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
Spectrum TypeDescriptionSplash Key
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-0006-9400000000-988e77503c377b5a2e3eView in MoNA
GC-MSGC-MS Spectrum - CI-B (Non-derivatized)splash10-00kf-7900000000-ef760cb9988d25d69932View in MoNA
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-0006-9400000000-ebc9d9ef51b27c588c9fView in MoNA
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-0006-9400000000-988e77503c377b5a2e3eView in MoNA
GC-MSGC-MS Spectrum - CI-B (Non-derivatized)splash10-00kf-7900000000-ef760cb9988d25d69932View in MoNA
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-0006-9400000000-ebc9d9ef51b27c588c9fView in MoNA
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-014l-7900000000-764acc91cfffcc8f77a6View in MoNA
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (1 TMS) - 70eV, Positivesplash10-01bc-9510000000-203cf2599cdcbac7ad7fView in MoNA
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, PositiveNot AvailableView in JSpectraViewer
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (TBDMS_1_1) - 70eV, PositiveNot AvailableView in JSpectraViewer
LC-MS/MSLC-MS/MS Spectrum - Quattro_QQQ 10V, Negative (Annotated)splash10-014i-0900000000-8fcea6a7ce9b93f06d50View in MoNA
LC-MS/MSLC-MS/MS Spectrum - Quattro_QQQ 25V, Negative (Annotated)splash10-014i-2900000000-de704012e4e74de53e96View in MoNA
LC-MS/MSLC-MS/MS Spectrum - Quattro_QQQ 40V, Negative (Annotated)splash10-014i-3900000000-0631644a350ecd57d780View in MoNA
LC-MS/MSLC-MS/MS Spectrum - EI-B (HITACHI RMU-6M) , Positivesplash10-0006-9400000000-917ec34dee3aec9dade7View in MoNA
LC-MS/MSLC-MS/MS Spectrum - CI-B (HITACHI M-80) , Positivesplash10-00kf-7900000000-a3de2611b1cb515992d8View in MoNA
LC-MS/MSLC-MS/MS Spectrum - 10V, Positivesplash10-00kf-9500000000-606d4701f1a49ff39696View in MoNA
LC-MS/MSLC-MS/MS Spectrum - 40V, Positivesplash10-0006-9000000000-c3fe0b74ad837e451997View in MoNA
LC-MS/MSLC-MS/MS Spectrum - 10V, Negativesplash10-014i-0900000000-d3ec3ed37966c46b999dView in MoNA
LC-MS/MSLC-MS/MS Spectrum - 20V, Positivesplash10-0006-9000000000-aadc5424caa876ac879bView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-014j-0900000000-ceeaafb73b11f48c23b4View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-014j-1900000000-b10d05a43188ee02ed4eView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-00ou-9600000000-51aaab679b332e7c6ad2View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-03di-0900000000-cfec5c0b8da0b417e2a5View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-02t9-0900000000-82075082e32cd4fb77b8View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-00or-9500000000-fea55a74b860dc681ca9View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-014l-4900000000-9d906c6fb14a8c78448eView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0006-9200000000-6979466b264ad0e308b0View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0006-9000000000-323e0a1122d87faf932fView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-03di-0900000000-7aa4213fc1906060cf00View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0006-9500000000-392941613cc50eb91d8fView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-004i-9200000000-d37b3d0477818231781bView in MoNA
1D NMR1H NMR Spectrum (1D, 500 MHz, H2O, experimental)Not AvailableView in JSpectraViewer
2D NMR[1H, 13C]-HSQC NMR Spectrum (2D, 600 MHz, H2O, experimental)Not AvailableView in JSpectraViewer
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