#METABOLOMICS WORKBENCH krjonscher_20220420_101721_mwtab.txt DATATRACK_ID:3209 STUDY_ID:ST002191 ANALYSIS_ID:AN003586 PROJECT_ID:PR001389
VERSION             	1
CREATED_ON             	June 2, 2022, 5:46 pm
#PROJECT
PR:PROJECT_TITLE                 	Protective effects of maternal PQQ on hepatic lipid metabolism throughout the
PR:PROJECT_TITLE                 	lifespan
PR:PROJECT_TYPE                  	Diet study and fetal programming
PR:PROJECT_SUMMARY               	Maternal obesity and consumption of a high-fat diet significantly elevate risk
PR:PROJECT_SUMMARY               	for pediatric non-alcoholic fatty liver disease (NAFLD), affecting 10% of
PR:PROJECT_SUMMARY               	children in the US. Almost half of these children are diagnosed with
PR:PROJECT_SUMMARY               	nonalcoholic steatohepatitis (NASH), a leading etiology for liver transplant.
PR:PROJECT_SUMMARY               	Animal models show that signs of liver injury and perturbed lipid metabolism
PR:PROJECT_SUMMARY               	asso-ciated with NAFLD begin in utero; however, safe dietary therapeutics to
PR:PROJECT_SUMMARY               	blunt developmental programming of NAFLD are unavailable. Using a mouse model of
PR:PROJECT_SUMMARY               	maternal Western-style diet (WD), we previously showed that pyrroloquinoline
PR:PROJECT_SUMMARY               	quinone (PQQ), a potent dietary antioxidant, protected offspring of WD-fed dams
PR:PROJECT_SUMMARY               	from development of NAFLD and NASH. Here, we used untargeted mass
PR:PROJECT_SUMMARY               	spectrometry-based lipidomics to delineate lipotoxic effects of WD on offspring
PR:PROJECT_SUMMARY               	liver and identify lipid targets of PQQ. PQQ exposure during pregnancy altered
PR:PROJECT_SUMMARY               	hepatic lipid profiles of WD-exposed offspring, upregulating peroxisome
PR:PROJECT_SUMMARY               	proliferator-activated receptor (PPAR) α signaling and mitochondrial fatty acid
PR:PROJECT_SUMMARY               	oxidation to markedly attenuate triglyceride accumulation beginning in utero.
PR:PROJECT_SUMMARY               	Surprisingly, the abundance of very long-chain ceramides, important in promoting
PR:PROJECT_SUMMARY               	gut barrier and hepatic function, was significantly elevated in PQQ-treated
PR:PROJECT_SUMMARY               	offspring. PQQ exposure reduced the hepatic
PR:PROJECT_SUMMARY               	phosphatidylcho-line/phosphatidylethanolamine (PC/PE) ratio in WD-fed offspring
PR:PROJECT_SUMMARY               	and improved glucose toler-ance. Notably, levels of protective n − 3
PR:PROJECT_SUMMARY               	polyunsaturated fatty acids (PUFAs) were elevated in offspring exposed to PQQ,
PR:PROJECT_SUMMARY               	beginning in utero, and the increase in n − 3 PUFAs persisted into adulthood.
PR:PROJECT_SUMMARY               	Our findings suggest that PQQ supplementation during gestation and lactation
PR:PROJECT_SUMMARY               	augments pathways involved in the biosynthesis of long-chain fatty acids and
PR:PROJECT_SUMMARY               	plays a unique role in modifying specific bioactive lipid species critical for
PR:PROJECT_SUMMARY               	protection against NAFLD risk in later life.
