#METABOLOMICS WORKBENCH juliehaines_20230509_073244 DATATRACK_ID:4015 STUDY_ID:ST002712 ANALYSIS_ID:AN004395 PROJECT_ID:PR001681
VERSION             	1
CREATED_ON             	May 25, 2023, 12:37 pm
#PROJECT
PR:PROJECT_TITLE                 	Ranolazine induced metabolic rewiring improves melanoma responses to targeted
PR:PROJECT_TITLE                 	therapy and immunotherapy
PR:PROJECT_SUMMARY               	Metabolic rewiring affects resistance of melanoma to targeted- and
PR:PROJECT_SUMMARY               	immuno-therapy. We have found that increased fatty acid oxidation (FAO) during
PR:PROJECT_SUMMARY               	late stages of BRAF inhibitor (BRAFi) treatment enables the establishment of
PR:PROJECT_SUMMARY               	acquired resistance. Targeting FAO with ranolazine in vivo once acquired
PR:PROJECT_SUMMARY               	BRAFi-resistance emerges delays tumour recurrence. Single cell RNAseq analysis
PR:PROJECT_SUMMARY               	revealed that ranolazine diminishes the transcriptional NGFRhigh neural crest
PR:PROJECT_SUMMARY               	stem cell subpopulation, which is refractory against BRAFi and immunotherapy.
PR:PROJECT_SUMMARY               	Moreover, by rewiring the methionine salvage pathway, ranolazine enhanced
PR:PROJECT_SUMMARY               	melanoma immunogenicity through increased antigen presentation and interferon
PR:PROJECT_SUMMARY               	signalling. Combination of ranolazine with anti-PD-L1 antibodies strongly
PR:PROJECT_SUMMARY               	improved survival in mice, where it increased lymphocyte infiltration and
PR:PROJECT_SUMMARY               	enhanced anti-tumour responses. Altogether, we show that ranolazine increases
PR:PROJECT_SUMMARY               	the efficacy of targeted melanoma therapy through fatty acid and methionine
PR:PROJECT_SUMMARY               	salvage metabolic rewiring. Importantly, our study suggests that ranolazine
PR:PROJECT_SUMMARY               	could sensitize BRAFi-resistant tumours to immunotherapy, by modulating melanoma
PR:PROJECT_SUMMARY               	cell recognition and immune infiltration. Ranolazine is an FDA and EMA-approved
PR:PROJECT_SUMMARY               	anti-anginal drug with very mild side effects, and our preclinical data
PR:PROJECT_SUMMARY               	encourage its use as a therapeutic option to improve the two main therapeutic
PR:PROJECT_SUMMARY               	strategies currently used to treat metastatic melanoma.
PR:INSTITUTE                     	University of Colorado Denver
PR:LABORATORY                    	Lab of Angelo D'Alessandro in collaboration with lab of Imanol Arozarena
PR:LAST_NAME                     	Haines
PR:FIRST_NAME                    	Julie
PR:ADDRESS                       	12801 E 17th Ave, Room 1303, Aurora, Colorado, 80045, USA
PR:EMAIL                         	julie.haines@cuanschutz.edu
PR:PHONE                         	3037243339
#STUDY
ST:STUDY_TITLE                   	Ranolazine induced metabolic rewiring improves melanoma responses to targeted
ST:STUDY_TITLE                   	therapy and immunotherapy - metabolomics
ST:STUDY_SUMMARY                 	Metabolomics analysis was performed on A375 melanoma cells resistant to BRAF
ST:STUDY_SUMMARY                 	inhibitor vemurafenib (VR) and cells resistant to VR and treated with fatty acid
ST:STUDY_SUMMARY                 	oxidation inhibitor ranolazine.
