#METABOLOMICS WORKBENCH Qiuhua_20231221_040059 DATATRACK_ID:4546 STUDY_ID:ST003028 ANALYSIS_ID:AN004964 PROJECT_ID:PR001881 VERSION 1 CREATED_ON January 2, 2024, 11:58 am #PROJECT PR:PROJECT_TITLE Chronic stress dampens Lactobacillus johnsonii-mediated tumor suppression to PR:PROJECT_TITLE enhance colorectal cancer progression PR:PROJECT_SUMMARY Colorectal cancer (CRC) development and outcome are impacted by modifiable risk PR:PROJECT_SUMMARY factors, including psychological stress. The gut microbiota has also been shown PR:PROJECT_SUMMARY to be linked to psychological factors. Here, we found a marked deteriorative PR:PROJECT_SUMMARY effect of chronic stress in multiple CRC models, including chemically-induced PR:PROJECT_SUMMARY (AOM/DSS), genetically engineered (APCmin/+), and xenograft tumor mouse models. PR:PROJECT_SUMMARY RNA-seq data from colon tissues revealed that expression of stemness-related PR:PROJECT_SUMMARY genes was upregulated in the stressed CRC group by activated β-catenin PR:PROJECT_SUMMARY signaling, which was further confirmed by results from ex vivo organoid analyses PR:PROJECT_SUMMARY as well as in vitro and in vivo cell tumorigenicity assays. 16S rRNA sequencing PR:PROJECT_SUMMARY of the gut microbiota showed that chronic stress disrupted gut microbes, and PR:PROJECT_SUMMARY antibiotic treatment and fecal microbiota transplantation abolished the PR:PROJECT_SUMMARY stimulatory effects of chronic stress on CRC progression. Stressed CRC mice PR:PROJECT_SUMMARY displayed a significant decrease in Lactobacillus johnsonii (L. johnsonii) PR:PROJECT_SUMMARY abundance, which was inversely correlated with tumor load. Moreover, PR:PROJECT_SUMMARY protocatechuic acid (PCA) was identified as a beneficial metabolite produced by PR:PROJECT_SUMMARY L. johnsonii based on metabolome sequencing and LC‒MS/MS analysis. PR:PROJECT_SUMMARY Replenishment of L. johnsonii or PCA blocked chronic stress-induced CRC PR:PROJECT_SUMMARY progression by decreasing β-catenin expression. Furthermore, PCA activated the PR:PROJECT_SUMMARY cGMP pathway, and the cGMP agonist sildenafil abolished the effects of chronic PR:PROJECT_SUMMARY stress on CRC. Altogether, these data identify that stress impacts the gut PR:PROJECT_SUMMARY microbiome to support CRC progression. PR:INSTITUTE China Pharmaceutical University PR:LAST_NAME Cao PR:FIRST_NAME Qiuhua PR:ADDRESS No. 639 Longmian Avenue, Jiangning District, Nanjing, Jiangsu, 211198, China PR:EMAIL 1520210058@cpu.edu.cn PR:PHONE +86-25-86185622 #STUDY ST:STUDY_TITLE Chronic stress dampens Lactobacillus johnsonii-mediated tumor suppression to ST:STUDY_TITLE enhance colorectal cancer progression ST:STUDY_SUMMARY Colorectal cancer (CRC) development and outcome are impacted by modifiable risk ST:STUDY_SUMMARY factors, including psychological stress. The gut microbiota has also been shown ST:STUDY_SUMMARY to be linked to psychological factors. Here, we found a marked deteriorative ST:STUDY_SUMMARY effect of chronic stress in multiple CRC models, including chemically-induced ST:STUDY_SUMMARY (AOM/DSS), genetically engineered (APCmin/+), and xenograft tumor mouse models. ST:STUDY_SUMMARY RNA-seq data from colon tissues revealed that expression of stemness-related ST:STUDY_SUMMARY genes was upregulated in the stressed CRC group by activated β-catenin ST:STUDY_SUMMARY signaling, which was further confirmed by results from ex vivo organoid analyses ST:STUDY_SUMMARY as well as in vitro and in vivo cell tumorigenicity assays. 16S rRNA sequencing ST:STUDY_SUMMARY of the gut microbiota showed that chronic stress disrupted gut microbes, and ST:STUDY_SUMMARY antibiotic treatment and fecal microbiota transplantation abolished the ST:STUDY_SUMMARY stimulatory effects of chronic stress on CRC progression. Stressed CRC mice ST:STUDY_SUMMARY displayed a significant decrease in Lactobacillus johnsonii (L. johnsonii) ST:STUDY_SUMMARY abundance, which was inversely correlated with tumor load. Moreover, ST:STUDY_SUMMARY protocatechuic acid (PCA) was identified as a beneficial metabolite produced by ST:STUDY_SUMMARY L. johnsonii based on metabolome sequencing and LC‒MS/MS analysis. ST:STUDY_SUMMARY Replenishment of L. johnsonii or PCA blocked chronic stress-induced CRC ST:STUDY_SUMMARY progression by decreasing β-catenin expression. Furthermore, PCA activated the ST:STUDY_SUMMARY cGMP pathway, and the cGMP agonist sildenafil abolished the effects of chronic ST:STUDY_SUMMARY stress on CRC. Altogether, these data identify that stress impacts the gut ST:STUDY_SUMMARY microbiome to support CRC progression. ST:INSTITUTE China Pharmaceutical University ST:LAST_NAME Cao ST:FIRST_NAME Qiuhua ST:ADDRESS No. 639 Longmian Avenue, Jiangning District, Nanjing, Jiangsu, 211198, China ST:EMAIL 1520210058@cpu.edu.cn ST:PHONE +86-25-86185622 #SUBJECT SU:SUBJECT_TYPE Mammal SU:SUBJECT_SPECIES Mus musculus SU:TAXONOMY_ID 10090 #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 - A28 Treatment:AOM/DSS Genotype=Wild-type; RAW_FILE_NAME=A28_N.mzML A28_P.mzML SUBJECT_SAMPLE_FACTORS - A30 Treatment:AOM/DSS Genotype=Wild-type; RAW_FILE_NAME=A30_N.mzML A30_P.mzML SUBJECT_SAMPLE_FACTORS - A40 Treatment:AOM/DSS Genotype=Wild-type; RAW_FILE_NAME=A40_N.mzML A40_P.mzML SUBJECT_SAMPLE_FACTORS - A42 Treatment:AOM/DSS Genotype=Wild-type; RAW_FILE_NAME=A42_N.mzML A42_P.mzML SUBJECT_SAMPLE_FACTORS - A49 Treatment:AOM/DSS Genotype=Wild-type; RAW_FILE_NAME=A49_N.mzML A49_P.mzML SUBJECT_SAMPLE_FACTORS - AS53 Treatment:AOM/DSS and chronic restraint stress Genotype=Wild-type; RAW_FILE_NAME=AS53_N.mzML AS53_P.mzML SUBJECT_SAMPLE_FACTORS - AS58 Treatment:AOM/DSS and chronic restraint stress Genotype=Wild-type; RAW_FILE_NAME=AS58_N.mzML AS58_P.mzML SUBJECT_SAMPLE_FACTORS - AS63 Treatment:AOM/DSS and chronic restraint stress Genotype=Wild-type; RAW_FILE_NAME=AS63_N.mzML AS63_P.mzML SUBJECT_SAMPLE_FACTORS - AS78 Treatment:AOM/DSS and chronic restraint stress Genotype=Wild-type; RAW_FILE_NAME=AS78_N.mzML AS78_P.mzML SUBJECT_SAMPLE_FACTORS - AS153 Treatment:AOM/DSS and chronic restraint stress Genotype=Wild-type; RAW_FILE_NAME=AS153_N.mzM AS153_P.mzML #COLLECTION CO:COLLECTION_SUMMARY The colons were dissected and washed, and then flash-frozen in liquid N2 CO:SAMPLE_TYPE Colon #TREATMENT TR:TREATMENT_SUMMARY The mice were intraperitoneally injected with 10 mg/kg azoxymethane (AOM) on the TR:TREATMENT_SUMMARY first day and then given 2% dextran sulfate sodium (DSS) for one week and water TR:TREATMENT_SUMMARY for two weeks (three cycles). And the stressed mice were confined in a TR:TREATMENT_SUMMARY ventilated 50 mL tube and stressed for 3-4 h daily. All mice were dissected 8 TR:TREATMENT_SUMMARY weeks after the start of the experiment. #SAMPLEPREP SP:SAMPLEPREP_SUMMARY Sample was thawed on ice. Take 50 mg of one sample and homogenize it with 1000 SP:SAMPLEPREP_SUMMARY μl of ice-cold methanol/water (70%, v/v). Add cold steel balls to the mixture SP:SAMPLEPREP_SUMMARY and homogenate for at 30 Hz for 3 min. Whirl the mixture for 1 min, and then SP:SAMPLEPREP_SUMMARY centrifuge it with 12,000 rpm at 4°C for 10 min. The collected supernatant will SP:SAMPLEPREP_SUMMARY be used for LC-MS/MS analysis. #CHROMATOGRAPHY CH:CHROMATOGRAPHY_TYPE Reversed phase CH:INSTRUMENT_NAME SCIEX ExionLC AD CH:COLUMN_NAME Waters ACQUITY UPLC HSS T3 (100 x 2.1mm,1.8um) CH:SOLVENT_A water (0.04% acetic acid) CH:SOLVENT_B acetonitrile (0.04% acetic acid) CH:FLOW_GRADIENT 0.4 mL/min CH:FLOW_RATE 95:5 V/V at 0 min, 5:95 V/V at 11.0 min, 5:95 V/V at 12.0 min, 95:5 V/V at 12.1 CH:FLOW_RATE min, 95:5 V/V at 14.0 min CH:COLUMN_TEMPERATURE 40°C #ANALYSIS AN:ANALYSIS_TYPE MS #MS MS:INSTRUMENT_NAME ABI Sciex 6500 QTrap MS:INSTRUMENT_TYPE QTRAP MS:MS_TYPE ESI MS:ION_MODE NEGATIVE MS:MS_COMMENTS In this study, we performed extensive targeted detection of metabolites in the MS:MS_COMMENTS colon using MRM scanning modalities. Therefore, we did not perform MS/MS data MS:MS_COMMENTS annotation. In the MRM mode, the quadrupole firstly screens the precursor ion MS:MS_COMMENTS (parent ion) of the target substance and excludes the ions corresponding to MS:MS_COMMENTS other molecular weight substances in order to preliminarily exclude the MS:MS_COMMENTS interference; the precursor ion is induced to ionize by the collision chamber MS:MS_COMMENTS and breaks off to form a lot of fragment ions, and the fragment ions are then MS:MS_COMMENTS filtered through the triple quadrupole to select a desired characteristic MS:MS_COMMENTS fragment ion and exclude the interference of non-target ions. We used MultiQuant MS:MS_COMMENTS software to analyze the data. #MS_METABOLITE_DATA MS_METABOLITE_DATA:UNITS count per second (cps) MS_METABOLITE_DATA_START Samples A28 A30 A40 A42 A49 AS53 AS58 AS63 AS78 AS153 Factors Treatment:AOM/DSS Treatment:AOM/DSS Treatment:AOM/DSS Treatment:AOM/DSS Treatment:AOM/DSS Treatment:AOM/DSS and chronic restraint stress Treatment:AOM/DSS and chronic restraint stress Treatment:AOM/DSS and chronic restraint stress Treatment:AOM/DSS and chronic restraint stress Treatment:AOM/DSS and chronic restraint stress L-Threonine 951940 911550 1192600 1003400 794940 1110200 1022300 980330 1116100 1207600 L-Arginine 129570 130110 128370 170530 102330 143860 163250 126380 124390 121040 L-Aspartic Acid 17371000 16459000 18274000 20897000 18583000 17459000 15347000 18709000 18274000 17737000 L-Glutamic Acid 26449000 24540000 25836000 32446000 24973000 24735000 27878000 30444000 22257000 25697000 L-Isoleucine 426110 366460 423980 451750 358910 389640 423270 431420 321970 429720 L-Leucine 323900 277680 304130 307690 242260 246160 287080 305110 221900 320150 L-Serine 746820 576530 1227100 713500 738430 928640 702310 789790 953400 1068300 4-Hydroxy-L-Glutamic Acid 17339 13061 19512 21087 13159 8534.4 19425 8516.1 10234 10628 Allantoin 383160 377870 439570 515540 281090 335570 495830 310410 164110 383150 D-Alanyl-D-Alanine 8647.2 11576 10556 6068.8 6565.2 8147.4 8554.3 12611 6586.8 8585.1 Hexanoyl Glycine 305340 830610 465050 459150 461460 232400 408710 711460 93241 462580 L-Asparagine Anhydrous 270940 229260 301830 267550 345040 239620 228280 361200 501360 409160 L-Carnosine 22477 41666 34192 25362 307550 162730 34879 55204 29314 106380 N-Acetyl-L-Glutamic Acid 575820 640420 538470 306330 244560 737600 642100 677510 409230 216840 N-Acetyl-L-Leucine 111120 98631 87820 85631 43485 98138 92813 98119 55719 64389 N-Acetyl-L-Tyrosine 58497 42392 47076 65583 29198 46550 34905 59252 22983 47425 N-Acetylneuraminic Acid 108510 110120 93885 103270 100480 101850 101880 95213 99542 100890 N-Isovaleroylglycine 110000 134720 146320 204270 96918 113220 252770 328990 66006 245170 N-Phenylacetylglycine 403690 453130 998700 1277800 946460 615710 1727600 2088900 331640 1883800 O-Phospho-L-Serine 158270 111480 133650 118330 109680 156350 105490 106150 161840 133270 Phe-Phe 5597.2 5434.8 3384 5018.4 4636.4 2566.1 4375.4 3394.6 3042.6 2849.4 S-(5-Adenosy)-L-Homocysteine 1254500 1437100 865520 826510 868720 495510 633390 581820 494330 705760 Sarcosine 27278 24568 29766 34735 31595 26624 25600 26457 38054 29079 S-Sulfo-L-Cysteine 16330 39022 39410 64962 21158 50013 54909 74034 12710 6250.8 Trans-4-Hydroxy-L-Proline 1028600 894610 1029100 1111900 880940 996690 1025200 1050600 782750 1030000 Tyramine 7317.8 6574.2 4688.9 9729 4123.8 7236.5 3830.5 6383 5743.8 8680.4 Γ-Glutamate-Cysteine 42586 80031 49049 30888 19994 64936 58472 78364 62988 45760 N-Acetylphenylalanine 50904 32585 37791 46040 29344 45244 36011 40332 30164 40415 P-Coumaric Acid 45284 43557 62718 39972 18201 80384 84658 77339 42063 33836 Benzoic Acid 962870 756030 840790 1436900 709750 1110900 824630 1021700 886290 583800 Terephthalic Acid 136580 125040 145170 158070 125810 102860 120900 118130 139430 127200 2,5-Dihydroxy Benzoic Acid 174940 25604 44771 9372.2 11346 197050 375820 22280 31723 9402 2-Methoxybenzoic Acid 5540.9 6975.3 17514 8326.8 19846 9 17587 3316.1 9 9 3-(4-Hydroxyphenyl)-Propionic Acid 2624800 1577300 7772300 2165200 473870 704300 4520800 894300 1340900 365930 3,4-Dihydroxybenzeneacetic Acid 64666 41076 32606 57869 50778 33121 31448 56667 24950 38475 3-Hydroxyanthranilic Acid 18730 24851 69977 29604 75678 20341 64052 15161 19440 16537 4-Hydroxybenzoic Acid 249080 122650 198240 135670 56510 159650 123060 128240 98532 60986 P–Hydroxyphenyl Acetic Acid 238080 277340 721160 324190 806020 210610 650000 134820 168110 155210 Ursodeoxycholic Acid 55525 49191 39420 34110 5124.7 73521 71254 145810 36548 52954 Tauroursodeoxycholic Acid 48623 65621 25681 9 9 49813 52748 1781700 56410 54912 Taurocholic Acid 378290 576540 319820 127980 302060 171800 317500 14714000 580570 426560 Taurochenodesoxycholic Acid 53965 58127 