Record Information
Version1.0
Creation date2010-04-08 22:09:19 UTC
Update date2015-07-20 22:35:46 UTC
Primary IDFDB010834
Secondary Accession NumbersNot Available
Chemical Information
FooDB NameGlycerol tripropanoate
DescriptionGlycerol tripropanoate, also known as tripropionylglycerol or glycerol tripropionic acid, 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. Glycerol tripropanoate is an extremely weak basic (essentially neutral) compound (based on its pKa).
CAS Number139-45-7
Structure
Thumb
Synonyms
SynonymSource
1,2,3-Propanetriol tripropanoateChEBI
1,2,3-TripropanoylglycerolChEBI
2,3-Di(propanoyloxy)propyl propanoateChEBI
Glycerine tripropionateChEBI
Glycerol tripropionateChEBI
Glyceryl tripropanoateChEBI
Glyceryl tripropionateChEBI
TripropionylglycerolChEBI
1,2,3-Propanetriol tripropanoic acidGenerator
2,3-Di(propanoyloxy)propyl propanoic acidGenerator
Glycerine tripropionic acidGenerator
Glycerol tripropionic acidGenerator
Glyceryl tripropanoic acidGenerator
Glyceryl tripropionic acidGenerator
Glycerol tripropanoic acidGenerator
1,2,3-Propanetriol tripropanoate, 9ciHMDB
1,2,3-Propanetriol, 1,2,3-tripropanoateHMDB
1,2,3-Propanetriol, tripropanoateHMDB
1,2,3-Propanetriol, tripropionateHMDB
2,3-Bis(propionyloxy)propyl propionateHMDB
FEMA 3286HMDB
Propionic acid triglycerideHMDB
Propionin, tri- (8ci)HMDB
Tri-propioninHMDB
TripropioninHMDB
Tripropionin, 8ciHMDB
TripropionineHMDB
1,2,3-Propanetriol tripropanoate, 9CIdb_source
Propionin, tri-biospider
Propionin, tri- (8CI)biospider
Tripropionin, 8CIdb_source
Predicted Properties
PropertyValueSource
Water Solubility5.45 g/LALOGPS
logP1.69ALOGPS
logP1.59ChemAxon
logS-1.7ALOGPS
pKa (Strongest Basic)-6.6ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count3ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area78.9 ŲChemAxon
Rotatable Bond Count11ChemAxon
Refractivity61.85 m³·mol⁻¹ChemAxon
Polarizability27.12 ųChemAxon
Number of Rings0ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Chemical FormulaC12H20O6
IUPAC name1,3-bis(propanoyloxy)propan-2-yl propanoate
InChI IdentifierInChI=1S/C12H20O6/c1-4-10(13)16-7-9(18-12(15)6-3)8-17-11(14)5-2/h9H,4-8H2,1-3H3
InChI KeyYZWRNSARCRTXDS-UHFFFAOYSA-N
Isomeric SMILESCCC(=O)OCC(COC(=O)CC)OC(=O)CC
Average Molecular Weight260.2836
Monoisotopic Molecular Weight260.125988372
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
  • 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 DescriptorsNot Available
Ontology
Physiological effect

Health effect:

Disposition

Route of exposure:

Biological location:

Source:

Process

Naturally occurring process:

Role

Industrial application:

Biological role:

Physico-Chemical Properties - Experimental
Physico-Chemical Properties - Experimental
PropertyValueReference
Physical stateNot Available
Physical DescriptionNot Available
Mass CompositionC 55.37%; H 7.74%; O 36.88%DFC
Melting PointNot Available
Boiling PointBp20 176-177°DFC
Experimental Water Solubility3.07 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
Densityd2018 1.1DFC
Refractive Indexn20D 1.4339DFC
Spectra
Spectra
Spectrum TypeDescriptionSplash KeyView
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-0a4i-9400000000-a0a6aa29bbc356c63931JSpectraViewer | MoNA
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-0a4i-9000000000-395760d45c9442f98c2eJSpectraViewer | MoNA
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-0a4i-9400000000-a0a6aa29bbc356c63931JSpectraViewer | MoNA
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-0a4i-9000000000-395760d45c9442f98c2eJSpectraViewer | MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-004i-0090000000-e255af8673c1a3e6e2aeJSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-004i-0090000000-e255af8673c1a3e6e2aeJSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-01p9-0970000000-26256e73865319ca134dJSpectraViewer
ChemSpider ID8433
ChEMBL IDNot Available
KEGG Compound IDNot Available
Pubchem Compound ID8763
Pubchem Substance IDNot Available
ChEBI IDNot Available
Phenol-Explorer IDNot Available
DrugBank IDNot Available
HMDB IDHMDB32857
CRC / DFC (Dictionary of Food Compounds) IDFOY57-G:FOY57-G
EAFUS ID1525
Dr. Duke IDNot Available
BIGG IDNot Available
KNApSAcK IDNot Available
HET IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
Flavornet IDNot Available
GoodScent IDrw1025161
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
EnzymesNot Available
PathwaysNot Available
MetabolismNot Available
BiosynthesisNot Available
Organoleptic Properties
Flavours
FlavorCitations
oily
  1. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
chemical
  1. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
bitter
  1. Ayana Wiener, Marina Shudler, Anat Levit, Masha Y. Niv. BitterDB: a database of bitter compounds. Nucleic Acids Res 2012, 40(Database issue):D413-419. DOI:10.1093/nar/gkr755
Files
MSDSNot Available
References
Synthesis ReferenceNot Available
General ReferenceNot Available
Content Reference