2-Phenylbutyric acid (CHEM034804)

IdentificationTaxonomyBiological PropertiesPhysical PropertiesToxicity ProfileSpectraConcentrationsLinksReferencesXML
Record Information
Version1.0
Creation Date2016-05-26 05:14:14 UTC
Update Date2016-11-09 01:21:11 UTC
Accession NumberCHEM034804
Identification
Common Name2-Phenylbutyric acid
ClassSmall Molecule
DescriptionA monocarboxylic acid that is butyric acid substituted by a phenyl group at position 2.
Contaminant Sources
  • FooDB Chemicals
Contaminant TypeNot Available
Chemical 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 Mass164.201 g/mol
Monoisotopic Mass164.084 g/mol
CAS Registry Number90-27-7
IUPAC Name2-phenylbutanoic acid
Traditional Nameα-phenylbutyric acid
SMILESCCC(C(O)=O)C1=CC=CC=C1
InChI IdentifierInChI=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
Biological Properties
StatusDetected and Not Quantified
OriginNot Available
Cellular LocationsNot Available
Biofluid LocationsNot Available
Tissue LocationsNot Available
PathwaysNot Available
ApplicationsNot Available
Biological RolesNot Available
Chemical RolesNot Available
Physical Properties
StateNot Available
AppearanceNot Available
Experimental Properties
PropertyValue
Melting PointNot Available
Boiling PointNot Available
SolubilityNot Available
Predicted Properties
PropertyValueSource
Water Solubility1.39 g/LALOGPS
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
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
Spectra
Spectra
Spectrum TypeDescriptionSplash KeyView
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-0006-9400000000-988e77503c377b5a2e3eSpectrum
GC-MSGC-MS Spectrum - CI-B (Non-derivatized)splash10-00kf-7900000000-ef760cb9988d25d69932Spectrum
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-0006-9400000000-ebc9d9ef51b27c588c9fSpectrum
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-0006-9400000000-988e77503c377b5a2e3eSpectrum
GC-MSGC-MS Spectrum - CI-B (Non-derivatized)splash10-00kf-7900000000-ef760cb9988d25d69932Spectrum
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-0006-9400000000-ebc9d9ef51b27c588c9fSpectrum
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-014l-7900000000-764acc91cfffcc8f77a6Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (1 TMS) - 70eV, Positivesplash10-01bc-9510000000-203cf2599cdcbac7ad7fSpectrum
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (TBDMS_1_1) - 70eV, PositiveNot AvailableSpectrum
LC-MS/MSLC-MS/MS Spectrum - Quattro_QQQ 10V, Negative (Annotated)splash10-014i-0900000000-8fcea6a7ce9b93f06d50Spectrum
LC-MS/MSLC-MS/MS Spectrum - Quattro_QQQ 25V, Negative (Annotated)splash10-014i-2900000000-de704012e4e74de53e96Spectrum
LC-MS/MSLC-MS/MS Spectrum - Quattro_QQQ 40V, Negative (Annotated)splash10-014i-3900000000-0631644a350ecd57d780Spectrum
LC-MS/MSLC-MS/MS Spectrum - EI-B (HITACHI RMU-6M) , Positivesplash10-0006-9400000000-917ec34dee3aec9dade7Spectrum
LC-MS/MSLC-MS/MS Spectrum - CI-B (HITACHI M-80) , Positivesplash10-00kf-7900000000-a3de2611b1cb515992d8Spectrum
LC-MS/MSLC-MS/MS Spectrum - 10V, Positivesplash10-00kf-9500000000-606d4701f1a49ff39696Spectrum
LC-MS/MSLC-MS/MS Spectrum - 40V, Positivesplash10-0006-9000000000-c3fe0b74ad837e451997Spectrum
LC-MS/MSLC-MS/MS Spectrum - 10V, Negativesplash10-014i-0900000000-d3ec3ed37966c46b999dSpectrum
LC-MS/MSLC-MS/MS Spectrum - 20V, Positivesplash10-0006-9000000000-aadc5424caa876ac879bSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-014j-0900000000-ceeaafb73b11f48c23b4Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-014j-1900000000-b10d05a43188ee02ed4eSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-00ou-9600000000-51aaab679b332e7c6ad2Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-03di-0900000000-cfec5c0b8da0b417e2a5Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-02t9-0900000000-82075082e32cd4fb77b8Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-00or-9500000000-fea55a74b860dc681ca9Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-014l-4900000000-9d906c6fb14a8c78448eSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0006-9200000000-6979466b264ad0e308b0Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0006-9000000000-323e0a1122d87faf932fSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-03di-0900000000-7aa4213fc1906060cf00Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0006-9500000000-392941613cc50eb91d8fSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-004i-9200000000-d37b3d0477818231781bSpectrum
1D NMR1H NMR SpectrumNot AvailableSpectrum
2D NMR[1H,13C] 2D NMR SpectrumNot AvailableSpectrum
Toxicity Profile
Route of ExposureNot Available
Mechanism of ToxicityNot Available
MetabolismNot Available
Toxicity ValuesNot Available
Lethal DoseNot Available
Carcinogenicity (IARC Classification)Not Available
Uses/SourcesNot Available
Minimum Risk LevelNot Available
Health EffectsNot Available
SymptomsNot Available
TreatmentNot Available
Concentrations
Not Available
DrugBank IDNot Available
HMDB IDHMDB0000329
FooDB IDFDB021954
Phenol Explorer IDNot Available
KNApSAcK IDNot Available
BiGG IDNot Available
BioCyc IDNot Available
METLIN ID5318
PDB IDNot Available
Wikipedia LinkSodium phenylbutyrate
Chemspider ID6745
ChEBI ID86545
PubChem Compound ID7012
Kegg Compound IDNot Available
YMDB IDNot Available
ECMDB IDECMDB24045
References
Synthesis ReferenceNot Available
MSDSNot Available
General References
1. https://www.ncbi.nlm.nih.gov/pubmed/?term=21794984
2. https://www.ncbi.nlm.nih.gov/pubmed/?term=6643637
3. https://www.ncbi.nlm.nih.gov/pubmed/?term=9089001
4. Aratake, Yuichiro; Hazama, Motoo. Preparation of 2-phenylbutyric acids. Jpn. Kokai Tokkyo Koho (1998), 4 pp.
5. Bohner H, Janiak PS, Nitsche V, Eichinger A, Schutz H: Relative bioavailability of different butamirate citrate preparations after single dose oral administration to 18 healthy volunteers. Int J Clin Pharmacol Ther. 1997 Mar;35(3):117-22.