1.0 2016-09-30 23:29:20 UTC 2020-05-21 16:27:26 UTC BMDB0007042 BMDB07042 DG(14:1(9Z)/18:0/0:0) DG(14:1(9Z)/18:0/0:0), also known as diacylglycerol or DAG(14:1/18:0), belongs to the class of organic compounds known as 1,2-diacylglycerols. These are diacylglycerols containing a glycerol acylated at positions 1 and 2. Thus, DG(14:1(9Z)/18:0/0:0) is considered to be a diradylglycerol lipid molecule. DG(14:1(9Z)/18:0/0:0) is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral. DG(14:1(9Z)/18:0/0:0) participates in a number of enzymatic reactions, within cattle. In particular, DG(14:1(9Z)/18:0/0:0) can be biosynthesized from PA(14:1(9Z)/18:0); which is catalyzed by the enzyme phosphatidate phosphatase. Furthermore, DG(14:1(9Z)/18:0/0:0) and alpha-linolenoyl-CoA can be converted into TG(14:1(9Z)/18:0/18:3(9Z,12Z,15Z)); which is catalyzed by the enzyme diacylglycerol O-acyltransferase. Furthermore, DG(14:1(9Z)/18:0/0:0) can be biosynthesized from PA(14:1(9Z)/18:0); which is mediated by the enzyme phosphatidate phosphatase. Furthermore, DG(14:1(9Z)/18:0/0:0) and meadoyl-CoA can be converted into TG(14:1(9Z)/18:0/20:3(5Z,8Z,11Z)) through the action of the enzyme diacylglycerol O-acyltransferase. Furthermore, DG(14:1(9Z)/18:0/0:0) can be biosynthesized from PA(14:1(9Z)/18:0) through the action of the enzyme phosphatidate phosphatase. Finally, DG(14:1(9Z)/18:0/0:0) and arachidonyl-CoA can be converted into TG(14:1(9Z)/18:0/20:4(5Z,8Z,11Z,14Z)); which is mediated by the enzyme diacylglycerol O-acyltransferase. In cattle, DG(14:1(9Z)/18:0/0:0) is involved in several metabolic pathways, some of which include de novo triacylglycerol biosynthesis TG(14:1(9Z)/18:0/18:3(9Z,12Z,15Z)) pathway, de novo triacylglycerol biosynthesis TG(14:1(9Z)/18:0/20:3(5Z,8Z,11Z)) pathway, de novo triacylglycerol biosynthesis TG(14:1(9Z)/18:0/20:4(5Z,8Z,11Z,14Z)) pathway, and de novo triacylglycerol biosynthesis TG(14:1(9Z)/18:0/22:2(13Z,16Z)) pathway. 1-Myristoleoyl-2-stearoyl-sn-glycerol DAG(14:1/18:0) DAG(14:1N5/18:0) DAG(14:1W5/18:0) DAG(32:1) DG(14:1/18:0) DG(14:1N5/18:0) DG(14:1W5/18:0) DG(32:1) Diacylglycerol Diacylglycerol(14:1/18:0) Diacylglycerol(14:1n5/18:0) Diacylglycerol(14:1W5/18:0) Diacylglycerol(32:1) Diglyceride 1-(9Z-Tetradecenoyl)-2-octadecanoyl-sn-glycerol DG(14:1(9Z)/18:0/0:0) C35H66O5 566.8955 566.491025222 (2S)-1-hydroxy-3-[(9Z)-tetradec-9-enoyloxy]propan-2-yl octadecanoate diacylglycerol [H]\C(CCCC)=C(/[H])CCCCCCCC(=O)OC[C@]([H])(CO)OC(=O)CCCCCCCCCCCCCCCCC InChI=1S/C35H66O5/c1-3-5-7-9-11-13-15-16-17-18-20-22-24-26-28-30-35(38)40-33(31-36)32-39-34(37)29-27-25-23-21-19-14-12-10-8-6-4-2/h10,12,33,36H,3-9,11,13-32H2,1-2H3/b12-10-/t33-/m0/s1 PAHKOLCUPPSBEU-ZUMVFQCASA-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 9.82 ALOGPS logs -7.45 ALOGPS logp 11.64 ChemAxon pka_strongest_acidic 14.58 ChemAxon pka_strongest_basic -3 ChemAxon iupac (2S)-1-hydroxy-3-[(9Z)-tetradec-9-enoyloxy]propan-2-yl octadecanoate ChemAxon average_mass 566.8955 ChemAxon mono_mass 566.491025222 ChemAxon smiles [H]\C(CCCC)=C(/[H])CCCCCCCC(=O)OC[C@]([H])(CO)OC(=O)CCCCCCCCCCCCCCCCC