#METABOLOMICS WORKBENCH KDSpencer77_20230821_110949 DATATRACK_ID:4236 STUDY_ID:ST002836 ANALYSIS_ID:AN004634 PROJECT_ID:PR001776
VERSION             	1
CREATED_ON             	August 22, 2023, 12:00 pm
#PROJECT
PR:PROJECT_TITLE                 	Bacterial tryptophan metabolites increased by prebiotic galactooligosaccharide
PR:PROJECT_TITLE                 	reduce microglial reactivity and are associated with lower anxiety-like behavior
PR:PROJECT_SUMMARY               	Prebiotic galactooligosaccharides (GOS) reduce anxiety-like behaviors in mice
PR:PROJECT_SUMMARY               	and humans. However, the biological pathways behind these behavioral changes are
PR:PROJECT_SUMMARY               	not well understood. To begin to study these pathways, C57BL/6 mice were fed a
PR:PROJECT_SUMMARY               	standard diet with or without GOS supplementation for 3 weeks prior to testing
PR:PROJECT_SUMMARY               	on the open field. After behavioral testing, colonic contents and serum were
PR:PROJECT_SUMMARY               	collected for bacteriome (16S rRNA gene sequencing, colonic contents only) and
PR:PROJECT_SUMMARY               	metabolome (UPLC-MS, colonic contents and serum data) analyses. As expected, GOS
PR:PROJECT_SUMMARY               	significantly reduced anxiety-like behavior (i.e., increased time in the center
PR:PROJECT_SUMMARY               	(p < 0.05)). Time in the center was significantly correlated with serum
PR:PROJECT_SUMMARY               	methyl-indole-3-acetate (mI3A). This metabolite, which is a methylated form of
PR:PROJECT_SUMMARY               	indole-3-acetate, is derived from bacterial metabolism of tryptophan. Sequencing
PR:PROJECT_SUMMARY               	analyses showed that GOS significantly increased Akkermansia, which is known to
PR:PROJECT_SUMMARY               	metabolize both GOS and tryptophan. To test the hypothesis that mI3A can reduce
PR:PROJECT_SUMMARY               	anxiety-like behavior and affect microglial activity, we first tested mI3A
PR:PROJECT_SUMMARY               	effects on LPS-stimulated BV2 microglia. Cells treated with mI3A produced
PR:PROJECT_SUMMARY               	significantly less CCL2 and TNF-α than vehicle-treated cells (p<.05). We then
PR:PROJECT_SUMMARY               	treated mice with an intraperitoneal injection of mI3A or vehicle control, and
PR:PROJECT_SUMMARY               	found that mice given mI3A had lower CCL2 in the prefrontal cortex and
PR:PROJECT_SUMMARY               	hippocampus, as well as a reduction in a composite behavioral score in the open
PR:PROJECT_SUMMARY               	field. Together, these data support a novel pathway through which GOS reduces
PR:PROJECT_SUMMARY               	anxiety-like behaviors in mice, and suggests that the bacterial metabolite mI3A,
PR:PROJECT_SUMMARY               	which is elevated by GOS, reduces microglial CCL2, which in turn reduces
PR:PROJECT_SUMMARY               	anxiety-like behavior.
PR:INSTITUTE                     	National Center for Advancing Translational Sciences
PR:LAST_NAME                     	Spencer
PR:FIRST_NAME                    	Kyle
PR:ADDRESS                       	9800 Medical Center Dr, Rockville, MD 20850
PR:EMAIL                         	kyle.spencer@nih.gov
PR:PHONE                         	989-708-4858
#STUDY
ST:STUDY_TITLE                   	Bacterial tryptophan metabolites increased by prebiotic galactooligosaccharide
ST:STUDY_TITLE                   	reduce microglial reactivity and are associated with lower anxiety-like behavior
ST:STUDY_TITLE                   	(Intestine)
ST:STUDY_SUMMARY                 	Prebiotic galactooligosaccharides (GOS) reduce anxiety-like behaviors in mice
ST:STUDY_SUMMARY                 	and humans. However, the biological pathways behind these behavioral changes are
ST:STUDY_SUMMARY                 	not well understood. To begin to study these pathways, C57BL/6 mice were fed a
ST:STUDY_SUMMARY                 	standard diet with or without GOS supplementation for 3 weeks prior to testing
ST:STUDY_SUMMARY                 	on the open field. After behavioral testing, colonic contents and serum were
ST:STUDY_SUMMARY                 	collected for bacteriome (16S rRNA gene sequencing, colonic contents only) and
ST:STUDY_SUMMARY                 	metabolome (UPLC-MS, colonic contents and serum data) analyses. As expected, GOS
ST:STUDY_SUMMARY                 	significantly reduced anxiety-like behavior (i.e., increased time in the center
ST:STUDY_SUMMARY                 	(p < 0.05)). Time in the center was significantly correlated with serum
ST:STUDY_SUMMARY                 	methyl-indole-3-acetate (mI3A). This metabolite, which is a methylated form of
ST:STUDY_SUMMARY                 	indole-3-acetate, is derived from bacterial metabolism of tryptophan. Sequencing
ST:STUDY_SUMMARY                 	analyses showed that GOS significantly increased Akkermansia, which is known to
ST:STUDY_SUMMARY                 	metabolize both GOS and tryptophan. To test the hypothesis that mI3A can reduce
ST:STUDY_SUMMARY                 	anxiety-like behavior and affect microglial activity, we first tested mI3A
ST:STUDY_SUMMARY                 	effects on LPS-stimulated BV2 microglia. Cells treated with mI3A produced
ST:STUDY_SUMMARY                 	significantly less CCL2 and TNF-α than vehicle-treated cells (p<.05). We then
ST:STUDY_SUMMARY                 	treated mice with an intraperitoneal injection of mI3A or vehicle control, and
ST:STUDY_SUMMARY                 	found that mice given mI3A had lower CCL2 in the prefrontal cortex and
ST:STUDY_SUMMARY                 	hippocampus, as well as a reduction in a composite behavioral score in the open
ST:STUDY_SUMMARY                 	field. Together, these data support a novel pathway through which GOS reduces
ST:STUDY_SUMMARY                 	anxiety-like behaviors in mice, and suggests that the bacterial metabolite mI3A,
ST:STUDY_SUMMARY                 	which is elevated by GOS, reduces microglial CCL2, which in turn reduces
ST:STUDY_SUMMARY                 	anxiety-like behavior.
ST:INSTITUTE                     	National Center for Advancing Translational Sciences
ST:LAST_NAME                     	Spencer
ST:FIRST_NAME                    	Kyle
ST:ADDRESS                       	9800 Medical Center Dr, Rockville, MD 20850
ST:EMAIL                         	kyle.spencer@nih.gov
ST:PHONE                         	989-708-4858
#SUBJECT
SU:SUBJECT_TYPE                  	Mammal
SU:SUBJECT_SPECIES               	Mus musculus
SU:TAXONOMY_ID                   	10090
#SUBJECT_SAMPLE_FACTORS:         	SUBJECT(optional)[tab]SAMPLE[tab]FACTORS(NAME:VALUE pairs separated by |)[tab]Raw file names and additional sample data
SUBJECT_SAMPLE_FACTORS           	-	NACH-00282	GROUP_ID:GOS	
SUBJECT_SAMPLE_FACTORS           	-	NACH-00283	GROUP_ID:GOS	
SUBJECT_SAMPLE_FACTORS           	-	NACH-00284	GROUP_ID:GOS	
SUBJECT_SAMPLE_FACTORS           	-	NACH-00285	GROUP_ID:GOS	
SUBJECT_SAMPLE_FACTORS           	-	NACH-00286	GROUP_ID:GOS	
SUBJECT_SAMPLE_FACTORS           	-	NACH-00287	GROUP_ID:GOS	
SUBJECT_SAMPLE_FACTORS           	-	NACH-00288	GROUP_ID:CON	
SUBJECT_SAMPLE_FACTORS           	-	NACH-00289	GROUP_ID:CON	
SUBJECT_SAMPLE_FACTORS           	-	NACH-00290	GROUP_ID:CON	
SUBJECT_SAMPLE_FACTORS           	-	NACH-00291	GROUP_ID:CON	
SUBJECT_SAMPLE_FACTORS           	-	NACH-00292	GROUP_ID:CON	
SUBJECT_SAMPLE_FACTORS           	-	NACH-00293	GROUP_ID:CON	
#COLLECTION
CO:COLLECTION_SUMMARY            	After euthanasia the colonic contents of the mice were collected and sent to
CO:COLLECTION_SUMMARY            	Metabolon Inc for UPLC-MS Analysis.
