#METABOLOMICS WORKBENCH jravilap_20250516_124353 DATATRACK_ID:5919 STUDY_ID:ST003931 ANALYSIS_ID:AN006454 PROJECT_ID:PR002462
VERSION             	1
CREATED_ON             	May 27, 2025, 9:52 pm
#PROJECT
PR:PROJECT_TITLE                 	Acylated putrescine therapeutic discovery for Inflammatory Bowel Diseases
PR:PROJECT_SUMMARY               	Gut microbial metabolites influence immune responses and play a key role in
PR:PROJECT_SUMMARY               	regulating host metabolism. Inflammatory bowel diseases (IBD) patients have
PR:PROJECT_SUMMARY               	altered gut microbial metabolic signatures driven by shifts in the microbiome.
PR:PROJECT_SUMMARY               	However, the microbial metabolites driving inflammation and remission and their
PR:PROJECT_SUMMARY               	immunomodulatory roles remain largely uncharacterized. We prioritized metabolic
PR:PROJECT_SUMMARY               	features from untargeted IBD fecal metabolomics and selected candidate features
PR:PROJECT_SUMMARY               	based on their microbial association for structural elucidation. We uncovered
PR:PROJECT_SUMMARY               	four acylated putrescines that are IBD-associated and microbially-dependent and
PR:PROJECT_SUMMARY               	investigated their bioactivity. One acylated putrescine, N-oleoylputrescine
PR:PROJECT_SUMMARY               	(NOP), has anti-inflammatory activity and suppressed type 1 immune responses.
PR:PROJECT_SUMMARY               	NOP ameliorated inflammation in several colitis models, modulating myeloid and
PR:PROJECT_SUMMARY               	lymphocyte cell populations and dampening proinflammatory responses, relevant
PR:PROJECT_SUMMARY               	for resolution of inflammation and maintenance of remission in IBD. We present
PR:PROJECT_SUMMARY               	an approach to identify clinically-relevant microbial metabolites from
PR:PROJECT_SUMMARY               	untargeted metabolomics useful for the discovery of bioactive molecules in IBD
PR:PROJECT_SUMMARY               	and other diseases involving host-microbial interactions.
PR:INSTITUTE                     	Broad Institute of MIT and Harvard
PR:LAST_NAME                     	Avila-Pacheco
PR:FIRST_NAME                    	Julian
PR:ADDRESS                       	415 Main Street, Cambridge, MA 02142 USA
PR:EMAIL                         	jravilap@broadinstitute.org
PR:PHONE                         	+1 (617) 714-1729
PR:CONTRIBUTORS                  	Sena Bae, Julian Avila-Pacheco, Slater L. Clay, Sunghee Bang, Monia Michaud,
PR:CONTRIBUTORS                  	Diogo Fonseca-Pereira, Eunyoung Chun, Y. Grace Cao, Yancong Zhang,
PR:CONTRIBUTORS                  	Amrisha Bhosle, Rosa M. Perez, Gleb Pishchany, Hera Vlamakis, Natalia
PR:CONTRIBUTORS                  	Andreeva, Geniver El Tekle, Xochitl C. Morgan, Jonathan N. Glickman, Ramnik
PR:CONTRIBUTORS                  	J. Xavier, Daniel B. Graham, Clary B. Clish, Jon Clardy, Eric A. Franzosa,
PR:CONTRIBUTORS                  	Curtis Huttenhower, and Wendy S. Garrett
#STUDY
ST:STUDY_TITLE                   	Acylated putrescine therapeutic discovery for Inflammatory Bowel Diseases:
ST:STUDY_TITLE                   	HILIC-neg, C8-pos and C18-neg profiling of mouse fecal samples
ST:STUDY_TYPE                    	Study 2: HILIC-neg, C8-pos and C18-neg profiling of mouse fecal samples.
ST:STUDY_SUMMARY                 	The data generated in this study using the HILIC-neg, C8-pos, and C18-neg
ST:STUDY_SUMMARY                 	profiling method were used to prioritize both disease-associated and
ST:STUDY_SUMMARY                 	microbe-associated metabolic features with potential bioactivity from untargeted
ST:STUDY_SUMMARY                 	metabolomics data. This mouse fecal microbiome data was used to develop a filter
ST:STUDY_SUMMARY                 	and prioritization tool: Metabolome Analysis and Combined Annotation Ranks to
ST:STUDY_SUMMARY                 	pRioritize Novel bioactives, that we call micro-MACARRoN. This workflow
ST:STUDY_SUMMARY                 	annotates the microbial association of gut metabolic features by comparing fecal
ST:STUDY_SUMMARY                 	metabolomics data among germ-free (GF), Altered Schaedler flora community (ASF),
ST:STUDY_SUMMARY                 	and specific pathogen free (SPF) mice. Application of this analysis pipeline to
ST:STUDY_SUMMARY                 	a publicly available dataset of 546 IBD fecal metabolomes from the Integrative
ST:STUDY_SUMMARY                 	Human Microbiome Project (HMP2/iHMP) cohort study enabled us to narrow our focus
ST:STUDY_SUMMARY                 	to metabolic features that are gut microbiome dependent. Using this tool we
ST:STUDY_SUMMARY                 	determined ~79% of gnotobiotic mouse-curated, IBD-associated HMP2 features are
ST:STUDY_SUMMARY                 	microbially associated (n=2,289 out of 2,883) indicating a substantial
ST:STUDY_SUMMARY                 	contribution of microbes to the gut metabolomes in IBD as would be expected.
