M_isoprenaline_4 #COLLECTION CO:COLLECTION_SUMMARY 500 μL of culture medium was collected and centrifuged for 5 minutes at 200 x g CO:COLLECTION_SUMMARY at 4°C. 20 μL of the supernatant is transferred to a new Eppendorf tube where CO:COLLECTION_SUMMARY 180 μL of 50:50, methanol: acetonitrile (ACN) containing 1 μM internal CO:COLLECTION_SUMMARY standards (CHAPS, CAPS, PIPES and TRIS) is added. The samples are placed on a CO:COLLECTION_SUMMARY shaker for 30 minutes. Samples were then vortexed for 30 seconds before CO:COLLECTION_SUMMARY centrifuging at 20,000 x g for 10 minutes at 4°C. 160 μL of supernatant was CO:COLLECTION_SUMMARY transferred to a plastic LC-MS vial and stored at -80°C until LC-MS analysis. CO:SAMPLE_TYPE Macrophages #TREATMENT TR:TREATMENT_SUMMARY Differentiated macrophage-like cells (9.9x106) were seeded onto TR:TREATMENT_SUMMARY fibronectin-coated glass dishes. After 24 hours in culture, cells were treated TR:TREATMENT_SUMMARY with 1 µM isoprenaline (or vehicle) and 11 mM U-13C6-D-Glucose labelled medium TR:TREATMENT_SUMMARY (to give a final ratio of 50:50 of U-13C and U-12C D-glucose). #SAMPLEPREP SP:SAMPLEPREP_SUMMARY 500 μL of culture medium was collected and centrifuged for 5 minutes at 200 x g SP:SAMPLEPREP_SUMMARY at 4°C. 20 μL of the supernatant is transferred to a new Eppendorf tube where SP:SAMPLEPREP_SUMMARY 180 μL of 50:50, methanol: acetonitrile (ACN) containing 1 μM internal SP:SAMPLEPREP_SUMMARY standards (CHAPS, CAPS, PIPES and TRIS) is added. The samples are placed on a SP:SAMPLEPREP_SUMMARY shaker for 30 minutes. Samples were then vortexed for 30 seconds before SP:SAMPLEPREP_SUMMARY centrifuging at 20,000 x g for 10 minutes at 4°C. 160 μL of supernatant was SP:SAMPLEPREP_SUMMARY transferred to a plastic LC-MS vial and stored at -80°C until LC-MS analysis. #CHROMATOGRAPHY CH:CHROMATOGRAPHY_TYPE HILIC CH:INSTRUMENT_NAME Thermo Dionex Ultimate 3000 CH:COLUMN_NAME ZIC-pHILIC (150 mm x 4.6 mm, 5 µm) #ANALYSIS AN:ANALYSIS_TYPE MS #MS MS:INSTRUMENT_NAME Thermo Q Exactive Orbitrap MS:INSTRUMENT_TYPE Orbitrap MS:MS_TYPE ESI MS:ION_MODE POSITIVE MS:MS_COMMENTS Mass spectrometry was performed in polarity switching mode, with the following MS:MS_COMMENTS settings: resolution 35 000, AGC 1x106, m/z range 85-1275, sheath gas 50, MS:MS_COMMENTS auxiliary gas 20, sweep gas 2, probe temperature 150 °C, and capillary MS:MS_COMMENTS temperature 300 °C. For positive ionisation mode the source voltage was set at MS:MS_COMMENTS +4 kV and the S-lens voltage at +50 V. For negative ionisation mode the source MS:MS_COMMENTS voltage was set at -3.5 kV and the S-lens voltage at -50 V. Mass calibration was MS:MS_COMMENTS performed for each polarity before running a metabolomics batch to ensure mass MS:MS_COMMENTS accuracy of < 2 ppm. Approximately 300 authentic metabolite standards were MS:MS_COMMENTS analysed at the start of each batch to provide accurate retention times to MS:MS_COMMENTS facilitate metabolite identification. Metabolomics samples were analysed in MS:MS_COMMENTS random order with periodic injections of the pooled QC, and blank samples, to MS:MS_COMMENTS assess analytical quality and aid downstream metabolite identification MS:MS_COMMENTS procedures. Metabolomics LC-MS Data Processing Raw metabolite data was processed MS:MS_COMMENTS using XCMS (Centwave) software for peak picking and mzMatch.R software for MS:MS_COMMENTS alignment and annotation of related metabolite peaks. Metabolites were then MS:MS_COMMENTS identified using the Excel-based IDEOM software by matching the mass of each MS:MS_COMMENTS peak and its retention time with a database, using a mass accuracy window of 2 MS:MS_COMMENTS ppm and a retention time window of 5% for metabolites matching authentic MS:MS_COMMENTS standards, and 35% for other putative metabolites based on a retention time MS:MS_COMMENTS prediction model (15). Noise and mass spectrometry artefacts were filtered using MS:MS_COMMENTS previously described algorithms (15, 16) to minimise false identifications. MS:MS_COMMENTS Detection of stable isotope labelled metabolite peaks were performed using MS:MS_COMMENTS mzMatch-ISO (17). Initial statistical analysis was performed with IDEOM using MS:MS_COMMENTS peak intensities (height) for all detected putative metabolites. Untargeted MS:MS_COMMENTS multivariate analysis was performed using MetaboAnalyst 4.0 (18), where the MS:MS_COMMENTS complete data sets were also analysed using enrichment analysis and pathway MS:MS_COMMENTS analysis functions (19, 20). Further analysis was undertaken using TraceFinderTM MS:MS_COMMENTS (Thermo) to obtain manually curated accurate peak areas for targeted univariate MS:MS_COMMENTS analyses for metabolites in key pathways. Metabolomics data are presented as MS:MS_COMMENTS fold-change values from 2 individual experiments, each with 4 replicates. MS:MS_COMMENTS Labelled metabolomics data is from a single metabolomics experiment and MS:MS_COMMENTS presented as a mean ± SD. Differences were determined using Student’s t-test MS:MS_COMMENTS where significant interactions were observed. Significance was determined at p MS:MS_COMMENTS values < 0.05. #MS_METABOLITE_DATA MS_METABOLITE_DATA:UNITS Intensity MS_METABOLITE_DATA_START Samples M_control_2 M_control_3 M_control_4 M_isoprenaline_1 M_isoprenaline_2 M_isoprenaline_3 M_isoprenaline_4 Factors Treatment:Control_13C-Glucose Treatment:Control_13C-Glucose Treatment:Control_13C-Glucose Treatment:Isoprenaline_13C-Glucose Treatment:Isoprenaline_13C-Glucose Treatment:Isoprenaline_13C-Glucose Treatment:Isoprenaline_13C-Glucose 3-Butynoate 304595 245336 262710 205371 338426 266794 247099 2-Aminoacrylate 60746 52410 68078 65419 139414 64056 76641 Urethane 52272 26944 54080 52841 63339 27433 52476 L-Alanine 10959104 10577682 10433416 10736687 15229593 12506439 11092006 Orthophosphate 64795 64456 57473 59057 321817 60774 68798 N-Methyl-2-pyrrolidinone 58832 58381 65386 64741 61784 60983 48926 Betaine aldehyde 225082 238389 207053 226245 202444 182069 223171 N,N-Dimethylglycine 243698 251508 250895 254070 530016 249820 247548 2-nitro-1-propanol 0 24184 0 17731 31431 0 18628 L-Serine 1430515 1472750 1521371 1585770 2564396 1833010 1719196 Brunfelsamidine 255428 229635 251733 253862 391005 242705 225480 (S)-1-Pyrroline-5-carboxylate 203955 180287 226946 147566 213074 172529 167821 Creatinine 6633171 6766566 6761574 6610955 6933438 6593034 6560701 L-Proline 107713888 106196496 107432160 106170200 138077008 106093568 109237368 Trimethylaminoacetone 575717 420186 567186 562818 534186 523523 600649 Diacetylhydrazine 660446 355621 545745 557980 488234 595353 629487 1,6-diaminohexane 216526 150418 284579 116900 155025 237178 142579 Guanidinoacetate 143004 133770 134300 126700 149388 133045 130054 Indole 35450 28580 