#METABOLOMICS WORKBENCH Vdudeja_20230818_151309 DATATRACK_ID:4229 STUDY_ID:ST002823 ANALYSIS_ID:AN004604 PROJECT_ID:PR001765 VERSION 1 CREATED_ON August 21, 2023, 1:11 pm #PROJECT PR:PROJECT_TITLE Smoking Induced Gut Microbial Dysbiosis Mediates Cancer Progression Through PR:PROJECT_TITLE Adaptive Immune System Modulation PR:PROJECT_SUMMARY Cigarette smoke exposure (CSE), either through active smoking or secondhand PR:PROJECT_SUMMARY smoke, increases the risk for a plethora of cancers. Studies have estimated that PR:PROJECT_SUMMARY one in three cancer deaths is associated with cigarette smoke exposure. However, PR:PROJECT_SUMMARY despite ongoing research on numerous carcinogens, the underlying mechanism(s) PR:PROJECT_SUMMARY remain poorly understood. Recent evidence indicates that the gut microbiome can PR:PROJECT_SUMMARY influence cancer progression by immune system modulation. Since CSE alters the PR:PROJECT_SUMMARY gut microbiome, we hypothesized that the gut microbiome serves as a causative PR:PROJECT_SUMMARY link between smoking and cancer growth. Through a combination of rigorous PR:PROJECT_SUMMARY syngeneic animal models and fecal microbiome transplantation studies, we PR:PROJECT_SUMMARY establish an essential role for smoke-induced dysbiosis in cancer growth. Using PR:PROJECT_SUMMARY Flow cytometric analysis of tumor specimens and experiments in Rag 1 KO and CD8 PR:PROJECT_SUMMARY KO, we demonstrate that smoke induced tumor growth requires functional adaptive PR:PROJECT_SUMMARY immunity. We further characterized the unique gut microbial and metabolomic PR:PROJECT_SUMMARY signatures induced by CSE using high throughput 16s rRNA sequencing and mass PR:PROJECT_SUMMARY spectrometric techniques. Finally, utilizing gut microbial ablation strategies PR:PROJECT_SUMMARY with broad and narrow-spectrum antibiotics, we demonstrate the reversal of PR:PROJECT_SUMMARY phenotypic effects of CSE and present a novel actionable target to mitigate PR:PROJECT_SUMMARY CSE-induced tumor promotion. PR:INSTITUTE University of Alabama, Birmingham PR:LAST_NAME Vikas PR:FIRST_NAME Dudeja PR:ADDRESS 1808 7th Avenue South Boshell Building- Suite 573 Birmingham, AL 35294 PR:EMAIL vdudeja@uabmc.edu PR:PHONE 205 975 7836 #STUDY ST:STUDY_TITLE Smoking Induced Gut Microbial Dysbiosis Mediates Cancer Progression Through ST:STUDY_TITLE Adaptive Immune System Modulation ST:STUDY_SUMMARY Cigarette smoke exposure (CSE), either through active smoking or secondhand ST:STUDY_SUMMARY smoke, increases the risk for a plethora of cancers. Studies have estimated that ST:STUDY_SUMMARY one in three cancer deaths is associated with cigarette smoke exposure. However, ST:STUDY_SUMMARY despite ongoing research on numerous carcinogens, the underlying mechanism(s) ST:STUDY_SUMMARY remain poorly understood. Recent evidence indicates that the gut microbiome can ST:STUDY_SUMMARY influence cancer progression by immune system modulation. Since CSE alters the ST:STUDY_SUMMARY gut microbiome, we hypothesized that the gut microbiome serves as a causative ST:STUDY_SUMMARY link between smoking and cancer growth. Through a combination of rigorous ST:STUDY_SUMMARY syngeneic animal models and fecal microbiome transplantation studies, we ST:STUDY_SUMMARY establish an essential role for smoke-induced dysbiosis in cancer growth. Using ST:STUDY_SUMMARY Flow cytometric analysis of tumor specimens and experiments in Rag 1 KO and CD8 ST:STUDY_SUMMARY KO, we demonstrate that smoke induced tumor growth requires functional adaptive ST:STUDY_SUMMARY immunity. We further characterized the unique gut microbial and metabolomic ST:STUDY_SUMMARY signatures induced by CSE using high throughput 16s rRNA sequencing and mass ST:STUDY_SUMMARY spectrometric techniques. Finally, utilizing gut microbial ablation strategies ST:STUDY_SUMMARY with broad and narrow-spectrum antibiotics, we demonstrate the reversal of ST:STUDY_SUMMARY phenotypic effects of CSE and present a novel actionable target to mitigate ST:STUDY_SUMMARY CSE-induced tumor promotion. ST:INSTITUTE University of Alabama, Birmingham ST:DEPARTMENT Department of Surgery ST:LAST_NAME Vikas ST:FIRST_NAME Dudeja ST:ADDRESS 1808 7th Avenue South Boshell Building- Suite 573 Birmingham, AL 35294 ST:EMAIL vdudeja@uabmc.edu ST:PHONE 205 975 7836 #SUBJECT SU:SUBJECT_TYPE Mammal SU:SUBJECT_SPECIES Mus musculus SU:TAXONOMY_ID 10090 #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 - 12-5-2020Ctrl1- Fecal Factors:Control RAW_FILE_NAME=Ctrl1- Fecal.wiff SUBJECT_SAMPLE_FACTORS - 12-5-2020Ctrl2- Fecal Factors:Control RAW_FILE_NAME=Ctrl2- Fecal.wiff SUBJECT_SAMPLE_FACTORS - 12-5-2020Ctrl3- Fecal Factors:Control RAW_FILE_NAME=Ctrl3- Fecal.wiff SUBJECT_SAMPLE_FACTORS - 12-5-2020Ctrl4- Fecal Factors:Control RAW_FILE_NAME=Ctrl4- Fecal.wiff SUBJECT_SAMPLE_FACTORS - 12-5-2020Ctrl5- Fecal Factors:Control RAW_FILE_NAME=Ctrl5- Fecal.wiff SUBJECT_SAMPLE_FACTORS - 12-5-2020Ctrl6- Fecal Factors:Control RAW_FILE_NAME=Ctrl6- Fecal.wiff SUBJECT_SAMPLE_FACTORS - 12-5-2020ctrl7- Fecal Factors:Control RAW_FILE_NAME=ctrl7- Fecal.wiff SUBJECT_SAMPLE_FACTORS - 12-5-2020Ctrl8- Fecal Factors:Control RAW_FILE_NAME=Ctrl8- Fecal.wiff SUBJECT_SAMPLE_FACTORS - 12-5-2020Ctr9- Fecal Factors:Control RAW_FILE_NAME=Ctr9- Fecal.wiff SUBJECT_SAMPLE_FACTORS - 12-5-2020 Ctrl10- Fecal Factors:Control RAW_FILE_NAME=Ctrl10- Fecal.wiff SUBJECT_SAMPLE_FACTORS - 12-5-2020Smoke 1- Fecal Factors:Smoke RAW_FILE_NAME=Smoke 1- Fecal.wiff SUBJECT_SAMPLE_FACTORS - 12-5-2020Smoke 2- Fecal Factors:Smoke RAW_FILE_NAME=Smoke 2- Fecal.wiff SUBJECT_SAMPLE_FACTORS - 12-5-2020Smoke3- Fecal Factors:Smoke RAW_FILE_NAME=Smoke3- Fecal.wiff SUBJECT_SAMPLE_FACTORS - 12-5-2020Smoke 4- Fecal Factors:Smoke RAW_FILE_NAME=Smoke4- Fecal.wiff SUBJECT_SAMPLE_FACTORS - 12-5-2020Smoke5- Fecal Factors:Smoke RAW_FILE_NAME=Smoke5- Fecal.wiff SUBJECT_SAMPLE_FACTORS - 12-5-2020Smoke 6- Fecal Factors:Smoke RAW_FILE_NAME=Smoke 6- Fecal.wiff SUBJECT_SAMPLE_FACTORS - 12-5-2020Smoke 7- Fecal Factors:Smoke RAW_FILE_NAME=Smoke 7- Fecal.wiff SUBJECT_SAMPLE_FACTORS - 12-5-2020Smoke 8- Fecal Factors:Smoke RAW_FILE_NAME=Smoke 8- Fecal.wiff SUBJECT_SAMPLE_FACTORS - 12-5-2020Smoke 9- Fecal Factors:Smoke RAW_FILE_NAME=Smoke 9- Fecal.wiff SUBJECT_SAMPLE_FACTORS - 12-5-2020Smoke 10- Fecal Factors:Smoke RAW_FILE_NAME=Smoke 10- Fecal.wiff SUBJECT_SAMPLE_FACTORS - 12-5-2020Smoke11- Fecal Factors:Smoke RAW_FILE_NAME=Smoke11- Fecal.wiff SUBJECT_SAMPLE_FACTORS - 12-5-2020Smoke+ Neo1- Fecal Factors:Smoke+ Neo RAW_FILE_NAME=Smoke+ Neo1- Fecal.wiff SUBJECT_SAMPLE_FACTORS - 12-5-2020smoke+ Neo2- Fecal Factors:Smoke+ Neo RAW_FILE_NAME=smoke+ Neo2- Fecal.wiff SUBJECT_SAMPLE_FACTORS - 12-5-2020Smoke+Neo3- Fecal Factors:Smoke+ Neo RAW_FILE_NAME=Smoke+Neo3- Fecal.wiff SUBJECT_SAMPLE_FACTORS - 12-5-2020Smoke+Neo4- Fecal Factors:Smoke+ Neo RAW_FILE_NAME=Smoke+Neo4- Fecal.wiff SUBJECT_SAMPLE_FACTORS - 12-5-2020Smoke+Neo5- Fecal Factors:Smoke+ Neo RAW_FILE_NAME=Smoke+Neo5- Fecal.wiff SUBJECT_SAMPLE_FACTORS - 12-5-2020Smoke+ neo6- Fecal Factors:Smoke+ Neo RAW_FILE_NAME=Smoke+ neo6- Fecal.wiff SUBJECT_SAMPLE_FACTORS - 12-5-2020Smoke+Neo7- Fecal Factors:Smoke+ Neo RAW_FILE_NAME=Smoke+Neo7- Fecal.wiff SUBJECT_SAMPLE_FACTORS - 12-5-2020Smoke+ neo8- Fecal Factors:Smoke+ Neo RAW_FILE_NAME=Smoke+ neo8- Fecal.wiff #COLLECTION CO:COLLECTION_SUMMARY Animal models All animal experiments were performed in accordance with the CO:COLLECTION_SUMMARY Institutional Animal Care and Use Committee (IACUC) guidelines. C57BL/6J WT CO:COLLECTION_SUMMARY mice, A/J mice (stock no. 000646), Rag1 KO mice (B6.129S7-Rag1tm1Mom/J), as well CO:COLLECTION_SUMMARY as CD8 KO mice (B6.129S2-Cd8atm1Mak/J), were purchased from the Jackson CO:COLLECTION_SUMMARY Laboratory (Bar Harbor, ME). LSL- KrasG12D Pdx-1cre (KC) mice were generated in CO:COLLECTION_SUMMARY our breeding facility by crossing LSL-KrasG12D mice with Pdx-1cre mice. Mice CO:COLLECTION_SUMMARY were backcrossed to the C57BL/6J genetic background for at least ten CO:COLLECTION_SUMMARY generations. Experiments with WT, Rag1 KO, and CD8 KO were performed with only CO:COLLECTION_SUMMARY female mice 6-8 weeks old. Mice of both sexes were recruited for KC mice CO:COLLECTION_SUMMARY experiments. Littermates of genetically modified mice were used as controls. CO:COLLECTION_SUMMARY Animal experiments were authorized and overseen by the Institutional Animal Care CO:COLLECTION_SUMMARY and Use Committee (IACUC) in accordance with approved protocols. Smoke chamber CO:COLLECTION_SUMMARY The TE-10 smoking machine (Teague Enterprises) was used to provide smoke CO:COLLECTION_SUMMARY exposure to mice. Humidified 3R4F cigarettes (Tobacco Health Research Institute, CO:COLLECTION_SUMMARY Lexington, KY) were used to provide cigarette smoke. A smoke concentration of CO:COLLECTION_SUMMARY 150-200 mg/mm3 was maintained inside the chamber, and carbon monoxide levels CO:COLLECTION_SUMMARY were monitored. Mice were acclimated to cigarette smoke during the first week CO:COLLECTION_SUMMARY through incremental increases in smoke exposure from 1 hour/day to 4 hours/day. CO:COLLECTION_SUMMARY This level of exposure was continued for the duration of the experiment. Mice CO:COLLECTION_SUMMARY kept in a compartment with room air flow instead of cigarette smoke were used as CO:COLLECTION_SUMMARY controls. CO:SAMPLE_TYPE Feces #TREATMENT TR:TREATMENT_SUMMARY In vivo experiments For smoke chamber experiments with WT mice, CD8 KO mice, or TR:TREATMENT_SUMMARY Rag1 KO mice, 6–8-week-old female mice were utilized. For antibiotic depletion TR:TREATMENT_SUMMARY experiments (using WT mice or Rag1 KO mice), mice were divided into four TR:TREATMENT_SUMMARY conditions - control mice, mice with smoke exposure alone, mice receiving TR:TREATMENT_SUMMARY antibiotics alone, and mice receiving smoke exposure along with antibiotics. The TR:TREATMENT_SUMMARY pre-exposure phase was four weeks, during which mice were given cigarette smoke TR:TREATMENT_SUMMARY and/or antibiotics. Subsequently, the mice were challenged with subcutaneous TR:TREATMENT_SUMMARY tumors. We first standardized the pre-exposure and found that four weeks was