Record Information
Version1.0
Creation date2010-04-08 22:09:11 UTC
Update date2019-11-26 03:03:47 UTC
Primary IDFDB010559
Secondary Accession NumbersNot Available
Chemical Information
FooDB NameMethyl phenylacetate
DescriptionMethyl phenylacetate 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. Methyl phenylacetate is a sweet, almond, and floral tasting compound. Methyl phenylacetate is found, on average, in the highest concentration within corns (Zea mays). Methyl phenylacetate has also been detected, but not quantified in, several different foods, such as pepper (c. frutescens), coffee and coffee products, arabica coffees (Coffea arabica), robusta coffees (Coffea canephora), and fruits. This could make methyl phenylacetate a potential biomarker for the consumption of these foods. Based on a literature review very few articles have been published on Methyl phenylacetate.
CAS Number101-41-7
Structure
Thumb
Synonyms
SynonymSource
Methyl phenylacetic acidGenerator
FEMA 2733HMDB
MephaneineHMDB
Methyl alpha-toluateHMDB
Methyl ester OF phenylacetic acidHMDB
Methyl 2-phenylacetic acidGenerator
Methyl phenylacetateMeSH
Methyl α-toluatebiospider
Methyl ester of phenylacetic acidbiospider
Predicted Properties
PropertyValueSource
Water Solubility0.6 g/LALOGPS
logP2.03ALOGPS
logP1.76ChemAxon
logS-2.4ALOGPS
pKa (Strongest Basic)-7.1ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area26.3 ŲChemAxon
Rotatable Bond Count3ChemAxon
Refractivity42.13 m³·mol⁻¹ChemAxon
Polarizability16 ųChemAxon
Number of Rings1ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
Chemical FormulaC9H10O2
IUPAC namemethyl 2-phenylacetate
InChI IdentifierInChI=1S/C9H10O2/c1-11-9(10)7-8-5-3-2-4-6-8/h2-6H,7H2,1H3
InChI KeyCRZQGDNQQAALAY-UHFFFAOYSA-N
Isomeric SMILESCOC(=O)CC1=CC=CC=C1
Average Molecular Weight150.1745
Monoisotopic Molecular Weight150.068079564
Classification
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
  • Methyl ester
  • 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:

Physico-Chemical Properties - Experimental
Physico-Chemical Properties - Experimental
PropertyValueReference
Physical stateNot Available
Physical DescriptionNot Available
Mass CompositionC 71.98%; H 6.71%; O 21.31%DFC
Melting PointNot Available
Boiling PointBp50 131-132°DFC
Experimental Water SolubilityNot Available
Experimental logP1.83HANSCH,C ET AL. (1995)
Experimental pKaNot Available
Isoelectric pointNot Available
ChargeNot Available
Optical RotationNot Available
Spectroscopic UV DataNot Available
Densityd1616 1.06DFC
Refractive IndexNot Available
Spectra
Spectra
EI-MS/GC-MS
TypeDescriptionSplash KeyView
EI-MSMass Spectrum (Electron Ionization)splash10-0006-9200000000-52232f96c18eca1b2394Spectrum
GC-MSMethyl phenylacetate, non-derivatized, GC-MS Spectrumsplash10-0006-9200000000-389b3d6431858f4110c9Spectrum
GC-MSMethyl phenylacetate, non-derivatized, GC-MS Spectrumsplash10-0006-9200000000-eeeabb5445489ab0953bSpectrum
GC-MSMethyl phenylacetate, non-derivatized, GC-MS Spectrumsplash10-0006-9100000000-18e224838518b1ddae9fSpectrum
GC-MSMethyl phenylacetate, non-derivatized, GC-MS Spectrumsplash10-0006-9100000000-1edd67a79f223f827641Spectrum
GC-MSMethyl phenylacetate, non-derivatized, GC-MS Spectrumsplash10-0006-9200000000-389b3d6431858f4110c9Spectrum
GC-MSMethyl phenylacetate, non-derivatized, GC-MS Spectrumsplash10-0006-9200000000-eeeabb5445489ab0953bSpectrum
GC-MSMethyl phenylacetate, non-derivatized, GC-MS Spectrumsplash10-0006-9100000000-18e224838518b1ddae9fSpectrum
GC-MSMethyl phenylacetate, non-derivatized, GC-MS Spectrumsplash10-0006-9100000000-1edd67a79f223f827641Spectrum
Predicted GC-MSMethyl phenylacetate, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positivesplash10-0006-9200000000-87bae92e5b97546941aaSpectrum
Predicted GC-MSMethyl phenylacetate, non-derivatized, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
MS/MS
TypeDescriptionSplash KeyView
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0gb9-0900000000-f25a76df13db20a2b410Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0gbc-3900000000-511b0f2135ac341e4b05Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0006-9300000000-137ed2396b7316ce0579Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0002-0900000000-f12b2444ec831bdb6ca9Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-00kb-0900000000-714e146d401300f08a2cSpectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-014i-4900000000-d72c1c0fc3949b615eb9Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0007-9800000000-5ae7754141b3f8f634c0Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-00kf-9500000000-09614850d98f667a51b7Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0006-9000000000-ee5158f79753ba716d14Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0006-9600000000-ab903e003c3368a3914eSpectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0006-9000000000-d017d7725bdee26883d1Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0006-9000000000-5190dde93ea85ed050ffSpectrum
NMR
TypeDescriptionView
1D NMR1H NMR SpectrumSpectrum
1D NMR13C NMR SpectrumSpectrum
ChemSpider ID7278
ChEMBL IDCHEMBL3189123
KEGG Compound IDNot Available
Pubchem Compound ID7559
Pubchem Substance IDNot Available
ChEBI IDNot Available
Phenol-Explorer IDNot Available
DrugBank IDNot Available
HMDB IDHMDB32617
CRC / DFC (Dictionary of Food Compounds) IDFDG02-B:FDG03-C
EAFUS ID2458
Dr. Duke IDMETHYL-PHENYLACETATE
BIGG IDNot Available
KNApSAcK IDNot Available
HET IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
Flavornet IDNot Available
GoodScent IDrw1008431
SuperScent IDNot Available
Wikipedia IDMethyl_phenylacetate
Phenol-Explorer Metabolite IDNot Available
Duplicate IDSNot Available
Old DFC IDSNot Available
Associated Foods
FoodContent Range AverageReference
FoodReference
Biological Effects and Interactions
Health Effects / Bioactivities
DescriptorIDDefinitionReference
flavor48318 A substance, extract, or preparation for diffusing or imparting an agreeable or attractive smell.DUKE
perfumery48318 A substance, extract, or preparation for diffusing or imparting an agreeable or attractive smell.DUKE
EnzymesNot Available
PathwaysNot Available
MetabolismNot Available
BiosynthesisNot Available
Organoleptic Properties
Flavours
FlavorCitations
sweet
  1. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
floral
  1. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
honey
  1. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
spice
  1. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
waxy
  1. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
almond
  1. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
Files
MSDSNot Available
References
Synthesis ReferenceNot Available
General ReferenceNot Available
Content Reference— Duke, James. 'Dr. Duke's Phytochemical and Ethnobotanical Databases. United States Department of Agriculture.' Agricultural Research Service, Accessed April 27 (2004).