21771 25124 80393 29589 30648 L-Valine 9082579 8801242 9254467 9918679 18889430 10008881 9929591 Betaine 5773350 5752853 5679872 5866465 5454257 5541823 5812779 (-)-erythro-(2R,3R)-dihydroxybutylamide 0 0 0 0 0 0 0 L-Threonine 6510010 6175677 6998634 7888770 14074848 7263547 7070241 3-nitro-2-butanol 25589 0 0 0 73126 0 0 DMSP-amine 126408 68971 64546 61407 86433 0 41076 Isonicotineamide 86739 61257 69640 78211 63269 50436 56948 Picolinamide 83592352 75723728 79609312 82232000 86513504 78160904 75988456 Nicotinate 19534 24530 26784 24234 25019 22009 24964 Ethylphosphate 0 0 0 0 0 0 0 Imidazole-4-acetate 23401 28256 53325 59671 60151 57928 61471 2,3,4,5-Tetrahydropyridine-2-carboxylate 108634 83435 90726 76444 100912 73815 76381 5,6-Dihydrothymine 578042 550578 571039 576485 686327 744621 599137 N4-Acetylaminobutanal 35720 29399 23881 49906 59130 48129 44282 Casein K 480433 461625 572423 639004 655066 717894 691228 ε-aminocaproamide 70883 82701 129808 93855 108565 113453 91227 L-Glutamate 5-semialdehyde 156985 179918 150668 162411 226778 137956 151036 5-Aminolevulinate 84273024 85190640 83068624 85145320 106804400 82599752 83429040 L-Leucine 29996082 29646826 30851452 31871900 70029248 32129256 31501736 L-Isoleucine 35801288 35280944 38350420 38479172 77931304 37347596 36399096 L-Asparagine 8019585 7336751 8138926 7554707 14845147 7532640 7425207 3-Ureidopropionate 454701 453925 412812 478641 796192 489133 490848 Methylenediurea 24033 22775 29689 61106 70832 38158 28742 L-Ornithine 1122461 1131708 1233239 1118234 1225825 1144902 1273567 Adenine 26724 44602 26512 25762 43920 46829 41597 allopurinol 0 0 0 0 0 0 0 2-hydroxypurine 108802 96116 88769 77758 296572 75860 89463 D-Apiitol 24301 0 18976 19711 24201 19665 29041 4-Propylphenol 0 0 20888 23747 31795 20337 20966 4-Nitroaniline 74959 90830 87613 109450 99504 152203 66062 Urocanate 104913 325232 145268 254686 256515 305865 121954 Methylimidazoleacetic acid 109705 97859 112810 111283 117894 140747 115705 4,5,6,7-Tetrahydroisoxazolo(5,4-c)pyridin-3-ol 64950 59326 63592 37164 39753 76129 47838 4-Imidazolone-5-acetate 0 0 0 0 0 0 0 Vinylacetylglycine 67016 60818 77974 65791 143544 63092 68021 4-(Trimethylammonio)but-2-enoate 67375 85910 60314 58399 82584 79541 71965 2,3-Dimethylmaleate 746427 762104 751869 802903 1447511 777548 830176 Methylitaconate 746427 762104 751869 802903 951155 777548 830176 FA oxo(7:0) 0 0 0 0 0 0 0 3,4-Dehydrothiomorpholine-3-carboxylate 95221 157314 87419 69855 94136 122382 137052 6-Amino-2-oxohexanoate 253173 222918 221076 207557 241465 215761 208858 [FA oxo,amino(6:0)] 3-oxo-5S-amino-hexanoic acid 143065 144855 157774 156770 182146 136029 169308 4-Guanidinobutanoate 229451 219349 280084 281983 191211 228207 234238 4-Trimethylammoniobutanoate 132947 152710 133071 138327 126187 114891 134973 ZAPA 168893 141794 187698 165187 259182 215490 180789 L-Glutamine 239653872 242275760 235341456 256639968 338371008 269874592 244865616 L-Lysine 6082216 6198420 6770590 6461000 6355009 6870529 7018350 N-hydroxyisoleucine 150099 165941 208216 160498 241034 158133 156929 Fagomine 91853 97116 95690 81649 136731 84655 93718 L-Methionine 19596564 19256822 19927308 20682020 39548852 20980960 20867896 N,N-dihydroxyvaline 0 0 0 0 17014 38401 0 1-Methylhypoxanthine 67037 67974 74332 92595 143489 66298 81493 Guanine 18892 17721 21638 23894 81334 17819 18295 (3S,5S)-carbapenam 17303 18633 18348 23706 23822 17796 16615 D-Histidine 5408806 5449345 5073936 6248382 4726004 3421163 5530946 N3-hydroxyethylcytosine 1700181 1696038 1772362 1999295 2169381 1812689 1677125 L-Histidine 946820 965909 860032 1070119 923346 921752 913717 3-(Pyrazol-1-yl)-L-alanine 7383003 6657164 6374151 7068483 10741769 6780076 6874366 4-Imidazolone-5-propanoate 0 0 0 0 18362 0 0 Homostachydrine 64979 85183 115620 73558 82746 69651 78887 Dimethyl citraconate 20994 17173 21342 20044 26760 26435 22839 Methacholine 37488 48067 58873 58366 31605 56243 44432 Daminozide 0 0 0 0 0 0 0 N6-Methyl-L-lysine 49025 58767 51482 48480 44612 47591 47043 allylcysteine 0 0 0 0 0 0 0 O-Acetyl-L-homoserine 76253 66014 68188 83968 137378 82079 78979 L-Carnitine 1018697 969567 964712 1018908 1008733 948834 1018334 Methyl cinnamate 60453 67968 245095 57350 89661 73015 57875 Nicotine 128432 132280 122059 117320 111193 126824 120114 N,N-dihydroxyisoleucine 0 0 0 0 15219 53413 0 3-Methylguanine 353990 340172 320683 321480 521114 295124 318191 L-Phenylalanine 11030713 10573291 11005237 11892472 30062476 11877681 12407573 Pyridine-2,3-dicarboxylate 17006 12708 16279 21360 24688 16484 13449 Pyridoxal 417755 408651 381766 376345 431126 305134 351734 1,3,5-trimethoxybenzene 105550 105014 148227 120376 136282 106853 98909 Iridodial 27020 31547 46227 69356 77367 46275 27148 Phosphodimethylethanolamine 0 0 0 0 0 0 0 Pyridoxine 17734518 18608402 17460014 18661390 14938673 17777930 17519702 Nalpha-Methylhistidine 0 0 0 0 0 0 0 N(pi)-Methyl-L-histidine 1232987 1241660 1268490 1273113 1373555 1205891 1200155 histidine methyl ester 18294 0 18479 22053 46171 0 18559 Glycylproline 17972 27376 0 17598 25083 13567 17991 3-Aminobenzenesulfonate 0 0 0 0 0 0 0 N-Acetyl-L-glutamate 5-semialdehyde 24866 20092 0 0 21452 0 20360 5-Guanidino-2-oxopentanoate 596680 557832 711050 715340 693167 893559 886858 butyrylcholine 0 0 0 212381 50019 73747 22635 3-oxopimelic acid 0 0 0 0 0 0 0 N-Formimino-L-glutamate 0 20652 21272 0 54916 14556 0 N-Acetylornithine 352083 375897 350424 345116 730077 311221 336088 L-Arginine 73386112 68491808 66734568 66832624 67943936 67125944 66465572 Ne,Ne dimethyllysine 93900 95218 96176 98351 93935 97546 95672 N-Carboxyethyl-g-aminobutyricacid 21011 20811 17688 21861 24772 18383 25218 L-Citrulline 824561 671222 774223 765098 1364875 788787 733853 Herniarin 133507 139766 182482 123779 174320 119614 138714 Alliin 0 0 0 0 0 0 0 5-Hydroxytryptophol 0 0 0 0 0 0 0 beta-D-Digitalopyranose 0 0 0 0 0 0 0 DL-Methionine sulfone 15305 20847 20759 21388 125951 22738 18155 L-Tyrosine 6580430 6748794 6719809 7498481 22658448 6884139 6870661 Choline phosphate 7201913 7387195 6793144 7155082 8484875 6603255 7362933 7,8-diketopelargonate 15517 24976 0 46215 26110 20708 17405 Ala-Pro 0 0 0 0 13403 18127 0 5-guanidino-3-methyl-2-oxo-pentanoate 1247480 1043744 1605996 1610890 1602465 2032227 1804147 N-Heptanoylglycine 168604 166415 168862 124808 177866 156573 152222 N-Acetylglutamine 64243 52117 104468 83927 147455 114727 87489 N6-Acetyl-L-lysine 131150 138290 109195 97202 185950 112919 137367 Glycyl-leucine 16988 0 0 0 23070 0 0 N6,N6,N6-Trimethyl-L-lysine 284935 284530 271017 296423 299632 265250 260332 2 -(Butylamido)-4-hydroxybutanoic acid 113673 116202 114834 127307 157527 110958 111587 Aldicarb 168144 152005 213960 226406 184347 245186 248114 a Cysteine adduct 36218 45273 27134 23534 