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Record Information
Version1.0
Creation Date2016-09-30 22:37:06 UTC
Update Date2020-06-04 20:16:15 UTC
BMDB IDBMDB0000821
Secondary Accession Numbers
  • BMDB00821
Metabolite Identification
Common NamePhenylacetylglycine
DescriptionN-Phenylacetylglycine, also known as phenaceturic acid or phenacetate, belongs to the class of organic compounds known as n-acyl-alpha amino acids. N-acyl-alpha amino acids are compounds containing an alpha amino acid which bears an acyl group at its terminal nitrogen atom. N-Phenylacetylglycine is possibly soluble (in water) and an extremely weak basic (essentially neutral) compound (based on its pKa). N-Phenylacetylglycine exists in all eukaryotes, ranging from yeast to humans.
Structure
Thumb
Synonyms
ValueSource
N-PhenacetylglycineChEBI
N-PhenylacetylglycineChEBI
Phenaceturic acidChEBI
PhenacetylglycineChEBI
PhenacetateGenerator
Phenacetic acidGenerator
((Phenylacetyl)amino)acetic acidHMDB
N-(Phenylacetyl)-glycineHMDB
N-(Phenylacetyl)glycineHMDB
PAAHMDB
PAGHMDB
PhenaceturateHMDB
Phenylacetyl glycineHMDB
[(Phenylacetyl)amino]acetateHMDB
[(Phenylacetyl)amino]acetic acidHMDB
PhenylacetylglycineMeSH
Chemical FormulaC10H11NO3
Average Molecular Weight193.1992
Monoisotopic Molecular Weight193.073893223
IUPAC NameNot Available
Traditional NameNot Available
CAS Registry Number500-98-1
SMILESNot Available
InChI Identifier
InChI=1S/C10H11NO3/c12-9(11-7-10(13)14)6-8-4-2-1-3-5-8/h1-5H,6-7H2,(H,11,12)(H,13,14)
InChI KeyUTYVDVLMYQPLQB-UHFFFAOYSA-N
Chemical Taxonomy
Description belongs to the class of organic compounds known as n-acyl-alpha amino acids. N-acyl-alpha amino acids are compounds containing an alpha amino acid which bears an acyl group at its terminal nitrogen atom.
KingdomOrganic compounds
Super ClassOrganic acids and derivatives
ClassCarboxylic acids and derivatives
Sub ClassAmino acids, peptides, and analogues
Direct ParentN-acyl-alpha amino acids
Alternative Parents
Substituents
  • N-acyl-alpha-amino acid
  • Monocyclic benzene moiety
  • Benzenoid
  • Carboximidic acid
  • Carboximidic acid derivative
  • Carboxylic acid
  • Monocarboxylic acid or derivatives
  • Organic 1,3-dipolar compound
  • Propargyl-type 1,3-dipolar organic compound
  • Organic nitrogen compound
  • Organonitrogen compound
  • Organooxygen compound
  • Hydrocarbon derivative
  • Organic oxide
  • Organopnictogen compound
  • Organic oxygen compound
  • Carbonyl group
  • Aromatic homomonocyclic compound
Molecular FrameworkAromatic homomonocyclic compounds
External Descriptors
Ontology
StatusDetected but not Quantified
Origin
  • Endogenous
BiofunctionNot Available
ApplicationNot Available
Cellular locationsNot Available
Physical Properties
StateSolid
Experimental Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water Solubility7.3 mg/mL at 11 °CNot Available
LogPNot AvailableNot Available
Predicted PropertiesNot Available
Spectra
Spectra
Spectrum TypeDescriptionSplash Key
Biological Properties
Cellular LocationsNot Available
Biospecimen Locations
  • Liver
  • Milk
  • Ruminal Fluid
  • Urine
Pathways
Normal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
LiverDetected but not QuantifiedNot QuantifiedNot SpecifiedNot Specified
Normal
details
MilkDetected but not QuantifiedNot QuantifiedNot SpecifiedNot Specified
Normal
    • Kurt J. Boudonck,...
details
MilkDetected but not QuantifiedNot QuantifiedNot SpecifiedNot SpecifiedNormal
    • Kurt J. Boudonck,...
details
Ruminal FluidDetected but not QuantifiedNot QuantifiedNot SpecifiedNot Specified
Normal
details
Ruminal FluidDetected but not QuantifiedNot QuantifiedNot SpecifiedNot Specified
Normal
details
Ruminal FluidDetected but not QuantifiedNot QuantifiedNot SpecifiedNot Specified
Normal
details
Abnormal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
UrineDetected but not QuantifiedNot QuantifiedNot SpecifiedNot Specified
Fed barley-based concentrate diet and silage followed by pasture with concentrate diet
details
HMDB IDHMDB0000821
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDFDB022266
KNApSAcK IDNot Available
Chemspider ID61452
KEGG Compound IDC05598
BioCyc IDCPD-11715
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN ID4237
PubChem Compound68144
PDB IDNot Available
ChEBI ID27480
References
Synthesis ReferenceFord, Jared H. Convenient synthesis of phenaceturic acid. Journal of the American Chemical Society (1949), 71 3842.
Material Safety Data Sheet (MSDS)Not Available
General References
  1. Kurt J. Boudonck, Matthew W. Mitchell, Jacob Wulff and John A. Ryals (2009). Kurt J. Boudonck, Matthew W. Mitchell, Jacob Wulff and John A. Ryals. Characterization of the biochemical variability of bovine milk using metabolomics. Metabolomics (2009) 5:375?386. Metabolomics.
  2. Kurt J. Boudonck, Matthew W. Mitchell, Jacob Wulff and John A. Ryals (2009). Kurt J. Boudonck, Matthew W. Mitchell, Jacob Wulff, John A. Ryals. Characterization of the biochemical variability of bovine milk using metabolomics. Metabolomics (2009) 5:375-386 doi: 10.1007/s11306-009-0160-8. Metabolomics.