TR:TREATMENT_SUMMARY sufficient time to develop the tumor-promoting effects of smoke. The TR:TREATMENT_SUMMARY broad-spectrum antibiotics included - vancomycin (100 mg/kg), ampicillin (200 TR:TREATMENT_SUMMARY mg/kg), metronidazole (200 mg/kg), neomycin (200 mg/kg), and amphotericin (1 TR:TREATMENT_SUMMARY mg/kg). Ampicillin was dissolved in drinking water, while the rest were TR:TREATMENT_SUMMARY dissolved in phosphate buffered saline (PBS) and administered as a daily gavage TR:TREATMENT_SUMMARY of 0.5 ml solution. Smoke and antibiotics were continued after the tumor TR:TREATMENT_SUMMARY challenge until the experimental endpoint. For the CD8 KO mice experiment, WT TR:TREATMENT_SUMMARY and CD8 KO mice were divided into two groups each - control mice and TR:TREATMENT_SUMMARY smoke-exposed mice. The smoke pre-exposure period lasted four weeks, after which TR:TREATMENT_SUMMARY mice were implanted with subcutaneous tumors. Exposure was continued until the TR:TREATMENT_SUMMARY endpoint. To test the effects of antibiotics in a therapeutic setting, WT mice TR:TREATMENT_SUMMARY were initially divided into control mice and smoke-exposed mice. After the TR:TREATMENT_SUMMARY pre-exposure phase, mice were challenged with subcutaneous tumors, which were TR:TREATMENT_SUMMARY allowed to grow for two weeks. Both groups were further randomized into two TR:TREATMENT_SUMMARY groups - one without an antibiotic cocktail and one with an antibiotic cocktail. TR:TREATMENT_SUMMARY For NNK experiments, a setup similar to the smoke chamber was used. Four groups TR:TREATMENT_SUMMARY were as followed - control mice, NNK alone, antibiotics alone, and NNK and TR:TREATMENT_SUMMARY antibiotics. NNK pre-exposure was given for six weeks through weekly injections, TR:TREATMENT_SUMMARY i.p 100 mg/kg. This was followed by a subcutaneous tumor challenge, and TR:TREATMENT_SUMMARY injections of NNK were continued until the endpoint. For the KC mice experiment, TR:TREATMENT_SUMMARY 8-week-old KC mice were randomly recruited to each of the four groups mentioned TR:TREATMENT_SUMMARY above. Weekly NNK injections and/or antibiotic cocktails were given for eight TR:TREATMENT_SUMMARY weeks, after which mice were euthanized at four months of age. A/J mice were TR:TREATMENT_SUMMARY given weekly NNK injections from 6-10 weeks of age, euthanized at 28 weeks, and TR:TREATMENT_SUMMARY individual tumor nodules in the lungs were recorded. For FMT experiments, stool TR:TREATMENT_SUMMARY was collected from cancer-naive control or smoke-exposed mice (4 weeks). The TR:TREATMENT_SUMMARY pellets were homogenized and dissolved in PBS. Eight to ten pellets were TR:TREATMENT_SUMMARY dissolved in 10 ml PBS. The mixture was then centrifuged at 500g for 5 minutes TR:TREATMENT_SUMMARY to allow fecal matter to settle down. The supernatant was collected and TR:TREATMENT_SUMMARY administered to recipient mice through oral gavage (500uL). The recipient mice TR:TREATMENT_SUMMARY were prepared for FMT by ablating their gut microbiome using a broad-spectrum TR:TREATMENT_SUMMARY antibiotic cocktail, as already described, for two weeks. A washout period of TR:TREATMENT_SUMMARY one week was allowed for the antibiotics to flush out of the system. This was TR:TREATMENT_SUMMARY followed by biweekly oral gavage of fecal microbiome from control or TR:TREATMENT_SUMMARY smoke-exposed mice for four weeks to reconstitute the microbiome. Subcutaneous TR:TREATMENT_SUMMARY tumors were then implanted, and biweekly FMT continued until the endpoint. #SAMPLEPREP SP:SAMPLEPREP_SUMMARY Metabolites were extracted from fecal, and mouse liver pool was used as a SP:SAMPLEPREP_SUMMARY quality control and followed the extraction procedure described. Briefly, 10 mg SP:SAMPLEPREP_SUMMARY of tissue was used for the metabolic extraction. The extraction step starts with SP:SAMPLEPREP_SUMMARY addition of 750μL ice-cold methanol: water (4:1) containing 20μL spiked SP:SAMPLEPREP_SUMMARY internal standards (ISTDs). After homogenization, ice-cold chloroform and water SP:SAMPLEPREP_SUMMARY were added in a 3:1 ratio for a final proportion of 4:3:2 SP:SAMPLEPREP_SUMMARY methanol:chloroform:water. The organic and aqueous layers were collected, dried, SP:SAMPLEPREP_SUMMARY and resuspended in methanol: water (1:1). The extract was deproteinized using a SP:SAMPLEPREP_SUMMARY 3 kDa molecular filter and the filtrate was dried under vacuum. The dried SP:SAMPLEPREP_SUMMARY extracts were re-suspended in 100 μL of injection solvent composed of 1:1 SP:SAMPLEPREP_SUMMARY methanol: water and subjected to LC-MS. #CHROMATOGRAPHY CH:CHROMATOGRAPHY_SUMMARY HILIIC-negative CH:CHROMATOGRAPHY_TYPE HILIC CH:INSTRUMENT_NAME ABSciex 5600 Triple TOF CH:COLUMN_NAME Waters XBridge Amide (100 x 4.6mm,3.5um) CH:SOLVENT_A 100% water; 20 mM ammonium acetate, pH 9.0 CH:SOLVENT_B 100% acetonitrile CH:FLOW_GRADIENT 0-3 min 85% B, 3-12 min 30% B, 12-15 min 2% B, 15-16 min 85% B followed by CH:FLOW_GRADIENT re-equilibration till the end of the gradient 23 min to the initial starting CH:FLOW_GRADIENT condition of 85% B. CH:FLOW_RATE 0.4 mL/min CH:COLUMN_TEMPERATURE 37 #ANALYSIS AN:ANALYSIS_TYPE MS #MS MS:INSTRUMENT_NAME ABI Sciex 5600 TripleTOF MS:INSTRUMENT_TYPE Triple TOF MS:MS_TYPE ESI MS:ION_MODE NEGATIVE MS:MS_COMMENTS For metabolomics, 5μL of the metabolite extract was injected into a 3.5μm MS:MS_COMMENTS particle 4.6×150mm X bridge amide column which heats to 60°C. 0.1% formic acid MS:MS_COMMENTS in water as solvent-A and acetonitrile as solvent-B in positive ionization and MS:MS_COMMENTS 20mM ammonium acetate in 95% water; 5% acetonitrile and 100% acetonitrile as MS:MS_COMMENTS solvent-B in negative ionization mode. The flow rate used for these experiments MS:MS_COMMENTS was 0.4 mL/min. The data acquisition of each sample was performed in both MS:MS_COMMENTS positive and negative ionization modes using a TripleTOF 5600 equipped with a MS:MS_COMMENTS Turbo VTM ion source. The instrument performed one TOF MS survey scan (150ms) MS:MS_COMMENTS and 15 MS/MS scans with a total duty cycle time of 2.4s. The mass range in both MS:MS_COMMENTS modes was 50–1200 m/z. We controlled the acquisition in both MS and MS/MS MS:MS_COMMENTS spectra by data-dependent acquisition function of the Analyst TF software (AB MS:MS_COMMENTS Sciex, Concord, Canada). Rolling collision energy spread was set whereby the MS:MS_COMMENTS software calculated the collision energy value to be applied as a function of MS:MS_COMMENTS m/z. Mass accuracy was maintained by the use of an automated calibrant delivery MS:MS_COMMENTS system interfaced to the second inlet of the Duo Spray source. MS:MS_RESULTS_FILE ST002823_AN004604_Results.txt UNITS:area Has m/z:No Has RT:No RT units:No RT data #MS_METABOLITE_DATA MS_METABOLITE_DATA:UNITS area MS_METABOLITE_DATA_START Samples 12-5-2020Ctrl1- Fecal 12-5-2020Ctrl2- Fecal 12-5-2020Ctrl3- Fecal 12-5-2020Ctrl4- Fecal 12-5-2020Ctrl5- Fecal 12-5-2020Ctrl6- Fecal 12-5-2020ctrl7- Fecal 12-5-2020Ctrl8- Fecal 12-5-2020Ctr9- Fecal 12-5-2020 Ctrl10- Fecal 12-5-2020Smoke 1- Fecal 12-5-2020Smoke 2- Fecal 12-5-2020Smoke3- Fecal 12-5-2020Smoke 4- Fecal 12-5-2020Smoke5- Fecal 12-5-2020Smoke 6- Fecal 12-5-2020Smoke 7- Fecal 12-5-2020Smoke 8- Fecal 12-5-2020Smoke 9- Fecal 12-5-2020Smoke 10- Fecal 12-5-2020Smoke11- Fecal 12-5-2020Smoke+ Neo1- Fecal 12-5-2020smoke+ Neo2- Fecal 12-5-2020Smoke+Neo3- Fecal 12-5-2020Smoke+Neo4- Fecal 12-5-2020Smoke+Neo5- Fecal 12-5-2020Smoke+ neo6- Fecal 12-5-2020Smoke+Neo7- Fecal 12-5-2020Smoke+ neo8- Fecal Factors Factors:Control Factors:Control Factors:Control Factors:Control Factors:Control Factors:Control Factors:Control Factors:Control Factors:Control Factors:Control Factors:Smoke Factors:Smoke Factors:Smoke Factors:Smoke Factors:Smoke Factors:Smoke Factors:Smoke Factors:Smoke Factors:Smoke Factors:Smoke Factors:Smoke Factors:Smoke+ Neo Factors:Smoke+ Neo Factors:Smoke+ Neo Factors:Smoke+ Neo Factors:Smoke+ Neo Factors:Smoke+ Neo Factors:Smoke+ Neo Factors:Smoke+ Neo Zeatin(ISTD) 22107 20369 17184 21276 23974 23763 21711 23782 22079 22095 23121 20615 22071 21176 14640 23086 19365 22161 21857 21125 23260 19497 19701 22848 19086 19333 20728 23029 20417 (+/-)-11-Hydroxy-4Z,7Z,9E,13Z,16Z,19Z-docosahexaenoic acid 222038 173405 139280 234710 196602 81880 151783 189000 113293 166635 187046 141625 194659 202062 170116 239859 185829 203478 228146 181763 179590 104167 153829 170323 63822 198762 194599 150310 177725 (+/-)-15-Hydroxy-5Z,8Z,11Z,13E,17Z-eicosapentaenoic acid 253407 81095 95806 54873 82667 64316 54514 107433 95842 62066 57004 254564 68522 102576 113268 348714 101297 122915 159536 80497 70462 84056 121014 62662 47138 78763 82210 62222 46978 (+/-)-17-Hydroxy-4Z,7Z,10Z,13Z,15E,19Z-docosahexaenoic acid 224486 177388 99272 230721 196787 82928 120672 191870 117588 171327 190977 102679 190767 202540 176931 237048 184630 207269 225320 182764 181193 97298 118997 163714 62660 197548 197966 150437 176138 (+/-)-5,6-Dihydroxy-8Z,11Z,14Z-eicosatrienoic acid 9713 2258 2391 1529 4772 3185 1576 3573 3148 3095 3233 437 2145 947 2808 2510 4681 3053 6907 3316 2072 18167 13391 7234 12315 6043 9812 8045 11368 (2E,4E)-Hexa-2,4-dienoic acid 166334 192785 117665 127821 69132 403157 105296 185239 60279 87917 210693 169313 173444 595607 1066684 168857 231026 55278 256649 98942 245824 111106 74433 252330 340290 160626 157388 176343 220301 (N-(-2-Acetamido))-2-aminoethanesulfonic acid 63433 63760 91051 93908 66215 73360 49941 62996 85921 52539 73094 45163 77257 68551 103533 42853 76873 42644 95052 95853 55935 54047 79350 58058 29151 62938 73242 29186 98446 alpha-D-Galactosamine 1-phosphate 736429 821944 565280 614553 593164 757345 349670 454746 746139 284208 215327 484857 588281 592013 816119 360756 595453 736666 803673 958744 1229971 1102690 699775 505751 684716 753735 840042 734244 1264969 beta-Ketoadipic acid 474207 443975 244480 200906 500830 229691 300035 460978 407574 277930 595386 284389 60992 284646 326677 309266 354844 360432 328555 398525 225737 370852 279111 233416 166887 285368 183170 329009 355842 DELTA17-6-Ketoprostaglandin F1alpha 64518 53910 34616 61278 51214 39746 33559 54797 44656 35469 53117 31603 