PR:INSTITUTE                     	University of Oklahoma Health Sciences Center
PR:DEPARTMENT                    	Biochemistry and Molecular Biology, Harold Hamm Diabetes Center
PR:LABORATORY                    	Jonscher
PR:LAST_NAME                     	Jonscher
PR:FIRST_NAME                    	Karen
PR:ADDRESS                       	975 NE 10th Street BRC-N 362A, Oklahoma City, OK, 73104, USA
PR:EMAIL                         	karen-jonscher@ouhsc.edu
PR:PHONE                         	3032294620
PR:FUNDING_SOURCE                	NIDDK
#STUDY
ST:STUDY_TITLE                   	Amelioration of developmental programming of NAFLD in fetal liver using PQQ
ST:STUDY_TYPE                    	Diet and PQQ treatment
ST:STUDY_SUMMARY                 	Maternal obesity and consumption of a high-fat diet significantly elevate risk
ST:STUDY_SUMMARY                 	for pediatric non-alcoholic fatty liver disease (NAFLD), affecting 10% of
ST:STUDY_SUMMARY                 	children in the US. Almost half of these children are diagnosed with
ST:STUDY_SUMMARY                 	nonalcoholic steatohepatitis (NASH), a leading etiology for liver transplant.
ST:STUDY_SUMMARY                 	Animal models show that signs of liver injury and perturbed lipid metabolism
ST:STUDY_SUMMARY                 	asso-ciated with NAFLD begin in utero; however, safe dietary therapeutics to
ST:STUDY_SUMMARY                 	blunt developmental programming of NAFLD are unavailable. Using a mouse model of
ST:STUDY_SUMMARY                 	maternal Western-style diet (WD), we previously showed that pyrroloquinoline
ST:STUDY_SUMMARY                 	quinone (PQQ), a potent dietary antioxidant, protected offspring of WD-fed dams
ST:STUDY_SUMMARY                 	from development of NAFLD and NASH. Here, we used untargeted mass
ST:STUDY_SUMMARY                 	spectrometry-based lipidomics to delineate lipotoxic effects of WD on offspring
ST:STUDY_SUMMARY                 	liver and identify lipid targets of PQQ. PQQ exposure during pregnancy altered
ST:STUDY_SUMMARY                 	hepatic lipid profiles of WD-exposed offspring, upregulating peroxisome
ST:STUDY_SUMMARY                 	proliferator-activated receptor (PPAR) α signaling and mitochondrial fatty acid
ST:STUDY_SUMMARY                 	oxidation to markedly attenuate triglyceride accumulation beginning in utero.
ST:STUDY_SUMMARY                 	Surprisingly, the abundance of very long-chain ceramides, important in promoting
ST:STUDY_SUMMARY                 	gut barrier and hepatic function, was significantly elevated in PQQ-treated
ST:STUDY_SUMMARY                 	offspring. PQQ exposure reduced the hepatic
ST:STUDY_SUMMARY                 	phosphatidylcho-line/phosphatidylethanolamine (PC/PE) ratio in WD-fed offspring
ST:STUDY_SUMMARY                 	and improved glucose toler-ance. Notably, levels of protective n − 3
ST:STUDY_SUMMARY                 	polyunsaturated fatty acids (PUFAs) were elevated in offspring exposed to PQQ,
ST:STUDY_SUMMARY                 	beginning in utero, and the increase in n − 3 PUFAs persisted into adulthood.
ST:STUDY_SUMMARY                 	Our findings suggest that PQQ supplementation during gestation and lactation
ST:STUDY_SUMMARY                 	augments pathways involved in the biosynthesis of long-chain fatty acids and
ST:STUDY_SUMMARY                 	plays a unique role in modifying specific bioactive lipid species critical for
ST:STUDY_SUMMARY                 	protection against NAFLD risk in later life.
