Showing metabocard for Alpha-Hydroxyhippuric acid (BMDB0002404)

IdentificationTaxonomyPhysical propertiesPathwaysSpectraConcentrationsLinksReferencesXML
Record Information
Version1.0
Creation Date2016-09-30 22:55:10 UTC
Update Date2020-04-22 15:10:57 UTC
BMDB IDBMDB0002404
Secondary Accession Numbers
  • BMDB02404
Metabolite Identification
Common NameAlpha-Hydroxyhippuric acid
DescriptionAlpha-Hydroxyhippuric acid, also known as alpha-hydroxybenzoylglycine or a-hydroxyhippate, belongs to the class of organic compounds known as hippuric acids. Hippuric acids are compounds containing hippuric acid, which consists of a of a benzoyl group linked to the N-terminal of a glycine. Based on a literature review a small amount of articles have been published on Alpha-Hydroxyhippuric acid.
Structure
Thumb
MOLSDF3D-SDFPDBSMILESInChI View 3D Structure
Synonyms
ValueSource
2-(Benzoylamino)-2-hydroxyacetic acidChEBI
2-Benzamidooxyacetic acidChEBI
alpha-HydroxybenzoylglycineChEBI
2-(Benzoylamino)-2-hydroxyacetateGenerator
2-BenzamidooxyacetateGenerator
a-HydroxybenzoylglycineGenerator
Α-hydroxybenzoylglycineGenerator
a-HydroxyhippateGenerator
a-Hydroxyhippic acidGenerator
alpha-HydroxyhippateGenerator
alpha-Hydroxyhippic acidGenerator
Α-hydroxyhippateGenerator
Α-hydroxyhippic acidGenerator
(benzoylamino)Hydroxyacetic acidHMDB
a-Hydroxyhippuric acidHMDB
Benzamidohydroxyacetic acidHMDB
2-benzamido-2-hydroxyacetic acidHMDB
Chemical FormulaC9H9NO4
Average Molecular Weight195.1721
Monoisotopic Molecular Weight195.053157781
IUPAC Name2-hydroxy-2-(phenylformamido)acetic acid
Traditional Nameα-hydroxybenzoylglycine
CAS Registry Number16555-77-4
SMILES
OC(NC(=O)C1=CC=CC=C1)C(O)=O
InChI Identifier
InChI=1S/C9H9NO4/c11-7(10-8(12)9(13)14)6-4-2-1-3-5-6/h1-5,8,12H,(H,10,11)(H,13,14)
InChI KeyGCWCVCCEIQXUQU-UHFFFAOYSA-N
Chemical Taxonomy
Description belongs to the class of organic compounds known as hippuric acids. Hippuric acids are compounds containing hippuric acid, which consists of a of a benzoyl group linked to the N-terminal of a glycine.
KingdomOrganic compounds
Super ClassBenzenoids
ClassBenzene and substituted derivatives
Sub ClassBenzoic acids and derivatives
Direct ParentHippuric acids
Alternative Parents
Substituents
  • Hippuric acid
  • N-acyl-alpha-amino acid
  • N-acyl-alpha amino acid or derivatives
  • Alpha-amino acid or derivatives
  • Benzoyl
  • Alpha-hydroxy acid
  • Hydroxy acid
  • Carboxamide group
  • Secondary carboxylic acid amide
  • Alkanolamine
  • Carboxylic acid derivative
  • Carboxylic acid
  • Monocarboxylic acid or derivatives
  • Organic oxygen compound
  • Organic nitrogen compound
  • Organic oxide
  • Carbonyl group
  • Organopnictogen compound
  • Hydrocarbon derivative
  • Organooxygen compound
  • Organonitrogen compound
  • Aromatic homomonocyclic compound
Molecular FrameworkAromatic homomonocyclic compounds
External Descriptors
Ontology
StatusExpected but not Quantified
Origin
  • Endogenous
BiofunctionNot Available
ApplicationNot Available
Cellular locations
  • Cytoplasm
Physical Properties
StateSolid
Experimental Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Predicted Properties
PropertyValueSource
logP0.02ALOGPS
logP0.24ChemAxon
logS-1.4ALOGPS
pKa (Strongest Acidic)2.97ChemAxon
pKa (Strongest Basic)-2.4ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count4ChemAxon
Hydrogen Donor Count3ChemAxon
Polar Surface Area86.63 ŲChemAxon
Rotatable Bond Count3ChemAxon
Refractivity47.32 m³·mol⁻¹ChemAxon
Polarizability18.38 ųChemAxon
Number of Rings1ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Spectra
Spectra
Biological Properties
Cellular Locations
  • Cytoplasm
Biospecimen LocationsNot Available
Pathways
Normal Concentrations
Not Available
Abnormal Concentrations
Not Available
HMDB IDHMDB0002404
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDFDB022997
KNApSAcK IDNot Available
Chemspider ID396607
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN ID6667
PubChem Compound450272
PDB IDNot Available
ChEBI ID68451
References
Synthesis ReferenceFukuoka, Masamichi; Kiyohara, Tuyoshi; Kobayashi, Tetsu; Kojima, Shuji; Tanaka, Akira; Kubodera, Akiko. Synthesis and preclinical evaluation of technetium-99m-labeled hippurate analogs. Nuclear Medicine and Biology (1995), 22(2), 181-91.
Material Safety Data Sheet (MSDS)Not Available
General ReferencesNot Available