62772 60885 60459 51754 59275 70858 64221 72943 73045 49681 43793 40390 32250 44926 55196 44909 47911 1-(5Z,8Z,11Z,14Z-Eicosatetraenoyl)-sn-glycero-3-phospho-(1'-myo-inositol) 16702 16117 0 0 14313 2742 18034 16423 16710 11354 15397 8156 19861 14124 0 11783 16880 16345 18161 22424 14310 19193 13816 10967 17969 15124 13231 7718 19665 10(S),17(S)-DiHDoHE 160533 105662 95901 106917 91123 102774 78979 105606 97927 80165 119730 110407 139086 191164 301220 89066 131719 186748 159577 162880 157788 65243 61842 40198 36947 62918 50867 30950 28416 10R,17S-Dihydroxydocosa-4Z,7Z,11E,13E,15E,19Z-hexaenoic acid 98861 92926 73194 68499 73445 76740 71110 69971 66200 50687 84817 85140 91149 142012 171374 83379 99879 120391 109762 102930 94205 47131 50755 39550 40968 72085 31739 29226 37741 11(12)-EET ethanolamide 40577 49714 29235 34650 37425 88563 53860 37235 29457 10663 15933 9022 15506 27259 22782 28799 11080 22765 15462 20234 15557 19141 36790 4224 13716 6121 14989 7909 9849 11,12-Dihydroxy-5Z,8Z,14Z-eicosatrienoic acid 124735 117015 80935 46872 109771 86213 105274 108798 121824 98204 154501 167332 214358 199387 220986 291188 137322 143610 216825 146407 63098 156772 138012 51693 28568 73489 183130 69706 33726 11alpha-Hydroxytestosterone 58361 59967 71850 65418 72670 53797 56061 76781 54216 51515 56104 65793 72182 64656 74651 49563 52785 63604 52270 53639 71647 67831 77659 84665 69988 75597 71019 81698 95538 11-Deoxy-11-methyleneprostaglandin D2 226595 98848 94611 141001 81147 73629 86013 154761 68917 88292 67576 133532 127617 112006 144016 189709 129858 116553 157848 92853 113356 70162 106036 55035 42797 110400 100358 60808 63293 11-Deoxy-16,16-dimethylprostaglandin E2 167871 215041 99069 143282 154198 151109 118058 163125 178687 118769 164870 111560 136979 190331 159131 211288 196996 164086 220362 142554 221609 102613 91565 63442 70721 66510 84402 76602 85150 11-Oxo-15S-hydroxy-5Z,9,13E-prostatrienoic acid 248125 76288 91039 51229 79734 57333 50994 99833 92183 60608 53376 241475 67171 96676 113363 333939 101948 113916 157720 79749 69363 80657 117653 59072 45461 75341 75935 60742 47055 12(13)-Epoxy-9Z-octadecenoic acid 1089516 859585 857516 1957924 1299281 396286 1181019 1188506 1214988 1483375 426205 1016835 1640963 493191 700428 644442 908847 1099086 1251667 765197 708706 1126536 1092465 1017975 484311 953785 992912 917333 875125 12,13-DiHOME 416703 539799 407629 253459 625001 459106 431771 405501 628325 534514 469231 357980 322206 470610 588137 594222 386709 559008 592292 537508 317074 969638 607748 569662 388839 726209 656299 965928 947010 12-Hydroxydodecanoic acid 33868 35401 21591 34338 31008 29691 18485 37991 33673 21927 40145 14699 25942 33653 28001 24601 30076 31821 33314 35687 39391 14348 20591 21814 15648 26856 16320 19339 24244 12-Oxoleukotriene B4 224569 103530 91940 140487 82381 87899 90824 137021 75471 87626 66575 135825 126676 113159 143899 188356 130731 121851 155932 90630 121705 67187 107079 54535 43146 90307 109773 62742 62850 12R-Hydroxy-5Z,8Z,10E,14Z-eicosatetraenoic acid 58472 39738 48578 55243 43041 31660 48892 53528 34876 39867 32253 91379 93003 64471 117647 74846 62697 72077 71213 60195 69428 63014 69697 44515 36606 64947 99860 50531 41674 12S-Hydroxy-5Z,8E,10E-heptadecatrienoic acid 24355 21529 16703 21893 18662 19368 17215 27680 14631 21297 13654 19183 24882 33407 23898 17285 26918 20925 23025 28391 28581 24534 26083 20564 16018 19953 29082 18853 20717 13,14-Dehydro-15-cyclohexyl Carbaprostacyclin 198578 178225 114801 202865 152259 173986 102162 164047 95868 129627 199244 110459 178099 390393 284352 217115 180519 172148 195361 189280 201782 84551 147913 178718 86187 144568 188599 131367 186708 13,14-Dihydro-16,16-difluoro Prostaglandin E1 229462 244736 156412 161163 218963 141984 136217 201459 220384 109409 238607 131849 147118 193504 213456 226838 208695 225558 259844 204691 177993 101222 99900 103243 127429 97863 103892 102386 86946 13,14-Dihydro-16,16-difluoro Prostaglandin F2alpha 186818 174001 80365 65089 89021 110968 47674 139601 113023 42282 96859 89544 54741 53722 123511 62580 39767 117478 106813 84589 65510 24798 28662 24778 44964 62530 8304 40687 40118 13,14-Dihydroprostaglandin F1alpha 72619 100662 37059 109713 65047 35216 36587 63971 93536 71488 101132 71521 76398 83875 61887 104288 104803 107793 69124 59253 83205 90885 53593 78648 63686 36593 77858 60441 91945 13-HODE 1050264 810577 812294 1868883 1218161 370296 1117251 1143423 1157632 1444195 394426 978415 1559433 460323 702800 614053 888626 1026157 1176195 756995 667501 1077329 1055980 984950 453389 907842 915785 852229 820231 13S-Hydroxy-9Z,11E,15Z-octadecatrienoic acid 550651 368267 355905 1084172 610226 150151 595922 575978 533311 730993 157021 518544 608523 186772 215385 217184 384353 430360 651860 336412 314056 454693 422589 516547 200453 376519 414556 373642 339568 14,15-EE-(5Z)-E 11645 14516 4285 20723 14923 5814 18204 14876 15889 26559 21334 10377 7888 11026 13901 16578 31981 17920 9763 10075 11744 18251 62310 16592 10618 9499 23136 26848 22131 14,15-EE-(8Z)-E 11764 14757 4409 20738 15180 5998 18427 14830 16430 27383 21902 11078 7630 11507 13668 17009 32463 18101 10260 9953 12209 18471 63015 17265 0 9647 24010 27198 22425 15(S)-15-Methylprostaglandin F2alpha isopropyl ester 98347 80433 64219 75670 74223 67406 50124 78297 72049 59141 83011 64865 92547 83341 104628 85119 86939 95616 88318 84081 98766 75254 67500 73098 65028 56588 63769 67110 74489 15(S)-HpETE 170895 121556 104301 137198 119420 112210 103551 141786 93132 113218 117680 191474 205925 215844 220642 183387 183922 217957 226211 165999 149327 143217 154519 76895 56056 117295 166915 85723 71782 15-HEDE 403399 391665 118602 355889 385417 370809 399656 375215 123831 406790 414630 454969 378806 420299 367534 395920 375199 426039 351928 359379 384068 372666 365312 362023 364659 367691 383306 385505 362007 15-HETE 8693 7491 9000 2512 9512 7667 7605 12065 7225 7920 15291 8962 8161 5297 8912 8219 11857 7523 9469 7579 12699 45978 39857 32926 40280 21895 24680 36742 56163 15-Keto-17-phenyl trinor prostaglandin F2alpha 47897 40842 41111 42553 46582 32865 36947 37334 33446 28496 40275 46077 58248 52351 102912 45736 45217 57625 62290 64744 57464 37421 36414 29689 40474 28341 29210 35800 47686 15-Ketofluprostenol 48865 45623 43463 31926 46419 52621 33928 57586 40569 36894 50779 32360 48060 32672 84599 39697 47066 36089 48487 30824 65058 39986 40949 37357 40052 25221 29557 28062 31990 15S-Hydroxy-8Z,11Z,13E-eicosatrienoic acid 100944 84284 66043 44595 93249 68510 83208 81901 95557 83327 119794 130719 179802 160248 184751 240186 102895 116056 164265 135741 46689 143543 114396 48680 21670 58383 143617 57899 30900 16-Phenyl tetranor prostaglandin E1 75241 104693 39521 112193 68343 37165 37627 67641 94639 75735 103170 74681 118610 55235 63107 78241 112314 112110 127897 61154 140998 94697 61736 83434 66393 39589 81070 63371 95802 17alpha-Ethynylestradiol 9267 12400 14891 15221 16792 14019 12660 17111 18633 16696 14590 17158 8012 6626 0 10463 14488 13641 13693 14387 12204 11238 8813 9036 6459 7799 5850 9469 11780 17-Phenoxy trinor prostaglandin F2alpha ethyl amide 26887 9729 17865 19070 22192 14720 12638 19396 14894 9680 20414 14986 15173 12414 36488 10745 23425 31473 18492 21526 38209 9943 21302 7472 23393 15616 0 16175 16485 17-Phenyl trinor-13,14-dihydroprostaglandin A2 11541 15748 10639 14668 9062 7781 8049 10157 10306 7632 7537 13651 12600 22216 15111 11474 11268 16140 17303 19553 14166 18234 11138 6838 9079 14119 17845 19164 14168 17-Trifluoromethylphenyl trinor prostaglandin F2alpha 50098 44813 42758 32723 53478 63749 34528 57758 41347 37762 52515 32075 49153 33390 84760 41229 43180 37590 50350 31882 65444 40449 41670 38503 40411 25907 35877 34352 32647 17-Trifluoromethylphenyl trinor prostaglandin F2alpha isopropyl ester 180916 220905 273795 247507 174022 470770 206859 166496 120816 114695 157802 99042 134011 144747 328930 80983 79351 167603 156130 157116 177414 52618 52197 62179 117694 69363 60802 132011 106129 19(20)-EpDPE 221848 169586 134690 232578 193173 81353 146125 186509 108130 161978 183276 139912 191581 195624 163262 238458 187042 195644 226375 180913 175671 138015 154433 167241 64341 198847 186953 150461 177630 1-Hexadecanoyl-sn-glycero-3-phospho-(1'-sn-glycerol) 238485 682740 191771 138031 693711 102347 120316 267568 622395 179353 130083 63841 82471 182319 151980 367269 189537 268306 154911 291522 88768 278723 306968 219150 92387 524779 329718 417195 300818 1H-Indole-3-carboxylic acid 435066 422770 228762 184515 458787 213753 277465 432820 381481 258445 579161 265512 53406 271376 301096 283726 335626 342083 301419 370048 214059 351235 256995 215869 153655 266832 167598 295789 335631 1-Octadecanoyl-sn-glycero-3-phospho-(1'-myo-inositol) 27856 26633 22735 27880 24803 17537 15309 25058 20299 19147 29900 24472 27195 18040 26994 29157 24308 32904 34094 25488 25418 20648 17700 25681 14596 21050 18132 22329 20669 1-Palmitoyl-2-hydroxy-sn-glycero-3-phosphoethanolamine 6588 19833 12158 9969 18509 0 18102 13548 22512 11327 18652 0 6166 5961 0 16302 11156 13611 22375 21791 22258 18537 29167 21412 26530 19088 31470 24548 22139 2-(1-Naphthyl)acetic acid 250278 318117 166091 316838 310868 397516 169621 303512 56762 383156 100616 125606 325869 348197 198591 298031 245722 309175 219582 917559 318565 281801 313425 284393 310014 254956 456708 123142 279779 2-(N-Morpholino)ethanesulfonic acid 109575 152927 978847 2577055 219569 221185 1131487 2178931 151103 797771 978457 678248 989874 886360 1825886 533441 1529340 773740 969106 907654 539166 460720 504215 83103 47184 50471 197267 48196 60081 2,2-Dimethylsuccinic acid 17279 136634 5833 7311 11924 50454 4759 59771 24807 6786 251323 27962 28280 441316 346236 36800 65443 21363 120154 12616 80577 3306 1689 4399 7388 7208 0 12722 4600 2,3-Dinor 11beta-prostaglandin F2alpha 22669 24472 22479 14270 25041 16608 12411 22217 15296 16086 9719 10640 28093 23679 23241 27156 18746 19310 24817 27895 33831 12978 22596 17405 23833 15473 17150 16113 23830 2',4'-Dihydroxy-4-methoxychalcone 237270 247526 262236 329807 290023 170379 169361 242635 327816 208712 96395 187990 272767 197158 235058 236634 