1.0 2016-09-30 23:31:48 UTC 2020-05-21 16:27:46 UTC BMDB0007161 BMDB07161 DG(18:0/18:2(9Z,12Z)/0:0) DG(18:0/18:2(9Z,12Z)/0:0), also known as DAG(18:0/18:2) or diacylglycerol(18:0/18:2), belongs to the class of organic compounds known as lineolic acids and derivatives. These are derivatives of lineolic acid. Lineolic acid is a polyunsaturated omega-6 18 carbon long fatty acid, with two CC double bonds at the 9- and 12-positions. Thus, DG(18:0/18:2(9Z,12Z)/0:0) is considered to be a diradylglycerol lipid molecule. DG(18:0/18:2(9Z,12Z)/0:0) is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral. DG(18:0/18:2(9Z,12Z)/0:0) participates in a number of enzymatic reactions, within cattle. In particular, CDP-Ethanolamine and DG(18:0/18:2(9Z,12Z)/0:0) can be converted into cytidine monophosphate and PE(18:0/18:2(9Z,12Z)); which is mediated by the enzyme choline/ethanolaminephosphotransferase. In addition, CDP-Choline and DG(18:0/18:2(9Z,12Z)/0:0) can be converted into cytidine monophosphate and PC(18:0/18:2(9Z,12Z)); which is mediated by the enzyme choline/ethanolaminephosphotransferase. In cattle, DG(18:0/18:2(9Z,12Z)/0:0) is involved in the metabolic pathway called phosphatidylcholine biosynthesis PC(18:0/18:2(9Z,12Z)) pathway. (2S)-1-Hydroxy-3-(stearoyloxy)propan-2-yl (9Z,12Z)-octadeca-9,12-dienoate 1,2-DG 18:0/18:2(omega-6) 1-Octadecanoyl-2-(9Z,12Z)-octadecadienoyl-sn-glycerol 1-Octadecanoyl-2-(9Z,12Z-octadecadienoyl)-sn-glycerol DAG(18:0/18:2) DAG(18:0/18:2N6) DAG(18:0/18:2OMEGA6) DAG(36:2) DG(18:0/18:2) DG(18:0/18:2/0:0) DG(18:0/18:2N6) DG(18:0/18:2OMEGA6) DG(36:2) Diacylglycerol(18:0/18:2) Diacylglycerol(18:0/18:2n6) Diacylglycerol(18:0/18:2omega6) Diacylglycerol(36:2) (2S)-1-Hydroxy-3-(stearoyloxy)propan-2-yl (9Z,12Z)-octadeca-9,12-dienoic acid 1,2-sn-SLDG Diglyceride 1-Stearoyl-2-linoleoyl-sn-glycerol Diacylglycerol DG(18:0/18:2(9Z,12Z)/0:0) C39H72O5 620.986 620.537975414 (2S)-1-hydroxy-3-(octadecanoyloxy)propan-2-yl (9Z,12Z)-octadeca-9,12-dienoate diacylglycerol [H]\C(CCCCC)=C(/[H])C\C([H])=C(\[H])CCCCCCCC(=O)O[C@@]([H])(CO)COC(=O)CCCCCCCCCCCCCCCCC InChI=1S/C39H72O5/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-38(41)43-36-37(35-40)44-39(42)34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h12,14,18,20,37,40H,3-11,13,15-17,19,21-36H2,1-2H3/b14-12-,20-18-/t37-/m0/s1 AJMZUFBKADIAKC-SKTOPKGQSA-N belongs to the class of organic compounds known as lineolic acids and derivatives. These are derivatives of lineolic acid. Lineolic acid is a polyunsaturated omega-6 18 carbon long fatty acid, with two CC double bonds at the 9- and 12-positions. Organic compounds Lipids and lipid-like molecules Fatty Acyls Lineolic acids and derivatives Lineolic acids and derivatives 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 Diacylglycerol Dicarboxylic acid or derivatives Diradylglycerol Fatty acid ester Glycerolipid Hydrocarbon derivative Octadecanoid Organic oxide Organic oxygen compound Organooxygen compound Primary alcohol Aliphatic acyclic compounds 1,2-diacyl-sn-glycerol Diacylglycerols diacylglycerol 36:2 Solid logp 10.28 ALOGPS logs -7.69 ALOGPS logp 13.06 ChemAxon pka_strongest_acidic 14.58 ChemAxon pka_strongest_basic -3 ChemAxon iupac (2S)-1-hydroxy-3-(octadecanoyloxy)propan-2-yl (9Z,12Z)-octadeca-9,12-dienoate ChemAxon average_mass 620.986 ChemAxon mono_mass 620.537975414 ChemAxon smiles [H]\C(CCCCC)=C(/[H])C\C([H])=C(\[H])CCCCCCCC(=O)O[C@@]([H])(CO)COC(=O)CCCCCCCCCCCCCCCCC ChemAxon formula C39H72O5 ChemAxon inchi InChI=1S/C39H72O5/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-38(41)43-36-37(35-40)44-39(42)34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h12,14,18,20,37,40H,3-11,13,15-17,19,21-36H2,1-2H3/b14-12-,20-18-/t37-/m0/s1 ChemAxon inchikey AJMZUFBKADIAKC-SKTOPKGQSA-N ChemAxon polar_surface_area 72.83 ChemAxon refractivity 188.34 ChemAxon polarizability 80.21 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 De Novo Triacylglycerol Biosynthesis TG(18:0/18:2(9Z,12Z)/18:2(9Z,12Z)) SMP0074616 De Novo Triacylglycerol Biosynthesis TG(18:0/18:2(9Z,12Z)/18:3(6Z,9Z,12Z)) SMP0074617 De Novo Triacylglycerol Biosynthesis TG(18:0/18:2(9Z,12Z)/18:3(9Z,12Z,15Z)) SMP0074618 De Novo Triacylglycerol Biosynthesis TG(18:0/18:2(9Z,12Z)/18:4(6Z,9Z,12Z,15Z)) SMP0074619 De Novo Triacylglycerol Biosynthesis TG(18:0/18:2(9Z,12Z)/20:0) SMP0074620 De Novo Triacylglycerol Biosynthesis TG(18:0/18:2(9Z,12Z)/20:1(11Z)) SMP0074621 De Novo Triacylglycerol Biosynthesis TG(18:0/18:2(9Z,12Z)/20:2(11Z,14Z)) SMP0074622 De Novo Triacylglycerol Biosynthesis TG(18:0/18:2(9Z,12Z)/20:3(5Z,8Z,11Z)) SMP0074623 De Novo Triacylglycerol Biosynthesis TG(18:0/18:2(9Z,12Z)/20:3(8Z,11Z,14Z)) SMP0074624 De Novo Triacylglycerol Biosynthesis TG(18:0/18:2(9Z,12Z)/20:4(5Z,8Z,11Z,14Z)) SMP0074625 De Novo Triacylglycerol Biosynthesis TG(18:0/18:2(9Z,12Z)/20:4(8Z,11Z,14Z,17Z)) SMP0074626 De Novo Triacylglycerol Biosynthesis TG(18:0/18:2(9Z,12Z)/20:5(5Z,8Z,11Z,14Z,17Z)) SMP0074627 De Novo Triacylglycerol Biosynthesis TG(18:0/18:2(9Z,12Z)/22:0) SMP0074628 De Novo Triacylglycerol Biosynthesis TG(18:0/18:2(9Z,12Z)/22:1(13Z)) SMP0074629 De Novo Triacylglycerol Biosynthesis TG(18:0/18:2(9Z,12Z)/22:2(13Z,16Z)) SMP0074630 De Novo Triacylglycerol Biosynthesis TG(18:0/18:2(9Z,12Z)/22:4(7Z,10Z,13Z,16Z)) SMP0074631 De Novo Triacylglycerol Biosynthesis TG(18:0/18:2(9Z,12Z)/22:5(4Z,7Z,10Z,13Z,16Z)) SMP0074632 De Novo Triacylglycerol Biosynthesis TG(18:0/18:2(9Z,12Z)/22:5(7Z,10Z,13Z,16Z,19Z)) SMP0074633 De Novo Triacylglycerol Biosynthesis TG(18:0/18:2(9Z,12Z)/22:6(4Z,7Z,10Z,13Z,16Z,19Z)) SMP0074634 De Novo Triacylglycerol Biosynthesis TG(18:0/18:2(9Z,12Z)/24:0) SMP0074635 De Novo Triacylglycerol Biosynthesis TG(18:0/18:2(9Z,12Z)/24:1(15Z)) SMP0074636 Phosphatidylcholine Biosynthesis PC(18:0/18:2(9Z,12Z)) SMP0080568 Phosphatidylethanolamine Biosynthesis PE(18:0/18:2(9Z,12Z)) SMP0082371 Specdb::CMs 39274 Specdb::CMs 544298 Specdb::CMs 792804 Specdb::MsMs 600967 Specdb::MsMs 600968 Specdb::MsMs 600969 Specdb::MsMs 2401892 Specdb::MsMs 2401893 Specdb::MsMs 2401894 Specdb::MsMs 2458861 Specdb::MsMs 2458862 Specdb::MsMs 2458863 Specdb::MsMs 2476742 Specdb::MsMs 2476743 Specdb::MsMs 2476744 Specdb::MsMs 2638807 Specdb::MsMs 2638808 Specdb::MsMs 2638809 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 6441562 FDB024355 77097 BMDBP00391 Ethanolaminephosphotransferase 1 Q17QM4 SELENOI Enzyme BMDBP02833 Lipin 1 E1BPE8 LPIN1 Enzyme BMDBP02834 Diacylglycerol O-acyltransferase 1 Q8MK44 DGAT1 Enzyme