1.0 2016-09-30 23:36:05 UTC 2020-05-21 16:27:59 UTC BMDB0007375 BMDB07375 DG(20:0/20:5(5Z,8Z,11Z,14Z,17Z)/0:0) DG(20:0/20:5(5Z,8Z,11Z,14Z,17Z)/0:0)[iso2], also known as dg(20:0/20:5(5z,8z,11z,14z,17z)/0:0)[iso2] or DAG(20:0/20:5N3), belongs to the class of organic compounds known as 1,2-dg(20:0/20:5(5z,8z,11z,14z,17z)/0:0)[iso2]s. These are dg(20:0/20:5(5z,8z,11z,14z,17z)/0:0)[iso2]s containing a glycerol acylated at positions 1 and 2. Thus, DG(20:0/20:5(5Z,8Z,11Z,14Z,17Z)/0:0)[iso2] is considered to be a diradylglycerol lipid molecule. DG(20:0/20:5(5Z,8Z,11Z,14Z,17Z)/0:0)[iso2] is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral. In cattle, DG(20:0/20:5(5Z,8Z,11Z,14Z,17Z)/0:0)[iso2] is involved in a couple of metabolic pathways, which include de novo triacylglycerol biosynthesis TG(20:0/20:5(5Z,8Z,11Z,14Z,17Z)/22:1(13Z)) pathway and de novo triacylglycerol biosynthesis TG(20:0/20:5(5Z,8Z,11Z,14Z,17Z)/22:5(4Z,7Z,10Z,13Z,16Z)) pathway. 1-Arachidonyl-2-eicosapentaenoyl-sn-glycerol DAG(20:0/20:5N3) DAG(20:0/20:5W3) DG(20:0/20:5/0:0) DG(20:0/20:5N3) DG(20:0/20:5W3) Diacylglycerol(20:0/20:5n3) Diacylglycerol(20:0/20:5W3) Diacylglycerol(20:0/20:5) DG(20:0/20:5) Diglyceride DAG(40:5) DG(40:5) Diacylglycerol Diacylglycerol(40:5) 1-Eicosanoyl-2-(5Z,8Z,11Z,14Z,17Z-eicosapentaenoyl)-sn-glycerol DAG(20:0/20:5) DG(20:0/20:5(5Z,8Z,11Z,14Z,17Z)/0:0) C43H74O5 671.0447 670.553625478 (2S)-1-hydroxy-3-(icosanoyloxy)propan-2-yl (5Z,8Z,11Z,14Z,17Z)-icosa-5,8,11,14,17-pentaenoate diacylglycerol [H][C@](CO)(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCC\C=C/C\C=C/C\C=C/C\C=C/C\C=C/CC InChI=1S/C43H74O5/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-35-37-42(45)47-40-41(39-44)48-43(46)38-36-34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h6,8,12,14,18,20,24,26,30,32,41,44H,3-5,7,9-11,13,15-17,19,21-23,25,27-29,31,33-40H2,1-2H3/b8-6-,14-12-,20-18-,26-24-,32-30-/t41-/m0/s1 QEOYMVJQPHELJB-YXHLBBQNSA-N belongs to the class of organic compounds known as 1,2-diacylglycerols. These are diacylglycerols containing a glycerol acylated at positions 1 and 2. Organic compounds Lipids and lipid-like molecules Glycerolipids Diradylglycerols 1,2-diacylglycerols Carbonyl compounds Carboxylic acid esters Dicarboxylic acids and derivatives Fatty acid esters Hydrocarbon derivatives Organic oxides Primary alcohols 1,2-acyl-sn-glycerol Alcohol Aliphatic acyclic compound Carbonyl group Carboxylic acid derivative Carboxylic acid ester Dicarboxylic acid or derivatives Fatty acid ester Fatty acyl Hydrocarbon derivative Organic oxide Organic oxygen compound Organooxygen compound Primary alcohol Aliphatic acyclic compounds 1,2-diacyl-sn-glycerol Diacylglycerols diacylglycerol 40:5 Solid logp 10.20 ALOGPS logs -7.74 ALOGPS