#METABOLOMICS WORKBENCH olanjw_20230130_141009 DATATRACK_ID:3715 STUDY_ID:ST002461 ANALYSIS_ID:AN004016
VERSION                          	1
CREATED_ON                       	03-17-2023
#PROJECT
PR:PROJECT_TITLE                 	Untargeted metabolomics of HUVECs subject to hypoxia/reoxygenation
PR:PROJECT_SUMMARY               	Metabolomics analysis was performed on HUVECs subjected to hypoxia-reoxygenation
PR:PROJECT_SUMMARY               	to investigate metabolic alterations caused by this perturbation.
PR:INSTITUTE                     	Tulane University
PR:DEPARTMENT                    	Surgery
PR:LABORATORY                    	Tulane Trauma and Critical Care Research Lab
PR:LAST_NAME                     	Jackson-Weaver
PR:FIRST_NAME                    	Olan
PR:ADDRESS                       	1430 Tulane Ave, Department of Surgery, School of Medicine, New Orleans, LA,
PR:ADDRESS                       	70112, USA
PR:EMAIL                         	ojacksonweaver@tulane.edu
PR:PHONE                         	5049885111
PR:DOI                           	http://dx.doi.org/10.21228/M8F71Q
#STUDY
ST:STUDY_TITLE                   	Untargeted metabolomics of HUVECs subjected to hypoxia-reoxygenation
ST:STUDY_SUMMARY                 	Acute hemorrhage commonly leads to coagulopathy and organ dysfunction or
ST:STUDY_SUMMARY                 	failure. Recent evidence suggests that damage to the endothelial glycocalyx
ST:STUDY_SUMMARY                 	contributes to these adverse outcomes. The physiological events mediating acute
ST:STUDY_SUMMARY                 	glycocalyx shedding are undefined, however. Here, we show that succinate
ST:STUDY_SUMMARY                 	accumulation within endothelial cells drives glycocalyx degradation through a
ST:STUDY_SUMMARY                 	membrane reorganization-mediated mechanism. We investigated this mechanism in a
ST:STUDY_SUMMARY                 	cultured endothelial cell hypoxia-reoxygenation model, in a rat model of
ST:STUDY_SUMMARY                 	hemorrhage, and in trauma patient plasma samples. We found that succinate
ST:STUDY_SUMMARY                 	metabolism by succinate dehydrogenase mediates glycocalyx damage through lipid
ST:STUDY_SUMMARY                 	oxidation and phospholipase A2-mediated membrane reorganization (increasing
ST:STUDY_SUMMARY                 	lysophospholipids), promoting the interaction of MMP24 and MMP25 with glycocalyx
ST:STUDY_SUMMARY                 	constituents. In trauma patients, we found that succinate levels were associated
ST:STUDY_SUMMARY                 	with glycocalyx damage and the development of coagulopathy, and that interaction
ST:STUDY_SUMMARY                 	of MMP24 and syndecan-1 were elevated compared to healthy controls. This
ST:STUDY_SUMMARY                 	establishes a novel metabolic cascade mediating the endotheliopathy of traumatic
ST:STUDY_SUMMARY                 	hemorrhage.
ST:INSTITUTE                     	Tulane University School of Medicine
ST:DEPARTMENT                    	Surgery
ST:LABORATORY                    	Tulane Trauma and Critical Care Research Lab
ST:LAST_NAME                     	Jackson-Weaver
ST:FIRST_NAME                    	Olan
ST:ADDRESS                       	1430 Tulane Ave, Department of Surgery, School of Medicine
ST:EMAIL                         	ojacksonweaver@tulane.edu
ST:PHONE                         	5049885111
ST:SUBMIT_DATE                   	2023-01-30
#SUBJECT
SU:SUBJECT_TYPE                  	Cultured cells
SU:SUBJECT_SPECIES               	Homo sapiens
SU:TAXONOMY_ID                   	9606
#SUBJECT_SAMPLE_FACTORS:         	SUBJECT(optional)[tab]SAMPLE[tab]FACTORS(NAME:VALUE pairs separated by |)[tab]Additional sample data
SUBJECT_SAMPLE_FACTORS           	-	HR1	Treatment:hypoxia/reoxygenation	
SUBJECT_SAMPLE_FACTORS           	-	HR2	Treatment:hypoxia/reoxygenation	
SUBJECT_SAMPLE_FACTORS           	-	HR3	Treatment:hypoxia/reoxygenation	
SUBJECT_SAMPLE_FACTORS           	-	HR4	Treatment:hypoxia/reoxygenation	
SUBJECT_SAMPLE_FACTORS           	-	HR5	Treatment:hypoxia/reoxygenation	
SUBJECT_SAMPLE_FACTORS           	-	HR6	Treatment:hypoxia/reoxygenation	
SUBJECT_SAMPLE_FACTORS           	-	N1	Treatment:normoxia	
SUBJECT_SAMPLE_FACTORS           	-	N2	Treatment:normoxia	
SUBJECT_SAMPLE_FACTORS           	-	N3	Treatment:normoxia	
SUBJECT_SAMPLE_FACTORS           	-	N4	Treatment:normoxia	
SUBJECT_SAMPLE_FACTORS           	-	N5	Treatment:normoxia	
SUBJECT_SAMPLE_FACTORS           	-	N6	Treatment:normoxia	
#COLLECTION
CO:COLLECTION_SUMMARY            	HUVECs were grown to confluence and subjected to normoxia or hypoxia (2% oxygen
CO:COLLECTION_SUMMARY            	for 30 minutes) followed by reoxygenation for 30 minutes. Cells were washed with
CO:COLLECTION_SUMMARY            	PBS and scraped from the plates. They were then flash frozen and saved for
CO:COLLECTION_SUMMARY            	analysis.
CO:COLLECTION_PROTOCOL_FILENAME  	HUVECmetabolomics.docx
CO:SAMPLE_TYPE                   	Endothelial cells
CO:STORAGE_CONDITIONS            	-80℃
#TREATMENT
TR:TREATMENT_SUMMARY             	Cells were subjected to either normoxia or 30 minutes of hypoxia (2%) followed
TR:TREATMENT_SUMMARY             	by 30 minutes of reoxygenation.