ST:INSTITUTE                     	University of Colorado Denver
ST:LAST_NAME                     	Haines
ST:FIRST_NAME                    	Julie
ST:ADDRESS                       	12801 E 17th Ave, Room 1303, Aurora, Colorado, 80045, USA
ST:EMAIL                         	julie.haines@cuanschutz.edu
ST:PHONE                         	3037243339
#SUBJECT
SU:SUBJECT_TYPE                  	Cultured cells
SU:SUBJECT_SPECIES               	Homo sapiens
SU:GENDER                        	Female
SU:CELL_BIOSOURCE_OR_SUPPLIER    	ATCC
SU:CELL_STRAIN_DETAILS           	A375
#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           	-	A375P 5	Treatment:VEHICLE	RAW_FILE_NAME=AG-M-1
SUBJECT_SAMPLE_FACTORS           	-	A375P 6	Treatment:VEHICLE	RAW_FILE_NAME=AG-M-2
SUBJECT_SAMPLE_FACTORS           	-	A375P 7	Treatment:VEHICLE	RAW_FILE_NAME=AG-M-3
SUBJECT_SAMPLE_FACTORS           	-	A375P 8	Treatment:VEHICLE	RAW_FILE_NAME=AG-M-4
SUBJECT_SAMPLE_FACTORS           	-	A375 VR 5	Treatment:VEMURA	RAW_FILE_NAME=AG-M-5
SUBJECT_SAMPLE_FACTORS           	-	A375 VR 6	Treatment:VEMURA	RAW_FILE_NAME=AG-M-6
SUBJECT_SAMPLE_FACTORS           	-	A375 VR 7	Treatment:VEMURA	RAW_FILE_NAME=AG-M-7
SUBJECT_SAMPLE_FACTORS           	-	A375 VR 8	Treatment:VEMURA	RAW_FILE_NAME=AG-M-8
SUBJECT_SAMPLE_FACTORS           	-	A375 VR-Rano 5	Treatment:VEMURA+RANO	RAW_FILE_NAME=AG-M-9
SUBJECT_SAMPLE_FACTORS           	-	A375 VR-Rano 6	Treatment:VEMURA+RANO	RAW_FILE_NAME=AG-M-10
SUBJECT_SAMPLE_FACTORS           	-	A375 VR-Rano 7	Treatment:VEMURA+RANO	RAW_FILE_NAME=AG-M-11
SUBJECT_SAMPLE_FACTORS           	-	A375 VR-Rano 8	Treatment:VEMURA+RANO	RAW_FILE_NAME=AG-M-12
#COLLECTION
CO:COLLECTION_SUMMARY            	All cell lines had been authenticated in 2021. Cells were expanded to generate
CO:COLLECTION_SUMMARY            	enough vials from a single batch before the start of the study. Cell lines were
CO:COLLECTION_SUMMARY            	cultured in Dulbecco’s Eagle’s Medium (DMEM) (cat#61965026, Gibco)
CO:COLLECTION_SUMMARY            	supplemented with 10% fetal bovine serum (cat#10500064, Gibco) plus 1%
CO:COLLECTION_SUMMARY            	penicillin/streptomycin (cat#15140122, Gibco). Cells were grown at 37°C in a 5%
CO:COLLECTION_SUMMARY            	CO2 environment.
CO:SAMPLE_TYPE                   	Melanoma cells
#TREATMENT
TR:TREATMENT_SUMMARY             	Melanoma cells seeded in 6-well plates were treated for 7 days with a high dose
TR:TREATMENT_SUMMARY             	(5 or 10μM as indicated) of vemurafenib before switching to a lower
TR:TREATMENT_SUMMARY             	concentration of the drug (0,5 or 1μM). Fresh medium and vemurafenib was added
TR:TREATMENT_SUMMARY             	once weekly for further 3-4 weeks until arising colonies grew to confluence.
TR:TREATMENT_SUMMARY             	Fatty Acid oxidation inhibitors ranolazine, etomoxir or thiroridazine were added
TR:TREATMENT_SUMMARY             	once a week.
