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Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2012-09-11 17:50:49 UTC
Update Date2021-10-13 06:25:03 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 a sweet, anise, and balsam tasting compound. 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.
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

Biological location

Source

Route of exposure

Physical Properties
StateLiquid
Experimental Molecular Properties
PropertyValueReference
Melting Point-29.4 °CNot Available
Boiling Point227.00 to 229.00 °C. @ 760.00 mm HgThe Good Scents Company Information System
Water Solubility739.4 mg/L @ 25 °C (est)The Good Scents Company Information System
LogP2.28Not Available
Experimental Spectral PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
Water Solubility0.37 g/LALOGPS
logP10(2.48) g/LALOGPS
logP10(2.11) g/LChemAxon
logS10(-2.6) g/LALOGPS
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
Predicted Spectral Properties

Predicted Collision Cross Sections

PredictorAdduct TypeCCS Value (Å2)Reference
DarkChem[M+H]+136.70831661259
DarkChem[M-H]-134.39931661259

Predicted Kovats Retention Indices

Not Available
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Experimental GC-MSGC-MS Spectrum - Ethyl phenylacetate EI-B (Non-derivatized)splash10-0006-9100000000-b8f8cdaf8ff8f6a5959b2017-09-12HMDB team, MONA, MassBankView Spectrum
Experimental GC-MSGC-MS Spectrum - Ethyl phenylacetate EI-B (Non-derivatized)splash10-0006-9300000000-e27e1342447ce663669f2017-09-12HMDB team, MONA, MassBankView Spectrum
Experimental GC-MSGC-MS Spectrum - Ethyl phenylacetate CI-B (Non-derivatized)splash10-014l-6900000000-3a6c958ac8e16909ea782017-09-12HMDB team, MONA, MassBankView Spectrum
Experimental GC-MSGC-MS Spectrum - Ethyl phenylacetate EI-B (Non-derivatized)splash10-0006-9100000000-4f677bc70cc721a1e8072017-09-12HMDB team, MONA, MassBankView Spectrum
Experimental GC-MSGC-MS Spectrum - Ethyl phenylacetate EI-B (Non-derivatized)splash10-0006-9000000000-655799636a95857d47a02017-09-12HMDB team, MONA, MassBankView Spectrum
Experimental GC-MSGC-MS Spectrum - Ethyl phenylacetate EI-B (Non-derivatized)splash10-0006-9000000000-8ded0cba19ae20da2ad42017-09-12HMDB team, MONA, MassBankView Spectrum
Experimental GC-MSGC-MS Spectrum - Ethyl phenylacetate EI-B (Non-derivatized)splash10-0006-9100000000-a6bc1d1b1fcb210375ef2017-09-12HMDB team, MONA, MassBankView Spectrum
Experimental GC-MSGC-MS Spectrum - Ethyl phenylacetate EI-B (Non-derivatized)splash10-0006-9100000000-95ebd9a41c4a5c6770942017-09-12HMDB team, MONA, MassBankView Spectrum
Experimental GC-MSGC-MS Spectrum - Ethyl phenylacetate EI-B (Non-derivatized)splash10-0006-9100000000-b8f8cdaf8ff8f6a5959b2018-05-18HMDB team, MONA, MassBankView Spectrum
Experimental GC-MSGC-MS Spectrum - Ethyl phenylacetate EI-B (Non-derivatized)splash10-0006-9300000000-e27e1342447ce663669f2018-05-18HMDB team, MONA, MassBankView Spectrum
Experimental GC-MSGC-MS Spectrum - Ethyl phenylacetate CI-B (Non-derivatized)splash10-014l-6900000000-3a6c958ac8e16909ea782018-05-18HMDB team, MONA, MassBankView Spectrum
Experimental GC-MSGC-MS Spectrum - Ethyl phenylacetate EI-B (Non-derivatized)splash10-0006-9100000000-4f677bc70cc721a1e8072018-05-18HMDB team, MONA, MassBankView Spectrum
Experimental GC-MSGC-MS Spectrum - Ethyl phenylacetate EI-B (Non-derivatized)splash10-0006-9000000000-655799636a95857d47a02018-05-18HMDB team, MONA, MassBankView Spectrum
Experimental GC-MSGC-MS Spectrum - Ethyl phenylacetate EI-B (Non-derivatized)splash10-0006-9000000000-8ded0cba19ae20da2ad42018-05-18HMDB team, MONA, MassBankView Spectrum
Experimental GC-MSGC-MS Spectrum - Ethyl phenylacetate EI-B (Non-derivatized)splash10-0006-9100000000-a6bc1d1b1fcb210375ef2018-05-18HMDB team, MONA, MassBankView Spectrum
Experimental GC-MSGC-MS Spectrum - Ethyl phenylacetate EI-B (Non-derivatized)splash10-0006-9100000000-95ebd9a41c4a5c6770942018-05-18HMDB team, MONA, MassBankView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Ethyl phenylacetate GC-MS (Non-derivatized) - 70eV, Positivesplash10-0006-9000000000-2358189a4981ae85f2142017-09-01Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Ethyl phenylacetate GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum
MSMass Spectrum (Electron Ionization)splash10-0006-9000000000-8a2e389bc8a7bee371022015-03-01Not AvailableView Spectrum

MS/MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Ethyl phenylacetate 10V, Positive-QTOFsplash10-014i-1900000000-ef4293b141e8295baf952016-08-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Ethyl phenylacetate 20V, Positive-QTOFsplash10-014i-5900000000-6ecbee0ab5464ff04cfc2016-08-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Ethyl phenylacetate 40V, Positive-QTOFsplash10-0006-9200000000-7aac25d61410bf1a93462016-08-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Ethyl phenylacetate 10V, Negative-QTOFsplash10-03xr-1900000000-3ab92d6c033662511c792016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Ethyl phenylacetate 20V, Negative-QTOFsplash10-02t9-5900000000-d7cd94467cd64f76eb5d2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Ethyl phenylacetate 40V, Negative-QTOFsplash10-014l-9600000000-9f596e763d00848dec572016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Ethyl phenylacetate 10V, Positive-QTOFsplash10-014l-6900000000-dcd222b04f578954195c2021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Ethyl phenylacetate 20V, Positive-QTOFsplash10-0006-9100000000-fd34669e3b09379d8a412021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Ethyl phenylacetate 40V, Positive-QTOFsplash10-0006-9100000000-93f6cadf90feb819ccba2021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Ethyl phenylacetate 10V, Negative-QTOFsplash10-0002-9100000000-763aa9b2630415e4214a2021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Ethyl phenylacetate 20V, Negative-QTOFsplash10-014l-5900000000-8d4c3d270b20942bee862021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Ethyl phenylacetate 40V, Negative-QTOFsplash10-0006-9000000000-07f017533d580bd833cc2021-09-24Wishart LabView Spectrum

NMR Spectra

Spectrum TypeDescriptionDeposition DateSourceView
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 IDFDB010560
KNApSAcK IDC00050456
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
MarkerDB IDNot Available
Good Scents IDrw1015111
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.. .