1.0 2016-10-03 18:20:33 UTC 2020-05-11 19:18:27 UTC BMDB0011550 BMDB11550 MG(0:0/20:5(5Z,8Z,11Z,14Z,17Z)/0:0) 2-Eicosapentaenoyl-glycerol MG(0:0/20:5(5Z,8Z,11Z,14Z,17Z)/0:0) C23H36O4 376.5295 376.26135964 1,3-dihydroxypropan-2-yl (5Z,8Z,11Z,14Z,17Z)-icosa-5,8,11,14,17-pentaenoate 1,3-dihydroxypropan-2-yl (5Z,8Z,11Z,14Z,17Z)-icosa-5,8,11,14,17-pentaenoate [H]C(CO)(CO)OC(=O)CCC\C=C/C\C=C/C\C=C/C\C=C/C\C=C/CC InChI=1S/C23H36O4/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-23(26)27-22(20-24)21-25/h3-4,6-7,9-10,12-13,15-16,22,24-25H,2,5,8,11,14,17-21H2,1H3/b4-3-,7-6-,10-9-,13-12-,16-15- IXSYVBCFIGEECR-JLNKQSITSA-N belongs to the class of organic compounds known as endocannabinoids. These are arachidonic acid derivatives containing either an N-acetylethanolamine(type 1) or a glycerol(types 2 and 3) moiety attached to the aliphatic tail. Organic compounds Lipids and lipid-like molecules Endocannabinoids Endocannabinoids 2-monoacylglycerols Carbonyl compounds Carboxylic acid esters Fatty acid esters Hydrocarbon derivatives Monocarboxylic acids and derivatives Organic oxides Primary alcohols 2-acyl-sn-glycerol 2-arachidonoylglycerol-skeleton Alcohol Aliphatic acyclic compound Carbonyl group Carboxylic acid derivative Carboxylic acid ester Fatty acid ester Fatty acyl Glycerolipid Hydrocarbon derivative Monoacylglycerol Monocarboxylic acid or derivatives Monoradylglycerol Organic oxide Organic oxygen compound Organooxygen compound Primary alcohol Aliphatic acyclic compounds 2-monoglyceride Monoacylglycerols monoacylglycerol 20:5 Solid logp 5.40 ALOGPS logs -5.15 ALOGPS logp 5.05 ChemAxon pka_strongest_acidic 14.28 ChemAxon pka_strongest_basic -3 ChemAxon iupac 1,3-dihydroxypropan-2-yl (5Z,8Z,11Z,14Z,17Z)-icosa-5,8,11,14,17-pentaenoate ChemAxon average_mass 376.5295 ChemAxon mono_mass 376.26135964 ChemAxon smiles [H]C(CO)(CO)OC(=O)CCC\C=C/C\C=C/C\C=C/C\C=C/C\C=C/CC ChemAxon formula C23H36O4 ChemAxon inchi InChI=1S/C23H36O4/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-23(26)27-22(20-24)21-25/h3-4,6-7,9-10,12-13,15-16,22,24-25H,2,5,8,11,14,17-21H2,1H3/b4-3-,7-6-,10-9-,13-12-,16-15- ChemAxon inchikey IXSYVBCFIGEECR-JLNKQSITSA-N ChemAxon polar_surface_area 66.76 ChemAxon refractivity 118.09 ChemAxon polarizability 44.16 ChemAxon rotatable_bond_count 17 ChemAxon acceptor_count 3 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 13443 Specdb::CMs 39674 Specdb::CMs 158906 Specdb::MsMs 295615 Specdb::MsMs 295616 Specdb::MsMs 295617 Specdb::MsMs 336661 Specdb::MsMs 336662 Specdb::MsMs 336663 Specdb::MsMs 2350780 Specdb::MsMs 2350781 Specdb::MsMs 2350782 Specdb::MsMs 2377460 Specdb::MsMs 2377461 Specdb::MsMs 2377462 Specdb::MsMs 2829604 Specdb::MsMs 2829605 Specdb::MsMs 2829606 Specdb::MsMs 2852329 Specdb::MsMs 2852330 Specdb::MsMs 2852331 All Tissues 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 11660820 86398