1.0 2016-09-30 22:51:03 UTC 2020-05-11 20:39:49 UTC BMDB0002088 BMDB02088 N-Oleoylethanolamine N-(2-Hydroxyethyl)-9-octadecenamide N-(2-Hydroxyethyl)oleamide N-(9Z-Octadecenoyl) ethanolamine N-(9Z-Octadecenoyl)-ethanolamine N-(cis-9-Octadecenoyl) ethanolamine N-(Hydroxyethyl)oleamide N-Oleoyl ethanolamine N-Oleoylethanolamine OEA Oleamide mea Oleoyl 1-ethanolamide Oleoyl monoethanolamide N-Oleoyl ethanolamine, oleoyl monoethanolamide, oleoylethanolamide N-Oleoyl-2-aminoethanol NOE Oleic acid ethanolamide Oleic acid monoethanolamide N-OEA (9Z)-N-(2-Hydroxyethyl)-9-octadecenamide N-(2-Hydroxyethyl)-9-Z-octadecenamide N-Oleoylethanolamide Oleoyl ethanolamide Oleoylethanolamine Oleoylethanolamide AEA(18:1) Acylethanolamine 18:1 C20H39NO2 325.5292 325.298079497 (9Z)-N-(2-hydroxyethyl)octadec-9-enamide oleoylethanolamide 111-58-0 CCCCCCCC\C=C/CCCCCCCC(=O)NCCO InChI=1S/C20H39NO2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-20(23)21-18-19-22/h9-10,22H,2-8,11-19H2,1H3,(H,21,23)/b10-9- BOWVQLFMWHZBEF-KTKRTIGZSA-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. Organic compounds Organic nitrogen compounds Organonitrogen compounds Amines N-acylethanolamines 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 Aliphatic acyclic compounds N-(long-chain-acyl)ethanolamine N-(monounsaturated fatty acyl)ethanolamine N-acyl ethanolamines (endocannabinoids) endocannabinoid Solid logp 6.74 ALOGPS logs -6.13 ALOGPS logp 5.51 ChemAxon pka_strongest_acidic 15.47 ChemAxon pka_strongest_basic -1.3 ChemAxon iupac (9Z)-N-(2-hydroxyethyl)octadec-9-enamide ChemAxon average_mass 325.5292 ChemAxon mono_mass 325.298079497 ChemAxon smiles CCCCCCCC\C=C/CCCCCCCC(=O)NCCO ChemAxon formula C20H39NO2 ChemAxon inchi InChI=1S/C20H39NO2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-20(23)21-18-19-22/h9-10,22H,2-8,11-19H2,1H3,(H,21,23)/b10-9- ChemAxon inchikey BOWVQLFMWHZBEF-KTKRTIGZSA-N ChemAxon polar_surface_area 49.33 ChemAxon refractivity 100.41 ChemAxon polarizability 42.77 ChemAxon rotatable_bond_count 17 ChemAxon acceptor_count 2 ChemAxon donor_count 2 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon number_of_rings 0 ChemAxon bioavailability 0 ChemAxon rule_of_five Yes ChemAxon ghose_filter Yes ChemAxon veber_rule Yes ChemAxon mddr_like_rule Yes ChemAxon Specdb::CMs 9889 Specdb::CMs 38260 Specdb::CMs 149070 Specdb::MsMs 287872 Specdb::MsMs 287873 Specdb::MsMs 287874 Specdb::MsMs 326824 Specdb::MsMs 326825 Specdb::MsMs 326826 Specdb::MsMs 374914 Specdb::MsMs 451658 Specdb::MsMs 2231322 Specdb::MsMs 2232888 Specdb::MsMs 2233734 Specdb::MsMs 2686299 Specdb::MsMs 2686300 Specdb::MsMs 2686301 Specdb::MsMs 2992598 Specdb::MsMs 2992599 Specdb::MsMs 2992600 Specdb::NmrOneD 295035 Specdb::NmrOneD 295036 Specdb::NmrOneD 295037 Specdb::NmrOneD 295038 Specdb::NmrOneD 295039 Specdb::NmrOneD 295040 Specdb::NmrOneD 295041 Specdb::NmrOneD 295042 Specdb::NmrOneD 295043 Specdb::NmrOneD 295044 Specdb::NmrOneD 295045 Specdb::NmrOneD 295046 Specdb::NmrOneD 295047 Specdb::NmrOneD 295048 Specdb::NmrOneD 295049 Specdb::NmrOneD 295050 Specdb::NmrOneD 295051 Specdb::NmrOneD 295052 Specdb::NmrOneD 295053 Specdb::NmrOneD 295054 Placenta Wishart DS, Feunang YD, Marcu A, Guo AC, Liang K, Vazquez-Fresno R, Sajed T, Johnson D, Li C, Karu N, Sayeeda Z, Lo E, Assempour N, Berjanskii M, Singhal S, Arndt D, Liang Y, Badran H, Grant J, Serra-Cayuela A, Liu Y, Mandal R, Neveu V, Pon A, Knox C, Wilson M, Manach C, Scalbert A: HMDB 4.0: the human metabolome database for 2018. Nucleic Acids Res. 2018 Jan 4;46(D1):D608-D617. doi: 10.1093/nar/gkx1089. 29140435 FDB022839 4446574 5283454 71466 Oleoylethanolamide