Record Information
Version1.0
Creation date2010-04-08 22:05:40 UTC
Update date2018-05-28 23:10:53 UTC
Primary IDFDB003135
Secondary Accession NumbersNot Available
Chemical Information
FooDB NameGlycerol trioctanoate
DescriptionIt is used in bakery products. Carrier for essential oils and flavours. Glycerol trioctanoate is found in cereals and cereal products.
CAS Number538-23-8
Structure
Thumb
Synonyms
SynonymSource
1,2,3-Propanetriol trioctanoateChEBI
1,2,3-TrioctanoylglycerolChEBI
AxonaChEBI
Caprylic acid triglycerideChEBI
Caprylic acid, 1,2,3-propanetriyl esterChEBI
Caprylic triglycerideChEBI
CaprylinChEBI
Glycerin tricaprylateChEBI
Glycerol tricaprylateChEBI
Glycerol trioctanoateChEBI
Glycerol trioctanoinChEBI
Glyceryl tricaprylateChEBI
Octanoic acid triglycerideChEBI
Octanoic acid, 1,1',1''-(1,2,3-propanetriyl) esterChEBI
Octanoic acid, 1,2,3-propanetriyl esterChEBI
TricaprilinChEBI
Tricaprylic glycerideChEBI
TricaprylinChEBI
TricapryloylglycerolChEBI
Tricaprylyl glycerinChEBI
TrioctanoylglycerideChEBI
TrioctanoylglycerolChEBI
1,2,3-Propanetriol trioctanoic acidGenerator
Caprylate triglycerideGenerator
Caprylate, 1,2,3-propanetriyl esterGenerator
Glycerin tricaprylic acidGenerator
Glycerol tricaprylic acidGenerator
Glycerol trioctanoic acidGenerator
Glyceryl tricaprylic acidGenerator
Octanoate triglycerideGenerator
Octanoate, 1,1',1''-(1,2,3-propanetriyl) esterGenerator
Octanoate, 1,2,3-propanetriyl esterGenerator
Panasate 800HMDB
Glyceryl trioctanoateHMDB
1-Capryloyl-2-capryloyl-3-capryloyl-glycerolHMDB
TAG(8:0/8:0/8:0)HMDB
TAG(24:0)HMDB
Tracylglycerol(24:0)HMDB
TriacylglycerolHMDB
TriglycerideHMDB
TG(24:0)HMDB
1-Octanoyl-2-octanoyl-3-octanoyl-glycerolHMDB
Tracylglycerol(8:0/8:0/8:0)HMDB
TG(8:0/8:0/8:0)Lipid Annotator, ChEBI
2-Ethylhexanoic acid, 1,2,3-propanetriyl esterMeSH
TriethylhexanoinMeSH
TrioctanoinMeSH
1,2,3-Propanetriyl octanoate, 9CIdb_source
1,2,3-Tricapryloylglycerolbiospider
2,3-Bis(octanoyloxy)propyl octanoatebiospider
Glyceryl tricaprylate-capratebiospider
MaceightHMDB
Miglyol 808biospider
Octanoin, tri-biospider
Panacet 800db_source
RatoHMDB
Tri-octanoinbiospider
Trioctanoin oilHMDB
Predicted Properties
PropertyValueSource
Water Solubility6.4e-05 g/LALOGPS
logP7.41ALOGPS
logP8.25ChemAxon
logS-6.9ALOGPS
pKa (Strongest Basic)-6.6ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count3ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area78.9 ŲChemAxon
Rotatable Bond Count26ChemAxon
Refractivity130.87 m³·mol⁻¹ChemAxon
Polarizability57.31 ųChemAxon
Number of Rings0ChemAxon
Bioavailability0ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Chemical FormulaC27H50O6
IUPAC name1,3-bis(octanoyloxy)propan-2-yl octanoate
InChI IdentifierInChI=1S/C27H50O6/c1-4-7-10-13-16-19-25(28)31-22-24(33-27(30)21-18-15-12-9-6-3)23-32-26(29)20-17-14-11-8-5-2/h24H,4-23H2,1-3H3
InChI KeyVLPFTAMPNXLGLX-UHFFFAOYSA-N
Isomeric SMILES[H]C(COC(=O)CCCCCCC)(COC(=O)CCCCCCC)OC(=O)CCCCCCC
Average Molecular Weight470.6823
Monoisotopic Molecular Weight470.360739332
Classification
Description 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.