37939 43537 26495 2-amino-3,7-dideoxy-D-threo-hept-6-ulosonate 0 0 0 0 0 0 0 6-(Allylthio)purine 0 0 0 0 0 0 0 5-Hydroxyconiferaldehyde 101113 124480 111810 129093 137181 91115 98696 D,L-α-methylphosphinothricin 0 0 0 0 0 0 0 3,5-dihydro-5-methylidene-4H-imidazol-4-one 108417 109140 140012 154655 141319 162848 174242 CysteineMercaptoethanol disulfide 0 0 0 0 0 0 0 N-Acetyl-L-histidine 2207019 2215722 2238566 2130600 2163745 2034099 2174546 Methyl5-(but-3-en-1-yl)amino-1,3,4-oxadiazole-2-carboxylate 19216 25125 44380 27252 53567 46021 25581 1-(3,4-dimethoxylphenyl)ethane-1,2-diol 19074 0 27265 32192 20435 22618 16618 gamma-Glutamyl-beta-aminopropiononitrile 661127 651218 672556 675259 2128817 651297 660006 FA (12:1) Decenedioic acid 26011 27825 30337 62598 60033 30751 29508 Capryloylglycine 137467 164520 142465 155583 164415 131836 103615 Caproylcholine 18514 0 16591 24190 27357 18171 18485 Diethyl 2-methyl-3-oxosuccinate 0 0 0 0 13827 0 0 Ile-Ala 0 0 0 0 0 0 0 Leu-Ala 54522 39674 49639 50969 41024 56921 61257 NG,NG-Dimethyl-L-arginine 871506 847976 775974 867800 969491 781137 764707 N2-Acetyl-L-aminoadipate 45773 38405 45485 56878 105757 40730 41459 2-acetamidoglucal 13453 0 0 13349 17116 0 0 O-Acetylcarnitine 442019 438231 373423 371588 394268 386874 401755 L-Tryptophan 1015277 982364 1099907 1164991 2766488 1235506 1168346 Indolelactate 102194 108923 99920 91889 229074 104801 95290 Phenylethylmalonamide 130297 121528 208216 182125 153459 206939 207762 S-(2-Hydroxyethyl)-N-acetyl-L-cysteine 0 0 0 0 0 0 0 N-Acetyl-L-phenylalanine 35308 59988 26067 44194 73779 27938 36261 L-Kynurenine 1048177 1191269 1019050 1051209 3186706 1099295 1068594 Benzyl (2R,3S)-2-methyl-3-hydroxybutanoate 0 0 0 53591 0 0 0 MOPS 0 0 0 0 199369 0 0 Phosphocreatine 0 0 0 0 0 0 0 Elaeokanine C 0 0 38290 0 45634 0 0 acidomycin 0 0 0 0 0 0 0 N-Acetyl-L-citrulline 48313016 41955880 50173972 46238448 68149336 35001360 44319940 gamma-L-Glutamyl-D-alanine 191311 163950 157865 193409 457480 252957 209304 alpha-Sinensal 22396 32522 26581 0 33763 20844 18613 Pantothenate 3886694 3947274 3851140 3896761 7256478 3842553 3944791 AMCC 0 0 0 0 0 0 0 Precocene 2 108530 67049 93055 63799 119739 94714 93935 N-Acetyl-D-glucosamine 20011 0 34734 19701 78842 42445 22712 CAPS 5919282 5976860 6112608 5881481 13928497 6066313 5690068 D,L-5-fluorotryptophan 190013 166590 161141 185648 203065 157983 155481 4-fluorotryptophan 1187326 1275070 1172461 1177786 2219328 1294753 1220261 Phe-Gly 137409 105151 154177 165408 136873 178577 167757 2-amino-6-hydroxymethyl-7,7-dimethyl-7,8-dihydropteridin-4-one 0 0 0 0 0 0 0 [FA] Methyl jasmonate 97810 64018 40585 56057 87849 63891 49912 Carnosine 140446 119192 162851 149505 430298 109583 127820 Deoxycytidine 0 0 0 0 0 0 0 (S)-ATPA 263401 310443 284658 254829 355244 284463 264839 L-isoleucyl-L-proline 75310 65792 63113 75081 84886 72386 92931 Leu-Pro 0 59196 0 0 0 0 48536 [SP (14:0)] 1-deoxy-tetradecasphinganine 76808 71728 91036 96129 59195 110171 85945 Aspartyl-L-proline 0 0 0 0 0 0 0 Ala-Ala-Ala 27195 27010 49474 58656 69619 0 37984 O-Butanoylcarnitine 194500 170450 208020 191193 172997 163312 180724 L-Formylkynurenine 142746 173687 157397 156521 566389 143410 169683 N-Acetyl-D-glucosaminate 0 0 0 0 0 0 0 HEPES 516722 285108 476586 700687 916732 556287 323703 L-Cystine 5736094 5802943 5923751 5313963 17777560 5721834 5758704 Slaframine 89122 80862 83654 90993 79965 77873 75570 Ala-Gly-Pro 551504 515433 473855 532544 1156267 527464 508488 N-Undecanoylglycine 315671 393419 324968 670050 403303 609528 415802 Biotin 530190 538859 498659 495947 1331464 482425 498300 Ile-Asn 21117 22704 21378 49377 57053 0 54267 2-Methylbutyroylcarnitine 82172 72363 91210 78078 69653 89815 66462 Lys-Val 18274 15983 18089 19853 24200 19928 17529 N2-(D-1-Carboxyethyl)-L-arginine 129102 136184 119119 105408 151776 101978 99462 gamma-L-Glutamyl-L-cysteine 0 0 0 0 0 0 0 Cycasin 213353 220612 200308 202983 550619 209784 214662 L-Djenkolic acid 107175 97119 110295 120147 205746 99459 75104 [FA methyl,hydroxy,oxo(5:2/4:0)] methyl 4-[2-(2-formyl-vinyl)-3-hydroxy-5-oxo-cyclopentyl]-butanoate 0 0 0 0 0 0 0 Palmiticamide 336929 433484 429877 433446 362747 385685 396994 1-(beta-D-Ribofuranosyl)-1,4-dihydronicotinamide 27587 54695 51635 58396 86903 28894 45791 5-Methylcytidine 79156 83671 84348 80930 136675 100929 107000 sn-glycero-3-Phosphocholine 2188451 2221948 2119839 2273828 3143047 2214673 2270481 2-Hexenoylcarnitine 0 0 0 0 15988 0 0 N-(3-oxooctanoyl)-L-homoserine 0 0 0 21171 16820 0 0 Hexanoylcarnitine 0 0 0 0 0 0 0 Ile-Lys 0 0 0 0 0 0 0 L-gamma-glutamyl-L-isoleucine 66383.07031 65778.83594 33416.70313 56756.68359 861998.3125 61360.98438 54081.86328 Ala-Asp-Gly 16925.91211 29333.59766 39414.27344 20457.4707 103058.6953 21971.75781 36606.0625 Heterodendrin 0 0 0 0 17628.39453 0 0 Gammaglutamylornithine 0 0 0 0 0 0 0 indigo 6921.367188 9582.931641 6218.723145 18165.41797 447448.25 10098.18555 8387.111328 Thiamin 795952.125 831403.9375 572070 717297.4375 755945.75 714741.0625 690037.3125 Dehydrojuvabione 60050.5625 59544.75781 69486.80469 69133.0625 63115.45703 66121.71875 51564.34766 Mukaadial 0 0 17933.53125 120089.0547 23910.1543 21034.45313 0 Tributyl phosphate 50278.21484 35840.33984 37091.80859 40403.95313 327563.8438 70297.6875 70520.57813 Neuraminic acid 0 0 0 0 0 0 0 Adenosine 28385.58594 40871.58203 24360.12109 27667.93945 63174.44531 24539.9082 24095.02734 Inosine 0 0 0 0 0 0 0 [FA oxo(16:2)] cyclopentanehexanoic acid 33531.36328 0 0 44937.12891 40586.84375 22804.26563 22096.98828 Undecanoylcholine 21924.01563 21162.65234 31706.16406 52641.66016 50669.24219 44341.75391 38715.28516 α-(2,6-anhydro-3-deoxy-D-arabino-heptulopyranosid)onate 7-phosphate 0 0 0 0 0 0 0 3-Oxo-delta4-steroid 0 0 0 0 21761.97656 0 0 3-Oxosteroid 0 0 0 0 0 0 0 Gamma-Glutamylglutamine 201451.0781 256799.5469 163459.875 235210.4531 523581.2188 279401.625 299567.7813 Glutarylcarnitine 0 28740.01953 23038.57813 18357.55469 33975.49219 16681.68945 51134.69141 Glu-Glu 0 0 0 0 62751.12891 0 0 2-chlorohexadecanol 1186483 1495154.75 1831760.75 1255498.375 1929910.25 1715060.125 1412443.125 SP (4:0) 101288.3047 148538.1719 157876.2344 140747.5156 113927.7109 112304.6172 95028.13281 Glu-Met 0 0 0 0 75229.21094 0 0 Linoleamide 635446.625 773632.75 734143.0625 650477.25 658997.8125 811806.5 620047.375 Cys-Cys-Gly 39011.52734 26084.61328 72528.46875 32620.60547 120197.9922 49051.48828 61438.91016 [FA (18:1)] 9Z-octadecenamide 1137484.75 1142593.25 1124551.125 1060286.25 1107846.75 1129099.875 1106497.875 8-Oxocoformycin 71308.82031 70179.94531 74255.73438 77012.99219 138243.3594 69559.4375 71102.44531 Octadecanamide 515915.8125 925377.25 784682.3125 791228.6875 631895.875 765101.6875 563471.375 Ile-Arg 0 0 0 0 0 0 0 [SP hydroxy,hydroxy,methyl(10:2/2:0)] 6R-(8-hydroxydecyl)-2R-(hydroxymethyl)-piperidin-3R-ol 40531.8125 41144.42188 67014.74219 50765.98047 76485.10156 60836.17578 66891.09375 Ophthalmicacid 0 0 0 0 0 0 0 Asp-Arg 0 0 0 0 0 0 0 γ-glutamyl-S-t-propenylcysteine 0 0 0 0 0 0 0 Ala-Asn-Ser 0 0 0 0 65433.76563 0 0 [ST hydrox] 3alpha-hydroxy-5alpha-androstan-17-one 0 0 0 0 0 0 0 N-Acetylmuramate 147442.1563 180145.3594 190331.1875 173388.9688 365641.625 182699.375 339162.0313 (+/-)-5-[(tert-Butylamino)-2'-hydroxypropoxy]-1,2,3,4-tetrahydro-1- naphthol 138649.9375 133638.0625 106731.6953 134730.4688 149336.1719 125523.3672 121405.7578 [FA hydroxy(18:2)] 13S-hydroxy-9Z,11E-octadecadienoic acid 43497.93359 73884.97656 89169.72656 58886.69141 102427.9063 74920.24219 58118.85547 5'-methylthioformycin 774958.375 905072.0625 780598.25 839293.4375 1151021.125 703578.75 911120.5625 Psicofuranin 56715.92188 59635.04297 53867.16016 60589.76953 166382.4844 61952.35156 70437.70313 3-Ketosphingosine 35057.00391 0 0 0 24009.70508 0 0 Tetranor-PGE1 0 0 0 0 0 0 0 [PC acety] 1-acetyl-sn-glycero-3-phosphocholine 0 0 0 0 0 0 0 [SP] Sphing-4-enine 16505.76953 35184.71875 39524.13672 60933.18359 37461.23828 34387.15234 21934.90625 Glu-Arg 280005.7188 303202 292756.3125 298476.0625 651015.375 342980.4375 326638.875 Convicine 0 0 0 0 0 0 0 Glutathione 0 0 0 0 0 0 0 Ala-Asp-Cys 28300.13672 23709.77148 0 63880.19922 83062.96094 0 0 14-Dihydroxycornestin 0 0 0 0 0 0 0 psicoselysine 62698.05078 51171.43359 68521.20313 68200.70313 119486.1328 97035.91406 98122.3125 5-O-Methylembelin 79489.49219 63916.83984 94164.21094 78045.25781 112829.4688 90055.44531 96868.50781 Botrydial 0 0 0 0 33318.56641 0 0 N2-N2-Dimethylguanosine 59116.51563 63666.01563 51957.64844 63517.20703 144347.25 54523.66406 65178.05859 2-trans,4-cis-Decadienoylcarnitine 0 0 0 0 11172.16992 0 0 Ala-Ala-Ala-Ser 0 0 0 0 0 0 0 homodihydrocapsaicin 0 0 0 0 0 0 0 CMP 0 0 0 0 0 0 0 Dinor-PGE2 0 0 0 0 0 0 0 [FA methoxy,hydroxy(18:2)] octadecadienoic acid 0 0 0 0 0 0 0 3',5'-Cyclic AMP 0 0 0 0 0 0 0 6-Keto-decanoylcarnitine 0 0 0 0 0 0 0 MG(0:0/16:0/0:0) 74289.91406 66939.61719 40479.74609 43662.27734 154011.0625 37957.69922 39399.89063 Melochinone 0 0 0 0 0 0 0 Ala-Thr-Ala-Ala 364186.9688 386884.4375 447530.6563 382770.5313 1240017.125 271886.9375 342393.9688 N4-(Acetyl-beta-D-glucosaminyl)asparagine 0 0 0 0 0 0 0 Asn-Cys-Cys 0 0 0 0 0 0 0 1-Caffeoyl-4-deoxyquinic acid 0 0 0 0 0 0 0 FA oxo(21:0) 0 41452.6875 0 0 45304.39844 21741.66406 21012.37891 Ile-Ile-Pro 203373.3906 198240.1875 206886.5938 197991.8594 386519.4688 205268.6875 204936.8281 Ala-Ala-Ala-Asp 986013.5 929222.5625 1129794.125 1174256.25 1789519.75 1186407 1243297.5 Asp-Gly-Arg 0 0 0 0 0 0 0 Ile-Lys-Ser 0 0 0 0 0 0 0 AMP 0 0 0 0 0 0 0 Glu-Thr-Thr 0 0 0 0 0 0 0 15-Keto-prostaglandinE2 0 0 0 39794.20703 0 0 0 4-Methylumbelliferone glucuronide 0 0 0 0 0 0 0 Methyl acetyl ricinoleate 0 0 43578.68359 0 38360.32813 0 0 Ile-Lys-Pro 0 0 0 0 0 0 0 [FA hydroxy(22:4/2:0)] eicosatetraenedioic acid 0 0 0 24407.50586 0 0 0 [SP] Pramanicin 0 0 0 0 0 0 0 Riboflavin 108787.2188 115891.6484 121868.9531 96509.10938 439079.875 108491.9844 112653.9844 Millettone 0 0 0 0 0 0 0 MG(0:0/20:2(11Z,14Z)/0:0) 0 0 0 0 27083.29883 0 0 N-Acetyllactosamine 0 0 0 0 0 0 0 S-Adenosyl-L-homocysteine 0 0 0 0 129421.1094 0 0 Bis(2-ethylhexyl)phthalate 762708.875 818151.875 737507.375 768720.6875 822583.1875 786989.25 753348 Glu-Arg-Pro 0 0 0 0 0 0 0 Diisononyl phthalate 142694.1406 154706.375 349462.1875 129428.9609 207948.0156 402676.3125 137065.8906 Thiamin diphosphate 0 0 0 0 0 0 0 Asp-Cys-Cys-Ser 0 0 0 0 0 0 0 Ala-Lys-Asp-Pro 0 0 0 0 0 0 0 Asn-Val-Asn-Ser 0 0 0 0 78791.35156 0 0 Asp-Met-Asp-Gly 0 0 0 0 0 0 0 Asp-Thr-Cys-Cys 0 0 0 0 0 0 0 Folate 128547.2891 138287.0469 146710.8906 132348.8438 252831.9688 119301.7969 120928.6641 GDP 0 0 0 0 0 0 0 Ala-Gly-Tyr-His 107529.0781 106537.1875 113402.2813 97032.60156 96809.44531 103341.6172 102730.0859 Asp-Pro-Ser-His 322382.5625 290452.0938 275161.6563 289893.0938 234082.8594 341886.3125 285412.3125 Militarinone A 1175425.875 1006687.125 1267917.375 1225821.5 937341.5 824832.4375 941426 [LysoPC(14:0)] 1-tetradecanoyl-sn-glycero-3-phosphocholine 0 0 0 0 0 0 0 CMP-N-trimethyl-2-aminoethylphosphonate 0 0 0 0 0 0 0 [PC(16:1)] 1-(1Z-hexadecenyl)-sn-glycero-3-phosphocholine 0 0 0 0 0 0 0 [LysoPC(16:2)] 1-hexadecyl-sn-glycero-3-phosphocholine 0 0 0 0 0 0 0 CTP 0 0 0 0 0 0 0 Glu-Lys-Asp-Pro 0 0 0 0 0 0 0 5-Methyltetrahydropteroylpentaglutamate 0 0 0 0 0 0 0 CDP-choline 0 0 0 0 0 0 0 Cys-Lys-Cys-His 0 0 0 0 0 0 0 LysoPC(16:1(9Z)) 0 0 0 0 0 0 0 LysoPC(16:0) 0 0 0 0 35949.18359 0 17010.35742 LysoPC(18:1) 0 0 0 0 0 0 0 Asn-Leu-Asn-Tyr 198379.4688 189535.9219 178049.4063 168687.4688 533442.5 159178.7344 167212.6563 DG(P-32:1) 0 0 0 0 0 0 0 Cys-Lys-Phe-Trp 119625.9531 120652.6875 108591.3281 126033.5156 125172.9531 96757.90625 104335.5234 Glutathione disulfide 0 0 0 0 0 0 0 N-(2-hydroxynonadecanoyl)-phytosphingosine 0 54348.13281 0 0 77585.54688 31808.44141 0 CHAPS 5822798 6103917.5 5953832 5725242.5 13944475 6352889.5 5971009 NAD+ 0 0 0 0 0 0 0 SM(d32:1) 0 0 33372.29688 0 79119.00781 0 0 Anthenoside A 2102682.75 2439777.25 2131707.5 2373924.5 3059959.5 3308088.75 2105444.25 SM(d34:1) 290096.1563 347902.5938 327935.2188 321887 682573.8125 342239.0625 315175.875 PC(P-34:0) 0 0 0 0 0 0 0 PC(34:2) 104495.5703 122589.0469 128371.7109 98129.53125 156277.3281 101968.1172 108634.4531 PC(34:1) 504239 542024.1875 579848.125 538008.3125 950626.5 524547.3125 571131.5 CoA 0 0 0 0 0 0 0 FAD 0 0 0 0 0 0 0 PC(36:2) 191644.2656 204138.2969 191714.2031 183567.125 332136.375 175480.5156 194192.5781 SM(d40:1) 83833.10156 113432.1797 75819.39063 47339.56641 152868.6094 109329.8984 80457.53125 Acetyl-CoA 0 0 0 0 0 0 0 SM(d18:1/24:1(15Z)) 161550.0156 156639.9688 179706.3906 161123.2656 328567.4688 169514 156255.25 Luteolin 7-O-[beta-D-glucuronosyl-(1->2)-beta-D-glucuronide]-4'-O-beta-D- glucuronide 0 0 0 0 0 0 0 LacCer(d18:0/14:0) 134963.9531 139063.625 150837.2188 161709.75 275911.2813 194758.7031 141258.2656 MS_METABOLITE_DATA_END #METABOLITES METABOLITES_START metabolite_name retention time Mass KEGGid Lmid InchiKEY HMDBID 3-Butynoate 14.18248486 84.02116959 C06144 0 KKAHGSQLSTUDAV-UHFFFAOYSA-N 0 2-Aminoacrylate 15.39093899 87.03207756 C02218 0 UQBOJOOOTLPNST-UHFFFAOYSA-N HMDB03609 Urethane 8.804569414 89.047695 C01537 0 JOYRKODLDBILNP-UHFFFAOYSA-N 0 L-Alanine 14.55349356 89.04770783 C00041 0 QNAYBMKLOCPYGJ-REOHCLBHSA-N HMDB00161 Orthophosphate 15.87438188 97.97690783 C00009 0 NBIIXXVUZAFLBC-UHFFFAOYSA-N HMDB02142 N-Methyl-2-pyrrolidinone 4.690666629 99.06840318 C11118 0 SECXISVLQFMRJM-UHFFFAOYSA-N 0 Betaine aldehyde 27.67108968 101.0840738 C00576 0 SXKNCCSPZDCRFD-UHFFFAOYSA-N HMDB01252 N,N-Dimethylglycine 13.24196543 103.0633378 