1.0 2011-09-21 01:58:19 UTC 2015-07-21 06:59:46 UTC FDB029604 Cervonoyl ethanolamide Cervonoyl ethanolamide is a N-acylethanolamine. N-acylethanolamines (NAEs) constitute a class of lipid compounds naturally present in both animal and plant membranes as constituents of the membrane-bound phospholipid, N-acylphosphatidylethanolamine (NAPE). NAPE is composed of a third fatty acid moiety linked to the amino head group of the commonly occurring membrane phospholipid, phosphatidylethanolamine. NAEs are released from NAPE by phospholipase D-type hydrolases in response to a variety of stimuli. Transient NAE release and accumulation has been attributed a variety of biological activities, including neurotransmission, membrane protection, and immunomodulation in animals. N-oleoylethanolamine is an inhibitor of the sphingolipid signaling pathway, via specific ceramidase inhibition (ceramidase converts ceramide to sphingosine). N-oleoylethanolamine blocks the effects of TNF- and arachidonic acid on intracellular Ca concentration. (PMID: 12692337, 12056855, 12560208, 11997249) [HMDB] DHEA C24H36O3 372.5408 372.266445018 2-hydroxyethyl (4Z,7Z,10Z,13Z,16Z,19Z)-docosa-4,7,10,13,16,19-hexaenoate 2-hydroxyethyl (4Z,7Z,10Z,13Z,16Z,19Z)-docosa-4,7,10,13,16,19-hexaenoate CC\C=C/C\C=C/C\C=C/C\C=C/C\C=C/C\C=C/CCC(=O)OCCO InChI=1S/C24H36O3/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-24(26)27-23-22-25/h3-4,6-7,9-10,12-13,15-16,18-19,25H,2,5,8,11,14,17,20-23H2,1H3/b4-3-,7-6-,10-9-,13-12-,16-15-,19-18- CXWASNUDKUTFPQ-KUBAVDMBSA-N belongs to the class of organic compounds known as fatty acid esters. These are carboxylic ester derivatives of a fatty acid. Fatty acid esters Organic compounds Lipids and lipid-like molecules Fatty Acyls Fatty acid esters Aliphatic acyclic compounds Carbonyl compounds Carboxylic acid esters Hydrocarbon derivatives Monocarboxylic acids and derivatives Organic oxides Primary alcohols Alcohol Aliphatic acyclic compound Carbonyl group Carboxylic acid derivative Carboxylic acid ester Fatty acid ester Hydrocarbon derivative Monocarboxylic acid or derivatives Organic oxide Organic oxygen compound Organooxygen compound Primary alcohol Solid logp 6.39 ALOGPS logs -6.19 ALOGPS solubility 2.42e-04 g/l ALOGPS logp 6.21 ChemAxon pka_strongest_acidic 15.1 ChemAxon pka_strongest_basic -2.8 ChemAxon iupac 2-hydroxyethyl (4Z,7Z,10Z,13Z,16Z,19Z)-docosa-4,7,10,13,16,19-hexaenoate ChemAxon average_mass 372.5408 ChemAxon mono_mass 372.266445018 ChemAxon smiles CC\C=C/C\C=C/C\C=C/C\C=C/C\C=C/C\C=C/CCC(=O)OCCO ChemAxon formula C24H36O3 ChemAxon inchi InChI=1S/C24H36O3/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-24(26)27-23-22-25/h3-4,6-7,9-10,12-13,15-16,18-19,25H,2,5,8,11,14,17,20-23H2,1H3/b4-3-,7-6-,10-9-,13-12-,16-15-,19-18- ChemAxon inchikey CXWASNUDKUTFPQ-KUBAVDMBSA-N ChemAxon polar_surface_area 46.53 ChemAxon refractivity 122.45 ChemAxon polarizability 43.58 ChemAxon rotatable_bond_count 17 ChemAxon acceptor_count 2 ChemAxon donor_count 1 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon Specdb::MsMs 293158 Specdb::MsMs 293159 Specdb::MsMs 293160 Specdb::MsMs 333568 Specdb::MsMs 333569 Specdb::MsMs 333570 Specdb::MsMs 2393485 Specdb::MsMs 2393486 Specdb::MsMs 2393487 Specdb::MsMs 2572547 Specdb::MsMs 2572548 Specdb::MsMs 2572549 Specdb::CMs 12313 Specdb::CMs 40138 Specdb::CMs 172739 HMDB13627 #<Reference:0x000055ce328b75f8> #<Reference:0x000055ce328b7418> #<Reference:0x000055ce328b71c0> #<Reference:0x000055ce328b6fe0>