ST:INSTITUTE                     	University of Oklahoma Health Sciences Center
ST:DEPARTMENT                    	Biochemistry and Molecular Biology, Harold Hamm Diabetes Center
ST:LABORATORY                    	Jonscher
ST:LAST_NAME                     	Jonscher
ST:FIRST_NAME                    	Karen
ST:ADDRESS                       	975 NE 10th Street BRC-N 362A, Oklahoma City, OK, 73104, USA
ST:EMAIL                         	karen-jonscher@ouhsc.edu
ST:PHONE                         	3032294620
ST:NUM_GROUPS                    	3
ST:TOTAL_SUBJECTS                	9
ST:PUBLICATIONS                  	Jonscher, et al FASEB J 2017; Friedman, et al Hepatol Commun 2018
#SUBJECT
SU:SUBJECT_TYPE                  	Mammal
SU:SUBJECT_SPECIES               	Mus musculus
SU:TAXONOMY_ID                   	10090
SU:AGE_OR_AGE_RANGE              	E18.5
SU:GENDER                        	Male and female
SU:ANIMAL_HOUSING                	Vivarium University of Colorado Anschutz Medical Campus
SU:ANIMAL_LIGHT_CYCLE            	12/12
SU:ANIMAL_FEED                   	CH; D12450B; Research Diets, New Brunswick, NJ, USA or H.D  D12451; Research
SU:ANIMAL_FEED                   	Diets
SU:ANIMAL_WATER                  	Water or treated with 1.25 mg/L PQQ
#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           	-	F1421	Diet:CH	
SUBJECT_SAMPLE_FACTORS           	-	F1433	Diet:CH	
SUBJECT_SAMPLE_FACTORS           	-	F1429	Diet:CH	
SUBJECT_SAMPLE_FACTORS           	-	F1422	Diet:HFD	
SUBJECT_SAMPLE_FACTORS           	-	F1423	Diet:HFD	
SUBJECT_SAMPLE_FACTORS           	-	F1430	Diet:HFD	
SUBJECT_SAMPLE_FACTORS           	-	F929	Diet:HFDPQQ	
SUBJECT_SAMPLE_FACTORS           	-	F931	Diet:HFDPQQ	
SUBJECT_SAMPLE_FACTORS           	-	F936	Diet:HFDPQQ	
#COLLECTION
CO:COLLECTION_SUMMARY            	Livers were excised and snap frozen then sent to the Metabolomics Core at the
CO:COLLECTION_SUMMARY            	University of Colorado Anschutz Medical Campus for analysis following standard
CO:COLLECTION_SUMMARY            	protocols.
CO:SAMPLE_TYPE                   	Liver
CO:STORAGE_CONDITIONS            	-80℃
CO:COLLECTION_VIALS              	Cryotubes
CO:STORAGE_VIALS                 	Cryotubes
#TREATMENT
TR:TREATMENT_SUMMARY             	Dams were fed either chow (CH) or high fat diet (HFD), with or without PQQ in
TR:TREATMENT_SUMMARY             	drinking water.
TR:TREATMENT                     	HFD and PQQ
TR:TREATMENT_COMPOUND            	BioPQQ
TR:TREATMENT_ROUTE               	Drinking water, ad libitem
TR:TREATMENT_DOSE                	1.25 mg/L
TR:TREATMENT_DOSEDURATION        	6 weeks
TR:TREATMENT_VEHICLE             	drinking water
#SAMPLEPREP
SP:SAMPLEPREP_SUMMARY            	Tissue was homogenized and lipids extracted following standard protocols at the
SP:SAMPLEPREP_SUMMARY            	Metabolomics Core at the University of Colorado Anschutz Medical Campus.
SP:SAMPLEPREP_PROTOCOL_FILENAME  	Fetal_and_weanling_lipid_protocols.pdf
#CHROMATOGRAPHY
CH:CHROMATOGRAPHY_SUMMARY        	The analytical platform employed a Vanquish UHPLC system (Thermo Fisher
CH:CHROMATOGRAPHY_SUMMARY        	Scientific, San Jose, CA, USA) coupled online to a Q Exactive mass spectrometer
CH:CHROMATOGRAPHY_SUMMARY        	(Thermo Fisher Scientific, San Jose, CA, USA). Lipidomics analyses were
CH:CHROMATOGRAPHY_SUMMARY        	performed as described in previous method papers and application notes.