C01026 0 FFDGPVCHZBVARC-UHFFFAOYSA-N HMDB00092 2-nitro-1-propanol 10.93086675 105.042386 0 0 PCNWBUOSTLGPMI-UHFFFAOYSA-N 0 L-Serine 15.73906258 105.04263 C00065 0 MTCFGRXMJLQNBG-REOHCLBHSA-N HMDB00187 Brunfelsamidine 15.39764882 109.0640304 C10133 0 XVEVWOAHSYZRQE-UHFFFAOYSA-N 0 (S)-1-Pyrroline-5-carboxylate 9.510069236 113.047818 C03912 0 DWAKNKKXGALPNW-BYPYZUCNSA-N HMDB01301 Creatinine 9.357738749 113.058921 C00791 0 DDRJAANPRJIHGJ-UHFFFAOYSA-N HMDB00562 L-Proline 12.36175373 115.0633124 C00148 0 ONIBWKKTOPOVIA-BYPYZUCNSA-N HMDB00162 Trimethylaminoacetone 27.90975639 115.0996967 0 0 LFWNPKYGVKNNAB-UHFFFAOYSA-N HMDB12296 Diacetylhydrazine 13.36529103 116.0585923 C16622 0 ZLHNYIHIHQEHJQ-UHFFFAOYSA-N 0 1,6-diaminohexane 14.24974475 116.1313869 0 0 NAQMVNRVTILPCV-UHFFFAOYSA-N 0 Guanidinoacetate 15.60590413 117.0538599 C00581 0 BPMFZUMJYQTVII-UHFFFAOYSA-N HMDB00128 Indole 9.78892356 117.0578087 C00463 0 SIKJAQJRHWYJAI-UHFFFAOYSA-N HMDB00738 L-Valine 12.10568464 117.0789483 C00183 0 KZSNJWFQEVHDMF-BYPYZUCNSA-N HMDB00883 Betaine 10.76800021 117.0789829 C00719 0 KWIUHFFTVRNATP-UHFFFAOYSA-N HMDB00043 (-)-erythro-(2R,3R)-dihydroxybutylamide 7.386587524 119.0582466 C11108 0 LTMJJNPVAMLQGV-UHFFFAOYSA-N 0 L-Threonine 14.37619112 119.0582486 C00188 0 AYFVYJQAPQTCCC-GBXIJSLDSA-N HMDB00167 3-nitro-2-butanol 9.521073986 119.0583157 0 0 OJVOGABFNZDOOZ-UHFFFAOYSA-N 0 DMSP-amine 12.39307332 119.0768012 0 0 XTPSFJKQTTVFCK-UHFFFAOYSA-O 0 Isonicotineamide 13.65637043 122.0479193 C02421 0 VFQXVTODMYMSMJ-UHFFFAOYSA-N 0 Picolinamide 7.264707712 122.0479668 C01950 0 IBBMAWULFFBRKK-UHFFFAOYSA-N 0 Nicotinate 7.722097504 123.0320494 C00253 0 PVNIIMVLHYAWGP-UHFFFAOYSA-N HMDB01488 Ethylphosphate 9.466720835 126.0082012 0 0 ZJXZSIYSNXKHEA-UHFFFAOYSA-L HMDB12228 Imidazole-4-acetate 11.6355834 126.0429042 C02835 0 PRJKNHOMHKJCEJ-UHFFFAOYSA-N HMDB02024 2,3,4,5-Tetrahydropyridine-2-carboxylate 12.71786538 127.0633731 C00450 0 CSDPVAKVEWETFG-YFKPBYRVSA-N HMDB12130 5,6-Dihydrothymine 14.29571549 128.0585282 C00906 0 NBAKTGXDIBVZOO-UHFFFAOYSA-N HMDB00079 N4-Acetylaminobutanal 7.365710214 129.0789951 C05936 0 DDSLGZOYEPKPSJ-UHFFFAOYSA-N HMDB04226 Casein K 12.16474304 130.074309 C01483 0 FJMAXCRRCJSCIE-UHFFFAOYSA-N 0 ε-aminocaproamide 7.280187167 130.1105609 0 0 0 0 L-Glutamate 5-semialdehyde 8.747969329 131.0582077 C01165 0 KABXUUFDPUOJMW-BYPYZUCNSA-N HMDB02104 5-Aminolevulinate 14.1195602 131.0583872 C00430 LMFA01100055 ZGXJTSGNIOSYLO-UHFFFAOYSA-N HMDB01149 L-Leucine 10.32218831 131.0946029 C00123 0 ROHFNLRQFUQHCH-YFKPBYRVSA-N HMDB00687 L-Isoleucine 10.82806303 131.0946089 C00407 LMFA01100047 AGPKZVBTJJNPAG-WHFBIAKZSA-N HMDB00172 L-Asparagine 15.23863956 132.05347 C00152 0 DCXYFEDJOCDNAF-REOHCLBHSA-N HMDB00168 3-Ureidopropionate 12.07510274 132.053496 C02642 0 JSJWCHRYRHKBBW-UHFFFAOYSA-N HMDB00026 Methylenediurea 11.38119366 132.0648276 C06381 0 KQVLODRFGIKJHZ-UHFFFAOYSA-N 0 L-Ornithine 21.95385899 132.0898948 C00077 0 AHLPHDHHMVZTML-BYPYZUCNSA-N HMDB00214 Adenine 9.10737915 135.0544332 C00147 0 GFFGJBXGBJISGV-UHFFFAOYSA-N HMDB00034 allopurinol 10.45702657 136.0384592 D00224 0 JFZSDNLQDTYVEE-UHFFFAOYSA-N 0 2-hydroxypurine 7.908754179 136.0384703 0 0 CRIZPXKICGBNKG-UHFFFAOYSA-N 0 D-Apiitol 10.01358482 136.0736009 C01569 0 SDXWEZQDLHNYFR-BYPYZUCNSA-N 0 4-Propylphenol 4.233936356 136.0888363 C14311 0 KLSLBUSXWBJMEC-UHFFFAOYSA-N 0 4-Nitroaniline 7.49612951 138.0429702 C02126 0 TYMLOMAKGOJONV-UHFFFAOYSA-N 0 Urocanate 10.83464488 138.0430171 C00785 0 LOIYMIARKYCTBW-OWOJBTEDSA-N HMDB00301 Methylimidazoleacetic acid 9.381462521 140.058602 C05828 0 ZHCKPJGJQOPTLB-UHFFFAOYSA-N HMDB02820 4,5,6,7-Tetrahydroisoxazolo(5,4-c)pyridin-3-ol 10.38076935 140.0587016 C13693 0 ZXRVKCBLGJOCEE-UHFFFAOYSA-N 0 4-Imidazolone-5-acetate 13.39184163 142.0378816 C05133 0 HSZJBFGOEAJYFT-UHFFFAOYSA-N 0 Vinylacetylglycine 9.276262958 143.0582738 0 0 MGICTTHNDAIMFI-UHFFFAOYSA-N HMDB00894 4-(Trimethylammonio)but-2-enoate 10.19236103 143.0947106 C04114 0 GUYHPGUANSLONG-SNAWJCMRSA-N 0 2,3-Dimethylmaleate 13.75852924 144.0422501 C00922 0 CGBYBGVMDAPUIH-ARJAWSKDSA-N 0 Methylitaconate 14.16527371 144.0422518 C02295 0 IZFHMLDRUVYBGK-UHFFFAOYSA-N 0 FA oxo(7:0) 4.079987462 144.078635 0 LMFA01060011 IDDYNNYMUPHFMO-UHFFFAOYSA-N 0 3,4-Dehydrothiomorpholine-3-carboxylate 7.502680545 145.01969 C04445 0 HRXJCQXGAHSUJC-UHFFFAOYSA-N 0 6-Amino-2-oxohexanoate 8.862105071 145.0739008 C03239 0 GWENQMVPLJAMAE-UHFFFAOYSA-N HMDB12151 [FA oxo,amino(6:0)] 3-oxo-5S-amino-hexanoic acid 12.80346539 145.0739391 C03656 LMFA01060173 FAASBXNEOGMQHS-BYPYZUCNSA-N HMDB12131 4-Guanidinobutanoate 14.67081033 145.0852141 C01035 0 TUHVEAJXIMEOSA-UHFFFAOYSA-N HMDB03464 4-Trimethylammoniobutanoate 12.69721672 145.1102554 C01181 0 JHPNVNIEXXLNTR-UHFFFAOYSA-O HMDB01161 ZAPA 13.68957358 146.0149706 C13695 0 QEYNZJBVNYDZKZ-UPHRSURJSA-N 0 L-Glutamine 14.86730386 146.069088 C00064 0 ZDXPYRJPNDTMRX-VKHMYHEASA-N HMDB00641 L-Lysine 22.57555135 146.1055434 C00047 0 KDXKERNSBIXSRK-YFKPBYRVSA-N HMDB00182 N-hydroxyisoleucine 11.77576529 147.08948 0 0 YEGAKLYOVHUQIJ-UHFFFAOYSA-M 0 Fagomine 13.21381797 147.0895025 C10144 0 YZNNBIPIQWYLDM-HSUXUTPPSA-N 0 L-Methionine 11.21584566 149.0510311 C00073 0 FFEARJCKVFRZRR-BYPYZUCNSA-N HMDB00696 N,N-dihydroxyvaline 9.693136258 149.0688045 0 0 VWRMUTKBDQWLAX-BYPYZUCNSA-M 0 1-Methylhypoxanthine 8.197736062 150.0541109 0 0 KIQMCGMHGVXDFW-UHFFFAOYSA-N HMDB13141 Guanine 9.09805751 151.0494173 C00242 0 UYTPUPDQBNUYGX-UHFFFAOYSA-N HMDB00132 (3S,5S)-carbapenam 9.047401474 155.0583012 0 0 RJPDELAUUYAFTQ-WHFBIAKZSA-M 0 D-Histidine 16.43792435 155.0695102 C06419 0 HNDVDQJCIGZPNO-RXMQYKEDSA-N 0 N3-hydroxyethylcytosine 18.01617948 155.069513 0 0 0 0 L-Histidine 19.73123044 155.0695136 C00135 0 HNDVDQJCIGZPNO-YFKPBYRVSA-N HMDB00177 3-(Pyrazol-1-yl)-L-alanine 15.50383708 155.0695222 C01162 0 PIGOPELHGLPKLL-YFKPBYRVSA-N 0 4-Imidazolone-5-propanoate 11.30186991 156.0534275 C03680 0 HEXMLHKQVUFYME-UHFFFAOYSA-N HMDB01014 Homostachydrine 9.468808844 157.1102721 C08283 0 XULZWQRXYTVUTE-ZETCQYMHSA-N 0 Dimethyl citraconate 4.094729516 158.0577751 C05126 0 WQEXBUQDXKPVHR-SNAWJCMRSA-N 0 Methacholine 12.66557083 159.1257854 C07471 0 NZWOPGCLSHLLPA-UHFFFAOYSA-N 0 Daminozide 7.386587524 160.0845731 C10996 0 NOQGZXFMHARMLW-UHFFFAOYSA-N 0 N6-Methyl-L-lysine 21.98497213 160.121131 C02728 0 PQNASZJZHFPQLE-LURJTMIESA-N HMDB02038 allylcysteine 7.359858322 161.0510155 C16759 0 ZFAHNWWNDFHPOH-YFKPBYRVSA-N 0 O-Acetyl-L-homoserine 10.65555897 161.0687437 C01077 0 FCXZBWSIAGGPCB-YFKPBYRVSA-N 0 L-Carnitine 12.69733339 161.1051691 C00487 0 PHIQHXFUZVPYII-UHFFFAOYSA-O HMDB00062 Methyl cinnamate 4.024156463 162.0679907 C06358 0 CCRCUPLGCSFEDV-BQYQJAHWSA-N 0 Nicotine 5.349255097 162.115678 C00745 0 SNICXCGAKADSCV-JTQLQIEISA-N HMDB01934 N,N-dihydroxyisoleucine 8.242711046 163.0844775 0 0 