#SAMPLEPREP
SP:SAMPLEPREP_SUMMARY            	Samples were thawed and add with 800μL of 80% methanol, vortexed for 30 s. Then
SP:SAMPLEPREP_SUMMARY            	all samples were extracted at 4°C with ultrasound for 30 mins, kept at -40°C
SP:SAMPLEPREP_SUMMARY            	for 1 h, and centrifuged at 12000 rpm and 4°C for 15 mins. Finally, supernatant
SP:SAMPLEPREP_SUMMARY            	dried down under a nitrogen gas, the residue was resuspended with 100μL of 80%
SP:SAMPLEPREP_SUMMARY            	methanol and 5μL of DL-o-Chlorophenylalanine (140μg/mL) for LC-MS analysis.
#CHROMATOGRAPHY
CH:CHROMATOGRAPHY_SUMMARY        	Separation is performed by Ultimate 3000LC combined with Q Exactive MS (Thermo)
CH:CHROMATOGRAPHY_SUMMARY        	and screened with ESI-MS. The LC system is comprised of an ACQUITY UPLC HSS T3
CH:CHROMATOGRAPHY_SUMMARY        	(100×2.1mm 1.8 μm) with Ultimate 3000LC. The mobile phase is composed of
CH:CHROMATOGRAPHY_SUMMARY        	solvent A (0.05% formic acid-water) and solvent B (acetonitrile) with a gradient
CH:CHROMATOGRAPHY_SUMMARY        	elution (0-1 min, 5% B; 1-12 min, 5-95% B; 12-13.5 min, 95% B; 13.5-13.6 min,
CH:CHROMATOGRAPHY_SUMMARY        	95-5% B; 13.6-16.0 min, 5% B). The flow rate of the mobile phase is 0.3
CH:CHROMATOGRAPHY_SUMMARY        	mL·min-1 . The column temperature is maintained at 40°C, and the sample
CH:CHROMATOGRAPHY_SUMMARY        	manager temperature is set at 4°C. Mass spectrometry parameters in ESI+ and
CH:CHROMATOGRAPHY_SUMMARY        	ESI- mode are listed as follows: ESI+: Heater Temp 300 °C; Sheath Gas Flow
CH:CHROMATOGRAPHY_SUMMARY        	rate, 45 arb; Aux Gas Flow Rate, 15 arb; Sweep Gas Flow Rate, 1 arb; spray
CH:CHROMATOGRAPHY_SUMMARY        	voltage, 3.0 kV; Capillary Temp, 350 °C; S-Lens RF Level, 30%. ESI-: Heater
CH:CHROMATOGRAPHY_SUMMARY        	Temp 300 °C, Sheath Gas Flow rate, 45 arb; Aux Gas Flow Rate, 15arb; Sweep Gas
CH:CHROMATOGRAPHY_SUMMARY        	Flow Rate, 1 arb; spray voltage, 3.2 kV; Capillary Temp,350 °C; S-Lens RF
CH:CHROMATOGRAPHY_SUMMARY        	Level, 60%.
CH:INSTRUMENT_NAME               	Ultimate 3000LC (Thermo)
CH:COLUMN_NAME                   	Waters ACQUITY UPLC HSS CN (100 x 2.1mm,1.8um)
CH:COLUMN_TEMPERATURE            	40°C
CH:FLOW_GRADIENT                 	0-1 min, 5% B; 1-12 min, 5-95% B; 12-13.5 min, 95% B; 13.5-13.6 min, 95-5% B;
CH:FLOW_GRADIENT                 	13.6-16.0 min, 5% B
CH:FLOW_RATE                     	0.3 mL·min-1
CH:SOLVENT_A                     	100% water; 0.05% formic acid
CH:SOLVENT_B                     	100% acetonitrile
CH:CHROMATOGRAPHY_TYPE           	Normal phase
#ANALYSIS
AN:ANALYSIS_TYPE                 	MS
#MS
MS:INSTRUMENT_NAME               	Thermo Q Exactive Orbitrap
MS:INSTRUMENT_TYPE               	Single quadrupole
MS:MS_TYPE                       	ESI
MS:MS_COMMENTS                   	ESI-: Heater Temp 300 °C, Sheath Gas Flow rate, 45 arb; Aux Gas Flow Rate,
MS:MS_COMMENTS                   	15arb; Sweep Gas Flow Rate, 1 arb; spray voltage, 3.2 kV; Capillary Temp,350
MS:MS_COMMENTS                   	°C; S-Lens RF Level, 60%.