CO:SAMPLE_TYPE                   	Intestine
#TREATMENT
TR:TREATMENT_SUMMARY             	The mice were fed either a control diet or a diet supplemented with 10%
TR:TREATMENT_SUMMARY             	galactooligosaccharide for 3 weeks. After the 3 weeks had elapsed the mice were
TR:TREATMENT_SUMMARY             	euthanized and the colonic contents were collected.
#SAMPLEPREP
SP:SAMPLEPREP_SUMMARY            	The colonic contents were sent to Metabolon who then performed the sample
SP:SAMPLEPREP_SUMMARY            	preparation prior to UPLC-MS analysis.
#CHROMATOGRAPHY
CH:CHROMATOGRAPHY_SUMMARY        	Low pH Lipophilic (LC/MS Pos late)
CH:CHROMATOGRAPHY_TYPE           	Reversed phase
CH:INSTRUMENT_NAME               	Waters Acquity
CH:COLUMN_NAME                   	Waters Acquity BEH C18 (100 x 2mm, 1.7um)
CH:SOLVENT_A                     	-
CH:SOLVENT_B                     	-
CH:FLOW_GRADIENT                 	-
CH:FLOW_RATE                     	-
CH:COLUMN_TEMPERATURE            	-
#ANALYSIS
AN:ANALYSIS_TYPE                 	MS
#MS
MS:INSTRUMENT_NAME               	Thermo Q Exactive Orbitrap
MS:INSTRUMENT_TYPE               	Orbitrap
MS:MS_TYPE                       	Other
MS:ION_MODE                      	POSITIVE
MS:MS_COMMENTS                   	Metabolon (LC/MS Pos late)
#MS_METABOLITE_DATA
MS_METABOLITE_DATA:UNITS	Relative Abundance
MS_METABOLITE_DATA_START
Samples	NACH-00282	NACH-00283	NACH-00284	NACH-00285	NACH-00286	NACH-00287	NACH-00288	NACH-00289	NACH-00290	NACH-00291	NACH-00292	NACH-00293
Factors	GROUP_ID:GOS	GROUP_ID:GOS	GROUP_ID:GOS	GROUP_ID:GOS	GROUP_ID:GOS	GROUP_ID:GOS	GROUP_ID:CON	GROUP_ID:CON	GROUP_ID:CON	GROUP_ID:CON	GROUP_ID:CON	GROUP_ID:CON
1,2-dilinoleoyl-GPC (18:2/18:2)	0.4425	7.8388	0.1833	0.1833	16.1033	0.1833	0.1833	1	0.1833	0.53	4.7876	0.1833
1,2-dipalmitoyl-GPC (16:0/16:0)	1.0483	22.9506	0.4125	0.9517	40.3028	0.1913	0.4725	6.7701	0.3525	1.2345	16.4506	0.2827
1-(1-enyl-oleoyl)-GPE (P-18:1)*	0.5026	2.7456	0.9212	1.1705	4.6095	0.5884	0.5103	2.7559	0.4253	1.0788	4.0734	0.3707
1-(1-enyl-palmitoyl)-2-arachidonoyl-GPC (P-16:0/20:4)*	1.0044	10.8238	0.9956	0.9456	13.5109	0.6577	0.3396	3.9316	0.2362	1.5836	5.2507	0.2438
1-(1-enyl-palmitoyl)-2-arachidonoyl-GPE (P-16:0/20:4)*	1.114	8.0541	0.506	0.886	17.0713	0.5241	0.4597	5.5012	0.4852	1.3059	6.7976	0.331
1-(1-enyl-palmitoyl)-2-linoleoyl-GPC (P-16:0/18:2)*	0.1265	1.2216	0.1265	0.1265	3.9822	0.1265	0.1265	0.2432	0.1265	0.1265	1	0.1265
1-(1-enyl-palmitoyl)-2-linoleoyl-GPE (P-16:0/18:2)*	1	3.7485	0.2201	0.2677	8.7928	0.2201	0.287	3.0405	0.2201	0.4764	2.6685	0.2201
1-(1-enyl-palmitoyl)-2-oleoyl-GPC (P-16:0/18:1)*	0.8203	8.4716	1.1183	0.8264	14.2506	0.8122	0.3276	3.3857	0.2034	1	4.5452	0.2034
1-(1-enyl-palmitoyl)-2-oleoyl-GPE (P-16:0/18:1)*	1.238	3.2539	0.583	0.9961	7.884	1.0039	0.4912	3.6882	0.6632	0.9661	2.5927	0.5086
1-(1-enyl-palmitoyl)-2-palmitoyl-GPC (P-16:0/16:0)*	0.4604	1.2656	0.4604	0.4604	1.2579	0.4604	0.4604	0.4604	0.4604	0.4604	0.7421	0.4604
1-(1-enyl-palmitoyl)-GPC (P-16:0)*	0.7482	3.7925	1.1131	0.9525	3.6739	0.7504	0.459	2.1806	0.5173	1.0475	6.3408	0.6707
1-(1-enyl-palmitoyl)-GPE (P-16:0)*	0.6399	2.6586	0.8183	1.2682	5.5107	0.8646	0.6218	3.1065	0.4844	1.1354	4.9661	0.4637
1-(1-enyl-stearoyl)-2-arachidonoyl-GPE (P-18:0/20:4)*	1.9211	9.6116	1.0013	0.9987	47.5903	0.5975	0.5318	7.2853	0.7519	0.8488	11.8548	0.1956
1-(1-enyl-stearoyl)-GPE (P-18:0)*	0.8728	1.5855	1.1198	0.8254	7.8035	1.1632	0.8381	1.983	0.8802	0.636	4.6025	0.6088
1-linoleoyl-2-arachidonoyl-GPC (18:2/20:4n6)*	0.2173	1.0788	0.2173	0.2173	2.9885	0.2173	0.2173	0.2173	0.2173	0.2173	0.9212	0.2173
1-myristoyl-2-palmitoyl-GPC (14:0/16:0)	0.951	15.3406	0.3333	1.049	13.8286	0.1495	0.3583	6.3041	0.1776	1.8249	9.0955	0.277
1-oleoyl-2-docosahexaenoyl-GPC (18:1/22:6)*	0.1865	1.1068	0.1865	0.1865	2.8613	0.1865	0.1865	0.1865	0.1865	0.1865	0.8932	0.1865
1-oleoyl-2-docosahexaenoyl-GPE (18:1/22:6)*	0.353	0.7678	0.353	0.353	2.5914	0.353	0.353	0.353	0.353	0.353	1.2322	0.353
1-oleoyl-2-linoleoyl-GPC (18:1/18:2)*	1.3242	21.1016	0.5917	0.9533	55.7232	0.1251	0.2986	3.4412	0.5051	1.0467	14.8331	0.1872
1-oleoyl-2-linoleoyl-GPE (18:1/18:2)*	0.0815	1.308	0.0815	0.0815	3.7625	0.0815	0.0815	0.3138	0.0815	0.0815	1	0.0815
1-oleoyl-GPC (18:1)	0.5924	12.5708	0.9951	1.0049	22.418	0.9188	0.433	4.9983	0.2184	2.1917	13.7856	0.249
1-oleoyl-GPE (18:1)	0.6565	8.049	0.6287	1.2208	13.2615	0.7792	0.533	5.3534	0.1923	2.4041	4.8202	0.2708
1-palmitoleoyl-GPC (16:1)*	0.0757	1.4475	0.0757	0.0757	1.4246	0.0757	0.0757	0.7536	0.0757	0.1817	1.2464	0.0757
