1.0 2016-09-30 23:29:43 UTC 2020-05-21 16:27:29 UTC BMDB0007061 BMDB07061 DG(14:1(9Z)/22:5(4Z,7Z,10Z,13Z,16Z)/0:0) DG(14:1(9Z)/22:5(4Z,7Z,10Z,13Z,16Z)/0:0), also known as dg(14:1(9z)/22:5(4z,7z,10z,13z,16z)/0:0) or DAG(14:1/22:5), belongs to the class of organic compounds known as 1,2-dg(14:1(9z)/22:5(4z,7z,10z,13z,16z)/0:0)s. These are dg(14:1(9z)/22:5(4z,7z,10z,13z,16z)/0:0)s containing a glycerol acylated at positions 1 and 2. DG(14:1(9Z)/22:5(4Z,7Z,10Z,13Z,16Z)/0:0) is possibly soluble (in water) and an extremely weak basic (essentially neutral) compound (based on its pKa). DG(14:1(9Z)/22:5(4Z,7Z,10Z,13Z,16Z)/0:0) participates in a number of enzymatic reactions, within cattle. In particular, DG(14:1(9Z)/22:5(4Z,7Z,10Z,13Z,16Z)/0:0) can be biosynthesized from PA(14:1(9Z)/22:5(4Z,7Z,10Z,13Z,16Z)) through the action of the enzyme phosphatidate phosphatase. Furthermore, DG(14:1(9Z)/22:5(4Z,7Z,10Z,13Z,16Z)/0:0) and nervonoyl-CoA can be converted into TG(14:1(9Z)/22:5(4Z,7Z,10Z,13Z,16Z)/24:1(15Z)) through the action of the enzyme dg(14:1(9z)/22:5(4z,7z,10z,13z,16z)/0:0) O-acyltransferase. Furthermore, DG(14:1(9Z)/22:5(4Z,7Z,10Z,13Z,16Z)/0:0) can be biosynthesized from PA(14:1(9Z)/22:5(4Z,7Z,10Z,13Z,16Z)); which is mediated by the enzyme phosphatidate phosphatase. Finally, DG(14:1(9Z)/22:5(4Z,7Z,10Z,13Z,16Z)/0:0) and tetracosanoyl-CoA can be converted into TG(14:1(9Z)/22:5(4Z,7Z,10Z,13Z,16Z)/24:0) through the action of the enzyme dg(14:1(9z)/22:5(4z,7z,10z,13z,16z)/0:0) O-acyltransferase. In cattle, DG(14:1(9Z)/22:5(4Z,7Z,10Z,13Z,16Z)/0:0) is involved in a couple of metabolic pathways, which include de novo triacylglycerol biosynthesis TG(14:1(9Z)/22:5(4Z,7Z,10Z,13Z,16Z)/24:1(15Z)) pathway and de novo triacylglycerol biosynthesis TG(14:1(9Z)/22:5(4Z,7Z,10Z,13Z,16Z)/24:0) pathway. 1-Myristoleoyl-2-docosapentaenoyl-sn-glycerol 1-Myristoleoyl-2-osbondoyl-sn-glycerol DAG(14:1/22:5) DAG(14:1N5/22:5N6) DAG(14:1W5/22:5W6) DAG(36:6) DG(14:1/22:5) DG(14:1N5/22:5N6) DG(14:1W5/22:5W6) DG(36:6) Diacylglycerol Diacylglycerol(14:1/22:5) Diacylglycerol(14:1n5/22:5n6) Diacylglycerol(14:1W5/22:5W6) Diacylglycerol(36:6) Diglyceride 1-(9Z-Tetradecenoyl)-2-(4Z,7Z,10Z,13Z,16Z-docosapentaenoyl)-sn-glycerol DG(14:1(9Z)/22:5(4Z,7Z,10Z,13Z,16Z)/0:0) C39H64O5 612.9225 612.475375158 (2S)-1-hydroxy-3-[(9Z)-tetradec-9-enoyloxy]propan-2-yl (4Z,7Z,10Z,13Z,16Z)-docosa-4,7,10,13,16-pentaenoate diacylglycerol [H][C@](CO)(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CC\C=C/C\C=C/C\C=C/C\C=C/C\C=C/CCCCC