You are using an unsupported browser. Please upgrade your browser to a newer version to get the best experience on Human Metabolome Database.
Record Information
Version4.0
StatusExpected but not Quantified
Creation Date2012-09-11 17:31:54 UTC
Update Date2020-02-26 21:44:08 UTC
HMDB IDHMDB0029663
Secondary Accession Numbers
  • HMDB29663
Metabolite Identification
Common NameVanillin acetate
DescriptionVanillin acetate, also known as 4-O-acetylvanillin or fema 3108, belongs to the class of organic compounds known as phenol esters. These are aromatic compounds containing a benzene ring substituted by a hydroxyl group and an ester group. Vanillin acetate is an extremely weak basic (essentially neutral) compound (based on its pKa). Vanillin acetate is a sweet, creamy, and heliotropin tasting compound. Outside of the human body, Vanillin acetate has been detected, but not quantified in, pulses. This could make vanillin acetate a potential biomarker for the consumption of these foods. A phenyl acetate obtained by the formal condensation of phenolic group of vanillin with acetic acid.
Structure
Data?1582753448
Synonyms
ValueSource
4-(Acetyloxy)-3-methoxybenzaldehydeChEBI
4-O-AcetylvanillinChEBI
AcetylvanillinChEBI
Vanillin acetic acidGenerator
Benzaldehyde, 4-acetoxy-3-methoxyHMDB
FEMA 3108HMDB
Chemical FormulaC10H10O4
Average Molecular Weight194.184
Monoisotopic Molecular Weight194.057908808
IUPAC Name4-formyl-2-methoxyphenyl acetate
Traditional Name4-formyl-2-methoxyphenyl acetate
CAS Registry Number881-68-5
SMILES
COC1=C(OC(C)=O)C=CC(C=O)=C1
InChI Identifier
InChI=1S/C10H10O4/c1-7(12)14-9-4-3-8(6-11)5-10(9)13-2/h3-6H,1-2H3
InChI KeyPZSJOBKRSVRODF-UHFFFAOYSA-N
Chemical Taxonomy
Description belongs to the class of organic compounds known as phenol esters. These are aromatic compounds containing a benzene ring substituted by a hydroxyl group and an ester group.
KingdomOrganic compounds
Super ClassBenzenoids
ClassPhenol esters
Sub ClassNot Available
Direct ParentPhenol esters
Alternative Parents
Substituents
  • Phenol ester
  • Phenoxy compound
  • Anisole
  • Benzaldehyde
  • Methoxybenzene
  • Phenol ether
  • Benzoyl
  • Alkyl aryl ether
  • Aryl-aldehyde
  • Monocyclic benzene moiety
  • Carboxylic acid ester
  • Ether
  • Carboxylic acid derivative
  • Monocarboxylic acid or derivatives
  • Carbonyl group
  • Organooxygen compound
  • Aldehyde
  • Hydrocarbon derivative
  • Organic oxide
  • Organic oxygen compound
  • Aromatic homomonocyclic compound
Molecular FrameworkAromatic homomonocyclic compounds
External Descriptors
Ontology
Disposition

Route of exposure:

Source:

Biological location:

Role

Industrial application:

Physical Properties
StateSolid
Experimental Properties
PropertyValueReference
Melting Point77 - 79 °CNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Predicted Properties
PropertyValueSource
Water Solubility0.95 g/LALOGPS
logP1.51ALOGPS
logP1.14ChemAxon
logS-2.3ALOGPS
pKa (Strongest Basic)-4.9ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count3ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area52.6 ŲChemAxon
Rotatable Bond Count4ChemAxon
Refractivity50.24 m³·mol⁻¹ChemAxon
Polarizability19.2 ųChemAxon
Number of Rings1ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Spectra
Spectrum TypeDescriptionSplash KeyView
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-0udi-4900000000-fc3c3e1357a38b795f2cSpectrum
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-0udi-9700000000-5aed2175866686c2f630Spectrum
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-0udi-5900000000-dafb7d592101c808382cSpectrum
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-0udi-4900000000-fc3c3e1357a38b795f2cSpectrum
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-0udi-9700000000-5aed2175866686c2f630Spectrum
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-0udi-5900000000-dafb7d592101c808382cSpectrum
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-0udl-3900000000-60f878ce7f3a09a98e91Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0002-0900000000-9541b621b89f14cbb407Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0udj-0900000000-c1f889bce078d736a57cSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0f79-4900000000-07d9f85b71a1435c2646Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0006-0900000000-606a0f7ebf0e3df4e9ecSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0f76-1900000000-437deaf38462de01c20fSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-000i-6900000000-4c178482394dbe902d65Spectrum
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
FooDB IDFDB000839
KNApSAcK IDNot Available
Chemspider ID55171
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound61229
PDB IDNot Available
ChEBI ID86956
Food Biomarker OntologyNot Available
VMH IDNot Available
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General References
  1. (). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .