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Record Information
Version4.0
StatusExpected but not Quantified
Creation Date2012-09-11 17:50:49 UTC
Update Date2019-07-23 06:11:23 UTC
HMDB IDHMDB0032618
Secondary Accession Numbers
  • HMDB32618
Metabolite Identification
Common NameEthyl phenylacetate
DescriptionEthyl phenylacetate, also known as ethyl alpha -toluate or ethyl benzeneacetate, 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. Ethyl phenylacetate is an extremely weak basic (essentially neutral) compound (based on its pKa). Ethyl phenylacetate is a sweet, anise, and balsam tasting compound. Outside of the human body, Ethyl phenylacetate is found, on average, in the highest concentration within corns. Ethyl phenylacetate has also been detected, but not quantified in, several different foods, such as citrus, pulses, german camomiles, alcoholic beverages, and cereals and cereal products. This could make ethyl phenylacetate a potential biomarker for the consumption of these foods.
Structure
Data?1563862283
Synonyms
ValueSource
Ethyl phenylacetic acidGenerator
Acetic acid, phenyl-, ethyl esterHMDB
alpha -Toluic acid, ethyl esterHMDB
alpha-Toluic acid, ethyl esterHMDB
Benzeneacetic acid, ethyl esterHMDB
Ethyl 2-phenylacetateHMDB
Ethyl 2-phenylethanoateHMDB
Ethyl alpha -toluateHMDB
Ethyl alpha-toluateHMDB
Ethyl benzeneacetateHMDB
Ethyl phenacetateHMDB
Ethyl phenylethanoateHMDB
FEMA 2452HMDB
Phenyl-acetic acid ethyl esterHMDB
Phenyl-acetic acid, ethyl esterHMDB
Phenyl-acetic acid,ethyl esterHMDB
Phenylacetic acid ethyl esterHMDB
Phenylacetic acid, ethyl esterHMDB
Ethyl 2-phenylacetic acidGenerator
EPhA esterMeSH
Ethyl phenylacetateMeSH
Chemical FormulaC10H12O2
Average Molecular Weight164.2011
Monoisotopic Molecular Weight164.083729628
IUPAC Nameethyl 2-phenylacetate
Traditional Nameethyl phenylacetate
CAS Registry Number101-97-3
SMILES
CCOC(=O)CC1=CC=CC=C1
InChI Identifier
InChI=1S/C10H12O2/c1-2-12-10(11)8-9-6-4-3-5-7-9/h3-7H,2,8H2,1H3
InChI KeyDULCUDSUACXJJC-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:

Source:

Biological location:

Role

Industrial application:

Physical Properties
StateLiquid
Experimental Properties
PropertyValueReference
Melting Point-29.4 °CNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogP2.28Not Available
Predicted Properties
PropertyValueSource
Water Solubility0.37 g/LALOGPS
logP2.48ALOGPS
logP2.11ChemAxon
logS-2.6ALOGPS
pKa (Strongest Basic)-7.1ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area26.3 ŲChemAxon
Rotatable Bond Count4ChemAxon
Refractivity46.88 m³·mol⁻¹ChemAxon
Polarizability17.95 ųChemAxon
Number of Rings1ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
Spectra
Spectrum TypeDescriptionSplash KeyView
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-0006-9100000000-b8f8cdaf8ff8f6a5959bSpectrum
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-0006-9300000000-e27e1342447ce663669fSpectrum
GC-MSGC-MS Spectrum - CI-B (Non-derivatized)splash10-014l-6900000000-3a6c958ac8e16909ea78Spectrum
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-0006-9100000000-4f677bc70cc721a1e807Spectrum
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-0006-9000000000-655799636a95857d47a0Spectrum
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-0006-9000000000-8ded0cba19ae20da2ad4Spectrum
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-0006-9100000000-a6bc1d1b1fcb210375efSpectrum
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-0006-9100000000-95ebd9a41c4a5c677094Spectrum
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-0006-9100000000-b8f8cdaf8ff8f6a5959bSpectrum
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-0006-9300000000-e27e1342447ce663669fSpectrum
GC-MSGC-MS Spectrum - CI-B (Non-derivatized)splash10-014l-6900000000-3a6c958ac8e16909ea78Spectrum
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-0006-9100000000-4f677bc70cc721a1e807Spectrum
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-0006-9000000000-655799636a95857d47a0Spectrum
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-0006-9000000000-8ded0cba19ae20da2ad4Spectrum
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-0006-9100000000-a6bc1d1b1fcb210375efSpectrum
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-0006-9100000000-95ebd9a41c4a5c677094Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-0006-9000000000-2358189a4981ae85f214Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-014i-1900000000-ef4293b141e8295baf95Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-014i-5900000000-6ecbee0ab5464ff04cfcSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0006-9200000000-7aac25d61410bf1a9346Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-03xr-1900000000-3ab92d6c033662511c79Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-02t9-5900000000-d7cd94467cd64f76eb5dSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-014l-9600000000-9f596e763d00848dec57Spectrum
MSMass Spectrum (Electron Ionization)splash10-0006-9000000000-8a2e389bc8a7bee37102Spectrum
1D NMR13C NMR SpectrumNot AvailableSpectrum
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 IDFDB010560
KNApSAcK IDNot Available
Chemspider ID13885245
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound7590
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.. .