1.0 2016-09-30 23:38:30 UTC 2020-05-21 16:28:03 UTC BMDB0007495 BMDB07495 DG(20:3(8Z,11Z,14Z)/22:4(7Z,10Z,13Z,16Z)/0:0) DG(20:3(8Z,11Z,14Z)/22:4(7Z,10Z,13Z,16Z)/0:0)[iso2], also known as dg(20:3(8z,11z,14z)/22:4(7z,10z,13z,16z)/0:0)[iso2] or Dg(20:3(8z,11z,14z)/22:4(7z,10z,13z,16z)/0:0)[iso2], belongs to the class of organic compounds known as 1,2-dg(20:3(8z,11z,14z)/22:4(7z,10z,13z,16z)/0:0)[iso2]s. These are dg(20:3(8z,11z,14z)/22:4(7z,10z,13z,16z)/0:0)[iso2]s containing a glycerol acylated at positions 1 and 2. Thus, DG(20:3(8Z,11Z,14Z)/22:4(7Z,10Z,13Z,16Z)/0:0)[iso2] is considered to be a diradylglycerol lipid molecule. DG(20:3(8Z,11Z,14Z)/22:4(7Z,10Z,13Z,16Z)/0:0)[iso2] is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral. In cattle, DG(20:3(8Z,11Z,14Z)/22:4(7Z,10Z,13Z,16Z)/0:0)[iso2] is involved in a couple of metabolic pathways, which include de novo triacylglycerol biosynthesis TG(20:3(8Z,11Z,14Z)/22:4(7Z,10Z,13Z,16Z)/24:0) pathway and de novo triacylglycerol biosynthesis TG(20:3(8Z,11Z,14Z)/22:4(7Z,10Z,13Z,16Z)/22:6(4Z,7Z,10Z,13Z,16Z,19Z)) pathway. 1-Homo-g-linolenoyl-2-adrenoyl-sn-glycerol 1-Homo-gamma-linolenoyl-2-adrenoyl-sn-glycerol DAG(20:3/22:4) DAG(20:3N6/22:4N6) DAG(20:3W6/22:4W6) DAG(42:7) DG(20:3/22:4) DG(20:3N6/22:4N6) DG(20:3W6/22:4W6) DG(42:7) Diacylglycerol Diacylglycerol(20:3/22:4) Diacylglycerol(20:3n6/22:4n6) Diacylglycerol(20:3W6/22:4W6) Diacylglycerol(42:7) Diglyceride 1-(8Z,11Z,14Z-Eicosatrienoyl)-2-(7Z,10Z,13Z,16Z-docosatetraenoyl)-sn-glycerol DG(20:3(8Z,11Z,14Z)/22:4(7Z,10Z,13Z,16Z)/0:0) C45H74O5 695.0661 694.553625478 (2S)-1-hydroxy-3-[(8Z,11Z,14Z)-icosa-8,11,14-trienoyloxy]propan-2-yl (7Z,10Z,13Z,16Z)-docosa-7,10,13,16-tetraenoate diacylglycerol [H][C@](CO)(COC(=O)CCCCCC\C=C/C\C=C/C\C=C/CCCCC)OC(=O)CCCCC\C=C/C\C=C/C\C=C/C\C=C/CCCCC InChI=1S/C45H74O5/c1-3-5-7-9-11-13-15-17-19-21-22-24-26-28-30-32-34-36-38-40-45(48)50-43(41-46)42-49-44(47)39-37-35-33-31-29-27-25-23-20-18-16-14-12-10-8-6-4-2/h11-14,17-20,22,24-25,27-28,30,43,46H,3-10,15-16,21,23,26,29,31-42H2,1-2H3/b13-11-,14-12-,19-17-,20-18-,24-22-,27-25-,30-28-/t43-/m0/s1 IUQSOYMQPQLRSB-QZEAQCGLSA-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 Diacylglycerols Solid logp 9.52 ALOGPS logs -7.76 ALOGPS logp 13.92 