1.0 2011-09-21 01:58:31 UTC 2015-07-21 06:59:46 UTC FDB029618 Palmitoleoyl ethanolamide Palmitoylethanolamide (PEA) is an endogenous fatty acid amide. PEA has been shown to have anti-inflammatory[2] and anti-nociceptive properties. PEA 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. [HMDB] N-(9Z-hexadecenoyl)-ethanolamide N-(9Z-hexadecenoyl)-ethanolamine Palmitoleoyl-EA Palmitoleoyl-ethanolamide Palmitoleoyl-ethanolamine POEA C18H35NO2 297.476 297.266779369 (9Z)-N-(2-hydroxyethyl)hexadec-9-enamide palmitoleoyl-EA 94421-67-7 CCCCCC\C=C/CCCCCCCC(=O)NCCO InChI=1S/C18H35NO2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-18(21)19-16-17-20/h7-8,20H,2-6,9-17H2,1H3,(H,19,21)/b8-7- WFRLANWAASSSFV-FPLPWBNLSA-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-(monounsaturated fatty acyl)ethanolamine N-acyl ethanolamines (endocannabinoids) endocannabinoid Solid logp 6.07 ALOGPS logs -5.63 ALOGPS solubility 7.02e-04 g/l ALOGPS logp 4.62 ChemAxon pka_strongest_acidic 15.47 ChemAxon pka_strongest_basic -1.3 ChemAxon iupac (9Z)-N-(2-hydroxyethyl)hexadec-9-enamide ChemAxon average_mass 297.476 ChemAxon mono_mass 297.266779369 ChemAxon smiles CCCCCC\C=C/CCCCCCCC(=O)NCCO ChemAxon formula C18H35NO2 ChemAxon inchi InChI=1S/C18H35NO2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-18(21)19-16-17-20/h7-8,20H,2-6,9-17H2,1H3,(H,19,21)/b8-7- ChemAxon inchikey WFRLANWAASSSFV-FPLPWBNLSA-N ChemAxon polar_surface_area 49.33 ChemAxon refractivity 91.21 ChemAxon polarizability 38.49 ChemAxon rotatable_bond_count 15 ChemAxon acceptor_count 2 ChemAxon donor_count 2 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon Specdb::CMs 24624 Specdb::CMs 40149 Specdb::CMs 137521 Specdb::CMs 145255 Specdb::MsMs 320515 Specdb::MsMs 320516 Specdb::MsMs 320517 Specdb::MsMs 367897 Specdb::MsMs 367898 Specdb::MsMs 367899 Specdb::MsMs 2252356 Specdb::MsMs 2254117 Specdb::MsMs 2256124 Specdb::MsMs 2434246 Specdb::MsMs 2434247 Specdb::MsMs 2434248 Specdb::MsMs 2503943 Specdb::MsMs 2503944 Specdb::MsMs 2503945 HMDB13648 #<Reference:0x000055ce31c98290>