logp 13.75 ChemAxon pka_strongest_acidic 14.58 ChemAxon pka_strongest_basic -3 ChemAxon iupac (2S)-1-hydroxy-3-(icosanoyloxy)propan-2-yl (5Z,8Z,11Z,14Z,17Z)-icosa-5,8,11,14,17-pentaenoate ChemAxon average_mass 671.0447 ChemAxon mono_mass 670.553625478 ChemAxon smiles [H][C@](CO)(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCC\C=C/C\C=C/C\C=C/C\C=C/C\C=C/CC ChemAxon formula C43H74O5 ChemAxon inchi InChI=1S/C43H74O5/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-35-37-42(45)47-40-41(39-44)48-43(46)38-36-34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h6,8,12,14,18,20,24,26,30,32,41,44H,3-5,7,9-11,13,15-17,19,21-23,25,27-29,31,33-40H2,1-2H3/b8-6-,14-12-,20-18-,26-24-,32-30-/t41-/m0/s1 ChemAxon inchikey QEOYMVJQPHELJB-YXHLBBQNSA-N ChemAxon polar_surface_area 72.83 ChemAxon refractivity 210.09 ChemAxon polarizability 85.9 ChemAxon rotatable_bond_count 37 ChemAxon acceptor_count 3 ChemAxon donor_count 1 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 De Novo Triacylglycerol Biosynthesis TG(20:0/20:5(5Z,8Z,11Z,14Z,17Z)/20:5(5Z,8Z,11Z,14Z,17Z)) SMP0076280 De Novo Triacylglycerol Biosynthesis TG(20:0/20:5(5Z,8Z,11Z,14Z,17Z)/22:0) SMP0076281 De Novo Triacylglycerol Biosynthesis TG(20:0/20:5(5Z,8Z,11Z,14Z,17Z)/22:1(13Z)) SMP0076282 De Novo Triacylglycerol Biosynthesis TG(20:0/20:5(5Z,8Z,11Z,14Z,17Z)/22:2(13Z,16Z)) SMP0076283 De Novo Triacylglycerol Biosynthesis TG(20:0/20:5(5Z,8Z,11Z,14Z,17Z)/22:4(7Z,10Z,13Z,16Z)) SMP0076284 De Novo Triacylglycerol Biosynthesis TG(20:0/20:5(5Z,8Z,11Z,14Z,17Z)/22:5(4Z,7Z,10Z,13Z,16Z)) SMP0076285 De Novo Triacylglycerol Biosynthesis TG(20:0/20:5(5Z,8Z,11Z,14Z,17Z)/22:5(7Z,10Z,13Z,16Z,19Z)) SMP0076286 De Novo Triacylglycerol Biosynthesis TG(20:0/20:5(5Z,8Z,11Z,14Z,17Z)/22:6(4Z,7Z,10Z,13Z,16Z,19Z)) SMP0076287 De Novo Triacylglycerol Biosynthesis TG(20:0/20:5(5Z,8Z,11Z,14Z,17Z)/24:0) SMP0076288 De Novo Triacylglycerol Biosynthesis TG(20:0/20:5(5Z,8Z,11Z,14Z,17Z)/24:1(15Z)) SMP0076289 Phosphatidylcholine Biosynthesis PC(20:0/20:5(5Z,8Z,11Z,14Z,17Z)) SMP0080719 Phosphatidylethanolamine Biosynthesis PE(20:0/20:5(5Z,8Z,11Z,14Z,17Z)) SMP0082527 Specdb::CMs 14126 Specdb::CMs 702662 Specdb::CMs 702663 Specdb::MsMs 297145 Specdb::MsMs 297146 Specdb::MsMs 297147 Specdb::MsMs 338590 Specdb::MsMs 338591 Specdb::MsMs 338592 Specdb::MsMs 2391709 Specdb::MsMs 2391710 Specdb::MsMs 2391711 Specdb::MsMs 2531061 Specdb::MsMs 2531062 Specdb::MsMs 2531063 Specdb::MsMs 2677014 Specdb::MsMs 2677015 Specdb::MsMs 2677016 Specdb::MsMs 3028359 Specdb::MsMs 3028360 Specdb::MsMs 3028361 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 9543842 87225 BMDBP00391 Ethanolaminephosphotransferase 1 Q17QM4 SELENOI Enzyme BMDBP02834 Diacylglycerol O-acyltransferase 1 Q8MK44 DGAT1 Enzyme