1.0 2016-09-30 23:35:40 UTC 2020-05-21 16:26:38 UTC BMDB0007354 BMDB07354 DG(18:4(6Z,9Z,12Z,15Z)/24:0/0:0) DG(18:4(6Z,9Z,12Z,15Z)/24:0/0:0), also known as dg(18:4(6z,9z,12z,15z)/24:0/0:0) or DAG(18:4/24:0), belongs to the class of organic compounds known as 1,2-dg(18:4(6z,9z,12z,15z)/24:0/0:0)s. These are dg(18:4(6z,9z,12z,15z)/24:0/0:0)s containing a glycerol acylated at positions 1 and 2. DG(18:4(6Z,9Z,12Z,15Z)/24:0/0:0) is possibly soluble (in water) and an extremely weak basic (essentially neutral) compound (based on its pKa). DG(18:4(6Z,9Z,12Z,15Z)/24:0/0:0) participates in a number of enzymatic reactions, within cattle. In particular, DG(18:4(6Z,9Z,12Z,15Z)/24:0/0:0) can be biosynthesized from PA(18:4(6Z,9Z,12Z,15Z)/24:0); which is mediated by the enzyme phosphatidate phosphatase. Furthermore, DG(18:4(6Z,9Z,12Z,15Z)/24:0/0:0) and nervonoyl-CoA can be converted into TG(18:4(6Z,9Z,12Z,15Z)/24:0/24:1(15Z)) through its interaction with the enzyme dg(18:4(6z,9z,12z,15z)/24:0/0:0) O-acyltransferase. Furthermore, CDP-Ethanolamine and DG(18:4(6Z,9Z,12Z,15Z)/24:0/0:0) can be converted into cytidine monophosphate and PE(18:4(6Z,9Z,12Z,15Z)/24:0); which is catalyzed by the enzyme choline/ethanolaminephosphotransferase. Finally, DG(18:4(6Z,9Z,12Z,15Z)/24:0/0:0) can be biosynthesized from PA(18:4(6Z,9Z,12Z,15Z)/24:0); which is mediated by the enzyme phosphatidate phosphatase. In cattle, DG(18:4(6Z,9Z,12Z,15Z)/24:0/0:0) is involved in a few metabolic pathways, which include de novo triacylglycerol biosynthesis TG(18:4(6Z,9Z,12Z,15Z)/24:0/24:1(15Z)) pathway, phosphatidylethanolamine biosynthesis pe(18:4(6Z,9Z,12Z,15Z)/24:0) pathway, and de novo triacylglycerol biosynthesis TG(18:4(6Z,9Z,12Z,15Z)/24:0/24:0) pathway. 1-Stearidonoyl-2-lignoceroyl-sn-glycerol DAG(18:4/24:0) DAG(18:4N3/24:0) DAG(18:4W3/24:0) DAG(42:4) DG(18:4/24:0) DG(18:4N3/24:0) DG(18:4W3/24:0) DG(42:4) Diacylglycerol Diacylglycerol(18:4/24:0) Diacylglycerol(18:4n3/24:0) Diacylglycerol(18:4W3/24:0) Diacylglycerol(42:4) Diglyceride 1-(6Z,9Z,12Z,15Z-Octadecatetraenoyl)-2-tetracosanoyl-sn-glycerol DG(18:4(6Z,9Z,12Z,15Z)/24:0/0:0) C45H80O5 701.1137 700.60057567 (2S)-1-hydroxy-3-[(6Z,9Z,12Z,15Z)-octadeca-6,9,12,15-tetraenoyloxy]propan-2-yl tetracosanoate diacylglycerol [H][C@](CO)(COC(=O)CCCC\C=C/C\C=C/C\C=C/C\C=C/CC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC InChI=1S/C45H80O5/c1-3-5-7-9-11-13-15-17-19-20-21-22-23-24-26-28-30-32-34-36-38-40-45(48)50-43(41-46)42-49-44(47)39-37-35-33-31-29-27-25-18-16-14-12-10-8-6-4-2/h6,8,12,14,18,25,29,31,43,46H,3-5,7,9-11,13,15-17,19-24,26-28,30,32-42H2,1-2H3/b8-6-,14-12-,25-18-,31-29-/t43-/m0/s1 XALQTRIUEIYCLJ-VMQVAYHCSA-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 Solid logp 10.63 ALOGPS logs -7.89 ALOGPS logp 15 ChemAxon pka_strongest_acidic 14.58 ChemAxon pka_strongest_basic -3 ChemAxon iupac (2S)-1-hydroxy-3-[(6Z,9Z,12Z,15Z)-octadeca-6,9,12,15-tetraenoyloxy]propan-2-yl tetracosanoate ChemAxon average_mass 701.1137 ChemAxon mono_mass 700.60057567 ChemAxon smiles [H][C@](CO)(COC(=O)CCCC\C=C/C\C=C/C\C=C/C\C=C/CC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC ChemAxon formula C45H80O5 ChemAxon inchi InChI=1S/C45H80O5/c1-3-5-7-9-11-13-15-17-19-20-21-22-23-24-26-28-30-32-34-36-38-40-45(48)50-43(41-46)42-49-44(47)39-37-35-33-31-29-27-25-18-16-14-12-10-8-6-4-2/h6,8,12,14,18,25,29,31,43,46H,3-5,7,9-11,13,15-17,19-24,26-28,30,32-42H2,1-2H3/b8-6-,14-12-,25-18-,31-29-/t43-/m0/s1 ChemAxon inchikey XALQTRIUEIYCLJ-VMQVAYHCSA-N ChemAxon polar_surface_area 72.83 ChemAxon refractivity 218.18 ChemAxon polarizability 91.44 ChemAxon rotatable_bond_count 40 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(18:4(6Z,9Z,12Z,15Z)/24:0/24:0) SMP0076179 De Novo Triacylglycerol Biosynthesis TG(18:4(6Z,9Z,12Z,15Z)/24:0/24:1(15Z)) SMP0076180 Phosphatidylcholine Biosynthesis PC(18:4(6Z,9Z,12Z,15Z)/24:0) SMP0080710 Phosphatidylethanolamine Biosynthesis PE(18:4(6Z,9Z,12Z,15Z)/24:0) SMP0082517 Specdb::CMs 749197 Specdb::CMs 749198 Specdb::MsMs 663121 Specdb::MsMs 663122 Specdb::MsMs 663123 Specdb::MsMs 2301837 Specdb::MsMs 2301838 Specdb::MsMs 2301839 Specdb::MsMs 2699479 Specdb::MsMs 2699480 Specdb::MsMs 2699481 Specdb::MsMs 2905518 Specdb::MsMs 2905519 Specdb::MsMs 2905520 Specdb::MsMs 3005778 Specdb::MsMs 3005779 Specdb::MsMs 3005780 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 24766091 53478183 FDB024547 BMDBP00391 Ethanolaminephosphotransferase 1 Q17QM4 SELENOI Enzyme