Showing metabocard for Benzenebutanoic acid (BMDB0000543)

IdentificationTaxonomyPhysical propertiesPathwaysSpectraConcentrationsLinksReferencesXML
Record Information
Version1.0
Creation Date2016-09-30 22:32:29 UTC
Update Date2020-05-11 20:33:56 UTC
BMDB IDBMDB0000543
Secondary Accession Numbers
  • BMDB00543
Metabolite Identification
Common NameBenzenebutanoic acid
DescriptionBenzenebutanoic acid, also known as 4-phenylbutyrate or 4-phenyl-N-butyric acid, belongs to the class of organic compounds known as benzene and substituted derivatives. These are aromatic compounds containing one monocyclic ring system consisting of benzene. Based on a literature review a significant number of articles have been published on Benzenebutanoic acid.
Structure
Thumb
MOLSDF3D-SDFPDBSMILESInChI View 3D Structure
Synonyms
ValueSource
4-PHENYL-butanoIC ACIDChEBI
4-Phenyl-N-butyric acidChEBI
Benzenebutyric acidChEBI
gamma-Phenyl-N-butyric acidChEBI
gamma-Phenylbutyric acidChEBI
Omega-phenylbutanoic acidChEBI
Omega-phenylbutyric acidChEBI
PBAChEBI
4-PHENYL-butanoateGenerator
4-Phenyl-N-butyrateGenerator
BenzenebutyrateGenerator
g-Phenyl-N-butyrateGenerator
g-Phenyl-N-butyric acidGenerator
gamma-Phenyl-N-butyrateGenerator
Γ-phenyl-N-butyrateGenerator
Γ-phenyl-N-butyric acidGenerator
g-PhenylbutyrateGenerator
g-Phenylbutyric acidGenerator
gamma-PhenylbutyrateGenerator
Γ-phenylbutyrateGenerator
Γ-phenylbutyric acidGenerator
Omega-phenylbutanoateGenerator
Omega-phenylbutyrateGenerator
BenzenebutanoateGenerator
4-Phenyl-butyrateHMDB
4-Phenyl-butyric acidHMDB
4-PhenylbutanoateHMDB
4-Phenylbutanoic acidHMDB
4-PhenylbutyrateHMDB
4-Phenylbutyric acidHMDB
g-Phenyl-butyrateHMDB
g-Phenyl-butyric acidHMDB
g-PhenylbutanoateHMDB
g-Phenylbutanoic acidHMDB
gamma-Phenyl-butyrateHMDB
gamma-Phenyl-butyric acidHMDB
gamma-PhenylbutanoateHMDB
gamma-Phenylbutanoic acidHMDB
W-PhenylbutanoateHMDB
W-Phenylbutanoic acidHMDB
4-Phenylbutyric acid, calcium saltHMDB
BuphenylHMDB
Sodium 4-phenylbutyrateHMDB
AmmonapsHMDB
Sodium 4-phenylbutanoateHMDB
4-Phenylbutyric acid, sodium saltHMDB
Sodium phenylbutyrateHMDB
PhenylbutyrateHMDB
Chemical FormulaC10H12O2
Average Molecular Weight164.2011
Monoisotopic Molecular Weight164.083729628
IUPAC Name4-phenylbutanoic acid
Traditional Name4-phenylbutyric acid
CAS Registry Number1821-12-1
SMILES
OC(=O)CCCC1=CC=CC=C1
InChI Identifier
InChI=1S/C10H12O2/c11-10(12)8-4-7-9-5-2-1-3-6-9/h1-3,5-6H,4,7-8H2,(H,11,12)
InChI KeyOBKXEAXTFZPCHS-UHFFFAOYSA-N
Chemical Taxonomy
Description belongs to the class of organic compounds known as benzene and substituted derivatives. These are aromatic compounds containing one monocyclic ring system consisting of benzene.