CH:CHROMATOGRAPHY_SUMMARY        	https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7640979/
CH:CHROMATOGRAPHY_SUMMARY        	https://www.haematologica.org/article/view/9990,
CH:CHROMATOGRAPHY_SUMMARY        	https://www.haematologica.org/article/view/9990
CH:CHROMATOGRAPHY_SUMMARY        	https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7640979/,
CH:CHROMATOGRAPHY_SUMMARY        	https://pubmed.ncbi.nlm.nih.gov/31119660/
CH:CHROMATOGRAPHY_TYPE           	Reversed phase
CH:INSTRUMENT_NAME               	Thermo Vanquish
CH:COLUMN_NAME                   	Waters Acquity BEH HSS T3 (100 x 2.1mm, 1.8um)
CH:METHODS_FILENAME              	Fetal_and_weanling_lipid_protocols.pdf
#ANALYSIS
AN:ANALYSIS_TYPE                 	MS
AN:ANALYSIS_PROTOCOL_FILE        	Fetal_and_weanling_lipid_protocols.pdf
#MS
MS:INSTRUMENT_NAME               	Thermo Q Exactive Orbitrap
MS:INSTRUMENT_TYPE               	Orbitrap
MS:MS_TYPE                       	ESI
MS:ION_MODE                      	UNSPECIFIED
MS:MS_COMMENTS                   	See attached file
#MS_METABOLITE_DATA
MS_METABOLITE_DATA:UNITS	Peak area
MS_METABOLITE_DATA_START
Samples	F1421	F1433	F1429	F1422	F1423	F1430	F929	F931	F936
Factors	Diet:CH	Diet:CH	Diet:CH	Diet:HFD	Diet:HFD	Diet:HFD	Diet:HFDPQQ	Diet:HFDPQQ	Diet:HFDPQQ
Glycerol 3-phosphate	23390230	32925280	22763250	29917390	23291330	23950110	24928490	32463140	27458310
Ethanolamine phosphate	7162556	7897104	6115700	6433012	5415940	4941298	8574480	9321015	8473217
Sphingosine	199651	1326067	181624.9	310513	100147.4	215913.2	296365.2	265243.3	256977.8
sn-glycero-3-Phosphoethanolamine	6675782	10044500	10753160	6026332	10766020	5740242	4188019	5906350	3969156
Acetylcholine	13995600	10252860	17234240	12543550	15983760	10878590	9547160	12437810	12582080
acetyl-carnitine	191325100	143642000	194476500	168806000	140995200	178724700	170088500	172397000	132161600
propionyl-carnitine	16601520	11967100	14216720	15219030	13078460	19384790	11312310	10878240	11103520
butanoyl-l-carnitine	44690330	25018240	34747600	34905530	24325040	56124740	20079200	26987280	27555550
acyl-C4-OH	6517292	5076480	6811072	6975950	5176616	6468748	11470880	5703582	4198666
acyl-C5	40699420	28093110	32050840	36135380	22785080	59051340	14670400	45741990	42397380
acyl-C5:1	133743.1	161432	90893.81	146302.5	103164.9	143917.1	87242.57	136948.1	168099.5
acyl-C5-OH	1430665	1362407	1299455	1462531	1582467	1512601	1058045	1755152	1117115
hexanoyl-L-carnitine	15419870	14558190	19812480	16662830	7764304	19048460	9513203	11763970	12595920
L-octanoylcarnitine	3202333	3301356	4174105	2555053	1968351	3260072	1748617	1930174	2521519
octenoyl-l-carnitine	909322.2	310017	845498	759126.2	2020192	2163723	317605.3	622584.4	735405.1
