1.0 2016-09-30 23:31:58 UTC 2020-05-21 16:27:47 UTC BMDB0007170 BMDB07170 DG(18:0/20:4(5Z,8Z,11Z,14Z)/0:0) DG(18:0/20:4(5Z,8Z,11Z,14Z)/0:0), also known as DAG(18:0/20:4) or Dg(18:0/20:4(5z,8z,11z,14z)/0:0), 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(18:0/20:4(5Z,8Z,11Z,14Z)/0:0) is considered to be a diradylglycerol lipid molecule. DG(18:0/20:4(5Z,8Z,11Z,14Z)/0:0) is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral. DG(18:0/20:4(5Z,8Z,11Z,14Z)/0:0) participates in a number of enzymatic reactions, within cattle. In particular, CDP-Ethanolamine and DG(18:0/20:4(5Z,8Z,11Z,14Z)/0:0) can be converted into cytidine monophosphate and PE(18:0/20:4(5Z,8Z,11Z,14Z)) through the action of the enzyme choline/ethanolaminephosphotransferase. In addition, CDP-Choline and DG(18:0/20:4(5Z,8Z,11Z,14Z)/0:0) can be converted into cytidine monophosphate and PC(18:0/20:4(5Z,8Z,11Z,14Z)); which is catalyzed by the enzyme choline/ethanolaminephosphotransferase. In cattle, DG(18:0/20:4(5Z,8Z,11Z,14Z)/0:0) is involved in the metabolic pathway called phosphatidylcholine biosynthesis PC(18:0/20:4(5Z,8Z,11Z,14Z)) pathway. (2S)-1-Hydroxy-3-(stearoyloxy)propan-2-yl (5Z,8Z,11Z,14Z)-icosa-5,8,11,14-tetraenoate 1-Octadecanoyl-2-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-sn-glycerol 1-Stearoyl-2-arachidonoylglycerol DAG(18:0/20:4) DAG(18:0/20:4OMEGA6) DAG(38:4) DG(18:0/20:4(5Z,8Z,11Z,14Z)/0:0)[iso2] DG(18:0/20:4(OMEGA-6)/0:0) DG(18:0/20:4) DG(18:0/20:4/0:0)[iso2] DG(18:0/20:4OMEGA6) DG(38:4) Diacylglycerol(18:0/20:4) Diacylglycerol(18:0/20:4omega6) Diacylglycerol(38:4) (2S)-1-Hydroxy-3-(stearoyloxy)propan-2-yl (5Z,8Z,11Z,14Z)-icosa-5,8,11,14-tetraenoic acid Diglyceride DG(18:0/20:4(5Z,8Z,11Z,14Z)/0:0) Diacylglycerol 1-stearoyl-2-arachidonoyl-sn-glycerol DAG(18:0/20:4N6) DAG(18:0/20:4W6) DG(18:0/20:4N6) DG(18:0/20:4W6) Diacylglycerol(18:0/20:4n6) Diacylglycerol(18:0/20:4W6) C41H72O5 645.0074 644.537975414 (2S)-1-hydroxy-3-(octadecanoyloxy)propan-2-yl (5Z,8Z,11Z,14Z)-icosa-5,8,11,14-tetraenoate diacylglycerol 65914-84-3 [H][C@](CO)(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCC\C=C/C\C=C/C\C=C/C\C=C/CCCCC InChI=1S/C41H72O5/c1-3-5-7-9-11-13-15-17-19-20-22-24-26-28-30-32-34-36-41(44)46-39(37-42)38-45-40(43)35-33-31-29-27-25-23-21-18-16-14-12-10-8-6-4-2/h11,13,17,19,22,24,28,30,39,42H,3-10,12,14-16,18,20-21,23,25-27,29,31-38H2,1-2H3/b13-11-,19-17-,24-22-,30-28-/t39-/m0/s1 NSXLMTYRMFVYNT-IUJDHQGTSA-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 10.18 ALOGPS logs -7.68 ALOGPS logp 13.22 ChemAxon pka_strongest_acidic 14.58 ChemAxon pka_strongest_basic -3 ChemAxon iupac (2S)-1-hydroxy-3-(octadecanoyloxy)propan-2-yl (5Z,8Z,11Z,14Z)-icosa-5,8,11,14-tetraenoate