#SAMPLEPREP
SP:SAMPLEPREP_SUMMARY            	Metabolites from frozen cell pellets were extracted with cold 5:3:2
SP:SAMPLEPREP_SUMMARY            	MeOH:acetonitrile:water at a concentration of 2 million cells/mL. Samples were
SP:SAMPLEPREP_SUMMARY            	vortexed 30 min at 4 degrees C then supernatants clarified by centrifugation (10
SP:SAMPLEPREP_SUMMARY            	min, 10,000 g, 4 degrees C) and transferred to autosampler vials.
SP:PROCESSING_STORAGE_CONDITIONS 	4℃
SP:EXTRACT_STORAGE               	-80℃
#CHROMATOGRAPHY
CH:CHROMATOGRAPHY_SUMMARY        	Negative C18
CH:CHROMATOGRAPHY_TYPE           	Reversed phase
CH:INSTRUMENT_NAME               	Thermo Vanquish
CH:COLUMN_NAME                   	Phenomenex Kinetex C18 (150 x 2.1mm,1.7um)
CH:SOLVENT_A                     	95% water 5% acetonitrile 1 mM ammonium acetate
CH:SOLVENT_B                     	95% acetonitrile 5% water 1 mM ammonium acetate
CH:FLOW_GRADIENT                 	0-0.5 min 0% B, 0.5-1.1 min 0-100% B, 1.1-2.75 min hold at 100% B, 2.75-3 min
CH:FLOW_GRADIENT                 	100-0% B, 3-5 min hold at 0% B
CH:FLOW_RATE                     	450 uL/min
CH:COLUMN_TEMPERATURE            	45
CH:SAMPLE_INJECTION              	10 uL
#ANALYSIS
AN:ANALYSIS_TYPE                 	MS
#MS
MS:INSTRUMENT_NAME               	Thermo Orbitrap Exploris 480
MS:INSTRUMENT_TYPE               	Orbitrap
MS:MS_TYPE                       	ESI
MS:ION_MODE                      	NEGATIVE
MS:MS_COMMENTS                   	We use a Thermo Orbitrap Exploris 120 (not available in the drop down box).
MS:MS_COMMENTS                   	Resolution 120,000, scan range 65-975 m/z, maximum injection time 100 ms,
MS:MS_COMMENTS                   	microscans 1, automatic gain control (AGC) detection duration 20 msec, source
MS:MS_COMMENTS                   	voltage 2.0 kV, capillary temperature 320 C, vaporizer temp 200 C, and sheath
MS:MS_COMMENTS                   	gas 50, auxiliary gas 10, and sweep gas 1 (all nitrogen). Data converted to
MS:MS_COMMENTS                   	mzXML using RawConverter. Metabolites were annotated and integrated using Maven
MS:MS_COMMENTS                   	in conjunction with the KEGG database.