ST:INSTITUTE                     	Broad Institute of MIT and Harvard
ST:LAST_NAME                     	Avila-Pacheco
ST:FIRST_NAME                    	Julian
ST:ADDRESS                       	415 Main Street
ST:EMAIL                         	jravilap@broadinstitute.org
ST:PHONE                         	(617) 714-1729
ST:NUM_GROUPS                    	3
ST:TOTAL_SUBJECTS                	21
ST:NUM_MALES                     	10
ST:NUM_FEMALES                   	11
#SUBJECT
SU:SUBJECT_TYPE                  	Mammal
SU:SUBJECT_SPECIES               	Mus musculus
SU:GENOTYPE_STRAIN               	C57BL/6 wild-type
SU:AGE_OR_AGE_RANGE              	6-9 weeks
SU:GENDER                        	Male and female
SU:ANIMAL_ANIMAL_SUPPLIER        	Jackson Laboratories
#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           	-	M1	Sample source:Fecal Samples | Type:germ-free (GF) | Sex:Male	Cage info=1; RAW_FILE_NAME(C18-NEG)=B0170_GAR_HMCs_2nd_CN-HMCs-2nd-61; RAW_FILE_NAME(C8-POS)=B0170_GAR_HMC_CP-HMCs-2nd-61; RAW_FILE_NAME(HILIC-NEG)=B0170_GAR_GMC_HN-HMCs-2nd-61
SUBJECT_SAMPLE_FACTORS           	-	M2	Sample source:Fecal Samples | Type:germ-free (GF) | Sex:Male	Cage info=1; RAW_FILE_NAME(C18-NEG)=B0190_GAR_HMCs_2nd_CN-HMCs-2nd-62; RAW_FILE_NAME(C8-POS)=B0190_GAR_HMC_CP-HMCs-2nd-62; RAW_FILE_NAME(HILIC-NEG)=B0190_GAR_GMC_HN-HMCs-2nd-62
SUBJECT_SAMPLE_FACTORS           	-	M3	Sample source:Fecal Samples | Type:germ-free (GF) | Sex:Male	Cage info=1; RAW_FILE_NAME(C18-NEG)=B0202_GAR_HMCs_2nd_CN-HMCs-2nd-63; RAW_FILE_NAME(C8-POS)=B0202_GAR_HMC_CP-HMCs-2nd-63; RAW_FILE_NAME(HILIC-NEG)=B0202_GAR_GMC_HN-HMCs-2nd-63
SUBJECT_SAMPLE_FACTORS           	-	M4	Sample source:Fecal Samples | Type:germ-free (GF) | Sex:Female	Cage info=2; RAW_FILE_NAME(C18-NEG)=B0232_GAR_HMCs_2nd_CN-HMCs-2nd-64; RAW_FILE_NAME(C8-POS)=B0232_GAR_HMC_CP-HMCs-2nd-64; RAW_FILE_NAME(HILIC-NEG)=B0232_GAR_GMC_HN-HMCs-2nd-64
SUBJECT_SAMPLE_FACTORS           	-	M5	Sample source:Fecal Samples | Type:germ-free (GF) | Sex:Female	Cage info=2; RAW_FILE_NAME(C18-NEG)=B0212_GAR_HMCs_2nd_CN-HMCs-2nd-65; RAW_FILE_NAME(C8-POS)=B0212_GAR_HMC_CP-HMCs-2nd-65; RAW_FILE_NAME(HILIC-NEG)=B0212_GAR_GMC_HN-HMCs-2nd-65
SUBJECT_SAMPLE_FACTORS           	-	M6	Sample source:Fecal Samples | Type:germ-free (GF) | Sex:Female	Cage info=2; RAW_FILE_NAME(C18-NEG)=B0238_GAR_HMCs_2nd_CN-HMCs-2nd-66; RAW_FILE_NAME(C8-POS)=B0238_GAR_HMC_CP-HMCs-2nd-66; RAW_FILE_NAME(HILIC-NEG)=B0238_ri_GAR_GMC_HN-HMCs-2nd-66
SUBJECT_SAMPLE_FACTORS           	-	M7	Sample source:Fecal Samples | Type:germ-free (GF) | Sex:Female	Cage info=2; RAW_FILE_NAME(C18-NEG)=B0214_GAR_HMCs_2nd_CN-HMCs-2nd-67; RAW_FILE_NAME(C8-POS)=B0214_GAR_HMC_CP-HMCs-2nd-67; RAW_FILE_NAME(HILIC-NEG)=B0214_GAR_GMC_HN-HMCs-2nd-67
SUBJECT_SAMPLE_FACTORS           	-	M8	Sample source:Fecal Samples | Type:Altered Schaedler Flora (ASF) | Sex:Male	Cage info=3; RAW_FILE_NAME(C18-NEG)=B0162_GAR_HMCs_2nd_CN-HMCs-2nd-68; RAW_FILE_NAME(C8-POS)=B0162_GAR_HMC_CP-HMCs-2nd-68; RAW_FILE_NAME(HILIC-NEG)=B0162_GAR_GMC_HN-HMCs-2nd-68
SUBJECT_SAMPLE_FACTORS           	-	M9	Sample source:Fecal Samples | Type:Altered Schaedler Flora (ASF) | Sex:Male	Cage info=3; RAW_FILE_NAME(C18-NEG)=B0173_GAR_HMCs_2nd_CN-HMCs-2nd-69; RAW_FILE_NAME(C8-POS)=B0173_GAR_HMC_CP-HMCs-2nd-69; RAW_FILE_NAME(HILIC-NEG)=B0173_GAR_GMC_HN-HMCs-2nd-69
SUBJECT_SAMPLE_FACTORS           	-	M10	Sample source:Fecal Samples | Type:Altered Schaedler Flora (ASF) | Sex:Male	Cage info=3; RAW_FILE_NAME(C18-NEG)=B0210_GAR_HMCs_2nd_CN-HMCs-2nd-70; RAW_FILE_NAME(C8-POS)=B0210_GAR_HMC_CP-HMCs-2nd-70; RAW_FILE_NAME(HILIC-NEG)=B0210_GAR_GMC_HN-HMCs-2nd-70
SUBJECT_SAMPLE_FACTORS           	-	M11	Sample source:Fecal Samples | Type:Altered Schaedler Flora (ASF) | Sex:Male	Cage info=3; RAW_FILE_NAME(C18-NEG)=B0207_GAR_HMCs_2nd_CN-HMCs-2nd-71; RAW_FILE_NAME(C8-POS)=B0207_GAR_HMC_CP-HMCs-2nd-71; RAW_FILE_NAME(HILIC-NEG)=B0207_GAR_GMC_HN-HMCs-2nd-71
SUBJECT_SAMPLE_FACTORS           	-	M12	Sample source:Fecal Samples | Type:Altered Schaedler Flora (ASF) | Sex:Female	Cage info=4; RAW_FILE_NAME(C18-NEG)=B0204_GAR_HMCs_2nd_CN-HMCs-2nd-72; RAW_FILE_NAME(C8-POS)=B0204_GAR_HMC_CP-HMCs-2nd-72; RAW_FILE_NAME(HILIC-NEG)=B0204_GAR_GMC_HN-HMCs-2nd-72
SUBJECT_SAMPLE_FACTORS           	-	M13	Sample source:Fecal Samples | Type:Altered Schaedler Flora (ASF) | Sex:Female	Cage info=4; RAW_FILE_NAME(C18-NEG)=B0220_GAR_HMCs_2nd_CN-HMCs-2nd-73; RAW_FILE_NAME(C8-POS)=B0220_GAR_HMC_CP-HMCs-2nd-73; RAW_FILE_NAME(HILIC-NEG)=B0220_ri_GAR_GMC_HN-HMCs-2nd-73
SUBJECT_SAMPLE_FACTORS           	-	M14	Sample source:Fecal Samples | Type:Altered Schaedler Flora (ASF) | Sex:Female	Cage info=4; RAW_FILE_NAME(C18-NEG)=B0183_GAR_HMCs_2nd_CN-HMCs-2nd-74; RAW_FILE_NAME(C8-POS)=B0183_GAR_HMC_CP-HMCs-2nd-74; RAW_FILE_NAME(HILIC-NEG)=B0183_GAR_GMC_HN-HMCs-2nd-74