O-Decanoyl-L-carnitine	923082.8	38577.05	734505.2	489099.4	883988	882292.9	339625.4	295051.3	580985.8
O-Decenoyl-L-carnitine	911473.3	346974.3	708712.8	459340.7	1083072	985780.8	195177.1	341390.8	707651
O-dodecenoyl-carnitine	237876.2	236.4534	134077.1	479597.6	905148.5	865658.8	95280.95	2747.911	376144.2
acyl-C18:2	39669.75	5418.3071	4888.7261	17254.9707	6836.019	5099.7544	17847.6191	3823.623	20174.3594
Hexanoic acid (caproate)	245259.1	185548.3	234116.9	198638.9	165109.7	206111.1	179336.4	201633.9	208105.4
Heptanoic acid	271714.6	195802.1	492508.7	242777.5	427410.6	329739.1	315814.4	269372.1	264909.6
Octanoic acid (caprylate)	1619485	973596.9	2507355	1397839	2275459	1865628	1592026	1477733	1269216
Nonanoic acid (pelargonate)	11769640	7349782	24109850	10031150	21800980	17172440	13260320	9760401	9587083
Decanoic acid (caprate)	6918562	5268190	11271380	5836652	9329692	8546555	7090460	6342300	6831002
Dodecanoic acid	3057294	2162777	5348204	2793558	4904217	3787218	3333989	2809897	3345415
Tetradecanoic acid	4541273	3490463	8638704	4106661	8179296	5020210	4752244	5251664	3938046
Hexadecanoic acid	69643220	49661200	73463350	56507180	77357110	55373960	51357140	56130160	53253840
Octadecanoic acid	326311.5	8173510	12226840	10628300	13608640	276409.4	8960799	9108203	8413819
Tetradecenoic acid	109162	38520.89	63713.89	34049.19	81995.48	36544.57	88669.73	52710.83	43416.4
Hexadecenoic acid	4231237	1392907	1923991	1636558	2810769	1564576	1963399	2330909	2096336
Octadecenoic acid	16304040	9394273	11360870	9431824	18551590	10991400	10081720	11006710	11733860
Linoleate	3267780	1188314	1570829	3246954	4272002	4210676	4197284	4982648	5113484
Octadecatrienoic acid	239906.9	97973.04	164665.7	249019.3	412693.4	351155.3	361706.9	522766.5	314048.2
Eicosapentaenoic acid	155221.2	148105.6	204982.5	170118.6	125878.9	198936.6	247297.4	195672.9	245980.3
Docosahexaenoic acid	2879609	3372777	3758820	2874249	2271199	3459187	4025628	4345042	4985176
Dodecanedioic acid	59626.71	98458.4	79373.37	52266.91	98709.41	82912.66	49303.3	80572.49	58293.36
(8Z-11Z-14Z)-Icosatrienoic acid	2110.469	171732.9	210308.9	218081.9	489104.8	301721.6	246702.1	302509.5	351880.2
(5Z-8Z-11Z-14Z-17Z)-Icosapentaenoic acid	155221.2	148105.6	204982.5	170118.6	125878.9	198936.6	247297.4	195672.9	245980.3
(7Z-10Z-13Z-16Z-19Z)-Docosa-7-10-13-16-19-pentaenoic acid	734525.8	542462.5	538314.2	439504.2	411331.7	438783.6	327121.2	616619.5	736874.4
alpha-tocopheronolactone	138637.7	198007.7	219184.4	130836.7	186752	174677.5	142490.1	156646.5	142643
dihydroxy-octadecanoic acid	221330.5	165038.9	234303.3	214901.8	309020.8	173280.5	175279.2	162061.5	180813.3
hydroxy-dodecanedioic acid	9919.655	25743.35	10677.34	8697.329	10168.47	10293.52	8885.859	12178.36	9698.655
