1.0 2016-09-30 23:38:58 UTC 2020-05-21 16:28:03 UTC BMDB0007518 BMDB07518 DG(20:4(5Z,8Z,11Z,14Z)/20:4(5Z,8Z,11Z,14Z)/0:0) DG(20:4(5Z,8Z,11Z,14Z)/20:4(5Z,8Z,11Z,14Z)/0:0), also known as 1,2-di(5Z,8Z,11Z,14Z)-icosatetraenoyl-sn-glycerol or DAG(20:4/20:4), belongs to the class of organic compounds known as 1,2-dg(20:4(5z,8z,11z,14z)/20:4(5z,8z,11z,14z)/0:0)s. These are dg(20:4(5z,8z,11z,14z)/20:4(5z,8z,11z,14z)/0:0)s containing a glycerol acylated at positions 1 and 2. Thus, DG(20:4(5Z,8Z,11Z,14Z)/20:4(5Z,8Z,11Z,14Z)/0:0) is considered to be a diradylglycerol lipid molecule. DG(20:4(5Z,8Z,11Z,14Z)/20:4(5Z,8Z,11Z,14Z)/0:0) is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral. DG(20:4(5Z,8Z,11Z,14Z)/20:4(5Z,8Z,11Z,14Z)/0:0) exists in all eukaryotes, ranging from yeast to humans. DG(20:4(5Z,8Z,11Z,14Z)/20:4(5Z,8Z,11Z,14Z)/0:0) participates in a number of enzymatic reactions, within cattle. In particular, CDP-Ethanolamine and DG(20:4(5Z,8Z,11Z,14Z)/20:4(5Z,8Z,11Z,14Z)/0:0) can be converted into cytidine monophosphate and PE(20:4(5Z,8Z,11Z,14Z)/20:4(5Z,8Z,11Z,14Z)); which is mediated by the enzyme choline/ethanolaminephosphotransferase. In addition, CDP-Choline and DG(20:4(5Z,8Z,11Z,14Z)/20:4(5Z,8Z,11Z,14Z)/0:0) can be converted into cytidine monophosphate and PC(20:4(5Z,8Z,11Z,14Z)/20:4(5Z,8Z,11Z,14Z)) through its interaction with the enzyme choline/ethanolaminephosphotransferase. In cattle, DG(20:4(5Z,8Z,11Z,14Z)/20:4(5Z,8Z,11Z,14Z)/0:0) is involved in the metabolic pathway called phosphatidylcholine biosynthesis PC(20:4(5Z,8Z,11Z,14Z)/20:4(5Z,8Z,11Z,14Z)) pathway. 1,2-Di(5Z,8Z,11Z,14Z)-icosatetraenoyl-sn-glycerol 1,2-Di-(5Z,8Z,11Z,14Z)-eicosatetraenoyl-sn-glycerol 1,2-Di-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-sn-glycerol DAG 20:4(omega-6)/20:4(omega-6)/0:0 DAG(20:4/20:4) DAG(20:4N6/20:4N6) DAG(20:4W6/20:4OMEGA6) DAG(40:8) DG(20:4/20:4) DG(20:4/20:4/0:0) DG(20:4N6/20:4N6) DG(20:4W6/20:4OMEGA6) DG(40:8) Diacylglycerol(20:4/20:4) Diacylglycerol(20:4n6/20:4n6) Diacylglycerol(20:4W6/20:4omega6) Diacylglycerol(40:8) Diarachidonoylglycerol Diglyceride 1,2-Diarachidonoyl-rac-glycerol Diacylglycerol 1,2-Di(5Z,8Z,11Z,14Z-eicosatetraenoyl)-rac-glycerol DG(20:4(5Z,8Z,11Z,14Z)/20:4(5Z,8Z,11Z,14Z)/0:0) C43H68O5 664.997 664.506675286 (2S)-1-hydroxy-3-[(5Z,8Z,11Z,14Z)-icosa-5,8,11,14-tetraenoyloxy]propan-2-yl (5Z,8Z,11Z,14Z)-icosa-5,8,11,14-tetraenoate diacylglycerol [H][C@](CO)(COC(=O)CCC\C=C/C\C=C/C\C=C/C\C=C/CCCCC)OC(=O)CCC\C=C/C\C=C/C\C=C/C\C=C/CCCCC InChI=1S/C43H68O5/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/h11-14,17-20,23-26,29-32,41,44H,3-10,15-16,21-22,27-28,33-40H2,1-2H3/b13-11-,14-12-,19-17-,20-18-,25-23-,26-24-,31-29-,32-30-/t41-/m0/s1 FVXRWZPVZULNCQ-ZPRYGCIXSA-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 Solid logp 8.67 ALOGPS logs -7.56 ALOGPS logp 12.66 ChemAxon pka_strongest_acidic 14.58 ChemAxon pka_strongest_basic -3 ChemAxon iupac (2S)-1-hydroxy-3-[(5Z,8Z,11Z,14Z)-icosa-5,8,11,14-tetraenoyloxy]propan-2-yl (5Z,8Z,11Z,14Z)-icosa-5,8,11,14-tetraenoate ChemAxon average_mass 664.997 ChemAxon mono_mass 664.506675286 ChemAxon