22977 6535 20246 45661 64800 1858900 50574 50673 Hyodeoxycholic Acid 1715500 1106500 1046100 586220 97029 3326100 5157700 14579000 536760 1557300 Glycocholic Acid 38494 7587.1 70267 20825 22678 26862 47708 128570 20570 27440 Glycochenodeoxycholic Acid 21545 24692 39137 9 9 22449 13933 127070 9 9 Deoxycholic Acid 9482000 4051100 5019100 1264900 555240 852330 4751200 9428700 1156500 3198900 Chenodeoxycholic Acid 9323500 4013400 5004500 1304100 546750 853080 4865700 9367400 1124000 3234200 4-Methylcatechol 5627.5 2825.2 14201 3981.5 9 9 8647.1 1763.7 2442.4 2724.2 Dulcitol 1072700 1144600 1058500 1042600 1015100 1076000 1064400 980140 1061500 1130200 Enterodiol 519440 173320 412060 91868 56545 50348 120570 98928 69519 52829 Inositol 1825700 1630600 1445500 1868800 2410300 996280 1449400 1576000 1627100 2063000 Vanillin 36903 29116 49801 47690 30730 34974 38158 34376 28786 48541 2,6-Dihydroxypurine 64767000 64398000 52405000 67269000 54198000 55571000 46556000 57254000 47591000 50382000 2'-Deoxyuridine 55428 48835 49853 73344 36710 57704 51083 73144 30710 63615 5-Hydroxymethyluracil 57287 59273 57054 53214 53008 66220 47999 44498 33319 108520 Adenosine 5'-Monophosphate 576660 1159700 597380 693590 390400 322770 1341700 835540 868770 663570 Flavin Adenine Dinucleotide 1223600 1325200 1582200 934630 518710 839900 1136300 1343400 423600 495170 Hypoxanthine 46968000 40901000 39364000 46919000 41101000 36594000 38449000 46775000 35883000 42118000 Inosine 239290000 209990000 176150000 187950000 192900000 183680000 202660000 171540000 128740000 178570000 Inosine 5'-Monophosphate 141640 144370 84912 245870 216740 132850 653590 289920 310330 410300 Uracil 222090 271680 216880 238640 222630 193390 241080 245270 279570 208680 Uridine 5’-Diphosphate 3008.3 8743.5 7069.9 9943.1 9525.4 7046.8 8620.4 13435 6064.1 19206 Uridine 5644400 4861600 4185300 5692800 3673800 5166500 7177600 4650300 3967700 6435400 Uridine 5'-Diphospho-N-Acetylgalactosamine 191960 488100 160010 246690 251140 146460 288950 269220 321410 677410 Epinephrine 72876 85418 87489 89948 81235 90869 84491 88338 86713 80535 Pyridoxal 5'-Phosphate 56038 47463 56152 64782 32000 47312 43604 67886 9 27329 Pyrroloquinoline Quinone 644540 709170 568030 617800 600720 538000 620800 694090 473270 584440 Citric Acid 26899000 16141000 16557000 19320000 12445000 14342000 16279000 17540000 3876000 9955900 D-Malic Acid 16759000 17002000 15819000 16915000 10336000 9551200 11172000 14014000 6718500 10077000 L-Malic Acid 16567000 14140000 15641000 16251000 10111000 9277300 11421000 13690000 6528500 9945600 Succinic Acid 58216 72886 168930 60551 53694 74893 60686 97320 59254 108360 A-Ketoglutaric Acid 135800 164700 245040 142970 83073 162330 103970 139140 97248 114280 Citramalic Acid 229340 241460 245720 208890 198950 228080 253330 280180 172170 206200 Tryptamine 266820 249680 263350 248900 219160 232640 254980 274460 204960 238650 D-Sorbitol 27598 20673 19178 29115 39295 10042 42668 26856 74654 40792 L-Arabitol 9361.3 7059.3 8117.7 6146.6 21600 3434.5 15143 5202.7 21104 12263 Ribitol 17294 33386 22665 32788 19550 23543 22925 28910 45047 53770 D-Fructose 450080 359170 286820 441630 590750 199830 308950 348910 355980 438150 D-Galactose 501010 378100 326510 520910 678790 221190 429460 442220 349820 564150 D-Glucose 426760 328740 271560 476770 608010 188120 362970 307130 360060 461120 D-Mannose 295540 212760 212180 305600 360670 139870 230520 237890 221120 286380 D-Glucose 6-Phosphate 153520000 170480000 218050000 110200000 184450000 186170000 151710000 219830000 140990000 128460000 N-Acetyl-D-Glucosamine 34434 23243 45803 30980 42784 27478 44874 20778 53762 17898 D-Glucoronic Acid 266840 299610 335640 168240 196760 295780 358590 263070 255560 208860 Pantothenate 6022300 6198700 4922800 5168100 4661100 5884700 5608400 6150200 5603000 5258300 Nicotinamide-N-Oxide 229920 108230 156930 142150 81589 160940 141990 82621 103040 36065 Nicotinic Acid 384950 1463900 407960 165660 387640 627180 610550 997010 350010 61954 Pantothenol 25584 27096 17906 18790 16282 25646 19342 56884 10145 19313 3-Indolebutyric Acid 82853 96708 73031 49732 31377 86084 52038 49762 61737 27905 3-Indolepropionic Acid 350030 203690 259440 129880 43409 65324 243280 234690 55980 94339 Indole-2-Carboxylic Acid 327530 237570 260180 211150 125290 215370 254590 220170 95987 148440 Indole-3-Carboxaldehyde 19008 28298 52301 19027 9 5960.6 9999.9 7251.6 61109 7471.2 1-Naphthylacetic Acid 37820 34344 35622 27506 42018 44591 33111 33420 29412 40826 2-Aminoethanesulfonic Acid 240910000 237200000 234750000 246550000 218510000 235930000 228500000 227450000 231040000 242550000 2-Aminoisobutyric Acid 3056 2086.4 3485.2 5604 3584.4 3625.1 2555.6 3066.5 5187.8 4646.3 2-Hydroxybutanoic Acid 812030 1028900 844760 1021800 662120 601030 712980 796420 433480 781900 2-Hydroxyisocaproic Acid 41911 41465 43135 50601 38828 42664 67853 42882 29491 55098 2-Methylsuccinic Acid 343530 335890 312870 302610 97111 458000 478670 371700 174090 140350 3-Hydroxy-3-Methyl Butyric Acid 532400 285850 292190 345520 258420 309230 298710 300120 241770 675690 3-Hydroxybutyrate 3078200 3679000 3851000 1833400 1757000 1890000 3628200 3887800 947510 1289400 3-Methylcrotonyl Glycine 10212 18016 17298 18363 13500 13188 19844 39149 7563.7 24555 4-Oxopentanoate 8486.1 6578.9 5347.9 2930.7 4611.4 6507.3 8727.5 7230.5 7023.9 6031.7 Adipic Acid 124080 154850 253000 147950 80778 153200 119310 159880 101180 96599 Azelaic Acid 9602000 20630000 24987000 9164700 9484000 10968000 8137900 8849600 14557000 7123300 Caffeic Acid 158510 94716 164070 165780 29722 88502 160750 149980 74304 87592 Creatine 4346600 3263600 2945700 4083800 3960400 3381000 3505500 2956300 3295300 3589000 Creatine Phosphate 190260 201990 182450 163860 179460 180700 151300 126010 148480 194340 D-Lactic Acid 1041200 949700 769210 1031600 749570 846010 870410 834710 579150 784870 Glutaric Acid 366630 336210 330700 341230 105530 448310 484130 428300 171160 122760 Guanidinoethyl Sulfonate 565040 333890 266230 522160 273970 323170 240860 268610 169740 296470 Hydrocinnamic Acid 1204700 1270000 1251400 919910 174440 1242400 1822700 930880 509290 181160 Kinic Acid 2743900 1853400 2046000 2261900 1422200 1530200 1696700 1817600 426790 1103500 L-3-Phenyllactic Acid 3126500 1819100 8958200 2527900 535950 805530 5087700 1027100 1615000 424460 