1.0 2016-09-30 22:32:35 UTC 2020-04-21 18:15:55 UTC BMDB0000548 BMDB00548 TG(10:0/10:0/10:0)[iso] TG(10:0/10:0/10:0), also known as caprin or glycerol tridecanoate, 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(10:0/10:0/10:0) is considered to be a triradylglycerol lipid molecule. TG(10:0/10:0/10:0) is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral. TG(10:0/10:0/10:0) exists in all eukaryotes, ranging from yeast to humans. TG(10:0/10:0/10:0) can be biosynthesized from DG(10:0/10:0/0:0) and decanoyl-CoA; which is catalyzed by the enzyme diacylglycerol O-acyltransferase. In cattle, TG(10:0/10:0/10:0) is involved in the metabolic pathway called de novo triacylglycerol biosynthesis TG(10:0/10:0/10:0) pathway. 1,2,3-Propanol tridecanoate 1,2,3-Tridecanoylglycerol Capric acid triglyceride Capric triglyceride Caprin Decanoic acid, 1,2,3-propanetriyl ester Glycerin tridecanoate Glycerol tricaprate Glycerol tridecanoate Glyceryl tricaprate Glyceryl tridecanoate TG 10:0/10:0/10:0 Tri-N-caprin Tricapric glyceride Tridecanoin Tridecanoylglycerol 1,2,3-Propanol tridecanoic acid Caprate triglyceride Decanoate, 1,2,3-propanetriyl ester Glycerin tridecanoic acid Glycerol tricapric acid Glycerol tridecanoic acid Glyceryl tricapric acid Glyceryl tridecanoic acid 1-animal fats-2-animal fats-3-animal fats-glycerol 1-decanoic acid-2-decanoic acid-3-decanoic acid-glycerol TAG(10:0/10:0/10:0) Triacylglycerol Tracylglycerol(30:0) Triglyceride Tracylglycerol(10:0/10:0/10:0) TAG(30:0) TG(30:0) TG(10:0/10:0/10:0) 1,2, 3-Propanetriyl-decanoate 1,2, 3-Propanetriyl-decanoic acid 2,3-Bis(decanoyloxy)propyl decanoate 2,3-Bis(decanoyloxy)propyl decanoate (acd/name 4.0) 2,3-Bis(decanoyloxy)propyl decanoic acid Glycerol tricaprin Tri-decanoin Tricaprin C33H62O6 554.853 554.454639716 1,3-bis(decanoyloxy)propan-2-yl decanoate tricaprin 621-71-6 [H]C(COC(=O)CCCCCCCCC)(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC InChI=1S/C33H62O6/c1-4-7-10-13-16-19-22-25-31(34)37-28-30(39-33(36)27-24-21-18-15-12-9-6-3)29-38-32(35)26-23-20-17-14-11-8-5-2/h30H,4-29H2,1-3H3 LADGBHLMCUINGV-UHFFFAOYSA-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 triglyceride Solid logp 8.78 ALOGPS logs -7.54 ALOGPS logp 10.92 ChemAxon pka_strongest_basic -6.6 ChemAxon iupac 1,3-bis(decanoyloxy)propan-2-yl decanoate ChemAxon average_mass 554.853 ChemAxon mono_mass 554.454639716 ChemAxon smiles [H]C(COC(=O)CCCCCCCCC)(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC ChemAxon formula C33H62O6 ChemAxon inchi InChI=1S/C33H62O6/c1-4-7-10-13-16-19-22-25-31(34)37-28-30(39-33(36)27-24-21-18-15-12-9-6-3)29-38-32(35)26-23-20-17-14-11-8-5-2/h30H,4-29H2,1-3H3 ChemAxon inchikey LADGBHLMCUINGV-UHFFFAOYSA-N ChemAxon polar_surface_area 78.9 ChemAxon refractivity 158.47 ChemAxon polarizability 70.75 ChemAxon rotatable_bond_count 32 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(10:0/10:0/10:0) SMP0108241 Specdb::CMs 27945 Specdb::CMs 99580 Specdb::NmrTwoD 1359 Specdb::NmrOneD 1415 Specdb::NmrOneD 5105 Specdb::NmrOneD 5106 Specdb::NmrOneD 319571 Specdb::NmrOneD 319572 Specdb::NmrOneD 319573 Specdb::NmrOneD 319574 Specdb::NmrOneD 319575 Specdb::NmrOneD 319576 Specdb::NmrOneD 319577 Specdb::NmrOneD 319578 Specdb::NmrOneD 319579 Specdb::NmrOneD 319580 Specdb::NmrOneD 319581 Specdb::NmrOneD 319582 Specdb::NmrOneD 319583 Specdb::NmrOneD 319584 Specdb::NmrOneD 319585 Specdb::NmrOneD 319586 Specdb::NmrOneD 319587 Specdb::NmrOneD 319588 Specdb::NmrOneD 319589 Specdb::NmrOneD 319590 Specdb::MsMs 770 Specdb::MsMs 771 Specdb::MsMs 772 Specdb::MsMs 4187 Specdb::MsMs 621385 Specdb::MsMs 621386 Specdb::MsMs 621387 Specdb::MsMs 2447640 Specdb::MsMs 2447641 Specdb::MsMs 2447642 Specdb::MsMs 2675116 Specdb::MsMs 2675117 Specdb::MsMs 2675118 Specdb::MsMs 2869020 Specdb::MsMs 2869021 Specdb::MsMs 2869022 Specdb::MsMs 3033251 Specdb::MsMs 3033252 Specdb::MsMs 3033253 Specdb::MsMs 3076938 Specdb::MsMs 3076939 Specdb::MsMs 3076940 Milk Mottram HR, Evershed RP: Elucidation of the composition of bovine milk fat triacylglycerols using high-performance liquid chromatography-atmospheric pressure chemical ionisation mass spectrometry. J Chromatogr A. 2001 Aug 17;926(2):239-53. 11556330 69310 FDB003134 62521 5532 77388 Selmi, B.; Gontier, E.; Ergan, F.; Thomas, D. Effects of fatty acid chain length and unsaturation number on triglyceride synthesis catalyzed by immobilized lipase in solvent-free medium. Enzyme and Microbial Technology (1998), 23(3/4), 182-186. Mottram HR, Evershed RP: Elucidation of the composition of bovine milk fat triacylglycerols using high-performance liquid chromatography-atmospheric pressure chemical ionisation mass spectrometry. J Chromatogr A. 2001 Aug 17;926(2):239-53. 11556330