KingdomOrganic compounds
Super ClassBenzenoids
ClassBenzene and substituted derivatives
Sub ClassNot Available
Direct ParentBenzene and substituted derivatives
Alternative Parents
Substituents
  • Monocyclic benzene moiety
  • 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 - 49 °CNot Available
Boiling PointNot AvailableNot Available
Water Solubility18 mg/mLNot Available
LogP2.42HANSCH,C ET AL. (1995)
Predicted Properties
PropertyValueSource
logP2.29ALOGPS
logP2.5ChemAxon
logS-2.5ALOGPS
pKa (Strongest Acidic)4.81ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count2ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area37.3 ŲChemAxon
Rotatable Bond Count4ChemAxon
Refractivity46.57 m³·mol⁻¹ChemAxon
Polarizability17.99 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)splash10-0udl-7900000000-3308656352d708576a12View in MoNA
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-0udl-7900000000-3308656352d708576a12View in MoNA
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-0006-9600000000-e2844824b9414ffe6a33View in MoNA
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (1 TMS) - 70eV, Positivesplash10-00xu-9600000000-697bd170bbcde4b6eefcView 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)splash10-03di-4900000000-2b18919d21183949b0f0View in MoNA
LC-MS/MSLC-MS/MS Spectrum - Quattro_QQQ 25V, Negative (Annotated)splash10-0006-9000000000-6e1432dc108281f8c5fbView in MoNA
LC-MS/MSLC-MS/MS Spectrum - Quattro_QQQ 40V, Negative (Annotated)splash10-0006-9100000000-9477dfafb0c27b1670abView in MoNA
LC-MS/MSLC-MS/MS Spectrum - 20V, Negativesplash10-0006-9100000000-847b406c3e1866a2b19cView in MoNA
LC-MS/MSLC-MS/MS Spectrum - 10V, Negativesplash10-03dl-8900000000-008ea7253ace5d9b714bView in MoNA
LC-MS/MSLC-MS/MS Spectrum - 40V, Negativesplash10-0a4l-9000000000-f40db15584357863f25fView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-014j-0900000000-bf56905d0da6a4541a84View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-014i-3900000000-8aa8880d8b02b7d0b5ecView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-054o-9400000000-5ad6828916a1d92c3663View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-03di-0900000000-765256d50bc87d3eff05View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-03xr-1900000000-6dfb6698bd016b6dc1dfView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0aou-9400000000-da376d49262f9db124daView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0aor-2900000000-42af6d3b6a736fac50b4View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-05mo-9700000000-3618f3c5894df7c477b6View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0006-9000000000-8743c8410c72e7bc3241View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-03di-0900000000-7b5ca54ec317098c43b2View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-07vl-7900000000-834b13602e441659f91cView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0006-9000000000-c1806dc2d8c81a391a3fView in MoNA
1D NMR1H NMR Spectrum (1D, 500 MHz, CDCl3, experimental)Not AvailableView in JSpectraViewer
2D NMR[1H, 13C]-HSQC NMR Spectrum (2D, 600 MHz, CD3OD, experimental)Not AvailableView in JSpectraViewer
Biological Properties
Cellular Locations
  • Cell membrane
  • Membrane
Biospecimen Locations
  • Pancreas
Pathways
Normal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
PancreasExpected but not QuantifiedNot QuantifiedNot SpecifiedNot SpecifiedNormal
  • Not Applicable
 details
Abnormal Concentrations
Not Available
HMDB IDHMDB0000543
DrugBank IDDB06819
Phenol Explorer Compound IDNot Available
FooDB IDFDB022106
KNApSAcK IDNot Available
Chemspider ID4611
KEGG Compound IDNot Available
BioCyc IDCPD-14367
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN ID5528
PubChem Compound4775
PDB IDNot Available
ChEBI ID41500
References
Synthesis ReferenceGalat, Alexander. The reaction of phenylpyruvic acid and related compounds with ammonia. Journal of the American Chemical Society (1950), 72 4436-9.
Material Safety Data Sheet (MSDS)Not Available
General ReferencesNot Available