SUBJECT_SAMPLE_FACTORS           	-	M15	Sample source:Fecal Samples | Type:Altered Schaedler Flora (ASF) | Sex:Female	Cage info=4; RAW_FILE_NAME(C18-NEG)=B0208_GAR_HMCs_2nd_CN-HMCs-2nd-75; RAW_FILE_NAME(C8-POS)=B0208_GAR_HMC_CP-HMCs-2nd-75; RAW_FILE_NAME(HILIC-NEG)=B0208_GAR_GMC_HN-HMCs-2nd-75
SUBJECT_SAMPLE_FACTORS           	-	M16	Sample source:Fecal Samples | Type:specified-pathogen free (SPF) | Sex:Male	Cage info=5; RAW_FILE_NAME(C18-NEG)=B0153_GAR_HMCs_2nd_CN-HMCs-2nd-76; RAW_FILE_NAME(C8-POS)=B0153_GAR_HMC_CP-HMCs-2nd-76; RAW_FILE_NAME(HILIC-NEG)=B0153_GAR_GMC_HN-HMCs-2nd-76
SUBJECT_SAMPLE_FACTORS           	-	M17	Sample source:Fecal Samples | Type:specified-pathogen free (SPF) | Sex:Male	Cage info=5; RAW_FILE_NAME(C18-NEG)=B0230_GAR_HMCs_2nd_CN-HMCs-2nd-77; RAW_FILE_NAME(C8-POS)=B0230_GAR_HMC_CP-HMCs-2nd-77; RAW_FILE_NAME(HILIC-NEG)=B0230_GAR_GMC_HN-HMCs-2nd-77
SUBJECT_SAMPLE_FACTORS           	-	M18	Sample source:Fecal Samples | Type:specified-pathogen free (SPF) | Sex:Male	Cage info=5; RAW_FILE_NAME(C18-NEG)=B0219_GAR_HMCs_2nd_CN-HMCs-2nd-78; RAW_FILE_NAME(C8-POS)=B0219_GAR_HMC_CP-HMCs-2nd-78; RAW_FILE_NAME(HILIC-NEG)=B0219_ri_GAR_GMC_HN-HMCs-2nd-78
SUBJECT_SAMPLE_FACTORS           	-	M19	Sample source:Fecal Samples | Type:specified-pathogen free (SPF) | Sex:Female	Cage info=6; RAW_FILE_NAME(C18-NEG)=B0221_GAR_HMCs_2nd_CN-HMCs-2nd-79; RAW_FILE_NAME(C8-POS)=B0221_GAR_HMC_CP-HMCs-2nd-79; RAW_FILE_NAME(HILIC-NEG)=B0221_ri_GAR_GMC_HN-HMCs-2nd-79
SUBJECT_SAMPLE_FACTORS           	-	M20	Sample source:Fecal Samples | Type:specified-pathogen free (SPF) | Sex:Female	Cage info=6; RAW_FILE_NAME(C18-NEG)=B0157_GAR_HMCs_2nd_CN-HMCs-2nd-80; RAW_FILE_NAME(C8-POS)=B0157_GAR_HMC_CP-HMCs-2nd-80; RAW_FILE_NAME(HILIC-NEG)=B0157_GAR_GMC_HN-HMCs-2nd-80
SUBJECT_SAMPLE_FACTORS           	-	M21	Sample source:Fecal Samples | Type:specified-pathogen free (SPF) | Sex:Female	Cage info=6; RAW_FILE_NAME(C18-NEG)=B0196_GAR_HMCs_2nd_CN-HMCs-2nd-81; RAW_FILE_NAME(C8-POS)=B0196_GAR_HMC_CP-HMCs-2nd-81; RAW_FILE_NAME(HILIC-NEG)=B0196_GAR_GMC_HN-HMCs-2nd-81
#COLLECTION
CO:COLLECTION_SUMMARY            	Stool pellets were collected from germ-free (GF), Altered Schaedler Flora (ASF)
CO:COLLECTION_SUMMARY            	and specified-pathogen free (SPF) C57BL/6 mice (6-9wks), snap-frozen
CO:COLLECTION_SUMMARY            	immediately, and stored at -80°C until untargeted metabolomics sample
CO:COLLECTION_SUMMARY            	preparation
CO:SAMPLE_TYPE                   	Feces
CO:STORAGE_CONDITIONS            	-80℃
#TREATMENT
TR:TREATMENT_SUMMARY             	No treatments were applied in this section of the study
#SAMPLEPREP
SP:SAMPLEPREP_SUMMARY            	Snap-frozen stool samples were thawed on ice, and then aqueous homogenates were
SP:SAMPLEPREP_SUMMARY            	generated by homogenizing samples in 10 volumes of water (mg: µL) using a
SP:SAMPLEPREP_SUMMARY            	TissueLyser II (QIAGEN) bead mill set to two 2 min intervals at 20Hz. The
SP:SAMPLEPREP_SUMMARY            	homogenate for each sample was divided into two 10 µL and two 30 µL aliquots
SP:SAMPLEPREP_SUMMARY            	in 1.5mL centrifuge tubes for LC-MS sample preparation. Metabolites were
SP:SAMPLEPREP_SUMMARY            	extracted from these homogenates for each method as follows; C8-pos: Bacterial
SP:SAMPLEPREP_SUMMARY            	cultures (10 μL) using 190 μL isopropanol containing
SP:SAMPLEPREP_SUMMARY            	1-dodecanoyl-2-tridecanoyl-sn-glycero-3-phosphocholine as an internal standard
SP:SAMPLEPREP_SUMMARY            	(Avanti Polar Lipids; Alabaster, AL). After centrifugation (10 min, 9,000g,
SP:SAMPLEPREP_SUMMARY            	ambient temperature), supernatants (2 μL) were injected directly onto column. -
SP:SAMPLEPREP_SUMMARY            	C18-neg: Bacterial cultures (30 μL) were extracted using 90 μl methanol
SP:SAMPLEPREP_SUMMARY            	containing 15R-15-methyl Prostaglandin A2,15R-15-methyl Prostaglandin F2α,
SP:SAMPLEPREP_SUMMARY            	15S-15-methyl Prostaglandin D2, 15S-15-methyl Prostaglandin E1, and
SP:SAMPLEPREP_SUMMARY            	15S-15-methyl Prostaglandin E2 as internal standards (Cayman Chemical Co.) and
SP:SAMPLEPREP_SUMMARY            	centrifuged (10 min, 9,000g, 4°C). The supernatants (10 μL) were injected onto
SP:SAMPLEPREP_SUMMARY            	column. - HILIC-neg: Bacterial cultures (30 μL) were extracted with the
SP:SAMPLEPREP_SUMMARY            	addition of four volumes of 80% methanol containing inosine-15N4, thymine-d4 and
SP:SAMPLEPREP_SUMMARY            	glycocholate-d4 internal standards (Cambridge Isotope Laboratories). The samples
SP:SAMPLEPREP_SUMMARY            	were centrifuged (10 min, 9,000g, 4°C) and the supernatants 10 μL) were
SP:SAMPLEPREP_SUMMARY            	injected directly onto column.