MS:ION_MODE                      	NEGATIVE
#MS_METABOLITE_DATA
MS_METABOLITE_DATA:UNITS         	Peak area
MS_METABOLITE_DATA_START
Samples	HR1	HR2	HR3	HR4	HR5	HR6	N1	N2	N3	N4	N5	N6
Factors	Treatment:hypoxia/reoxygenation	Treatment:hypoxia/reoxygenation	Treatment:hypoxia/reoxygenation	Treatment:hypoxia/reoxygenation	Treatment:hypoxia/reoxygenation	Treatment:hypoxia/reoxygenation	Treatment:normoxia	Treatment:normoxia	Treatment:normoxia	Treatment:normoxia	Treatment:normoxia	Treatment:normoxia	
1_11-Undecanedicarboxylic acid	27.1858	19.2882	27.6533	37.6367	51.2066	85.0380	31.5742	38.0967	40.3760	36.6365	22.6534	25.2320
12_13-EpOME	510.4563	93.8081	487.6692	116.8321	78.2191	153.6630	111.2799	122.4989	94.9000	89.3927	846.3971	156.2516
12S-HHT	553.2388	678.1400	331.4618	510.6896	624.6877	588.1037	516.8231	380.3008	562.6576	306.4228	726.2483	396.7642
1_3_5-Trihydroxy-10-methylacridone	915.6195	898.1613	321.2467	332.4600	370.6676	310.5797	702.0468	187.0063	717.1527	167.4376	969.8061	82.1591
15_16-DiHODE	129.2842	7.2310	122.9074	8.2351	10.8178	51.6856	12.4701	10.9209	7.9371	9.5937	169.0624	18.3741
15(S)-Hydroxyeicosatrienoic acid	46.2337	56.2309	59.2443	60.4133	36.2693	76.2408	46.1718	59.2707	48.7323	55.2285	67.7927	69.2146
16(17)-EpDPE	51.7943	58.5453	76.5194	90.3112	35.9856	111.1194	72.9267	82.4239	76.2008	69.7170	91.9544	110.6668
16-Hydroxy hexadecanoic acid	1412.4319	1576.4503	1508.6216	1788.5457	877.8426	3026.0525	1189.2025	2769.9081	1548.6858	1543.1608	2021.9233	1758.1068
1-pentadecanoyl-glycero-3-phosphate	51.8312	59.0628	45.3458	57.7861	69.9306	52.1069	93.6231	82.4796	116.8147	77.6475	120.7106	63.3559
1-Phenyl-1_3-octadecanedione	32.6624	34.1901	33.3057	72.0843	49.0944	66.8222	38.6500	60.7299	48.4042	46.6353	67.4218	86.7593
20-Hydroxyeicosatetraenoic acid	206.8627	261.7772	254.8754	316.2446	164.0307	487.9519	187.1118	268.1710	210.8601	223.2996	257.8023	431.0150
2^-Deoxyguanosine 5^-monophosphate	96.3573	195.3871	46.8586	20.7766	129.7602	7.4801	165.7252	10.0287	131.7319	6.4324	205.0194	4.3052
2-Hydroxystearic acid	612.5538	476.3005	458.8209	627.1020	261.5624	1189.4343	161.4497	872.5315	438.3736	479.4279	622.4975	543.6840
3_4-Methyleneazelaic acid	3.4015	2.8482	2.1416	43.5839	46.4252	2.4105	1.7544	52.4290	84.8928	46.7716	2.0865	2.2883
"3-Aminosalicylic acid		61.3326	65.2842	59.0541	21.4055	50.2243	48.5143	76.0877	52.5262	65.8270	25.8806	67.5081
3-Furoic acid	41.2005	39.7837	30.8844	22.1717	34.8109	26.7404	33.3045	31.0296	31.4594	15.4653	53.1848	18.8280
3-Hydroxydodecanedioic acid	17.5765	21.5238	13.8424	15.7522	7.3417	31.0828	13.0970	36.7086	14.5981	11.0699	26.8133	15.5522
3-Hydroxynonanoic acid	15.8299	31.3584	13.8022	33.1421	14.5481	36.7443	23.2154	26.0407	13.7878	16.5823	17.9249	14.6052
3-hydroxypentadecanoic acid	25.7827	24.9690	30.9126	24.2334	19.1251	42.0950	25.2034	31.9732	26.3600	23.0194	30.7975	27.0533
3-hydroxypristanic acid	128.0035	78.8776	87.3142	157.0664	80.8644	2498.5500	38.6706	150.8639	81.9718	139.1656	100.7036	109.2935
3-Oxohexadecanoic acid	97.9385	70.5716	44.3805	93.4798	61.6554	751.9581	73.2258	84.7719	139.2314	70.6660	72.8648	75.6897
3-Oxooctadecanoic acid	561.3088	605.3970	576.2013	787.8704	360.5004	1218.5723	410.0021	876.4425	545.7212	556.7258	759.2057	656.1511
3-Phosphoglyceric acid	776.4929	1094.3177	890.8676	881.8974	555.2610	1064.1846	647.5282	2652.0772	886.4260	601.8290	1385.2739	492.8509
3-Sulfodeoxycholic acid	5.5702	5.9028	10.4368	585.5211	7.7574	365.7543	12.5863	546.7802	14.8616	361.8617	9.0491	442.4692
4-Dodecylbenzenesulfonic Acid	281.8957	259.0747	298.5612	336.8911	367.1146	1080.3306	321.7010	330.0176	290.9308	219.6144	650.2793	258.8183
4-Nitrophenol	214.1357	218.3332	203.9947	96.4872	155.6442	148.7108	248.3983	159.2717	199.5480	77.7437	201.5398	135.6844
5_8_11-Eicosatrienoic acid	295.8664	326.1320	260.6609	329.3184	321.0181	304.2013	203.7185	276.4265	377.6880	270.8137	461.1675	286.4623
5-Hydroxydecanoic acid	15.0354	18.1955	19.5149	32.9197	20.9569	26.7289	22.9890	24.8632	20.3162	18.3587	20.4195	19.7477
6-Phosphogluconic acid	182.3657	139.4953	36.1539	52.4131	53.1846	39.4886	82.1576	43.6552	62.7208	29.2446	225.9179	4.4611
7_8-Dehydro-beta-micropteroxanthin	201.7455	222.0052	265.9954	6316.3081	254.6251	4868.8720	379.7485	4073.3636	407.0263	4345.1264	284.4016	3241.0753
Acoric acid	146.8760	151.4793	132.9289	134.4392	106.2610	101.8399	252.9912	294.5599	284.7404	242.9825	226.5478	195.7599
