You are using an unsupported browser. Please upgrade your browser to a newer version to get the best experience on Human Metabolome Database.
Record Information
Version4.0
StatusExpected but not Quantified
Creation Date2012-09-12 01:48:11 UTC
Update Date2019-07-23 06:31:55 UTC
HMDB IDHMDB0040268
Secondary Accession Numbers
  • HMDB40268
Metabolite Identification
Common NameEthyl 3-oxo-3-phenylpropanoate
DescriptionEthyl 3-oxo-3-phenylpropanoate, also known as benzoylacetic acid ethyl ester or ethyl benzoyl acetate, belongs to the class of organic compounds known as alkyl-phenylketones. These are aromatic compounds containing a ketone substituted by one alkyl group, and a phenyl group. Ethyl 3-oxo-3-phenylpropanoate is an extremely weak basic (essentially neutral) compound (based on its pKa). Ethyl 3-oxo-3-phenylpropanoate is a sweet, acetophenone, and bitter tasting compound. Ethyl 3-oxo-3-phenylpropanoate is a flavouring ingredient.
Structure
Data?1563863515
Synonyms
ValueSource
Ethyl 3-oxo-3-phenylpropanoic acidGenerator
1-Ethoxy-3-phenylpropane-1,3-dioneHMDB
3-oxo,3-PHENYL-propanoIC ACID,ethyl esterHMDB
Acetic acid, benzoyl-, ethyl esterHMDB
Benzenepropanoic acid, beta-oxo-, ethyl esterHMDB
Benzoylacetic acid ethyl esterHMDB
Benzoylacetic acid, ethyl esterHMDB
Ethyl 3-oxo-3-phenylpropionateHMDB
Ethyl 3-phenyl-3-oxopropanoateHMDB
Ethyl benzoyl acetateHMDB
Ethyl benzoylacetateHMDB
Ethyl beta-oxobenzenepropanoateHMDB
FEMA 2423HMDB
Chemical FormulaC11H12O3
Average Molecular Weight192.2112
Monoisotopic Molecular Weight192.07864425
IUPAC Nameethyl 3-oxo-3-phenylpropanoate
Traditional Nameethyl benzoylacetate
CAS Registry Number94-02-0
SMILES
CCOC(=O)CC(=O)C1=CC=CC=C1
InChI Identifier
InChI=1S/C11H12O3/c1-2-14-11(13)8-10(12)9-6-4-3-5-7-9/h3-7H,2,8H2,1H3
InChI KeyGKKZMYDNDDMXSE-UHFFFAOYSA-N
Chemical Taxonomy
Description belongs to the class of organic compounds known as alkyl-phenylketones. These are aromatic compounds containing a ketone substituted by one alkyl group, and a phenyl group.
KingdomOrganic compounds
Super ClassOrganic oxygen compounds
ClassOrganooxygen compounds
Sub ClassCarbonyl compounds
Direct ParentAlkyl-phenylketones
Alternative Parents
Substituents
  • Alkyl-phenylketone
  • Benzoyl
  • Aryl alkyl ketone
  • Beta-keto acid
  • Fatty acid ester
  • Monocyclic benzene moiety
  • Fatty acyl
  • Benzenoid
  • 1,3-dicarbonyl compound
  • Keto acid
  • Carboxylic acid ester
  • Monocarboxylic acid or derivatives
  • Carboxylic acid derivative
  • Hydrocarbon derivative
  • Organic oxide
  • Aromatic homomonocyclic compound
Molecular FrameworkAromatic homomonocyclic compounds
External DescriptorsNot Available
Ontology
Disposition

Source:

Biological location:

Role

Industrial application:

Biological role:

Physical Properties
StateLiquid
Experimental Properties
PropertyValueReference
Melting Point< 0 °CNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogP1.87Not Available
Predicted Properties
PropertyValueSource
Water Solubility0.63 g/LALOGPS
logP1.71ALOGPS
logP1.93ChemAxon
logS-2.5ALOGPS
pKa (Strongest Acidic)10.81ChemAxon
pKa (Strongest Basic)-7ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count2ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area43.37 ŲChemAxon
Rotatable Bond Count5ChemAxon
Refractivity52.32 m³·mol⁻¹ChemAxon
Polarizability19.61 ųChemAxon
Number of Rings1ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Spectra
Spectrum TypeDescriptionSplash KeyView
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-0a4i-3900000000-2dbccd06400330834c16Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0006-1900000000-e43781da67735dc72505Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-052b-3900000000-3d299b530b2aa1c9d517Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0pbc-9600000000-a44288d3df4cfba5c67bSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0007-1900000000-00e1c4cd4b1bf7d8d612Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-00kb-6900000000-9c2e25c0eaf2c6e44e70Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-05oy-9400000000-45bf3558c1be86788d7fSpectrum
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 IDFDB019986
KNApSAcK IDNot Available
Chemspider ID6902
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound7170
PDB IDNot Available
ChEBI IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
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.. .