KingdomOrganic compounds
Super ClassLipids and lipid-like molecules
ClassGlycerolipids
Sub ClassTriradylcglycerols
Direct ParentTriacylglycerols
Alternative Parents
Substituents
  • Triacyl-sn-glycerol
  • Tricarboxylic acid or derivatives
  • Fatty acid ester
  • Fatty acyl
  • Carboxylic acid ester
  • Carboxylic acid derivative
  • Organic oxygen compound
  • Organic oxide
  • Hydrocarbon derivative
  • Organooxygen compound
  • Carbonyl group
  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External Descriptors
Physico-Chemical Properties - Experimental
Physico-Chemical Properties - Experimental
PropertyValueReference
Physical stateSolid
Physical DescriptionNot Available
Mass CompositionC 68.90%; H 10.71%; O 20.39%DFC
Melting PointMp 10°DFC
Boiling PointBp1 233°DFC
Experimental Water Solubility0.0004 mg/mL at 37 oCFUNASAKI,N et al. (1976)
Experimental logPNot Available
Experimental pKaNot Available
Isoelectric pointNot Available
ChargeNot Available
Optical RotationNot Available
Spectroscopic UV DataNot Available
Densityd204 0.95DFC
Refractive IndexNot Available
Spectra
Spectra
Spectrum TypeDescriptionSplash Key
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-000i-0000900000-2ec19e7d19282502723bView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-000i-0000900000-2ec19e7d19282502723bView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-00b9-0009700000-74eec0b6f556539a1960View in MoNA
ChemSpider ID10393
ChEMBL IDCHEMBL1406148
KEGG Compound IDC13044
Pubchem Compound ID10850
Pubchem Substance IDNot Available
ChEBI IDNot Available
Phenol-Explorer IDNot Available
DrugBank IDNot Available
HMDB IDHMDB11187
CRC / DFC (Dictionary of Food Compounds) IDCRK84-I:CRK84-I
EAFUS IDNot Available
Dr. Duke IDNot Available
BIGG IDNot Available
KNApSAcK IDNot Available
HET IDNot Available
Flavornet IDNot Available
GoodScent IDrw1100921
SuperScent IDNot Available
Wikipedia IDNot Available
Phenol-Explorer Metabolite IDNot Available
Duplicate IDSNot Available
Old DFC IDSNot Available
Associated Foods
FoodContent Range AverageReference
FoodReference
Biological Effects and Interactions
Health Effects / BioactivitiesNot Available
Enzymes
NameGene NameUniProt ID
Liver carboxylesterase 1CES1P23141
Pancreatic triacylglycerol lipasePNLIPP16233
Hepatic triacylglycerol lipaseLIPCP11150
Inactive pancreatic lipase-related protein 1PNLIPRP1P54315
Patatin-like phospholipase domain-containing protein 3PNPLA3Q9NST1
Gastric triacylglycerol lipaseLIPFP07098
Endothelial lipaseLIPGQ9Y5X9
Diacylglycerol O-acyltransferase 1DGAT1O75907
Pancreatic lipase-related protein 2PNLIPRP2P54317
Lipoprotein lipaseLPLP06858
Monoglyceride lipaseMGLLQ99685
Protein disulfide-isomeraseP4HBP07237
2-acylglycerol O-acyltransferase 2MOGAT2Q3SYC2
Patatin-like phospholipase domain-containing protein 4PNPLA4P41247
Diacylglycerol O-acyltransferase 2DGAT2Q96PD7
2-acylglycerol O-acyltransferase 1MOGAT1Q96PD6
2-acylglycerol O-acyltransferase 3MOGAT3Q86VF5
Glycerol-3-phosphate acyltransferase 3AGPAT9Q53EU6
Patatin-like phospholipase domain-containing protein 2PNPLA2Q96AD5
Pancreatic lipase-related protein 3PNLIPRP3Q17RR3
PathwaysNot Available
MetabolismNot Available
BiosynthesisNot Available
Organoleptic Properties
Flavours
FlavorCitations
odorless
  1. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
Files
MSDSNot Available
References
Synthesis ReferenceNot Available
General ReferenceNot Available
Content Reference