1-palmitoyl-2-arachidonoyl-GPC (16:0/20:4n6)	1.0498	21.0075	0.606	0.9502	50.8813	0.2271	0.4819	5.556	0.5358	1.5838	17.761	0.3642
1-palmitoyl-2-arachidonoyl-GPE (16:0/20:4)*	1.3328	3.7774	1.0431	0.8258	8.3989	0.5607	0.5169	2.5498	0.671	0.9569	3.7614	0.635
1-palmitoyl-2-dihomo-linolenoyl-GPC (16:0/20:3n3 or 6)*	0.9186	13.1474	0.5053	1.0814	16.7812	0.3094	0.4341	4.2556	0.4133	1.5872	8.1192	0.3993
1-palmitoyl-2-docosahexaenoyl-GPC (16:0/22:6)	0.2131	8.1442	0.0965	0.2248	20.6647	0.0965	0.0965	1.6453	0.0965	0.3547	6.9811	0.0965
1-palmitoyl-2-docosahexaenoyl-GPE (16:0/22:6)*	0.0388	1.0062	0.0388	0.0388	2.1489	0.0388	0.0388	0.4306	0.0388	0.0388	1	0.0388
1-palmitoyl-2-linoleoyl-GPC (16:0/18:2)	1.2402	13.7733	0.6288	0.9489	38.6738	0.3722	0.4889	2.9471	0.603	1.0511	11.67	0.3661
1-palmitoyl-2-linoleoyl-GPE (16:0/18:2)	1.2459	4.4852	0.9056	1.0421	8.4054	0.7918	0.9579	3.1421	0.947	0.9242	3.0392	0.764
1-palmitoyl-2-oleoyl-GPC (16:0/18:1)	0.9477	15.6133	0.5148	1.0523	33.583	0.3081	0.4235	4.0519	0.4525	1.3746	11.1727	0.3477
1-palmitoyl-2-oleoyl-GPE (16:0/18:1)	1.081	4.0748	0.6059	0.919	9.2673	0.7357	0.4281	4.1019	0.5744	1.259	3.3959	0.4358
1-palmitoyl-2-oleoyl-GPG (16:0/18:1)	0.3261	1.7422	0.3261	0.3261	8.9354	1.6387	0.5232	1	0.669	0.8775	1.4805	0.3261
1-palmitoyl-2-palmitoleoyl-GPC (16:0/16:1)*	0.9189	15.901	0.2846	1.0811	17.3892	0.1766	0.3485	6.7163	0.2623	1.9585	7.8862	0.3094
1-palmitoyl-2-stearoyl-GPC (16:0/18:0)	0.0384	1.0961	0.0384	0.0384	2.7141	0.0384	0.0384	0.3035	0.0384	0.0384	1	0.0384
1-palmitoyl-GPC (16:0)	0.8315	11.0833	0.9639	1.0361	22.6237	0.3918	0.6107	4.2686	0.5225	1.5556	9.4688	0.5041
1-palmitoyl-GPE (16:0)	0.3918	2.3891	1.1337	0.6772	4.1317	0.8852	0.3801	1.7185	0.3966	1.1148	1.7833	0.2807
1-stearoyl-2-arachidonoyl-GPC (18:0/20:4)	1.0398	32.4625	0.8348	0.9602	87.7895	0.2154	0.5312	7.7977	0.5851	1.4322	25.4014	0.3835
1-stearoyl-2-arachidonoyl-GPE (18:0/20:4)	1.5452	10.9859	0.4951	0.8079	34.7654	0.1784	0.4099	6.5394	0.3926	1	12.6538	0.1784
1-stearoyl-2-docosahexaenoyl-GPC (18:0/22:6)	0.0221	1.1808	0.0221	0.0221	3.351	0.0221	0.0221	0.2475	0.0221	0.0221	1	0.0221
1-stearoyl-2-docosahexaenoyl-GPE (18:0/22:6)*	0.5235	0.9965	0.5235	0.5235	2.4579	0.5235	0.5235	0.5235	0.5235	0.5235	1.0035	0.5235
1-stearoyl-2-linoleoyl-GPC (18:0/18:2)*	1.228	14.5641	0.7027	0.949	39.8549	0.2939	0.4129	2.6968	0.6376	1.051	11.7974	0.3374
1-stearoyl-2-linoleoyl-GPE (18:0/18:2)*	1.4926	6.8687	0.4129	1	22.0247	0.1853	0.362	4.7982	0.6346	0.782	7.1394	0.1853
1-stearoyl-2-oleoyl-GPC (18:0/18:1)	0.9568	16.4427	0.6447	1.0432	47.6005	0.3373	0.3687	4.1698	0.5052	1.1904	14.2947	0.3303
1-stearoyl-2-oleoyl-GPE (18:0/18:1)	2.1027	4.4646	0.4066	0.9611	16.1909	0.4026	0.5547	4.7026	0.6521	1.0389	4.8185	0.1882
1-stearoyl-GPC (18:0)	0.91	6.4766	1.2059	0.9666	14.9353	0.4465	0.6971	2.9143	0.7856	1.0334	6.6642	0.5533
1-stearoyl-GPE (18:0)	0.8125	3.4162	0.9919	1.0081	8.0504	0.5267	0.6347	2.9302	0.7904	1.0599	3.9685	0.5186
3-ketosphinganine	1.5249	0.1273	1.2337	0.9672	0.0414	1.0328	1.1959	0.6763	1.0478	0.6425	0.1435	2.1829
4-cholesten-3-one	1.9266	0.6218	1.1354	0.8249	0.8141	0.7972	1.1804	0.8646	1.1801	1.3628	0.7291	1.248
alpha-tocopherol	1.0691	0.6051	1.286	1.093	0.2576	0.8767	1.0641	1.0115	0.968	0.9885	0.8758	1.0682
alpha-tocopherol acetate	4.2588	0.7448	1.2461	0.9421	0.3193	0.8529	1.144	1.2144	0.9413	1.2736	0.4992	1.0579
arachidonoylcarnitine (C20:4)	0.3726	1.1569	0.3726	0.3726	1.7231	0.3726	0.3726	0.3726	0.3726	0.3726	0.8431	0.3726
behenoyl sphingomyelin (d18:1/22:0)*	0.2643	1.2098	0.2643	0.2643	2.2921	0.2643	0.2643	0.2643	0.2643	0.2643	0.7902	0.2643
beta-sitosterol	1.5613	0.3403	1.1718	0.3752	0.3403	0.3434	1.051	1	1.5462	0.982	0.9756	1.313
campesterol	1.7453	0.4078	1.0796	0.2712	0.4038	0.4225	0.9647	1.4277	1.5986	0.735	1.0353	2.0251
carotene diol (1)	1.8222	0.7009	1.7524	0.9688	0.7009	1.1605	0.9973	1.0574	0.7957	0.7009	0.7009	1
ceramide (d18:1/14:0, d16:1/16:0)*	0.2064	1.2133	0.2064	0.2064	2.3626	0.2064	0.2064	0.6611	0.2064	0.2064	1	0.2064
ceramide (d18:1/17:0, d17:1/18:0)*	0.4588	0.4588	0.4588	0.4588	1.5412	0.4588	0.4588	0.4588	0.4588	0.4588	0.4588	0.4588
ceramide (d18:1/20:0, d16:1/22:0, d20:1/18:0)*	0.0436	1.0405	0.0436	0.0436	2.5178	0.0436	0.0436	0.3568	0.0436	0.0436	1	0.0436
ceramide (d18:2/24:1, d18:1/24:2)*	0.2411	1.1274	0.2411	0.2411	2.6029	0.2411	0.2411	0.2411	0.2411	0.2411	0.8726	0.2411
cholesterol	1.2602	4.151	0.713	0.5888	8.5222	0.6284	0.6866	2.0626	1.0496	0.9276	3.5649	0.9504
D-urobilin	1	0.6412	0.6412	0.6412	0.6412	0.6412	0.6412	0.6412	0.8302	4.4769	2.0442	0.6412
delta-tocopherol	1.1231	0.3436	1.7288	0.9834	0.0313	1.0166	1.5245	1.222	1.0837	0.8693	0.5371	0.924
