1.0 2018-07-17 17:31:02 UTC 2020-04-22 15:52:12 UTC BMDB0062347 BMDB62347 TG(15:0/22:0/22:4(7Z,10Z,13Z,16Z)) TG(15:0/22:0/22:4(7Z,10Z,13Z,16Z)), also known as tag(15:0/22:0/22:4) or tag(59:4), 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(15:0/22:0/22:4(7Z,10Z,13Z,16Z)) is possibly soluble (in water) and an extremely weak basic (essentially neutral) compound (based on its pKa). TG(15:0/22:0/22:4(7Z,10Z,13Z,16Z)) can be biosynthesized from DG(15:0/22:0/0:0) and adrenoyl-CoA through its interaction with the enzyme diacylglycerol O-acyltransferase. In cattle, TG(15:0/22:0/22:4(7Z,10Z,13Z,16Z)) is involved in the metabolic pathway called de novo triacylglycerol biosynthesis TG(15:0/22:0/22:4(7Z,10Z,13Z,16Z)) pathway. 1-Pentadecanoyl-2-behenoyl-3-adrenoyl-glycerol 1-Pentadecanoyl-2-docosanoyl-3-(7Z,10Z,13Z,16Z-docosatetraenoyl)-glycerol TAG(15:0/22:0/22:4) TAG(59:4) TG(15:0/22:0/22:4) TG(59:4) Tracylglycerol(15:0/22:0/22:4) Tracylglycerol(59:4) Triacylglycerol Triglyceride TG(15:0/22:0/22:4(7Z,10Z,13Z,16Z)) C62H112O6 953.572 952.845891326 (2S)-2-(docosanoyloxy)-3-(pentadecanoyloxy)propyl (7Z,10Z,13Z,16Z)-docosa-7,10,13,16-tetraenoate (2S)-2-(docosanoyloxy)-3-(pentadecanoyloxy)propyl (7Z,10Z,13Z,16Z)-docosa-7,10,13,16-tetraenoate [H][C@](COC(=O)CCCCCCCCCCCCCC)(COC(=O)CCCCC\C=C/C\C=C/C\C=C/C\C=C/CCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC InChI=1S/C62H112O6/c1-4-7-10-13-16-19-22-25-27-29-31-33-35-37-40-43-46-49-52-55-61(64)67-58-59(57-66-60(63)54-51-48-45-42-39-24-21-18-15-12-9-6-3)68-62(65)56-53-50-47-44-41-38-36-34-32-30-28-26-23-20-17-14-11-8-5-2/h16,19,25,27,31,33,37,40,59H,4-15,17-18,20-24,26,28-30,32,34-36,38-39,41-58H2,1-3H3/b19-16-,27-25-,33-31-,40-37-/t59-/m0/s1 NREQOBXZRZZFOK-ZZJCQLRLSA-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 22.37 Extrapolated logp 10.85 ALOGPS logs -8.21 ALOGPS logp 22.37 ChemAxon pka_strongest_basic -6.6 ChemAxon iupac (2S)-2-(docosanoyloxy)-3-(pentadecanoyloxy)propyl (7Z,10Z,13Z,16Z)-docosa-7,10,13,16-tetraenoate ChemAxon average_mass 953.572 ChemAxon mono_mass 952.845891326 ChemAxon smiles [H][C@](COC(=O)CCCCCCCCCCCCCC)(COC(=O)CCCCC\C=C/C\C=C/C\C=C/C\C=C/CCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC ChemAxon formula C62H112O6 ChemAxon inchi InChI=1S/C62H112O6/c1-4-7-10-13-16-19-22-25-27-29-31-33-35-37-40-43-46-49-52-55-61(64)67-58-59(57-66-60(63)54-51-48-45-42-39-24-21-18-15-12-9-6-3)68-62(65)56-53-50-47-44-41-38-36-34-32-30-28-26-23-20-17-14-11-8-5-2/h16,19,25,27,31,33,37,40,59H,4-15,17-18,20-24,26,28-30,32,34-36,38-39,41-58H2,1-3H3/b19-16-,27-25-,33-31-,40-37-/t59-/m0/s1 ChemAxon inchikey NREQOBXZRZZFOK-ZZJCQLRLSA-N ChemAxon polar_surface_area 78.9 ChemAxon refractivity 296.37 ChemAxon polarizability 128.03 ChemAxon rotatable_bond_count 57 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(15:0/22:0/22:4(7Z,10Z,13Z,16Z)) SMP0073829 Specdb::MsMs 590746 Specdb::MsMs 590747 Specdb::MsMs 590748 Specdb::MsMs 932902 Specdb::MsMs 932903 Specdb::MsMs 932904 Specdb::MsMs 2293560 Specdb::MsMs 2293561 Specdb::MsMs 2293562 Specdb::MsMs 2355132 Specdb::MsMs 2355133 Specdb::MsMs 2355134 Specdb::MsMs 2544466 Specdb::MsMs 2544467 Specdb::MsMs 2544468 Specdb::MsMs 2645976 Specdb::MsMs 2645977 Specdb::MsMs 2645978 Specdb::MsMs 2759231 Specdb::MsMs 2759232 Specdb::MsMs 2759233 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 131754253 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