4-phenylbutanoic acid

• ChemBase ID: 1767
• Molecular Formular: C10H12O2
• Molecular Mass: 164.20108
• Monoisotopic Mass: 164.08372962
• SMILES: C(CCc1ccccc1)C(=O)O
• Canonical SMILES: OC(=O)CCCc1ccccc1
• InChI: 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)
• InChIKey: OBKXEAXTFZPCHS-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-phenylbutanoic acid
• IUPAC Traditional name: 4-phenylbutyric acid; gamma-phenyl-butyric acid
• Synonyms: 4-Phenylbutyric acid; Benzenebutanoic Acid; 4-Phenyl-n-butyric Acid; γ-Phenylbutanoic Acid; NSC 295; 4-Phenylbutyric Acid; Gamma-Phenyl-Butyric Acid; 4-Phenylbutyric acid; 4-Phenylbutanoic acid 98%; 4-phenylbutanoic acid; 4-苯基丁酸; 4-苯丁酸

Database IDs

• CAS Number: 1716-12-7; 1821-12-1
• EC Number: 217-341-8
• MDL Number: MFCD00004403
• Beilstein Number: 638180
• PubChem SID: 46506332; 24898272; 160965223
• PubChem CID: 4775

CALCULATED PROPERTIES

JChem

• Acid pKa: 4.8094296
• H Acceptors: 2
• H Donor: 1
• LogD (pH = 5.5): 1.7295974
• LogD (pH = 7.4): -0.044235714
• Log P: 2.5001314
• Molar Refractivity: 46.5676 cm^3
• Polarizability: 18.200888 Å^3
• Polar Surface Area: 37.3 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 2.29
• LOG S: -2.51
• Solubility (Water): 5.13e-01 g/l

PROPERTIES

Physical Property

• Solubility: Chloroform; Methanol
• Apperance: Off-White Solid
• Melting Point: 49-51 °C(lit.); 49-52 °C; 49-53°C; 49-53°C; 50 - 52°C; 50-52°C
• Boiling Point: 165 °C/10 mmHg(lit.); 165°C/10mm; 165°C/10mm
• Flash Point: >110°C(230°F); >113 °C; >113°C; >235.4 °F
• Hydrophobicity(logP): 2.282

Safety Information

• Storage Condition: Refrigerator
• Storage Warning: Irritant
• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38
• Safety Statements: 26-37
• TSCA Listed: 是
• GHS Pictograms: GHS07
• GHS Hazard statements: H315-H319-H335
• GHS Precautionary statements: P261-P305+P351+P338-P302+P352-P321-P405-P501A
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter

Product Information

• Purity: ≥99.0% (HPLC); 95%; 98%; 99%
• Grade: purum
• Linear Formula: C6H5(CH2)3COOH

DETAILS

DrugBank - DB02000

Drug information: experimental

Sigma Aldrich - P21005

Packaging
25, 100 g in poly bottle

Toronto Research Chemicals - P319610

A chemical chaperone involved in protein-folding disorders.

REFERENCES

• Tazzari, V., et al.: Bioorg. Med. Chem., 18, 4187 (2010)
• Ooi, C., et al.: Clin. Exper. Pharmacol. Physiol., 37, 482 (2010)
• Gohil, V., et al.: Nat. Biotechnol., 28, 249 (2010)