diacylglycerol (16:1/18:2 [2], 16:0/18:3 [1])*	0.8287	53.2193	1.1643	0.1884	36.7538	0.1884	0.1884	0.8357	0.1884	0.5336	17.8411	0.1884
dihomo-linolenoylcarnitine (C20:3n3 or 6)*	0.5312	1.7382	0.5312	0.5312	1.2605	0.5312	0.5312	0.7975	0.5312	0.5312	1.2025	0.6261
eicosanoylsphingosine (d20:1)*	1.4538	0.5101	0.8871	0.8228	1.1119	1.0773	1.5368	0.9408	0.9649	1.0492	0.6887	1.0351
eicosenoylcarnitine (C20:1)*	0.2002	1.3565	0.2002	0.2002	3.3122	0.2002	0.2002	0.2121	0.2002	0.2002	1	0.2002
gamma-tocopherol/beta-tocopherol	2.0549	0.8315	2.4891	1.3963	0.2953	1.3051	1.3526	1.074	0.926	0.7452	0.7329	0.8838
heme	1	1.547	0.6401	2.2289	2.0087	1.3914	0.6401	0.9601	0.6401	0.852	0.7779	0.6401
heptadecasphingosine (d17:1)	1.5987	0.4025	0.6958	0.9187	0.4841	0.8666	2.068	1.0813	1.2583	1.32	0.6774	1.3302
hexadecasphinganine (d16:0)*	2.245	0.2705	0.7635	0.986	0.4346	1.014	1.2097	0.5152	1.0342	1.1793	0.3748	1.1321
hexadecasphingosine (d16:1)*	2.0364	0.4072	0.9637	1.064	0.5773	0.9604	2.0851	1.112	1.065	0.8957	0.6555	1.0363
hydroxypalmitoyl sphingomyelin (d18:1/16:0(OH))**	0.3806	1.1619	0.3806	0.3806	2.641	0.3806	0.3806	0.3806	0.3806	0.3806	0.8381	0.3806
lignoceroyl sphingomyelin (d18:1/24:0)	0.3023	1.2157	0.3023	0.3023	2.2298	0.3023	0.3023	0.3023	0.3023	0.3023	0.7843	0.3023
linolenoylcarnitine (C18:3)*	0.5674	0.9223	2.3314	2.6518	0.4302	2.0988	0.6209	0.9343	2.282	0.4302	1	2.9312
linoleoyl-arachidonoyl-glycerol (18:2/20:4) [1]*	0.0078	1.6016	0.0153	0.0078	1	0.0078	0.0078	0.0078	0.0078	0.0078	1.6546	0.0078
linoleoyl-arachidonoyl-glycerol (18:2/20:4) [2]*	0.7555	41.6841	1.1785	0.3706	37.5792	0.3706	0.3706	0.8215	0.3706	0.8197	61.3813	0.3706
linoleoyl-docosahexaenoyl-glycerol (18:2/22:6) [1]*	0.8596	0.8596	0.8596	0.8596	0.8596	0.8596	0.8596	0.8596	0.8596	0.8596	1.1404	0.8596
linoleoyl-docosahexaenoyl-glycerol (18:2/22:6) [2]*	0.0196	0.8968	0.0196	0.0196	1.1403	0.0196	0.0196	0.0196	0.0196	0.0196	1.1032	0.0196
linoleoyl-linolenoyl-glycerol (18:2/18:3) [1]*	0.0108	3.0133	0.0242	0.0108	1.9511	0.0108	0.0108	0.0108	0.0108	0.0108	1	0.0108
linoleoyl-linolenoyl-glycerol (18:2/18:3) [2]*	0.4834	78.5236	1.2402	0.1525	56.3606	0.1525	0.1525	0.7598	0.1525	0.5995	28.5954	0.1525
linoleoyl-linoleoyl-glycerol (18:2/18:2) [1]*	0.2466	111.4084	1	0.2466	80.6614	0.2466	0.2466	0.5366	0.2466	0.5925	46.076	0.2466
linoleoyl-linoleoyl-glycerol (18:2/18:2) [2]*	0.5664	102.3627	1.0092	0.2011	99.9086	0.2011	0.2011	0.9908	0.2011	0.6663	46.1237	0.2011
linoleoylcarnitine (C18:2)*	0.3062	4.0929	0.7874	0.3062	8.9633	0.3062	0.3062	1	0.3062	0.3624	3.6112	0.3062
margaroylcarnitine (C17)*	0.7472	1.9687	0.7472	0.9453	4.7696	0.7472	0.77	1	0.7472	0.7472	1.8504	0.7472
N-(2-hydroxypalmitoyl)-sphingosine (d18:1/16:0(2OH))	0.6061	1.0334	0.503	0.503	2.1735	0.503	1.6058	1.1035	0.9191	0.6468	2.1665	0.9666
N-palmitoyl-phytosphingosine (t18:0/16:0)	1.1116	0.8595	0.6928	1.9015	1.436	0.9845	1.18	1.0155	0.6815	0.7124	0.95	1.0472
N-palmitoyl-sphingadienine (d18:2/16:0)*	0.7881	4.8915	0.1877	0.1877	7.3285	0.1877	0.3368	1.2119	0.1877	0.4021	4.3861	0.1877
N-palmitoyl-sphinganine (d18:0/16:0)	1.1026	1.8071	0.6584	0.7163	2.1952	1.1118	0.8974	1.4331	0.769	0.7242	1.5779	0.6659
N-palmitoyl-sphingosine (d18:1/16:0)	1.0898	6.236	0.6668	0.9759	12.3135	1.0241	0.7649	2.6691	0.7918	0.9554	6.1487	0.5644
N-stearoyl-sphingosine (d18:1/18:0)*	1	9.4454	0.437	0.6563	28.7919	0.437	1.4471	3.8354	0.8347	0.7838	9.8138	0.7129
oleoyl ethanolamide	0.3107	0.8404	0.3107	2.864	1.3415	8.9896	1.1596	0.669	0.3107	0.779	2.4553	0.7092
oleoyl-arachidonoyl-glycerol (18:1/20:4) [1]*	0.305	1.0319	0.305	0.305	0.305	0.305	0.305	0.305	0.305	0.305	1	0.305
oleoyl-arachidonoyl-glycerol (18:1/20:4) [2]*	0.0327	1.3639	0.0397	0.0327	1	0.0327	0.0327	0.0327	0.0327	0.0327	1.5565	0.0327
oleoyl-linoleoyl-glycerol (18:1/18:2) [1]	0.2635	83.4959	1	0.2635	66.0141	0.2635	0.2635	0.3633	0.2635	0.5862	36.8117	0.2635
oleoyl-linoleoyl-glycerol (18:1/18:2) [2]	1	59.2146	1.5569	0.0169	57.2138	0.2103	0.0169	0.8398	0.0169	0.8861	24.4322	0.0169
oleoyl-oleoyl-glycerol (18:1/18:1) [2]*	0.0366	5.8619	0.0279	0.0279	3.9153	0.0279	0.0279	0.0279	0.0279	0.0289	1.9634	0.0279
oleoylcarnitine (C18:1)	0.5044	7.1381	0.6725	1.9269	14.2787	0.4345	0.888	2.7752	0.4345	1	6.2193	0.6331
palmitoleoyl-linoleoyl-glycerol (16:1/18:2) [1]*	0.0082	3.5265	0.0186	0.0082	1.854	0.0082	0.0082	0.0082	0.0082	0.0082	1	0.0082
palmitoleoylcarnitine (C16:1)*	0.3289	3.0668	0.4187	0.324	3.5687	0.324	0.324	1	0.324	0.324	2.2819	0.324
palmitoyl dihydrosphingomyelin (d18:0/16:0)*	1.1552	6.8407	0.4637	0.3672	11.522	0.8291	0.8921	2.9517	0.6888	1.1079	4.6602	0.4609
