1.0 2016-09-30 23:29:15 UTC 2020-05-21 16:27:24 UTC BMDB0007038 BMDB07038 DG(14:1(9Z)/14:1(9Z)/0:0) DG(14:1(9Z)/14:1(9Z)/0:0), also known as DAG(14:1/14:1) or dg(14:1(9z)/14:1(9z)/0:0), belongs to the class of organic compounds known as 1,2-dg(14:1(9z)/14:1(9z)/0:0)s. These are dg(14:1(9z)/14:1(9z)/0:0)s containing a glycerol acylated at positions 1 and 2. Thus, DG(14:1(9Z)/14:1(9Z)/0:0) is considered to be a diradylglycerol lipid molecule. DG(14:1(9Z)/14:1(9Z)/0:0) is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral. DG(14:1(9Z)/14:1(9Z)/0:0) participates in a number of enzymatic reactions, within cattle. In particular, DG(14:1(9Z)/14:1(9Z)/0:0) can be biosynthesized from PA(14:1(9Z)/14:1(9Z)); which is catalyzed by the enzyme phosphatidate phosphatase. Furthermore, DG(14:1(9Z)/14:1(9Z)/0:0) and palmitoleyl-CoA can be converted into TG(14:1(9Z)/14:1(9Z)/16:1(9Z)) through its interaction with the enzyme dg(14:1(9z)/14:1(9z)/0:0) O-acyltransferase. Furthermore, DG(14:1(9Z)/14:1(9Z)/0:0) can be biosynthesized from PA(14:1(9Z)/14:1(9Z)); which is mediated by the enzyme phosphatidate phosphatase. Furthermore, DG(14:1(9Z)/14:1(9Z)/0:0) and stearidonoyl-CoA can be converted into TG(14:1(9Z)/14:1(9Z)/18:4(6Z,9Z,12Z,15Z)) through the action of the enzyme dg(14:1(9z)/14:1(9z)/0:0) O-acyltransferase. Furthermore, DG(14:1(9Z)/14:1(9Z)/0:0) can be biosynthesized from PA(14:1(9Z)/14:1(9Z)); which is mediated by the enzyme phosphatidate phosphatase. Finally, DG(14:1(9Z)/14:1(9Z)/0:0) and dihomo-gamma-linolenoyl-CoA can be converted into TG(14:1(9Z)/14:1(9Z)/20:3(8Z,11Z,14Z)); which is catalyzed by the enzyme dg(14:1(9z)/14:1(9z)/0:0) O-acyltransferase. In cattle, DG(14:1(9Z)/14:1(9Z)/0:0) is involved in several metabolic pathways, some of which include de novo triacylglycerol biosynthesis TG(14:1(9Z)/14:1(9Z)/16:1(9Z)) pathway, de novo triacylglycerol biosynthesis TG(14:1(9Z)/14:1(9Z)/18:4(6Z,9Z,12Z,15Z)) pathway, de novo triacylglycerol biosynthesis TG(14:1(9Z)/14:1(9Z)/20:3(8Z,11Z,14Z)) pathway, de novo triacylglycerol biosynthesis TG(14:1(9Z)/14:1(9Z)/20:4(8Z,11Z,14Z,17Z)) pathway, and de novo triacylglycerol biosynthesis TG(14:1(9Z)/14:1(9Z)/22:4(7Z,10Z,13Z,16Z)) pathway. DAG(14:1/14:1) DAG(14:1N5/14:1N5) DAG(14:1W5/14:1W5) DAG(28:2) DG(14:1/14:1) DG(14:1N5/14:1N5) DG(14:1W5/14:1W5) Diacylglycerol(14:1/14:1) Diacylglycerol(14:1n5/14:1n5) Diacylglycerol(14:1W5/14:1W5) DG(28:2) DG(14:1(9Z)/14:1(9Z)/0:0) Diglyceride Diacylglycerol 1,2-dimyristoleoyl-rac-glycerol 1,2-di(9Z-tetradecenoyl)-rac-glycerol Diacylglycerol(28:2) C31H56O5 508.7733 508.412774902 (2S)-1-hydroxy-3-[(9Z)-tetradec-9-enoyloxy]propan-2-yl (9Z)-tetradec-9-enoate diacylglycerol [H][C@](CO)(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCC InChI=1S/C31H56O5/c1-3-5-7-9-11-13-15-17-19-21-23-25-30(33)35-28-29(27-32)36-31(34)26-24-22-20-18-16-14-12-10-8-6-4-2/h9-12,29,32H,3-8,13-28H2,1-2H3/b11-9-,12-10-/t29-/m0/s1 UOMACDOEROJUON-XRZSNXEXSA-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 8.60 ALOGPS logs -7.28 ALOGPS logp 9.5 ChemAxon pka_strongest_acidic 14.58 ChemAxon pka_strongest_basic -3 ChemAxon iupac (2S)-1-hydroxy-3-[(9Z)-tetradec-9-enoyloxy]propan-2-yl (9Z)-tetradec-9-enoate ChemAxon average_mass 508.7733 ChemAxon mono_mass 508.412774902 ChemAxon smiles [H][C@](CO)(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCC ChemAxon formula C31H56O5 ChemAxon inchi InChI=1S/C31H56O5/c1-3-5-7-9-11-13-15-17-19-21-23-25-30(33)35-28-29(27-32)36-31(34)26-24-22-20-18-16-14-12-10-8-6-4-2/h9-12,29,32H,3-8,13-28H2,1-2H3/b11-9-,12-10-/t29-/m0/s1 ChemAxon inchikey UOMACDOEROJUON-XRZSNXEXSA-N ChemAxon polar_surface_area 72.83 ChemAxon refractivity 151.53 ChemAxon polarizability 64.03 ChemAxon rotatable_bond_count 28 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)/14:1(9Z)/14:1(9Z)) SMP0073087 De Novo Triacylglycerol Biosynthesis TG(14:1(9Z)/14:1(9Z)/15:0) SMP0073088 De Novo Triacylglycerol Biosynthesis TG(14:1(9Z)/14:1(9Z)/16:0) SMP0073089 De Novo Triacylglycerol Biosynthesis TG(14:1(9Z)/14:1(9Z)/16:1(9Z)) SMP0073090 De Novo Triacylglycerol Biosynthesis TG(14:1(9Z)/14:1(9Z)/18:0) SMP0073091 De Novo Triacylglycerol Biosynthesis TG(14:1(9Z)/14:1(9Z)/18:1(11Z)) SMP0073092 De Novo Triacylglycerol Biosynthesis TG(14:1(9Z)/14:1(9Z)/18:1(9Z)) SMP0073093 De Novo Triacylglycerol Biosynthesis TG(14:1(9Z)/14:1(9Z)/18:2(9Z,12Z)) SMP0073094 De Novo Triacylglycerol Biosynthesis TG(14:1(9Z)/14:1(9Z)/18:3(6Z,9Z,12Z)) SMP0073095 De Novo Triacylglycerol Biosynthesis TG(14:1(9Z)/14:1(9Z)/18:3(9Z,12Z,15Z)) SMP0073096 De Novo Triacylglycerol Biosynthesis TG(14:1(9Z)/14:1(9Z)/18:4(6Z,9Z,12Z,15Z)) SMP0073097 De Novo Triacylglycerol Biosynthesis TG(14:1(9Z)/14:1(9Z)/20:0) SMP0073098 De Novo Triacylglycerol Biosynthesis TG(14:1(9Z)/14:1(9Z)/20:1(11Z)) SMP0073099 De Novo Triacylglycerol Biosynthesis TG(14:1(9Z)/14:1(9Z)/20:2(11Z,14Z)) SMP0073100 De Novo Triacylglycerol Biosynthesis TG(14:1(9Z)/14:1(9Z)/20:3(5Z,8Z,11Z)) SMP0073101 De Novo Triacylglycerol Biosynthesis TG(14:1(9Z)/14:1(9Z)/20:3(8Z,11Z,14Z)) SMP0073102 De Novo Triacylglycerol Biosynthesis TG(14:1(9Z)/14:1(9Z)/20:4(5Z,8Z,11Z,14Z)) SMP0073103 De Novo Triacylglycerol Biosynthesis TG(14:1(9Z)/14:1(9Z)/20:4(8Z,11Z,14Z,17Z)) SMP0073104 De Novo Triacylglycerol Biosynthesis TG(14:1(9Z)/14:1(9Z)/20:5(5Z,8Z,11Z,14Z,17Z)) SMP0073105 De Novo Triacylglycerol Biosynthesis TG(14:1(9Z)/14:1(9Z)/22:0) SMP0073106 De Novo Triacylglycerol Biosynthesis TG(14:1(9Z)/14:1(9Z)/22:1(13Z)) SMP0073107 De Novo Triacylglycerol Biosynthesis TG(14:1(9Z)/14:1(9Z)/22:2(13Z,16Z)) SMP0073108 De Novo Triacylglycerol Biosynthesis TG(14:1(9Z)/14:1(9Z)/22:4(7Z,10Z,13Z,16Z)) SMP0073109 De Novo Triacylglycerol Biosynthesis TG(14:1(9Z)/14:1(9Z)/22:5(4Z,7Z,10Z,13Z,16Z)) SMP0073110 De Novo Triacylglycerol Biosynthesis TG(14:1(9Z)/14:1(9Z)/22:5(7Z,10Z,13Z,16Z,19Z)) SMP0073111 De Novo Triacylglycerol Biosynthesis TG(14:1(9Z)/14:1(9Z)/22:6(4Z,7Z,10Z,13Z,16Z,19Z)) SMP0073112 De Novo Triacylglycerol Biosynthesis TG(14:1(9Z)/14:1(9Z)/24:0) SMP0073113 De Novo Triacylglycerol Biosynthesis TG(14:1(9Z)/14:1(9Z)/24:1(15Z)) SMP0073114 Phosphatidylcholine Biosynthesis PC(14:1(9Z)/14:1(9Z)) SMP0080459 Phosphatidylethanolamine Biosynthesis PE(14:1(9Z)/14:1(9Z)) SMP0082262 Specdb::CMs 39179 Specdb::MsMs 599521 Specdb::MsMs 599522 Specdb::MsMs 599523 Specdb::MsMs 2346488 Specdb::MsMs 2346489 Specdb::MsMs 2346490 Specdb::MsMs 2429464 Specdb::MsMs 2429465 Specdb::MsMs 2429466 Specdb::MsMs 2741602 Specdb::MsMs 2741603 Specdb::MsMs 2741604 Specdb::MsMs 2940629 Specdb::MsMs 2940630 Specdb::MsMs 2940631 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 24765872 53477973 84702 BMDBP00391 Ethanolaminephosphotransferase 1 Q17QM4 SELENOI Enzyme BMDBP02834 Diacylglycerol O-acyltransferase 1 Q8MK44 DGAT1 Enzyme