ChemAxon formula C35H66O5 ChemAxon inchi InChI=1S/C35H66O5/c1-3-5-7-9-11-13-15-16-17-18-20-22-24-26-28-30-35(38)40-33(31-36)32-39-34(37)29-27-25-23-21-19-14-12-10-8-6-4-2/h10,12,33,36H,3-9,11,13-32H2,1-2H3/b12-10-/t33-/m0/s1 ChemAxon inchikey PAHKOLCUPPSBEU-ZUMVFQCASA-N ChemAxon polar_surface_area 72.83 ChemAxon refractivity 168.82 ChemAxon polarizability 73.36 ChemAxon rotatable_bond_count 33 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)/18:0/18:0) SMP0073193 De Novo Triacylglycerol Biosynthesis TG(14:1(9Z)/18:0/18:1(11Z)) SMP0073194 De Novo Triacylglycerol Biosynthesis TG(14:1(9Z)/18:0/18:1(9Z)) SMP0073195 De Novo Triacylglycerol Biosynthesis TG(14:1(9Z)/18:0/18:2(9Z,12Z)) SMP0073196 De Novo Triacylglycerol Biosynthesis TG(14:1(9Z)/18:0/18:3(6Z,9Z,12Z)) SMP0073197 De Novo Triacylglycerol Biosynthesis TG(14:1(9Z)/18:0/18:3(9Z,12Z,15Z)) SMP0073198 De Novo Triacylglycerol Biosynthesis TG(14:1(9Z)/18:0/18:4(6Z,9Z,12Z,15Z)) SMP0073199 De Novo Triacylglycerol Biosynthesis TG(14:1(9Z)/18:0/20:0) SMP0073200 De Novo Triacylglycerol Biosynthesis TG(14:1(9Z)/18:0/20:1(11Z)) SMP0073201 De Novo Triacylglycerol Biosynthesis TG(14:1(9Z)/18:0/20:2(11Z,14Z)) SMP0073202 De Novo Triacylglycerol Biosynthesis TG(14:1(9Z)/18:0/20:3(5Z,8Z,11Z)) SMP0073203 De Novo Triacylglycerol Biosynthesis TG(14:1(9Z)/18:0/20:3(8Z,11Z,14Z)) SMP0073204 De Novo Triacylglycerol Biosynthesis TG(14:1(9Z)/18:0/20:4(5Z,8Z,11Z,14Z)) SMP0073205 De Novo Triacylglycerol Biosynthesis TG(14:1(9Z)/18:0/20:4(8Z,11Z,14Z,17Z)) SMP0073206 De Novo Triacylglycerol Biosynthesis TG(14:1(9Z)/18:0/20:5(5Z,8Z,11Z,14Z,17Z)) SMP0073207 De Novo Triacylglycerol Biosynthesis TG(14:1(9Z)/18:0/22:0) SMP0073208 De Novo Triacylglycerol Biosynthesis TG(14:1(9Z)/18:0/22:1(13Z)) SMP0073209 De Novo Triacylglycerol Biosynthesis TG(14:1(9Z)/18:0/22:2(13Z,16Z)) SMP0073210 De Novo Triacylglycerol Biosynthesis TG(14:1(9Z)/18:0/22:4(7Z,10Z,13Z,16Z)) SMP0073211 De Novo Triacylglycerol Biosynthesis TG(14:1(9Z)/18:0/22:5(4Z,7Z,10Z,13Z,16Z)) SMP0073212 De Novo Triacylglycerol Biosynthesis TG(14:1(9Z)/18:0/22:5(7Z,10Z,13Z,16Z,19Z)) SMP0073213 De Novo Triacylglycerol Biosynthesis TG(14:1(9Z)/18:0/22:6(4Z,7Z,10Z,13Z,16Z,19Z)) SMP0073214 De Novo Triacylglycerol Biosynthesis TG(14:1(9Z)/18:0/24:0) SMP0073215 De Novo Triacylglycerol Biosynthesis TG(14:1(9Z)/18:0/24:1(15Z)) SMP0073216 Phosphatidylcholine Biosynthesis PC(14:1(9Z)/18:0) SMP0080463 Phosphatidylethanolamine Biosynthesis PE(14:1(9Z)/18:0) SMP0082266 Specdb::MsMs 619843 Specdb::MsMs 619844 Specdb::MsMs 619845 Specdb::MsMs 2457431 Specdb::MsMs 2457432 Specdb::MsMs 2457433 Specdb::MsMs 2482078 Specdb::MsMs 2482079 Specdb::MsMs 2482080 Specdb::MsMs 2564613 Specdb::MsMs 2564614 Specdb::MsMs 2564615 Specdb::MsMs 2576796 Specdb::MsMs 2576797 Specdb::MsMs 2576798 Specdb::CMs 39183 Specdb::CMs 282158 Specdb::CMs 362732 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 24765876 53477977 88786 FDB024236 BMDBP00391 Ethanolaminephosphotransferase 1 Q17QM4 SELENOI Enzyme BMDBP02834 Diacylglycerol O-acyltransferase 1 Q8MK44 DGAT1 Enzyme