palmitoyl ethanolamide	0.5956	0.7394	0.5104	2.1214	0.9438	8.0873	1.4042	1.0562	0.8509	1.1922	2.123	0.9255
palmitoyl sphingomyelin (d18:1/16:0)	1.0918	20.2858	0.6211	0.9082	38.9157	0.6839	0.7231	6.0609	0.6197	1.5416	16.1773	0.4289
palmitoyl-linolenoyl-glycerol (16:0/18:3) [2]*	0.3213	1.0331	0.3213	0.3213	1	0.3213	0.3213	0.3213	0.3213	0.3213	0.3213	0.3213
palmitoyl-linoleoyl-glycerol (16:0/18:2) [1]*	0.0104	5.7907	0.0638	0.0104	2.1875	0.0104	0.0104	0.0235	0.0104	0.0104	1.9362	0.0104
palmitoyl-linoleoyl-glycerol (16:0/18:2) [2]*	0.8429	51.7319	1.204	0.0467	52.0194	0.2976	0.0467	1	0.0467	0.6047	19.2592	0.0467
palmitoyl-oleoyl-glycerol (16:0/18:1) [2]*	0.0279	1.6217	0.0279	0.0279	1.4099	0.0279	0.0279	0.0279	0.0279	0.0279	0.5901	0.0279
palmitoylcarnitine (C16)	0.4562	5.2053	0.5343	1.2188	9.4511	1.0756	0.9244	1.9756	0.5373	0.8685	4.9239	0.8541
phytosphingosine	1.6317	0.9794	0.5717	0.4275	1.2614	0.4903	1.9194	0.9376	1.0403	1.0206	2.3549	0.679
protoporphyrin IX	2.773	0.5091	0.6702	1.5361	0.5259	2.1378	0.8064	0.5091	0.7631	1.5093	0.5091	1.1936
spermine	1.7087	0.4735	0.3094	2.3935	0.9433	1.8525	0.557	1.3393	0.47	4.6128	0.6831	1.0567
sphingadienine	1.3069	0.8172	0.2318	0.8046	0.8998	1.1002	1.7405	0.7696	1.1859	0.5769	1.3025	1.2562
sphinganine	1.7105	0.4659	0.7006	1.4975	0.5395	1.1426	0.932	0.6324	1.1539	1.068	0.4546	1.3925
sphingomyelin (d17:1/16:0, d18:1/15:0, d16:1/17:0)*	0.3744	1.082	0.3744	0.3744	2.7609	0.3744	0.3744	0.3744	0.3744	0.3744	0.918	0.3744
sphingomyelin (d18:0/18:0, d19:0/17:0)*	0.9045	1	0.9045	0.9045	4.2403	0.9045	0.9045	0.9045	0.9045	0.9045	0.9045	0.9045
sphingomyelin (d18:1/14:0, d16:1/16:0)*	0.6191	1	0.6191	0.6191	2.1545	0.6191	0.6191	0.6191	0.6191	0.6191	0.6191	0.6191
sphingomyelin (d18:1/17:0, d17:1/18:0, d19:1/16:0)	0.2376	1.0763	0.2376	0.2376	3.4624	0.2376	0.2376	0.2376	0.2376	0.2376	0.9237	0.2376
sphingomyelin (d18:1/18:1, d18:2/18:0)	0.8337	1	0.8337	0.8337	1.1202	0.8337	0.8337	0.8337	0.8337	0.8337	0.8337	0.8337
sphingomyelin (d18:1/20:0, d16:1/22:0)*	0.2972	1.1779	0.2972	0.2972	2.4701	0.2972	0.2972	0.2972	0.2972	0.2972	0.8221	0.2972
sphingomyelin (d18:1/20:1, d18:2/20:0)*	0.1755	1.5509	0.1755	0.1755	1.1602	0.1755	0.1755	0.1755	0.1755	0.1755	0.8398	0.1755
sphingomyelin (d18:1/22:1, d18:2/22:0, d16:1/24:1)*	0.8052	1	0.8052	0.8052	1.7988	0.8052	0.8052	0.8052	0.8052	0.8052	0.8052	0.8052
sphingomyelin (d18:1/24:1, d18:2/24:0)*	0.2896	1.2002	0.2896	0.2896	2.7024	0.2896	0.2896	0.2896	0.2896	0.2896	0.7998	0.2896
sphingomyelin (d18:2/16:0, d18:1/16:1)*	0.0992	1.2815	0.0992	0.0992	1.486	0.0992	0.0992	0.0992	0.0992	0.0992	0.7185	0.0992
sphingomyelin (d18:2/24:1, d18:1/24:2)*	0.2602	1.1846	0.2602	0.2602	2.6061	0.2602	0.2602	0.2602	0.2602	0.2602	0.8154	0.2602
sphingosine	1.5483	0.5835	0.6536	0.8193	0.7679	1.0307	2.0696	0.9693	1.1961	1.3575	0.8808	1.3162
stearoyl ethanolamide	0.5472	0.3761	0.5758	1.6896	0.6989	24.6212	1.1847	1.104	0.7424	1.0478	1.2467	0.9522
stearoyl sphingomyelin (d18:1/18:0)	0.0095	1.3785	0.0095	0.0095	2.8473	0.0095	0.0095	0.3597	0.0095	0.0095	1	0.0095
stearoyl-arachidonoyl-glycerol (18:0/20:4) [2]*	0.2283	1	0.2283	0.2283	4.1394	0.2283	0.2283	0.2283	0.2283	0.2283	0.2283	0.2283
stearoylcarnitine (C18)	0.5726	4.3942	0.6447	1.1013	10.9911	0.9841	1.0159	1.8168	0.681	0.6494	3.9978	0.6631
stigmastadienone	0.7691	0.1592	0.58	0.712	0.1592	1	1.0288	0.7095	1.2708	1.5584	1.0101	1.1798
stigmasterol	1.7587	0.7746	0.9155	0.7746	0.7746	0.7746	1.0229	0.9771	1.8431	0.7746	0.9711	1.53
MS_METABOLITE_DATA_END
#METABOLITES
METABOLITES_START
metabolite_name	SUPER_PATHWAY	SUB_PATHWAY	CHEMICAL_ID	RI	MASS	CAS	PUBCHEM	CHEMSPIDER	KEGG	HMDB_ID
1,2-dilinoleoyl-GPC (18:2/18:2)	Lipid	Phosphatidylcholine (PC)	100008903	2006	782.56944	998-06-1	5288075	4450312		HMDB08138
1,2-dipalmitoyl-GPC (16:0/16:0)	Lipid	Phosphatidylcholine (PC)	100000657	2365	734.56944	63-89-8	452110	398235		HMDB00564
1-(1-enyl-oleoyl)-GPE (P-18:1)*	Lipid	Lysoplasmalogen	100005372	1566	464.3136
1-(1-enyl-palmitoyl)-2-arachidonoyl-GPC (P-16:0/20:4)*	Lipid	Plasmalogen	100009014	2154	766.57452			24767495		HMDB11220
1-(1-enyl-palmitoyl)-2-arachidonoyl-GPE (P-16:0/20:4)*	Lipid	Plasmalogen	100009002	2270	724.52757			24769238		HMDB11352
1-(1-enyl-palmitoyl)-2-linoleoyl-GPC (P-16:0/18:2)*	Lipid	Plasmalogen	100009009	2226	742.57452			24767486		HMDB11211
1-(1-enyl-palmitoyl)-2-linoleoyl-GPE (P-16:0/18:2)*	Lipid	Plasmalogen	100009069	2351	700.52757			24769229		HMDB11343
1-(1-enyl-palmitoyl)-2-oleoyl-GPC (P-16:0/18:1)*	Lipid	Plasmalogen	100009007	2443	744.59017
1-(1-enyl-palmitoyl)-2-oleoyl-GPE (P-16:0/18:1)*	Lipid	Plasmalogen	100009005	2600	702.54322			24769228		HMDB11342