ChemAxon pka_strongest_acidic 14.58 ChemAxon pka_strongest_basic -3 ChemAxon iupac (2S)-1-hydroxy-3-[(8Z,11Z,14Z)-icosa-8,11,14-trienoyloxy]propan-2-yl (7Z,10Z,13Z,16Z)-docosa-7,10,13,16-tetraenoate ChemAxon average_mass 695.0661 ChemAxon mono_mass 694.553625478 ChemAxon smiles [H][C@](CO)(COC(=O)CCCCCC\C=C/C\C=C/C\C=C/CCCCC)OC(=O)CCCCC\C=C/C\C=C/C\C=C/C\C=C/CCCCC ChemAxon formula C45H74O5 ChemAxon inchi InChI=1S/C45H74O5/c1-3-5-7-9-11-13-15-17-19-21-22-24-26-28-30-32-34-36-38-40-45(48)50-43(41-46)42-49-44(47)39-37-35-33-31-29-27-25-23-20-18-16-14-12-10-8-6-4-2/h11-14,17-20,22,24-25,27-28,30,43,46H,3-10,15-16,21,23,26,29,31-42H2,1-2H3/b13-11-,14-12-,19-17-,20-18-,24-22-,27-25-,30-28-/t43-/m0/s1 ChemAxon inchikey IUQSOYMQPQLRSB-QZEAQCGLSA-N ChemAxon polar_surface_area 72.83 ChemAxon refractivity 221.53 ChemAxon polarizability 86.63 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(20:3(8Z,11Z,14Z)/22:4(7Z,10Z,13Z,16Z)/22:4(7Z,10Z,13Z,16Z)) SMP0076766 De Novo Triacylglycerol Biosynthesis TG(20:3(8Z,11Z,14Z)/22:4(7Z,10Z,13Z,16Z)/22:5(4Z,7Z,10Z,13Z,16Z)) SMP0076767 De Novo Triacylglycerol Biosynthesis TG(20:3(8Z,11Z,14Z)/22:4(7Z,10Z,13Z,16Z)/22:5(7Z,10Z,13Z,16Z,19Z)) SMP0076768 De Novo Triacylglycerol Biosynthesis TG(20:3(8Z,11Z,14Z)/22:4(7Z,10Z,13Z,16Z)/22:6(4Z,7Z,10Z,13Z,16Z,19Z)) SMP0076769 De Novo Triacylglycerol Biosynthesis TG(20:3(8Z,11Z,14Z)/22:4(7Z,10Z,13Z,16Z)/24:0) SMP0076770 De Novo Triacylglycerol Biosynthesis TG(20:3(8Z,11Z,14Z)/22:4(7Z,10Z,13Z,16Z)/24:1(15Z)) SMP0076771 Phosphatidylcholine Biosynthesis PC(20:3(8Z,11Z,14Z)/22:4(7Z,10Z,13Z,16Z)) SMP0080781 Phosphatidylethanolamine Biosynthesis PE(20:3(8Z,11Z,14Z)/22:4(7Z,10Z,13Z,16Z)) SMP0082590 Specdb::MsMs 645352 Specdb::MsMs 645353 Specdb::MsMs 645354 Specdb::MsMs 2336137 Specdb::MsMs 2336138 Specdb::MsMs 2336139 Specdb::MsMs 2490677 Specdb::MsMs 2490678 Specdb::MsMs 2490679 Specdb::MsMs 2629562 Specdb::MsMs 2629563 Specdb::MsMs 2629564 Specdb::MsMs 2945127 Specdb::MsMs 2945128 Specdb::MsMs 2945129 Specdb::CMs 745110 Specdb::CMs 745111 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 7822877 9543927 FDB024688 BMDBP00391 Ethanolaminephosphotransferase 1 Q17QM4 SELENOI Enzyme BMDBP02834 Diacylglycerol O-acyltransferase 1 Q8MK44 DGAT1 Enzyme