Record Information
Version1.0
Creation date2010-04-08 22:08:00 UTC
Update date2015-10-09 22:28:00 UTC
Primary IDFDB008272
Secondary Accession Numbers
  • FDB020197
Chemical Information
FooDB Name2-Oxo-3-phenylpropanoic acid (Mixture oxo and keto)
DescriptionFlavouring ingredient
CAS Number156-06-9
Structure
Thumb
Synonyms
SynonymSource
3-Phenyl-2-oxopropanoateChEBI
3-Phenyl-2-oxopropanoic acidChEBI
3-PHENYLPYRUVIC ACIDChEBI
alpha-Ketohydrocinnamic acidChEBI
alpha-oxo-Benzenepropanoic acidChEBI
beta-Phenylpyruvic acidChEBI
Keto-phenylpyruvateChEBI
PhenylbrenztraubensaeureChEBI
PhenylpyruvateChEBI
2-oxo-3-PhenylpropanoateKegg
3-PHENYLPYRUVateGenerator
a-KetohydrocinnamateGenerator
a-Ketohydrocinnamic acidGenerator
alpha-KetohydrocinnamateGenerator
Α-ketohydrocinnamateGenerator
Α-ketohydrocinnamic acidGenerator
a-oxo-BenzenepropanoateGenerator
a-oxo-Benzenepropanoic acidGenerator
alpha-oxo-BenzenepropanoateGenerator
Α-oxo-benzenepropanoateGenerator
Α-oxo-benzenepropanoic acidGenerator
b-PhenylpyruvateGenerator
b-Phenylpyruvic acidGenerator
beta-PhenylpyruvateGenerator
Β-phenylpyruvateGenerator
Β-phenylpyruvic acidGenerator
Keto-phenylpyruvic acidGenerator
2-oxo-3-Phenylpropanoic acidGenerator
2-Hydroxy-3-phenyl-2-propenoic acid, 9ciHMDB
2-oxo-3-Phenylpropanoic acid (mixture oxo and keto)HMDB
a-Hydroxycinnamic acidHMDB
a-Oxobenzenepropanoic acid, 9ciHMDB
FEMA 3892HMDB
PhenylpyroracemateHMDB
Phenylpyroracemic acidHMDB
Phenylpyruvic acid, calcium saltHMDB
Phenylpyruvic acid, sodium saltHMDB
Phenylpyruvic acidChEBI
2-Hydroxy-3-phenyl-2-propenoic acid, 9CIdb_source
a-Oxobenzenepropanoic acid, 9CIdb_source
keto-PhenylpyruvateChEBI
keto-Phenylpyruvic acidGenerator
α-ketohydrocinnamateGenerator
α-ketohydrocinnamic acidGenerator
α-oxo-benzenepropanoateGenerator
α-oxo-benzenepropanoic acidGenerator
β-phenylpyruvateGenerator
β-phenylpyruvic acidGenerator
Predicted Properties
PropertyValueSource
Water Solubility0.93 g/LALOGPS
logP1.3ALOGPS
logP1.9ChemAxon
logS-2.2ALOGPS
pKa (Strongest Acidic)3.33ChemAxon
pKa (Strongest Basic)-9.8ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count3ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area54.37 ŲChemAxon
Rotatable Bond Count3ChemAxon
Refractivity42.71 m³·mol⁻¹ChemAxon
Polarizability15.75 ųChemAxon
Number of Rings1ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Chemical FormulaC9H8O3
IUPAC name2-oxo-3-phenylpropanoic acid
InChI IdentifierInChI=1S/C9H8O3/c10-8(9(11)12)6-7-4-2-1-3-5-7/h1-5H,6H2,(H,11,12)
InChI KeyBTNMPGBKDVTSJY-UHFFFAOYSA-N
Isomeric SMILESOC(=O)C(=O)CC1=CC=CC=C1
Average Molecular Weight164.158
Monoisotopic Molecular Weight164.047344122
Classification
Description belongs to the class of organic compounds known as phenylpyruvic acid derivatives. Phenylpyruvic acid derivatives are compounds containing a phenylpyruvic acid moiety, which consists of a phenyl group substituted at the second position by an pyruvic acid.
KingdomOrganic compounds
Super ClassBenzenoids
ClassBenzene and substituted derivatives
Sub ClassPhenylpyruvic acid derivatives
Direct ParentPhenylpyruvic acid derivatives
Alternative Parents
Substituents
  • Phenylpyruvate
  • 3-phenylpropanoic-acid
  • Keto acid
  • Alpha-keto acid
  • Alpha-hydroxy ketone
  • Ketone
  • Monocarboxylic acid or derivatives
  • Carboxylic acid
  • Carboxylic acid derivative
  • Organic oxygen compound
  • Organic oxide
  • Hydrocarbon derivative
  • Organooxygen compound
  • Carbonyl group
  • Aromatic homomonocyclic compound
Molecular FrameworkAromatic homomonocyclic compounds
External Descriptors
Physico-Chemical Properties - Experimental
Physico-Chemical Properties - Experimental
PropertyValueReference
Physical stateSolid
Physical DescriptionNot Available
Mass CompositionC 65.85%; H 4.91%; O 29.24%DFC
Melting PointMp 157° dec.DFC
Boiling PointNot Available
Experimental Water SolubilityNot Available
Experimental logPNot Available
Experimental pKaNot Available
Isoelectric pointNot Available
ChargeNot Available
Optical RotationNot Available
Spectroscopic UV DataNot Available
DensityNot Available
Refractive IndexNot Available
Spectra
Spectra
Spectrum TypeDescriptionSplash Key
ChemSpider ID972
ChEMBL IDCHEMBL1162488
KEGG Compound IDC00166
Pubchem Compound ID997
Pubchem Substance IDNot Available
ChEBI IDNot Available
Phenol-Explorer IDNot Available
DrugBank IDDB03884
HMDB IDHMDB00205
CRC / DFC (Dictionary of Food Compounds) IDDFK71-H:DFK71-H
EAFUS IDNot Available
Dr. Duke IDNot Available
BIGG ID34111
KNApSAcK IDC00000751
HET IDPPY
Flavornet IDNot Available
GoodScent IDNot Available
SuperScent IDNot Available
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
Enzymes
NameGene NameUniProt ID
Tyrosine aminotransferaseTATP17735
Aspartate aminotransferase, cytoplasmicGOT1P17174
Aspartate aminotransferase, mitochondrialGOT2P00505
Kynurenine--oxoglutarate transaminase 1CCBL1Q16773
Macrophage migration inhibitory factorMIFP14174
Pathways
NameSMPDB LinkKEGG Link
Phenylalanine and Tyrosine MetabolismSMP00008 map00360
MetabolismNot Available
BiosynthesisNot Available
Organoleptic Properties
FlavoursNot Available
Files
MSDSshow
References
Synthesis ReferenceNot Available
General ReferenceNot Available
Content Reference