#MS_METABOLITE_DATA
MS_METABOLITE_DATA:UNITS	peak area
MS_METABOLITE_DATA_START
Samples	A375P 5	A375P 6	A375P 7	A375P 8	A375 VR 5	A375 VR 6	A375 VR 7	A375 VR 8	A375 VR-Rano 5	A375 VR-Rano 6	A375 VR-Rano 7	A375 VR-Rano 8
Factors	Treatment:VEHICLE	Treatment:VEHICLE	Treatment:VEHICLE	Treatment:VEHICLE	Treatment:VEMURA	Treatment:VEMURA	Treatment:VEMURA	Treatment:VEMURA	Treatment:VEMURA+RANO	Treatment:VEMURA+RANO	Treatment:VEMURA+RANO	Treatment:VEMURA+RANO
L-histidine	629298	505553	312987	527151	415672	373934	341026	342263	284259	336111	222887	377149
L-serine	177579	200893	145419	175301	336356	340313	318120	420769	159292	191270	137133	251842
ATP	12375167	11535356	9427658	12636984	3348722	2522420	1500776	2672168	3259610	3394322	3315821	3658298
ADP	3952584	4602128	3944273	4315119	1798855	1074136	970234	1320440	1170175	1367173	995145	1362381
GTP	1991536	1714686	1330446	1687962	552970	673686	351603	718576	578543	476987	536785	530478
GDP	1717435	1669406	1165047	1564194	706519	694078	495185	751786	478979	467524	437289	552669
Guanosine	0	14474	0	22856	165555	213415	289391	299034	135037	181106	118862	241686
CTP	2245427	2293371	1958475	2234960	760575	736173	407185	701425	619942	604059	649600	733076
CDP	1715493	1710747	1329202	1819283	760435	621920	495355	641298	529969	490227	475631	570054
UTP	7644722	7377605	6213119	7631049	2639626	2805386	1545327	2809926	2188688	2035152	2015878	2205962
UDP	7975530	7933140	6902214	8839815	3690106	3500629	2446744	3645277	2186654	2187420	2154251	2350538
UMP	46969	110447	106028	118538	156367	105833	165466	149134	30556	33681	20922	23492
Uracil	19075	54467	30383	67113	295290	421417	367520	395956	124196	316402	157895	259723
ITP	0	0	13260	0	7202	6595	12703	18552	22898	10559	19048	27834
Inosine	127204	39319	91482	105042	1602236	1793322	1462912	1796566	172248	106958	142481	337709
4-Pyridoxate	135557	133387	176712	246620	163684	86732	89495	171031	33265	97557	88321	63050
UDP-glucose	4477908	4411028	4041876	4283086	1351132	1014758	923163	1162352	2296818	2204175	1963861	2264707
Flavin mononucleotide	15870	15992	12257	14096	135564	154559	116373	147880	121732	91816	108478	115780
NADP+	123554	84752	136249	128295	192662	168366	158882	188720	128428	132763	50535	150504
Phosphate	181303040	170121776	174965584	162792448	167011216	164144528	198249904	191136752	215313328	226557040	216567024	193507664
Diphosphate	54696608	52571692	52462560	46813124	49055988	62257712	58220036	51308876	78438944	62534816	93960064	71012600
D-Glucose	1065230	1485353	1295928	2073475	2427807	2460967	1979236	2088784	430690	498138	447514	838239
D-Glucose 6-phosphate	2085702	1719660	1789384	2472316	3167537	3190715	2642165	2872191	1952857	1849958	1979405	2176344
D-Fructose 1-6-bisphosphate	7508346	10404497	9061961	10337375	7784391	8928353	7078016	9033933	9863293	8613188	10080419	9030433
D-Glyceraldehyde 3-phosphate/Glycerone phosphate	4373031	4628406	3412098	3254461	2267457	1949903	2172868	2354201	1851457	1771614	1731829	2487089
1-3-Bisphosphoglycerate	511830	440524	269605	442703	287667	299192	254300	326638	777243	758868	659927	916996
2/3-Phospho-D-glycerate	9323663	8356882	8779937	8901267	19086708	16011435	15713329	14648275	17952012	16952094	13885488	18780286
Phosphoenolpyruvate	613459	986634	935350	967492	1431485	1390230	1911769	1505586	2135799	2247564	1446510	3427966
Pyruvate	595848	392792	243620	352778	558640	470820	350867	520126	565056	536963	468729	495593
Lactate	13625256	12576567	4766758	8993544	2865883	2182231	1675585	1746276	1909411	2326055	1602871	2501919
Mannitol	2752973	3336192	2816977	2588764	8747624	7102567	4864118	5948813	1131107	1603274	1269196	2051224
D-Ribose	17968	0	23176	39255	122205	118461	141981	152814	17532	35758	0	18692
D-Arabitol	192889	196053	147494	218944	147514	133392	162528	128475	0	0	28831	0
Citrate	34806476	34379920	36668636	44251548	33527158	29139850	21115416	25475810	13354224	13434080	13563195	17645264
2-Oxoglutarate	615647	562052	434067	417306	194094	94647	53622	72430	521072	447370	604359	539165
Succinate	1814095	1786138	1739834	1549166	1897053	1879658	2104180	1903604	981918	1101131	745457	836289
Fumarate	1480149	1876621	1407073	1864759	984475	728522	499091	592412	888811	723273	792919	1051181
Malate	26954720	30386650	24058128	34167084	17404346	12964771	8184404	12211752	15422516	13422659	13780337	19153430
2-Hydroxyglutarate/Citramalate	735915	792936	550332	861116	289254	196661	190621	96269	269317	251841	253060	266903
6-Phospho-D-gluconate	661547	630836	757176	1103457	28896430	25256032	16283125	24274310	1671169	1821338	1356973	1858768
D-Erythrose 4-phosphate	43229	85338	48067	44931	120313	75672	73248	93208	25676	56366	38189	55361
Sedoheptulose 1-phosphate	421319	405396	203578	344114	748991	706353	619965	758385	231944	287531	230267	314971
alpha-D-Ribose 1-phosphate	634401	567819	960687	898851	5130700	4458752	5242588	4358526	2638452	4157438	2241393	5017894
5-Phospho-alpha-D-ribose 1-diphosphate	670175	593867	737308	775282	190495	222308	95628	187232	85585	54892	74920	43674
Glutathione	8156419	8770025	8950689	10628664	2821928	1937321	1838113	2499157	3014863	3063233	2839525	4505559
5-Oxoproline	1337262	1098089	949674	1209985	851257	578234	567073	642895	377280	459936	279425	596565
Ascorbate	162426	187506	164504	164149	209246	149284	133659	150018	74801	70201	24562	34843
Dehydroascorbate	933829	768722	866586	1078841	967581	736471	512374	645784	398724	344581	284808	468904
Dimethylglycine	700471	606592	515995	549551	440536	365859	306002	363868	280363	223606	298066	245223
N-Acetylneuraminate	3988801	5193632	3321452	4976369	415649	188588	267379	424189	98545	120844	40412	171958
1-4-beta-D-Xylan	43317	39880	42343	90659	131946	114439	79150	156560	53820	55881	52753	40763
UDP-N-acetyl-D-glucosamine	6452755	6339475	8053386	7720892	7899625	5788772	4784542	6467648	3005669	2930183	2596857	2881265
CMP-N-acetylneuraminate	1024145	979530	778863	910078	373327	236090	201652	243602	194836	211070	139168	251419
Phosphocreatine	2106999	2094063	2882921	3264199	196345	152432	139718	182611	424160	399731	515856	442983
trans-4-Hydroxy-L-proline	432641	543538	520149	628218	77543	74515	93685	66292	73622	99849	124968	171087
Pantothenate	7188980	7310550	4492467	6382732	1015427	885113	747573	682364	2886966	3443606	3022771	4364794
L-Cysteate	34732	15842	18494	37768	17667	14868	17542	15049	11973	17554	28385	14255