Adipic acid	112.9601	148.4584	210.5296	143.5940	134.4799	181.6833	206.7212	198.6098	188.4872	146.0850	161.5370	141.3685
Adrenic acid	482.3270	475.8696	341.3361	456.0534	504.2341	517.8206	267.1824	404.2518	567.7579	343.1155	781.7753	439.3334
Arachidic acid	0.5801	0.6668	0.8656	36.3287	0.7720	19.6148	1.2482	44.6272	0.8491	27.3072	0.7619	34.7969
Arachidonic acid	3996.2609	4832.8253	3833.5866	3247.0089	4930.3532	2682.5326	4673.6139	3374.1494	4330.3151	2875.9102	6604.5640	3583.3076
Arnamiol	1500.8887	807.7273	1239.1751	822.3403	997.7944	1506.1850	959.8845	1021.9215	1339.3937	1146.2093	1221.6268	1096.4288
Azelaic acid	908.6680	533.0784	732.9905	554.0608	1009.3433	591.5858	646.6942	657.9663	799.2197	538.9745	598.5633	522.7284
Benzoic acid	59.6684	52.5264	55.2839	57.7345	47.7301	44.3561	58.1542	58.1904	57.3426	47.9127	50.9445	47.1195
beta-D-Glucose 6-phosphate	284.5839	108.5133	66.3249	111.2376	51.5746	151.3508	65.9485	112.7822	69.8620	71.2639	133.4141	20.9294
Butylparaben	61.8374	106.1550	100.3082	58.6798	60.9795	66.5229	85.5671	79.4410	68.6911	58.8529	83.2507	82.9189
Capryloylglycine	15.7058	13.6754	14.0570	18.7103	20.6325	8.3971	29.5281	13.9547	19.9214	15.5879	10.7811	16.3386
Citraconic acid	100.0383	84.1267	79.2818	113.5513	53.3076	123.6210	213.1026	184.9123	73.3893	74.6073	104.4500	41.7629
Citramalic acid	84.5302	69.3245	65.0240	47.6709	47.2389	48.4863	41.3639	66.2664	74.9900	22.7446	69.9607	21.3334
Citric acid	1252.2971	1330.6730	1239.7553	841.1463	1471.8303	926.0865	1139.8392	1065.8769	1213.0253	639.7437	1988.2930	734.4751
Cyclamic acid	4.8895	7.5241	11.1519	68.7175	15.1250	58.6723	15.6198	23.3819	15.4429	114.5489	16.0193	22.5682
Cytidine	147.0357	90.4321	136.0244	131.2933	84.5855	129.2734	137.4919	122.2087	110.2363	97.3480	152.1192	64.2355
Daphniphylline	343.5068	331.5418	284.1529	302.0625	322.6051	152.3204	313.5842	95.5251	324.1752	95.9412	446.3036	139.6499
Daucic acid	48.5203	61.8215	26.6051	23.9901	30.3308	31.5431	51.4813	2.6699	31.5531	3.8283	58.0943	5.5313
Diethyl phthalic acid	71.5321	78.9547	69.3779	385.2966	155.6553	74.2700	299.9278	163.0565	164.9634	160.7769	71.0142	137.4893
DL-o-Chlorophenylalanine	97271.0937	106016.5803	85572.0362	100187.2983	85362.3248	84920.4350	106432.1214	102685.0523	114549.6163	100979.2065	113188.3055	96803.3073
Docosahexaenoic acid	2737.7556	2840.7252	2407.5127	2907.1242	3382.8777	2845.1404	3270.8007	2825.3575	4216.8090	2637.4349	4972.1606	3025.1033
Docosapentaenoic acid	828.0786	993.3771	804.4610	1803.8539	1012.6708	1301.3105	979.8728	1516.6632	929.5235	1180.5499	1492.9586	1793.2347
Docosatrienoic acid	37.0143	50.5059	46.2994	79.5099	38.7640	83.3210	49.1688	63.4390	55.7468	84.2426	66.8291	81.5535
Dodecanedioic acid	50.7035	51.6321	59.6093	60.8636	54.2846	228.2923	58.0646	57.3312	50.9999	49.3826	52.2360	45.1117
Dodecanoic acid	147.6505	273.4245	165.9676	163.5826	128.7365	149.1250	175.3412	173.6228	137.8677	115.2053	167.2235	148.7688
Eicosadienoic acid 	13.0567	5.8136	21.4819	105.3996	27.3923	65.5997	3.4849	62.9892	34.0656	59.2807	4.1265	77.0941
Eicosapentaenoic acid	490.4079	670.7221	482.5432	550.3025	677.5620	581.2019	646.2355	547.3259	860.0581	490.5549	929.9112	555.1823
Ellagic acid	42.0731	43.8523	35.5710	38.3641	28.6341	25.7593	154.2108	127.6624	123.2524	85.6833	98.0309	63.7107
Estradiol	16.0196	28.0071	13.0418	12.0393	14.1209	12.9361	147.8544	18.8570	98.3923	61.7491	5.7473	5.0596
Ethyl tetradecanoate	41.7497	23.9698	35.5205	59.6581	25.6320	39.1515	19.6781	26.1954	23.6971	35.0741	28.2929	38.1920
gamma-Aminobutyric acid	31.8342	180.7074	16.9014	13.1338	20.1122	22.6858	13.9052	24.1506	12.1001	13.6256	128.8931	14.4254
gamma-Glutamylalanine	35.8489	44.4367	22.1575	7.5541	12.4743	17.2817	29.1319	10.6471	27.5046	3.7805	38.1014	4.6214
Ginkgoic acid	82.2093	90.2948	132.3959	126.1974	64.1560	187.6870	103.5181	133.8879	99.1769	111.4475	142.4175	172.9749
Glyceric acid	77.6347	72.6984	23.6329	39.1312	24.0135	21.9622	61.1489	102.9441	90.0899	29.9540	149.8163	10.6872
Glycerol 3-phosphate	59.1830	95.4583	50.4161	48.8729	41.7437	133.6486	24.2103	170.4877	30.9337	82.0938	43.2201	23.5665
Glycerophosphoglycerol	28.0790	25.4009	9.4995	12.9069	5.1468	22.1003	34.1341	32.8813	12.7616	8.1932	57.5326	3.8145
Glycyl-Phenylalanine	244.1907	304.9370	167.5240	282.8173	269.2327	194.3974	332.4831	161.6364	308.1050	172.5076	427.5753	101.6340
Guanine	27.6809	32.6303	23.7206	25.1348	21.6646	30.8545	22.0737	23.8877	25.5069	15.4547	31.6822	15.8869
Guanosine	32.0338	77.9832	29.0682	20.8482	57.2667	8.2605	62.8929	3.9221	36.2089	5.0566	57.3397	6.5752
