RefMet Compound Details

RefMet ID, RefMet name, exact mass and formula
RefMet ID	RM0153919
RefMet name	EPA
Alternative name	FA 20:5(5Z,8Z,11Z,14Z,17Z)
Systematic name	5Z,8Z,11Z,14Z,17Z-eicosapentaenoic acid
Synonyms	PubChem Synonyms
Sum Composition	FA 20:5	View other entries in RefMet with this sum composition
Exact mass	302.224580 (neutral)	Calculate m/z: (Choose adduct) [M+H]+ [M+H-H2O]+ [M.]+ [M+2H]2+ [M+3H]3+ [M+4H]4+ [M+K]+ [M+2K]2+ [M+2K-H]+ [M+Na]+ [M+2Na]2+ [M+2Na-H]+ [M+Li]+ [M+2Li]2+ [M+NH4]+ [M.CH3]+ [M+Ag]+ [M+H+CH3OH]+ [M+H+CH3CN]+ [M+H+2CH3CN]+ [M+Na+CH3CN]+ [M.NaFormate+H]+ [M.NH4Formate+H]+ [M.TMSi]+ [M.tBuDMSi]+ [M+H-Hexose]+ [M+H-EtnP]+ [M+H-SerP]+ [M-H]- [M-H-H2O]- [M-CH3]- [M-2H]2- [M-3H]3- [M-4H]4- [M+Cl]- [M+OAc]- [M+Na-2H]- [M+K-2H]- [M.Formate]- [M.NaFormate-H]- [M.NH4Formate-H]- [M.F]- [M-H-Ser]- [M.HF2]- M(neutral)    View other RefMet entries with this exact (neutral) mass:   +/- 0.05 amu   +/- 0.1 amu   +/- 0.2 amu   +/- 0.5 amu
Formula	C20H30O2	View other entries in RefMet with this formula
Molecular descriptors
Molfile	1099 (Download molfile/View MW Metabolite Database details)
InChI	InChI=1S/C20H30O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20(21)22/h3-4,6-7,9-10,12-13,15-16H,2,5,8,11,14,17-19H2,1H3,(H, 21,22)/b4-3-,7-6-,10-9-,13-12-,16-15-
InChIKey	JAZBEHYOTPTENJ-JLNKQSITSA-N	View other enantiomers/diastereomers of this metabolite in RefMet
SMILES	CC/C=C\C/C=C\C/C=C\C/C=C\C/C=C\CCCC(=O)O Run Tanimoto similarity search (with similarity coefficient >=0.6)
Chemical/Biochemical Classification
Super Class	Fatty Acyls
Main Class	Fatty acids
Sub Class	Unsaturated FA
Distribution of EPA in NMDR studies
Species	Plot Species distribution
Sample source	Plot Sample source(tissue) distribution
Platform	Platform (MS/NMR) used for detection
Chromatography	Chromatography methods used for detection
Studies	NMDR Studies reporting EPA
External Links
Pubchem CID	446284
LIPID MAPS	LMFA01030759
ChEBI ID	28364
KEGG ID	C06428
HMDB ID	HMDB0001999
Chemspider ID	393682
MetaCyc ID	5Z8Z11Z14Z17Z-EICOSAPENTAENOATE
Spectral data for EPA standards
MassBank(EU)	View MS spectra
Structural annotation level
Annotation level	1   (1:Known structure; 2:Known regiochemistry; 3:Partial structure; 4:Sum-composition)

Table of KEGG reactions in human pathways involving EPA

Rxn ID	KEGG Reaction	Enzyme
R08179	(5Z,8Z,11Z,14Z,17Z)-Icosapentaenoyl-CoA + H2O <=> CoA + (5Z,8Z,11Z,14Z,17Z)-Icosapentaenoic acid	(5Z,8Z,11Z,14Z,17Z)-icosapentaenoyl-CoA hydrolase

Table of KEGG human pathways containing EPA

Pathway ID	Human Pathway	# of reactions
hsa01040	Biosynthesis of unsaturated fatty acids	1