1.0 2018-07-17 17:39:03 UTC 2020-05-20 22:34:28 UTC BMDB0062439 BMDB62439 TG(15:0/18:3(9Z,12Z,15Z)/22:0) TG(15:0/18:3(9Z,12Z,15Z)/22:0), also known as tag(15:0/18:3/22:0) or tag(55:3), 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(9Z,12Z,15Z)/22:0) is possibly soluble (in water) and an extremely weak basic (essentially neutral) compound (based on its pKa). TG(15:0/18:3(9Z,12Z,15Z)/22:0) can be biosynthesized from DG(15:0/18:3(9Z,12Z,15Z)/0:0) and docosanoyl-CoA; which is mediated by the enzyme diacylglycerol O-acyltransferase. In cattle, TG(15:0/18:3(9Z,12Z,15Z)/22:0) is involved in the metabolic pathway called de novo triacylglycerol biosynthesis TG(15:0/18:3(9Z,12Z,15Z)/22:0) pathway. 1-Pentadecanoyl-2-(9Z,12Z,15Z-octadeatrienoyl)-3-docosanoyl-glycerol 1-Pentadecanoyl-2-a-linolenoyl-3-behenoyl-glycerol TAG(15:0/18:3/22:0) TAG(55:3) TG(15:0/18:3/22:0) TG(55:3) Tracylglycerol(15:0/18:3/22:0) Tracylglycerol(55:3) Triacylglycerol Triglyceride TG(15:0/18:3(9Z,12Z,15Z)/22:0) C58H106O6 899.48 898.798941133 (2S)-2-[(9Z,12Z,15Z)-octadeca-9,12,15-trienoyloxy]-3-(pentadecanoyloxy)propyl docosanoate (2S)-2-[(9Z,12Z,15Z)-octadeca-9,12,15-trienoyloxy]-3-(pentadecanoyloxy)propyl docosanoate [H][C@](COC(=O)CCCCCCCCCCCCCC)(COC(=O)CCCCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/C\C=C/C\C=C/CC InChI=1S/C58H106O6/c1-4-7-10-13-16-19-22-25-27-28-29-30-32-33-36-39-42-45-48-51-57(60)63-54-55(53-62-56(59)50-47-44-41-38-35-24-21-18-15-12-9-6-3)64-58(61)52-49-46-43-40-37-34-31-26-23-20-17-14-11-8-5-2/h8,11,17,20,26,31,55H,4-7,9-10,12-16,18-19,21-25,27-30,32-54H2,1-3H3/b11-8-,20-17-,31-26-/t55-/m0/s1 RFTLYHXOQWFSCO-UJKDMMPKSA-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 20.95 Extrapolated logp 10.84 ALOGPS logs -8.17 ALOGPS logp 20.95 ChemAxon pka_strongest_basic -6.6 ChemAxon iupac (2S)-2-[(9Z,12Z,15Z)-octadeca-9,12,15-trienoyloxy]-3-(pentadecanoyloxy)propyl docosanoate ChemAxon average_mass 899.48 ChemAxon mono_mass 898.798941133 ChemAxon smiles [H][C@](COC(=O)CCCCCCCCCCCCCC)(COC(=O)CCCCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/C\C=C/C\C=C/CC ChemAxon formula C58H106O6 ChemAxon inchi InChI=1S/C58H106O6/c1-4-7-10-13-16-19-22-25-27-28-29-30-32-33-36-39-42-45-48-51-57(60)63-54-55(53-62-56(59)50-47-44-41-38-35-24-21-18-15-12-9-6-3)64-58(61)52-49-46-43-40-37-34-31-26-23-20-17-14-11-8-5-2/h8,11,17,20,26,31,55H,4-7,9-10,12-16,18-19,21-25,27-30,32-54H2,1-3H3/b11-8-,20-17-,31-26-/t55-/m0/s1 ChemAxon inchikey RFTLYHXOQWFSCO-UJKDMMPKSA-N ChemAxon polar_surface_area 78.9 ChemAxon refractivity 276.85 ChemAxon polarizability 120.08 ChemAxon rotatable_bond_count 54 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(9Z,12Z,15Z)/22:0) SMP0073691 Specdb::MsMs 585931 Specdb::MsMs 585932 Specdb::MsMs 585933 Specdb::MsMs 930844 Specdb::MsMs 930845 Specdb::MsMs 930846 Specdb::MsMs 2373909 Specdb::MsMs 2373910 Specdb::MsMs 2373911 Specdb::MsMs 2418705 Specdb::MsMs 2418706 Specdb::MsMs 2418707 Specdb::MsMs 2456724 Specdb::MsMs 2456725 Specdb::MsMs 2456726 Specdb::MsMs 2564886 Specdb::MsMs 2564887 Specdb::MsMs 2564888 Specdb::MsMs 2884397 Specdb::MsMs 2884398 Specdb::MsMs 2884399 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 131754751 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