Guanosine monophosphate	106.9874	273.5841	39.9360	18.3100	121.7989	2.0573	172.6172	2.3044	126.5225	3.0228	308.5620	1.4961
Heptadecanoic acid	1.2184	1.0260	2.1516	98.9942	1.0790	61.4129	2.3325	117.8355	1.0597	88.8173	2.0708	110.4048
Heptanoylcarnitine	4.0668	1.3596	3.6483	38.7892	29.1917	3.5821	3.2082	22.4171	15.1196	18.5764	3.0202	6.3743
Heptylmalonic acid	128.9093	116.9301	126.7575	116.0902	263.1569	270.5639	145.9514	121.9234	107.5685	96.6167	115.3923	93.2925
Hexadecanedioic acid	10.0368	11.3887	11.0913	10.7088	10.1654	65.5708	11.4109	13.3711	10.8970	11.7376	10.5515	14.2687
Hypoxanthine	546.0189	744.3273	678.5035	606.1112	584.9612	731.4823	559.8058	782.8674	493.0504	516.8405	707.8829	743.0491
Indole	543.8866	575.0484	519.8701	501.9453	432.2757	445.4606	620.6502	575.3022	528.3781	539.0033	476.3874	513.3732
Inosine	194.6967	436.2897	212.7006	107.8097	403.1797	55.4597	312.5992	39.4828	214.8232	28.5570	310.9410	54.8899
Isotetrandrine	84.1494	88.6583	73.9657	70.4844	73.0653	43.1535	108.2416	48.5053	126.7996	49.1877	158.9786	72.8318
Jasmonic acid	24.8935	24.0392	12.8542	28.2485	8.0834	50.9911	39.4435	40.8052	6.8467	100.7187	6.2973	5.6277
Ketoleucine	36.2613	48.3990	38.4172	49.2496	63.7506	121.8155	35.7285	243.3293	53.4621	84.4317	58.6104	118.9946
L-Arginine	244.9418	270.0210	148.0570	151.2984	131.4678	224.8994	232.5868	332.3430	277.7285	131.9071	304.1923	113.7713
L-Asparagine	377.9087	251.5349	26.7095	166.8911	105.4907	215.5639	421.0636	188.8711	286.9330	77.7288	415.0999	61.2493
L-Aspartic acid	548.7230	366.8261	254.9568	233.9281	174.4624	222.8123	563.8517	569.1766	321.4104	324.2302	616.6833	154.1030
L-Glutamic acid	1109.7535	1114.4742	676.8251	595.0804	557.9976	936.5495	2245.2707	1162.7300	1099.4606	244.2128	993.0669	1311.1206
L-Glutamic acid 5-phosphate	72.9616	69.8496	128.5838	70.0453	139.8376	89.8545	38.9256	219.9721	92.8605	74.2901	78.6884	140.4965
L-Glutamine	410.2962	439.4153	168.5080	468.0135	297.3132	614.2000	721.7532	106.6267	622.1183	126.1458	994.5867	99.4999
L-Histidine	277.1788	467.3108	161.0392	197.1282	169.1964	274.2752	364.6101	396.8881	291.9153	112.1252	260.7615	103.7218
Linoleic acid	96.2219	50.3500	104.3428	145.4249	49.5730	107.4170	59.3401	134.2985	56.9645	102.8896	109.1498	89.5873
L-Lactic acid	1297.2447	2078.1908	4290.6981	2179.6243	2332.3013	1721.5369	1799.6074	5065.9561	3587.8937	1824.0618	1856.5042	2666.5589
L-Leucine	1220.9684	1208.6319	765.8776	712.0962	799.7511	814.6514	1166.1674	945.5286	1242.4173	492.2465	1548.1527	451.5989
L-Lysine	113.8913	100.5039	42.4938	53.0066	43.4289	61.8147	47.8666	42.8894	70.4378	37.3925	139.5023	28.7641
L-Methionine	134.5156	209.7924	178.0102	176.6458	174.3865	191.7747	201.9777	137.8913	151.3423	95.7539	302.2108	58.1481
L-Phenylalanine	1375.5693	2662.3247	918.6669	1106.1526	1187.7795	2116.5299	1547.6932	994.7202	2743.4332	633.6385	2324.3378	649.0241
L-Threonine	205.1008	171.6088	93.9245	116.8610	92.4285	141.0954	356.5797	184.6867	293.4414	118.5444	322.1923	79.1188
L-Tryptophan	218.6549	255.9661	158.4051	275.7867	201.9603	130.5734	272.7076	157.9092	279.9053	166.3916	376.6305	92.7454
L-Tyrosine	591.1680	770.8666	433.8632	572.0457	408.0118	574.2698	654.1856	467.6698	516.0406	349.6435	813.9041	251.8711
L-Valine	98.6892	92.5038	67.1136	90.9973	70.6917	113.8011	101.7031	97.3691	98.1450	70.9204	160.6017	51.4489
LysoPE(14:0/0:0)	73685.4356	106484.2190	115940.1605	91840.0467	97830.2359	95071.6150	101215.6981	85777.5906	97106.4206	74049.4778	84457.9634	86356.4768
LysoPE(16:0/0:0)	476.8893	546.7922	476.6910	412.3716	497.9519	237.3500	518.6603	169.3288	554.7025	102.1072	673.7316	187.8095
LysoPE(16:1(9Z)/0:0)	199.3408	209.9430	187.7101	136.1686	231.3143	97.9947	237.3818	97.6046	211.3072	40.5511	263.7968	98.4862
LysoPE(18:0/0:0)	2147.4931	2449.7759	1928.4057	1706.5509	2148.2225	850.5001	2418.7462	717.9445	2688.6553	439.0929	3064.4953	747.4706
LysoPE(18:1(9Z)/0:0)	1273.8411	1402.8860	1207.2015	848.3900	1455.3946	450.9644	1701.7887	420.3533	1664.1960	247.3762	1777.3223	468.5850
LysoPE(18:2(9Z_12Z)/0:0)	97.7661	100.3974	87.8441	52.4608	108.7229	36.0464	116.5878	40.8532	118.4447	17.9135	134.8782	38.9386
LysoPE(20:4(5Z_8Z_11Z_14Z)/0:0)	1325.0037	1808.0856	1610.7954	725.8849	1222.8871	1216.6386	2388.5379	1189.7136	1542.1458	402.1464	1175.0045	972.8386
LysoPE(20:5(5Z_8Z_11Z_14Z_17Z)/0:0)	130.8165	225.9599	133.1682	77.7745	159.1200	133.0659	201.9344	120.0171	193.7926	64.6159	229.7665	88.8433