dihydroxy-hexadecanoic acid	30191.84	54567.36	39577.47	14863	27503.73	24007.42	16490.03	30991.38	20472.73
trihydroxy-octadecenoic acid	805270	616753.4	935829.5	866411.7	868792.1	1030615	930512.3	803821.7	998309.2
epoxy-octadecanoic acid	26822.23	11489.33	31577.75	29422.07	29297.73	37791.91	31123.28	25382.42	27806.12
Taurocholate	321378.7	266144.5	441322.4	440002.7	3182788	555040.2	148899.8	292554	199945
Taurochenodeoxycholate	921805.6	832967.2	531612.3	575879.2	1591181	650936.4	392364.5	691029.5	356146.2
3alpha-12alpha-Dihydroxy-5beta-cholanate	14649.67	15265.93	11708.06	9135.409	8874.052	8364.816	10649.02	14941.53	10485.64
Sulfoglycolithocholate	0	678.5701	0	0	5374.861	0	1434.017	1205.688	0
13(S)-HODE	69856.35	40859.4	32867.13	45969.26	85070.42	42297.97	34855.14	42303.57	51671.45
11(R)-HPETE/Leukotriene B4 (isobars)	7774.799	6194.896	10703.55	2578.541	11900.89	2553.817	7692.484	5729.36	1769.658
Prostaglandin D2/Thromboxane A2 (isobars)	850237.3	479131.7	758861.6	607700.1	832710.2	539279.7	569598.4	699958.2	585292.7
Prostaglandin D3 (isobars)	40434.65	5618.348	17858.81	14490.56	21167.65	10868.68	15599.2	25468.05	17235.13
Prostaglandin G2	4938.058	6096.612	5749.274	8470.747	3905.257	5297.489	8906.157	3954.064	3195.785
2-3-Dinor-8-iso prostaglandin F2alpha	26386.77	8026.851	31529.31	30818.63	62379.54	40279.18	49007.34	30248.74	50255.06
Cholesterol sulfate	162040.3	307561.9	138002.4	120359.1	183922.8	128316.4	93357.49	240237.4	273525.8
Cortisol	272651.8	247049.6	877949	677864.4	548836.5	442543.8	370956.6	615611.2	80495.83
Cortisone	11282.64	2500.881	5146.375	1076.014	1585.059	701.1421	1069.543	5187.057	954.926
Mesterolone	4940404	3563484	3180736	3722214	2909801	4208940	3512462	5281398	5933758
N-hexadecanoyl-ethanolamine	199651	3312.854	3379.287	0	3472.577	4644.289	3228.104	4358.341	16421.81
N-(Hexadecanoyl)-ethanolamine	199651	3312.854	3379.287	0	3472.577	4644.289	3228.104	4358.341	16421.81
N-(5Z_8Z_11Z_14Z-docosatetraenoyl)-ethanolamine	79726.34	31923.84	154531.2	66392.94	144030	99757.94	82535.6	97474.28	78558.01
N-(11Z_14Z-eicosadienoyl)-ethanolamine	39215.15	33963.08	74663.99	24668.97	50729.55	78319.78	34723.76	76538.53	47670.55
N-(11Z-eicosaenoyl)-ethanolamine	120080	115658	253084.7	84015.61	221010	166172.2	98576.74	134137.9	117831.1
1-octadecanoyl-sn-glycero-3-phosphoethanolamine	1102096	1026850	1523640	2136127	1375354	1221809	1724315	1335478	1580276
1-hexadecanoyl-sn-glycero-3-phosphoethanolamine	227084.2	228044.2	285484.8	497414.6	330366.5	300965.6	442838.2	411312.4	414337.6
1-(9Z-octadecenoyl)-sn-glycero-3-phosphoethanolamine	73743.26	79435.08	107057.5	97023.18	137386.3	74781.5	121156.9	93377.6	120155.5
1-(5Z_8Z_11Z_14Z-eicosatetraenoyl)-sn-glycero-3-phosphoethanolamine	483921.2	297135.9	676183.1	564010.2	606736.4	596370.9	740908.5	376617.3	674146.9