#CHROMATOGRAPHY
CH:CHROMATOGRAPHY_TYPE           	Reversed phase
CH:INSTRUMENT_NAME               	Shimadzu Nexera X2
CH:COLUMN_NAME                   	Waters ACQUITY UPLC BEH C18 (150 x 2.1mm, 1.7um)
CH:SOLVENT_A                     	100% Water; 0.01% Formic acid
CH:SOLVENT_B                     	100% Acetonitrile; 0.01% Acetic acid
CH:FLOW_GRADIENT                 	The column was eluted isocratically at a flow rate of 450 µL/min with 20%
CH:FLOW_GRADIENT                 	mobile phase A for 3 minutes followed by a linear gradient to 100% mobile phase
CH:FLOW_GRADIENT                 	B over 12 minutes.
CH:FLOW_RATE                     	450 µL/min
CH:COLUMN_TEMPERATURE            	45°C
#ANALYSIS
AN:ANALYSIS_TYPE                 	MS
#MS
MS:INSTRUMENT_NAME               	Thermo Q Exactive Plus Orbitrap
MS:INSTRUMENT_TYPE               	Orbitrap
MS:MS_TYPE                       	ESI
MS:ION_MODE                      	NEGATIVE
MS:MS_COMMENTS                   	Raw data were processed using TraceFinder 3.3 software (Thermo Fisher
MS:MS_COMMENTS                   	Scientific; Waltham, MA) and Progenesis QI (Nonlinear Dynamics; Newcastle upon
MS:MS_COMMENTS                   	Tyne, UK). Metabolite identities were confirmed using authentic reference
MS:MS_COMMENTS                   	standards or reference samples.
MS:MS_RESULTS_FILE               	ST003931_AN006454_Results.txt	UNITS:Abudances	Has m/z:Yes	Has RT:Yes	RT units:Minutes
#MS_METABOLITE_DATA
MS_METABOLITE_DATA:UNITS	Abudances
MS_METABOLITE_DATA_START
Samples	M1	M2	M3	M4	M5	M6	M7	M8	M9	M10	M11	M12	M13	M14	M15	M16	M17	M18	M19	M20	M21
Factors	Sample source:Fecal Samples | Type:germ-free (GF) | Sex:Male	Sample source:Fecal Samples | Type:germ-free (GF) | Sex:Male	Sample source:Fecal Samples | Type:germ-free (GF) | Sex:Male	Sample source:Fecal Samples | Type:germ-free (GF) | Sex:Female	Sample source:Fecal Samples | Type:germ-free (GF) | Sex:Female	Sample source:Fecal Samples | Type:germ-free (GF) | Sex:Female	Sample source:Fecal Samples | Type:germ-free (GF) | Sex:Female	Sample source:Fecal Samples | Type:Altered Schaedler Flora (ASF) | Sex:Male	Sample source:Fecal Samples | Type:Altered Schaedler Flora (ASF) | Sex:Male	Sample source:Fecal Samples | Type:Altered Schaedler Flora (ASF) | Sex:Male	Sample source:Fecal Samples | Type:Altered Schaedler Flora (ASF) | Sex:Male	Sample source:Fecal Samples | Type:Altered Schaedler Flora (ASF) | Sex:Female	Sample source:Fecal Samples | Type:Altered Schaedler Flora (ASF) | Sex:Female	Sample source:Fecal Samples | Type:Altered Schaedler Flora (ASF) | Sex:Female	Sample source:Fecal Samples | Type:Altered Schaedler Flora (ASF) | Sex:Female	Sample source:Fecal Samples | Type:specified-pathogen free (SPF) | Sex:Male	Sample source:Fecal Samples | Type:specified-pathogen free (SPF) | Sex:Male	Sample source:Fecal Samples | Type:specified-pathogen free (SPF) | Sex:Male	Sample source:Fecal Samples | Type:specified-pathogen free (SPF) | Sex:Female	Sample source:Fecal Samples | Type:specified-pathogen free (SPF) | Sex:Female	Sample source:Fecal Samples | Type:specified-pathogen free (SPF) | Sex:Female
15R-15-methyl PGA2 [iSTD]	18523758	19174857	21258344	15769333	19148101	17655371	16829015	14864780	13190719	12165068	12116352	15089181	11455380	15571203	13579320	13864423	12061880	14258573	12535885	11448414	12813138
15S-15-methyl PGE2 [iSTD]	15453539	16687793	20334579	13617323	15370997	14890759	13892475	12507809	11312810	11150465	11544710	12436455	9119289	12129771	10985061	12318149	10632424	12312555	9477001	6740899	8295988
15S-15-methyl PGE1 [iSTD]	27897168	31270450	35024672	22300682	26924155	23961104	24023771	23052508	19865225	19831528	20103427	21969325	16118266	21884922	21139591	23496905	18517410	22469950	18545069	16273879	16009579
Mandelic acid	97	279	322	370	383	383	217	579	299	1119	14615	600	437	482	451	2236	730	1562	1225	898	1096
Oxymetazoline																4249	4496	5926	5320	8190	8491
Salicylic acid	1737	2544	2695	2472	2212	2222	1414	2694	1431	2234	2628	3209	2273	1521	2364	3022	2023	2611	2501	1547	1900
p-Hydroxyphenylacetic acid	5749	3918	5658	4002	4016	4955	5051	743885	589040	583014	655886	656820	479346	444312	373909	382626	205982	281619	59934	439762	247457
Hexose	1795929	1790291	1766346	1826941	1856054	2007326	1851591	2246662	2300939	2187104	3783698	2301196	2655741	1982724	2128076	499775	1093015	1063774	857203	223882	614129
P-Cresol glucuronide	197	135						12	3		11535					807		186	79	58	156
20-HDoHE							8071			30089	9248	8221		26505	5516	139823	183308	184134	108815	236313	299338
11-HDoHE				103	121		121		125	1107	285	649	345	1140	721	2811	2434	3026	4645	6777	5071
11-HEPE								491	143	929	620	1327	1022	568	1175	2086	4667	2433	2114	508	6076
Resolvin E1	2429	1583	1275	1092	744	1512	573	13765	12876	11930	11867	9336	9401	8397	7062	16501	18864	24195	19236	14100	8710
15-HETE	344	3198	1453	4391	9669	5415	1219	6166	3934	5320	4503	6222	4789	6927	5351	6566	3988	6541	7622	15224	7583
12-HETE	780	13529	4692	22683	34547	20281	4038	15594	5494	1646	1655	20896	22520	8155	1956	5016	2518	3725	11800	4695	4052
5-HETE	135		320	1039	3681	329	1021	1386	1170	1574	825	1694	2613	1668	1113	3027	2280	2509	3498	3070	2844