InChI=1S/C39H64O5/c1-3-5-7-9-11-13-15-16-17-18-19-20-21-22-24-26-28-30-32-34-39(42)44-37(35-40)36-43-38(41)33-31-29-27-25-23-14-12-10-8-6-4-2/h10-13,16-17,19-20,22,24,28,30,37,40H,3-9,14-15,18,21,23,25-27,29,31-36H2,1-2H3/b12-10-,13-11-,17-16-,20-19-,24-22-,30-28-/t37-/m0/s1 VJQIPMXNHWLHEJ-WCNLUZKGSA-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 8.73 ALOGPS logs -7.55 ALOGPS logp 11.61 ChemAxon pka_strongest_acidic 14.58 ChemAxon pka_strongest_basic -3 ChemAxon iupac (2S)-1-hydroxy-3-[(9Z)-tetradec-9-enoyloxy]propan-2-yl (4Z,7Z,10Z,13Z,16Z)-docosa-4,7,10,13,16-pentaenoate ChemAxon average_mass 612.9225 ChemAxon mono_mass 612.475375158 ChemAxon smiles [H][C@](CO)(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CC\C=C/C\C=C/C\C=C/C\C=C/C\C=C/CCCCC ChemAxon formula C39H64O5 ChemAxon inchi InChI=1S/C39H64O5/c1-3-5-7-9-11-13-15-16-17-18-19-20-21-22-24-26-28-30-32-34-39(42)44-37(35-40)36-43-38(41)33-31-29-27-25-23-14-12-10-8-6-4-2/h10-13,16-17,19-20,22,24,28,30,37,40H,3-9,14-15,18,21,23,25-27,29,31-36H2,1-2H3/b12-10-,13-11-,17-16-,20-19-,24-22-,30-28-/t37-/m0/s1 ChemAxon inchikey VJQIPMXNHWLHEJ-WCNLUZKGSA-N ChemAxon polar_surface_area 72.83 ChemAxon refractivity 192.8 ChemAxon polarizability 75.67 ChemAxon rotatable_bond_count 32 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(14:1(9Z)/22:5(4Z,7Z,10Z,13Z,16Z)/22:5(4Z,7Z,10Z,13Z,16Z)) SMP0073478 De Novo Triacylglycerol Biosynthesis TG(14:1(9Z)/22:5(4Z,7Z,10Z,13Z,16Z)/22:5(7Z,10Z,13Z,16Z,19Z)) SMP0073479 De Novo Triacylglycerol Biosynthesis TG(14:1(9Z)/22:5(4Z,7Z,10Z,13Z,16Z)/22:6(4Z,7Z,10Z,13Z,16Z,19Z)) SMP0073480 De Novo Triacylglycerol Biosynthesis TG(14:1(9Z)/22:5(4Z,7Z,10Z,13Z,16Z)/24:0) SMP0073481 De Novo Triacylglycerol Biosynthesis TG(14:1(9Z)/22:5(4Z,7Z,10Z,13Z,16Z)/24:1(15Z)) SMP0073482 Phosphatidylcholine Biosynthesis PC(14:1(9Z)/22:5(4Z,7Z,10Z,13Z,16Z)) SMP0080482 Phosphatidylethanolamine Biosynthesis PE(14:1(9Z)/22:5(4Z,7Z,10Z,13Z,16Z)) SMP0082285 Specdb::CMs 39202 Specdb::CMs 529437 Specdb::CMs 792561 Specdb::MsMs 671362 Specdb::MsMs 671363 Specdb::MsMs 671364 Specdb::MsMs 2315003 Specdb::MsMs 2315004 Specdb::MsMs 2315005 Specdb::MsMs 2512938 Specdb::MsMs 2512939 Specdb::MsMs 2512940 Specdb::MsMs 2620328 Specdb::MsMs 2620329 Specdb::MsMs 2620330 Specdb::MsMs 2862852 Specdb::MsMs 2862853 Specdb::MsMs 2862854 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 24765895 53477996 FDB024255 BMDBP00391 Ethanolaminephosphotransferase 1 Q17QM4 SELENOI Enzyme BMDBP02834 Diacylglycerol O-acyltransferase 1 Q8MK44 DGAT1 Enzyme