1.0 2016-10-03 18:20:31 UTC 2020-05-11 19:18:26 UTC BMDB0011549 BMDB11549 MG(0:0/20:4(8Z,11Z,14Z,17Z)/0:0) 1-Monoacylglyceride 1-Monoacylglycerol 2-(8Z,11Z,14Z,17Z-Eicosapentaenoyl)-rac-glycerol 2-Eicsoate 2-Eicsoatetraenoyl-glycerol 2-Eicsoic acid b-Monoacylglycerol beta-Monoacylglycerol MAG(0:0/20:4) MAG(0:0/20:4n3) MAG(0:0/20:4W3) MAG(20:4) MG(0:0/20:4) MG(0:0/20:4n3) MG(0:0/20:4W3) MG(20:4) 1,3-Dihydroxypropan-2-yl (8Z,11Z,14Z,17Z)-icosa-8,11,14,17-tetraenoic acid C23H38O4 378.5454 378.277009704 1,3-dihydroxypropan-2-yl (8Z,11Z,14Z,17Z)-icosa-8,11,14,17-tetraenoate 1,3-dihydroxypropan-2-yl (8Z,11Z,14Z,17Z)-icosa-8,11,14,17-tetraenoate [H]C(CO)(CO)OC(=O)CCCCCC\C=C/C\C=C/C\C=C/C\C=C/CC InChI=1S/C23H38O4/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/h3-4,6-7,9-10,12-13,22,24-25H,2,5,8,11,14-21H2,1H3/b4-3-,7-6-,10-9-,13-12- JCKNHZDBFKYTQU-LTKCOYKYSA-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 Solid logp 5.59 ALOGPS logs -5.36 ALOGPS logp 5.41 ChemAxon pka_strongest_acidic 14.28 ChemAxon pka_strongest_basic -3 ChemAxon iupac 1,3-dihydroxypropan-2-yl (8Z,11Z,14Z,17Z)-icosa-8,11,14,17-tetraenoate ChemAxon average_mass 378.5454 ChemAxon mono_mass 378.277009704 ChemAxon smiles [H]C(CO)(CO)OC(=O)CCCCCC\C=C/C\C=C/C\C=C/C\C=C/CC ChemAxon formula C23H38O4 ChemAxon inchi InChI=1S/C23H38O4/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/h3-4,6-7,9-10,12-13,22,24-25H,2,5,8,11,14-21H2,1H3/b4-3-,7-6-,10-9-,13-12- ChemAxon inchikey JCKNHZDBFKYTQU-LTKCOYKYSA-N ChemAxon polar_surface_area 66.76 ChemAxon refractivity 116.98 ChemAxon polarizability 45.61 ChemAxon rotatable_bond_count 18 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 39673 Specdb::CMs 175357 Specdb::MsMs 601990 Specdb::MsMs 601991 Specdb::MsMs 601992 Specdb::MsMs 2375864 Specdb::MsMs 2375865 Specdb::MsMs 2375866 Specdb::MsMs 3053546 Specdb::MsMs 3053547 Specdb::MsMs 3053548 Specdb::MsMs 3079782 Specdb::MsMs 3079783 Specdb::MsMs 3079784 Specdb::MsMs 3116739 Specdb::MsMs 3116740 Specdb::MsMs 3116741 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 23282945 44422842 FDB028262