L-Lactic Acid 901540 822520 733650 837210 801740 680100 794960 763880 499370 654150 L-Dihydroorotic Acid 135850 130170 127210 105470 152630 121240 131970 126080 111980 129270 Malonicacid 4304500 5642400 5612500 2729000 2308300 3202200 5925400 5300900 1467100 1937700 Mandelic Acid 249210 291440 787310 334620 859630 219710 682320 140020 176460 152500 Methylmalonic Acid 978730 1033300 1947500 813270 690560 926150 709180 1062500 719560 1247500 Phenyllactate (Pla) 16973 9745 76234 15688 1987 965.31 38624 5911.3 11288 3264.2 Phenylpyruvic Acid 810790 668980 834670 730500 708070 697770 712880 631370 699250 622220 Pyrrole-2-Carboxylic Acid 20239 16304 15058 19136 4554.1 16782 13934 9058 12725 8068.6 Shikimic Acid 38755000 14567000 19293000 11452000 4762900 33326000 22674000 32818000 4979200 23583000 Vanillic Acid 39352 24373 50562 24871 15933 35190 66253 31183 19596 14793 Α-Hydroxyisobutyric Acid 170290 210580 165790 183700 138580 111900 139120 164500 83150 163550 TXB2 [9α,11,15S-trihydroxythromba-5Z,13E-dien-1-oic acid] 872950 721090 697730 889620 540470 383960 640160 603750 441120 417270 PGD2 [9α,15S-dihydroxy-11-oxo-prosta-5Z,13E-dien-1-oic acid] 1535000 1602200 1404500 1741900 1055100 1901000 2666200 1241000 1121800 2055100 12-Hete 2690600 2243300 2133100 2183200 2106800 2995900 1361300 2895500 1867100 3734000 O-Phosphorylethanolamine 4084700 4298600 3967300 4947000 4820900 4023900 3777500 4421100 4491700 4989800 Lysops 22:6 12910 8859 6871.5 5934.6 8031 6738.3 5026.8 10886 7455.9 5115.4 Lysopg 18:1 201120 284080 282230 121650 131560 172490 255690 285070 133080 115720 Lysope 18:1 53802000 75211000 74175000 50938000 57891000 48508000 70603000 85693000 47318000 43780000 Lysope 18:0 48369000 79762000 84487000 39884000 46012000 56536000 70370000 85571000 55029000 39016000 Lysope 16:0 61985000 95569000 97839000 51900000 58164000 63480000 84466000 106150000 58417000 48498000 Lysope 14:0 887580 1136900 831490 869200 1162600 749400 955440 1392600 581080 682020 Lysopa 18:0 343870 589520 470790 9 288460 311940 449420 412280 357820 188890 Lysopa 16:0 1022000 1335300 1333800 735070 728800 679520 1127600 1263700 641950 575920 LipoxinA4 [5S,6R,15S-trihydroxy-7E,9E,11Z,13E-eicosatetraenoic acid] 2405.3 2269.2 2543.5 2235.5 1344.6 3172.9 2617.6 1958 2062.4 1424.4 9-Hpode 121250 90465 96175 50237 41713 55674 74630 69532 45187 35541 13-HOTrE [13S-hydroxy-9Z,11E,15Z-octadecatrienoic acid] 353450 276850 219630 123810 353000 144800 122910 174020 196860 169110 9,10-DiHOME [(±)9,10-dihydroxy-12Z-octadecenoic acid] 425780 464850 452390 178460 225060 237510 309050 302810 177220 184350 γ-Linolenic Acid(C18:3N6) 73453 91296 86141 145610 91739 55792 93128 107080 39208 68444 Tridecanoic Acid 5755.5 5436.2 5392.9 4770.6 4350 5275.4 3783.1 5079.7 4318.6 3720.6 Palmitoleic Acid (C16:1) 23152000 27081000 27138000 34560000 29688000 24417000 20066000 33554000 13700000 26449000 Hexadecanoic Acid (C16:0) 23991000 28056000 29260000 25190000 24305000 21546000 22222000 27176000 20847000 22709000 Linoleic Acid (C18:2N6C) 24603000 31232000 32420000 28038000 27959000 23959000 29267000 29889000 21933000 26985000 Dodecanoic Acid(C12:0) 559840 541680 529030 513790 515980 584920 493370 537580 357610 459530 Elaidic Acid (C18:1N9T) 66739 66978 69761 81404 67567 51767 61614 79189 54377 62760 EPA [5Z,8Z,11Z,14Z,17Z-eicosapentaenoic acid] 8440000 14902000 14690000 12435000 10295000 6911600 11061000 20062000 6309400 7588300 DHA [4Z,7Z,10Z,13Z,16Z,19Z-docosahexaenoic acid] 1960300 2153900 2338400 1769900 1695100 1907000 1984700 2483700 1665800 1683400 Cis-11,14-Eicosadienoic Acid (C20:2) 16274 21781 23287 19725 14196 15424 12665 31560 8894 14614 Cis-11,14,17-Eicosatrienoic Acid (C20:3) 210020 191350 193720 186010 187610 196130 184810 145960 176720 196880 Arachidic Acid(C20:0) 820290 894280 767210 517360 146380 469050 561590 751730 239880 294920 Α-Linolenic Acid(C18:3N3) 70655 125390 156950 38685 91683 53053 59359 82552 42351 77952 (S)-(-)-2-Hydroxyisocaproic Acid 318140 280680 312790 247630 150620 224620 409760 302760 163030 269400 3-(3-Hydroxyphenyl)Propionate Acid 2471600 1496800 8347500 2089500 382520 308590 4602800 716600 1432200 273560 3-Aminosalicylic Acid 6513 6043.1 7738.3 7408.3 4718.4 11204 6667.1 7690.6 18885 4690 Curcumin 32799 28967 30649 26841 26692 23031 32059 31157 26821 28662 Neopterin 297270 289700 334810 303020 307660 302040 299110 286740 313860 297650 Biopterin 759660 919160 633110 1039900 852730 590590 750180 1020500 471490 543090 Ethylmalonate 97877 43542 39110 42701 17820 51748 106300 34413 17162 18322 2-(Formylamino)Benzoic Acid 65825 42467 61033 60863 65029 45324 71080 94115 22279 90584 Ureidoisobutyric Acid 7412.9 13615 5395.8 6936.6 7106.8 10915 14893 8724.3 10208 9 Uridine 5-Monophosphate 2026100 2281000 4891500 2992800 1966900 3499700 3059200 2643300 1196600 3409900 Deoxyadenosine 9335 9242.7 7877.7 10478 4799.5 6781.7 8851.8 6234.8 6145.7 7400.9 Trans,Trans-Muconic Acid 18631000 17235000 18732000 17309000 16563000 18132000 17880000 15889000 17628000 16709000 2-Methylglutaric Acid 113170 118570 247360 100210 78960 125620 101090 121550 86188 77529 Thiamine Triphosphate 18847 20050 21018 19335 19061 20824 21914 20318 19228 19469 5-Hydroxyhexanoic Acid 123680 146250 147190 118060 80223 120720 120080 103320 66643 69871 8-Hydroxy-2-Deoxyguanosine 18653 15999 10109 15414 12522 10441 15983 15309 9460.1 14894 N-Acetylthreonine 70731 63455 69870 84572 73755 63977 78553 90023 64608 91184 Pantetheine 31879 17328 45111 80074 32054 12081 13108 23481 32779 34840 Hypoxanthine-9-β-D-Arabinofuranoside 225040000 216520000 180190000 188860000 188100000 175960000 205630000 190040000 131060000 190760000 Orotidine 46461 67215 49737 43196 29633 37294 26015 23340 22209 27667 2'-Deoxycytidine-5'-Monophosphate 1155300 1102500 803190 1307000 744710 786910 1001000 852330 613810 806840 D-Glucopyranose 622330 672470 538890 432240 501620 374300 361860 459430 266470 400550 D-Fructose 6-Phosphate-Disodium Salt 49085000 53677000 74025000 41702000 55157000 57925000 44679000 75361000 46125000 39089000 Deoxyribose 5-Phosphate 256630 207800 117180 240040 143460 181030 220690 149400 84128 123810 Citraconic Acid 123690 88249 88778 93208 78626 81730 83837 123180 62926 70817 Oxoadipic Acid 564050 630820 637120 1062400 635900 550380 583010 667750 298930 423150 3-Methoxy-4-Hydroxyphenylethyleneglycol Sulfate 