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Record Information
Version4.0
StatusExpected but not Quantified
Creation Date2012-09-11 17:57:53 UTC
Update Date2019-07-23 06:12:56 UTC
HMDB IDHMDB0033251
Secondary Accession Numbers
  • HMDB33251
Metabolite Identification
Common NamePhenylmethyl benzeneacetate
DescriptionPhenylmethyl benzeneacetate, also known as benzyl alpha-toluate or benzyl phenylacetate, belongs to the class of organic compounds known as benzyloxycarbonyls. These are organic compounds containing a carbonyl group substituted with a benzyloxyl group. Phenylmethyl benzeneacetate is an extremely weak basic (essentially neutral) compound (based on its pKa). Phenylmethyl benzeneacetate is a sweet, cocoa, and floral. It is used in food flavouring.
Structure
Data?1563862376
Synonyms
ValueSource
Phenylmethyl benzeneacetic acidGenerator
Acetic acid, phenyl-, benzyl esterHMDB
Benzeneacetic acid, phenylmethyl esterHMDB
Benzyl alpha-toluateHMDB
Benzyl benzeneacetateHMDB
Benzyl phenylacetateHMDB
Benzylphenyl acetateHMDB
Benzylphenylacetate FCCHMDB
FEMA 2149HMDB
Phenylacetic acid, benzyl esterHMDB
Phenylmethyl benzeneacetate, 9ciHMDB
Benzyl 2-phenylacetic acidGenerator
Chemical FormulaC15H14O2
Average Molecular Weight226.2705
Monoisotopic Molecular Weight226.099379692
IUPAC Namebenzyl 2-phenylacetate
Traditional Namebenzyl 2-phenylacetate
CAS Registry Number102-16-9
SMILES
O=C(CC1=CC=CC=C1)OCC1=CC=CC=C1
InChI Identifier
InChI=1S/C15H14O2/c16-15(11-13-7-3-1-4-8-13)17-12-14-9-5-2-6-10-14/h1-10H,11-12H2
InChI KeyMIYFJEKZLFWKLZ-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
  • Carboxylic acid ester
  • Monocarboxylic acid or derivatives
  • Carboxylic acid derivative
  • Organic oxygen compound
  • Organic oxide
  • Hydrocarbon derivative
  • Organooxygen compound
  • Carbonyl group
  • Aromatic homomonocyclic compound
Molecular FrameworkAromatic homomonocyclic compounds
External DescriptorsNot Available
Ontology
Disposition

Biological location:

Source:

Role

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 Solubility0.01 g/LALOGPS
logP3.72ALOGPS
logP3.48ChemAxon
logS-4.4ALOGPS
pKa (Strongest Basic)-7.1ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area26.3 ŲChemAxon
Rotatable Bond Count5ChemAxon
Refractivity66.75 m³·mol⁻¹ChemAxon
Polarizability24.79 ųChemAxon
Number of Rings2ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
Spectra
Spectrum TypeDescriptionSplash KeyView
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-0006-9000000000-6831da3ba6ae0b8c0c19Spectrum
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-056r-9300000000-7ee5d43898f2268fb6d9Spectrum
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-0006-9000000000-43beb664c9482065b76eSpectrum
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-0006-9000000000-6831da3ba6ae0b8c0c19Spectrum
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-056r-9300000000-7ee5d43898f2268fb6d9Spectrum
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-0006-9000000000-43beb664c9482065b76eSpectrum
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-0006-9000000000-997ce469bfce10b46690Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-004i-1490000000-76a343c420e66a1524a7Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-014l-3920000000-6074d12747e20f6779f4Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0006-9300000000-7efbe310ccee73cebcd7Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-00or-1890000000-ebc5271668b48aa381e2Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0170-2920000000-319447e30bd646e7e0ceSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-016u-8900000000-6a346a05ff9083bf1be7Spectrum
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 IDFDB011272
KNApSAcK IDNot Available
Chemspider ID54960
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound60999
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.. .