"LysoPE(22:4(7Z_10Z_13Z_16Z)/0:0)		273.0335	376.9711	318.2772	150.1319	204.8805	260.0306	410.7381	300.5773	432.6831	133.3364	359.2653
LysoPE(22:6(4Z_7Z_10Z_13Z_16Z_19Z)/0:0)	924.4210	1081.6871	769.7606	622.7491	772.5046	508.1082	825.6483	304.4891	816.0947	187.2824	1072.3569	342.9895
LysoPE(P-16:0/0:0)	4604.7624	4816.1420	3892.1979	3495.6214	4544.4100	2270.2595	5331.4778	1361.2379	5077.2304	1389.0637	6443.0468	1992.5664
LysoPI(16:0/0:0)	260.5738	263.7731	218.9941	253.5069	323.9277	242.9160	45.5351	24.1764	21.5882	39.3071	45.3740	10.9073
LysoPI(18:0/0:0)	1744.7932	1750.6674	88.1078	2652.1559	312.0285	1980.7465	4.4294	2665.2981	1925.0050	4775.8613	1392.4623	3357.3701
LysoPI(20:4(5Z_8Z_11Z_14Z)/0:0)	1547.2724	1732.7226	1458.3706	1651.3901	1980.1248	1098.7216	2344.6342	737.2886	2072.3543	1028.1730	3380.5469	1408.4780
Maleic acid	251.8283	129.5174	83.9702	123.6764	78.8884	138.0321	281.9108	225.2325	162.4599	153.9848	195.4859	81.6277
Malic acid	2254.4898	1747.6897	1275.1642	1179.1567	966.0013	1603.0481	1047.4326	2952.8293	1674.2898	1051.8540	1914.0815	1231.2074
Malonic acid	47.9112	14.0251	20.6258	22.6570	14.3865	25.4213	3.5558	23.5213	24.4114	28.4632	23.9800	30.2324
Methylmalonic acid	681.2647	762.5452	607.1014	526.0508	581.0889	364.6925	569.2437	410.4540	717.5412	221.6151	903.4659	303.5604
Mitotane	2617.8027	2830.7993	2334.8058	2254.9995	2548.5049	2098.5324	2943.2955	2618.5881	2615.4527	2726.6778	2335.1302	2423.2053
Monoethylhexyl phthalic acid	66.6761	41.0639	63.3972	57.6384	61.8908	48.4238	62.2579	87.8739	62.9947	46.4282	63.4336	72.8391
Myristoylglycine	41.3760	44.3802	26.5320	34.7925	32.1752	39.9449	36.7069	34.5546	43.1771	23.9605	53.3205	32.8774
Myrsinone	4074.8318	2943.8163	2913.7795	3361.0239	3189.9739	1765.7265	5027.3778	3657.8185	3871.1685	2684.1955	1523.4345	3924.0561
N-Acetyl-L-glutamic acid	32.8677	43.6267	34.3190	28.8042	33.9995	28.1622	26.9167	28.8773	28.8896	18.1394	49.9293	26.6839
N-Acetyl-L-methionine	412.7884	435.2415	247.3490	132.7648	283.8330	255.6571	357.2498	334.3938	394.7825	17.2777	698.4989	187.1056
N-Decanoylglycine	65.8557	43.8907	60.4939	299.7174	298.4510	57.4349	98.0839	219.9289	152.5698	166.1603	47.0857	83.9303
N-Desmethylzopiclone	20.4054	24.2072	47.5399	16.5970	44.6783	25.6153	12.8087	76.1693	28.2444	17.1556	20.3543	50.2406
N-Heptanoylglycine	256.7283	268.9317	234.8051	336.1328	295.4831	227.2824	74.1795	333.8130	320.1781	319.1840	305.5508	237.7755
N-Lauroylglycine	14.0798	6.0030	10.7559	28.5433	35.7168	9.5601	15.5740	24.9534	15.9544	18.0940	7.4769	12.2208
"N-Nonanoylglycine		81.6252	41.8986	51.9426	98.5686	139.2896	57.0168	88.6544	109.5232	107.2564	98.3786	34.9219
N-Undecanoylglycine	1235.2507	663.4783	1128.4547	2646.4482	3326.0983	1306.3584	1529.8964	2341.0723	1459.1954	1824.6786	875.1557	1200.9872
N-Undecylbenzenesulfonic acid	236.2475	165.4940	216.1689	343.1109	349.9915	411.9008	510.1726	402.9785	551.8282	337.5298	320.0893	198.1916
Octadecyl fumarate	5.6144	3.3991	8.0343	5.6285	8.0058	16.7669	2.5861	3.3622	3.2794	2.3185	96.0861	7.7112
Oleic acid	328.7712	162.2194	273.0235	265.0528	174.8434	238.1985	124.5211	217.6980	194.0986	159.7780	256.7652	278.1363
Oleoylglycerophosphoserine	668.8331	808.6855	628.9209	662.9048	821.8056	409.3988	1136.0039	307.9833	1151.2523	563.7291	1399.6783	489.6562
O-Phosphoethanolamine	141.4503	169.1356	104.8727	131.6869	75.2409	13.9558	83.7492	153.7428	83.0075	65.6727	119.4345	46.4271
PA(8:0/8:0)	46.5154	48.3230	43.7182	44.9127	53.4759	55.3592	37.0925	36.4590	53.6034	25.6146	64.3410	40.1876
Pantothenic acid	56.3114	78.9841	77.5058	48.0331	124.2209	83.6757	58.9308	59.4314	74.8936	57.7037	59.6045	85.5539
Phaseolic acid	46.6120	82.9093	32.6209	24.1436	32.9551	25.2902	365.5064	49.7063	255.5122	130.1274	14.4036	18.3829
"Phenylacetylglycine		345.6665	479.9332	900.6472	456.6669	1264.4640	554.2723	406.3876	1151.3835	462.0980	422.5882	347.5478
Phosphate	15770.3260	13765.5554	10820.1234	17004.0138	13009.9995	8198.5054	13620.4639	16713.1911	13940.5370	23275.6043	14250.3626	9126.8661
Phosphoenolpyruvic acid	304.0088	403.2190	259.7311	315.8320	130.4666	478.5346	189.3921	1512.5832	292.3747	62.2460	486.2183	301.4697
Phthalic acid	720.5070	518.9858	601.2127	815.9030	413.6450	493.2826	469.4828	589.4849	391.8085	513.9597	436.0284	447.9022
Pimelic acid	64.3734	87.2530	87.2871	101.9926	54.8363	139.9794	73.3203	68.0205	75.4069	64.8383	73.9143	70.3451
Piperochromenoic acid	83.2659	96.7061	61.7864	126.0514	91.5571	79.0628	149.7704	118.7609	227.2411	90.6932	149.9943	69.1123