1-(1-enyl-palmitoyl)-2-palmitoyl-GPC (P-16:0/16:0)*	Lipid	Plasmalogen	100009162	2454	718.57452		11146967	9322076		HMDB11206
1-(1-enyl-palmitoyl)-GPC (P-16:0)*	Lipid	Lysoplasmalogen	100002875	1547	480.34485		10917802	9093054		HMDB10407
1-(1-enyl-palmitoyl)-GPE (P-16:0)*	Lipid	Lysoplasmalogen	100003000	1558	438.2979			10471193
1-(1-enyl-stearoyl)-2-arachidonoyl-GPE (P-18:0/20:4)*	Lipid	Plasmalogen	100008999	2511	752.55887		9547058	7826008		HMDB05779
1-(1-enyl-stearoyl)-GPE (P-18:0)*	Lipid	Lysoplasmalogen	100003001	1649	466.3292
1-linoleoyl-2-arachidonoyl-GPC (18:2/20:4n6)*	Lipid	Phosphatidylcholine (PC)	100009131	1969	806.56944			24766809		HMDB08147
1-myristoyl-2-palmitoyl-GPC (14:0/16:0)	Lipid	Phosphatidylcholine (PC)	100000672	2147	706.53813	69525-80-0	129657	114798		HMDB07869
1-oleoyl-2-docosahexaenoyl-GPC (18:1/22:6)*	Lipid	Phosphatidylcholine (PC)	100009130	2011	832.58509			24766785		HMDB08123
1-oleoyl-2-docosahexaenoyl-GPE (18:1/22:6)*	Lipid	Phosphatidylethanolamine (PE)	100009220	2119	790.53813			24768542
1-oleoyl-2-linoleoyl-GPC (18:1/18:2)*	Lipid	Phosphatidylcholine (PC)	100008981	2165	784.58509
1-oleoyl-2-linoleoyl-GPE (18:1/18:2)*	Lipid	Phosphatidylethanolamine (PE)	100009078	2270	742.53813		9546753	7825703		HMDB05349
1-oleoyl-GPC (18:1)	Lipid	Lysophospholipid	100001272	1540	522.35542	19420-56-5	16081932	17240641		HMDB02815
1-oleoyl-GPE (18:1)	Lipid	Lysophospholipid	100001569	1554	480.30847	89576-29-4	9547071	7826021		HMDB11506
1-palmitoleoyl-GPC (16:1)*	Lipid	Lysophospholipid	100001511	1450	494.32412		24779461	21403152		HMDB10383
1-palmitoyl-2-arachidonoyl-GPC (16:0/20:4n6)	Lipid	Phosphatidylcholine (PC)	100008914	2091	782.56944	35418-58-7	10747814	8923140		HMDB07982
1-palmitoyl-2-arachidonoyl-GPE (16:0/20:4)*	Lipid	Phosphatidylethanolamine (PE)	100008990	2198	740.52248		9546800	7825750		HMDB05323
1-palmitoyl-2-dihomo-linolenoyl-GPC (16:0/20:3n3 or 6)*	Lipid	Phosphatidylcholine (PC)	100008985	2199	784.58509
1-palmitoyl-2-docosahexaenoyl-GPC (16:0/22:6)	Lipid	Phosphatidylcholine (PC)	100008915	2023	806.56944	59403-54-2	6441886	4946007		HMDB07991
1-palmitoyl-2-docosahexaenoyl-GPE (16:0/22:6)*	Lipid	Phosphatidylethanolamine (PE)	100008991	2119	764.52248		9546799	7825749		HMDB05324
1-palmitoyl-2-linoleoyl-GPC (16:0/18:2)	Lipid	Phosphatidylcholine (PC)	1537	2160	758.56944	40811-94-7	5287971	4450224		HMDB07973
1-palmitoyl-2-linoleoyl-GPE (16:0/18:2)	Lipid	Phosphatidylethanolamine (PE)	100001870	2275	716.52248		9546747	7825697		HMDB05322
1-palmitoyl-2-oleoyl-GPC (16:0/18:1)	Lipid	Phosphatidylcholine (PC)	1539	2358	760.58509	26853-31-6;26853-31-6	6436017	4940699		HMDB07972
1-palmitoyl-2-oleoyl-GPE (16:0/18:1)	Lipid	Phosphatidylethanolamine (PE)	1526	2509	718.53813	26662-94-2	5283496	4446615		HMDB05320
1-palmitoyl-2-oleoyl-GPG (16:0/18:1)	Lipid	Phosphatidylglycerol (PG)	100000641	3206	766.55927		5283509	4446626
1-palmitoyl-2-palmitoleoyl-GPC (16:0/16:1)*	Lipid	Phosphatidylcholine (PC)	100008984	2160	732.55378					HMDB07969
1-palmitoyl-2-stearoyl-GPC (16:0/18:0)	Lipid	Phosphatidylcholine (PC)	100008921	2653	762.60074	59403-51-9		24766643		HMDB07970
1-palmitoyl-GPC (16:0)	Lipid	Lysophospholipid	100001263	1525	496.33977	17364-16-8	86554	78064		HMDB10382
1-palmitoyl-GPE (16:0)	Lipid	Lysophospholipid	100001567	1544	454.29282	53862-35-4	9547069	7826019		HMDB11503
1-stearoyl-2-arachidonoyl-GPC (18:0/20:4)	Lipid	Phosphatidylcholine (PC)	100001869	2300	810.60074	35418-59-8	16219824	17347139		HMDB08048
1-stearoyl-2-arachidonoyl-GPE (18:0/20:4)	Lipid	Phosphatidylethanolamine (PE)	100008977	2424	768.55378		5289133	4451158		HMDB09003
1-stearoyl-2-docosahexaenoyl-GPC (18:0/22:6)	Lipid	Phosphatidylcholine (PC)	100008916	2197	834.60128	59403-52-0				HMDB08057
1-stearoyl-2-docosahexaenoyl-GPE (18:0/22:6)*	Lipid	Phosphatidylethanolamine (PE)	100008992	2317	792.55378		9546798	7825748		HMDB05334
1-stearoyl-2-linoleoyl-GPC (18:0/18:2)*	Lipid	Phosphatidylcholine (PC)	100008980	2380	786.60074					HMDB08039
1-stearoyl-2-linoleoyl-GPE (18:0/18:2)*	Lipid	Phosphatidylethanolamine (PE)	100008976	2522	744.55378		9546749	7825699		HMDB08994
1-stearoyl-2-oleoyl-GPC (18:0/18:1)	Lipid	Phosphatidylcholine (PC)	100008904	2644	788.61639	56421-10-4		24766704		HMDB08038
1-stearoyl-2-oleoyl-GPE (18:0/18:1)	Lipid	Phosphatidylethanolamine (PE)	100001856	2858	746.56944					HMDB08993
1-stearoyl-GPC (18:0)	Lipid	Lysophospholipid	100001271	1606	524.37107	19420-57-6	497299	435389		HMDB10384
1-stearoyl-GPE (18:0)	Lipid	Lysophospholipid	100001461	1626	482.32412	69747-55-3	9547068	7826018		HMDB11130
