1.0 2016-09-30 23:31:13 UTC 2020-05-21 16:27:43 UTC BMDB0007132 BMDB07132 DG(16:1(9Z)/18:2(9Z,12Z)/0:0) DG(16:1(9Z)/18:2(9Z,12Z)/0:0), also known as DAG(16:1N7/18:2N6) or diacylglycerol(16:1/18:2), 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(16:1(9Z)/18:2(9Z,12Z)/0:0) is considered to be a diradylglycerol lipid molecule. DG(16:1(9Z)/18:2(9Z,12Z)/0:0) is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral. DG(16:1(9Z)/18:2(9Z,12Z)/0:0) participates in a number of enzymatic reactions, within cattle. In particular, CDP-Ethanolamine and DG(16:1(9Z)/18:2(9Z,12Z)/0:0) can be converted into cytidine monophosphate and PE(16:1(9Z)/18:2(9Z,12Z)); which is mediated by the enzyme choline/ethanolaminephosphotransferase. In addition, CDP-Choline and DG(16:1(9Z)/18:2(9Z,12Z)/0:0) can be converted into cytidine monophosphate and PC(16:1(9Z)/18:2(9Z,12Z)); which is catalyzed by the enzyme choline/ethanolaminephosphotransferase. In cattle, DG(16:1(9Z)/18:2(9Z,12Z)/0:0) is involved in the metabolic pathway called phosphatidylcholine biosynthesis PC(16:1(9Z)/18:2(9Z,12Z)) pathway. 1-(9Z-Hexadecenoyl)-2-(9Z,12Z-octadecadienoyl)-sn-glycerol DAG(16:1/18:2) DAG(16:1N7/18:2N6) DAG(16:1W7/18:2W6) DAG(34:3) DG(16:1/18:2/0:0) DG(16:1N7/18:2N6) Diacylglycerol(16:1/18:2) Diacylglycerol(16:1n7/18:2n6) Diacylglycerol(16:1W7/18:2W6) Diglyceride 1-palmitoleoyl-2-linoleoyl-sn-glycerol DG(16:1/18:2) Diacylglycerol DG(34:3) DG(16:1(9Z)/18:2(9Z,12Z)/0:0) Diacylglycerol(34:3) DG(16:1W7/18:2W6) C37H66O5 590.9169 590.491025222 (2S)-1-[(9Z)-hexadec-9-enoyloxy]-3-hydroxypropan-2-yl (9Z,12Z)-octadeca-9,12-dienoate diacylglycerol [H]\C(CCCCCC)=C(/[H])CCCCCCCC(=O)OC[C@]([H])(CO)OC(=O)CCCCCCC\C([H])=C(\[H])C\C([H])=C(\[H])CCCCC InChI=1S/C37H66O5/c1-3-5-7-9-11-13-15-17-18-20-22-24-26-28-30-32-37(40)42-35(33-38)34-41-36(39)31-29-27-25-23-21-19-16-14-12-10-8-6-4-2/h11,13-14,16-18,35,38H,3-10,12,15,19-34H2,1-2H3/b13-11-,16-14-,18-17-/t35-/m0/s1 BHGPPCIWDXQOMA-IXDOJJAKSA-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 Solid logp 9.73 ALOGPS logs -7.64 ALOGPS logp 11.81 ChemAxon pka_strongest_acidic 14.58 ChemAxon pka_strongest_basic -3 ChemAxon iupac (2S)-1-[(9Z)-hexadec-9-enoyloxy]-3-hydroxypropan-2-yl (9Z,12Z)-octadeca-9,12-dienoate ChemAxon average_mass 590.9169 ChemAxon mono_mass 590.491025222 ChemAxon smiles [H]\C(CCCCCC)=C(/[H])CCCCCCCC(=O)OC[C@]([H])(CO)OC(=O)CCCCCCC\C([H])=C(\[H])C\C([H])=C(\[H])CCCCC ChemAxon formula C37H66O5 ChemAxon inchi InChI=1S/C37H66O5/c1-3-5-7-9-11-13-15-17-18-20-22-24-26-28-30-32-37(40)42-35(33-38)34-41-36(39)31-29-27-25-23-21-19-16-14-12-10-8-6-4-2/h11,13-14,16-18,35,38H,3-10,12,15,19-34H2,1-2H3/b13-11-,16-14-,18-17-/t35-/m0/s1 ChemAxon inchikey BHGPPCIWDXQOMA-IXDOJJAKSA-N ChemAxon