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Identification
YMDB IDYMDB01690
NameEthyldihydrocinnamate
SpeciesSaccharomyces cerevisiae
StrainBrewer's yeast
DescriptionEthyl (±)-2-ethyl-3-phenylpropanoate, also known as ethyl 2-benzylbutanoate or ethyl 2-ethylbenzenepropanoate, belongs to the class of organic compounds known as fatty acid esters. These are carboxylic ester derivatives of a fatty acid. Ethyl (±)-2-ethyl-3-phenylpropanoate is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral.
Structure
Thumb
Synonyms
  • Benzenepropanoic acid, ethyl ester
  • ethyl 2-benzylbutanoate
  • Ethyl 3-phenylpropanoate
  • Ethyl 3-phenylpropionate
  • ethyl 3-phenylproprionate
  • Ethyl benzenepropanoate
  • Ethyl dihydrocinnamate
  • Ethyl hydrocinnamate
  • ethylphenyl propanoate
  • Hydrocinnamic acid, ethyl ester
  • Ethyl (±)-2-ethyl-3-phenylpropanoic acid
  • Benzenepropanoic acid, alpha-ethyl-, ethyl ester
  • Ethyl 2-benzylbutyrate
  • Ethyl 2-ethyl-3-phenylpropanoate
  • Ethyl 2-ethylbenzenepropanoate
  • Ethyl 2-ethyldihydrocinnamate
  • Ethyl alpha-ethylbenzenepropanoate
  • Ethyl alpha-ethylhydrocinnamate
  • FEMA 3341
  • Hydrocinnamic acid, alpha-ethyl-, ethyl ester
  • Ethyl 2-ethyl-3-phenylpropanoic acid
CAS number2021-28-5
WeightAverage: 206.2808
Monoisotopic: 206.13067982
InChI KeyQDCUBAFTOOPBFR-UHFFFAOYSA-N
InChIInChI=1S/C13H18O2/c1-3-12(13(14)15-4-2)10-11-8-6-5-7-9-11/h5-9,12H,3-4,10H2,1-2H3
IUPAC Nameethyl 2-benzylbutanoate
Traditional IUPAC Nameethyl 2-benzylbutanoate
Chemical FormulaC13H18O2
SMILESCCOC(=O)C(CC)CC1=CC=CC=C1
Chemical Taxonomy
Description belongs to the class of organic compounds known as fatty acid esters. These are carboxylic ester derivatives of a fatty acid.
KingdomOrganic compounds
Super ClassLipids and lipid-like molecules
ClassFatty Acyls
Sub ClassFatty acid esters
Direct ParentFatty acid esters
Alternative Parents
Substituents
  • Fatty acid ester
  • Benzenoid
  • 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
Physical Properties
StateSolid
Charge0
Melting pointNot Available
Experimental Properties
PropertyValueReference
Water Solubility0.22 mg/mL at 25 oC [BEILSTEIN]PhysProp
LogP2.73 [HANSCH,C ET AL. (1995)]PhysProp
Predicted Properties
PropertyValueSource
Water Solubility0.033 g/LALOGPS
logP3.79ALOGPS
logP3.55ChemAxon
logS-3.8ALOGPS
pKa (Strongest Basic)-7.1ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area26.3 ŲChemAxon
Rotatable Bond Count6ChemAxon
Refractivity60.66 m³·mol⁻¹ChemAxon
Polarizability23.56 ųChemAxon
Number of Rings1ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Biological Properties
Cellular LocationsNot Available
Organoleptic PropertiesNot Available
SMPDB PathwaysNot Available
KEGG PathwaysNot Available
SMPDB ReactionsNot Available
KEGG ReactionsNot Available
Concentrations
Intracellular ConcentrationsNot Available
Extracellular ConcentrationsNot Available
Spectra
Spectra
Spectrum TypeDescriptionSplash KeyView
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-001i-4900000000-10595cb403906e6bde9aJSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0a4i-1690000000-cabf197b88d5a4794bf8JSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-06tf-7920000000-55572803ae3590d60c57JSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0006-9200000000-85e4f5a22c2715fff2a1JSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0a4i-0490000000-91f6130c420c4c115161JSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0a4i-4930000000-b6de39e2953de8852ab4JSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-003u-9800000000-593701aae7bffbbfea2dJSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0a4i-0290000000-398980cd04e87ba3c8d9JSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-002f-9810000000-cbbceaa6bf38d2ca212cJSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-004l-9300000000-082dd2631a43eebb00beJSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0006-9410000000-67d0664fcc2cdea171edJSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0006-9600000000-8c3899b211cf24ef5e78JSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0006-9200000000-b2b45fcf02bb24e88288JSpectraViewer
MSMass Spectrum (Electron Ionization)splash10-001i-7900000000-4396d4731a5aabee5b7cJSpectraViewer | MoNA
References
References:
  • Loscos, N., Hernandez-Orte, P., Cacho, J., Ferreira, V. (2007). "Release and formation of varietal aroma compounds during alcoholic fermentation from nonfloral grape odorless flavor precursors fractions." J Agric Food Chem 55:6674-6684.17616208
Synthesis Reference:Not Available
External Links:
ResourceLink
CHEBI IDNot Available
HMDB IDHMDB0037194
Pubchem Compound ID62469
Kegg IDNot Available
ChemSpider ID56249
FOODB IDFDB016196
Wikipedia IDNot Available
BioCyc IDNot Available