1.0 2018-07-17 17:43:42 UTC 2020-04-22 15:52:41 UTC BMDB0062494 BMDB62494 TG(14:1(9Z)/14:1(9Z)/18:2(9Z,12Z)) TG(14:1(9Z)/14:1(9Z)/18:2(9Z,12Z)), also known as tag(14:1/14:1/18:2) or tag(46:4), 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(14:1(9Z)/14:1(9Z)/18:2(9Z,12Z)) is possibly soluble (in water) and an extremely weak basic (essentially neutral) compound (based on its pKa). TG(14:1(9Z)/14:1(9Z)/18:2(9Z,12Z)) can be biosynthesized from DG(14:1(9Z)/14:1(9Z)/0:0) and linoleoyl-CoA through its interaction with the enzyme diacylglycerol O-acyltransferase. In cattle, TG(14:1(9Z)/14:1(9Z)/18:2(9Z,12Z)) is involved in the metabolic pathway called de novo triacylglycerol biosynthesis TG(14:1(9Z)/14:1(9Z)/18:2(9Z,12Z)) pathway. 1-(9Z-Tetradecenoyl)-2-(9Z-tetradecenoyl)-3-(9Z,12Z-octadecadienoyl)-glycerol 1-Myristoleoyl-2-myristoleoyl-3-linoleoyl-glycerol TAG(14:1/14:1/18:2) TAG(46:4) TG(14:1/14:1/18:2) TG(46:4) Tracylglycerol(14:1/14:1/18:2) Tracylglycerol(46:4) Triacylglycerol Triglyceride TG(14:1(9Z)/14:1(9Z)/18:2(9Z,12Z)) C49H86O6 771.221 770.642440489 (2S)-2,3-bis[(9Z)-tetradec-9-enoyloxy]propyl (9Z,12Z)-octadeca-9,12-dienoate (2S)-2,3-bis[(9Z)-tetradec-9-enoyloxy]propyl (9Z,12Z)-octadeca-9,12-dienoate [H][C@](COC(=O)CCCCCCC\C=C/CCCC)(COC(=O)CCCCCCC\C=C/C\C=C/CCCCC)OC(=O)CCCCCCC\C=C/CCCC InChI=1S/C49H86O6/c1-4-7-10-13-16-19-22-23-24-25-28-30-33-36-39-42-48(51)54-45-46(55-49(52)43-40-37-34-31-27-21-18-15-12-9-6-3)44-53-47(50)41-38-35-32-29-26-20-17-14-11-8-5-2/h14-19,23-24,46H,4-13,20-22,25-45H2,1-3H3/b17-14-,18-15-,19-16-,24-23-/t46-/m0/s1 ZKUXYRGOHVAQTO-GJMMRMLPSA-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 Lineolic acids and 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 Octadecanoid Organic oxide Organic oxygen compound Organooxygen compound Triacyl-sn-glycerol Tricarboxylic acid or derivatives Aliphatic acyclic compounds Solid logp 17.03 Extrapolated logp 10.43 ALOGPS logs -8.03 ALOGPS logp 16.59 ChemAxon pka_strongest_basic -6.6 ChemAxon iupac (2S)-2,3-bis[(9Z)-tetradec-9-enoyloxy]propyl (9Z,12Z)-octadeca-9,12-dienoate ChemAxon average_mass 771.221 ChemAxon mono_mass 770.642440489 ChemAxon smiles [H][C@](COC(=O)CCCCCCC\C=C/CCCC)(COC(=O)CCCCCCC\C=C/C\C=C/CCCCC)OC(=O)CCCCCCC\C=C/CCCC ChemAxon formula C49H86O6 ChemAxon inchi InChI=1S/C49H86O6/c1-4-7-10-13-16-19-22-23-24-25-28-30-33-36-39-42-48(51)54-45-46(55-49(52)43-40-37-34-31-27-21-18-15-12-9-6-3)44-53-47(50)41-38-35-32-29-26-20-17-14-11-8-5-2/h14-19,23-24,46H,4-13,20-22,25-45H2,1-3H3/b17-14-,18-15-,19-16-,24-23-/t46-/m0/s1 ChemAxon inchikey ZKUXYRGOHVAQTO-GJMMRMLPSA-N ChemAxon polar_surface_area 78.9 ChemAxon refractivity 236.55 ChemAxon polarizability 99.27 ChemAxon rotatable_bond_count 44 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(14:1(9Z)/14:1(9Z)/18:2(9Z,12Z)) SMP0073094 Specdb::MsMs 620581 Specdb::MsMs 620582 Specdb::MsMs 620583 Specdb::MsMs 944842 Specdb::MsMs 944843 Specdb::MsMs 944844 Specdb::MsMs 2281297 Specdb::MsMs 2281298 Specdb::MsMs 2281299 Specdb::MsMs 2562006 Specdb::MsMs 2562007 Specdb::MsMs 2562008 Specdb::MsMs 2768336 Specdb::MsMs 2768337 Specdb::MsMs 2768338 Specdb::MsMs 2825209 Specdb::MsMs 2825210 Specdb::MsMs 2825211 Specdb::MsMs 2854312 Specdb::MsMs 2854313 Specdb::MsMs 2854314 Specdb::CMs 204993 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 131758734 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