Lipoxin A5	15733	9633	6649	5250	3308	4493	4573	163019	140909	127864	134992	75892	66145	61575	53511	193193	233553	225133	147546	77033	60809
PGE2	189	4811		1039	11160	2450		8251	10630	7736	9800	11160	3461	5867	5493	6852	8266	7186	6196	878	2112
3-Methyladipic acid	61756	49871	27593	22232	30323	26337	29311	39320	49648	31179	94218	32322	29626	35900	29046	47060	38439	46560	46224	33022	54388
Azelaic acid	706797	669120	696619	461068	597735	546876	481219	618437	559927	644023	939579	564238	807981	431059	451705	835252	927680	949923	1159493	486678	1046035
Sebacic acid	115260	125190	96882	61722	80022	78884	73681	91405	100001	124481	445162	68355	66187	66945	64210	244050	258989	276459	358431	201106	356944
Undecanedioic acid	113928	123825	126855	86750	112098	103988	98364	93438	82188	76481	82321	82298	70739	62196	63963	110201	87100	122342	119126	79494	91955
Dodecanedioic acid	98220	107790	111830	78680	98358	93301	89462	84009	76862	70524	71735	80207	64219	82688	77224	87756	72622	100128	86607	46169	68027
Tetradecanedioic acid	69397	98887	117531	91301	111229	108155	104618	41869	39846	42437	52798	90009	72407	78605	84549	43000	48386	64256	97724	55292	65096
Hexadecanedioic acid	101687	109953	119069	82084	100419	90845	92160	88817	76385	74000	69842	88913	72347	86906	81287	129513	85281	139824	160444	103122	106907
Eicosanedioic acid	2306	3858	3678	3039	3917	3434	3161	3575	2949	2850	2958	3039	3332	4370	2984	3087	3200	3407	3064	3831	3675
3-Hydroxyhexanoic acid	1266	1549	1338	1063	1476	1335	872	4177	3681	1802	3499	4822	5398	2995	2807	6747	3944	5239	6287	5270	5138
3-Hydroxyoctanoic acid	2576	3552	3355	2180	3541	2282	2110	4638	3700	3337	5725	7675	11595	4006	4054	5821	6348	5914	5127	4153	5243
2-Hydroxyoctanoic acid	577	827	1029	709	904	496	585	666	668	1132	11681	614	2740	661	936	941	1372	1076	723	291	981
3-Hydroxydecanoic acid	4167	4645	5442	3025	4295	3691	3880	5044	3991	4944	4360	5773	3412	3319	3600	6905	4021	6520	5348	3075	4634
2-Hydroxymyristic acid	13119	13462	14792	10605	12689	12668	11907	12272	11071	10656	10130	9819	10164	13193	10588	13228	17957	15342	31542	44144	22361
Juniperic acid	250129	208931	274861	215798	366836	197880	265864	252954	205625	248125	196243	166163	200623	217401	219056	343893	397423	308182	420811	342900	337972
2-Hydroxy palmitic acid	272279	295845	288452	217275	588435	225080	318840	350799	284026	403656	389976	259028	234682	357391	268188	423612	947315	329480	2219328	4554729	1149744
2-Hydroxyoleic acid	20256	22065	19248	10345	14432	13759	15622	30651	21187	22271	18101	18835	20863	18815	19972	32408	33390	28315	38549	34996	26717
Levulinic acid	491089	527587	359157	241992	351724	266688	370651	425921	375420	25426	233020	500678	249552	401612	412500	1116456	493852	506788	2161385	1288802	1167537
Caprylic acid	1677	2814	2601	3108	2958	2339	2264	2521		219	2250	2410	2185	2746	2402	2274	930	745	2313	1399	3609
Capric acid	12128	13655	9310	18333	12841	10420	7582	12932	13834	8069	7195	8054	7586	7934	7594	6254	6272	5157	5037	2545	8571
Lauric acid	45722	62139	35379	99440	66161	41472	28806	50800	61498	29916	27738	31419	32515	33996	25379	31363	33107	36047	31321	28916	69578
Tridecylic acid	9788	11131	11052	9580	10657	9234	8574	9010	8404	7118	7135	7702	7291	8219	7866	10350	9672	10730	9444	8992	11616
Myristic acid	678135	1369839	390168	2385954	1359209	635349	312626	1060563	1411009	302689	254802	524615	681296	512112	279468	342153	388947	387545	480710	426924	625990
Pentadecylic acid	1791411	2971421	2512077	1848078	1849166	1568048	1413752	1623579	1811598	1098665	1258332	1529895	1634834	1602352	1473092	2900897	2433705	1798416	3374740	7964543	3390472
Palmitic acid	1600087	1662968	965919	3480280	2110426	850447	883039	1319291	1975914	700509	687784	711480	829984	908304	700285	711333	1102811	831185	913477	473757	933357
Margaric acid	16948	14753	17371	23235	25049	10009	15798	13203	17971	15801	14856	11810	17178	10475	9689	4863	21408	9792	17074	7398	21958
Stearic acid	1005621	1341449	1480617	946146	1105827	1021187	869837	970657	778544	801462	805644	920282	616603	656032	777527	947823	711575	757552	710618	738223	829467
Nonadecylic acid	36916	56222	50797	47065	49504	16336	15505	43565	47489	32146	37538	23658	26208	26205	17194	18875	32997	15701	24811	17850	15691
Arachidic acid	133566	314542	269045	140758	150015	133487	103177	204234	152638	123924	154476	129619	104169	180779	102357	136661	132211	97509	119646	87759	74868
5-Dodecenoic acid	67211	68644		83870	55584			83632	168746	56577	10125	12257	30927	7774		77298	79087	72461	169067	95247	216305
Myristoleic acid	32837	67954	8061	155210	51987	22074	5513	95661	147709	9907	5284	18124	35338	22274	3998	7918	7993	11387	17332	24986	24181
10-Pentadecenoic acid	4760	8302	1577	12405	4383	1830	883	12343	15228	2547	1134	1818	7440	5388	1792	3855	2940	2615	4808	4475	5748
Palmitoleic acid	4444622	6931170	1158806	11034802	5476128	2568750	1077682	7789161	9986455	1546234	855455	2579848	4441172	2741706	1001010	1176585	1668201	1679091	2647947	2765690	2627799
10Z-Heptadecenoic acid	87699	114555	49876	262103	145997	57041	47581	137978	138700	59562	55526	65847	99533	55098	54147	63228	85539	80896	81394	49190	111892
alpha-Linolenic acid	15706594	12322693	10401437	17917095	17971545	10455770	12443635	16402842	16481045	11151831	12367322	10881998	12109376	13760960	12169142	15172969	17597308	17561603	14850991	8748969	17691706