Hydroxyindole-acetylglycine	25618	22238	10360	24153	56916	72621	52228	28589	27917	31696	23173	43219
Glycerol 3-phosphate	1685731	1497838	1696767	1691776	986999	953590	1009897	821373	450404	514087	513306	505825
Hexanoic acid (caproate)	433983	402882	370199	343666	393259	453570	452001	280170	441928	430329	411276	470242
Heptanoic acid	245903	313748	271687	261946	317109	305393	305164	256056	424261	323162	415877	318936
Octanoic acid (caprylate)	1416265	1496012	1488681	1354778	1849862	1495837	1853565	1022694	1958020	1732076	1455216	1933536
Nonanoic acid (pelargonate)	8430122	10286465	9310844	8453898	11160539	10894285	12869779	7176620	11289605	10439791	9559893	11800424
Decanoic acid (caprate)	8544861	11390136	9541837	8674962	11044912	10684417	11642171	7381207	10860367	12185787	10038994	11190587
Dodecanoic acid (lauric acid)	3989246	3828628	2759779	2889014	3497303	3271221	3601507	2799083	3381589	3510114	3700970	3935798
Tetradecanoic acid (myristic acid)	12160237	10175895	11903669	11231432	5818116	6258875	8316954	9953514	8474236	7895301	13336225	9727027
Hexadecanoic acid (palmitic acid)	82600440	64997172	56793392	52563988	50395964	43974992	68928912	41410188	48221024	41886420	58631968	48073204
Octadecanoic acid (stearic acid)	41289296	27384298	26343210	21345574	23630654	19881880	33640220	28696776	23527106	20730326	27390382	25039962
Tetradecenoic acid (myristoleic acid)	299484	272052	281906	228325	231015	194722	228205	225825	250961	269804	250284	255173
Hexadecenoic acid (Palmitoleic acid)	1569270	964195	965636	1058948	1743712	1618816	1853191	1916371	1557634	1402116	1159860	1485336
Octadecenoic acid (Oleic acid)	5930580	7120898	4917041	4498063	7265720	7600380	7493609	6721211	5026150	5182753	5194765	5166549
Linoleic acid ((9Z,12Z)-Octadecadienoic acid)	367217	396448	308643	212335	2223757	1739436	2266354	2111591	983603	1190841	1079352	1012538
a-Linolenic acid (Octadecatrienoic acid)	95867	66855	73875	78499	200186	232170	235108	233537	131788	137775	189580	186475
Arachidonic acid (Eicosatetraenoic acid)	578663	301355	584814	343196	4528067	5099818	7422758	10718849	1410672	1351064	2105096	2286667
Docosahexaenoic acid	683380	568367	827707	540070	2555677	2303192	2713759	2980833	1818346	2077546	2191081	2246853
Eicosapentaenoic acid	180901	136280	114742	96553	1360072	1532522	1578861	1440606	910825	929514	842024	1017058
(8Z-11Z-14Z)-Icosatrienoic acid	145061	66351	51490	110503	349657	348349	324498	362116	538449	676602	584840	673516
(7Z-10Z-13Z-16Z-19Z)-Docosa-7-10-13-16-19-pentaenoic acid	316595	204526	389198	320119	1694760	1724284	2037642	3021514	1396193	1120300	1033945	1376680
S-Adenosyl-L-homocysteine	144449	73145	94033	110190	0	19123	0	20385	82775	79841	99092	69610
L-Homocysteine	14884	21552	28020	19675	16573	7456	34391	34710	10250	27649	19734	34715
MS_METABOLITE_DATA_END
#METABOLITES
METABOLITES_START
metabolite_name	KEGG ID	m/z	r.t. (min)
L-histidine	C00135	154.0622	0.6790
L-serine	C00065	104.0353	0.6530
ATP	C00002	505.988495	0.596
ADP	C00008	426.022217	0.57
GTP	C00044	521.983093	0.583
GDP	C00035	442.017212	0.573
Guanosine	C00387	282.084045	0.686
CTP	C00063	481.977295	0.564
CDP	C00112	402.010925	0.564
UTP	C00075	482.960938	0.566