SCCQCCCXSLYFHJ-UHFFFAOYSA-M 0 3-Methylguanine 9.353727637 165.0650369 C02230 0 XHBSBNYEHDQRCP-UHFFFAOYSA-N HMDB01566 L-Phenylalanine 9.746461526 165.0789997 C00079 0 COLNVLDHVKWLRT-QMMMGPOBSA-N HMDB00159 Pyridine-2,3-dicarboxylate 15.54160304 167.0219225 C03722 0 GJAWHXHKYYXBSV-UHFFFAOYSA-N HMDB00232 Pyridoxal 7.856312835 167.0582099 C00250 0 RADKZDMFGJYCBB-UHFFFAOYSA-N HMDB01545 1,3,5-trimethoxybenzene 4.611269163 168.0786476 D01792 0 LKUDPHPHKOZXCD-UHFFFAOYSA-N 0 Iridodial 4.2021179 168.1149027 C06069 LMPR0102070011 HMCYXRFNNOPPPR-UHFFFAOYSA-N 0 Phosphodimethylethanolamine 13.6774999 169.050381 C13482 0 BLHVJAAEHMLMOI-UHFFFAOYSA-N 0 Pyridoxine 7.718705495 169.0738449 C00314 0 LXNHXLLTXMVWPM-UHFFFAOYSA-N HMDB00239 Nalpha-Methylhistidine 7.39809583 169.0850232 C03298 0 CYZKJBZEIFWZSR-LURJTMIESA-N 0 N(pi)-Methyl-L-histidine 12.7050404 169.0851417 C01152 0 JDHILDINMRGULE-LURJTMIESA-N HMDB00001 histidine methyl ester 9.488466616 169.0852119 0 0 BXRMEWOQUXOLDH-LURJTMIESA-N 0 Glycylproline 12.86965304 172.0846247 0 0 KZNQNBZMBZJQJO-UHFFFAOYSA-N HMDB00721 3-Aminobenzenesulfonate 7.367491659 173.0146745 C06334 0 ZAJAQTYSTDTMCU-UHFFFAOYSA-N 0 N-Acetyl-L-glutamate 5-semialdehyde 9.04650205 173.0688951 C01250 0 BCPSFKBPHHBDAI-LURJTMIESA-N HMDB06488 5-Guanidino-2-oxopentanoate 14.08184857 173.0800256 C03771 0 ARBHXJXXVVHMET-UHFFFAOYSA-N HMDB04225 butyrylcholine 7.373903684 173.1415891 0 0 YRIBGSCJIMXMPJ-UHFFFAOYSA-N HMDB13223 3-oxopimelic acid 4.187354151 174.0528156 0 LMFA01170069 IYNRULSFFKEOLT-UHFFFAOYSA-N 0 N-Formimino-L-glutamate 11.45212425 174.0639269 C00439 0 NRXIKWMTVXPVEF-BYPYZUCNSA-N HMDB00854 N-Acetylornithine 12.9972318 174.1004253 C00437 0 JRLGPAXAGHMNOL-LURJTMIESA-N HMDB03357 L-Arginine 23.99679472 174.1116217 C00062 0 ODKSFYDXXFIFQN-BYPYZUCNSA-N HMDB00517 Ne,Ne dimethyllysine 21.06270837 174.1368382 C05545 0 0 HMDB13287 N-Carboxyethyl-g-aminobutyricacid 13.1817265 175.0845403 0 0 SRGQUICKDUQCKO-UHFFFAOYSA-N HMDB02201 L-Citrulline 15.66611023 175.095694 C00327 0 RHGKLRLOHDJJDR-BYPYZUCNSA-N HMDB00904 Herniarin 3.876241048 176.0473444 C09268 0 LIIALPBMIOVAHH-UHFFFAOYSA-N 0 Alliin 8.188908386 177.0459107 C08265 0 XUHLIQGRKRUKPH-ITZCMCNPSA-N 0 5-Hydroxytryptophol 11.04535395 177.0790982 0 0 KQROHCSYOGBQGJ-UHFFFAOYSA-N HMDB01855 beta-D-Digitalopyranose 7.347933324 178.0841329 C08235 0 OEKPKBBXXDGXNB-IBISWUOJSA-N 0 DL-Methionine sulfone 11.87250553 181.0409292 0 0 UCUNFLYVYCGDHP-UHFFFAOYSA-N 0 L-Tyrosine 12.82580838 181.0739141 C00082 0 OUYCCCASQSFEME-QMMMGPOBSA-N HMDB00158 Choline phosphate 14.47218205 183.0660642 C00588 0 YHHSONZFOIEMCP-UHFFFAOYSA-O HMDB01565 7,8-diketopelargonate 4.145751537 186.0891665 0 0 LUCODFUPVSYZRC-UHFFFAOYSA-N 0 Ala-Pro 11.5731998 186.1006089 0 0 WPWUFUBLGADILS-WDSKDSINSA-N 0 5-guanidino-3-methyl-2-oxo-pentanoate 13.33282793 187.0957558 0 0 0 0 N-Heptanoylglycine 4.635452544 187.1210049 0 0 0 HMDB13010 N-Acetylglutamine 10.45666512 188.0797697 0 0 KSMRODHGGIIXDV-UHFFFAOYSA-N HMDB06029 N6-Acetyl-L-lysine 12.24734638 188.1159435 C02727 0 DTERQYGMUDWYAZ-ZETCQYMHSA-N HMDB00206 Glycyl-leucine 8.292095148 188.1159977 C02155 0 DKEXFJVMVGETOO-LURJTMIESA-N HMDB00759 N6,N6,N6-Trimethyl-L-lysine 21.23961114 188.1525816 C03793 0 MXNRLFUSFKVQSK-QMMMGPOBSA-N HMDB01325 2 -(Butylamido)-4-hydroxybutanoic acid 7.906675642 189.1001652 C11843 0 FWULQXYJOANGSS-UHFFFAOYSA-N 0 Aldicarb 9.616808192 190.07764 C11015 0 QGLZXHRNAYXIBU-WEVVVXLNSA-N 0 a Cysteine adduct 15.48257585 191.0252327 0 0 0 0 2-amino-3,7-dideoxy-D-threo-hept-6-ulosonate 13.0167249 191.0794116 0 0 0 0 6-(Allylthio)purine 8.341204198 192.0472886 C15348 0 GXEFKTJFALYILZ-UHFFFAOYSA-N 0 5-Hydroxyconiferaldehyde 4.562858934 194.0580316 C12204 0 IEHPLRVWOHZKCS-NSCUHMNNSA-N 0 D,L-α-methylphosphinothricin 12.92357915 195.0659289 0 0 0 0 3,5-dihydro-5-methylidene-4H-imidazol-4-one 13.06633135 196.0960406 0 0 BZERNUNGDGOGBZ-UHFFFAOYSA-O 0 CysteineMercaptoethanol disulfide 11.46667099 197.0181787 0 0 0 0 N-Acetyl-L-histidine 8.600999959 197.0801007 C02997 0 KBOJOGQFRVVWBH-ZETCQYMHSA-N 0 Methyl5-(but-3-en-1-yl)amino-1,3,4-oxadiazole-2-carboxylate 10.06741672 197.0802367 C12245 0 RYZCYLNZNIEFLI-UHFFFAOYSA-N 0 1-(3,4-dimethoxylphenyl)ethane-1,2-diol 4.146772194 198.0892568 C16644 0 KFMXFWBXSCYUCM-UHFFFAOYSA-N 0 gamma-Glutamyl-beta-aminopropiononitrile 8.837547133 199.0957149 C06114 0 VQPVVWAFTIFKDD-LURJTMIESA-N 0 FA (12:1) Decenedioic acid 4.482512782 200.1048101 0 LMFA01170032 XUNMWLWTZWWEIE-FNORWQNLSA-N HMDB00603 Capryloylglycine 4.62729577 201.1364806 0 0 SAVLIIGUQOSOEP-UHFFFAOYSA-N HMDB00832 Caproylcholine 7.919585012 201.1730437 0 0 0 HMDB13224 Diethyl 2-methyl-3-oxosuccinate 4.459416707 202.0840971 C04067 0 OQOCQBJWOCRPQY-UHFFFAOYSA-N 0 Ile-Ala 7.37511673 202.1317494 0 0 0 0 Leu-Ala 11.84416529 202.1317989 0 0 HSQGMTRYSIHDAC-UHFFFAOYSA-N 0 NG,NG-Dimethyl-L-arginine 21.15387522 202.143055 C03626 0 YDGMGEXADBMOMJ-LURJTMIESA-N HMDB01539 N2-Acetyl-L-aminoadipate 11.41335983 203.0795473 C12986 0 FTTGAAZKBNZDCZ-LURJTMIESA-N 0 2-acetamidoglucal 15.3240908 203.079674 0 0 LKFJQOCOGNNTCY-UHFFFAOYSA-N 0 O-Acetylcarnitine 10.34282091 203.1157502 C02571 0 RDHQFKQIGNGIED-MRVPVSSYSA-O HMDB00201 L-Tryptophan 11.34292094 204.08992 C00078 0 QIVBCDIJIAJPQS-VIFPVBQESA-N HMDB00929 Indolelactate 7.958904097 205.0739909 C02043 0 XGILAAMKEQUXLS-UHFFFAOYSA-N HMDB00671 Phenylethylmalonamide 8.558091672 206.1056323 C07499 0 JFZHPFOXAAIUMB-UHFFFAOYSA-N 0 S-(2-Hydroxyethyl)-N-acetyl-L-cysteine 7.768799973 207.05654 C14876 0 NAYOYSKSFGMFOB-LURJTMIESA-N 0 N-Acetyl-L-phenylalanine 4.627286106 207.0893111 C03519 0 CBQJSKKFNMDLON-JTQLQIEISA-N HMDB00512 L-Kynurenine 10.4450403 208.0847843 C00328 0 YGPSJZOEDVAXAB-QMMMGPOBSA-N HMDB00684 Benzyl (2R,3S)-2-methyl-3-hydroxybutanoate 3.899611113 208.1098883 C04561 0 VDARBCCMTDKLBW-ZJUUUORDSA-N 0 MOPS 7.441543274 209.0722104 0 0 DVLFYONBTKHTER-UHFFFAOYSA-N 0 Phosphocreatine 15.04143753 211.0358286 C02305 0 DRBBFCLWYRJSJZ-UHFFFAOYSA-N HMDB01511 Elaeokanine C 7.135169038 211.1570546 C10592 0 JWTAWEGUCCQPAM-USWWRNFRSA-N 0 acidomycin 4.373725065 217.077229 0 0 CSOJYIADHHNGRM-UHFFFAOYSA-M 0 N-Acetyl-L-citrulline 12.61193195 217.1061549 C15532 0 WMQMIOYQXNRROC-LURJTMIESA-N HMDB00856 gamma-L-Glutamyl-D-alanine 14.18928472 218.0901613 C03738 0 WQXXXVRAFAKQJM-UHNVWZDZSA-N HMDB06248 alpha-Sinensal 3.731548627 218.1674883 C09729 0 PFSTYGCNVAVZBK-JQGMZEBDSA-N 0 Pantothenate 8.457491684 219.1106491 C00864 0 GHOKWGTUZJEAQD-ZETCQYMHSA-N HMDB00210 AMCC 9.710520935 220.0517686 C11490 0 MXRPNYMMDLFYDL-YFKPBYRVSA-N 0 Precocene 2 3.797232095 220.1098206 C09018 0 PTIDGSWTMLSGAH-UHFFFAOYSA-N 0 N-Acetyl-D-glucosamine 11.38618636 221.0899274 C00140 0 OVRNDRQMDRJTHS-RTRLPJTCSA-N HMDB00215 CAPS 8.735776852 221.1084654 0 0 PJWWRFATQTVXHA-UHFFFAOYSA-N 0 D,L-5-fluorotryptophan 8.885301378 222.080409 0 0 INPQIVHQSQUEAJ-UHFFFAOYSA-N 