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Record Information
Version4.0
StatusExpected but not Quantified
Creation Date2012-09-11 17:31:19 UTC
Update Date2019-07-23 06:04:26 UTC
HMDB IDHMDB0029592
Secondary Accession Numbers
  • HMDB29592
Metabolite Identification
Common NameTriacetin
DescriptionTriacetin is found in fruits. Triacetin is a flavouring agent, adjuvant; formulation aid, humectant, solvent and vehicle. Triacetin is present in papaya (Carica papaya
Structure
Data?1563861866
Synonyms
ValueSource
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-glycerolMeSH
Chemical FormulaC9H14O6
Average Molecular Weight218.2039
Monoisotopic Molecular Weight218.07903818
IUPAC Name1,3-bis(acetyloxy)propan-2-yl acetate
Traditional Nametriacetin
CAS Registry Number102-76-1
SMILES
CC(=O)OCC(COC(C)=O)OC(C)=O
InChI Identifier
InChI=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
Chemical Taxonomy
DescriptionThis compound 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:

Physical Properties
StateLiquid
Experimental Properties
PropertyValueReference
Melting Point-78 °CNot Available
Boiling PointNot AvailableNot Available
Water Solubility58 mg/mL at 25 °CNot Available
LogP0.25Not Available
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
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
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 | MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-000i-0090000000-8a37824d0f2d133742dcJSpectraViewer | MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0aor-0970000000-2aef4d9a7612d8dafbfeJSpectraViewer | MoNA
Biological Properties
Cellular Locations
  • Cytoplasm
  • Extracellular
Biospecimen LocationsNot Available
Tissue LocationsNot Available
Pathways
Normal Concentrations
Not Available
Abnormal Concentrations
Not Available
Associated Disorders and Diseases
Disease ReferencesNone
Associated OMIM IDsNone
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDFDB000751
KNApSAcK IDNot Available
Chemspider ID13835706
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkTriacetin
METLIN IDNot Available
PubChem Compound5541
PDB IDNot Available
ChEBI ID9661
Food Biomarker OntologyNot Available
VMH IDNot Available
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Download (PDF)
General References
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  3. KARNS ME, PARKER R: The treatment of refractory fungus infections with fungacetin (triacetin). J Am Podiatry Assoc. 1959 Sep;49:411-2. [PubMed:14404545 ]
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