3-ketosphinganine	Lipid	Sphingolipid Synthesis	100001436	1400	300.28971	18944-28-0	631	611	C02934	HMDB01480
4-cholesten-3-one	Lipid	Sterol	100002227	2520	385.3465	601-57-0	91477	427	C00599	HMDB00921
alpha-tocopherol	Cofactors and Vitamins	Tocopherol Metabolism	1105	2522	430.37818	59-02-9;10191-41-0	14985	14265	C02477	HMDB01893
alpha-tocopherol acetate	Cofactors and Vitamins	Tocopherol Metabolism	100002328	2702	490.42548	7695-31-2	2117	2033	C13202	HMDB34227
arachidonoylcarnitine (C20:4)	Lipid	Fatty Acid Metabolism (Acyl Carnitine, Polyunsaturated)	100015837	1353	448.34215
behenoyl sphingomyelin (d18:1/22:0)*	Lipid	Sphingomyelins	100006294	3083	787.66876			24846873		HMDB12103
beta-sitosterol	Lipid	Sterol	100001033	3054	397.38289	83-46-5	222284	192962	C01753	HMDB00852
campesterol	Lipid	Sterol	100001269	2873	383.36724	474-62-4	173183	151215	C01789	HMDB02869
carotene diol (1)	Cofactors and Vitamins	Vitamin A Metabolism	100015966	1720	568.42759
ceramide (d18:1/14:0, d16:1/16:0)*	Lipid	Ceramides	100015735	2477	510.48808
ceramide (d18:1/17:0, d17:1/18:0)*	Lipid	Ceramides	100015737	3055	552.53505
ceramide (d18:1/20:0, d16:1/22:0, d20:1/18:0)*	Lipid	Ceramides	100015755	3920	594.58199
ceramide (d18:2/24:1, d18:1/24:2)*	Lipid	Ceramides	100015744	3858	646.6133
cholesterol	Lipid	Sterol	266	2707	369.35159	57-88-5	11025495	4937803	C00187	HMDB00067
D-urobilin	Cofactors and Vitamins	Hemoglobin and Porphyrin Metabolism	100002569	935	589.30207	3947-38-4	6276321		C05795	HMDB04161
delta-tocopherol	Cofactors and Vitamins	Tocopherol Metabolism	100001216	2259	402.3492	119-13-1	92094	83144	C14151	HMDB02902
diacylglycerol (16:1/18:2 [2], 16:0/18:3 [1])*	Lipid	Diacylglycerol	100010940	2733	608.52486
dihomo-linolenoylcarnitine (C20:3n3 or 6)*	Lipid	Fatty Acid Metabolism (Acyl Carnitine, Polyunsaturated)	100015840	1392	450.35777
eicosanoylsphingosine (d20:1)*	Lipid	Sphingosines	100015870	1443	328.321
eicosenoylcarnitine (C20:1)*	Lipid	Fatty Acid Metabolism (Acyl Carnitine, Monounsaturated)	100015838	1484	454.38909
gamma-tocopherol/beta-tocopherol	Cofactors and Vitamins	Tocopherol Metabolism	100008998	2384	416.36427
heme	Cofactors and Vitamins	Hemoglobin and Porphyrin Metabolism	100001386	1124	616.1762	14875-96-8	26945		C00032	HMDB03178
heptadecasphingosine (d17:1)	Lipid	Sphingosines	100015724	1377	286.27406	6918-48-5	5283557	4446670
hexadecasphinganine (d16:0)*	Lipid	Sphingolipid Synthesis	100015865	1300	274.27406		656816	571105	C13915
hexadecasphingosine (d16:1)*	Lipid	Sphingosines	100015723	1289	272.25841			28533427
hydroxypalmitoyl sphingomyelin (d18:1/16:0(OH))**	Lipid	Sphingomyelins	100021000	2056	719.56978
lignoceroyl sphingomyelin (d18:1/24:0)	Lipid	Sphingomyelins	100006298	3437	815.70006	60037-60-7		24846875
linolenoylcarnitine (C18:3)*	Lipid	Fatty Acid Metabolism (Acyl Carnitine, Polyunsaturated)	100015831	1310	422.32649
linoleoyl-arachidonoyl-glycerol (18:2/20:4) [1]*	Lipid	Diacylglycerol	100010922	2590	658.54051					HMDB07257
linoleoyl-arachidonoyl-glycerol (18:2/20:4) [2]*	Lipid	Diacylglycerol	100010923	2650	658.54051					HMDB07257
linoleoyl-docosahexaenoyl-glycerol (18:2/22:6) [1]*	Lipid	Diacylglycerol	100010928	2450	682.54051
linoleoyl-docosahexaenoyl-glycerol (18:2/22:6) [2]*	Lipid	Diacylglycerol	100010929	2500	682.54051					HMDB07266
linoleoyl-linolenoyl-glycerol (18:2/18:3) [1]*	Lipid	Diacylglycerol	100010926	2426	632.52486					HMDB07249
linoleoyl-linolenoyl-glycerol (18:2/18:3) [2]*	Lipid	Diacylglycerol	100010927	2478	632.52486					HMDB07250
linoleoyl-linoleoyl-glycerol (18:2/18:2) [1]*	Lipid	Diacylglycerol	100010941	2720	634.54051					HMDB07248
linoleoyl-linoleoyl-glycerol (18:2/18:2) [2]*	Lipid	Diacylglycerol	100010942	2790	634.54051					HMDB07248
linoleoylcarnitine (C18:2)*	Lipid	Fatty Acid Metabolism (Acyl Carnitine, Polyunsaturated)	100003151	1430	424.34214	36816-10-1	6450015	4952667		HMDB06469
margaroylcarnitine (C17)*	Lipid	Fatty Acid Metabolism (Acyl Carnitine, Long Chain Saturated)	100004054	1424	414.35779	106182-29-0		35015987		HMDB06210
N-(2-hydroxypalmitoyl)-sphingosine (d18:1/16:0(2OH))	Lipid	Ceramides	100015642	2692	554.51429	34839-02-6		30786072
N-palmitoyl-phytosphingosine (t18:0/16:0)	Lipid	Ceramides	100019761	2632	556.52994		10506988	8682389
N-palmitoyl-sphingadienine (d18:2/16:0)*	Lipid	Ceramides	100015609	2490	536.50372
N-palmitoyl-sphinganine (d18:0/16:0)	Lipid	Dihydroceramides	100009028	3090	540.53503	5966-29-0	5283572	4446685		HMDB11760
N-palmitoyl-sphingosine (d18:1/16:0)	Lipid	Ceramides	1518	2893	538.51937	24696-26-2	5283564	4446677		HMDB04949