Linoleic acid	23496620	17790098	19053762	21226237	25560326	16344223	19608443	23956023	23047283	18055609	17710491	15956406	16815968	18352043	17229360	21089298	24662467	25140952	21612810	12919104	25149168
Oleic acid	2184700	2020618	1066910	6653026	3308518	1128174	1212791	2456876	3490355	1184243	1199334	1147569	1571969	1362363	1044225	1710589	2644124	2063423	2658233	1038148	2153653
Eicosapentaenoic acid	397891	395415	465008	482624	995117	393881	481162	300869	302739	166792	130850	254795	612252	222645	146196	444993	355956	402401	404537	670289	473042
Arachidonic acid	7224701	7214302	8104353	9500710	17469485	7458292	9481792	4708484	4578098	4431949	3440322	4632048	7688882	5280065	3444352	7413218	5150787	5771113	5673757	7206114	7768830
Eicosatrienoic acid	205461	235511	228899	401171	409337	179981	214869	176926	166066	124442	79798	149571	513173	125026	108742	326656	282424	245662	548921	246143	469232
Eicosadienoic acid	18010	23517	6670	50277	27494	10019	10883	21189	24265	15477	16947	8898	14660	5824	8297	15199	19595	14562	19114	6368	15748
Eicosenoic acid	191961	260959	211748	261558	221412	125817	116798	272465	270591	166212	183170	133486	112524	101806	115263	171567	147868	137102	140795	87521	121559
Docosahexaenoic acid	2468232	2069262	2455423	2974999	6758875	2125151	3474416	1469299	1257157	1390763	1250434	1213288	2230425	1940003	1031246	3420168	2265050	2375410	2766034	3785047	3292125
Docosapentaenoic acid (22n-6)	53821	50624	31345	151643	146806	32174	38601	100722	92877	33147	16543	20483	70533	22837	11905	125514	116023	91122	319646	62543	241140
Adrenic acid	10814	14109	6096	125020	53610	8567	5164	21953	33461	5262	2809	3437	21671	2570	1075	8767	9177	1899	20510	5513	10692
cis-Erucic acid	38575	102039	87572	54779	43877	24251	24107	105596	71495	59629	80002	30609	28034	49317	26089	87629	57194	37820	52178	30489	18362
Nervonic acid	167814	445619	674637	376449	216581	310495	215801	352258	113328	242720	393568	229150	268537	794667	183336	421335	317265	187585	356660	265243	43124
Palmitoyl-EA	22355	19082	29739	12776	29553	14274	16585	58890	53528	55667	44664	28582	57771	32352	29845	32957	76363	25776	27393	45446	46346
12,13-DiHOME	108259	69743	96589	154048	151743	105464	126962	113169	117050	132728	114834	129827	191642	120936	154254	193514	333153	249243	238162	111442	274129
9,10-DiHOME	117177	97224	110321	123649	143154	98139	125933	96875	86924	112041	112491	97709	124019	83620	121652	201953	309174	241675	245060	146190	294189
13-HODE	3978954	2126360	2493975	4731637	4400505	3054993	4976490	2374315	2768640	2767170	3089611	2564315	2623177	3564668	3350549	3227140	5964023	4721057	3862716	1658763	4687294
LPC O-16:0	70344	64387	67759	82834	77026	66390	45794	54963	54775	94698	207790	51274	130873	40326	31300	69829	3693	47595	11770	9817	21402
Oxypurinol	55275	96240	96282	63355	140521	97886	64407	78883	38009	48552	58265	137134	200436	67797	73381	81323	337899	141479	876006	240852	324914
Ribothymidine	609637	580104	657490	657512	739756	700897	781266	32946	33699	31438	31688	38893	32201	36372	37945	18360	20616	19817	24534	22349	20954
N-Acetylalanine	25825	26450	28371	28229	29961	32505	29950	49543	41272	53865	43977	46131	44734	46212	40259	2735	2600	3729	8147	1635	2958
2-Furoylglycine	5273	3180	5260	3935	4289	3708	3977	5812	5948	11081	150371	6360	7024	5690	6098	7014	7795	7120	6405	3685	5738
N-Formylmethionine	976862	968631	903973	1179244	1114752	1103864	1432397	8135204	7087079	7784200	8434856	8044210	8541317	6999896	6403765	2402464	2585622	2716013	5039486	1654982	3335509
N-Acetyltyrosine	9752	8035	8505	9246	7716	9594	8941	24309	25718	22479	19266	18695	24865	21087	19143	14037	10590	10590	14998	8908	15104
alpha-N-Phenylacetylglutamine	14282	12990	15862	16733	13724	15002	18161	30133	28658	37860	84932	30619	32019	24459	24811	14594	16026	14156	18255	33842	14157
Porphobilinogen	284763	269640	288600	274849	258191	270574	279181	397136	378915	363576	313843	345940	330052	360582	365585	17839	12947	16146	14712	12798	13545
gamma-CEHC								6768	2177	8067	16654	12220		5310	3911	83590	11480	59888	6308	3492	2304
alpha-CEHC								92	86	97	502	2028	88	1546	466	4349	791	4189	293	163	915
L-Urobilin	34327	55887	52864	60547	74687	59215	87070	7289	6357	13681	12722	20640	16720	14529	21828	28697	57793	41665	43889	23386	57544
Indoleacetic acid	3333	4405	3188	1823	2539	1844	2042	10493	6456	8152	8641	13782	4954	5568	6275	41386	11054	25503	16491	4649	17981
Hydrocinnamic acid	45	138	95			85		83		31	99			79	33	121368	86646	64155	151978	24602	186597
Phenyllactic acid	3371	4004	3801	2501	4659	3108	3166	192966	133772	204337	372595	194757	111394	80533	101804	551453	560046	480954	51449	23927	305218
Oleanolic acid	1327		442	2074	2397	897	1413		496	353		376	585		1047	3810	9181	14249	5653	9890	11544
9-cis-Retinoic acid	38324	35882	39055	37223	37238	34329	40024	40171	36262	26506	32548	31705	29519	54042	34780	36481	31841	39237	33562	36978	32247
Dehydrolithocholic acid	3							844	1005	724	1038	176	2380	1077	728	12442	17832	16320	95336	9795	35757
Isoallolithocholic acid																36037	69044	45149	94242	5209	41568
Isolithocholic acid																70580	110263	95344	263276	62156	179303
Lithocholic acid			182	2	378		132	1152	947	542	908	202	229	116		445759	659717	666518	1279524	359472	1036496