polar_surface_area 72.83 ChemAxon refractivity 180.25 ChemAxon polarizability 75.78 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(16:1(9Z)/18:2(9Z,12Z)/18:2(9Z,12Z)) SMP0074316 De Novo Triacylglycerol Biosynthesis TG(16:1(9Z)/18:2(9Z,12Z)/18:3(6Z,9Z,12Z)) SMP0074317 De Novo Triacylglycerol Biosynthesis TG(16:1(9Z)/18:2(9Z,12Z)/18:3(9Z,12Z,15Z)) SMP0074318 De Novo Triacylglycerol Biosynthesis TG(16:1(9Z)/18:2(9Z,12Z)/18:4(6Z,9Z,12Z,15Z)) SMP0074319 De Novo Triacylglycerol Biosynthesis TG(16:1(9Z)/18:2(9Z,12Z)/20:0) SMP0074320 De Novo Triacylglycerol Biosynthesis TG(16:1(9Z)/18:2(9Z,12Z)/20:1(11Z)) SMP0074321 De Novo Triacylglycerol Biosynthesis TG(16:1(9Z)/18:2(9Z,12Z)/20:2(11Z,14Z)) SMP0074322 De Novo Triacylglycerol Biosynthesis TG(16:1(9Z)/18:2(9Z,12Z)/20:3(5Z,8Z,11Z)) SMP0074323 De Novo Triacylglycerol Biosynthesis TG(16:1(9Z)/18:2(9Z,12Z)/20:3(8Z,11Z,14Z)) SMP0074324 De Novo Triacylglycerol Biosynthesis TG(16:1(9Z)/18:2(9Z,12Z)/20:4(5Z,8Z,11Z,14Z)) SMP0074325 De Novo Triacylglycerol Biosynthesis TG(16:1(9Z)/18:2(9Z,12Z)/20:4(8Z,11Z,14Z,17Z)) SMP0074326 De Novo Triacylglycerol Biosynthesis TG(16:1(9Z)/18:2(9Z,12Z)/20:5(5Z,8Z,11Z,14Z,17Z)) SMP0074327 De Novo Triacylglycerol Biosynthesis TG(16:1(9Z)/18:2(9Z,12Z)/22:0) SMP0074328 De Novo Triacylglycerol Biosynthesis TG(16:1(9Z)/18:2(9Z,12Z)/22:1(13Z)) SMP0074329 De Novo Triacylglycerol Biosynthesis TG(16:1(9Z)/18:2(9Z,12Z)/22:2(13Z,16Z)) SMP0074330 De Novo Triacylglycerol Biosynthesis TG(16:1(9Z)/18:2(9Z,12Z)/22:4(7Z,10Z,13Z,16Z)) SMP0074331 De Novo Triacylglycerol Biosynthesis TG(16:1(9Z)/18:2(9Z,12Z)/22:5(4Z,7Z,10Z,13Z,16Z)) SMP0074332 De Novo Triacylglycerol Biosynthesis TG(16:1(9Z)/18:2(9Z,12Z)/22:5(7Z,10Z,13Z,16Z,19Z)) SMP0074333 De Novo Triacylglycerol Biosynthesis TG(16:1(9Z)/18:2(9Z,12Z)/22:6(4Z,7Z,10Z,13Z,16Z,19Z)) SMP0074334 De Novo Triacylglycerol Biosynthesis TG(16:1(9Z)/18:2(9Z,12Z)/24:0) SMP0074335 De Novo Triacylglycerol Biosynthesis TG(16:1(9Z)/18:2(9Z,12Z)/24:1(15Z)) SMP0074336 Phosphatidylcholine Biosynthesis PC(16:1(9Z)/18:2(9Z,12Z)) SMP0080544 Phosphatidylethanolamine Biosynthesis PE(16:1(9Z)/18:2(9Z,12Z)) SMP0082347 Specdb::CMs 39254 Specdb::CMs 282874 Specdb::CMs 418965 Specdb::MsMs 654340 Specdb::MsMs 654341 Specdb::MsMs 654342 Specdb::MsMs 2562618 Specdb::MsMs 2562619 Specdb::MsMs 2562620 Specdb::MsMs 2725502 Specdb::MsMs 2725503 Specdb::MsMs 2725504 Specdb::MsMs 2801941 Specdb::MsMs 2801942 Specdb::MsMs 2801943 Specdb::MsMs 2956359 Specdb::MsMs 2956360 Specdb::MsMs 2956361 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 FDB024326 7822649 9543699 84419 C00165 DIACYLGLYCEROL 4319 BMDBP00391 Ethanolaminephosphotransferase 1 Q17QM4 SELENOI Enzyme BMDBP02834 Diacylglycerol O-acyltransferase 1 Q8MK44 DGAT1 Enzyme