15133 15854 14812 15031 11560 11339 16233 23603 6693.5 19530 Aminomalonic Acid 21326 34656 57513 26137 37234 27987 26180 32911 25479 53722 Dl-Glyceraldehyde3-Phosphate 7550600 3897700 7331700 7695500 5313600 6750100 6166500 6299200 5759200 7883600 2,4-Dihydroxybenzoic Acid 16585 2511.2 9 9 9 13427 23398 9 3723.7 9 Β-Hydroxypyruvic Acid 4132700 5485100 5629300 2583500 2212200 3230500 6224000 5264200 1516600 1979400 D-Fructose-1,6-Biphosphate-Trisodium Salt 507250 178980 411960 395200 296370 374870 223440 419540 347910 713960 Palmitaldehyde 5141500 3380400 3611700 3623600 4369900 3705300 4954400 5171900 3813400 4031200 Allysine 5419.9 25223 11300 26668 13818 22359 13793 18289 14749 27019 Fumaric Acid 33663 44221 51375 51545 31196 38935 34421 40865 36180 33439 9-HOTrE [9S-hydroxy-10E,12Z,15Z-octadecatrienoic acid] 29822 29427 31610 19804 26926 19357 27315 27238 19646 24173 8,15-Dihete 7117600 8132100 7736900 7620100 7101000 7271500 6426500 8109200 5015300 7753300 N-Acetylmethionine 417130 412510 351410 391130 209040 340720 450610 379620 290390 343160 Ribulose-5-Phosphate 7985700 8097700 7719100 6128100 6600200 7241700 7199700 8070200 5695400 8143800 Argininosuccinic acid 12503000 19391000 22903000 9156100 17276000 17700000 12219000 23033000 14778000 11562000 2-Deoxyribose 1-Phosphate 113020 165300 144840 126300 113490 94158 86464 202930 115780 135940 N-Acetylglucosamine 1-Phosphate 7508000 10795000 7876100 7452700 6394300 7011800 8468000 8087200 6987400 6598900 Indolelactic acid 5887.6 11534 2092.1 3412 9 4726.3 3244.8 5396 5097.7 2300.8 (3-Methoxy-4-hydroxyphenyl)ethylene glycol sulfate 47135 37321 32053 41462 24882 28839 27302 65707 26032 48366 Pimelic acid 165980 251720 277610 210180 146730 240640 164180 204230 183260 160060 D-Glucarate 15159 15709 16848 23673 11039 11520 11301 16475 11460 15660 Xanthosine 4575000 5962400 3836100 4331000 3136500 4217000 3128200 3126800 2726900 2032300 Inosine diphosphate (IDP) 21838 28001 44047 21377 36522 40463 30973 57726 20926 30010 estrone 3-sulfate 291990 76118 333260 18426 7335.6 470460 43470 73638 48872 12286 ADP-ribose 801820 2428900 914270 376670 477900 365860 1437900 881090 1320600 668520 UDP-glucose 2031900 6584200 2398700 3541500 2356900 1334100 7239200 4688800 3195700 8743500 3'-Sialyllactose 11006 11600 15367 24432 4341.4 11646 8742.6 16345 10134 14894 DL-3,4-Dihydroxyphenyl glycol 129200 276990 321790 118950 127670 143400 106390 112310 187400 93495 3-Methyladipic acid 195130 238290 293640 206620 154770 229720 172160 209350 186350 163800 3-Methylglutaric acid 119430 120850 213800 141800 66597 119430 99285 120200 72467 89593 Galactaric acid 7132.6 18844 13544 25616 15175 8659.9 12685 20018 12709 7013.7 2-Phenylbutyric acid 38458 32964 62699 38656 15142 72134 76092 75408 41653 32899 2-Methylbenzoic acid 9865600 7852300 8857100 9972600 8276500 8551000 8234800 9729200 7625500 8729300 2-(4-Hydroxyphenyl)ethanol 1976400 552460 1262400 564070 799070 1589300 3142300 466310 417730 359310 Hydroxyphenyllactic acid 43397 43017 23894 34311 28894 54237 45811 65127 23247 55970 Cinnamoylglycine 147690 110900 134720 116350 62381 97619 114450 106380 47807 74363 MARMESIN 148760 104130 174430 71703 43996 347000 161880 183220 106120 59265 N-Acetylaspartylglutamic acid 117240 140750 54227 65385 265900 120370 46956 124380 30819 79698 INDOLE-3-CARBINOL 64916 48491 117520 51176 10298 8492.3 22145 17203 148360 21150 DL-Benzylsuccinic acid 451310 366770 484350 662290 586440 1297300 644720 441520 610200 441230 cis-7-Hexadecenoic Acid 143450000 173490000 173970000 191580000 181520000 148620000 134930000 193550000 93016000 164080000 cis-4-Hydroxy-D-proline 1155100 930100 966070 1099300 909870 952790 1009900 1051800 769160 994390 GDP-L-fucose 98321 138790 66029 112320 65968 71290 63408 74566 52109 96882 7-Methylguanosine 157480 166200 175180 181710 142250 168390 129490 190190 115890 144930 3-Hydroxypicolinic acid 11734 6231.8 7726.9 5653.5 9 9833.2 6542.3 9 9 9 N-lactoyl-phenylalanine 623240 501320 448900 728270 617720 545730 373480 645770 361690 633520 D-Mannose 6-phosphate 141290000 158050000 206500000 123850000 174330000 154230000 163500000 240050000 149290000 135230000 N-Acetylvaline 16022 17751 27433 18283 10760 21350 17878 14481 8313.4 14685 Glycerol 3-phosphate 3846000 5062300 5528300 4300000 4101800 7970500 4447600 7796100 3717800 6830500 Cyclamic acid 6513.3 6059 6256.4 5825.5 9 5359.5 4763 6653.8 6243.4 2625.8 D-(+)-Malic acid 14155000 13431000 13359000 13629000 8137500 8153900 8849200 10614000 5246900 8159300 m-Coumaric acid 43599 30321 65192 38717 22032 70676 78370 75207 42833 28034 D-Fructose 6-phosphate 156330000 176300000 203010000 114700000 175110000 171820000 172170000 232380000 145620000 134830000 deoxyguanosine 5'-monophosphate (dGMP) 1498700 3257800 1634400 1746800 1038800 962940 3478500 2828900 1939400 1756700 Tetradecanedioic acid 292160 257920 238500 261630 210800 238270 239060 249080 178720 192270 Tiglic acid 5459800 5021400 5363500 4647800 3871800 5183500 5835700 5821100 2555300 3970700 5-Methoxytryptophol 530460 403950 506120 147000 132510 194870 249870 413340 193050 197420 Salicylic acid 2166100 602790 1313600 616610 873520 1661000 3335600 490050 449720 367130 6β-hydroxytestosterone 9279 9893.7 9342.6 11578 11227 8869.7 11728 8198.6 8355.7 10597 2,2-Dimethyl Succinic acid 105740 157660 232290 121660 64584 134290 107860 123920 77945 92619 Dimethylmalonic acid 345670 340440 322830 314880 105880 461500 456500 352980 158870 121710 Carbamoyl phosphate 4471400 4716300 4428500 5003400 4695700 4179500 3736400 4593400 3799200 4140900 O-Acetyl-L-serine 1280800 962640 1295500 1045800 1311600 1174900 1058700 1014500 1076400 1180100 Glucotropaeolin 3111.4 6092.6 6105.3 4244.8 2768.8 3675.6 2538.1 6877.7 986.47 4250.1 Indoxylsulfuric acid 840430 508150 748740 802990 575340 407760 806230 1078200 151320 665400 Porphobilinogen 79787 89937 89538 39681 18603 64072 46118 44346 44922 23688 Salicyluric acid 2798.4 2815.9 7205.1 3399.5 4629.5 3752.8 10017 11810 2607.4 5828.1 Formononetin 57730 71195 97927 48815 60915 37252 39609 46856 49646 38259 N-Oleoyl Glycine 6026.4 5898.7 7890.8 7756.3 7772.4 7500 6262.6 5220.5 4967.2 5976.2 D-Arabinose 5-phosphate 14476000 13118000 11905000 9855200 11614000 12230000 12553000 13081000 9992700 13504000 Hydroquinone 1509700 518290 886870 399420 79894 826790 488310 442590 400120 