229898 293209 276009 309024 312334 242469 220330 214323 156412 245414 206702 197802 217953 2',4'-Dihydroxychalcone 17904 10931 9000 13545 15024 10490 8668 16569 13418 8188 4933 13894 22900 8327 17987 5261 12204 16898 18214 14758 22301 17709 14537 24808 29401 25693 16074 25313 47889 2',5'-Dihydroxychalcone 57206 134296 108281 99214 116773 90301 152485 145598 139893 96592 67851 57272 35589 105760 155351 92177 101129 55908 50009 128390 79309 134942 142725 201889 182013 221815 160966 238528 294779 20-Carboxyarachidonic acid 192997 84582 81968 118476 72592 62147 60797 133560 69409 73806 62679 119947 109787 100708 131062 153798 115293 100907 140943 83313 101297 66277 93830 53759 32772 72644 92332 53779 48808 24S-Hydroxycholesterol 77174 55540 43051 57005 63047 39515 41851 66898 61160 31326 63632 42883 49701 42606 88796 44563 71102 59636 80241 59906 126124 60310 78340 50414 65858 45259 27859 48482 67541 2-Acetyl-5-(tetrahydroxybutyl)imidazole 47542 57635 27775 38385 36903 56970 25921 41204 55355 27176 12360 30015 67365 52109 73184 16820 42707 42916 64282 57608 85454 53899 35059 37439 23426 24814 41085 34358 43720 2-Butanone, (2,4-dinitrophenyl)hydrazone 5693 6405 8251 10980 6673 13066 9409 13359 10621 8557 7912 7091 9163 13066 18041 8872 4334 3744 3635 18702 2360 5477 8438 5411 11155 2484 5350 4947 11750 2-Butenedioic acid, 2-methyl-, (E)- 7622 17757 15483 8116 10585 7718 18692 12456 18971 11426 4842 4867 2010 13686 12534 11914 12990 7966 6004 18513 6167 20156 20624 19844 31456 38308 23743 34200 35369 2-Ethyl-2-hydroxybutyric acid 23382 24319 83745 51805 47976 105731 38443 0 53115 105609 14132 43357 23441 34721 25472 38476 55847 35574 15351 14291 17669 9596 29671 16240 29396 61363 36135 25031 64331 2-Keto-3-deoxyoctonic acid 27085 43099 38060 36319 22313 52128 22541 43076 29758 27470 41519 20708 33329 32966 68455 28835 31332 32078 40477 27886 59892 72429 86730 47136 51686 35662 44466 58142 62666 2-Ketobutyric acid 9695 34999 16232 4132 10225 14240 15073 24550 11828 9394 44494 14488 15254 89498 74919 20121 24376 11777 31599 9757 26730 7366 15435 13663 16597 19161 10607 25524 23862 2-Keto-D-gluconic acid 31362 34788 33386 32075 27774 40611 49631 40673 29760 42145 35022 35705 23037 69347 50851 36946 47214 25923 25122 25957 35192 107473 88585 68647 162796 120299 103885 111472 209294 2-Methoxyestrone 5987 8781 6686 7641 10069 6160 14982 6252 14046 8678 6562 7848 11109 11283 7078 13348 8449 11083 8522 4657 7288 9586 12921 15657 10160 11387 11055 9273 13279 2-Methylglutaric acid 43414 77343 64383 45453 67075 153575 35638 60626 74283 38497 48694 33798 25244 89457 0 25945 30381 31142 33878 41561 35052 20882 26222 31465 32789 38406 29349 104133 54131 2-Oxopentanedioic acid 16829 131664 6149 7144 12129 49122 4284 56920 24876 6591 237288 27414 27964 432634 348240 34687 65182 20580 117182 13803 74449 3974 1700 4001 6788 7628 0 12230 4442 2-Propyl-2-pentenoic acid 75486 77237 80870 74207 51304 134165 54273 80382 58218 69278 78847 60003 64044 152131 295485 55394 54457 77449 107106 41122 81152 76947 88977 137155 81953 110614 103912 99139 114343 3-(2-Hydroxyethyl)indole 8090 17398 7730 4834 7993 15720 8702 14107 8505 7751 14492 9468 6247 17817 21529 17108 13308 9652 13951 10542 10587 6514 4652 3735 7744 4856 2992 6051 4476 3,4'-Dimethoxy-2'-hydroxychalcone 36484 29418 18938 32976 32675 23988 20422 40298 30054 21086 34714 16763 37931 38746 40490 27524 31539 33123 38852 35155 32205 29668 34940 55883 8985 37310 18456 49070 17934 3,4'-Dimethoxy-2-hydroxychalcone 42174 56807 47520 67589 51335 32033 39530 42376 68047 46487 21386 32472 49465 42147 38717 52851 46162 53441 50391 59467 53990 56835 46496 42570 29267 63707 43701 39884 46311 3',4'-Dimethoxy-2'-hydroxychalcone 40244 53974 48366 65764 50852 30193 38089 41124 65588 43531 21286 30260 48963 41040 38345 51987 44479 53049 48081 56542 54105 54436 47625 43228 28120 57686 41408 38224 49357 3,4'-Dimethoxy-5,7,3'-trihydroxyflavone 42039 47762 29413 39000 54329 34196 24464 44122 41691 79124 41665 44215 59268 35838 28853 209252 34617 91567 80354 54429 69062 82417 87063 179236 43769 41466 128893 178742 110849 3,5,7,3',4'-Pentahydroxyflavanone 6773 6462 8835 31161 6980 6019 6935 2899 9735 5965 7844 5208 7701 6963 5301 8555 12886 12685 8008 7537 5695 29176 69230 10388 5747 13217 25516 7737 6197 3,6'-Dimethoxy-2'-hydroxychalcone 70731 81966 66374 52075 73473 75722 53659 118498 58543 31802 81961 23788 61238 137959 224478 62189 54246 52083 83698 69185 86797 43180 42156 38724 86843 60176 37194 56922 78780 3,7-Dihydroxy-12-oxocholanoic acid 599779 718130 542439 554235 1253642 601843 384789 574053 626442 487066 521314 1305904 369897 458982 945994 331760 340308 502528 1107666 789524 583199 1697793 2173312 3435078 890004 2613625 1921799 5981481 4160224 3-Bromo-5-phenylsalicylic Acid 5430 41660 22333 7699 20042 18957 23305 23298 18883 9315 10524 6336 2371 25613 68084 13185 23102 9723 2095 6481 5246 13185 19671 14242 42179 80105 20233 36730 41000 3-Chloro-4-hydroxy-5-methoxybenzoic acid 44058 30518 21468 36850 34346 33573 17602 35156 43323 19643 44890 25697 40572 34028 52364 6968 34326 37251 42151 33183 47245 32215 20603 22023 11321 17370 19238 15481 15664 3-Dehydroquinic acid 54415 49029 30756 35945 47878 49533 33654 22423 65737 36801 39815 27413 31100 39854 0 8790 57664 48797 51294 44426 53544 43488 50446 21279 16792 20629 55443 19861 22670 3-Hexyne-2,5-diol, 2,5-dimethyl- 82326 80225 87202 78268 57048 135873 56268 85405 59507 73142 82853 62148 72764 165578 308395 57650 55687 80837 115664 41954 82222 84449 96787 146811 85102 114433 110522 106286 120735 3-Hydroxy-4'-methoxyflavone 36305 30123 27442 39793 37075 20704 22783 25358 33051 30983 7945 32140 44588 18210 32263 23947 28187 43313 39796 33176 44044 27438 19961 31153 31601 30463 26480 26697 41319 3-Hydroxy-7,3',4',5'-tetramethoxyflavone 64399 49894 35683 49776 40794 50901 43407 55307 52187 38791 54540 51963 51667 55063 70209 55892 46851 58291 52512 59975 55406 47047 52020 51278 0 21274 23008 33032 0 3-Hydroxy-7,8,2'-trimethoxyflavone 502576 323421 448640 516938 495259 127772 236246 310589 324911 234174 509633 566919 426488 289826 174256 285819 471927 169460 665339 743786 841052 583331 408255 610799 531855 743989 792509 553271 661384 3-Hydroxydodecanoic acid 11246 38905 7135 2861 36570 1794 21245 50796 10705 6377 39522 4339 44393 21873 65133 41346 52906 13836 38998 19871 10192 11195 64306 37942 5081 58613 52806 16096 10510 3-Hydroxykynurenine 713934 165466 501133 1261424 714315 163804 1244330 534482 316209 1410537 199350 690745 130945 76370 0 279880 805606 1565167 500472 630494 222178 6204011 5852503 5126075 5585521 4871571 5627654 5561605 6692229 3-Methyl-4-pentenoic acid 116614 82275 66003 91036 70864 200998 202545 792325 218720 263287 83553 186295 575414 953218 531581 202824 245346 62151 359989 900907 676296 317454 289269 298916 446177 423320 310539 322295 318534 3-Oxo-1,8-octanedicarboxylic acid 19249 11034 10069 8418 14530 8412 11048 15876 16481 14011 28231 10068 7022 19610 15424 25271 15845 15527 16428 15015 7350 14331 14789 15237 8219 13585 11167 16239 15944 3-Oxocholic acid 601207 722623 545256 555769 1260486 606283 386991 576825 630389 490359 524759 1313373 371886 461915 949307 332933 341593 505927 1114493 792404 585202 1700441 2176195 3443058 893746 2620929 1928328 6016632 4179131 3-Thiatetradecanoic Acid 7224 3387 3577 4660 7498 2516 1915 5856 3294 3409 4697 3889 3372 6082 5629 3359 3517 4035 7469 2942 4091 1805 4433 3966 2749 1512 4463 0 3763 4',5-Dihydroxy-7-methoxyflavanone 73776 49285 30842 40719 35395 5723 28456 31935 42822 31861 34101 40382 30778 26070 17616 36999 47987 78883 63510 33855 31703 208977 62920 43938 17656 18816 46079 38192 21681 4,6-Dihydroxypyrimidine 164852 190102 118689 126357 68401 401239 104608 183585 59831 87275 205968 167845 171127 589527 1058503 166219 229330 54379 253493 97742 242860 109957 74132 249756 335591 159594 155660 174842 218645 4-Androsten-3alpha-ol-17-one 823978 723470 547250 459151 639494 825174 408099 559761 767210 392996 726041 500098 803768 746712 1004407 642544 515421 660049 820045 630975 966368 343411 401166 382645 1038809 548158 413046 399353 262924 4-Methylumbelliferyl beta-D-glucuronide 9770 10232 15041 11223 11567 11205 11107 9882 12871 9454 14073 9599 9643 4355 10562 9780 8233 9988 7086 14412 11437 14387 18857 15344 35544 8726 18378 17504 31135 4-Morpholinopropanesulfonic acid 24411 23691 79503 126373 25907 12536 57881 161897 18188 38620 76377 15319 42331 47807 131042 65872 91626 64041 58689 70827 59898 10533 8013 3515 2323 2898 3868 1794 3057 4-Phosphonobutyric acid 929 2274 1200 1531 1154 4719 482 1267 1950 1003 3315 1787 3353 1528 2834 2199 2890 1593 3464 2987 2691 2894 3211 3282 2602 2088 2560 1359 1620 5(6)-EpETE methyl ester 89813 122675 73188 36884 64879 91095 50750 84160 115841 45493 73385 58582 30198 103849 92353 75771 55366 47977 74807 55482 34252 45785 49107 25636 26940 49573 35777 35752 39409 5,5-Dimethyl-1,3-dioxane-2-ethanol 4960 11066 9050 12670 9797 5296 10034 10572 9740 6456 4410 4976 4348 7855 10330 7285 9273 4774 3881 9544 8444 10109 9358 18503 13929 17018 14867 15677 20768 5,6-Dehydroarachidonic acid 449203 194309 346614 222958 200122 75974 113758 239654 203382 72021 230837 480052 228099 200584 180014 211411 304189 371725 577687 240509 437303 290464 324656 233981 265214 259823 196658 277701 339171 5,8,11-Eicosatriynoic acid 94304 82534 106062 61958 76558 97600 47424 78984 71795 33345 73314 38013 66345 60201 30040 54501 80789 103453 73195 121033 100676 59773 44263 41407 46122 39196 38251 35936 48136 5-Aminolevulinic acid 412469 282867 323185 285314 330214 763680 304744 318825 366956 299326 251206 409349 415448 591225 443856 313596 259221 290897 301521 367764 304190 248208 135335 148021 126712 139069 127415 141576 127519 5-Androsten-3beta-ol-17-one 773946 724613 508729 427346 604682 812629 395155 558309 748018 382712 703613 487234 775351 703993 980836 601484 489794 643823 786954 606241 920079 336107 377285 380470 998916 504824 382497 384879 251225 5-Benzoyl-4-hydroxy-2-methoxybenzenesulfonic acid 118228 90382 67224 86111 100139 86756 81681 115140 70437 99211 120921 112544 87151 93010 96750 88823 98867 92949 101759 91692 114935 