1.0 2016-09-30 23:34:01 UTC 2020-05-11 18:29:48 UTC BMDB0007272 BMDB07272 DG(18:3(6Z,9Z,12Z)/16:0/0:0) DG(18:3(6Z,9Z,12Z)/16:0/0:0), also known as diacylglycerol or DAG(18:3/16:0), 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(18:3(6Z,9Z,12Z)/16:0/0:0) is considered to be a diradylglycerol lipid molecule. DG(18:3(6Z,9Z,12Z)/16:0/0:0) is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral. 1-g-Linolenoyl-2-palmitoyl-sn-glycerol 1-gamma-Linolenoyl-2-palmitoyl-sn-glycerol DAG(18:3/16:0) DAG(18:3N6/16:0) DAG(18:3W6/16:0) DAG(34:3) DG(18:3/16:0) DG(18:3N6/16:0) DG(18:3W6/16:0) DG(34:3) Diacylglycerol Diacylglycerol(18:3/16:0) Diacylglycerol(18:3n6/16:0) Diacylglycerol(18:3W6/16:0) Diacylglycerol(34:3) Diglyceride 1-(6Z,9Z,12Z-Octadecatrienoyl)-2-hexadecanoyl-sn-glycerol DG(18:3(6Z,9Z,12Z)/16:0/0:0) C37H66O5 590.9169 590.491025222 (2S)-2-(hexadecanoyloxy)-3-hydroxypropyl (6Z,9Z,12Z)-octadeca-6,9,12-trienoate diacylglycerol [H]\C(CCCCC)=C(/[H])C\C([H])=C(\[H])C\C([H])=C(\[H])CCCCC(=O)OC[C@]([H])(CO)OC(=O)CCCCCCCCCCCCCCC InChI=1S/C37H66O5/c1-3-5-7-9-11-13-15-17-18-20-21-23-25-27-29-31-36(39)41-34-35(33-38)42-37(40)32-30-28-26-24-22-19-16-14-12-10-8-6-4-2/h11,13,17-18,21,23,35,38H,3-10,12,14-16,19-20,22,24-34H2,1-2H3/b13-11-,18-17-,23-21-/t35-/m0/s1 NFVDEXJHCNKRNB-XEQVECQLSA-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 Diacylglycerols Solid logp 9.80 ALOGPS logs -7.65 ALOGPS logp 11.81 ChemAxon pka_strongest_acidic 14.58 ChemAxon pka_strongest_basic -3 ChemAxon iupac (2S)-2-(hexadecanoyloxy)-3-hydroxypropyl (6Z,9Z,12Z)-octadeca-6,9,12-trienoate ChemAxon average_mass 590.9169 ChemAxon mono_mass 590.491025222 ChemAxon smiles [H]\C(CCCCC)=C(/[H])C\C([H])=C(\[H])C\C([H])=C(\[H])CCCCC(=O)OC[C@]([H])(CO)OC(=O)CCCCCCCCCCCCCCC ChemAxon formula C37H66O5 ChemAxon inchi InChI=1S/C37H66O5/c1-3-5-7-9-11-13-15-17-18-20-21-23-25-27-29-31-36(39)41-34-35(33-38)42-37(40)32-30-28-26-24-22-19-16-14-12-10-8-6-4-2/h11,13,17-18,21,23,35,38H,3-10,12,14-16,19-20,22,24-34H2,1-2H3/b13-11-,18-17-,23-21-/t35-/m0/s1 ChemAxon inchikey NFVDEXJHCNKRNB-XEQVECQLSA-N ChemAxon polar_surface_area 72.83 ChemAxon refractivity 180.25 ChemAxon polarizability 75.08 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 Specdb::MsMs 617080 Specdb::MsMs 617081 Specdb::MsMs 617082 Specdb::MsMs 2363351 Specdb::MsMs 2363352 Specdb::MsMs 2363353 Specdb::MsMs 2526900 Specdb::MsMs 2526901 Specdb::MsMs 2526902 Specdb::MsMs 2740045 Specdb::MsMs 2740046 Specdb::MsMs 2740047 Specdb::MsMs 2939052 Specdb::MsMs 2939053 Specdb::MsMs 2939054 Specdb::CMs 39317 Specdb::CMs 282876 Specdb::CMs 418967 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 53478115 24766022 89164 FDB024465