1.0 2016-10-03 18:21:09 UTC 2020-05-11 19:18:52 UTC BMDB0011580 BMDB11580 MG(20:5(5Z,8Z,11Z,14Z,17Z)/0:0/0:0) Glycerolipid 1-(5Z,8Z,11Z,14Z,17Z-Eicosapentaenoyl)-sn-glycerol Glycerolipid(20:5(5Z,8Z,11Z,14Z,17Z)/0:0/0:0) MG(20:5/0:0/0:0) MAG(20:5/0:0/0:0) (2S)-2,3-Dihydroxypropyl (8Z,11Z,14Z,17Z)-icosa-5,8,11,14,17-pentaenoic acid C23H36O4 376.5295 376.26135964 (2S)-2,3-dihydroxypropyl (5Z,8Z,11Z,14Z,17Z)-icosa-5,8,11,14,17-pentaenoate (2S)-2,3-dihydroxypropyl (5Z,8Z,11Z,14Z,17Z)-icosa-5,8,11,14,17-pentaenoate [H][C@](O)(CO)COC(=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)27-21-22(25)20-24/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-/t22-/m0/s1 DFRRSBYSSXKROX-GABUGCEHSA-N belongs to the class of organic compounds known as monoacylglycerols. These are glycerides consisting of one fatty acid chain covalently bonded to a glycerol molecule through an ester linkage. Organic compounds Lipids and lipid-like molecules Glycerolipids Monoradylglycerols Monoacylglycerols 1,2-diols 1-monoacylglycerols Carbonyl compounds Carboxylic acid esters Fatty acid esters Hydrocarbon derivatives Monocarboxylic acids and derivatives Organic oxides Other hydroxyeicosapolyenoic acids Primary alcohols Secondary alcohols 1,2-diol 1-acyl-sn-glycerol Alcohol Aliphatic acyclic compound Carbonyl group Carboxylic acid derivative Carboxylic acid ester Eicosanoid Fatty acid ester Fatty acyl Hydrocarbon derivative Hydroxyeicosapolyenoic acid Monoacylglycerol Monocarboxylic acid or derivatives Organic oxide Organic oxygen compound Organooxygen compound Primary alcohol Secondary alcohol Aliphatic acyclic compounds Solid logp 5.43 ALOGPS logs -5.15 ALOGPS logp 5.05 ChemAxon pka_strongest_acidic 13.62 ChemAxon pka_strongest_basic -3 ChemAxon iupac (2S)-2,3-dihydroxypropyl (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@](O)(CO)COC(=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)27-21-22(25)20-24/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-/t22-/m0/s1 ChemAxon inchikey DFRRSBYSSXKROX-GABUGCEHSA-N ChemAxon polar_surface_area 66.76 ChemAxon refractivity 118.09 ChemAxon polarizability 43.9 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 39704 Specdb::CMs 166913 Specdb::MsMs 648958 Specdb::MsMs 648959 Specdb::MsMs 648960 Specdb::MsMs 2387387 Specdb::MsMs 2387388 Specdb::MsMs 2387389 Specdb::MsMs 2578152 Specdb::MsMs 2578153 Specdb::MsMs 2578154 Specdb::MsMs 2586388 Specdb::MsMs 2586389 Specdb::MsMs 2586390 Specdb::MsMs 2693931 Specdb::MsMs 2693932 Specdb::MsMs 2693933 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 FDB028293 53480988