82944 86887 77967 80724 72701 95438 80609 80435 5S,12R,20-Trihydroxy-6Z,8E,10E,14Z-eicosatetraenoic acid 20646 15767 0 25339 18626 21478 24817 14881 0 24640 29965 25603 18823 15549 15454 16957 25782 32753 28206 17308 24491 18127 16751 22996 18151 24635 17529 25823 29788 5S,12R-Dihydroxy-6E,8E,10E,14Z-eicosatetraenoic acid 2085 1696 889 2139 608 1495 2476 851 2185 1664 1220 2874 2334 3908 2567 1568 1528 2280 2101 2655 2196 1434 2756 1394 3184 3015 3561 3438 2427 5S,15S-Dihydroxy-6E,8Z,11Z,13E-eicosatetraenoic acid 41794 23571 30096 31999 23309 19630 15658 32562 26818 17218 30817 23412 31036 21423 33273 32091 28572 26739 30409 23299 45895 18862 25142 20822 18100 16619 24726 26777 28648 5S-Hydroxy-6E,8Z,11Z-eicosatrienoic acid 13554 32435 20457 35616 19877 31458 4149 19914 16065 17607 18593 12280 50098 0 79742 22160 24351 14411 22517 13599 25878 58938 33410 68619 94501 21662 65568 33428 36033 5-Sulfosalicylic acid 73852 116298 66953 167921 100792 115616 90225 104790 63458 72711 61107 26984 44161 85310 77108 129516 67419 40601 51312 49176 40231 20466 43040 29225 13656 23494 23743 26356 32069 5-trans-Prostaglandin F2alpha 73848 61208 60516 64186 109974 57477 67732 68736 79529 78154 68385 111299 104641 94663 90650 84204 75539 106595 123583 110297 58061 93533 75627 55928 37399 69310 86221 70278 36334 6alpha-Prostaglandin I1 17234 10627 6992 8555 18105 17993 8935 5172 23479 6008 12628 6852 1153 15275 16162 4192 7473 8523 9468 12715 20299 7912 8164 9772 12795 0 18796 18972 18768 6-Ketoprostaglandin F1alpha 12287 12194 10782 11377 6403 10547 8912 16535 10594 8442 14058 6450 14023 9026 16986 18507 11690 14830 10480 9729 13111 47322 49704 32522 56633 45843 0 0 102324 7,8,3',4'-Tetrahydroxyflavone 4264 2666 1734 7674 2961 9745 8128 0 5086 3437 1744 4870 4351 48827 6453 4093 5325 7026 7009 5253 2543 242768 406384 187255 15374 61384 375255 67623 27101 7,8-Dihydroneopterin 19931 18281 11213 10934 20767 15985 16047 23476 21279 16268 25683 17595 10605 22765 24829 21901 21314 17985 21050 19550 13582 19741 22698 19581 14510 22090 18534 21182 20237 7alpha,27-Dihydroxycholesterol 135441 104776 84377 105249 104477 69612 73702 106479 86193 61663 114030 76256 103376 80877 111000 98570 105715 123867 128787 114251 154011 83675 100922 88100 86757 60033 85607 86731 105884 7-Chloro-3-methylquinoline-8-carboxylic acid 30975 33287 52736 43122 38034 52840 50522 57591 35396 14375 41234 26067 38265 26192 53078 22425 34375 45951 60806 26786 66303 24111 42119 47966 29688 46196 32032 65896 71773 7-Hydroxyflavanone 18618 12016 9006 12836 15952 11299 9353 17711 14965 8776 5253 14931 23144 9344 18563 5072 12625 18134 18435 14771 23009 16858 13343 26703 30012 26968 16629 26044 50023 8,11-Eicosadiynoic acid 1599981 892977 2276983 1675086 1697735 385955 960603 1260656 1119805 552374 1691999 1852679 1690425 1321551 612343 1081141 1694992 1676492 1718524 2438813 3244983 2265873 1525844 2293936 2488891 2669096 2455243 2692071 3178522 8,12-iso-iPF2alpha-VI 1,5- lactone 62994 39820 33799 39902 44625 43033 48821 52492 47421 34862 55916 47951 60393 84572 63418 66594 61858 52521 65833 53603 52319 34886 44854 26650 19689 31050 44384 24517 23559 8-iso-Prostaglandin A2 228912 99998 95418 144240 82235 76631 87359 128921 69111 89039 67751 135477 130460 114378 143967 192449 130015 119090 160635 93041 115607 70443 106403 55954 44380 112500 101523 61758 65306 8S-Hydroxy-9E,11Z,14Z-eicosatrienoic acid 17768 28191 15386 41105 15610 29443 35964 15831 36265 14747 21515 23156 20727 10278 55969 22371 22467 23289 23078 15406 43661 29945 29931 62104 34581 22604 75743 27393 31267 9(10)-EpOME 14961 34797 63564 16686 25933 42517 36301 25427 24939 39380 22186 35931 17455 62385 54777 23406 23221 26732 16958 24443 22246 17667 15975 18687 70307 11251 15206 24641 28119 9(S)-HpOTrE 580904 205908 298521 1053034 540674 110190 563040 647480 405855 569191 206689 458897 517635 129315 162912 174039 249443 260421 718031 232664 227637 238069 145355 412239 73422 156164 247831 225656 157931 9,10-Dihydroxy-12Z-octadecenoic acid 414984 526413 403521 260130 622075 448809 424560 401867 628485 512447 468144 358913 319541 469212 594239 587380 383593 559742 588771 531195 315962 974963 607738 578451 386991 721212 650865 964563 951985 9-Deoxy-9-methylene Prostaglandin E2 103685 83847 0 63244 75579 48611 46530 80027 94849 46246 70020 74136 51167 63246 34766 86229 94908 111815 132526 100729 134726 68845 65875 60031 53956 64854 46876 68260 70180 9-Deoxy-9-methylene-16,16-dimethyl Prostaglandin E2 453156 390236 354065 375632 385630 388893 343732 401245 344785 266300 492696 312341 442647 334304 433740 339665 403453 376730 493075 435107 548995 383641 351894 321160 351560 280044 288475 264998 350254 9-Hydroxy-10E,12Z-octadecadienoic acid 1072219 828248 841669 1911804 1258103 381961 1146145 1166445 1186689 1464507 408775 995859 1596787 475683 704293 636988 905584 1059307 1215587 774251 686051 1108189 1093080 1000305 472741 938148 956207 882224 849796 9-Oxo-11R,15S,20-trihydroxy-5Z,13E-prostadienoic acid 369253 254753 266593 279951 209610 208378 138015 278568 244023 158129 220112 215352 231229 201679 321367 283991 298593 206390 400122 251496 495707 247098 249129 180561 222170 114193 174857 160672 187941 9-Oxo-15S-hydroxy-5Z,13E-prostadienoic acid 173243 118940 102654 138805 121060 117568 99949 139547 110136 109939 115410 190988 214328 214773 216072 181475 179740 214339 224988 163070 147670 149024 156668 80134 55499 118174 165002 87541 71148 9-Oxo-15S-hydroxy-5Z,8(12),13E,17Z-prostatetraenoic acid 48631 38992 29030 32754 43426 28622 31591 39226 42197 39507 41089 41100 36236 39737 34350 41806 37263 42545 38892 37485 49464 45617 39078 43257 20479 27181 30078 31444 29026 9Z,11E,13E-Octadecatrienoic acid methyl ester 25966 31994 39572 0 28961 29454 20558 31861 39907 13964 30194 13530 28922 22239 32834 30173 30651 30887 31532 22961 35238 29853 13485 94229 22367 51883 18017 70397 105508 Ala-Gly 15815 125161 6998 6756 11730 48701 3663 54784 23101 6367 219171 26838 26832 405903 327578 34151 62631 18947 108114 13013 69669 3748 1638 3209 6771 7165 0 12613 4241 Ala-Leu 47330 31774 22848 36809 35088 39722 18061 37981 45503 18471 51642 31089 47804 35537 60662 9808 36643 37040 47837 34420 47541 29406 21844 15801 10514 16808 22186 19353 14890 Ala-Pro 240929 297751 160216 298720 299971 389074 163341 295236 56690 351553 98582 118573 314952 342299 187898 282530 237094 298329 208588 902572 316814 274868 301094 272743 296503 238910 439172 118130 271575 Ala-Thr 12695 10470 16830 11966 11134 14670 10692 11543 8373 10542 10594 10784 8297 10381 26084 11006 13980 10076 11324 11543 16009 19292 6092 6585 8573 0 8610 0 8239 Aminomalonic acid 35849 31382 32421 26346 34030 71346 34719 34597 30262 22804 34795 24168 24891 54362 71483 31782 30724 28852 31961 28686 27510 18291 16199 24569 26339 17127 17042 25941 27943 Ascorbic acid 6-palmitate 1947169 2372835 1297559 2703192 1710287 620546 1443760 1653869 1864781 1373591 630093 771636 2628643 705649 790111 788492 1945973 2860686 1374611 1895326 729735 2929719 4224567 3024439 930244 1422954 2486877 2226250 1680148 Benzenepropanoic acid, 3,4-dihydroxy- 48549 53718 106443 120179 89010 68160 96911 71562 58462 129763 49220 148863 41960 37077 57534 128885 193664 193652 76803 61241 26466 3298105 2703247 1429387 2964352 3384448 2472401 1960411 3091968 Benzenepropanoic acid, 4-hydroxy-alpha-oxo- 9696 31437 10129 12169 6977 19669 7058 16596 12909 18741 23884 11460 10078 52451 80903 22870 24075 11677 18561 9047 18743 1016076 670115 927217 715935 1518972 2226894 1153464 1474387 Benzenesulfonic acid, 4-undecyl- 38593576 39077881 12736318 34688245 37019944 37134162 38083360 36559987 10329862 40148298 39047429 41622864 36671738 39565007 39603769 38784825 36661908 40957786 33773090 36555450 37398022 36715120 35700534 34722722 37794693 38005127 38787989 38480221 38070617 Benzenesulfonic acid, dimethyl- 40678 27572 20648 34881 33808 33582 15288 33333 41016 20152 42884 22532 39657 32320 47727 6721 33341 31197 42039 32478 43376 32113 18895 20132 10190 15743 17824 15192 10758 Benzoic acid, 3-amino-2,5-dichloro- 16045 18609 23789 14622 21471 19550 11271 18735 0 11934 29410 19119 17564 22740 0 15431 24125 34187 19775 28306 18490 32691 24082 16256 37222 29229 23922 64468 62022 Bicyclo-prostaglandin E1 44308 37842 17353 39617 43550 22016 26711 57643 30710 24709 47828 32355 35819 25782 40175 43577 55700 41894 46518 38026 65836 40987 42575 23543 24379 31960 43782 34612 36996 Carbaprostacyclin 107553 84905 0 65242 76703 49746 46426 81320 96272 46960 71061 75263 51799 64795 34874 87527 96562 114402 135353 101598 137027 70322 66897 61343 54934 66607 47424 68580 71295 Carbocyclic thromboxane A2 86231 54129 78714 11806 14105 47947 9639 74202 43835 7327 3058 61473 10042 64584 53970 67197 64179 12031 71904 37340 126126 30484 57315 9910 7141 0 6083 16957 18337 Chenodeoxycholic acid 41809 29859 33390 34756 32867 51438 22797 37391 21080 21745 41875 31717 47214 27398 71702 37289 32572 15626 59593 31477 32988 27603 20800 20602 13479 982 25584 17613 12333 cis-13,16-Docosadienoic acid 59849 43723 47424 60242 49150 31967 54476 55895 36080 41978 36495 92855 87742 77641 116302 85491 64164 76052 74604 65971 69817 61543 69163 42919 34307 62293 92140 60317 54021 cis-4,10,13,16-Docosatetraenoic acid 48676 71402 32960 25623 18147 22222 19910 29461 45803 18452 32789 24516 42632 50931 42848 33218 33644 22931 41261 76738 77707 21092 19247 16360 15178 40035 24944 21795 19340 cis-4,7,10,13,16,19-Docosahexaenoic acid 500571 321901 445920 512981 492048 127138 234608 309269 323021 233140 505891 562279 425619 286624 174083 284214 470013 168592 660524 743381 836525 580623 405549 608466 528479 737400 787102 550608 658396 cis-5,8,11,14-Eicosatetraenoic acid 4660 3262 3390 4215 4549 1931 2281 3221 4145 833 4402 5735 4927 3027 4400 3784 4774 4420 4310 4023 5450 5188 3034 4497 5062 6142 5267 6589 5822 Cyclic adenosine diphosphate ribose 8624 5298 6229 10005 7723 31646 4376 5942 5789 3926 5337 3869 2277 3024 4657 2475 3011 5549 3783 4792 2214 6587 6187 1887 3195 2035 7903 1768 2124 Cytidine, 5-methyl- 11899 32912 23719 11606 13009 17052 34321 25351 25259 20005 19094 10194 4259 15663 20510 14910 18688 15232 