141870 Anthranilic acid 12973 6290.4 10183 7923.9 1430.4 8895.9 8103 2676.7 4179.9 2113.7 Succinic anhydride 5624600 4333400 5551700 4750600 3758000 5225500 5344400 5594000 3444300 3812200 Indoleacetaldehyde 2491600 2375600 2441000 2329800 2083600 2128800 2355900 2564800 1903500 2135700 D-Xylulose 5-phosphate 12944000 14563000 13534000 11407000 12273000 13154000 12591000 15515000 10090000 14511000 Hexadecanedioic acid 880670 821010 645830 892400 643700 608690 583080 742760 352710 491260 Pyrophosphate 4575700 6014300 5531300 5575100 6202900 4823600 4264800 5329900 4288200 5530700 Vanillylmandelic acid 5961.1 7622.4 8287 10213 10828 8417.3 7846.1 6734.2 6462.6 9733.4 Gamma-Glu-Leu 106050 178930 122390 97650 75029 278870 229990 198970 71424 94682 PE(18:1(9Z)/0:0) 58524000 81427000 78106000 56445000 64712000 53350000 76779000 95691000 53060000 48055000 Dihydroxyacetone phosphate 6781900 3909200 6667400 7451700 5003400 6086200 6151600 5990800 5409900 7729000 5-oxoETE [5-oxo-6E,8Z,11Z,14Z-eicosatetraenoic acid] 2952.4 4216 5349.6 4196 5011.3 4989.3 3163.8 7376.2 2202.9 2507.9 Adrenochrome 1400400 867800 1337400 1502800 247730 915090 1415900 1238700 719400 749450 Methylstearate 3947.1 2163.2 3352.8 4172.7 2428 2013.8 3850.7 4927.4 3913.3 4234.2 Ethylsalicylate 82932 60622 60910 92771 68221 54488 75008 84571 51141 56331 Maltol 7141.6 4929 3909.2 6658.5 3495.4 3978.6 8076.9 5377.9 1516 6040.5 1-Nonanal 92007000 93826000 97920000 88428000 94034000 89080000 97183000 83604000 83793000 86984000 2-nonanol 279710 291120 318680 269990 259200 299590 299580 269240 260210 287170 1-Naphthol 4785.8 4328.9 4896.5 4812.4 5703.1 5029.1 8303.9 5647.2 5284.3 5722.6 Oxaloacetic acid 16008 11064 18829 17205 10766 17112 19920 17259 20149 17737 Butyl?Acetate 302480 181180 133680 275300 135080 167130 177210 211690 128670 146550 Sulfacetamide 447950 494470 456580 454190 144640 186440 491910 587440 258180 209420 2-n-Pentylfuran 124.94 158.75 237.29 112.65 574.99 276.13 274.23 125.47 146.54 148.18 N-(2-Methylbenzoyl)glycine 5321.3 7887.7 15267 18327 13594 9720.2 24133 29851 4825.3 30521 Orcinol 5048.4 5508.5 3210.9 9 9 3804.2 9 3091.2 3982.4 2246 Aspirin 830030 377080 276050 545530 194970 257570 417840 363970 110560 165070 Sorbic acid 242810 252640 268760 253690 201290 148950 259200 264710 264120 216230 Methyl hexadecanoate 12251 9893.4 15172 11967 16389 22452 19728 13259 13826 14302 1-Tetradecanol 20489 20458 16658 19561 19794 18345 19472 19003 17896 19723 4-tert-Octylphenol 341320 353000 322720 318390 344580 334570 340430 341450 334520 343790 RICINOLEIC ACID 268040 275680 276950 245880 251240 252980 257350 243640 275730 264940 PHENYL-BETA-D-GLUCOPYRANOSIDE 262000 301340 312880 270230 248990 234460 234560 294140 220440 240230 Cis-3-Hexenylacetate 103320000 94342000 94754000 96214000 93093000 99586000 100370000 87856000 87151000 101030000 2-(Methylthio)ethanol 325740 221610 222360 194770 259790 266330 370350 423140 284420 262830 Methanesulfonic acid 340110 417700 401310 503260 430850 469800 428630 459220 388950 443590 2-Nonanone 109710000 104230000 103850000 105230000 99692000 109860000 112470000 92606000 99427000 94194000 Propylparaben 12773 13143 13613 14169 14230 11918 13378 11806 13981 12383 2,4-Di-tert-butylphenol 44107 46141 43963 38328 42020 41860 43411 41569 42217 44800 Methylparaben 47192 37655 47267 52885 40822 45582 48016 39706 38320 44957 (±)12-HEPE [(±)-12-hydroxy-5Z,8Z,10E,14Z,17Z-eicosapentaenoic acid] 244130 313420 312370 277560 386190 351370 248580 536710 292100 666810 (±)12-HETE [(±)12-hydroxy-5Z,8Z,10E,14Z-eicosatetraenoic acid] 7295600 6171200 5931200 5821100 5576100 8099600 3647000 7932400 5056800 9937100 (±)15-HEPE [(±)-15-hydroxy-5Z,8Z,11Z,13E,17Z-eicosapentaenoic acid] 149250 162960 143580 138000 105620 103750 86013 177780 116630 114370 (±)16-HETE [(±)16-hydroxy-5Z,8Z,11Z,14Z-eicosatetraenoic acid] 5643.8 4340.2 5941.5 5744.3 3318.1 3065.8 6032.4 5279 2995 3620.7 (±)17-HDHA [(±)17-hydroxy-4Z,7Z,10Z,13Z,15E,19Z-docosahexaenoic acid] 184420 155890 165200 133140 103340 145720 94095 201580 127780 155040 (±)17-HETE [(±)17-hydroxy-5Z,8Z,11Z,14Z-eicosatetraenoic acid] 4849.8 5405.7 5780.3 4478.8 2856.4 3426.5 4869.9 4878.1 2255.3 4603.1 (±)18-HEPE [(±)-18-hydroxy-5Z,8Z,11Z,14Z,16E-eicosapentaenoic acid] 92824 112420 101580 84689 135720 136420 93691 197280 106430 216080 (±)18-HETE [(±)18-hydroxy-5Z,8Z,11Z,14Z-eicosatetraenoic acid] 4708.2 7370.4 7396.4 10221 7009.3 6226.7 6089.2 10154 3571 6488.4 (±)4-HDHA [(±)4-hydroxy-5E,7Z,10Z,13Z,16Z,19Z-docosahexaenoic acid] 7941.4 10959 11345 9085.5 5664.7 7105.6 6298.3 13316 4576.9 5431.6 (±)5-HEPE [(±)-5-hydroxy-6E,8Z,11Z,14Z,17Z-eicosapentaenoic acid] 4916.7 7991.7 8755.4 8000.7 6052.3 7991.6 8472.6 15179 7792.7 6287.4 (±)5-HETE [(±)5-hydroxy-6E,8Z,11Z,14Z-eicosatetraenoic acid] 100160 113270 127680 160820 91574 149830 125490 222890 110640 113580 (±)7-HDHA [(±)7-hydroxy-4Z,8E,10Z,13Z,16Z,19Z-docosahexaenoic acid] 4596.2 5103.7 4425.4 3508.9 3897.4 3738.6 4815.8 6949.2 2943.2 4540 (±)9-HETE [(±)-9-hydroxy-5Z,7E,11Z,14Z-eicosatetraenoic acid] 85447 67717 68588 66898 68338 98651 41358 94231 58693 124150 11(S)-HETE [11S-hydroxy-5Z,8Z,12E,14Z-eicosatetraenoic acid] 6995300 6758900 7818700 8050700 4872000 5777000 8528700 7597900 5445300 5832500 11,12-EET [(±)11,(12)-epoxy-5Z,8Z,14Z-eicosatrienoic acid] 6361100 6086700 6971100 7241900 4422200 5129800 7533400 6986500 4871800 5215200 12,13-EpOME [(±)12(13)epoxy-9Z-octadecenoic acid] 23151 33089 38881 12592 30905 43675 102540 13311 14484 23652 13-oxoODE [13-oxo-9Z,11E-octadecadienoic acid] 99200 93536 94295 70046 108050 90847 89846 99316 87263 79758 14(S)-HDHA [14S-hydroxy-4Z,7Z,10Z,12E,16Z,19Z-docosahexaenoic acid] 1199000 996960 935080 816940 681060 785270 512810 1126600 723840 989770 15-oxoETE [15-oxo-5Z,8Z,11Z,13E-eicosatetraenoic acid] 32582 36811 35860 32056 22167 36540 35538 46702 30008 22731 17(18)-EpETE [(±)17,18-epoxy-5Z,8Z,11Z,14Z-eicosatetraenoic acid] 3874.7 7271.2 5076.9 3073.8 2141.6 3707 5132.8 7205.7 2805.2 2672.8 5(S),15(S)-DiHETE [5S,15S-dihydroxy-6E,8Z,10Z,13E-eicosatetraenoic acid] 50023 47383 53035 55208 32390 43184 58891 54068 38338 39530 5-HETrE [5S-hydroxy-6E,8Z,11Z-eicosatrienoic acid] 3009 2720.1 3409.3 5490 2653 3430.3 2722.9 3978.3 2527.9 3227.2 6 keto-PGF1α [6-oxo-9α,11α,15S-trihydroxy-prost-13E-en-1-oic acid] 7171600 5615300 6659000 