0 4-fluorotryptophan 10.43960312 222.0807967 0 0 DEBQMEYEKKWIKC-UHFFFAOYSA-N 0 Phe-Gly 10.94054578 222.1002867 0 0 GLUBLISJVJFHQS-UHFFFAOYSA-N 0 2-amino-6-hydroxymethyl-7,7-dimethyl-7,8-dihydropteridin-4-one 10.05793737 223.1071894 0 0 0 0 [FA] Methyl jasmonate 4.008092362 224.1411969 C11512 LMFA02020010 GEWDNTWNSAZUDX-WQMVXFAESA-N 0 Carnosine 15.33256243 226.1067642 C00386 0 CQOVPNPJLQNMDC-ZETCQYMHSA-N HMDB00033 Deoxycytidine 9.852950033 227.0906951 C00881 0 CKTSBUTUHBMZGZ-SHYZEUOFSA-N HMDB00014 (S)-ATPA 14.18204592 228.1108401 C13733 0 PIXJURSCCVBKRF-LURJTMIESA-N 0 L-isoleucyl-L-proline 9.353648546 228.1474187 0 0 BBIXOODYWPFNDT-UHFFFAOYSA-N HMDB11174 Leu-Pro 12.39165005 228.147501 0 0 VTJUNIYRYIAIHF-UHFFFAOYSA-N HMDB11175 [SP (14:0)] 1-deoxy-tetradecasphinganine 4.346155118 229.2403294 0 LMSP01080033 WMUMHAZHWIUBPN-UONOGXRCSA-N 0 Aspartyl-L-proline 15.45959574 230.0903207 0 0 UKGGPJNBONZZCM-WDSKDSINSA-N HMDB02335 Ala-Ala-Ala 11.17571513 231.1215603 0 0 0 0 O-Butanoylcarnitine 8.150398685 231.14703 C02862 LMFA07070003 QWYFHHGCZUCMBN-UHFFFAOYSA-N HMDB02013 L-Formylkynurenine 9.593412087 236.0798102 C02700 0 BYHJHXPTQMMKCA-QMMMGPOBSA-N HMDB01200 N-Acetyl-D-glucosaminate 15.95859604 237.084698 C01133 0 LZKNVSNNPRQZJB-UHFFFAOYSA-N 0 HEPES 10.45757689 238.0985939 0 0 JKMHFZQWWAIEOD-UHFFFAOYSA-N 0 L-Cystine 16.21078466 240.0238733 C00491 0 LEVWYRKDKASIDU-UHFFFAOYSA-N HMDB00192 Slaframine 9.260574419 240.1472883 C06185 0 UQNSGOYQGBXKSN-MCIGGMRASA-N 0 Ala-Gly-Pro 10.12595011 243.1218371 0 0 0 0 N-Undecanoylglycine 4.092616683 243.1834946 0 0 0 HMDB13286 Biotin 8.551991611 244.0878042 C00120 0 YBJHBAHKTGYVGT-ZKWXMUAHSA-N HMDB00030 Ile-Asn 9.613069661 245.1375932 0 0 HZYHBDVRCBDJJV-UHFFFAOYSA-N 0 2-Methylbutyroylcarnitine 7.423506885 245.1625207 0 0 IHCPDBBYTYJYIL-UHFFFAOYSA-N HMDB00378 Lys-Val 21.47056936 245.1737728 0 0 YQAIUOWPSUOINN-UHFFFAOYSA-N 0 N2-(D-1-Carboxyethyl)-L-arginine 13.54087561 246.1327904 C04137 0 IMXSCCDUAFEIOE-GDVGLLTNSA-N 0 gamma-L-Glutamyl-L-cysteine 14.16703339 250.0622688 C00669 0 RITKHVBHSGLULN-WHFBIAKZSA-N HMDB01049 Cycasin 11.43573793 252.0956872 C01418 0 YHLRMABUJXBLCK-LBCXAKKBSA-N 0 L-Djenkolic acid 16.0091621 254.0393487 C08275 0 JMQMNWIBUCGUDO-WHFBIAKZSA-N 0 [FA methyl,hydroxy,oxo(5:2/4:0)] methyl 4-[2-(2-formyl-vinyl)-3-hydroxy-5-oxo-cyclopentyl]-butanoate 3.799345843 254.1152741 0 LMFA01050152 GMLSPPGVFGIUKF-HWKANZROSA-N 0 Palmiticamide 3.878788483 255.2561942 0 LMFA08010009 HSEMFIZWXHQJAE-UHFFFAOYSA-N HMDB12273 1-(beta-D-Ribofuranosyl)-1,4-dihydronicotinamide 8.637779151 256.1059576 C15497 0 MAKBMGXNXXXBFE-TURQNECASA-N HMDB11648 5-Methylcytidine 8.768968062 257.1011047 0 0 ZAYHVCMSTBRABG-JXOAFFINSA-N HMDB00982 sn-glycero-3-Phosphocholine 13.86063858 257.1027029 C00670 0 SUHOQUVVVLNYQR-MRVPVSSYSA-O HMDB00086 2-Hexenoylcarnitine 4.080999959 257.1625512 0 0 0 HMDB13161 N-(3-oxooctanoyl)-L-homoserine 4.129224947 259.1419919 0 0 0 0 Hexanoylcarnitine 4.222304217 259.1782185 0 0 VVPRQWTYSNDTEA-UHFFFAOYSA-N HMDB00705 Ile-Lys 20.07766673 259.1897087 0 0 0 0 L-gamma-glutamyl-L-isoleucine 10.28539253 260.137055 0 0 SNCKGJWJABDZHI-UHFFFAOYSA-N HMDB11170 Ala-Asp-Gly 15.73385158 261.0964223 0 0 0 0 Heterodendrin 4.611329956 261.121422 C08332 0 CQWWASNOGSDPRL-MPVQUNCYSA-N 0 Gammaglutamylornithine 17.71100006 261.1324968 0 0 FCQBDQYWNGUTPD-BQBZGAKWSA-N HMDB02248 indigo 5.10658332 262.0743886 0 0 COHYTHOBJLSHDF-BUHFOSPRSA-N 0 Thiamin 20.58524984 264.1044395 C00378 0 JZRWCGZRTZMZEH-UHFFFAOYSA-N HMDB00235 Dehydrojuvabione 3.947023089 264.1722944 C09657 0 DEMNMQDWPCIOLA-OLZOCXBDSA-N 0 Mukaadial 3.918493716 266.15167 C09702 0 AMHCJQBKGMEAAJ-NZBPQXDJSA-N 0 Tributyl phosphate 3.754443594 266.1646088 C14439 0 STCOOQWBFONSKY-UHFFFAOYSA-N 0 Neuraminic acid 16.62397919 267.0954074 C06469 0 CERZMXAJYMMUDR-QBTAGHCHSA-N HMDB00830 Adenosine 8.562933396 267.0970321 C00212 0 OIRDTQYFTABQOQ-KQYNXXCUSA-N HMDB00050 Inosine 10.52782923 268.0806834 C00294 0 UGQMRVRMYYASKQ-KQYNXXCUSA-N HMDB00195 [FA oxo(16:2)] cyclopentanehexanoic acid 3.758848317 268.20382 0 LMFA02010014 MTWJEFNRVOYKJI-ZIAGYGMSSA-N 0 Undecanoylcholine 4.3174102 271.251161 0 0 0 HMDB13322 α-(2,6-anhydro-3-deoxy-D-arabino-heptulopyranosid)onate 7-phosphate 16.22612076 272.0300114 0 0 0 0 3-Oxo-delta4-steroid 3.92982666 272.213846 C00619 0 MSEZLHAVPJYYIQ-UHFFFAOYSA-N 0 3-Oxosteroid 3.989212545 274.229887 C01876 0 VMNRNUNYBVFVQI-UHFFFAOYSA-N 0 Gamma-Glutamylglutamine 14.98687282 275.1119403 C05283 0 JBFYFLXEJFQWMU-WDSKDSINSA-N HMDB11738 Glutarylcarnitine 9.672399902 275.1372635 0 0 0 HMDB13130 Glu-Glu 16.76253337 276.0959988 C01425 0 KOSRFJWDECSPRO-WDSKDSINSA-N 0 2-chlorohexadecanol 7.209076984 276.2222316 0 LMFA05000460 BIKPLELGZLSTBN-UHFFFAOYSA-N 0 SP (4:0) 3.900147443 277.2405286 0 LMSP01080035 YNNQTVPKSXTDCK-SABUVIKOSA-N 0 Glu-Met 11.97249674 278.0940382 0 0 SXGAGTVDWKQYCX-BQBZGAKWSA-N 0 Linoleamide 3.857314124 279.2562339 0 LMFA08010008 SFIHQZFZMWZOJV-HZJYTTRNSA-N 0 Cys-Cys-Gly 15.40115696 281.0502773 0 0 0 0 [FA (18:1)] 9Z-octadecenamide 3.846547464 281.2720186 0 LMFA08010004 FATBGEAMYMYZAF-KTKRTIGZSA-N HMDB02117 8-Oxocoformycin 8.185875066 282.0961476 C02243 0 PICFAMQFTUCMDC-PNHWDRBUSA-N 0 Octadecanamide 3.819397442 283.2877089 C13846 LMFA08010003 LYRFLYHAGKPMFH-UHFFFAOYSA-N 0 Ile-Arg 11.99866664 287.195979 0 0 0 0 [SP hydroxy,hydroxy,methyl(10:2/2:0)] 6R-(8-hydroxydecyl)-2R-(hydroxymethyl)-piperidin-3R-ol 3.856052594 287.2459747 0 LMSP01080049 SEUBYHFHBZVRCC-QGAIPKOMSA-N 0 Ophthalmicacid 13.27293345 289.1275468 0 0 JCMUOFQHZLPHQP-BQBZGAKWSA-N HMDB05765 Asp-Arg 17.81383311 289.1385366 0 0 0 0 γ-glutamyl-S-t-propenylcysteine 11.32285817 290.0938909 0 0 0 0 Ala-Asn-Ser 16.55043355 290.122877 0 0 0 0 [ST hydrox] 3alpha-hydroxy-5alpha-androstan-17-one 3.806874975 290.2246468 C00523 LMST02020001 QGXBDMJGAMFCBF-HLUDHZFRSA-N HMDB00031 N-Acetylmuramate 13.33049028 293.1113106 C02713 0 MNLRQHMNZILYPY-MKFCKLDKSA-N 0 (+/-)-5-[(tert-Butylamino)-2'-hydroxypropoxy]-1,2,3,4-tetrahydro-1- naphthol 3.792293607 293.199154 C04875 0 LGXDICLRWHYEIS-UHFFFAOYSA-N 0 [FA hydroxy(18:2)] 13S-hydroxy-9Z,11E-octadecadienoic acid 3.666581938 296.2348733 C14762 LMFA01050349 HNICUWMFWZBIFP-IRQZEAMPSA-N HMDB06939 5'-methylthioformycin 7.259525831 297.0894267 0 0 MKHSXTZLSSHHQZ-KYWMRQPGSA-N 0 Psicofuranin 9.376211918 297.1074221 C05342 0 BNZYRKVSCLSXSJ-IOSLPCCCSA-N 0 3-Ketosphingosine 3.809919085 297.2665645 C06121 LMSP01010002 VWTPJNGTEYZXFV-ZWKQNVPVSA-N 0 Tetranor-PGE1 3.765120888 298.1778916 0 LMFA03010211 FPTFFTMXBKQFKC-JZKKULJYSA-N 0 [PC acety] 1-acetyl-sn-glycero-3-phosphocholine 10.24640808 299.1133912 0 LMGP01050044 RYCNUMLMNKHWPZ-UHFFFAOYSA-N 0 [SP] Sphing-4-enine 4.11018845 299.2822578 C00319 LMSP01010001 WWUZIQQURGPMPG-KRWOKUGFSA-N HMDB00252 Glu-Arg 17.84445449 303.1544401 0 0 0 0 Convicine 18.73279165 305.0861169 C08430 