Record Information
Version1.0
Creation date2010-04-08 22:14:50 UTC
Update date2015-07-21 06:42:57 UTC
Primary IDFDB020157
Secondary Accession NumbersNot Available
Chemical Information
FooDB NameEthyl 2-benzylacetoacetate
DescriptionFlavouring ingredient
CAS Number620-79-1
Structure
Thumb
Synonyms
SynonymSource
2-Benzylacetoacetic acid ethyl esterHMDB
Benzenepropanoic acid, alpha-acetyl-, ethyl esterHMDB
Ethyl (±)-2-benzylacetoacetatemanual
Ethyl 2-acetyl-3-phenylpropionatebiospider
Ethyl 2-benzyl-3-oxobutanoatebiospider
Ethyl 2-benzylacetoacetatemanual
Ethyl a-benzylacetoacetatebiospider
Ethyl alpha-acetylhydrocinnamateHMDB
Ethyl alpha-benzylacetoacetatebiospider
Ethyl benzylacetoacetatebiospider
Ethyl-a-benzylacetoacetateHMDB
FEMA 2416db_source
Hydrocinnamic acid, alpha-acetyl-, ethyl esterHMDB
Predicted Properties
PropertyValueSource
Water Solubility0.14 g/LALOGPS
logP2.15ALOGPS
logP2.62ChemAxon
logS-3.2ALOGPS
pKa (Strongest Acidic)13.61ChemAxon
pKa (Strongest Basic)-7ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count2ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area43.37 ŲChemAxon
Rotatable Bond Count6ChemAxon
Refractivity61.33 m³·mol⁻¹ChemAxon
Polarizability23.59 ųChemAxon
Number of Rings1ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Chemical FormulaC13H16O3
IUPAC nameethyl 2-benzyl-3-oxobutanoate
InChI IdentifierInChI=1S/C13H16O3/c1-3-16-13(15)12(10(2)14)9-11-7-5-4-6-8-11/h4-8,12H,3,9H2,1-2H3
InChI KeyInChIKey=XDWQYMXQMNUWID-UHFFFAOYSA-N
Isomeric SMILESCCOC(=O)C(CC1=CC=CC=C1)C(C)=O
Average Molecular Weight220
Monoisotopic Molecular Weight220
Classification
DescriptionThis compound belongs to the class of chemical entities known as beta-keto acids and derivatives. These are organic compounds containing an aldehyde substituted with a keto group on the C3 carbon atom.
KingdomChemical entities
Super ClassOrganic compounds
ClassOrganic acids and derivatives
Sub ClassKeto acids and derivatives
Direct ParentBeta-keto acids and derivatives
Alternative Parents
Substituents
  • Beta-keto acid
  • Fatty acid ester
  • Monocyclic benzene moiety
  • Fatty acyl
  • Benzenoid
  • 1,3-dicarbonyl compound
  • Carboxylic acid ester
  • Ketone
  • Carboxylic acid derivative
  • Monocarboxylic acid or derivatives
  • Hydrocarbon derivative
  • Carbonyl group
  • Organic oxide
  • Organooxygen compound
  • Organic oxygen compound
  • Aromatic homomonocyclic compound
Molecular FrameworkAromatic homomonocyclic compounds
External DescriptorsNot Available
Physico-Chemical Properties - Experimental
Physico-Chemical Properties - Experimental
PropertyValueReference
Physical stateNot Available
Physical DescriptionNot Available
Mass CompositionC 70.89%; H 7.32%; O 21.79%DFC
Melting PointNot Available
Boiling PointBp 276°DFC
Experimental Water SolubilityNot Available
Experimental logP2.52HANSCH,C ET AL. (1995)
Experimental pKaNot Available
Isoelectric pointNot Available
ChargeNot Available
Optical RotationNot Available
Spectroscopic UV DataNot Available
Densityd25 1.06DFC
Refractive IndexNot Available
Spectra
Spectra
Spectrum TypeDescriptionSplash Key
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-002f-9400000000-32a3b4ce69ea00325764View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-00di-1690000000-65c9235205af36f80ed1View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-002f-5930000000-02ef713b8f2c11cb5577View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-003u-4900000000-66930d9f224828983eeeView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-014i-1890000000-ccf3b735f61c0a1f9b0aView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0059-2900000000-c494d37f1accdcd02286View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0002-4900000000-d15bc2bee83f69dfe61fView in MoNA
ChemSpider ID216124
ChEMBL IDNot Available
KEGG Compound IDNot Available
Pubchem Compound ID246929
Pubchem Substance IDNot Available
ChEBI IDNot Available
Phenol-Explorer IDNot Available
DrugBank IDNot Available
HMDB IDHMDB40424
CRC / DFC (Dictionary of Food Compounds) IDCWL27-H:MLG86-G
EAFUS ID1143
Dr. Duke IDNot Available
BIGG IDNot Available
KNApSAcK IDNot Available
HET IDNot Available
Flavornet IDNot Available
GoodScent IDrw1022241
SuperScent ID246929
Wikipedia IDNot Available
Phenol-Explorer Metabolite IDNot Available
Duplicate IDSNot Available
Old DFC IDSNot Available
Associated Foods
FoodContent Range AverageReference
FoodReference
Biological Effects and Interactions
Health Effects / BioactivitiesNot Available
EnzymesNot Available
PathwaysNot Available
MetabolismNot Available
BiosynthesisNot Available
Organoleptic Properties
Flavours
FlavorCitations
jasmine
  1. Dunkel, M. et al. SuperScent – a database of flavors and scents. Nucleic Acids Research 2008, doi:10.1093/nar/gkn695
spicy
  1. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
balsam
  1. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
fruity
  1. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
jasmin
  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