14029 5660 15646 11561 6423 8343 45137 63755 5819 17945 11793 D-(-)-Ribose 263422 395467 340746 347135 395408 426502 354579 357101 415689 518869 415838 313242 251081 347067 478629 371905 615635 409969 377992 346596 252492 538558 994533 500925 455200 453447 516648 679471 688213 D-(+)-Raffinose 117895 110168 109453 95924 119769 220390 116839 156588 128927 113365 167310 89464 102045 126846 300847 133796 149198 101435 139690 139564 144261 194362 204983 207578 179953 157404 205967 228451 311166 D-Amygdalin 5849 6951 5659 5270 5395 10103 4584 4687 6126 4238 8298 4479 7171 8122 19677 7168 4198 5392 8469 6167 8423 6417 6538 6449 8635 5530 5821 9476 10866 Dehydrocholic acid 143275 115066 92910 123421 123656 90151 90067 121488 101369 74191 139518 77727 105616 94210 126753 106893 112460 136303 138124 123055 156844 92657 95593 80502 89759 54672 97105 81314 101717 D-Gluconic acid 30520 60559 65145 61457 53108 48404 18589 60825 75062 32216 29443 30994 6979 41405 26844 15631 47855 20623 15745 16056 11988 19362 151684 53879 132914 120415 244370 188059 232466 D-Glucosamine 5613 20863 17140 5788 22077 0 23144 14045 8214 10933 7090 7125 0 12972 0 17423 9241 7935 8298 20825 8926 25898 21263 32900 0 355095 41837 164050 423522 D-Glucosamine, 6-sulfate 741229 816603 561415 609577 586127 743855 346970 449110 746362 277890 208176 473771 577316 588557 841408 357167 600864 732481 790131 987868 1221013 1111503 718525 512740 671919 764857 819635 715147 1258363 D-Glucuronic acid 34766 33644 32977 29718 28249 41801 45623 40528 30672 42479 30951 36038 23675 67741 49193 35656 49980 25648 23302 26688 33875 106980 85507 67731 160120 117812 101167 107480 209304 Dinitramine 15320 7668 9372 19454 16182 11913 18748 10478 11772 21818 13323 12483 11374 7472 6931 12721 14046 19240 20399 14108 10051 40660 42364 46820 52879 64663 47919 54939 86161 DL-beta-Hydroxypalmitic acid 811545 717708 542387 489545 643286 822728 412469 558782 777711 393313 738731 506728 805413 755308 974580 632727 501724 667124 823687 612888 977225 338355 383245 382824 1043089 540055 419094 404360 268750 dl-Isocitric acid lactone 2733 6381 5925 5484 3121 13131 5678 3800 5130 4603 6882 3228 5368 6653 8871 7653 7846 5970 5786 3935 4709 1396 3285 2854 4411 1751 3523 1102 1620 DL-Malic acid 980727 1351467 1501973 713306 1717326 850961 609218 822314 1406872 825068 379575 702546 154276 274120 154858 281485 375840 427851 320010 764375 725129 237263 179395 371026 656748 658994 308469 255251 665901 DL-Ornithine 11364 12790 11372 11249 12345 33440 9056 11635 13718 11643 9619 7735 6603 21337 29501 7520 7865 6509 6697 5822 9747 13796 12495 14562 19861 10075 10188 5545 12762 DL-Phenylalanine 209968 133977 134771 149711 150422 278087 146195 137154 156936 145485 128287 194532 217513 266021 175995 176763 145118 171361 145623 197935 162190 197885 163426 134657 141118 164947 164424 161350 138706 D-Lyxose 259423 384770 330354 333211 384631 422265 345456 345109 394862 502925 405929 308733 237725 330719 456511 355955 599623 393824 364681 330871 241577 516347 969656 481965 437936 430464 503415 669154 673022 Docosahexaenoyl serotonin 956902 736677 332020 395296 759762 456439 167492 696673 682808 176358 865448 438307 617552 421283 1352143 260439 709403 688961 933355 721708 818736 130676 173031 80178 148988 164632 102266 140420 135977 Docosatetraenoyl ethanolamide 13027 17790 14440 11691 15244 14479 7526 7364 10558 5969 17451 7230 12194 9464 24598 8046 10684 9374 17192 9195 10364 7516 8661 7236 7214 8838 7206 6796 11757 Dodecanedioic acid 47542 56935 27612 38736 37060 56422 25692 40762 55025 26637 12456 29839 67036 51903 73078 16675 42641 42875 64339 56869 85268 54242 35431 37268 23567 24738 41052 34335 43684 Dodecylbenzenesulfonic acid 42157 75067 45184 52655 48062 69149 46308 42260 65811 47208 43504 42625 43888 75972 60034 40487 44676 66763 68958 56760 64139 47674 50281 57625 48196 57206 42058 56741 44554 D-Ornithine 11928 13039 11200 11103 13559 33807 8816 11053 13210 11610 10970 8050 6882 22798 29885 7332 8285 6612 7896 5865 9690 13013 10981 15427 19960 10041 11422 5340 12247 D-Psicose 1270823 765400 723146 555211 627811 1568505 726933 705240 1631678 550934 924476 711602 258411 918992 814263 533696 588093 1238826 971255 988140 1689371 1145939 2075841 876380 1129185 1255163 994293 1664954 1660124 D-Quinovose 12021 15157 13508 13593 10396 12651 11265 12450 12298 10485 12980 13282 15452 14046 9735 12293 12093 11701 11519 12505 9395 23953 32722 13634 14923 18001 16462 32766 30030 D-Ribose 5-phosphate 3521 17171 2959 5428 4095 14448 8986 8042 6308 1876 5833 660 3493 40802 49291 12308 4662 3509 2599 3230 2751 2498 5065 3480 8084 4099 2479 6217 4774 D-Sorbitol 19437 12839 14999 18041 11863 40687 18920 14694 16104 17046 18089 18683 21483 31889 27441 14922 14952 17122 18863 21372 15091 15281 113416 35753 20860 43502 81126 15951 111335 Eicosapentaenoyl ethanolamide 221834 170877 134632 234472 194842 81380 148128 187285 109849 163510 184534 140571 192819 197625 165582 240563 186671 198377 227218 181095 177005 138810 154198 168878 64416 199073 189567 150562 177594 Elaidic acid 43047 36776 41399 73810 48467 21020 40797 45147 58572 50901 12834 36080 50240 17909 32404 49624 38611 46604 44431 34031 26628 40780 37554 49959 24020 42870 34447 33683 43874 ent-Corey PG-Lactone diol 36270 29761 27241 40047 37533 20617 22807 25503 32722 30842 8108 32033 44982 18034 32344 24067 27942 43597 39926 33139 43871 27425 19985 31168 31473 30495 26544 26734 41344 Epoxytricarballylic acid 12183 11495 15994 13474 11027 15455 11865 13124 9286 10734 10691 10825 9235 11537 26061 10889 14668 10901 12020 12211 15698 19736 6376 9037 8166 0 9967 6215 8682 Estriol 1413 1427 2664 0 1374 3862 2013 1437 851 2323 0 1153 1953 2070 1317 1638 2082 1736 1666 1471 3184 1692 2518 7526 8760 3769 1985 8043 5834 Ethisterone 1054129 858543 830912 1798532 1239764 404613 1146631 1168033 1172414 1494667 423035 982256 1523350 472657 683349 638751 905567 1056768 1213765 749094 685265 1058639 1055559 907925 475950 960399 985395 881715 804746 Ethyl 7-hydroxycoumarin-4-carboxylate 56015 51214 27599 75945 51207 37021 37506 55074 52553 54043 47553 47638 89565 47537 43409 87361 83507 60553 46757 45041 44197 69792 62468 55284 20646 15559 75112 43778 47110 Ethyl hydrogen malonate 25306 25406 86364 72578 52725 75684 40342 0 56031 108641 14797 44821 12764 35868 27207 16272 59428 38089 17188 16253 11751 25423 29261 16155 30868 63445 41946 20228 52764 Ethylene glycol dodecyl ether sulfate 522109 478267 160907 452711 501331 481569 503919 499320 203991 547771 546484 587949 496795 545330 493070 506327 481768 526752 466351 465533 525710 475906 460947 445218 460156 450770 546507 485215 483819 Flavine mononucleotide 18418 49704 23030 18374 25312 51250 26259 29380 32076 23740 21504 16359 25381 48977 168178 36042 25831 12507 6541 19810 19207 31006 36717 26846 44412 52173 39912 50792 53909 Galactonic acid 28623 58949 58676 61390 52539 46749 19121 59466 69480 29902 30499 29004 6869 40482 23761 14341 44373 20108 15303 16690 10406 18730 147788 49749 130013 113819 240007 187363 233649 Galacturonic acid 34756 33176 32919 29430 28369 41538 44873 40436 30877 43877 30771 35925 23707 67425 48876 35441 49345 25576 22961 26868 33613 106717 84949 67552 159616 117331 100692 106704 209336 Glutaric acid 18853 15551 20992 46866 33048 28218 21415 29033 0 25257 26278 17954 14829 11217 0 18475 35090 29125 26141 30088 13195 26196 55671 24611 26475 24837 19051 47623 30035 Glycan 3alpha-Galactobiose 116585 110331 229256 151760 118658 275215 155147 233158 171583 137369 194151 98913 113272 149481 299272 198357 164279 150029 141117 132583 181392 258160 239344 238137 253414 173873 320093 244552 254117 Glycan 3'-Galactosyllactose 6303 5023 6989 5672 7092 7617 6944 5361 3550 5805 6565 2995 6749 2783 14725 7041 6301 7254 6797 3802 5763 21751 14041 15389 21520 17094 16499 25416 14433 Glycan 6'-Sialyllactose 4612 5365 5782 6681 4708 8300 4452 6909 3652 1935 7803 3472 5338 6037 16353 9302 5712 3611 6970 1825 5127 5987 8565 8589 3980 5200 5857 9155 11734 Glycan Sialylated tetraose type 1 2287 2154 1294 3944 1961 3072 1754 1674 3190 1141 4493 932 2602 2301 3696 1654 3120 2747 5112 2361 3071 2037 5267 5275 2239 1613 1620 5637 6865 Glyceric acid 56508 120489 69717 49538 93344 43053 50780 63553 97717 57856 60631 53159 35489 88046 111003 58039 93396 72130 47742 65789 50675 49866 51554 58866 54486 89731 62639 73707 82383 Glycyl-L-4-Hydroxyproline 38382 53855 25710 32004 36280 39046 29258 54432 57553 28069 20199 29499 20921 50340 61300 44008 51452 43413 45921 44450 54587 40333 21788 18604 22588 29785 21120 22552 27791 Glycyl-L-norleucine 38144 47165 24294 25154 29981 32898 28056 39354 35590 22516 24144 23275 24196 41358 49674 32136 38387 29935 27257 35776 39649 31052 12626 9738 15771 17896 17277 9700 17005 Gly-Gly 18083 22061 25824 50095 34091 35205 27473 26544 0 27565 8549 18168 18473 8485 0 20785 36798 29726 32665 21866 14038 34607 50094 29927 21251 24819 25791 40758 35568 Guanosine 32827 80949 75766 49193 48435 49196 71122 110198 32246 51789 54784 21423 11488 91985 228698 59113 73012 45439 51043 49422 43664 81138 57471 48691 163406 78031 52044 80787 156567 Heptadecasphing-4-enine 8576 9034 8176 14937 9397 3423 4765 9526 11486 4932 8393 9967 9467 7701 4147 6808 7263 7205 9717 11238 13501 10181 10252 8138 7434 14910 10812 13526 9644 Hexadecanedioic acid 42709 36641 20688 34911 45946 35533 24042 41349 27081 25886 42239 26834 35514 54453 60878 40565 38154 40199 50536 37883 43956 23705 31504 32967 13940 25257 24380 23363 27951 Hexestrol 36543 0 20904 29270 31699 19326 16930 32615 32117 23730 36804 17736 27464 0 34680 26323 31047 29088 0 33660 23912 39295 45073 37993 16039 21973 0 0 26430 His-Thr 90304 73468 78642 85162 78054 75215 57813 84420 83692 57099 49825 69228 101613 106496 99740 70024 88923 107249 105925 141181 196260 58297 37007 49573 44716 66870 35890 49230 52147 His-Thr-Lys 29453 34912 55111 28248 34540 29564 32564 23312 38346 37770 24890 44753 37100 32437 29436 35182 28528 39910 28252 26566 21085 42676 38436 26266 48507 47482 34133 32573 24772 Homobutein 24126 15861 18425 25879 15906 8851 11372 23891 28333 6798 15837 13601 18748 52669 31891 25847 14337 18321 26744 