ChemAxon average_mass 645.0074 ChemAxon mono_mass 644.537975414 ChemAxon smiles [H][C@](CO)(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCC\C=C/C\C=C/C\C=C/C\C=C/CCCCC ChemAxon formula C41H72O5 ChemAxon inchi InChI=1S/C41H72O5/c1-3-5-7-9-11-13-15-17-19-20-22-24-26-28-30-32-34-36-41(44)46-39(37-42)38-45-40(43)35-33-31-29-27-25-23-21-18-16-14-12-10-8-6-4-2/h11,13,17,19,22,24,28,30,39,42H,3-10,12,14-16,18,20-21,23,25-27,29,31-38H2,1-2H3/b13-11-,19-17-,24-22-,30-28-/t39-/m0/s1 ChemAxon inchikey NSXLMTYRMFVYNT-IUJDHQGTSA-N ChemAxon polar_surface_area 72.83 ChemAxon refractivity 199.77 ChemAxon polarizability 82.73 ChemAxon rotatable_bond_count 36 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 Activation of PKC Through G Protein-Coupled Receptor SMP0108001 De Novo Triacylglycerol Biosynthesis TG(18:0/20:4(5Z,8Z,11Z,14Z)/20:4(5Z,8Z,11Z,14Z)) SMP0074771 De Novo Triacylglycerol Biosynthesis TG(18:0/20:4(5Z,8Z,11Z,14Z)/20:4(8Z,11Z,14Z,17Z)) SMP0074772 De Novo Triacylglycerol Biosynthesis TG(18:0/20:4(5Z,8Z,11Z,14Z)/20:5(5Z,8Z,11Z,14Z,17Z)) SMP0074773 De Novo Triacylglycerol Biosynthesis TG(18:0/20:4(5Z,8Z,11Z,14Z)/22:0) SMP0074774 De Novo Triacylglycerol Biosynthesis TG(18:0/20:4(5Z,8Z,11Z,14Z)/22:1(13Z)) SMP0074775 De Novo Triacylglycerol Biosynthesis TG(18:0/20:4(5Z,8Z,11Z,14Z)/22:2(13Z,16Z)) SMP0074776 De Novo Triacylglycerol Biosynthesis TG(18:0/20:4(5Z,8Z,11Z,14Z)/22:4(7Z,10Z,13Z,16Z)) SMP0074777 De Novo Triacylglycerol Biosynthesis TG(18:0/20:4(5Z,8Z,11Z,14Z)/22:5(4Z,7Z,10Z,13Z,16Z)) SMP0074778 De Novo Triacylglycerol Biosynthesis TG(18:0/20:4(5Z,8Z,11Z,14Z)/22:5(7Z,10Z,13Z,16Z,19Z)) SMP0074779 De Novo Triacylglycerol Biosynthesis TG(18:0/20:4(5Z,8Z,11Z,14Z)/22:6(4Z,7Z,10Z,13Z,16Z,19Z)) SMP0074780 De Novo Triacylglycerol Biosynthesis TG(18:0/20:4(5Z,8Z,11Z,14Z)/24:0) SMP0074781 De Novo Triacylglycerol Biosynthesis TG(18:0/20:4(5Z,8Z,11Z,14Z)/24:1(15Z)) SMP0074782 Phosphatidylcholine Biosynthesis PC(18:0/20:4(5Z,8Z,11Z,14Z)) SMP0080577 Phosphatidylethanolamine Biosynthesis PE(18:0/20:4(5Z,8Z,11Z,14Z)) SMP0082380 Specdb::CMs 17446 Specdb::CMs 634602 Specdb::CMs 634603 Specdb::CMs 793670 Specdb::MsMs 304567 Specdb::MsMs 304568 Specdb::MsMs 304569 Specdb::MsMs 347818 Specdb::MsMs 347819 Specdb::MsMs 347820 Specdb::MsMs 2382902 Specdb::MsMs 2382903 Specdb::MsMs 2382904 Specdb::MsMs 2582318 Specdb::MsMs 2582319 Specdb::MsMs 2582320 Specdb::MsMs 2811017 Specdb::MsMs 2811018 Specdb::MsMs 2811019 Specdb::MsMs 2828562 Specdb::MsMs 2828563 Specdb::MsMs 2828564 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 6438587 4943054 75728 BMDBP00391 Ethanolaminephosphotransferase 1 Q17QM4 SELENOI Enzyme BMDBP02834 Diacylglycerol O-acyltransferase 1 Q8MK44 DGAT1 Enzyme