smiles [H][C@](CO)(COC(=O)CCC\C=C/C\C=C/C\C=C/C\C=C/CCCCC)OC(=O)CCC\C=C/C\C=C/C\C=C/C\C=C/CCCCC ChemAxon formula C43H68O5 ChemAxon inchi InChI=1S/C43H68O5/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/h11-14,17-20,23-26,29-32,41,44H,3-10,15-16,21-22,27-28,33-40H2,1-2H3/b13-11-,14-12-,19-17-,20-18-,25-23-,26-24-,31-29-,32-30-/t41-/m0/s1 ChemAxon inchikey FVXRWZPVZULNCQ-ZPRYGCIXSA-N ChemAxon polar_surface_area 72.83 ChemAxon refractivity 213.44 ChemAxon polarizability 81.48 ChemAxon rotatable_bond_count 34 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(20:4(5Z,8Z,11Z,14Z)/20:4(5Z,8Z,11Z,14Z)/20:4(5Z,8Z,11Z,14Z)) SMP0076787 De Novo Triacylglycerol Biosynthesis TG(20:4(5Z,8Z,11Z,14Z)/20:4(5Z,8Z,11Z,14Z)/20:4(8Z,11Z,14Z,17Z)) SMP0076788 De Novo Triacylglycerol Biosynthesis TG(20:4(5Z,8Z,11Z,14Z)/20:4(5Z,8Z,11Z,14Z)/20:5(5Z,8Z,11Z,14Z,17Z)) SMP0076789 De Novo Triacylglycerol Biosynthesis TG(20:4(5Z,8Z,11Z,14Z)/20:4(5Z,8Z,11Z,14Z)/22:0) SMP0076790 De Novo Triacylglycerol Biosynthesis TG(20:4(5Z,8Z,11Z,14Z)/20:4(5Z,8Z,11Z,14Z)/22:1(13Z)) SMP0076791 De Novo Triacylglycerol Biosynthesis TG(20:4(5Z,8Z,11Z,14Z)/20:4(5Z,8Z,11Z,14Z)/22:2(13Z,16Z)) SMP0076792 De Novo Triacylglycerol Biosynthesis TG(20:4(5Z,8Z,11Z,14Z)/20:4(5Z,8Z,11Z,14Z)/22:4(7Z,10Z,13Z,16Z)) SMP0076793 De Novo Triacylglycerol Biosynthesis TG(20:4(5Z,8Z,11Z,14Z)/20:4(5Z,8Z,11Z,14Z)/22:5(4Z,7Z,10Z,13Z,16Z)) SMP0076794 De Novo Triacylglycerol Biosynthesis TG(20:4(5Z,8Z,11Z,14Z)/20:4(5Z,8Z,11Z,14Z)/22:5(7Z,10Z,13Z,16Z,19Z)) SMP0076795 De Novo Triacylglycerol Biosynthesis TG(20:4(5Z,8Z,11Z,14Z)/20:4(5Z,8Z,11Z,14Z)/22:6(4Z,7Z,10Z,13Z,16Z,19Z)) SMP0076796 De Novo Triacylglycerol Biosynthesis TG(20:4(5Z,8Z,11Z,14Z)/20:4(5Z,8Z,11Z,14Z)/24:0) SMP0076797 De Novo Triacylglycerol Biosynthesis TG(20:4(5Z,8Z,11Z,14Z)/20:4(5Z,8Z,11Z,14Z)/24:1(15Z)) SMP0076798 Phosphatidylcholine Biosynthesis PC(20:4(5Z,8Z,11Z,14Z)/20:4(5Z,8Z,11Z,14Z)) SMP0080787 Phosphatidylethanolamine Biosynthesis PE(20:4(5Z,8Z,11Z,14Z)/20:4(5Z,8Z,11Z,14Z)) SMP0082596 Specdb::CMs 15094 Specdb::CMs 676433 Specdb::CMs 676434 Specdb::MsMs 299479 Specdb::MsMs 299480 Specdb::MsMs 299481 Specdb::MsMs 341500 Specdb::MsMs 341501 Specdb::MsMs 341502 Specdb::MsMs 2422842 Specdb::MsMs 2422843 Specdb::MsMs 2422844 Specdb::MsMs 2739556 Specdb::MsMs 2739557 Specdb::MsMs 2739558 Specdb::MsMs 3036638 Specdb::MsMs 3036639 Specdb::MsMs 3036640 Specdb::MsMs 3106331 Specdb::MsMs 3106332 Specdb::MsMs 3106333 Specdb::NmrOneD 276218 Specdb::NmrOneD 276219 Specdb::NmrOneD 276220 Specdb::NmrOneD 276221 Specdb::NmrOneD 276222 Specdb::NmrOneD 276223 Specdb::NmrOneD 276224 Specdb::NmrOneD 276225 Specdb::NmrOneD 276226 Specdb::NmrOneD 276227 Specdb::NmrOneD 276228 Specdb::NmrOneD 276229 Specdb::NmrOneD 276230 Specdb::NmrOneD 276231 Specdb::NmrOneD 276232 Specdb::NmrOneD 276233 Specdb::NmrOneD 276234 Specdb::NmrOneD 276235 Specdb::NmrOneD 276236 Specdb::NmrOneD 276237 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 9543872 77125 BMDBP00391 Ethanolaminephosphotransferase 1 Q17QM4 SELENOI Enzyme BMDBP02834 Diacylglycerol O-acyltransferase 1 Q8MK44 DGAT1 Enzyme