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Record Information
Version4.0
StatusExpected but not Quantified
Creation Date2012-09-11 19:55:44 UTC
Update Date2019-07-23 06:17:28 UTC
HMDB IDHMDB0034992
Secondary Accession Numbers
  • HMDB34992
Metabolite Identification
Common Name4-Methoxybenzyl phenylacetate
Description4-Methoxybenzyl phenylacetate, also known as anisyl phenylacetate or anisyl alpha-toluate, belongs to the class of organic compounds known as benzyloxycarbonyls. These are organic compounds containing a carbonyl group substituted with a benzyloxyl group. 4-Methoxybenzyl phenylacetate is a flavouring agent for honey flavour. 4-Methoxybenzyl phenylacetate is an extremely weak basic (essentially neutral) compound (based on its pKa). 4-Methoxybenzyl phenylacetate is an anise, balsam, and honey tasting compound.
Structure
Data?1563862648
Synonyms
ValueSource
4-Methoxybenzyl phenylacetic acidGenerator
(4-Methoxyphenyl)methyl benzeneacetateHMDB
Acetic acid, phenyl-, p-methoxybenzyl esterHMDB
Anisyl alpha-toluateHMDB
Anisyl phenylacetateHMDB
Benzeneacetic acid, (4-methoxyphenyl)methyl esterHMDB
FEMA 3740HMDB
p-Anisyl phenylacetateHMDB
p-Methoxybenzyl phenylacetateHMDB
Phenylacetic acid, p-methoxybenzyl esterHMDB
(4-Methoxyphenyl)methyl 2-phenylacetic acidGenerator
Chemical FormulaC16H16O3
Average Molecular Weight256.2964
Monoisotopic Molecular Weight256.109944378
IUPAC Name(4-methoxyphenyl)methyl 2-phenylacetate
Traditional Name(4-methoxyphenyl)methyl 2-phenylacetate
CAS Registry Number102-17-0
SMILES
COC1=CC=C(COC(=O)CC2=CC=CC=C2)C=C1
InChI Identifier
InChI=1S/C16H16O3/c1-18-15-9-7-14(8-10-15)12-19-16(17)11-13-5-3-2-4-6-13/h2-10H,11-12H2,1H3
InChI KeyVCYWCSZLXMMLLE-UHFFFAOYSA-N
Chemical Taxonomy
Description belongs to the class of organic compounds known as benzyloxycarbonyls. These are organic compounds containing a carbonyl group substituted with a benzyloxyl group.
KingdomOrganic compounds
Super ClassBenzenoids
ClassBenzene and substituted derivatives
Sub ClassBenzyloxycarbonyls
Direct ParentBenzyloxycarbonyls
Alternative Parents
Substituents
  • Benzyloxycarbonyl
  • Phenoxy compound
  • Anisole
  • Methoxybenzene
  • Phenol ether
  • Alkyl aryl ether
  • Carboxylic acid ester
  • Carboxylic acid derivative
  • Monocarboxylic acid or derivatives
  • Ether
  • Organic oxygen compound
  • Organooxygen compound
  • Carbonyl group
  • Hydrocarbon derivative
  • Organic oxide
  • Aromatic homomonocyclic compound
Molecular FrameworkAromatic homomonocyclic compounds
External DescriptorsNot Available
Ontology
Disposition

Biological location:

Source:

Role

Industrial application:

Biological role:

Physical Properties
StateNot Available
Experimental Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Predicted Properties
PropertyValueSource
Water Solubility0.0028 g/LALOGPS
logP3.74ALOGPS
logP3.32ChemAxon
logS-5ALOGPS
pKa (Strongest Basic)-4.8ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count2ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area35.53 ŲChemAxon
Rotatable Bond Count6ChemAxon
Refractivity73.21 m³·mol⁻¹ChemAxon
Polarizability27.83 ųChemAxon
Number of Rings2ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
Spectra
Spectrum TypeDescriptionSplash KeyView
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-0006-9200000000-e029a8258c4963d42856Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0a4i-0490000000-887d316c6c699d165963Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-014i-2930000000-35d2523d62e8b2b1070dSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-00kf-9600000000-76255f01cb0626b036ffSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0aor-0790000000-2bb4806baebb44c516d8Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-066r-0930000000-04a52868523288d20ad6Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-014i-3900000000-9690d75686344799de1cSpectrum
Biological Properties
Cellular Locations
  • Membrane
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 IDFDB013595
KNApSAcK IDNot Available
Chemspider ID7317
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound7599
PDB IDNot Available
ChEBI IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB ID
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.. .