1.0 2018-07-17 17:30:21 UTC 2020-04-22 15:52:10 UTC BMDB0062339 BMDB62339 TG(15:0/20:0/22:4(7Z,10Z,13Z,16Z)) TG(15:0/20:0/22:4(7Z,10Z,13Z,16Z)), also known as tag(15:0/20:0/22:4) 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(15:0/20:0/22:4(7Z,10Z,13Z,16Z)) is possibly soluble (in water) and an extremely weak basic (essentially neutral) compound (based on its pKa). TG(15:0/20:0/22:4(7Z,10Z,13Z,16Z)) can be biosynthesized from DG(15:0/20:0/0:0) and adrenoyl-CoA; which is mediated by the enzyme diacylglycerol O-acyltransferase. In cattle, TG(15:0/20:0/22:4(7Z,10Z,13Z,16Z)) is involved in the metabolic pathway called de novo triacylglycerol biosynthesis TG(15:0/20:0/22:4(7Z,10Z,13Z,16Z)) pathway. 1-Pentadecanoyl-2-arachidonyl-3-adrenoyl-glycerol 1-Pentadecanoyl-2-eicosanoyl-3-(7Z,10Z,13Z,16Z-docosatetraenoyl)-glycerol TAG(15:0/20:0/22:4) TAG(57:4) TG(15:0/20:0/22:4) TG(57:4) Tracylglycerol(15:0/20:0/22:4) Tracylglycerol(57:4) Triacylglycerol Triglyceride TG(15:0/20:0/22:4(7Z,10Z,13Z,16Z)) C60H108O6 925.518 924.814591198 (2S)-2-(icosanoyloxy)-3-(pentadecanoyloxy)propyl (7Z,10Z,13Z,16Z)-docosa-7,10,13,16-tetraenoate (2S)-2-(icosanoyloxy)-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)CCCCCCCCCCCCCCCCCCC InChI=1S/C60H108O6/c1-4-7-10-13-16-19-22-25-27-29-30-32-33-35-38-41-44-47-50-53-59(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)54-51-48-45-42-39-36-34-31-28-26-23-20-17-14-11-8-5-2/h16,19,25,27,30,32,35,38,57H,4-15,17-18,20-24,26,28-29,31,33-34,36-37,39-56H2,1-3H3/b19-16-,27-25-,32-30-,38-35-/t57-/m0/s1 HDDXOXZZGUTMGH-KUINUKFBSA-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 -8.19 ALOGPS logp 21.48 ChemAxon pka_strongest_basic -6.6 ChemAxon iupac (2S)-2-(icosanoyloxy)-3-(pentadecanoyloxy)propyl (7Z,10Z,13Z,16Z)-docosa-7,10,13,16-tetraenoate ChemAxon average_mass 925.518 ChemAxon mono_mass 924.814591198 ChemAxon smiles [H][C@](COC(=O)CCCCCCCCCCCCCC)(COC(=O)CCCCC\C=C/C\C=C/C\C=C/C\C=C/CCCCC)OC(=O)CCCCCCCCCCCCCCCCCCC ChemAxon formula C60H108O6 ChemAxon inchi InChI=1S/C60H108O6/c1-4-7-10-13-16-19-22-25-27-29-30-32-33-35-38-41-44-47-50-53-59(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)54-51-48-45-42-39-36-34-31-28-26-23-20-17-14-11-8-5-2/h16,19,25,27,30,32,35,38,57H,4-15,17-18,20-24,26,28-29,31,33-34,36-37,39-56H2,1-3H3/b19-16-,27-25-,32-30-,38-35-/t57-/m0/s1 ChemAxon inchikey HDDXOXZZGUTMGH-KUINUKFBSA-N ChemAxon polar_surface_area 78.9 ChemAxon refractivity 287.17 ChemAxon polarizability 123.68 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(15:0/20:0/22:4(7Z,10Z,13Z,16Z)) SMP0073729 Specdb::MsMs 616300 Specdb::MsMs 616301 Specdb::MsMs 616302 Specdb::MsMs 943078 Specdb::MsMs 943079 Specdb::MsMs 943080 Specdb::MsMs 2352985 Specdb::MsMs 2352986 Specdb::MsMs 2352987 Specdb::MsMs 2585716 Specdb::MsMs 2585717 Specdb::MsMs 2585718 Specdb::MsMs 2604578 Specdb::MsMs 2604579 Specdb::MsMs 2604580 Specdb::MsMs 2709659 Specdb::MsMs 2709660 Specdb::MsMs 2709661 Specdb::MsMs 3089002 Specdb::MsMs 3089003 Specdb::MsMs 3089004 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 131754224 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