Prostaglandin E1	254.5857	300.3278	220.4058	183.3785	241.4099	271.7051	201.7485	334.7428	272.3992	192.0502	347.2611	269.5053
Prostaglandin E2	135.4853	165.6138	291.3462	294.6503	155.1850	457.6652	122.6340	368.1607	151.8761	293.5238	182.6532	429.0298
PS(15:0/20:1(11Z))	221.2885	97.9794	55.5812	126.4482	171.3916	70.0959	5.8439	4.2487	3.8924	90.4854	97.4992	72.4691
PS(20:0/15:0)	111.9072	371.6215	799.1669	228.7484	472.9590	974.9194	552.4476	1013.4604	72.8843	25.6573	328.5102	864.3013
PS(22:0/15:0)	2036.1023	1947.1599	3929.7266	1630.2101	1335.8593	2617.0987	7.2166	19.7939	41.5709	418.7976	1731.7384	201.6779
Pyroglutamic acid	1817.7117	2025.9075	3341.9472	1571.5945	2916.1152	2273.4500	1259.3140	6086.8196	2349.3676	1730.8083	1975.6861	3415.8258
Quercetin	0.4344	0.4586	0.4390	0.4100	0.3772	0.3368	0.5272	0.4135	0.4754	0.3807	0.4276	0.4194
Quinic acid	39.3546	42.9427	37.3265	36.2016	33.9385	27.0187	75.9110	95.4291	97.1574	250.6931	192.7825	150.2969
Serine	350.1068	363.4691	197.5838	226.0010	144.0017	287.1382	221.6636	334.1611	237.9254	194.2758	384.3232	123.6976
Sphingosine 1-phosphate	46.9539	35.9914	23.3748	27.3875	21.1204	27.9848	15.5449	20.5904	26.7429	7.7207	40.0259	17.0495
Stearic acid	520.3902	108.4091	138.3038	160.5481	293.1636	300.4400	34.9197	194.2064	534.0086	183.0892	740.4355	249.0641
Suberic acid	219.9843	253.9535	287.2797	243.5409	270.6073	286.4756	259.5542	256.0736	278.2178	227.5554	238.1213	171.1218
Taurocholic acid	113.5611	171.5779	107.6228	108.1785	74.0772	84.6587	65.2613	87.4881	64.7067	75.6975	93.4264	79.7992
Taurodeoxycholic acid	2371.2919	2366.2373	2240.7635	2011.1331	1983.0912	2046.4559	1870.6738	2313.7230	2156.9455	1807.2349	1927.1972	1890.8283
Tetracosahexaenoic acid	39.8075	77.1003	56.4157	42.0862	80.3600	49.4394	56.5003	39.3831	70.3633	38.4651	81.8641	31.7851
Tetradecanedioic acid	20.6300	20.5790	20.5404	24.3293	22.2849	110.8534	22.6804	23.3789	23.7597	21.9448	20.4729	18.4033
Thromboxane B2	48.9448	61.2649	52.7081	53.1318	52.0154	55.3724	48.5992	47.8267	54.1242	24.8906	69.6747	43.6429
Thymidine	1.7622	0.9304	257.4044	2.3245	1.0919	5.2365	1.2959	0.8202	2.2639	1.4258	1.7589	1.8917
Tragopogonsaponin L	673.3313	626.4979	710.0541	702.5874	630.0825	664.5502	352.1990	397.2980	367.5694	519.6880	478.2533	247.6736
Tridecanoylglycine	18.3212	9.0170	29.4568	55.1276	71.7153	32.3667	34.6459	44.6033	28.8919	36.5147	11.6092	23.3709
Trifluoroacetic acid	5133.5025	5742.5652	5013.3213	4966.3111	5262.0680	4214.5968	6414.5235	5703.5472	6092.3913	5503.1521	5548.6891	4997.4555
Tylosin	127.0105	142.0510	126.7397	117.4667	122.5531	112.0394	101.2416	104.6519	107.2957	91.4488	103.2435	87.7824
Undecanedioic acid	101.0873	71.7596	95.2290	86.4081	111.5736	256.3070	80.3671	98.8410	93.4882	80.8821	79.4015	74.0466
Uracil	178.5334	210.4422	93.7064	173.6791	139.7557	99.6373	65.5250	219.4912	83.6203	96.1662	206.9832	70.4727
Uridine	130.3714	248.0034	60.8429	54.3041	154.8265	54.7210	185.2015	47.1652	121.4291	50.5666	186.8258	95.3844
Uridine 5^-monophosphate	206.3402	481.3685	128.4371	62.2796	265.5036	3.4083	631.8431	4.0674	462.3242	6.2931	789.3263	1.8226
Urocanic acid	58.0795	56.6750	119.7760	43.4370	57.0273	57.6672	116.3768	124.4608	321.7615	78.5391	115.8072	91.5446
MS_METABOLITE_DATA_END
#METABOLITES
METABOLITES_START
metabolite_name	pubchem_id	inchi_key	kegg_id	other_id	other_id_type	ri	ri_type	moverz_quant	
1,11-Undecanedicarboxylic acid						7.823			
12,13-EpOME						10.332			
12S-HHT						9.381			
1,3,5-Trihydroxy-10-methylacridone						0.824			
15,16-DiHODE						9.297			
15(S)-Hydroxyeicosatrienoic acid						10.895			
16(17)-EpDPE						10.553			
16-Hydroxy hexadecanoic acid						12.231			
1-pentadecanoyl-glycero-3-phosphate						12.554			
1-Phenyl-1,3-octadecanedione						13.694			
20-Hydroxyeicosatetraenoic acid						10.585			
2'-Deoxyguanosine 5'-monophosphate						1.308			
2-Hydroxystearic acid						13.352			
3,4-Methyleneazelaic acid						6.459			
"3-Aminosalicylic acid						"			
3-Furoic acid						1.31			
3-Hydroxydodecanedioic acid						5.138			
3-Hydroxynonanoic acid						7.338			
3-hydroxypentadecanoic acid						11.6			
3-hydroxypristanic acid						12.923			
3-Oxohexadecanoic acid						10.455			
3-Oxooctadecanoic acid						12.504			
3-Phosphoglyceric acid						1.075			
3-Sulfodeoxycholic acid						13.983			
4-Dodecylbenzenesulfonic Acid						14.449			
4-Nitrophenol						5.836			
5,8,11-Eicosatrienoic acid						13.348			