44424 35511 30101 34230 11316 10857 41680 13252 18415 30390 Homoeriodictyol 58248 49646 33784 54812 54462 24344 46424 48999 35871 37658 44610 41511 53591 40311 43873 46531 60779 56284 60277 46574 47236 61363 71238 87497 43807 50625 117032 129087 85734 Hydroxyflutamide 18078 19627 28733 20721 19995 22857 12662 28661 22576 13233 17317 12545 15774 17727 27776 17973 23559 21536 24751 19398 38463 14121 13015 15244 0 7750 28221 0 10064 Inosine 241611 403052 283265 210280 197114 401306 230332 589923 367586 139903 590722 122247 252964 1118951 1948267 348993 372850 261541 404824 277021 289008 261876 220684 361015 548877 469075 242957 475019 667149 Isodeoxycholic acid 2797410 2841649 2046197 4704432 2590742 3797736 3483730 1846540 3380245 1739850 3850845 3028987 3846081 2190090 7592599 2033139 2284059 3802161 5105597 4050709 4719946 82590 68493 258058 2940504 0 82504 381253 429006 Isosakuranetin 22678 15324 12420 20673 15838 8609 6820 20501 30352 6262 15192 15793 15293 48381 28379 22659 14381 19087 23817 43854 32425 28155 21571 14962 9880 40030 16909 20603 28681 Kavain, DL- 18919 16129 14214 9586 20698 14691 13241 23241 16825 17286 24533 15745 13348 28952 24850 28760 25357 22582 27190 22456 13221 21942 20469 22519 12735 28314 19532 16050 22088 Lactose 326134 326620 412119 484725 483487 398229 342828 414978 359468 396513 460842 285377 343818 344726 770460 401136 427455 405021 463703 434888 447471 514205 680081 423863 382671 311711 348253 540985 573740 L-Alanyl-L-norleucine 36628 34143 0 19732 25131 35974 35490 26524 25232 0 16252 23583 21106 44566 61535 21042 26523 16624 0 29271 23867 20920 12851 10484 8655 13562 11475 13913 13599 L-Arginine 36535 43109 59798 58816 36225 64046 48540 44485 51817 70664 34579 36669 31892 72571 42171 36260 41018 31730 27147 35578 35924 136672 108417 133410 195237 81058 107496 39299 105460 L-Aspartic acid 348765 681164 579166 507960 830176 704972 306421 317341 804153 272221 69031 137027 31575 122250 137670 41637 62671 51318 67268 204749 217391 13494 9870 128503 343675 183960 13992 15675 95701 Leukotriene B4 dimethylamide 319580 701423 240216 317107 334579 222271 265517 299544 335614 0 576659 0 326133 540325 265592 372078 479939 442670 584469 564570 611137 703177 497651 329546 0 563084 420026 329939 617807 Leukotriene B4 ethanolamide 62712 55463 49642 56007 61634 46469 50223 60574 59811 49728 49830 70725 80214 84577 96654 86096 85987 99212 88568 73235 109503 39008 61692 65908 37177 41205 65876 59736 64595 Leu-Leu 71877 96913 62171 69999 67769 0 68972 65832 74990 72358 65729 41142 60958 98116 123726 76107 76066 43352 55671 82613 74038 40425 35227 31036 0 40836 32484 31668 51196 L-Fucitol 261873 392793 336887 343651 394252 425436 352302 354908 412162 514843 413339 312103 247738 342944 473126 367897 613642 405926 374659 343265 249761 533000 988302 496185 450856 449687 513322 673707 684378 L-Glutathione, reduced 4568 8943 6946 2973 9179 5140 4717 8209 7592 5369 7286 5080 6711 6000 10611 8421 6816 4887 5340 4449 7099 6146 11070 4229 7889 8245 6189 7155 9248 L-Histidine 33083 24097 29975 31542 30883 57473 25385 31086 31173 26597 41300 28235 26281 37224 38199 19043 28434 25783 35005 21359 23643 16808 16108 18698 21190 17694 17410 17620 18750 L-Leucine 438638 310708 345818 306975 364825 842513 332148 346926 395981 337657 272545 451041 438259 624206 461321 340617 276308 312088 329540 381630 333372 252711 142672 162262 137411 160312 124859 153881 140709 L-Lysine 116461 93160 101034 65671 61189 259463 50456 91728 71215 51054 98666 58665 70059 191422 262864 76075 48106 55182 99276 68772 92053 39868 36002 50196 88775 25791 35483 33874 41054 L-Methionine, N-acetyl- 343452 166418 646984 600055 356859 173247 545462 289841 219326 577222 105301 269370 141676 85628 66222 230513 362897 630282 267629 342232 137681 1356997 1228321 790480 1006385 1148993 1251344 980962 1517647 L-Pipecolic acid 167828 195474 116804 129289 69867 405088 105987 186912 60731 88569 210716 170776 175765 601681 1074536 171490 230519 56177 259806 100064 248794 112263 74743 254910 344990 161618 159145 177848 221950 L-Serine 6167 7911 7294 8148 8153 13237 9210 11509 9315 9232 10272 6886 6339 9148 9988 8001 8253 7335 8206 8483 6981 7273 7115 6958 8002 6648 6189 7689 8102 L-Thiocitrulline 222949 273292 190940 92490 237156 160019 150264 135906 283485 64095 80151 46984 28277 79652 228467 66949 72720 117283 48935 111319 53299 17808 34786 43084 76627 28566 31871 34407 36586 L-Threonine 37162 29682 32094 25210 33137 69292 33397 34173 29638 22169 34849 23324 25200 51827 72964 30633 29003 28949 31243 27536 28340 18606 16192 26806 26246 16124 17580 26347 28209 Maleic acid 126480 187215 191101 109378 233549 122730 83420 111563 187412 108949 44964 82069 19535 36495 21328 37313 45365 54015 46722 93780 92686 29920 22216 53245 84683 84021 38461 31731 83164 Mono-2-ethylhexyl phthalate 194596 131574 71241 136045 138007 107965 46915 198175 125931 58365 161669 68266 113128 110944 129405 95089 149235 90497 176478 232259 162853 135373 105733 99261 63558 103975 81443 75468 106787 N-(2-Acetamido)iminodiacetic acid 53215 45530 32843 35767 46247 45050 23911 22031 64005 34236 37552 25790 33306 37901 0 14032 56547 48661 55153 42269 42014 41865 52132 19681 14111 19421 50477 20809 22344 Nalpha-Acetyl-L-lysine 7844 9406 6317 9773 6308 15698 6115 8252 7622 2931 7215 5258 7502 13079 26427 5719 5765 5644 4476 1181 17071 7465 6451 17075 17259 11803 7992 7197 15778 N-alpha-Acetyl-L-ornithine 36990 44356 64409 62338 39266 67146 52500 46445 53049 71658 37019 37824 32372 77111 42678 37988 43919 33455 28297 38547 36783 145534 112808 138852 202429 86635 112341 40365 107194 N-Acetyl-D-galactosaminitol 21146 27249 14827 24531 22123 18580 20043 19248 22153 14186 26999 13675 27613 21316 41152 7245 31469 22999 27629 21439 20803 11579 29376 23052 4755 9497 23189 19265 18231 N-Acetyl-L-aspartic acid 243576 280476 208927 100878 251785 170724 165378 148198 304270 78914 92064 52582 35945 85601 232973 68382 82883 134817 51899 113574 57276 18755 39249 36461 82544 29133 33874 37087 41735 N-Acetyl-L-glutamic acid 91899 155870 110968 94729 111969 184475 87302 149690 144070 70271 91601 63925 37922 243268 443294 76591 66358 58770 77409 81214 117771 26570 25157 66884 73591 62160 23717 55183 57723 N-Acetylneuraminic Acid, 2,3-Dehydro-2-deoxy- 110066 75338 91863 97010 91583 126447 73941 104619 66744 54031 112466 103985 83054 138301 184252 106286 138169 137064 106528 56887 98833 84409 31375 19265 8358 11167 30590 14405 19234 N-Carboxyethyl-gamma-aminobutyric acid 27228 23050 30666 0 27299 23775 20840 26919 20787 27969 33070 16222 0 23083 51524 0 27664 20224 16792 25907 35257 40619 37808 34815 22846 25013 25590 33958 45302 NG,NG-Dimethyl-L-arginine 2410 2727 2876 2706 2010 3172 1434 2298 2824 2219 2529 1874 643 3474 4423 1127 1760 1724 1814 1383 2055 5815 5854 3145 13781 8025 7102 10754 15870 N-Nonanoyl-L-homoserine lactone 3345 5591 3688 4293 3040 8131 5814 3274 7010 3647 2859 2416 1721 6629 5716 3544 2826 4170 4936 2639 6575 63591 127100 51061 73080 59112 48378 84193 86384 N-Oleoyl-N-methyltaurine 43037 32456 29756 32357 37100 22065 30415 33691 32587 34671 38892 50318 38013 22738 31300 27904 41165 47079 43134 47832 88271 50363 46850 47243 73350 71463 66958 73689 80791 N-Palmitoyltaurine 35927 73286 76149 51246 46459 28819 40709 39966 36136 38307 24407 38671 29832 26409 39499 20777 21543 27605 48738 38784 58340 16001 17428 16356 43448 22178 21201 20249 21350 Palatinose 336229 337331 412489 490400 497156 417408 354898 430103 365055 417576 470144 294126 343717 350673 793035 417357 435253 412559 473046 454571 448697 522642 683240 437743 397840 323849 349705 550768 571722 p-Bromophenylacetic acid 97927 110248 41781 111520 116435 114470 49204 98851 16314 113986 36374 35877 115673 128394 71864 112125 83865 112933 79583 351489 114870 114145 105335 97350 96400 96057 160208 55170 106619 Pentadecanoic acid 28190 18731 17101 20539 18476 20689 12088 21307 19049 14441 4326 16652 27737 25420 32598 14450 23307 28845 30479 29860 43131 17866 18676 16924 18255 16350 12308 13163 20022 p-Hydroxyphenyllactic acid 54744 58413 117309 189730 97395 70624 101898 132114 43681 137907 52259 158794 47139 58421 62336 150135 201906 200144 81877 67974 29446 3466197 2874956 1540312 3159814 3622363 2639361 2074388 3238858 Pinolenic acid 5291418 4463098 5909005 10188464 7381923 2835402 6098830 5661720 7747882 9551442 2164447 5335318 7113999 1982469 3064169 8007118 5410208 6334804 6053140 4526519 3238071 6579191 5831384 7338287 3600697 6725940 5313845 5516645 6941822 Prostaglandin A2 methyl ester 31977 35377 18615 28245 29462 20841 18798 29153 20391 23241 34237 24566 30116 28782 33314 28322 34227 42090 34485 25522 39836 19389 20653 22301 16865 23531 17722 20325 22065 Prostaglandin F1alpha Alcohol 173411 126844 225037 155175 152178 275844 141543 228981 181520 136151 159453 98963 111741 150669 302208 188377 158022 132647 140795 131413 179155 264442 203900 237847 242443 181623 312651 241216 230131 Prostaglandin F2alpha ethylamide 4497 5606 5066 4210 3285 2898 6729 5156 5957 2072 8340 2233 2822 2582 12494 3276 3786 4545 6393 5773 5107 18161 20483 20675 18859 17220 25856 22138 24259 Prostaglandin H2 546692 520837 421419 430708 501467 406783 207083 357431 383520 411349 300235 254849 629246 757942 323272 504451 504828 522389 557557 704610 511499 527015 470876 399413 368242 555467 662644 393372 199015 p-Toluenesulfonic acid 139521 132127 74614 110525 159739 64847 66566 123692 124898 77221 158888 77076 102036 97783 103626 68863 119961 104547 105091 107577 103631 112089 97739 77988 45507 107675 70454 97862 34863 Succinic acid 398070 441158 464239 608733 490928 610989 486807 346322 332119 384571 566490 517760 647228 510396 923762 435489 287174 513569 397791 445004 439560 169610 225854 163627 130871 226356 337549 145739 152437 Synephrine 7510 4543 5474 14544 5907 0 11014 9924 6069 7046 6077 495 4621 9196 4102 20630 11232 6981 4681 5913 4173 5014 6424 1734 328 3299 4361 2846 0 Taprostene free acid 368497 114647 325092 167504 148951 170925 158123 243699 134069 133994 219714 114229 181264 147127 288811 61665 183893 432537 307141 344434 653352 135600 83958 91120 272500 154116 182310 136503 76230 Taurine 