Showing metabocard for 2-Phenylbutyric acid (BMDB0000329)

IdentificationTaxonomyPhysical propertiesPathwaysSpectraConcentrationsLinksReferencesXML
Record Information
Version1.0
Creation Date2016-09-30 22:28:42 UTC
Update Date2020-04-22 15:02:59 UTC
BMDB IDBMDB0000329
Secondary Accession Numbers
  • BMDB00329
Metabolite Identification
Common Name2-Phenylbutyric acid
Description2-Phenylbutyric acid, also known as a-phenylbutyrate or (RS)-2-phenylbutanoate, belongs to the class of organic compounds known as phenylpropanes. These are organic compounds containing a phenylpropane moiety. 2-Phenylbutyric acid exists in all living organisms, ranging from bacteria to humans. Based on a literature review a small amount of articles have been published on 2-Phenylbutyric acid.
Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
ValueSource
alpha-Ethyl-alpha-toluic acidChEBI
alpha-Phenylbutyric acidChEBI
a-Ethyl-a-toluateGenerator
a-Ethyl-a-toluic acidGenerator
alpha-Ethyl-alpha-toluateGenerator
Α-ethyl-α-toluateGenerator
Α-ethyl-α-toluic acidGenerator
a-PhenylbutyrateGenerator
a-Phenylbutyric acidGenerator
alpha-PhenylbutyrateGenerator
Α-phenylbutyrateGenerator
Α-phenylbutyric acidGenerator
2-PhenylbutyrateGenerator
(RS)-2-PhenylbutanoateHMDB
(RS)-2-Phenylbutanoic acidHMDB
2-PhenylbutanoateHMDB
2-Phenylbutanoic acidHMDB
a-EthylbenzeneacetateHMDB
a-Ethylbenzeneacetic acidHMDB
a-EthylphenylacetateHMDB
a-Ethylphenylacetic acidHMDB
alpha-EthylbenzeneacetateHMDB
alpha-Ethylbenzeneacetic acidHMDB
alpha-EthylphenylacetateHMDB
alpha-Ethylphenylacetic acidHMDB
Chemical FormulaC10H12O2
Average Molecular Weight164.2011
Monoisotopic Molecular Weight164.083729628
IUPAC Name2-phenylbutanoic acid
Traditional Nameα-phenylbutyric acid
CAS Registry Number90-27-7
SMILES
CCC(C(O)=O)C1=CC=CC=C1
InChI Identifier
InChI=1S/C10H12O2/c1-2-9(10(11)12)8-6-4-3-5-7-8/h3-7,9H,2H2,1H3,(H,11,12)
InChI KeyOFJWFSNDPCAWDK-UHFFFAOYSA-N
Chemical Taxonomy
Description belongs to the class of organic compounds known as phenylpropanes. These are organic compounds containing a phenylpropane moiety.
KingdomOrganic compounds
Super ClassBenzenoids
ClassBenzene and substituted derivatives
Sub ClassPhenylpropanes
Direct ParentPhenylpropanes
Alternative Parents
Substituents
  • Phenylpropane
  • 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
StatusExpected but not Quantified
Origin
  • Endogenous
BiofunctionNot Available
ApplicationNot Available
Cellular locations
  • Cell membrane
  • Membrane
Physical Properties
StateSolid
Experimental Properties
PropertyValueReference
Melting Point47.5 °CNot Available
Boiling PointNot AvailableNot Available
Water Solubility417 mg/mLNot Available
LogPNot AvailableNot Available
Predicted Properties
PropertyValueSource
logP2.53ALOGPS
logP2.6ChemAxon
logS-2.1ALOGPS
pKa (Strongest Acidic)4.66ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count2ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area37.3 ŲChemAxon
Rotatable Bond Count3ChemAxon
Refractivity46.54 m³·mol⁻¹ChemAxon
Polarizability17.47 ųChemAxon
Number of Rings1ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Spectra
Spectra
Biological Properties
Cellular Locations
  • Cell membrane
  • Membrane
Biospecimen LocationsNot Available
Pathways
Normal Concentrations
Not Available
Abnormal Concentrations
Not Available
HMDB IDHMDB0000329
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDFDB021954
KNApSAcK IDNot Available
Chemspider ID6745
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkSodium phenylbutyrate
METLIN ID5318
PubChem Compound7012
PDB IDNot Available
ChEBI ID86545
References
Synthesis ReferenceAratake, Yuichiro; Hazama, Motoo. Preparation of 2-phenylbutyric acids. Jpn. Kokai Tokkyo Koho (1998), 4 pp.
Material Safety Data Sheet (MSDS)Not Available
General ReferencesNot Available