N-stearoyl-sphingosine (d18:1/18:0)*	Lipid	Ceramides	1547	3392	566.55067	104404-17-3	5283565	4446678		HMDB04950
oleoyl ethanolamide	Lipid	Endocannabinoid	1137	1661	326.30536	11-58-0;111-58-0	5283454	4446574		HMDB02088
oleoyl-arachidonoyl-glycerol (18:1/20:4) [1]*	Lipid	Diacylglycerol	100010936	2907	660.55616					HMDB07228
oleoyl-arachidonoyl-glycerol (18:1/20:4) [2]*	Lipid	Diacylglycerol	100010937	2990	660.55616					HMDB07228
oleoyl-linoleoyl-glycerol (18:1/18:2) [1]	Lipid	Diacylglycerol	100002989	3115	636.55616	106292-55-1		23975985		HMDB07219
oleoyl-linoleoyl-glycerol (18:1/18:2) [2]	Lipid	Diacylglycerol	100002990	3223	636.55616	104346-53-4		29788004		HMDB07219
oleoyl-oleoyl-glycerol (18:1/18:1) [2]*	Lipid	Diacylglycerol	100010919	3695	638.57181					HMDB07218
oleoylcarnitine (C18:1)	Lipid	Fatty Acid Metabolism (Acyl Carnitine, Monounsaturated)	100001501	1423	426.35779	38677-66-6	6441392	21403150		HMDB05065
palmitoleoyl-linoleoyl-glycerol (16:1/18:2) [1]*	Lipid	Diacylglycerol	100010930	2664	608.52486					HMDB07132
palmitoleoylcarnitine (C16:1)*	Lipid	Fatty Acid Metabolism (Acyl Carnitine, Monounsaturated)	100009406	1357	398.32649		71464547	28639183
palmitoyl dihydrosphingomyelin (d18:0/16:0)*	Lipid	Dihydrosphingomyelins	100008954	2290	705.5905		9939965	8115586
palmitoyl ethanolamide	Lipid	Endocannabinoid	1489	1643	300.28971	544-31-0	4671	4509	C16512	HMDB02100
palmitoyl sphingomyelin (d18:1/16:0)	Lipid	Sphingomyelins	100002107	2168	703.57485	6254-89-3	9939941	8115562
palmitoyl-linolenoyl-glycerol (16:0/18:3) [2]*	Lipid	Diacylglycerol	100010939	2834	608.52486					HMDB07105
palmitoyl-linoleoyl-glycerol (16:0/18:2) [1]*	Lipid	Diacylglycerol	100009052	3080	610.54051		9543695	7822645		HMDB07103
palmitoyl-linoleoyl-glycerol (16:0/18:2) [2]*	Lipid	Diacylglycerol	100009055	3197	610.54051					HMDB07103
palmitoyl-oleoyl-glycerol (16:0/18:1) [2]*	Lipid	Diacylglycerol	100010917	3695	612.55616				C13861	HMDB07102
palmitoylcarnitine (C16)	Lipid	Fatty Acid Metabolism (Acyl Carnitine, Long Chain Saturated)	100000776	1425	400.34214	6865-14-1	461	448	C02990	HMDB00222
phytosphingosine	Lipid	Sphingolipid Synthesis	469	1367	318.30027	554-62-1	122121	21238683	C12144	HMDB04610
protoporphyrin IX	Cofactors and Vitamins	Hemoglobin and Porphyrin Metabolism	100000292	1417	563.26529	553-12-8;50865-10-5	4971	10469486	C02191	HMDB00241
spermine	Amino Acid	Polyamine Metabolism	507	758	203.22303	71-44-3	1103	1072	C00750	HMDB01256
sphingadienine	Lipid	Sphingolipid Synthesis	100015643	1350	298.27406	25696-03-1	6449795	4952479
sphinganine	Lipid	Sphingolipid Synthesis	313	1413	302.30536	3102-56-5	3126	3014	C00836	HMDB00269
sphingomyelin (d17:1/16:0, d18:1/15:0, d16:1/17:0)*	Lipid	Sphingomyelins	100006314	2082	689.5592	121999-58-4		28532779
sphingomyelin (d18:0/18:0, d19:0/17:0)*	Lipid	Dihydrosphingomyelins	100009027	2362	733.6218			24846878		HMDB12087
sphingomyelin (d18:1/14:0, d16:1/16:0)*	Lipid	Sphingomyelins	100004328	1998	675.54355		11433862	9608732		HMDB12097
sphingomyelin (d18:1/17:0, d17:1/18:0, d19:1/16:0)	Lipid	Sphingomyelins	100008920	2312	717.5905	121999-64-2
sphingomyelin (d18:1/18:1, d18:2/18:0)	Lipid	Sphingomyelins	100002106	2167	729.5905	108392-10-5	6443882	4947837		HMDB12101
sphingomyelin (d18:1/20:0, d16:1/22:0)*	Lipid	Sphingomyelins	100006290	2685	759.6375			23113477		HMDB12102
sphingomyelin (d18:1/20:1, d18:2/20:0)*	Lipid	Sphingomyelins	100006292	2383	757.6218	222403-67-0
sphingomyelin (d18:1/22:1, d18:2/22:0, d16:1/24:1)*	Lipid	Sphingomyelins	100006295	2666	785.65311			29368329		HMDB12104
sphingomyelin (d18:1/24:1, d18:2/24:0)*	Lipid	Sphingomyelins	100005986	3033	813.68441	94359-13-4		24846874		HMDB12107
sphingomyelin (d18:2/16:0, d18:1/16:1)*	Lipid	Sphingomyelins	100004329	2002	701.5592
sphingomyelin (d18:2/24:1, d18:1/24:2)*	Lipid	Sphingomyelins	100008957	2635	811.66868
sphingosine	Lipid	Sphingosines	297	1393	300.28971	123-78-4	5353955	4510275	C00319	HMDB00252
stearoyl ethanolamide	Lipid	Endocannabinoid	100002254	1787	328.32101	111-57-9	27902	25958		HMDB13078
stearoyl sphingomyelin (d18:1/18:0)	Lipid	Sphingomyelins	1538	2400	731.60615	85187-10-6;85187-10-6	6453725	4956085	C00550	HMDB01348
stearoyl-arachidonoyl-glycerol (18:0/20:4) [2]*	Lipid	Diacylglycerol	100010950	3522	662.57181
stearoylcarnitine (C18)	Lipid	Fatty Acid Metabolism (Acyl Carnitine, Long Chain Saturated)	100001391	1485	428.37344	18822-91-8	6426855	21233653		HMDB00848
stigmastadienone	Lipid	Sterol	100021199	2688	411.36215		6442194	4946289
stigmasterol	Lipid	Sterol	100000923	2875	395.36724	83-48-7	5280794	4444352	C05442	HMDB00937
METABOLITES_END
#END