0 JJWYIMQKLTVAGZ-SYCVNHKBSA-N 0 Glutathione 14.23966675 307.0837743 C00051 0 RWSXRVCMGQZWBV-WDSKDSINSA-N HMDB00125 Ala-Asp-Cys 16.42606008 307.0839671 0 0 0 0 14-Dihydroxycornestin 3.76523749 308.1261111 C08483 0 ILMHTGUGRLGMCR-LRIVTRFWSA-N 0 psicoselysine 16.1827165 308.1583893 0 0 BFSYFTQDGRDJNV-ONJAQYSBSA-O 0 5-O-Methylembelin 3.735691728 308.1984897 C10373 0 KHBJLRRAMCJZLZ-UHFFFAOYSA-N 0 Botrydial 3.765030009 310.1782126 C09622 LMPR0103640001 SJFIYVCSGNWVPJ-GKKOWQTJSA-N 0 N2-N2-Dimethylguanosine 8.147306084 311.1227797 0 0 RSPURTUNRHNVGF-IOSLPCCCSA-N HMDB04824 2-trans,4-cis-Decadienoylcarnitine 3.630006714 311.2097515 0 0 0 HMDB13325 Ala-Ala-Ala-Ser 17.46349996 318.1536295 0 0 0 0 homodihydrocapsaicin 3.848454158 321.2305993 0 0 AKDLSISGGARWFP-UHFFFAOYSA-N 0 CMP 16.04520009 323.0520789 C00055 0 IERHLVCPSMICTF-XVFCMESISA-N HMDB00095 Dinor-PGE2 3.822004191 324.193882 0 LMFA03010210 KEULKCWSUHLQGJ-ZRXREZFBSA-N 0 [FA methoxy,hydroxy(18:2)] octadecadienoic acid 3.753933398 326.2456207 0 LMFA01080002 FPDXRJMUHIDIMS-FVIOEUFFSA-N 0 3',5'-Cyclic AMP 9.352045695 329.0530644 C00575 0 IVOMOUWHDPKRLL-KQYNXXCUSA-N HMDB00058 6-Keto-decanoylcarnitine 4.537558238 329.2203471 0 0 0 HMDB13202 MG(0:0/16:0/0:0) 3.786137195 330.2770671 0 LMGL01010025 BBNYCLAREVXOSG-UHFFFAOYSA-N HMDB11533 Melochinone 4.580291621 331.1571476 C10727 0 DNBWHNVLJOVDJI-UHFFFAOYSA-N 0 Ala-Thr-Ala-Ala 12.4589013 332.169871 0 0 0 0 N4-(Acetyl-beta-D-glucosaminyl)asparagine 15.61028341 335.1328194 C04540 0 YTTRPBWEMMPYSW-HRRFRDKFSA-N HMDB00489 Asn-Cys-Cys 11.08076655 338.0712276 0 0 0 0 1-Caffeoyl-4-deoxyquinic acid 14.53000412 338.1005839 C10432 0 IQRPXVABWMLCMZ-LOMYTOQZSA-N 0 FA oxo(21:0) 3.699466649 340.2976839 0 LMFA01060135 RNIWLIHFOSDVEB-UHFFFAOYSA-N 0 Ile-Ile-Pro 12.35777783 341.2319595 0 0 0 0 Ala-Ala-Ala-Asp 14.10759999 346.1486691 0 0 0 0 Asp-Gly-Arg 17.41145833 346.1599111 0 0 0 0 Ile-Lys-Ser 17.15583344 346.2214252 0 0 0 0 AMP 13.4946874 347.0631061 C00020 0 UDMBCSSLTHHNCD-KQYNXXCUSA-N HMDB00045 Glu-Thr-Thr 17.00620855 349.1483121 0 0 0 0 15-Keto-prostaglandinE2 3.899160055 350.2092689 C04707 LMFA03010030 YRTJDWROBKPZNV-KMXMBPPJSA-N HMDB03175 4-Methylumbelliferone glucuronide 13.48291245 352.0799392 C11584 0 ARQXEQLMMNGFDU-JHZZJYKESA-N 0 Methyl acetyl ricinoleate 3.658644485 354.2768065 C12280 0 CMOYPQWMTBSLJK-KAMYIIQDSA-N 0 Ile-Lys-Pro 20.51987508 356.2422183 0 0 0 0 [FA hydroxy(22:4/2:0)] eicosatetraenedioic acid 3.929463348 366.20415 C05950 LMFA03020016 SXWGPVJGNOLNHT-VFLUTPEKSA-N HMDB06059 [SP] Pramanicin 3.806883367 369.215117 0 LMSP01080048 BOWRHOKHYKPEAR-YRMVZDNFSA-N 0 Riboflavin 8.033793004 376.1380777 C00255 0 AUNGANRZJHBGPY-SCRDCRAPSA-N HMDB00244 Millettone 4.506174978 378.1097283 C10506 LMPK12060020 TXNSUHKZCOMFPN-MOPGFXCFSA-N 0 MG(0:0/20:2(11Z,14Z)/0:0) 3.683956655 382.3077391 0 0 PMJSUEZTCFTBMD-HZJYTTRNSA-N HMDB11544 N-Acetyllactosamine 13.1858874 383.1423587 C00611 0 KFEUJDWYNGMDBV-LODBTCKLSA-N HMDB01542 S-Adenosyl-L-homocysteine 13.12179993 384.1218356 C00021 0 ZJUKTBDSGOFHSH-WFMPWKQPSA-N HMDB00939 Bis(2-ethylhexyl)phthalate 3.600937203 390.2770118 C03690 0 BJQHLKABXJIVAM-UHFFFAOYSA-N 0 Glu-Arg-Pro 13.34000422 400.2074385 0 0 0 0 Diisononyl phthalate 3.628003869 418.3082204 C15221 0 HBGGXOJOCNVPFY-UHFFFAOYSA-N 0 Thiamin diphosphate 14.02086283 424.0366335 C00068 0 AYEKOFBPNLCAJY-UHFFFAOYSA-O HMDB01372 Asp-Cys-Cys-Ser 16.86840007 426.0877307 0 0 0 0 Ala-Lys-Asp-Pro 13.59222921 429.2223964 0 0 0 0 Asn-Val-Asn-Ser 8.728186849 432.1960767 0 0 0 0 Asp-Met-Asp-Gly 15.76172943 436.1264398 0 0 0 0 Asp-Thr-Cys-Cys 16.45824153 440.1036308 0 0 0 0 Folate 16.69569304 441.1397204 C00504 0 OVBPIULPVIDEAO-LBPRGKRZSA-N HMDB00121 GDP 17.88020833 443.024309 C00035 0 QGWNDRXFNXRZMB-UUOKFMHZSA-N HMDB01201 Ala-Gly-Tyr-His 23.98451385 446.1920721 0 0 0 0 Asp-Pro-Ser-His 28.40234714 454.1810616 0 0 0 0 Militarinone A 3.813540734 459.2620785 C12333 0 TURMFSNDIZERMD-FOBKFMRFSA-N 0 [LysoPC(14:0)] 1-tetradecanoyl-sn-glycero-3-phosphocholine 4.410266724 467.3011932 C04230 LMGP01050012 VXUOFDJKYGDUJI-OAQYLSRUSA-N HMDB10379 CMP-N-trimethyl-2-aminoethylphosphonate 13.94011688 472.1128428 C05674 0 RNUGPSIGKYHQNQ-OJAKKHQRSA-O 0 [PC(16:1)] 1-(1Z-hexadecenyl)-sn-glycero-3-phosphocholine 4.204316661 479.3374093 C04230 LMGP01070006 HTZINLFNXLXRBC-CQLBIITFSA-N HMDB10407 [LysoPC(16:2)] 1-hexadecyl-sn-glycero-3-phosphocholine 4.303550084 481.3525991 C13903 LMGP01060012 VLBPIWYTPAXCFJ-UHFFFAOYSA-N 0 CTP 18.70854187 482.9841806 C00063 0 PCDQPRRSZKQHHS-XVFCMESISA-N HMDB00082 Glu-Lys-Asp-Pro 13.18549169 487.2285732 0 0 0 0 5-Methyltetrahydropteroylpentaglutamate 20.08170878 487.6782857 0 0 WNRFVFOPCUPRFK-JPUKBXPDSA-N HMDB02148 CDP-choline 14.95736262 488.1074349 C00307 0 RZZPDXZPRHQOCG-OJAKKHQRSA-N HMDB01413 Cys-Lys-Cys-His 20.1106252 489.1828182 0 0 0 0 LysoPC(16:1(9Z)) 4.2763001 493.3170434 C04230 LMGP01050022 LFUDDCMNKWEORN-ZXEGGCGDSA-N HMDB10383 LysoPC(16:0) 4.246083359 495.332193 C04230 LMGP01050018 ASWBNKHCZGQVJV-HSZRJFAPSA-N HMDB10382 LysoPC(18:1) 4.154880015 521.3483117 0 LMGP01050106 HEEMBWYZIJABCR-ZXAYODBVSA-N 0 Asn-Leu-Asn-Tyr 15.84652433 522.2431726 0 0 0 0 DG(P-32:1) 3.484587479 550.4968283 C13864 LMGL02040001 JIVLVDABBQIAOL-RDUBIJJSSA-N 0 Cys-Lys-Phe-Trp 23.99820828 582.2621184 0 0 0 0 Glutathione disulfide 17.20304159 612.1517061 C00127 0 YPZRWBKMTBYPTK-BJDJZHNGSA-N HMDB03337 N-(2-hydroxynonadecanoyl)-phytosphingosine 3.536716679 613.5638515 0 0 BMTREWGCAFXASG-UHFFFAOYSA-N 0 CHAPS 8.090880761 614.3961266 C11321 0 UMCMPZBLKLEWAF-BCTGSCMUSA-N 0 NAD+ 13.6620875 663.1095423 C00003 0 BAWFJGJZGIEFAR-NNYOXOHSSA-O HMDB00902 SM(d32:1) 3.882088894 674.5370351 0 LMSP03010035 RPTUKVYGSPDHGQ-PSALXKTOSA-N 0 Anthenoside A 3.469500026 679.4647166 0 LMST05050021 RNKLRQYEPYNQHD-NSMQWETHSA-N 0 SM(d34:1) 3.86190834 702.5678236 0 LMSP03010042 OQCPQFVKIYWGRP-GWQJGLRPSA-N 0 PC(P-34:0) 3.727283325 745.5986638 0 LMGP01030030 ZGOGLUJRGBOVEK-IIKIFWEUSA-N HMDB11208 PC(34:2) 3.64348473 757.5614232 0 LMGP01020033 PXPSGTINXJQLBR-VQJSHJPSSA-N 0 PC(34:1) 3.658890279 759.5770025 0 0 0 0 CoA 13.33999557 767.1154391 C00010 0 RGJOEKWQDUBAIZ-DRCCLKDXSA-N HMDB01423 FAD 11.19581248 785.157487 C00016 0 VWWQXMAJTJZDQX-UYBVJOGSSA-N HMDB01248 PC(36:2) 3.634604179 785.5925424 0 LMGP01040060 RXVOSONMLRHQRN-UNGCUCNDSA-N 0 SM(d40:1) 3.789761119 786.66139 C00550 LMSP03010006 FJJANLYCZUNFSE-TWKUQIQBSA-O HMDB12103 Acetyl-CoA 11.95852941 809.1259932 C00024 LMFA07050029 ZSLZBFCDCINBPY-KMYLAXNMSA-N HMDB01206 SM(d18:1/24:1(15Z)) 3.711119461 812.6769397 C00550 LMSP03010007 WKZHECFHXLTOLJ-QYKFWSDSSA-O HMDB12107 Luteolin 7-O-[beta-D-glucuronosyl-(1->2)-beta-D-glucuronide]-4'-O-beta-D- glucuronide 11.97449163 814.1427165 C04900 0 AEYXZGCDWDUIKX-OFFAAIFBSA-N 0 LacCer(d18:0/14:0) 3.625477791 835.6035784 0 LMSP0501AB13 GZAFGNYWSXADAF-RQKHNWCTSA-N 0 METABOLITES_END #END