1.0 2016-10-03 18:06:13 UTC 2020-06-04 20:31:02 UTC BMDB0010417 BMDB10417 TG(16:0/16:0/18:3(9Z,12Z,15Z))[iso3] TG(16:0/16:0/18:3(9Z,12Z,15Z))[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(16:0/16:0/18:3(9Z,12Z,15Z))[iso3] is considered to be a triradylglycerol lipid molecule. TG(16:0/16:0/18:3(9Z,12Z,15Z))[iso3] is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral. TG(16:0/16:0/18:3(9Z,12Z,15Z))[iso3] can be biosynthesized from DG(16:0/16:0/0:0) and alpha-linolenoyl-CoA; which is catalyzed by the enzyme diacylglycerol O-acyltransferase. In cattle, TG(16:0/16:0/18:3(9Z,12Z,15Z))[iso3] is involved in the metabolic pathway called de novo triacylglycerol biosynthesis TG(16:0/16:0/18:3(9Z,12Z,15Z)) pathway. 1-alpha-linolenoyl-2-palmitoyl-3-palmitoyl-glycerol TG(18:3/16:0/16:0) TG(18:3n3/16:0/16:0) TG(18:3w3/16:0/16:0) TG(50:3) Tag(18:3(9Z,12Z,15Z)/16:0/16:0) Tag(18:3/16:0/16:0) Tag(18:3n3/16:0/16:0) Tag(18:3w3/16:0/16:0) Tag(50:3) Triacylglycerol(18:3(9Z,12Z,15Z)/16:0/16:0) Triacylglycerol(18:3/16:0/16:0) Triacylglycerol(18:3n3/16:0/16:0) Triacylglycerol(18:3w3/16:0/16:0) Triacylglycerol(50:3) Triacylglycerol Triglyceride TG(18:3(9Z,12Z,15Z)/16:0/16:0) 1-Palmitoyl-2-palmitoyl-3-a-linolenoyl-glycerol 1-Palmitoyl-2-palmitoyl-3-alpha-linolenoyl-glycerol TAG(16:0/16:0/18:3) TAG(16:0/16:0/18:3n3) TAG(16:0/16:0/18:3W3) TG(16:0/16:0/18:3) TG(16:0/16:0/18:3n3) TG(16:0/16:0/18:3W3) Tracylglycerol(16:0/16:0/18:3) Tracylglycerol(16:0/16:0/18:3n3) Tracylglycerol(16:0/16:0/18:3W3) Tracylglycerol(50:3) C53H96O6 829.3257 828.720690804 (2R)-2,3-bis(hexadecanoyloxy)propyl (9Z,12Z,15Z)-octadeca-9,12,15-trienoate (2R)-2,3-bis(hexadecanoyloxy)propyl (9Z,12Z,15Z)-octadeca-9,12,15-trienoate [H][C@@](COC(=O)CCCCCCCCCCCCCCC)(COC(=O)CCCCCCC\C=C/C\C=C/C\C=C/CC)OC(=O)CCCCCCCCCCCCCCC InChI=1S/C53H96O6/c1-4-7-10-13-16-19-22-25-26-29-31-34-37-40-43-46-52(55)58-49-50(59-53(56)47-44-41-38-35-32-28-24-21-18-15-12-9-6-3)48-57-51(54)45-42-39-36-33-30-27-23-20-17-14-11-8-5-2/h7,10,16,19,25-26,50H,4-6,8-9,11-15,17-18,20-24,27-49H2,1-3H3/b10-7-,19-16-,26-25-/t50-/m1/s1 WLFXGZDFDKIDIL-AVVZNEQPSA-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 -8.09 ALOGPS logp 18.73 ChemAxon pka_strongest_basic -6.6 ChemAxon iupac (2R)-2,3-bis(hexadecanoyloxy)propyl (9Z,12Z,15Z)-octadeca-9,12,15-trienoate ChemAxon average_mass 829.3257 ChemAxon mono_mass 828.720690804 ChemAxon smiles [H][C@@](COC(=O)CCCCCCCCCCCCCCC)(COC(=O)CCCCCCC\C=C/C\C=C/C\C=C/CC)OC(=O)CCCCCCCCCCCCCCC ChemAxon formula C53H96O6 ChemAxon inchi InChI=1S/C53H96O6/c1-4-7-10-13-16-19-22-25-26-29-31-34-37-40-43-46-52(55)58-49-50(59-53(56)47-44-41-38-35-32-28-24-21-18-15-12-9-6-3)48-57-51(54)45-42-39-36-33-30-27-23-20-17-14-11-8-5-2/h7,10,16,19,25-26,50H,4-6,8-9,11-15,17-18,20-24,27-49H2,1-3H3/b10-7-,19-16-,26-25-/t50-/m1/s1 ChemAxon inchikey WLFXGZDFDKIDIL-AVVZNEQPSA-N ChemAxon polar_surface_area 78.9 ChemAxon refractivity 253.84 ChemAxon polarizability 109.09 ChemAxon rotatable_bond_count 49 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 1457159 Specdb::MsMs 1457160 Specdb::MsMs 1457161 Specdb::MsMs 1468379 Specdb::MsMs 1468380 Specdb::MsMs 1468381 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 108 +/- 8 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 242 +/- 7 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 815 +/- 9 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 5.5 +/- 0.1 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 25240358 FDB094567 A. Foroutan et al. The Chemical Composition of Commercial Cow's Milk (in preparation)