Phenylethyl acetate (YMDB01472)

Identification
YMDB IDYMDB01472
NamePhenylethyl acetate
SpeciesSaccharomyces cerevisiae
StrainBrewer's yeast
Description1-Phenylethyl acetate belongs to the class of organic compounds known as benzyloxycarbonyls. These are organic compounds containing a carbonyl group substituted with a benzyloxyl group. Based on a literature review a significant number of articles have been published on 1-Phenylethyl acetate.
Structure
Thumb
MOLSDF3D-SDFPDBSMILESInChI View 3D Structure
Synonyms
  • 2-Phenethyl acetate
  • 2-Phenylethyl acetate
  • Acetic acid beta-phenylethyl ester
  • acetic acid, 2-phenylethyl ester
  • Acetic acid, phenethyl ester
  • Benzylcarbinyl acetate
  • beta-Phenethyl acetate
  • beta-Phenylethyl acetate
  • Ethanol, 2-phenyl-, acetate
  • Phenethyl acetate
  • phenethyl alcohol, acetate
  • Phenylethyl acetate-beta
  • 1-Phenylethyl acetic acid
  • alpha-Methylbenzyl acetate
  • (+/-)-alpha-methylbenzyl acetate
  • alpha-Methylbenzenemethanol acetate
  • alpha-Methylbenzyl alcohol acetate
  • alpha-Phenylethyl acetate
  • Benzenemethanol, alpha-methyl-, 1-acetate
  • Benzenemethanol, alpha-methyl-, acetate
  • Benzyl alcohol, alpha-methyl-, acetate
  • FEMA 2684
  • Gardeniol II
  • Gardenol
  • Methyl phenyl carbinyl acetate
  • Methylphenylcarbinol acetate
  • Methylphenylcarbinyl acetate
  • Phenylmethylcarbinyl acetate
  • Sec-phenethyl acetate
  • Sec-phenylethyl acetate
  • Styrallyl acetate
  • Styralyl acetate
  • Styrylallyl acetate
  • Ethyl phenyl carbinyl acetate
  • alpha-Methyl benzyl alcohol acetate
CAS number103-45-7
WeightAverage: 164.2011
Monoisotopic: 164.083729628
InChI KeyQUMXDOLUJCHOAY-UHFFFAOYSA-N
InChIInChI=1S/C10H12O2/c1-8(12-9(2)11)10-6-4-3-5-7-10/h3-8H,1-2H3
IUPAC Name1-phenylethyl acetate
Traditional IUPAC Namemethylphenylcarbinyl acetate
Chemical FormulaC10H12O2
SMILES[H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])(OC(=O)C([H])([H])[H])C([H])([H])[H]
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
Physical Properties
StateLiquid
Charge0
Melting point-31.1 °C
Experimental Properties
PropertyValueReference
Water SolubilityNot AvailablePhysProp
LogP2.30 [HANSCH,C ET AL. (1995)]PhysProp
Predicted Properties
PropertyValueSource
Water Solubility0.27 g/LALOGPS
logP2.7ALOGPS
logP2.06ChemAxon
logS-2.8ALOGPS
pKa (Strongest Basic)-7ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area26.3 ŲChemAxon
Rotatable Bond Count3ChemAxon
Refractivity46.44 m³·mol⁻¹ChemAxon
Polarizability17.9 ųChemAxon
Number of Rings1ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Biological Properties
Cellular Locations
  • extracellular
Organoleptic Properties
Flavour/OdourSource
FloralFDB010563
FruityFDB010563
HoneyFDB010563
RoseFDB010563
SweetFDB010563
TobaccoFDB010563
TropicalFDB010563
SMPDB PathwaysNot Available
KEGG PathwaysNot Available
SMPDB ReactionsNot Available
KEGG ReactionsNot Available
Concentrations
Intracellular ConcentrationsNot Available
Extracellular ConcentrationsNot Available
Spectra
Spectra
Spectrum TypeDescriptionSplash KeyView
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-0zou-6900000000-fa56fe4a4c07ec5d1313JSpectraViewer | MoNA
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-0zou-6900000000-fa56fe4a4c07ec5d1313JSpectraViewer | MoNA
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-0a4i-3900000000-fd7cde560dfaf7e7cc72JSpectraViewer
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, PositiveNot AvailableJSpectraViewer
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, PositiveNot AvailableJSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-014i-0900000000-b21b047c887a850a098cJSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0ab9-1900000000-ee78a7a7f11a24173c77JSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0a4i-5900000000-196facb1d7c6c25de85eJSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-03di-1900000000-08c1935958a9d36e3e4eJSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0229-4900000000-5c90f58daca8fc4b78baJSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-056r-9400000000-d03d1ce39c294d793e82JSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0a4i-9000000000-c01bbbf5bed889264ddbJSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0a4i-9100000000-e6fa59c414875c65dfaaJSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-052f-9000000000-03f86e9abe21169f212aJSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0a4i-0900000000-27425e6acf4766d85e8bJSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0a4i-3900000000-fec00f579b482fd68571JSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0kdl-9600000000-01cf0af07e60ee9939a5JSpectraViewer
References
References:
  • Verstrepen, K. J., Van Laere, S. D., Vanderhaegen, B. M., Derdelinckx, G., Dufour, J. P., Pretorius, I. S., Winderickx, J., Thevelein, J. M., Delvaux, F. R. (2003). "Expression levels of the yeast alcohol acetyltransferase genes ATF1, Lg-ATF1, and ATF2 control the formation of a broad range of volatile esters." Appl Environ Microbiol 69:5228-5237.12957907
  • Antonelli, A., Castellari, L., Zambonelli, C., Carnacini, A. (1999). "Yeast influence on volatile composition of wines." J Agric Food Chem 47:1139-1144.10552428
Synthesis Reference:Not Available
External Links:
ResourceLink
CHEBI ID31988
HMDB IDHMDB0032620
Pubchem Compound ID7654
Kegg IDC12303
ChemSpider ID56133
FOODB IDFDB010563
Wikipedia IDNot Available
BioCyc IDNot Available

Enzymes

Protein Details
1. Alcohol O-acetyltransferase 1
General function:
Involved in alcohol O-acetyltransferase activity
Specific function:
Catalyzes the esterification of isoamyl alcohol and various other alcohols by acetyl-CoA
Gene Name:
ATF1
Uniprot ID:
P40353
Molecular weight:
61035.5
Reactions
Acetyl-CoA + an alcohol → CoA + an acetyl ester.
Protein Details
2. Alcohol O-acetyltransferase 2
General function:
Involved in alcohol O-acetyltransferase activity
Specific function:
Acetyl-CoA + an alcohol = CoA + an acetyl ester
Gene Name:
ATF2
Uniprot ID:
P53296
Molecular weight:
61897.5
Reactions
Acetyl-CoA + an alcohol → CoA + an acetyl ester.