1-(1Z-hexadecenyl)-sn-glycero-3-phosphoethanolamine	35891.33	111942.1	95614.87	101970.2	88937.23	26606.6	99336.54	140373.9	133463.7
3-pentadecanoyl-sn-glycero-1-phosphocholine	95279.81	123029.9	112119.6	190862.8	169505.4	205744.8	209584.5	226356.3	204751.6
3-hexadecanoyl-sn-glycero-1-phosphocholine	23456470	21985030	20823290	35985050	21634400	22114670	34862420	24818180	32520800
2-(9Z-octadecenoyl)-sn-glycero-3-phosphocholine	1377750	5670564	2243596	2219000	1228771	1285317	1429162	1127746	1086186
2-(5Z_8Z_11Z_14Z-eicosatetraenoyl)-sn-glycero-3-phosphocholine	149859.1	123789	246307.9	187883.7	254826.6	118547.3	217213.8	153300.3	200165
MS_METABOLITE_DATA_END
#METABOLITES
METABOLITES_START
metabolite_name
Glycerol 3-phosphate
Ethanolamine phosphate
Sphingosine
sn-glycero-3-Phosphoethanolamine
Acetylcholine
acetyl-carnitine
propionyl-carnitine
butanoyl-l-carnitine
acyl-C4-OH
acyl-C5
acyl-C5:1
acyl-C5-OH
hexanoyl-L-carnitine
L-octanoylcarnitine
octenoyl-l-carnitine
O-Decanoyl-L-carnitine
O-Decenoyl-L-carnitine
O-dodecenoyl-carnitine
acyl-C18:2
Hexanoic acid (caproate)
Heptanoic acid
Octanoic acid (caprylate)
Nonanoic acid (pelargonate)
Decanoic acid (caprate)
Dodecanoic acid
Tetradecanoic acid
Hexadecanoic acid
Octadecanoic acid
Tetradecenoic acid
Hexadecenoic acid
Octadecenoic acid
Linoleate
Octadecatrienoic acid
Eicosapentaenoic acid
Docosahexaenoic acid
Dodecanedioic acid
(8Z-11Z-14Z)-Icosatrienoic acid
(5Z-8Z-11Z-14Z-17Z)-Icosapentaenoic acid
(7Z-10Z-13Z-16Z-19Z)-Docosa-7-10-13-16-19-pentaenoic acid
alpha-tocopheronolactone
dihydroxy-octadecanoic acid
hydroxy-dodecanedioic acid
dihydroxy-hexadecanoic acid
trihydroxy-octadecenoic acid
epoxy-octadecanoic acid
Taurocholate
Taurochenodeoxycholate
3alpha-12alpha-Dihydroxy-5beta-cholanate
Sulfoglycolithocholate
13(S)-HODE
11(R)-HPETE/Leukotriene B4 (isobars)
Prostaglandin D2/Thromboxane A2 (isobars)
Prostaglandin D3 (isobars)
Prostaglandin G2
2-3-Dinor-8-iso prostaglandin F2alpha
Cholesterol sulfate
Cortisol
Cortisone
Mesterolone
N-hexadecanoyl-ethanolamine
N-(Hexadecanoyl)-ethanolamine
N-(5Z_8Z_11Z_14Z-docosatetraenoyl)-ethanolamine
N-(11Z_14Z-eicosadienoyl)-ethanolamine
N-(11Z-eicosaenoyl)-ethanolamine
1-octadecanoyl-sn-glycero-3-phosphoethanolamine
1-hexadecanoyl-sn-glycero-3-phosphoethanolamine
1-(9Z-octadecenoyl)-sn-glycero-3-phosphoethanolamine
1-(5Z_8Z_11Z_14Z-eicosatetraenoyl)-sn-glycero-3-phosphoethanolamine
1-(1Z-hexadecenyl)-sn-glycero-3-phosphoethanolamine
3-pentadecanoyl-sn-glycero-1-phosphocholine
3-hexadecanoyl-sn-glycero-1-phosphocholine
2-(9Z-octadecenoyl)-sn-glycero-3-phosphocholine
2-(5Z_8Z_11Z_14Z-eicosatetraenoyl)-sn-glycero-3-phosphocholine
METABOLITES_END
#END