5-Hydroxydecanoic acid						8.101			
6-Phosphogluconic acid						1.067			
7,8-Dehydro-beta-micropteroxanthin						14			
Acoric acid						10.375			
Adipic acid						3.185			
Adrenic acid						13.398			
Arachidic acid						14.043			
Arachidonic acid						12.728			
Arnamiol						9.031			
Azelaic acid						5.331			
Benzoic acid						3.999			
beta-D-Glucose 6-phosphate						0.996			
Butylparaben						7.749			
Capryloylglycine						5.011			
Citraconic acid						0.831			
Citramalic acid						0.841			
Citric acid						1.31			
Cyclamic acid						13.995			
Cytidine						0.961			
Daphniphylline						10.524			
Daucic acid						0.802			
Diethyl phthalic acid						7.497			
DL-o-Chlorophenylalanine						3.321			
Docosahexaenoic acid						12.555			
Docosapentaenoic acid						12.867			
Docosatrienoic acid						14.128			
Dodecanedioic acid						7.242			
Dodecanoic acid						7.709			
Eicosadienoic acid 						13.945			
Eicosapentaenoic acid						12.136			
Ellagic acid						4.619			
Estradiol						3.192			
Ethyl tetradecanoate						13.411			
gamma-Aminobutyric acid						0.805			
gamma-Glutamylalanine						0.831			
Ginkgoic acid						10.822			
Glyceric acid						0.964			
Glycerol 3-phosphate						0.918			
Glycerophosphoglycerol						0.811			
Glycyl-Phenylalanine						3.297			
Guanine						0.983			
Guanosine						1.52			
Guanosine monophosphate						1.309			
Heptadecanoic acid						13.972			
Heptanoylcarnitine						6.244			
Heptylmalonic acid						5.996			
Hexadecanedioic acid						9.566			
Hypoxanthine						1.295			
Indole						3.329			
Inosine						1.533			
Isotetrandrine						14.541			
Jasmonic acid						6.796			
Ketoleucine						4.124			
L-Arginine						0.779			
L-Asparagine						0.907			
L-Aspartic acid						0.927			
L-Glutamic acid						0.819			
L-Glutamic acid 5-phosphate						1.301			
L-Glutamine						0.843			
L-Histidine						0.824			
Linoleic acid						12.876			
L-Lactic acid						1.291			
L-Leucine						1.591			
L-Lysine						0.706			
L-Methionine						1.29			
L-Phenylalanine						2.511			
L-Threonine						0.938			
L-Tryptophan						3.177			
L-Tyrosine						1.339			
L-Valine						1.057			
LysoPE(14:0/0:0)						7.975			
LysoPE(16:0/0:0)						10.105			
LysoPE(16:1(9Z)/0:0)						9.333			
LysoPE(18:0/0:0)						11.406			
LysoPE(18:1(9Z)/0:0)						10.449			
LysoPE(18:2(9Z,12Z)/0:0)						9.705			
LysoPE(20:4(5Z,8Z,11Z,14Z)/0:0)						9.565			
LysoPE(20:5(5Z,8Z,11Z,14Z,17Z)/0:0)						9.003			
"LysoPE(22:4(7Z,10Z,13Z,16Z)/0:0)						"			
LysoPE(22:6(4Z,7Z,10Z,13Z,16Z,19Z)/0:0)						9.688			
LysoPE(P-16:0/0:0)						10.485			
LysoPI(16:0/0:0)						11.368			
LysoPI(18:0/0:0)						10.059			
LysoPI(20:4(5Z,8Z,11Z,14Z)/0:0)						10.639			
Maleic acid						0.903			
Malic acid						0.838			
Malonic acid						13.431			
Methylmalonic acid						1.502			
Mitotane						0.733			
Monoethylhexyl phthalic acid						9.968			
Myristoylglycine						10.786			
Myrsinone						8.382			
N-Acetyl-L-glutamic acid						1.327			
N-Acetyl-L-methionine						3.4			
N-Decanoylglycine						6.219			
N-Desmethylzopiclone						5.048			
N-Heptanoylglycine						4.358			
N-Lauroylglycine						7.368			
"N-Nonanoylglycine						"			
N-Undecanoylglycine						6.796			
N-Undecylbenzenesulfonic acid						14.424			
Octadecyl fumarate						13.408			
Oleic acid						13.619			
Oleoylglycerophosphoserine						11.141			
O-Phosphoethanolamine						0.968			
PA(8:0/8:0)						4.918			
Pantothenic acid						2.804			
Phaseolic acid						3.197			
"Phenylacetylglycine						"			
Phosphate						0.98			
Phosphoenolpyruvic acid						1.021			
Phthalic acid						4.011			
Pimelic acid						3.919			
Piperochromenoic acid						14.441			
Prostaglandin E1						6.94			
Prostaglandin E2						7.127			
PS(15:0/20:1(11Z))						14.482			
PS(20:0/15:0)						14.48			
PS(22:0/15:0)						14.483			
Pyroglutamic acid						1.304			
Quercetin						5.398			
Quinic acid						12.056			
Serine						0.931			
Sphingosine 1-phosphate						8.875			
Stearic acid						10.319			
Suberic acid						4.643			
Taurocholic acid						7.723			
Taurodeoxycholic acid						8.428			
Tetracosahexaenoic acid						13.15			
Tetradecanedioic acid						8.413			
Thromboxane B2						6.06			
Thymidine						3.716			
Tragopogonsaponin L						7.722			
Tridecanoylglycine						7.937			
Trifluoroacetic acid						0.739			
Tylosin						8.023			
Undecanedioic acid						6.629			
Uracil						1.1			
Uridine						0.84			
Uridine 5'-monophosphate						1.306			
Urocanic acid						0.944			
METABOLITES_END
#END