1.0 2016-09-30 23:42:42 UTC 2020-05-21 16:26:50 UTC BMDB0007703 BMDB07703 DG(22:4(7Z,10Z,13Z,16Z)/24:1(15Z)/0:0) DG(22:4(7Z,10Z,13Z,16Z)/24:1(15Z)/0:0), also known as dg(22:4(7z,10z,13z,16z)/24:1(15z)/0:0) or DAG(22:4/24:1), belongs to the class of organic compounds known as 1,2-dg(22:4(7z,10z,13z,16z)/24:1(15z)/0:0)s. These are dg(22:4(7z,10z,13z,16z)/24:1(15z)/0:0)s containing a glycerol acylated at positions 1 and 2. DG(22:4(7Z,10Z,13Z,16Z)/24:1(15Z)/0:0) is possibly soluble (in water) and an extremely weak basic (essentially neutral) compound (based on its pKa). DG(22:4(7Z,10Z,13Z,16Z)/24:1(15Z)/0:0) participates in a number of enzymatic reactions, within cattle. In particular, DG(22:4(7Z,10Z,13Z,16Z)/24:1(15Z)/0:0) can be biosynthesized from PA(22:4(7Z,10Z,13Z,16Z)/24:1(15Z)) through the action of the enzyme phosphatidate phosphatase. Furthermore, DG(22:4(7Z,10Z,13Z,16Z)/24:1(15Z)/0:0) and nervonoyl-CoA can be converted into TG(22:4(7Z,10Z,13Z,16Z)/24:1(15Z)/24:1(15Z)); which is mediated by the enzyme dg(22:4(7z,10z,13z,16z)/24:1(15z)/0:0) O-acyltransferase. Finally, CDP-Ethanolamine and DG(22:4(7Z,10Z,13Z,16Z)/24:1(15Z)/0:0) can be converted into cytidine monophosphate and PE(22:4(7Z,10Z,13Z,16Z)/24:1(15Z)); which is catalyzed by the enzyme choline/ethanolaminephosphotransferase. In cattle, DG(22:4(7Z,10Z,13Z,16Z)/24:1(15Z)/0:0) is involved in a couple of metabolic pathways, which include de novo triacylglycerol biosynthesis TG(22:4(7Z,10Z,13Z,16Z)/24:1(15Z)/24:1(15Z)) pathway and phosphatidylethanolamine biosynthesis pe(22:4(7Z,10Z,13Z,16Z)/24:1(15Z)) pathway. 1-Adrenoyl-2-nervonoyl-sn-glycerol Diacylglycerol(46:5) Diglyceride DAG(46:5) Diacylglycerol Diacylglycerol(22:4/24:1) DG(46:5) DAG(22:4/24:1) 1-(7Z,10Z,13Z,16Z-Docosatetraenoyl)-2-(15Z-tetracosanoyl)-sn-glycerol DG(22:4/24:1) DG(22:4(7Z,10Z,13Z,16Z)/24:1(15Z)/0:0) C49H86O5 755.2041 754.647525862 (2S)-1-[(7Z,10Z,13Z,16Z)-docosa-7,10,13,16-tetraenoyloxy]-3-hydroxypropan-2-yl (15Z)-tetracos-15-enoate diacylglycerol [H][C@](CO)(COC(=O)CCCCC\C=C/C\C=C/C\C=C/C\C=C/CCCCC)OC(=O)CCCCCCCCCCCCC\C=C/CCCCCCCC InChI=1S/C49H86O5/c1-3-5-7-9-11-13-15-17-19-21-23-24-26-28-30-32-34-36-38-40-42-44-49(52)54-47(45-50)46-53-48(51)43-41-39-37-35-33-31-29-27-25-22-20-18-16-14-12-10-8-6-4-2/h12,14,17-20,25,27,31,33,47,50H,3-11,13,15-16,21-24,26,28-30,32,34-46H2,1-2H3/b14-12-,19-17-,20-18-,27-25-,33-31-/t47-/m0/s1 ORQQQVNVQNDAHD-URCYLVSASA-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 10.73 ALOGPS logs -7.88 ALOGPS logp 16.42 ChemAxon pka_strongest_acidic 14.58 ChemAxon pka_strongest_basic -3 ChemAxon iupac (2S)-1-[(7Z,10Z,13Z,16Z)-docosa-7,10,13,16-tetraenoyloxy]-3-hydroxypropan-2-yl (15Z)-tetracos-15-enoate ChemAxon average_mass 755.2041 ChemAxon mono_mass 754.647525862 ChemAxon smiles [H][C@](CO)(COC(=O)CCCCC\C=C/C\C=C/C\C=C/C\C=C/CCCCC)OC(=O)CCCCCCCCCCCCC\C=C/CCCCCCCC ChemAxon formula C49H86O5 ChemAxon inchi InChI=1S/C49H86O5/c1-3-5-7-9-11-13-15-17-19-21-23-24-26-28-30-32-34-36-38-40-42-44-49(52)54-47(45-50)46-53-48(51)43-41-39-37-35-33-31-29-27-25-22-20-18-16-14-12-10-8-6-4-2/h12,14,17-20,25,27,31,33,47,50H,3-11,13,15-16,21-24,26,28-30,32,34-46H2,1-2H3/b14-12-,19-17-,20-18-,27-25-,33-31-/t47-/m0/s1 ChemAxon inchikey ORQQQVNVQNDAHD-URCYLVSASA-N ChemAxon polar_surface_area 72.83 ChemAxon refractivity 237.7 ChemAxon polarizability 97.99 ChemAxon rotatable_bond_count 43 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(22:4(7Z,10Z,13Z,16Z)/24:1(15Z)/24:1(15Z)) SMP0077115 Phosphatidylcholine Biosynthesis PC(22:4(7Z,10Z,13Z,16Z)/24:1(15Z)) SMP0080849 Phosphatidylethanolamine Biosynthesis PE(22:4(7Z,10Z,13Z,16Z)/24:1(15Z)) SMP0082658 Specdb::CMs 780104 Specdb::CMs 780105 Specdb::MsMs 654157 Specdb::MsMs 654158 Specdb::MsMs 654159 Specdb::MsMs 2314184 Specdb::MsMs 2314185 Specdb::MsMs 2314186 Specdb::MsMs 2326440 Specdb::MsMs 2326441 Specdb::MsMs 2326442 Specdb::MsMs 2614719 Specdb::MsMs 2614720 Specdb::MsMs 2614721 Specdb::MsMs 2621159 Specdb::MsMs 2621160 Specdb::MsMs 2621161 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 53478456 FDB024896 BMDBP00391 Ethanolaminephosphotransferase 1 Q17QM4 SELENOI Enzyme