205545 1232867 633672 591428 516462 520542 715132 1270363 909420 432370 185137 190139 50108 180112 146471 174067 240491 364145 317873 574782 877528 166925 133579 111888 742123 842097 180735 372580 436346 Tetradecylbenzenesulfonic acid 94057 112250 95220 89907 92205 82529 84120 65608 56583 101610 67559 89132 96024 111327 93033 95550 76773 103318 80456 90580 89470 92807 86295 83728 113318 116923 104840 90803 84396 Thromboxane B2 100864 87926 77533 100207 89081 70593 73461 90115 60565 70172 103736 68072 84519 93368 107817 88649 97138 108185 115063 105433 128439 75219 78094 73829 72111 58480 78705 77824 90910 Thr-Pro 21420 20408 22823 17218 18270 20427 23903 19681 20317 22173 24919 20412 21358 22827 28652 22537 20449 19876 24896 18684 22086 22107 14296 22552 20919 24786 23114 23728 17964 Thymidine 58771 73118 64590 28164 57352 189825 32706 35140 72882 35157 66568 28892 30487 178300 236169 40111 63315 24004 56475 55757 60033 58346 48694 60241 80676 80941 59111 61703 129196 trans-4-Hydroxy-L-proline 58453 55735 58589 68665 56487 35598 50959 61904 56623 47309 54979 45756 32191 41405 23266 47813 61419 42702 49288 44707 44090 54783 40712 28923 58994 46515 34731 49474 66184 trans-Androsterone 146049 117415 268519 827180 162736 54181 329508 627285 74792 307004 479372 190150 357818 205742 158780 350609 471812 374261 349507 390272 422132 246491 101817 50440 8228 13923 72713 42380 14195 trans-EKODE-(E)-Ib 581578 218308 304228 1055502 549591 117104 584882 680076 428340 583432 211977 473557 521850 132342 185725 179592 261359 268476 727094 239709 232768 234416 144303 406638 73209 157418 256740 234086 163272 trans-Glutaconic acid 58606 68613 28241 85325 83241 44683 49679 108247 34863 60377 122308 46655 54677 55827 80604 68410 68021 60211 55042 76250 82310 22845 59041 43379 24961 42989 29439 60773 54404 Trp-Ala 7827 12687 9573 2327 7718 10001 5846 8325 12158 9506 9290 6748 8162 16335 15268 11943 11622 7833 10118 14505 12673 9516 7889 5407 4095 6256 4737 4262 5179 Undecanedioic acid 1409380 1392773 1050623 1409728 1452642 783969 876553 1636919 1844333 1067639 732998 1277871 1668075 2020950 1475280 263789 1856384 1760979 1320710 1754246 1989566 1877797 1405062 1256712 836972 1435255 1374437 1474704 1738863 Uridine 116185 199021 229878 99301 139268 276942 161319 184881 158014 126963 157518 95233 105221 321136 733514 155579 154621 150241 144120 121696 168908 124106 103272 144760 413548 51016 117235 192928 290928 Ursodeoxycholic acid 1957 2503 6872 4534 3350 3314 3113 6521 4637 3113 3353 3780 0 3233 5923 2925 2713 6467 374 3936 2841 15538 10099 11681 14817 8227 9990 14989 8785 Val-Leu 113860 127683 105477 106505 111963 111259 114260 130532 109617 96679 94445 73611 114523 157079 191900 125098 122999 78569 112915 113581 105875 39621 28643 25675 23177 27109 27696 18882 28560 MS_METABOLITE_DATA_END #METABOLITES METABOLITES_START metabolite_name Zeatin(ISTD) (+/-)-11-Hydroxy-4Z,7Z,9E,13Z,16Z,19Z-docosahexaenoic acid (+/-)-15-Hydroxy-5Z,8Z,11Z,13E,17Z-eicosapentaenoic acid (+/-)-17-Hydroxy-4Z,7Z,10Z,13Z,15E,19Z-docosahexaenoic acid (+/-)-5,6-Dihydroxy-8Z,11Z,14Z-eicosatrienoic acid (2E,4E)-Hexa-2,4-dienoic acid (N-(-2-Acetamido))-2-aminoethanesulfonic acid alpha-D-Galactosamine 1-phosphate beta-Ketoadipic acid DELTA17-6-Ketoprostaglandin F1alpha 1-(5Z,8Z,11Z,14Z-Eicosatetraenoyl)-sn-glycero-3-phospho-(1'-myo-inositol) 10(S),17(S)-DiHDoHE 10R,17S-Dihydroxydocosa-4Z,7Z,11E,13E,15E,19Z-hexaenoic acid 11(12)-EET ethanolamide 11,12-Dihydroxy-5Z,8Z,14Z-eicosatrienoic acid 11alpha-Hydroxytestosterone 11-Deoxy-11-methyleneprostaglandin D2 11-Deoxy-16,16-dimethylprostaglandin E2 11-Oxo-15S-hydroxy-5Z,9,13E-prostatrienoic acid 12(13)-Epoxy-9Z-octadecenoic acid 12,13-DiHOME 12-Hydroxydodecanoic acid 12-Oxoleukotriene B4 12R-Hydroxy-5Z,8Z,10E,14Z-eicosatetraenoic acid 12S-Hydroxy-5Z,8E,10E-heptadecatrienoic acid 13,14-Dehydro-15-cyclohexyl Carbaprostacyclin 13,14-Dihydro-16,16-difluoro Prostaglandin E1 13,14-Dihydro-16,16-difluoro Prostaglandin F2alpha 13,14-Dihydroprostaglandin F1alpha 13-HODE 13S-Hydroxy-9Z,11E,15Z-octadecatrienoic acid 14,15-EE-(5Z)-E 14,15-EE-(8Z)-E 15(S)-15-Methylprostaglandin F2alpha isopropyl ester 15(S)-HpETE 15-HEDE 15-HETE 15-Keto-17-phenyl trinor prostaglandin F2alpha 15-Ketofluprostenol 15S-Hydroxy-8Z,11Z,13E-eicosatrienoic acid 16-Phenyl tetranor prostaglandin E1 17alpha-Ethynylestradiol 17-Phenoxy trinor prostaglandin F2alpha ethyl amide 17-Phenyl trinor-13,14-dihydroprostaglandin A2 17-Trifluoromethylphenyl trinor prostaglandin F2alpha 17-Trifluoromethylphenyl trinor prostaglandin F2alpha isopropyl ester 19(20)-EpDPE 1-Hexadecanoyl-sn-glycero-3-phospho-(1'-sn-glycerol) 1H-Indole-3-carboxylic acid 1-Octadecanoyl-sn-glycero-3-phospho-(1'-myo-inositol) 1-Palmitoyl-2-hydroxy-sn-glycero-3-phosphoethanolamine 2-(1-Naphthyl)acetic acid 2-(N-Morpholino)ethanesulfonic acid 2,2-Dimethylsuccinic acid 2,3-Dinor 11beta-prostaglandin F2alpha 2',4'-Dihydroxy-4-methoxychalcone 2',4'-Dihydroxychalcone 2',5'-Dihydroxychalcone 20-Carboxyarachidonic acid 24S-Hydroxycholesterol 2-Acetyl-5-(tetrahydroxybutyl)imidazole 2-Butanone, (2,4-dinitrophenyl)hydrazone 2-Butenedioic acid, 2-methyl-, (E)- 2-Ethyl-2-hydroxybutyric acid 2-Keto-3-deoxyoctonic acid 2-Ketobutyric acid 2-Keto-D-gluconic acid 2-Methoxyestrone 2-Methylglutaric acid 2-Oxopentanedioic acid 2-Propyl-2-pentenoic acid 3-(2-Hydroxyethyl)indole 3,4'-Dimethoxy-2'-hydroxychalcone 3,4'-Dimethoxy-2-hydroxychalcone 3',4'-Dimethoxy-2'-hydroxychalcone 3,4'-Dimethoxy-5,7,3'-trihydroxyflavone 3,5,7,3',4'-Pentahydroxyflavanone 3,6'-Dimethoxy-2'-hydroxychalcone 3,7-Dihydroxy-12-oxocholanoic acid 3-Bromo-5-phenylsalicylic Acid 3-Chloro-4-hydroxy-5-methoxybenzoic acid 3-Dehydroquinic acid 3-Hexyne-2,5-diol, 2,5-dimethyl- 3-Hydroxy-4'-methoxyflavone 3-Hydroxy-7,3',4',5'-tetramethoxyflavone 3-Hydroxy-7,8,2'-trimethoxyflavone 3-Hydroxydodecanoic acid 3-Hydroxykynurenine 3-Methyl-4-pentenoic acid 3-Oxo-1,8-octanedicarboxylic acid 3-Oxocholic acid 3-Thiatetradecanoic Acid 4',5-Dihydroxy-7-methoxyflavanone 4,6-Dihydroxypyrimidine 4-Androsten-3alpha-ol-17-one 4-Methylumbelliferyl beta-D-glucuronide 4-Morpholinopropanesulfonic acid 4-Phosphonobutyric acid 5(6)-EpETE methyl ester 5,5-Dimethyl-1,3-dioxane-2-ethanol 5,6-Dehydroarachidonic acid 5,8,11-Eicosatriynoic acid 5-Aminolevulinic acid 5-Androsten-3beta-ol-17-one 5-Benzoyl-4-hydroxy-2-methoxybenzenesulfonic acid 5S,12R,20-Trihydroxy-6Z,8E,10E,14Z-eicosatetraenoic acid 5S,12R-Dihydroxy-6E,8E,10E,14Z-eicosatetraenoic acid 5S,15S-Dihydroxy-6E,8Z,11Z,13E-eicosatetraenoic acid 5S-Hydroxy-6E,8Z,11Z-eicosatrienoic acid 5-Sulfosalicylic acid 5-trans-Prostaglandin F2alpha 6alpha-Prostaglandin I1 6-Ketoprostaglandin F1alpha 7,8,3',4'-Tetrahydroxyflavone 7,8-Dihydroneopterin 7alpha,27-Dihydroxycholesterol 7-Chloro-3-methylquinoline-8-carboxylic acid 7-Hydroxyflavanone 8,11-Eicosadiynoic acid 8,12-iso-iPF2alpha-VI 1,5- lactone 8-iso-Prostaglandin A2 8S-Hydroxy-9E,11Z,14Z-eicosatrienoic acid 9(10)-EpOME 9(S)-HpOTrE 9,10-Dihydroxy-12Z-octadecenoic acid 9-Deoxy-9-methylene Prostaglandin E2 9-Deoxy-9-methylene-16,16-dimethyl Prostaglandin E2 9-Hydroxy-10E,12Z-octadecadienoic acid 9-Oxo-11R,15S,20-trihydroxy-5Z,13E-prostadienoic acid 9-Oxo-15S-hydroxy-5Z,13E-prostadienoic acid 9-Oxo-15S-hydroxy-5Z,8(12),13E,17Z-prostatetraenoic acid 9Z,11E,13E-Octadecatrienoic acid methyl ester Ala-Gly Ala-Leu Ala-Pro Ala-Thr Aminomalonic acid Ascorbic acid 6-palmitate Benzenepropanoic acid, 3,4-dihydroxy- Benzenepropanoic acid, 4-hydroxy-alpha-oxo- Benzenesulfonic acid, 4-undecyl- Benzenesulfonic acid, dimethyl- Benzoic acid, 3-amino-2,5-dichloro- Bicyclo-prostaglandin E1 Carbaprostacyclin Carbocyclic thromboxane A2 Chenodeoxycholic acid cis-13,16-Docosadienoic acid cis-4,10,13,16-Docosatetraenoic acid cis-4,7,10,13,16,19-Docosahexaenoic acid cis-5,8,11,14-Eicosatetraenoic acid Cyclic adenosine diphosphate ribose Cytidine, 5-methyl- D-(-)-Ribose D-(+)-Raffinose D-Amygdalin Dehydrocholic acid D-Gluconic acid D-Glucosamine D-Glucosamine, 6-sulfate D-Glucuronic acid Dinitramine DL-beta-Hydroxypalmitic acid dl-Isocitric acid lactone DL-Malic acid DL-Ornithine DL-Phenylalanine D-Lyxose Docosahexaenoyl serotonin Docosatetraenoyl ethanolamide Dodecanedioic acid Dodecylbenzenesulfonic acid D-Ornithine D-Psicose D-Quinovose D-Ribose 5-phosphate D-Sorbitol Eicosapentaenoyl ethanolamide Elaidic acid ent-Corey PG-Lactone diol Epoxytricarballylic acid Estriol Ethisterone Ethyl 7-hydroxycoumarin-4-carboxylate Ethyl hydrogen malonate Ethylene glycol dodecyl ether sulfate Flavine mononucleotide Galactonic acid Galacturonic acid Glutaric acid Glycan 3alpha-Galactobiose Glycan 3'-Galactosyllactose Glycan 6'-Sialyllactose Glycan Sialylated tetraose type 1 Glyceric acid Glycyl-L-4-Hydroxyproline Glycyl-L-norleucine Gly-Gly Guanosine Heptadecasphing-4-enine Hexadecanedioic acid Hexestrol His-Thr His-Thr-Lys Homobutein Homoeriodictyol Hydroxyflutamide Inosine Isodeoxycholic acid Isosakuranetin Kavain, DL- Lactose L-Alanyl-L-norleucine L-Arginine L-Aspartic acid Leukotriene B4 dimethylamide Leukotriene B4 ethanolamide Leu-Leu L-Fucitol L-Glutathione, reduced L-Histidine L-Leucine L-Lysine L-Methionine, N-acetyl- L-Pipecolic acid L-Serine L-Thiocitrulline L-Threonine Maleic acid Mono-2-ethylhexyl phthalate N-(2-Acetamido)iminodiacetic acid Nalpha-Acetyl-L-lysine N-alpha-Acetyl-L-ornithine N-Acetyl-D-galactosaminitol N-Acetyl-L-aspartic acid N-Acetyl-L-glutamic acid N-Acetylneuraminic Acid, 2,3-Dehydro-2-deoxy- N-Carboxyethyl-gamma-aminobutyric acid NG,NG-Dimethyl-L-arginine N-Nonanoyl-L-homoserine lactone N-Oleoyl-N-methyltaurine N-Palmitoyltaurine Palatinose p-Bromophenylacetic acid Pentadecanoic acid p-Hydroxyphenyllactic acid Pinolenic acid Prostaglandin A2 methyl ester Prostaglandin F1alpha Alcohol Prostaglandin F2alpha ethylamide Prostaglandin H2 p-Toluenesulfonic acid Succinic acid Synephrine Taprostene free acid Taurine Tetradecylbenzenesulfonic acid Thromboxane B2 Thr-Pro Thymidine trans-4-Hydroxy-L-proline trans-Androsterone trans-EKODE-(E)-Ib trans-Glutaconic acid Trp-Ala Undecanedioic acid Uridine Ursodeoxycholic acid Val-Leu METABOLITES_END #END