1.0 2018-07-17 17:36:44 UTC 2020-04-22 15:52:26 UTC BMDB0062412 BMDB62412 TG(15:0/18:3(6Z,9Z,12Z)/24:1(15Z)) TG(15:0/18:3(6Z,9Z,12Z)/24:1(15Z)), also known as tag(15:0/18:3/24:1) or tag(57:4), belongs to the class of organic compounds known as triacylglycerols. These are glycerides consisting of three fatty acid chains covalently bonded to a glycerol molecule through ester linkages. TG(15:0/18:3(6Z,9Z,12Z)/24:1(15Z)) is possibly soluble (in water) and an extremely weak basic (essentially neutral) compound (based on its pKa). TG(15:0/18:3(6Z,9Z,12Z)/24:1(15Z)) can be biosynthesized from DG(15:0/18:3(6Z,9Z,12Z)/0:0) and nervonoyl-CoA; which is catalyzed by the enzyme diacylglycerol O-acyltransferase. In cattle, TG(15:0/18:3(6Z,9Z,12Z)/24:1(15Z)) is involved in the metabolic pathway called de novo triacylglycerol biosynthesis TG(15:0/18:3(6Z,9Z,12Z)/24:1(15Z)) pathway. 1-Pentadecanoyl-2-(6Z,9Z,12Z-octadecatrienoyl)-3-(15Z-tetracosanoyl)-glycerol 1-Pentadecanoyl-2-g-linolenoyl-3-nervonoyl-glycerol TAG(15:0/18:3/24:1) TAG(57:4) TG(15:0/18:3/24:1) TG(57:4) Tracylglycerol(15:0/18:3/24:1) Tracylglycerol(57:4) Triacylglycerol Triglyceride TG(15:0/18:3(6Z,9Z,12Z)/24:1(15Z)) C60H108O6 925.518 924.814591198 (2S)-2-[(6Z,9Z,12Z)-octadeca-6,9,12-trienoyloxy]-3-(pentadecanoyloxy)propyl (15Z)-tetracos-15-enoate (2S)-2-[(6Z,9Z,12Z)-octadeca-6,9,12-trienoyloxy]-3-(pentadecanoyloxy)propyl (15Z)-tetracos-15-enoate [H][C@](COC(=O)CCCCCCCCCCCCCC)(COC(=O)CCCCCCCCCCCCC\C=C/CCCCCCCC)OC(=O)CCCC\C=C/C\C=C/C\C=C/CCCCC InChI=1S/C60H108O6/c1-4-7-10-13-16-19-22-25-27-28-29-30-31-32-34-35-38-41-44-47-50-53-59(62)65-56-57(55-64-58(61)52-49-46-43-40-37-24-21-18-15-12-9-6-3)66-60(63)54-51-48-45-42-39-36-33-26-23-20-17-14-11-8-5-2/h17,20,25-27,33,39,42,57H,4-16,18-19,21-24,28-32,34-38,40-41,43-56H2,1-3H3/b20-17-,27-25-,33-26-,42-39-/t57-/m0/s1 GKMORUSRTMSQMC-GUYHVJHPSA-N belongs to the class of organic compounds known as triacylglycerols. These are glycerides consisting of three fatty acid chains covalently bonded to a glycerol molecule through ester linkages. Organic compounds Lipids and lipid-like molecules Glycerolipids Triradylcglycerols Triacylglycerols Carbonyl compounds Carboxylic acid esters Fatty acid esters Hydrocarbon derivatives Organic oxides Tricarboxylic acids and derivatives Aliphatic acyclic compound Carbonyl group Carboxylic acid derivative Carboxylic acid ester Fatty acid ester Fatty acyl Hydrocarbon derivative Organic oxide Organic oxygen compound Organooxygen compound Triacyl-sn-glycerol Tricarboxylic acid or derivatives Aliphatic acyclic compounds Solid logp 21.48 Extrapolated logp 10.85 ALOGPS logs -8.18 ALOGPS logp 21.48 ChemAxon pka_strongest_basic -6.6 ChemAxon iupac (2S)-2-[(6Z,9Z,12Z)-octadeca-6,9,12-trienoyloxy]-3-(pentadecanoyloxy)propyl (15Z)-tetracos-15-enoate ChemAxon average_mass 925.518 ChemAxon mono_mass 924.814591198 ChemAxon smiles [H][C@](COC(=O)CCCCCCCCCCCCCC)(COC(=O)CCCCCCCCCCCCC\C=C/CCCCCCCC)OC(=O)CCCC\C=C/C\C=C/C\C=C/CCCCC ChemAxon formula C60H108O6 ChemAxon inchi InChI=1S/C60H108O6/c1-4-7-10-13-16-19-22-25-27-28-29-30-31-32-34-35-38-41-44-47-50-53-59(62)65-56-57(55-64-58(61)52-49-46-43-40-37-24-21-18-15-12-9-6-3)66-60(63)54-51-48-45-42-39-36-33-26-23-20-17-14-11-8-5-2/h17,20,25-27,33,39,42,57H,4-16,18-19,21-24,28-32,34-38,40-41,43-56H2,1-3H3/b20-17-,27-25-,33-26-,42-39-/t57-/m0/s1 ChemAxon inchikey GKMORUSRTMSQMC-GUYHVJHPSA-N ChemAxon polar_surface_area 78.9 ChemAxon refractivity 287.17 ChemAxon polarizability 123.11 ChemAxon rotatable_bond_count 55 ChemAxon acceptor_count 3 ChemAxon donor_count 0 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(15:0/18:3(6Z,9Z,12Z)/24:1(15Z)) SMP0073680 Specdb::MsMs 632152 Specdb::MsMs 632153 Specdb::MsMs 632154 Specdb::MsMs 949594 Specdb::MsMs 949595 Specdb::MsMs 949596 Specdb::MsMs 2367136 Specdb::MsMs 2367137 Specdb::MsMs 2367138 Specdb::MsMs 2571263 Specdb::MsMs 2571264 Specdb::MsMs 2571265 Specdb::MsMs 2598397 Specdb::MsMs 2598398 Specdb::MsMs 2598399 Specdb::MsMs 2640202 Specdb::MsMs 2640203 Specdb::MsMs 2640204 Specdb::MsMs 2786107 Specdb::MsMs 2786108 Specdb::MsMs 2786109 Milk By GC-MS and RP-UPLC-Qtrap Tang C, Zhang K, Zhan T, Zhao Q, Zhang J: Metabolic Characterization of Dairy Cows Treated with Gossypol by Blood Biochemistry and Body Fluid Untargeted Metabolome Analyses. J Agric Food Chem. 2017 Oct 25;65(42):9369-9378. doi: 10.1021/acs.jafc.7b03544. Epub 2017 Oct 17. 28965405 131754557 Tang C, Zhang K, Zhan T, Zhao Q, Zhang J: Metabolic Characterization of Dairy Cows Treated with Gossypol by Blood Biochemistry and Body Fluid Untargeted Metabolome Analyses. J Agric Food Chem. 2017 Oct 25;65(42):9369-9378. doi: 10.1021/acs.jafc.7b03544. Epub 2017 Oct 17. 28965405