1.0 2016-10-03 18:23:09 UTC 2020-06-04 20:18:52 UTC BMDB0011701 BMDB11701 TG(15:0/16:0/20:3(8Z,11Z,14Z))[iso6] TG(15:0/16:0/20:3(8Z,11Z,14Z))[iso6] 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(15:0/16:0/20:3(8Z,11Z,14Z))[iso6] is considered to be a triradylglycerol lipid molecule. TG(15:0/16:0/20:3(8Z,11Z,14Z))[iso6] is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral. TG(15:0/16:0/20:3(8Z,11Z,14Z))[iso6] can be biosynthesized from DG(15:0/16:0/0:0) and dihomo-gamma-linolenoyl-CoA through the action of the enzyme diacylglycerol O-acyltransferase. In cattle, TG(15:0/16:0/20:3(8Z,11Z,14Z))[iso6] is involved in the metabolic pathway called de novo triacylglycerol biosynthesis TG(15:0/16:0/20:3(8Z,11Z,14Z)) pathway. 1-Pentadecanoyl-2-palmitoyl-3-homo-g-linolenoyl-glycerol 1-Pentadecanoyl-2-palmitoyl-3-homo-gamma-linolenoyl-glycerol TAG(15:0/16:0/20:3) TAG(15:0/16:0/20:3n6) TAG(15:0/16:0/20:3W6) TAG(51:3) TG(15:0/16:0/20:3) TG(15:0/16:0/20:3n6) TG(15:0/16:0/20:3W6) TG(51:3) Tracylglycerol(15:0/16:0/20:3) Tracylglycerol(15:0/16:0/20:3n6) Tracylglycerol(15:0/16:0/20:3W6) Tracylglycerol(51:3) Triacylglycerol Triglyceride C54H98O6 843.3523 842.736340868 (2R)-2-(hexadecanoyloxy)-3-(pentadecanoyloxy)propyl (8Z,11Z,14Z)-icosa-8,11,14-trienoate (2R)-2-(hexadecanoyloxy)-3-(pentadecanoyloxy)propyl (8Z,11Z,14Z)-icosa-8,11,14-trienoate [H][C@@](COC(=O)CCCCCCCCCCCCCC)(COC(=O)CCCCCC\C=C/C\C=C/C\C=C/CCCCC)OC(=O)CCCCCCCCCCCCCCC InChI=1S/C54H98O6/c1-4-7-10-13-16-19-22-25-26-27-28-30-32-35-38-41-44-47-53(56)59-50-51(49-58-52(55)46-43-40-37-34-31-24-21-18-15-12-9-6-3)60-54(57)48-45-42-39-36-33-29-23-20-17-14-11-8-5-2/h16,19,25-26,28,30,51H,4-15,17-18,20-24,27,29,31-50H2,1-3H3/b19-16-,26-25-,30-28-/t51-/m1/s1 NVBSJAZGISYRIW-TYTGEOLTSA-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 Triacylglycerols Solid logp 10.78 ALOGPS logs -8.10 ALOGPS logp 19.17 ChemAxon pka_strongest_basic -6.6 ChemAxon iupac (2R)-2-(hexadecanoyloxy)-3-(pentadecanoyloxy)propyl (8Z,11Z,14Z)-icosa-8,11,14-trienoate ChemAxon average_mass 843.3523 ChemAxon mono_mass 842.736340868 ChemAxon smiles [H][C@@](COC(=O)CCCCCCCCCCCCCC)(COC(=O)CCCCCC\C=C/C\C=C/C\C=C/CCCCC)OC(=O)CCCCCCCCCCCCCCC ChemAxon formula C54H98O6 ChemAxon inchi InChI=1S/C54H98O6/c1-4-7-10-13-16-19-22-25-26-27-28-30-32-35-38-41-44-47-53(56)59-50-51(49-58-52(55)46-43-40-37-34-31-24-21-18-15-12-9-6-3)60-54(57)48-45-42-39-36-33-29-23-20-17-14-11-8-5-2/h16,19,25-26,28,30,51H,4-15,17-18,20-24,27,29,31-50H2,1-3H3/b19-16-,26-25-,30-28-/t51-/m1/s1 ChemAxon inchikey NVBSJAZGISYRIW-TYTGEOLTSA-N ChemAxon polar_surface_area 78.9 ChemAxon refractivity 258.44 ChemAxon polarizability 111.51 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 All Tissues Wishart DS, Feunang YD, Marcu A, Guo AC, Liang K, Vazquez-Fresno R, Sajed T, Johnson D, Li C, Karu N, Sayeeda Z, Lo E, Assempour N, Berjanskii M, Singhal S, Arndt D, Liang Y, Badran H, Grant J, Serra-Cayuela A, Liu Y, Mandal R, Neveu V, Pon A, Knox C, Wilson M, Manach C, Scalbert A: HMDB 4.0: the human metabolome database for 2018. Nucleic Acids Res. 2018 Jan 4;46(D1):D608-D617. doi: 10.1093/nar/gkx1089. 29140435 Milk 19 +/- 1 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 30 +/- 4 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 103 +/- 11 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 0.76 +/- 0.02 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 53481033 A. Foroutan et al. The Chemical Composition of Commercial Cow's Milk (in preparation)