UDP	C00015	402.998413	0.593
UMP	C00105	323.028748	0.617
Uracil	C00106	111.020027	0.687
ITP	C00081	506.972076	0.558
Inosine	C00294	267.073151	0.722
4-Pyridoxate	C00847	182.044098	0.678
UDP-glucose	C00029	565.047974	0.571
Flavin mononucleotide	C00061	455.098206	1.764
NADP+	C00006	742.068359	0.568
Phosphate	C00009	96.969627	0.624
Diphosphate	C00013	176.935989	0.622
D-Glucose	C00031	179.056137	0.665
D-Glucose 6-phosphate	C02965	259.022461	0.603
D-Fructose 1-6-bisphosphate	C00354	338.988739	0.561
D-Glyceraldehyde 3-phosphate/Glycerone phosphate	C00118	168.990387	0.611
1-3-Bisphosphoglycerate	C00236	264.952057	0.576
2/3-Phospho-D-glycerate	C00631	184.985474	0.597
Phosphoenolpyruvate	C00074	166.975113	0.6
Pyruvate	C00022	87.008781	0.663
Lactate	C01432	89.024414	0.645
Mannitol	C00392	181.071762	0.667
D-Ribose	C00121	149.045639	0.673
D-Arabitol	C01904	151.061401	0.681
Citrate	C00158	191.019745	0.601
2-Oxoglutarate	C00026	145.014221	0.61
Succinate	C00042	117.019341	0.618
Fumarate	C00122	115.003693	0.603
Malate	C00149	133.014252	0.592
2-Hydroxyglutarate/Citramalate	C02630	147.029892	0.612
6-Phospho-D-gluconate	C00345	275.017426	0.584
D-Erythrose 4-phosphate	C00279	199.001221	0.583
Sedoheptulose 1-phosphate	C06222	289.033081	0.614
alpha-D-Ribose 1-phosphate	C00620	229.011887	0.625
5-Phospho-alpha-D-ribose 1-diphosphate	C00119	388.944611	0.566
Glutathione	C00051	306.07666	0.651
5-Oxoproline	C01879	128.035355	0.622
Ascorbate	C00072	175.024841	0.571
Dehydroascorbate	C05422	173.009109	0.598
Dimethylglycine	C01026	102.056068	0.625
N-Acetylneuraminate	C00270	308.098785	0.621
1-4-beta-D-Xylan	C02352	131.035004	0.667
UDP-N-acetyl-D-glucosamine	C00043	606.074402	0.575
CMP-N-acetylneuraminate	C00128	613.139954	0.573
Phosphocreatine	C02305	210.028549	0.575
trans-4-Hydroxy-L-proline	C01157	130.05101	0.637
Pantothenate	C00864	218.103409	0.699
L-Cysteate	C00506	167.997086	0.817
Hydroxyindole-acetylglycine	C05832	247.072281	1.819
Glycerol 3-phosphate	C00093	171.006409	0.62
Hexanoic acid (caproate)	C01585	115.076492	1.84
Heptanoic acid	C17714	129.092102	1.938
Octanoic acid (caprylate)	C06423	143.107742	2.086
Nonanoic acid (pelargonate)	C01601	157.123474	2.169
Decanoic acid (caprate)	C01571	171.139084	2.254
Dodecanoic acid (lauric acid)	C02679	199.170395	2.441
Tetradecanoic acid (myristic acid)	C06424	227.20166	2.693
Hexadecanoic acid (palmitic acid)	C00249	255.232925	3.075
Octadecanoic acid (stearic acid)	C01530	283.264252	3.656
Tetradecenoic acid (myristoleic acid)	C08322	225.186035	2.501
Hexadecenoic acid (Palmitoleic acid)	C08362	253.2173	2.759
Octadecenoic acid (Oleic acid)	C00712	281.248566	3.126
Linoleic acid ((9Z,12Z)-Octadecadienoic acid)	C01595	279.232941	2.803
a-Linolenic acid (Octadecatrienoic acid)	C06427	277.217316	2.599
Arachidonic acid (Eicosatetraenoic acid)	C00219	303.233002	2.712
Docosahexaenoic acid	C06429	327.233032	2.617
Eicosapentaenoic acid	C06428	301.217377	2.535
(8Z-11Z-14Z)-Icosatrienoic acid	C03242	305.248688	2.896
(7Z-10Z-13Z-16Z-19Z)-Docosa-7-10-13-16-19-pentaenoic acid	C16513	329.248749	2.738
S-Adenosyl-L-homocysteine	C00021	383.113159	0.69
L-Homocysteine	C00155	134.024887	1.919
METABOLITES_END
#END