Hyodeoxycholic acid or Ursodeoxycholic acid								5626				18052	7595	46581	109531	465433	183247	518116	885512	1251219	874321
Chenodeoxycholic acid								916594	488563	726997	371523	1040771	754282	2288090	3555019	3285060	1531114	5813558	1451342	18567880	2954490
Deoxycholic acid	21245	14348	15425	7223	20810	14094	14915	37570	27120	33700	28642	50277	67702	88375	138192	20433483	15989080	24398088	25177454	25761745	26256144
7-Ketodeoxycholic acid	2			14				18152	5814	29195	12590	21684	16638	40655	78333	1237328	213197	1280464	1469471	10550111	1244297
alpha-Muricholic acid								8889	5652	5071	1812	16949	10938	58803	94079	5484096	3297883	6705288	8276067	21992820	7318180
beta-Muricholic acid	2374	1251	1264	2099	1671	2096	3278	793402	425700	471467	279056	721245	331347	1467834	2582190	3631342	2267805	5016699	8356704	14471961	7726458
Cholic acid							329	71031	6769	2713	22674	108343	39284	440308	828746	6741645	541775	5217324	1932216	34745931	3161997
Glycocholic acid	169985	24962	52223	91334	24015	31277	82779	76213	45471	43050	74500	75881	9318	139074	93906	43500	22436	102066	58742	77969	34453
Taurohyodeoxycholic acid or Tauroursodeoxycholic acid	5121024	1060174	1740092	5942956	5706205	3908330	4685154	3243889	2122354	2248055	3173904	7932035	3002205	22270801	17786538	318013	270250	388559	297462	1372690	472662
Taurochenodeoxycholic acid	5724332	1614693	3942362	12539807	17387209	6622125	11067371	2515253	1690228	2191274	2777061	7527595	4065274	17214375	9278914	99673	175132	271021	161821	755457	338819
Taurodeoxycholic acid	1591	1977	394	12542	35686	801	6870	20548	24826	10985	13478	17903	40783	57024	18642	223403	84836	217584	324606	1749822	683774
Tauro-alpha-muricholic acid or Tauro-beta-muricholic acid	247925890	48887442	59228502	232780404	163485626	169288123	151645303	190519938	134000306	125886260	148444462	438097920	156163542	1223152751	1045445355	8032478	7946352	15276201	14524283	178695219	44218835
Taurocholic acid	92837122	31777896	32109167	114993686	104694995	81593669	86750206	79421652	65392982	77603675	87016123	232229731	81650448	680411449	665473541	1225828	2262791	3715309	1406144	13496729	3934927
Pregnenolone sulfate	22355	13970	14438	10108	6854	6011	6086	15114	21669	22615	15558	8986	8143	11941	5691	10205	12828	12012	5935	16157	18887
20-Hydroxyecdysone	10378	5295	5807	27494	15576	26355	20513		952				1894		2785						
11-Methyllauric acid	7404	8963	7669	6343	6525	6668	6171	7945	7349	6326	5099	6012	5410	6298	5555	14438	12807	12174	11979	14267	14669
Phenylalanocholic acid	204	13	80	3974	2617	2435	2192	298	154	102	782	4520	1603	13525	7893	59226	926	31358	1295	62012	25201
Tyrosocholic acid	1315	355	340	3038	1875	2266	3014	1179	1086	1201	995	6726	4736	14146	15766	3970	646	3497	468	36674	1851
MS_METABOLITE_DATA_END
#METABOLITES
METABOLITES_START
metabolite_name	Study_Compound_ID	MZ	RT	HMDB_ID
15R-15-methyl PGA2 [iSTD]	TF01	347.22280000000001	9.9499999999999993	internal standard
15S-15-methyl PGE2 [iSTD]	TF02	365.23329999999999	8.61	internal standard
15S-15-methyl PGE1 [iSTD]	TF03	367.24900000000002	8.73	internal standard
Mandelic acid	QI11212	151.04007390000001	2.9254166669999999	HMDB0000703
Oxymetazoline	QI15088	259.1815077	6.6046333329999998	HMDB0015070
Salicylic acid	QI12421	137.02449849999999	4.8132000000000001	HMDB0001895
p-Hydroxyphenylacetic acid	QI09679	151.0401043	1.92635	HMDB0000020
Hexose	QI03340	179.05626169999999	0.78093333300000001	HMDB0000122
P-Cresol glucuronide	QI11032	283.08236670000002	2.7279166670000001	HMDB0011686
20-HDoHE	TF08	343.22809999999998	11.93	HMDB0060048
11-HDoHE	QI25681	343.22797400000002	12.28125	HMDB0060040
11-HEPE	QI24690	317.2122268	11.56811667	HMDB0012534
Resolvin E1	QI16462	349.20233300000001	7.2286166669999998	HMDB0010410
15-HETE	QI25329	319.228024	12.05393333	HMDB0003876
12-HETE	QI25764	319.22793030000003	12.334733330000001	HMDB0006111
5-HETE	QI25960	319.22785110000001	12.490733329999999	HMDB0011134
Lipoxin A5	QI18678	349.20227779999999	8.271083333	NA
PGE2	QI18691	351.2176915	8.2755333330000003	HMDB0001220
3-Methyladipic acid	QI09461	159.06635170000001	1.822466667	HMDB0000555
Azelaic acid	QI13260	187.09764960000001	5.5932000000000004	HMDB0000784
Sebacic acid	QI15401	201.11342550000001	6.7561666669999996	HMDB0000792
Undecanedioic acid	QI17237	215.12896559999999	7.5941000000000001	HMDB0000888
Dodecanedioic acid	QI18842	229.1444975	8.3334833330000002	HMDB0000623
Tetradecanedioic acid	QI21665	257.17588119999999	9.6908666669999999	HMDB0000872
Hexadecanedioic acid	QI23860	285.20730120000002	11.01543333	HMDB0000672
Eicosanedioic acid	QI27242	341.26963269999999	13.609450000000001	HMDB0242141
3-Hydroxyhexanoic acid	QI09971	131.07146259999999	2.0658666669999999	HMDB0061652
3-Hydroxyoctanoic acid	QI14891	159.1027163	6.5021166670000001	HMDB0001954
2-Hydroxyoctanoic acid	QI16430	159.10275659999999	7.2197166670000001	HMDB0002264
3-Hydroxydecanoic acid	QI19755	187.13407230000001	8.7435333330000002	HMDB0002203
2-Hydroxymyristic acid	QI26074	243.19648900000001	12.62443333	HMDB0002261
Juniperic acid	QI24611	271.22808850000001	11.501250000000001	HMDB0006294
2-Hydroxy palmitic acid	QI27855	271.2280073	14.13093333	HMDB0031057
2-Hydroxyoleic acid	QI28222	297.24353639999998	14.48441667	NA
