1.0 2016-09-30 23:38:26 UTC 2020-05-21 16:28:03 UTC BMDB0007492 BMDB07492 DG(20:3(8Z,11Z,14Z)/22:0/0:0) DG(20:3(8Z,11Z,14Z)/22:0/0:0)[iso2], also known as dg(20:3(8z,11z,14z)/22:0/0:0)[iso2] or DAG(20:3/22:0), belongs to the class of organic compounds known as 1,2-dg(20:3(8z,11z,14z)/22:0/0:0)[iso2]s. These are dg(20:3(8z,11z,14z)/22:0/0:0)[iso2]s containing a glycerol acylated at positions 1 and 2. Thus, DG(20:3(8Z,11Z,14Z)/22:0/0:0)[iso2] is considered to be a diradylglycerol lipid molecule. DG(20:3(8Z,11Z,14Z)/22:0/0:0)[iso2] is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral. In cattle, DG(20:3(8Z,11Z,14Z)/22:0/0:0)[iso2] is involved in a few metabolic pathways, which include de novo triacylglycerol biosynthesis TG(20:3(8Z,11Z,14Z)/22:0/22:5(4Z,7Z,10Z,13Z,16Z)) pathway, de novo triacylglycerol biosynthesis TG(20:3(8Z,11Z,14Z)/22:0/22:1(13Z)) pathway, and de novo triacylglycerol biosynthesis TG(20:3(8Z,11Z,14Z)/22:0/22:4(7Z,10Z,13Z,16Z)) pathway. 1-Homo-g-linolenoyl-2-behenoyl-sn-glycerol 1-Homo-gamma-linolenoyl-2-behenoyl-sn-glycerol DAG(20:3/22:0) DAG(20:3N6/22:0) DAG(20:3W6/22:0) DAG(42:3) DG(20:3/22:0) DG(20:3N6/22:0) DG(20:3W6/22:0) DG(42:3) Diacylglycerol Diacylglycerol(20:3/22:0) Diacylglycerol(20:3n6/22:0) Diacylglycerol(20:3W6/22:0) Diacylglycerol(42:3) Diglyceride 1-(8Z,11Z,14Z-Eicosatrienoyl)-2-docosanoyl-sn-glycerol DG(20:3(8Z,11Z,14Z)/22:0/0:0) C45H82O5 703.1296 702.616225734 (2S)-1-hydroxy-3-[(8Z,11Z,14Z)-icosa-8,11,14-trienoyloxy]propan-2-yl docosanoate diacylglycerol [H][C@](CO)(COC(=O)CCCCCC\C=C/C\C=C/C\C=C/CCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC InChI=1S/C45H82O5/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/h12,14,18,20,25,27,43,46H,3-11,13,15-17,19,21-24,26,28-42H2,1-2H3/b14-12-,20-18-,27-25-/t43-/m0/s1 LRNYGWAQIGPPAD-PJYRBPHDSA-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 10.72 ALOGPS logs -7.87 ALOGPS logp 15.36 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 docosanoate ChemAxon average_mass 703.1296 ChemAxon mono_mass 702.616225734 ChemAxon smiles [H][C@](CO)(COC(=O)CCCCCC\C=C/C\C=C/C\C=C/CCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC ChemAxon formula C45H82O5 ChemAxon inchi InChI=1S/C45H82O5/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/h12,14,18,20,25,27,43,46H,3-11,13,15-17,19,21-24,26,28-42H2,1-2H3/b14-12-,20-18-,27-25-/t43-/m0/s1 ChemAxon inchikey LRNYGWAQIGPPAD-PJYRBPHDSA-N ChemAxon polar_surface_area 72.83 ChemAxon refractivity 217.06 ChemAxon polarizability 92.42 ChemAxon rotatable_bond_count 41 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)/22:0/22:0) SMP0076742 De Novo Triacylglycerol Biosynthesis TG(20:3(8Z,11Z,14Z)/22:0/22:1(13Z)) SMP0076743 De Novo Triacylglycerol Biosynthesis TG(20:3(8Z,11Z,14Z)/22:0/22:2(13Z,16Z)) SMP0076744 De Novo Triacylglycerol Biosynthesis TG(20:3(8Z,11Z,14Z)/22:0/22:4(7Z,10Z,13Z,16Z)) SMP0076745 De Novo Triacylglycerol Biosynthesis TG(20:3(8Z,11Z,14Z)/22:0/22:5(4Z,7Z,10Z,13Z,16Z)) SMP0076746 De Novo Triacylglycerol Biosynthesis TG(20:3(8Z,11Z,14Z)/22:0/22:5(7Z,10Z,13Z,16Z,19Z)) SMP0076747 De Novo Triacylglycerol Biosynthesis TG(20:3(8Z,11Z,14Z)/22:0/22:6(4Z,7Z,10Z,13Z,16Z,19Z)) SMP0076748 De Novo Triacylglycerol Biosynthesis TG(20:3(8Z,11Z,14Z)/22:0/24:0) SMP0076749 De Novo Triacylglycerol Biosynthesis TG(20:3(8Z,11Z,14Z)/22:0/24:1(15Z)) SMP0076750 Phosphatidylcholine Biosynthesis PC(20:3(8Z,11Z,14Z)/22:0) SMP0080778 Phosphatidylethanolamine Biosynthesis PE(20:3(8Z,11Z,14Z)/22:0) SMP0082587 Specdb::MsMs 599551 Specdb::MsMs 599552 Specdb::MsMs 599553 Specdb::MsMs 2315870 Specdb::MsMs 2315871 Specdb::MsMs 2315872 Specdb::MsMs 2409694 Specdb::MsMs 2409695 Specdb::MsMs 2409696 Specdb::MsMs 2498012 Specdb::MsMs 2498013 Specdb::MsMs 2498014 Specdb::MsMs 2622743 Specdb::MsMs 2622744 Specdb::MsMs 2622745 Specdb::CMs 749636 Specdb::CMs 749637 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 9543893 7822843 FDB024685 BMDBP00391 Ethanolaminephosphotransferase 1 Q17QM4 SELENOI Enzyme BMDBP02834 Diacylglycerol O-acyltransferase 1 Q8MK44 DGAT1 Enzyme