1.0 2016-09-30 23:16:17 UTC 2020-06-04 20:29:57 UTC BMDB0005390 BMDB05390 TG(16:0/18:2(9Z,12Z)/18:2(9Z,12Z))[iso3] TG(16:0/18:2(9Z,12Z)/18:2(9Z,12Z))[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(16:0/18:2(9Z,12Z)/18:2(9Z,12Z))[iso3] is considered to be a triradylglycerol lipid molecule. TG(16:0/18:2(9Z,12Z)/18:2(9Z,12Z))[iso3] is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral. TG(16:0/18:2(9Z,12Z)/18:2(9Z,12Z))[iso3] can be biosynthesized from DG(16:0/18:2(9Z,12Z)/0:0) and linoleoyl-CoA; which is catalyzed by the enzyme diacylglycerol O-acyltransferase. In cattle, TG(16:0/18:2(9Z,12Z)/18:2(9Z,12Z))[iso3] is involved in the metabolic pathway called de novo triacylglycerol biosynthesis TG(16:0/18:2(9Z,12Z)/18:2(9Z,12Z)) pathway. 1-linoleoyl-2-linoleoyl-3-palmitoyl-glycerol TG(18:2/18:2/16:0) TG(18:2n6/18:2n6/16:0) TG(18:2w6/18:2w6/16:0) TG(52:4) Tag(18:2(9Z,12Z)/18:2(9Z,12Z)/16:0) Tag(18:2/18:2/16:0) Tag(18:2n6/18:2n6/16:0) Tag(18:2w6/18:2w6/16:0) Tag(52:4) Triacylglycerol(18:2(9Z,12Z)/18:2(9Z,12Z)/16:0) Triacylglycerol(18:2/18:2/16:0) Triacylglycerol(18:2n6/18:2n6/16:0) Triacylglycerol(18:2w6/18:2w6/16:0) Triacylglycerol(52:4) Triacylglycerol Triglyceride TG(18:2(9Z,12Z)/18:2(9Z,12Z)/16:0) 1-Palmitoyl-2-linoleoyl-3-linoleoyl-glycerol TAG(16:0/18:2/18:2) TAG(16:0/18:2n6/18:2n6) TAG(16:0/18:2W6/18:2W6) TG(16:0/18:2/18:2) TG(16:0/18:2n6/18:2n6) TG(16:0/18:2W6/18:2W6) Tracylglycerol(16:0/18:2/18:2) Tracylglycerol(16:0/18:2n6/18:2n6) Tracylglycerol(16:0/18:2W6/18:2W6) Tracylglycerol(52:4) C55H98O6 855.363 854.736340868 (2R)-1-(hexadecanoyloxy)-3-[(9Z,12Z)-octadeca-9,12-dienoyloxy]propan-2-yl (9Z,12Z)-octadeca-9,12-dienoate (2R)-1-(hexadecanoyloxy)-3-[(9Z,12Z)-octadeca-9,12-dienoyloxy]propan-2-yl (9Z,12Z)-octadeca-9,12-dienoate CCCCCCCCCCCCCCCC(=O)OC[C@H](COC(=O)CCCCCCC\C=C/C\C=C/CCCCC)OC(=O)CCCCCCC\C=C/C\C=C/CCCCC InChI=1S/C55H98O6/c1-4-7-10-13-16-19-22-25-27-30-33-36-39-42-45-48-54(57)60-51-52(50-59-53(56)47-44-41-38-35-32-29-24-21-18-15-12-9-6-3)61-55(58)49-46-43-40-37-34-31-28-26-23-20-17-14-11-8-5-2/h16-17,19-20,25-28,52H,4-15,18,21-24,29-51H2,1-3H3/b19-16-,20-17-,27-25-,28-26-/t52-/m1/s1 LXAWUIOWWNQCQA-HFHWEOLTSA-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 Triacylglycerols Solid logp 10.75 ALOGPS logs -8.10 ALOGPS logp 19.25 ChemAxon pka_strongest_basic -6.6 ChemAxon iupac (2R)-1-(hexadecanoyloxy)-3-[(9Z,12Z)-octadeca-9,12-dienoyloxy]propan-2-yl (9Z,12Z)-octadeca-9,12-dienoate ChemAxon average_mass 855.363 ChemAxon mono_mass 854.736340868 ChemAxon smiles CCCCCCCCCCCCCCCC(=O)OC[C@H](COC(=O)CCCCCCC\C=C/C\C=C/CCCCC)OC(=O)CCCCCCC\C=C/C\C=C/CCCCC ChemAxon formula C55H98O6 ChemAxon inchi InChI=1S/C55H98O6/c1-4-7-10-13-16-19-22-25-27-30-33-36-39-42-45-48-54(57)60-51-52(50-59-53(56)47-44-41-38-35-32-29-24-21-18-15-12-9-6-3)61-55(58)49-46-43-40-37-34-31-28-26-23-20-17-14-11-8-5-2/h16-17,19-20,25-28,52H,4-15,18,21-24,29-51H2,1-3H3/b19-16-,20-17-,27-25-,28-26-/t52-/m1/s1 ChemAxon inchikey LXAWUIOWWNQCQA-HFHWEOLTSA-N ChemAxon polar_surface_area 78.9 ChemAxon refractivity 264.16 ChemAxon polarizability 111.9 ChemAxon rotatable_bond_count 50 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 1458392 Specdb::MsMs 1458393 Specdb::MsMs 1458394 Specdb::MsMs 1469693 Specdb::MsMs 1469694 Specdb::MsMs 1469695 Milk 103 +/- 6 uM Commercial 1% milk by LC-HRMS Foroutan A, Guo AC, Vazquez-Fresno R, Lipfert M, Zhang L, Zheng J, Badran H, Budinski Z, Mandal R, Ametaj BN, Wishart DS: Chemical Composition of Commercial Cow's Milk. J Agric Food Chem. 2019 Apr 17. doi: 10.1021/acs.jafc.9b00204. 30994344 Milk 167 +/- 13 uM Commercial 2% milk by LC-HRMS Foroutan A, Guo AC, Vazquez-Fresno R, Lipfert M, Zhang L, Zheng J, Badran H, Budinski Z, Mandal R, Ametaj BN, Wishart DS: Chemical Composition of Commercial Cow's Milk. J Agric Food Chem. 2019 Apr 17. doi: 10.1021/acs.jafc.9b00204. 30994344 Milk 659 +/- 23 uM Commercial 3.25% milk by LC-HRMS Foroutan A, Guo AC, Vazquez-Fresno R, Lipfert M, Zhang L, Zheng J, Badran H, Budinski Z, Mandal R, Ametaj BN, Wishart DS: Chemical Composition of Commercial Cow's Milk. J Agric Food Chem. 2019 Apr 17. doi: 10.1021/acs.jafc.9b00204. 30994344 Milk 3.0 +/- 0.2 uM Commercial skim milk by LC-HRMS Foroutan A, Guo AC, Vazquez-Fresno R, Lipfert M, Zhang L, Zheng J, Badran H, Budinski Z, Mandal R, Ametaj BN, Wishart DS: Chemical Composition of Commercial Cow's Milk. J Agric Food Chem. 2019 Apr 17. doi: 10.1021/acs.jafc.9b00204. 30994344 FDB094332 25240363 A. Foroutan et al. The Chemical Composition of Commercial Cow's Milk (in preparation)