Levulinic acid	TF07	115.0401	1.1499999999999999	HMDB0000720
Caprylic acid	QI20789	143.10777809999999	9.2975666669999999	HMDB0000482
Capric acid	QI23988	171.13918240000001	11.104583330000001	HMDB0000511
Lauric acid	QI26198	199.17027640000001	12.73586667	HMDB0000638
Tridecylic acid	QI27096	213.1861849	13.475733330000001	HMDB0000910
Myristic acid	QI27888	227.20165320000001	14.171049999999999	HMDB0000806
Pentadecylic acid	TF04	241.21729999999999	14.83	HMDB0000826
Palmitic acid	QI29063	255.23303720000001	15.40208333	HMDB0000220
Margaric acid	QI29680	269.24879559999999	15.96805	HMDB0002259
Stearic acid	QI30056	283.2643908	16.511849999999999	HMDB0000827
Nonadecylic acid	QI30289	297.2798454	17.105383329999999	HMDB0000772
Arachidic acid	QI30511	311.2956969	17.759983330000001	HMDB0002212
5-Dodecenoic acid	TF05	197.15469999999999	11.87	HMDB0000529
Myristoleic acid	QI26747	225.186106	13.16375	HMDB0002000
10-Pentadecenoic acid	QI27428	239.2016022	13.823399999999999	NA
Palmitoleic acid	QI28186	253.21737669999999	14.45766667	HMDB0003229
10Z-Heptadecenoic acid	QI28834	267.23301989999999	15.044866669999999	HMDB0060038
alpha-Linolenic acid	QI27739	277.2172794	14.046250000000001	HMDB0001388
Linoleic acid	QI28552	279.23298729999999	14.78378333	HMDB0000673
Oleic acid	QI29308	281.24867860000001	15.591333329999999	HMDB0000207
Eicosapentaenoic acid	QI27571	301.21735969999997	13.943733330000001	HMDB0001999
Arachidonic acid	QI28346	303.23300330000001	14.629683330000001	HMDB0001043
Eicosatrienoic acid	QI28869	305.24868279999998	15.126366669999999	HMDB0002925
Eicosadienoic acid	QI29561	307.2643885	15.80231667	HMDB0005060
Eicosenoic acid	QI30103	309.28002199999997	16.623433330000001	HMDB0002231
Docosahexaenoic acid	QI28152	327.23302949999999	14.435383330000001	HMDB0002183
Docosapentaenoic acid (22n-6)	QI28614	329.24867339999997	14.80161667	HMDB0001976
Adrenic acid	QI29186	331.26427560000002	15.442983330000001	HMDB0002226
cis-Erucic acid	QI30527	337.3114132	17.819216669999999	HMDB0002068
Nervonic acid	TF06	365.3426	19.420000000000002	HMDB0002368
Palmitoyl-EA	QI27394	344.280753	13.78773333	HMDB0002100
12,13-DiHOME	QI23006	313.23854720000003	10.394600000000001	HMDB0004705
9,10-DiHOME	QI23216	313.23856740000002	10.54298333	HMDB0004704
13-HODE	QI25068	295.22789349999999	11.87565	HMDB0004667
LPC O-16:0	QI25410	526.35152519999997	12.0985	HMDB0243890
Oxypurinol	QI03552	151.02618509999999	0.79876666699999999	HMDB0000786
Ribothymidine	QI06010	257.07786349999998	1.0375333330000001	HMDB0000884
N-Acetylalanine	QI06074	130.0511271	1.042	HMDB0000766
2-Furoylglycine	QI06528	168.03048219999999	1.059816667	HMDB0000439
N-Formylmethionine	TF10	176.03870000000001	1.4	HMDB0001015
N-Acetyltyrosine	QI07966	222.07742160000001	1.3593500000000001	HMDB0000866
alpha-N-Phenylacetylglutamine	QI09728	263.10384140000002	1.9455166669999999	HMDB0006344
Porphobilinogen	QI06295	225.08827020000001	1.0464500000000001	HMDB0000245
gamma-CEHC	QI18080	263.12885610000001	7.9399333329999999	HMDB0001931
alpha-CEHC	QI19320	277.14442209999999	8.5385166669999997	HMDB0001518
L-Urobilin	QI14432	593.33520629999998	6.2926333330000004	HMDB0240259
Indoleacetic acid	QI13522	174.05617570000001	5.7492000000000001	HMDB0000197
Hydrocinnamic acid	QI15874	149.0607674	6.9656500000000001	HMDB0000764
Phenyllactic acid	QI11723	165.05581069999999	3.6114999999999999	HMDB0000779
Oleanolic acid	QI28293	455.35297000000003	14.583783329999999	HMDB0002364
9-cis-Retinoic acid	QI26864	299.20176020000002	13.266249999999999	HMDB0002369
Dehydrolithocholic acid	QI26769	373.27467469999999	13.186033330000001	NA
Isoallolithocholic acid	QI25365	375.290415	12.067299999999999	HMDB0000713
Isolithocholic acid	QI25698	375.29048870000003	12.2857	HMDB0000717
Lithocholic acid	QI26443	375.290413	12.93198333	HMDB0000761
Hyodeoxycholic acid or Ursodeoxycholic acid	QI21329	391.28558029999999	9.5421166670000002	HMDB0000733
Chenodeoxycholic acid	TF09	391.28431119999999	10.89	HMDB0000518
Deoxycholic acid	QI24004	391.28553040000003	11.109033330000001	HMDB0000626
7-Ketodeoxycholic acid	QI19496	405.26478350000002	8.6276499999999992	HMDB0000391
alpha-Muricholic acid	QI19116	407.28050330000002	8.4538166669999999	HMDB0000506
beta-Muricholic acid	QI19570	407.28025609999997	8.6544000000000008	HMDB0000415
Cholic acid	QI20931	407.28035019999999	9.3701666669999994	HMDB0000619
Glycocholic acid	QI18911	464.30150459999999	8.3646833330000003	HMDB0000138
Taurohyodeoxycholic acid or Tauroursodeoxycholic acid	QI20235	498.29002379999997	9.0065000000000008	HMDB0000874
Taurochenodeoxycholic acid	QI23722	498.28962730000001	10.908466669999999	HMDB0000951
Taurodeoxycholic acid	QI24730	498.2897595	11.590400000000001	HMDB0000896
Tauro-alpha-muricholic acid or Tauro-beta-muricholic acid	QI17678	514.28447819999997	7.7679333330000002	HMDB0000932
Taurocholic acid	QI20391	514.28439319999995	9.0778166670000005	HMDB0000036
Pregnenolone sulfate	QI25952	395.18990259999998	12.481816670000001	HMDB0000774
20-Hydroxyecdysone	QI12262	525.30698419999999	4.536866667	HMDB0030180
11-Methyllauric acid	QI26863	213.18618079999999	13.266249999999999	HMDB0304761
Phenylalanocholic acid	QI22371	554.34878530000003	10.04778333	NA
Tyrosocholic acid	QI19846	570.34392690000004	8.8014833330000002	NA
METABOLITES_END
#END