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Record Information
Version4.0
StatusExpected but not Quantified
Creation Date2012-09-11 19:56:54 UTC
Update Date2019-07-23 06:17:30 UTC
HMDB IDHMDB0035009
Secondary Accession Numbers
  • HMDB35009
Metabolite Identification
Common NamePhenethyl phenylacetate
DescriptionPhenethyl phenylacetate, also known as alpha -toluate or 2-phenylethyl alpha-toluate, belongs to the class of organic compounds known as benzene and substituted derivatives. These are aromatic compounds containing one monocyclic ring system consisting of benzene. Phenethyl phenylacetate is an extremely weak basic (essentially neutral) compound (based on its pKa). Phenethyl phenylacetate is a sweet, balsam, and floral tasting compound. Outside of the human body, phenethyl phenylacetate has been detected, but not quantified in, lindens. This could make phenethyl phenylacetate a potential biomarker for the consumption of these foods.
Structure
Data?1563862650
Synonyms
ValueSource
Phenethyl phenylacetic acidGenerator
1-Phenylethyl phenylacetateHMDB
2-Phenylethyl alpha -toluateHMDB
2-Phenylethyl alpha-toluateHMDB
2-Phenylethyl benzeneacetateHMDB
2-Phenylethyl phenylacetateHMDB
Acetic acid, phenyl-, phenethyl esterHMDB
alpha -ToluateHMDB
Benzeneacetic acid, 2-phenylethyl esterHMDB
Benzyl carbinyl phenylacetateHMDB
Benzylcarbinyl alpha -toluateHMDB
Benzylcarbinyl alpha-toluateHMDB
Benzylcarbinyl phenylacetateHMDB
beta -Phenylethyl phenylacetateHMDB
beta-Phenylethyl phenylacetateHMDB
FEMA 2866HMDB
Phenethyl alpha -toluateHMDB
Phenethyl alpha-toluateHMDB
Phenylacetic acid, 2-phenylethyl esterHMDB
Phenylacetic acid, phenethyl esterHMDB
Phenylethyl phenylacetateHMDB
2-Phenylethyl 2-phenylacetic acidGenerator
Chemical FormulaC16H16O2
Average Molecular Weight240.297
Monoisotopic Molecular Weight240.115029756
IUPAC Name2-phenylethyl 2-phenylacetate
Traditional Name2-phenylethyl 2-phenylacetate
CAS Registry Number102-20-5
SMILES
O=C(CC1=CC=CC=C1)OCCC1=CC=CC=C1
InChI Identifier
InChI=1S/C16H16O2/c17-16(13-15-9-5-2-6-10-15)18-12-11-14-7-3-1-4-8-14/h1-10H,11-13H2
InChI KeyZOZIRNMDEZKZHM-UHFFFAOYSA-N
Chemical Taxonomy
Description belongs to the class of organic compounds known as benzene and substituted derivatives. These are aromatic compounds containing one monocyclic ring system consisting of benzene.
KingdomOrganic compounds
Super ClassBenzenoids
ClassBenzene and substituted derivatives
Sub ClassNot Available
Direct ParentBenzene and substituted derivatives
Alternative Parents
Substituents
  • Monocyclic benzene moiety
  • 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

Route of exposure:

Biological location:

Source:

Role

Industrial application:

Biological role:

Physical Properties
StateSolid
Experimental Properties
PropertyValueReference
Melting Point28 °CNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Predicted Properties
PropertyValueSource
Water Solubility0.0037 g/LALOGPS
logP3.98ALOGPS
logP3.77ChemAxon
logS-4.8ALOGPS
pKa (Strongest Basic)-7.1ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area26.3 ŲChemAxon
Rotatable Bond Count6ChemAxon
Refractivity71.5 m³·mol⁻¹ChemAxon
Polarizability27.06 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, Positivesplash10-0006-9100000000-a76f4bc6bd89012b376aSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0006-0790000000-68c03babc02eb30cea69Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0aor-0910000000-5a141b839856d468a229Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0ar3-8910000000-dfa56d5059bd534d932fSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-00kr-0970000000-469d21479b4bf27da048Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-00kr-2910000000-fb0ee669adfdc8671c65Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-014u-8900000000-e1e358b493bb99bb53a8Spectrum
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 IDFDB013613
KNApSAcK IDNot Available
Chemspider ID7319
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound7601
PDB IDNot Available
ChEBI IDNot Available
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.. .