1.0 2016-09-30 23:15:43 UTC 2020-04-22 15:15:27 UTC BMDB0005360 BMDB05360 TG(16:0/16:0/18:1(9Z))[iso3] TG(16:0/16:0/18:1(9Z))[iso3] 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. Thus, TG(16:0/16:0/18:1(9Z))[iso3] is considered to be a triradylglycerol lipid molecule. TG(16:0/16:0/18:1(9Z))[iso3] is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral. TG(16:0/16:0/18:1(9Z))[iso3] can be biosynthesized from DG(16:0/16:0/0:0) and oleoyl-CoA through its interaction with the enzyme diacylglycerol O-acyltransferase. In cattle, TG(16:0/16:0/18:1(9Z))[iso3] is involved in the metabolic pathway called de novo triacylglycerol biosynthesis TG(16:0/16:0/18:1(9Z)) pathway. 1-oleoyl-2-palmitoyl-3-palmitoyl-glycerol TG(18:1/16:0/16:0) TG(18:1n9/16:0/16:0) TG(18:1w9/16:0/16:0) TG(50:1) Tag(18:1(9Z)/16:0/16:0) Tag(18:1/16:0/16:0) Tag(18:1n9/16:0/16:0) Tag(18:1w9/16:0/16:0) Tag(50:1) Triacylglycerol(18:1(9Z)/16:0/16:0) Triacylglycerol(18:1/16:0/16:0) Triacylglycerol(18:1n9/16:0/16:0) Triacylglycerol(18:1w9/16:0/16:0) Triacylglycerol(50:1) Triacylglycerol Triglyceride TG(18:1(9Z)/16:0/16:0) 1-Palmitoyl-2-palmitoyl-3-oleoyl-glycerol TAG(16:0/16:0/18:1) TAG(16:0/16:0/18:1n9) TAG(16:0/16:0/18:1W9) TG(16:0/16:0/18:1) TG(16:0/16:0/18:1n9) TG(16:0/16:0/18:1W9) Tracylglycerol(16:0/16:0/18:1) Tracylglycerol(16:0/16:0/18:1n9) Tracylglycerol(16:0/16:0/18:1W9) Tracylglycerol(50:1) C53H100O6 833.3575 832.751990932 (2R)-2,3-bis(hexadecanoyloxy)propyl (9Z)-octadec-9-enoate triglyceride [H]\C(CCCCCCCC)=C(/[H])CCCCCCCC(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC InChI=1S/C53H100O6/c1-4-7-10-13-16-19-22-25-26-29-31-34-37-40-43-46-52(55)58-49-50(59-53(56)47-44-41-38-35-32-28-24-21-18-15-12-9-6-3)48-57-51(54)45-42-39-36-33-30-27-23-20-17-14-11-8-5-2/h25-26,50H,4-24,27-49H2,1-3H3/b26-25-/t50-/m1/s1 YHMDGPZOSGBQRH-YYSBDVFPSA-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 Triacylglycerols Solid logp 10.68 ALOGPS logs -7.89 ALOGPS logp 19.45 ChemAxon pka_strongest_basic -6.6 ChemAxon iupac (2R)-2,3-bis(hexadecanoyloxy)propyl (9Z)-octadec-9-enoate ChemAxon average_mass 833.3575 ChemAxon mono_mass 832.751990932 ChemAxon smiles [H]\C(CCCCCCCC)=C(/[H])CCCCCCCC(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC ChemAxon formula C53H100O6 ChemAxon inchi InChI=1S/C53H100O6/c1-4-7-10-13-16-19-22-25-26-29-31-34-37-40-43-46-52(55)58-49-50(59-53(56)47-44-41-38-35-32-28-24-21-18-15-12-9-6-3)48-57-51(54)45-42-39-36-33-30-27-23-20-17-14-11-8-5-2/h25-26,50H,4-24,27-49H2,1-3H3/b26-25-/t50-/m1/s1 ChemAxon inchikey YHMDGPZOSGBQRH-YYSBDVFPSA-N ChemAxon polar_surface_area 78.9 ChemAxon refractivity 251.61 ChemAxon polarizability 111.49 ChemAxon rotatable_bond_count 51 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 Specdb::MsMs 1476140 Specdb::MsMs 1476141 Specdb::MsMs 1476142 Specdb::MsMs 1476143 Specdb::MsMs 1476144 Specdb::MsMs 1476145 Specdb::MsMs 1476146 Specdb::MsMs 1476147 Specdb::MsMs 1476148 Specdb::MsMs 1476149 Specdb::MsMs 1476150 Milk Raw 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 Milk Mottram HR, Evershed RP: Elucidation of the composition of bovine milk fat triacylglycerols using high-performance liquid chromatography-atmospheric pressure chemical ionisation mass spectrometry. J Chromatogr A. 2001 Aug 17;926(2):239-53. 11556330 Milk Jensen RG, Ferris AM, Lammi-Keefe CJ: The composition of milk fat. J Dairy Sci. 1991 Sep;74(9):3228-43. doi: 10.3168/jds.S0022-0302(91)78509-3. 1779072 25240460 FDB094021 Jensen RG, Ferris AM, Lammi-Keefe CJ: The composition of milk fat. J Dairy Sci. 1991 Sep;74(9):3228-43. doi: 10.3168/jds.S0022-0302(91)78509-3. 1779072 Mottram HR, Evershed RP: Elucidation of the composition of bovine milk fat triacylglycerols using high-performance liquid chromatography-atmospheric pressure chemical ionisation mass spectrometry. J Chromatogr A. 2001 Aug 17;926(2):239-53. 11556330 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