6655900 3690700 4241600 6823800 5482800 5394000 5317900 9,10-EpOME [(±)9,10-epoxy-12Z-octadecenoic acid] 17991 17119 14748 19450 18549 18814 22825 16338 14371 14922 9-oxoODE [9-oxo-10E,12Z-octadecadienoic acid] 20070 22699 22954 15360 28767 19167 20781 21671 24217 24536 LTB4 [5S,12R-dihydroxy-6Z,8E,10E,14Z-eicosatetraenoic acid] 10561 10665 7046.4 7637.9 10836 16380 4893.8 18034 6953.2 8875.8 LTD4 [5S-hydroxy-6R-(S-cysteinylglycinyl)-7E,9E,11Z,14Z-eicosatetraenoic acid] 1797.2 1802.3 1943 4554 1260.7 3055.2 2225.1 2117.9 2206.8 1706.2 LTE4 [5S-hydroxy-6R-(S-cysteinyl)-7E,9E,11Z,14Z-eicosatetraenoic acid] 2757.8 1941.9 5387.2 7602 1682.8 5054.3 4937.7 3594.6 3824 3010.5 LXA5 [5S,6R,15S-trihydroxy-7E,9E,11Z,13E,17Z-eicosapentaenoic acid] 2747.4 1872.4 2257.8 1147.2 666.92 1381.4 1584.7 2550.5 648.4 1368.8 LXB4 [5S,14R,15S-trihydroxy-6E,8Z,10E,12E-eicosatetraenoic acid] 43640 43830 41656 58107 32939 37592 49338 53537 34184 39033 PDX [10(S),17(S)-dihydroxy-4Z,7Z,11E,13Z,15E,19Z-docosahexaenoic acid] 34533 22723 23519 20217 13341 15238 10348 24172 14022 17530 PGD1 [9α,15S-dihydroxy-11-oxo-prost-13E-en-1-oic acid] 736330 396750 531650 745170 431560 293180 582370 569840 374390 501960 PGE1 [9-oxo-11α,15S-dihydroxy-prost-13E-en-1-oic acid] 2019700 1238700 1473100 2144300 1597900 1105400 1625400 1827700 1069400 1564000 PGE2 [9-oxo-11α,15S-dihydroxy-prosta-5Z,13E-dien-1-oic acid] 5944500 5667900 5865100 6789800 4252200 4630700 6018800 7191900 4547700 4744300 PGF1α [9α,11α,15S-trihydroxy-prost-13E-en-1-oic acid] 48546 34429 40483 54721 31716 27053 41246 49502 24717 34446 PGF2α [9α,11α,15S-trihydroxy-prosta-5Z,13E-dien-1-oic acid] 693790 470990 664140 781170 331140 443190 680170 540060 405170 511460 PGJ2 [11-oxo-15S-hydroxy-prosta-5Z,9,13E-trien-1-oic acid] 1211200 721520 1074600 1350100 665810 1349500 1616400 1243800 922000 1188800 PGK1 [9,11-dioxo-15S-hydroxy-prost-13E-en-1-oic acid] 7461.2 5383.4 6494.4 7665.5 4690.3 5867.2 6867.4 5544.2 5672.3 5305.3 RvD5 [7S,17S-dihydroxy-4Z,8E,10Z,13Z,15E,19Z-docosahexaenoic acid] 6857.9 5393.6 6299.4 2928.4 2035.1 2742.1 3470.1 6087.4 3100.6 3413.4 TxB3 [9α,11,15S-trihydroxythromba-5Z,13E,17Z-trien-1-oic acid] 8948.6 8556.3 5815.3 9986.3 5915.9 4087.7 6453.3 5124.5 4813.8 5987.1 Myristic acid 1782.9 3037.6 3064.3 2477.1 2452.5 1866.9 2744.8 2636.5 1681.5 2116.1 Myoinositol 1980900 2340700 2254400 1868800 2178900 1501400 1359200 1769400 1397700 1878300 4-Hydroxyhippurate 2653 2547.5 10612 4067.1 5908 5074.1 13142 18695 1324.1 7493.4 N-acetyl-beta-alanine 4272700 3361600 3432300 4495500 3178400 3834100 4773800 4330800 3296300 4063000 Scyllo inositol 1781100 1998800 2005400 1511500 2053400 1314200 1188300 1518600 1176700 1591200 Cysteine glutathione disulfide 9514600 11101000 13716000 12389000 12849000 7940100 11357000 15026000 8161200 9712900 TRP-GLU 57471 55065 56891 50483 39132 39840 57669 57098 23376 36467 7-ketodeoxycholic acid 400850 110940 123680 20346 17265 16308 107250 171690 375970 89980 13-methylmyristic acid 2318.2 4646.3 4638.9 3982.7 2977.5 1689.4 2656.8 4291.5 1170.8 2443.7 N-acetylornithine 3530500 3066200 3576100 4051200 3530000 3902000 3183000 4483000 3842500 3712500 Nonadecylic acid 15990 16672 17409 25135 26339 24949 26963 14853 12102 22625 D-Glucosamine 6-Phosphate 209550 336780 336130 273960 307980 293080 222920 470410 265690 232490 D-Glucuronolactone 21789 7873.7 8432.8 26000 18587 9269.5 15985 17311 1765.8 7841.2 3-Ureidopropionate 13291 23575 23117 24492 19224 20502 20260 29008 23777 23338 N-Amidino-L-Aspartate 166050 103860 182660 147510 166440 129730 153710 181460 127080 200290 Indole-3-Ethanol 10476 13628 46001 38630 3484.5 5450.1 4901.4 6631 5005.9 4546.7 Mono-Methyl Glutarate 140810 146080 162470 152440 154760 123000 148000 160740 157740 129440 3,3',5'-Triiodothyronine 2587.5 1162.3 1824.8 708.35 680.68 1005.6 1345.1 858.73 551.58 358.44 Phenylpyruvate 1855300 2072200 1884700 1668700 1577900 1571500 1861100 1674500 1703800 1502800 MS_METABOLITE_DATA_END #METABOLITES METABOLITES_START metabolite_name L-Threonine L-Arginine L-Aspartic Acid L-Glutamic Acid L-Isoleucine L-Leucine L-Serine 4-Hydroxy-L-Glutamic Acid Allantoin D-Alanyl-D-Alanine Hexanoyl Glycine L-Asparagine Anhydrous L-Carnosine N-Acetyl-L-Glutamic Acid N-Acetyl-L-Leucine N-Acetyl-L-Tyrosine N-Acetylneuraminic Acid N-Isovaleroylglycine N-Phenylacetylglycine O-Phospho-L-Serine Phe-Phe S-(5-Adenosy)-L-Homocysteine Sarcosine S-Sulfo-L-Cysteine Trans-4-Hydroxy-L-Proline Tyramine Γ-Glutamate-Cysteine N-Acetylphenylalanine P-Coumaric Acid Benzoic Acid Terephthalic Acid 2,5-Dihydroxy Benzoic Acid 2-Methoxybenzoic Acid 3-(4-Hydroxyphenyl)-Propionic Acid 3,4-Dihydroxybenzeneacetic Acid 3-Hydroxyanthranilic Acid 4-Hydroxybenzoic Acid P–Hydroxyphenyl Acetic Acid Ursodeoxycholic Acid Tauroursodeoxycholic Acid Taurocholic Acid Taurochenodesoxycholic Acid Hyodeoxycholic Acid Glycocholic Acid Glycochenodeoxycholic Acid Deoxycholic Acid Chenodeoxycholic Acid 4-Methylcatechol Dulcitol Enterodiol Inositol Vanillin 2,6-Dihydroxypurine 2'-Deoxyuridine 5-Hydroxymethyluracil Adenosine 5'-Monophosphate Flavin Adenine Dinucleotide Hypoxanthine Inosine Inosine 5'-Monophosphate Uracil Uridine 5’-Diphosphate Uridine Uridine 5'-Diphospho-N-Acetylgalactosamine Epinephrine Pyridoxal 5'-Phosphate Pyrroloquinoline Quinone Citric Acid D-Malic Acid L-Malic Acid Succinic Acid A-Ketoglutaric Acid Citramalic Acid Tryptamine D-Sorbitol L-Arabitol Ribitol D-Fructose D-Galactose D-Glucose D-Mannose D-Glucose 6-Phosphate N-Acetyl-D-Glucosamine D-Glucoronic Acid Pantothenate Nicotinamide-N-Oxide Nicotinic Acid Pantothenol 3-Indolebutyric Acid 3-Indolepropionic Acid Indole-2-Carboxylic Acid Indole-3-Carboxaldehyde 1-Naphthylacetic Acid 2-Aminoethanesulfonic Acid 2-Aminoisobutyric Acid 2-Hydroxybutanoic Acid 2-Hydroxyisocaproic Acid 2-Methylsuccinic Acid 3-Hydroxy-3-Methyl Butyric Acid 3-Hydroxybutyrate 3-Methylcrotonyl Glycine 4-Oxopentanoate Adipic Acid Azelaic Acid Caffeic Acid Creatine Creatine Phosphate D-Lactic Acid Glutaric Acid Guanidinoethyl Sulfonate Hydrocinnamic Acid Kinic Acid L-3-Phenyllactic Acid L-Lactic Acid L-Dihydroorotic Acid Malonicacid Mandelic Acid Methylmalonic Acid Phenyllactate (Pla) Phenylpyruvic Acid Pyrrole-2-Carboxylic Acid Shikimic Acid Vanillic Acid Α-Hydroxyisobutyric Acid TXB2 [9α,11,15S-trihydroxythromba-5Z,13E-dien-1-oic acid] PGD2 [9α,15S-dihydroxy-11-oxo-prosta-5Z,13E-dien-1-oic acid] 12-Hete O-Phosphorylethanolamine Lysops 22:6 Lysopg 18:1 Lysope 18:1 Lysope 18:0 Lysope 16:0 Lysope 14:0 Lysopa 18:0 Lysopa 16:0 LipoxinA4 [5S,6R,15S-trihydroxy-7E,9E,11Z,13E-eicosatetraenoic acid] 9-Hpode 13-HOTrE [13S-hydroxy-9Z,11E,15Z-octadecatrienoic acid] 9,10-DiHOME [(±)9,10-dihydroxy-12Z-octadecenoic acid] γ-Linolenic Acid(C18:3N6) Tridecanoic Acid Palmitoleic Acid (C16:1) Hexadecanoic Acid (C16:0) Linoleic Acid (C18:2N6C) Dodecanoic Acid(C12:0) Elaidic Acid (C18:1N9T) EPA [5Z,8Z,11Z,14Z,17Z-eicosapentaenoic acid] DHA [4Z,7Z,10Z,13Z,16Z,19Z-docosahexaenoic acid] Cis-11,14-Eicosadienoic Acid (C20:2) Cis-11,14,17-Eicosatrienoic Acid (C20:3) Arachidic Acid(C20:0) Α-Linolenic Acid(C18:3N3) (S)-(-)-2-Hydroxyisocaproic Acid 3-(3-Hydroxyphenyl)Propionate Acid 3-Aminosalicylic Acid Curcumin Neopterin Biopterin Ethylmalonate 2-(Formylamino)Benzoic Acid Ureidoisobutyric Acid Uridine 5-Monophosphate Deoxyadenosine Trans,Trans-Muconic Acid 2-Methylglutaric Acid Thiamine Triphosphate 5-Hydroxyhexanoic Acid 8-Hydroxy-2-Deoxyguanosine N-Acetylthreonine Pantetheine Hypoxanthine-9-β-D-Arabinofuranoside Orotidine 2'-Deoxycytidine-5'-Monophosphate D-Glucopyranose D-Fructose 6-Phosphate-Disodium Salt Deoxyribose 5-Phosphate Citraconic Acid Oxoadipic Acid 3-Methoxy-4-Hydroxyphenylethyleneglycol Sulfate Aminomalonic Acid Dl-Glyceraldehyde3-Phosphate 2,4-Dihydroxybenzoic Acid Β-Hydroxypyruvic Acid D-Fructose-1,6-Biphosphate-Trisodium Salt Palmitaldehyde Allysine Fumaric Acid 9-HOTrE [9S-hydroxy-10E,12Z,15Z-octadecatrienoic acid] 8,15-Dihete N-Acetylmethionine Ribulose-5-Phosphate Argininosuccinic acid 2-Deoxyribose 1-Phosphate N-Acetylglucosamine 1-Phosphate Indolelactic acid (3-Methoxy-4-hydroxyphenyl)ethylene glycol sulfate Pimelic acid D-Glucarate Xanthosine Inosine diphosphate (IDP) estrone 3-sulfate ADP-ribose UDP-glucose 3'-Sialyllactose DL-3,4-Dihydroxyphenyl glycol 3-Methyladipic acid 3-Methylglutaric acid Galactaric acid 2-Phenylbutyric acid 2-Methylbenzoic acid 2-(4-Hydroxyphenyl)ethanol Hydroxyphenyllactic acid Cinnamoylglycine MARMESIN N-Acetylaspartylglutamic acid INDOLE-3-CARBINOL DL-Benzylsuccinic acid cis-7-Hexadecenoic Acid cis-4-Hydroxy-D-proline GDP-L-fucose 7-Methylguanosine 3-Hydroxypicolinic acid N-lactoyl-phenylalanine D-Mannose 6-phosphate N-Acetylvaline Glycerol 3-phosphate Cyclamic acid D-(+)-Malic acid m-Coumaric acid D-Fructose 6-phosphate deoxyguanosine 5'-monophosphate (dGMP) Tetradecanedioic acid Tiglic acid 5-Methoxytryptophol Salicylic acid 6β-hydroxytestosterone 2,2-Dimethyl Succinic acid Dimethylmalonic acid Carbamoyl phosphate O-Acetyl-L-serine Glucotropaeolin Indoxylsulfuric acid Porphobilinogen Salicyluric acid Formononetin N-Oleoyl Glycine D-Arabinose 5-phosphate Hydroquinone Anthranilic acid Succinic anhydride Indoleacetaldehyde D-Xylulose 5-phosphate Hexadecanedioic acid Pyrophosphate Vanillylmandelic acid Gamma-Glu-Leu PE(18:1(9Z)/0:0) Dihydroxyacetone phosphate 5-oxoETE [5-oxo-6E,8Z,11Z,14Z-eicosatetraenoic acid] Adrenochrome Methylstearate Ethylsalicylate Maltol 1-Nonanal 2-nonanol 1-Naphthol Oxaloacetic acid Butyl?Acetate Sulfacetamide 2-n-Pentylfuran N-(2-Methylbenzoyl)glycine Orcinol Aspirin Sorbic acid Methyl hexadecanoate 1-Tetradecanol 4-tert-Octylphenol RICINOLEIC ACID PHENYL-BETA-D-GLUCOPYRANOSIDE Cis-3-Hexenylacetate 2-(Methylthio)ethanol Methanesulfonic acid 2-Nonanone Propylparaben 2,4-Di-tert-butylphenol Methylparaben (±)12-HEPE [(±)-12-hydroxy-5Z,8Z,10E,14Z,17Z-eicosapentaenoic acid] (±)12-HETE [(±)12-hydroxy-5Z,8Z,10E,14Z-eicosatetraenoic acid] (±)15-HEPE [(±)-15-hydroxy-5Z,8Z,11Z,13E,17Z-eicosapentaenoic acid] (±)16-HETE [(±)16-hydroxy-5Z,8Z,11Z,14Z-eicosatetraenoic acid] (±)17-HDHA [(±)17-hydroxy-4Z,7Z,10Z,13Z,15E,19Z-docosahexaenoic acid] (±)17-HETE [(±)17-hydroxy-5Z,8Z,11Z,14Z-eicosatetraenoic acid] (±)18-HEPE [(±)-18-hydroxy-5Z,8Z,11Z,14Z,16E-eicosapentaenoic acid] (±)18-HETE [(±)18-hydroxy-5Z,8Z,11Z,14Z-eicosatetraenoic acid] (±)4-HDHA [(±)4-hydroxy-5E,7Z,10Z,13Z,16Z,19Z-docosahexaenoic acid] (±)5-HEPE [(±)-5-hydroxy-6E,8Z,11Z,14Z,17Z-eicosapentaenoic acid] (±)5-HETE [(±)5-hydroxy-6E,8Z,11Z,14Z-eicosatetraenoic acid] (±)7-HDHA [(±)7-hydroxy-4Z,8E,10Z,13Z,16Z,19Z-docosahexaenoic acid] (±)9-HETE [(±)-9-hydroxy-5Z,7E,11Z,14Z-eicosatetraenoic acid] 11(S)-HETE [11S-hydroxy-5Z,8Z,12E,14Z-eicosatetraenoic acid] 11,12-EET [(±)11,(12)-epoxy-5Z,8Z,14Z-eicosatrienoic acid] 12,13-EpOME [(±)12(13)epoxy-9Z-octadecenoic acid] 13-oxoODE [13-oxo-9Z,11E-octadecadienoic acid] 14(S)-HDHA [14S-hydroxy-4Z,7Z,10Z,12E,16Z,19Z-docosahexaenoic acid] 15-oxoETE [15-oxo-5Z,8Z,11Z,13E-eicosatetraenoic acid] 17(18)-EpETE [(±)17,18-epoxy-5Z,8Z,11Z,14Z-eicosatetraenoic acid] 5(S),15(S)-DiHETE [5S,15S-dihydroxy-6E,8Z,10Z,13E-eicosatetraenoic acid] 5-HETrE [5S-hydroxy-6E,8Z,11Z-eicosatrienoic acid] 6 keto-PGF1α [6-oxo-9α,11α,15S-trihydroxy-prost-13E-en-1-oic acid] 9,10-EpOME [(±)9,10-epoxy-12Z-octadecenoic acid] 9-oxoODE [9-oxo-10E,12Z-octadecadienoic acid] LTB4 [5S,12R-dihydroxy-6Z,8E,10E,14Z-eicosatetraenoic acid] LTD4 [5S-hydroxy-6R-(S-cysteinylglycinyl)-7E,9E,11Z,14Z-eicosatetraenoic acid] LTE4 [5S-hydroxy-6R-(S-cysteinyl)-7E,9E,11Z,14Z-eicosatetraenoic acid] LXA5 [5S,6R,15S-trihydroxy-7E,9E,11Z,13E,17Z-eicosapentaenoic acid] LXB4 [5S,14R,15S-trihydroxy-6E,8Z,10E,12E-eicosatetraenoic acid] PDX [10(S),17(S)-dihydroxy-4Z,7Z,11E,13Z,15E,19Z-docosahexaenoic acid] PGD1 [9α,15S-dihydroxy-11-oxo-prost-13E-en-1-oic acid] PGE1 [9-oxo-11α,15S-dihydroxy-prost-13E-en-1-oic acid] PGE2 [9-oxo-11α,15S-dihydroxy-prosta-5Z,13E-dien-1-oic acid] PGF1α [9α,11α,15S-trihydroxy-prost-13E-en-1-oic acid] PGF2α [9α,11α,15S-trihydroxy-prosta-5Z,13E-dien-1-oic acid] PGJ2 [11-oxo-15S-hydroxy-prosta-5Z,9,13E-trien-1-oic acid] PGK1 [9,11-dioxo-15S-hydroxy-prost-13E-en-1-oic acid] RvD5 [7S,17S-dihydroxy-4Z,8E,10Z,13Z,15E,19Z-docosahexaenoic acid] TxB3 [9α,11,15S-trihydroxythromba-5Z,13E,17Z-trien-1-oic acid] Myristic acid Myoinositol 4-Hydroxyhippurate N-acetyl-beta-alanine Scyllo inositol Cysteine glutathione disulfide TRP-GLU 7-ketodeoxycholic acid 13-methylmyristic acid N-acetylornithine Nonadecylic acid D-Glucosamine 6-Phosphate D-Glucuronolactone 3-Ureidopropionate N-Amidino-L-Aspartate Indole-3-Ethanol Mono-Methyl Glutarate 3,3',5'-Triiodothyronine Phenylpyruvate METABOLITES_END #END