Record Information
Version1.0
Creation date2011-09-21 00:18:06 UTC
Update date2015-10-09 22:32:40 UTC
Primary IDFDB022696
Secondary Accession NumbersNot Available
Chemical Information
FooDB NamePhenylglyoxylic acid
DescriptionPhenylglyoxylic acid, also known as benzoylformate or a-ketophenylacetate, belongs to the class of organic compounds known as benzoyl derivatives. These are organic compounds containing an acyl moiety of benzoic acid with the formula (C6H5CO-). Phenylglyoxylic acid is an extremely weak basic (essentially neutral) compound (based on its pKa). Phenylglyoxylic acid exists in all living organisms, ranging from bacteria to humans.
CAS Number611-73-4
Structure
Thumb
Synonyms
SynonymSource
2-oxo-2-PhenylacetateChEBI
2-oxo-2-Phenylacetic acidChEBI
2-Phenylethanoic acidChEBI
alpha-Ketophenylacetic acidChEBI
alpha-oxo-Benzeneacetic acidChEBI
Benzeneglyoxylic acidChEBI
BENZOYL-formIC ACIDChEBI
BenzoylformateChEBI
Benzoylformic acidChEBI
PhenylglyoxylateChEBI
2-PhenylethanoateGenerator
a-KetophenylacetateGenerator
a-Ketophenylacetic acidGenerator
alpha-KetophenylacetateGenerator
Α-ketophenylacetateGenerator
Α-ketophenylacetic acidGenerator
a-oxo-BenzeneacetateGenerator
a-oxo-Benzeneacetic acidGenerator
alpha-oxo-BenzeneacetateGenerator
Α-oxo-benzeneacetateGenerator
Α-oxo-benzeneacetic acidGenerator
BenzeneglyoxylateGenerator
BENZOYL-formateGenerator
a-Oxobenzeneacetic acidHMDB
alpha-Oxobenzeneacetic acidHMDB
Oxophenylacetic acidHMDB
Phenylgloxylic acidHMDB
Phenyloxoacetic acidHMDB
Phenylglyoxilic acidHMDB
Phenylglyoxylic acid, calcium saltHMDB
Phenylglyoxylic acid, potassium saltHMDB
Phenylglyoxylic acid, sodium saltHMDB
Phenylglyoxylic hydrochlorideHMDB
Phenylglyoxylic acidKEGG
2-Oxo-2-phenylacetic acidhmdb
benzoyl-Formic acidhmdb
benzoylformic acidhmdb
α-ketophenylacetateGenerator
α-ketophenylacetic acidGenerator
α-oxo-benzeneacetateGenerator
α-oxo-benzeneacetic acidGenerator
Predicted Properties
PropertyValueSource
Water Solubility2.42 g/LALOGPS
logP1.16ALOGPS
logP1.49ChemAxon
logS-1.8ALOGPS
pKa (Strongest Acidic)2.69ChemAxon
pKa (Strongest Basic)-9.5ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count3ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area54.37 ŲChemAxon
Rotatable Bond Count2ChemAxon
Refractivity38.26 m³·mol⁻¹ChemAxon
Polarizability14.07 ųChemAxon
Number of Rings1ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Chemical FormulaC8H6O3
IUPAC name2-oxo-2-phenylacetic acid
InChI IdentifierInChI=1S/C8H6O3/c9-7(8(10)11)6-4-2-1-3-5-6/h1-5H,(H,10,11)
InChI KeyFAQJJMHZNSSFSM-UHFFFAOYSA-N
Isomeric SMILESOC(=O)C(=O)C1=CC=CC=C1
Average Molecular Weight150.1314
Monoisotopic Molecular Weight150.031694058
Classification
Description Belongs to the class of organic compounds known as benzoyl derivatives. These are organic compounds containing an acyl moiety of benzoic acid with the formula (C6H5CO-).
KingdomOrganic compounds
Super ClassBenzenoids
ClassBenzene and substituted derivatives
Sub ClassBenzoyl derivatives
Direct ParentBenzoyl derivatives
Alternative Parents
Substituents
  • Aryl ketone
  • Benzoyl
  • 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
Ontology
Disposition

Biological location:

Source:

Role

Industrial application:

Physico-Chemical Properties - Experimental
Physico-Chemical Properties - Experimental
PropertyValueReference
Physical stateSolid
Physical DescriptionNot Available
Mass CompositionNot Available
Melting PointNot Available
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
EI-MS/GC-MS
TypeDescriptionSplash KeyView
GC-MSPhenylglyoxylic acid, non-derivatized, GC-MS Spectrumsplash10-00di-1590000000-8979a0bb117ef1b0a5efSpectrum
GC-MSPhenylglyoxylic acid, non-derivatized, GC-MS Spectrumsplash10-0f79-6910000000-9b94bfa8c5a5d0d50391Spectrum
GC-MSPhenylglyoxylic acid, non-derivatized, GC-MS Spectrumsplash10-0f79-7920000000-92b45b4e19d67c7831b6Spectrum
GC-MSPhenylglyoxylic acid, non-derivatized, GC-MS Spectrumsplash10-00di-1590000000-8979a0bb117ef1b0a5efSpectrum
GC-MSPhenylglyoxylic acid, non-derivatized, GC-MS Spectrumsplash10-0f79-6910000000-9b94bfa8c5a5d0d50391Spectrum
GC-MSPhenylglyoxylic acid, non-derivatized, GC-MS Spectrumsplash10-0f79-7920000000-92b45b4e19d67c7831b6Spectrum
Predicted GC-MSPhenylglyoxylic acid, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positivesplash10-0pb9-9800000000-0aa7221d97a613853d27Spectrum
Predicted GC-MSPhenylglyoxylic acid, 1 TMS, Predicted GC-MS Spectrum - 70eV, Positivesplash10-0a4i-3900000000-0da1d073cf227a6edb2dSpectrum
MS/MS
TypeDescriptionSplash KeyView
MS/MSLC-MS/MS Spectrum - Quattro_QQQ 10V, Positive (Annotated)splash10-0zfr-1900000000-15499c77fbdf6aba2c6fSpectrum
MS/MSLC-MS/MS Spectrum - Quattro_QQQ 25V, Positive (Annotated)splash10-004i-9300000000-c84b000626073ef1eb7eSpectrum
MS/MSLC-MS/MS Spectrum - Quattro_QQQ 40V, Positive (Annotated)splash10-004i-9100000000-0d840af6ff6db1d61038Spectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 10V, Negativesplash10-0002-0900000000-22fd9c3f15b7011e1779Spectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 20V, Negativesplash10-004i-9000000000-eb5833f7b7cb1312e0fbSpectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 30V, Negativesplash10-004i-9000000000-518533199e7a59cb1b17Spectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 40V, Negativesplash10-004i-9000000000-a7f64053378dba21530cSpectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 50V, Negativesplash10-004i-9000000000-77eed9b73d7a3aa5b334Spectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-QQ , negativesplash10-0002-0900000000-22fd9c3f15b7011e1779Spectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-QQ , negativesplash10-004i-9000000000-6404f2ea0445ac6823c2Spectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-QQ , negativesplash10-004i-9000000000-518533199e7a59cb1b17Spectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-QQ , negativesplash10-004i-9000000000-a7f64053378dba21530cSpectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-QQ , negativesplash10-004i-9000000000-77eed9b73d7a3aa5b334Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0zfr-0900000000-bfd6a85aa1dd9b7b1825Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0a4i-0900000000-26ddf52958908dab7e61Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0a4i-4900000000-1c5be9fdb7b12285bd78Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-052b-0900000000-a1aa81158b89b94eafa2Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0a4j-0900000000-4ade370b08e99fee6f56Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0pb9-2900000000-37feae0472ecc66b90f3Spectrum
NMRNot Available
ChemSpider ID11421
ChEMBL IDCHEMBL950
KEGG Compound IDC02137
Pubchem Compound ID11915
Pubchem Substance IDNot Available
ChEBI ID18280
Phenol-Explorer IDNot Available
DrugBank IDDB02279
HMDB IDHMDB01587
CRC / DFC (Dictionary of Food Compounds) IDNot Available
EAFUS IDNot Available
Dr. Duke IDNot Available
BIGG IDNot Available
KNApSAcK IDNot Available
HET ID173
Food Biomarker OntologyNot Available
VMH IDNot Available
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
EnzymesNot Available
PathwaysNot Available
MetabolismNot Available
BiosynthesisNot Available
Organoleptic Properties
FlavoursNot Available
Files
MSDSshow
References
Synthesis ReferenceNot Available
General ReferenceNot Available
Content Reference