Record Information
Version1.0
Creation date2010-04-08 22:04:42 UTC
Update date2019-11-26 02:55:19 UTC
Primary IDFDB000751
Secondary Accession NumbersNot Available
Chemical Information
FooDB NameTriacetin
DescriptionTriacetin, also known as enzactin or e 1518, 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, triacetin is considered to be a triradylglycerol lipid molecule. Triacetin is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral.
CAS Number102-76-1
Structure
Thumb
Synonyms
SynonymSource
1,2,3-Propanetriol triacetateChEBI
1,2,3-Propanetriyl triacetateChEBI
1,2,3-TriacetoxypropaneChEBI
1,2,3-TriacetylglycerolChEBI
2-(Acetyloxy)-1-[(acetyloxy)methyl]ethyl acetateChEBI
e 1518ChEBI
e-1518ChEBI
e1518ChEBI
EnzactinChEBI
Glycerin triacetateChEBI
Glycerol triacetateChEBI
Glyceryl triacetateChEBI
TriacetinaChEBI
TriacetineChEBI
TriacetinumChEBI
Triacetyl glycerinChEBI
Triacetyl glycerineChEBI
TriacetylglycerolChEBI
1,2,3-Propanetriol triacetic acidGenerator
1,2,3-Propanetriyl triacetic acidGenerator
2-(Acetyloxy)-1-[(acetyloxy)methyl]ethyl acetic acidGenerator
Glycerin triacetic acidGenerator
Glycerol triacetic acidGenerator
Glyceryl triacetic acidGenerator
1,2,3-Propanetriol triacetate, 9ciHMDB
1,2,3-Propanetriol, 1,2,3-triacetateHMDB
1,2,3-Propanetriol, triacetateHMDB
Acetic, 1,2,3-propanetriyl esterHMDB
BlekinHMDB
EnzacetinHMDB
Estol 1581HMDB
EuzactinHMDB
FEMA 2007HMDB
FungacetHMDB
FungacetinHMDB
Glycerol triacetate tributyrinHMDB
GlypedHMDB
Kesscoflex traHMDB
Kodaflex triacetinHMDB
MotisilHMDB
Propane-1,2,3-triyl triacetateHMDB
Tri-acetinHMDB
Triacetin (1,2,3-propanetriol triacetate)HMDB
Triacetin (glycerol triacetate)HMDB
Triacetin, 8ci, ban, inn, usanHMDB
Triacetyl glycerolHMDB
VanayHMDB
Triacetyl-glycerolHMDB
1,2,3-Propanetriol triacetate, 9CIdb_source
Acetin, tri-biospider
E1518db_source
Enzactin (TN)biospider
propane-1,2,3-triyl triacetatebiospider
Triacetinbiospider
Triacetin (1,2,3-Propanetriol triacetate)biospider
Triacetin (usp/inn)biospider
Triacetin [inn]biospider
Triacetin, 8CI, BAN, INN, USANdb_source
Predicted Properties
PropertyValueSource
Water Solubility11.3 g/LALOGPS
logP0.4ALOGPS
logP-0.52ChemAxon
logS-1.3ALOGPS
pKa (Strongest Basic)-6.5ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count3ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area78.9 ŲChemAxon
Rotatable Bond Count8ChemAxon
Refractivity47.97 m³·mol⁻¹ChemAxon
Polarizability20.88 ųChemAxon
Number of Rings0ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Chemical FormulaC9H14O6
IUPAC name1,3-bis(acetyloxy)propan-2-yl acetate
InChI IdentifierInChI=1S/C9H14O6/c1-6(10)13-4-9(15-8(3)12)5-14-7(2)11/h9H,4-5H2,1-3H3
InChI KeyURAYPUMNDPQOKB-UHFFFAOYSA-N
Isomeric SMILESCC(=O)OCC(COC(C)=O)OC(C)=O
Average Molecular Weight218.2039
Monoisotopic Molecular Weight218.07903818
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 Descriptors
Ontology
Physiological effect

Health effect:

Disposition

Route of exposure:

Biological location:

Source:

Process

Naturally occurring process:

Role

Biological role:

Industrial application:

Physico-Chemical Properties - Experimental
Physico-Chemical Properties - Experimental
PropertyValueReference
Physical stateLiquid
Physical DescriptionNot Available
Mass CompositionC 49.54%; H 6.47%; O 43.99%DFC
Melting PointMp -78°DFC
Boiling PointBp40 172°DFC
Experimental Water Solubility58 mg/mL at 25 oCRIDDICK,JA et al. (1986)
Experimental logP0.25HANSCH,C ET AL. (1995)
Experimental pKaNot Available
Isoelectric pointNot Available
ChargeNot Available
Optical RotationNot Available
Spectroscopic UV DataNot Available
Densityd204 1.16DFC
Refractive Indexn20D 1.4310DFC
Spectra
Spectra
Spectrum TypeDescriptionSplash KeyView
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-0zfs-3900000000-0e517995b789bd89015dJSpectraViewer | MoNA
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-0007-7900000000-8dba8a82c4b9ea4fff14JSpectraViewer | MoNA
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-0006-9100000000-4831fd0c53a09c852378JSpectraViewer | MoNA
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-0zfs-3900000000-0e517995b789bd89015dJSpectraViewer | MoNA
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-0007-7900000000-8dba8a82c4b9ea4fff14JSpectraViewer | MoNA
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-0006-9100000000-4831fd0c53a09c852378JSpectraViewer | MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-000i-0090000000-8a37824d0f2d133742dcJSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-000i-0090000000-8a37824d0f2d133742dcJSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0aor-0970000000-2aef4d9a7612d8dafbfeJSpectraViewer
ChemSpider ID13835706
ChEMBL IDCHEMBL1489254
KEGG Compound IDNot Available
Pubchem Compound ID5541
Pubchem Substance IDNot Available
ChEBI IDNot Available
Phenol-Explorer IDNot Available
DrugBank IDNot Available
HMDB IDHMDB29592
CRC / DFC (Dictionary of Food Compounds) IDBGT73-N:BGT73-N
EAFUS ID3721
Dr. Duke IDTRIACETIN
BIGG IDNot Available
KNApSAcK IDNot Available
HET IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
Flavornet IDNot Available
GoodScent IDrw1027131
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
mild
  1. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
clean
  1. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
tropical
  1. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
fruity
  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
MSDSshow
References
Synthesis ReferenceNot Available
General ReferenceNot Available
Content Reference— Duke, James. 'Dr. Duke's Phytochemical and Ethnobotanical Databases. United States Department of Agriculture.' Agricultural Research Service, Accessed April 27 (2004).