1.0 2011-09-21 01:58:32 UTC 2015-07-21 06:59:46 UTC FDB029619 Eicosapentaenoyl ethanolamide Eicosapentaenoyl Ethanolamide (EPEA) is an endogenous fatty acid amide. EPEA is metabolized by fatty acid amide hydrolase (FAAH) and N-acylethanolamine-hydrolyzing acid amidase (NAAA), the latter of which has more specificity toward PEA over other fatty acid amides. DHEA and eicosapentaenoyl ethanolamide (EPEA) bind to the CB1 receptor in rat brains.23 DHA levels in the mouse brain have been shown to inversely affect the levels of 2AG. [HMDB] Anandamide (20:5, n-3) EPEA N-(2-hydroxyethyl)-5Z,8Z,11Z,14Z,17Z-eicosapentaenamide N-(5Z,8Z,11Z,14Z,17Z-eicosapentaenoyl)-ethanolamine N-cis-5,8, 11,14,17-eicosapentaenoylethanolamine C22H35NO2 345.5188 345.266779369 (5Z,8Z,11Z,14Z,17Z)-N-(2-hydroxyethyl)icosa-5,8,11,14,17-pentaenamide (5Z,8Z,11Z,14Z,17Z)-N-(2-hydroxyethyl)icosa-5,8,11,14,17-pentaenamide 109001-03-8 CC\C=C/C\C=C/C\C=C/C\C=C/C\C=C/CCCC(=O)NCCO InChI=1S/C22H35NO2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-22(25)23-20-21-24/h3-4,6-7,9-10,12-13,15-16,24H,2,5,8,11,14,17-21H2,1H3,(H,23,25)/b4-3-,7-6-,10-9-,13-12-,16-15- OVKKNJPJQKTXIT-JLNKQSITSA-N belongs to the class of organic compounds known as n-acylethanolamines. N-acylethanolamines are compounds containing an N-acyethanolamine moiety, which is characterized by an acyl group is linked to the nitrogen atom of ethanolamine. N-acylethanolamines Organic compounds Organic nitrogen compounds Organonitrogen compounds Amines Aliphatic acyclic compounds Carbonyl compounds Hydrocarbon derivatives N-acyl amines Organic oxides Organopnictogen compounds Primary alcohols Secondary carboxylic acid amides Alcohol Aliphatic acyclic compound Carbonyl group Carboxamide group Carboxylic acid derivative Fatty acyl Fatty amide Hydrocarbon derivative N-acyl-amine N-acylethanolamine Organic oxide Organic oxygen compound Organooxygen compound Organopnictogen compound Primary alcohol Secondary carboxylic acid amide N-(long-chain-acyl)ethanolamine N-(polyunsaturated fatty acyl)ethanolamine N-acyl ethanolamines (endocannabinoids) endocannabinoid Solid logp 5.78 ALOGPS logs -5.49 ALOGPS solubility 1.11e-03 g/l ALOGPS logp 4.95 ChemAxon pka_strongest_acidic 15.44 ChemAxon pka_strongest_basic -0.34 ChemAxon iupac (5Z,8Z,11Z,14Z,17Z)-N-(2-hydroxyethyl)icosa-5,8,11,14,17-pentaenamide ChemAxon average_mass 345.5188 ChemAxon mono_mass 345.266779369 ChemAxon smiles CC\C=C/C\C=C/C\C=C/C\C=C/C\C=C/CCCC(=O)NCCO ChemAxon formula C22H35NO2 ChemAxon inchi InChI=1S/C22H35NO2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-22(25)23-20-21-24/h3-4,6-7,9-10,12-13,15-16,24H,2,5,8,11,14,17-21H2,1H3,(H,23,25)/b4-3-,7-6-,10-9-,13-12-,16-15- ChemAxon inchikey OVKKNJPJQKTXIT-JLNKQSITSA-N ChemAxon polar_surface_area 49.33 ChemAxon refractivity 114.08 ChemAxon polarizability 41.74 ChemAxon rotatable_bond_count 15 ChemAxon acceptor_count 2 ChemAxon donor_count 2 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon Specdb::CMs 21014 Specdb::CMs 40150 Specdb::CMs 135785 Specdb::CMs 143519 Specdb::MsMs 312787 Specdb::MsMs 312788 Specdb::MsMs 312789 Specdb::MsMs 358126 Specdb::MsMs 358127 Specdb::MsMs 358128 Specdb::MsMs 2711726 Specdb::MsMs 2711727 Specdb::MsMs 2711728 Specdb::MsMs 2997878 Specdb::MsMs 2997879 Specdb::MsMs 2997880 HMDB13649