(1E)-1-(4-hydroxy-3-methoxyphenyl)-4,4-dimethylpent-1-en-3-one

• ChemBase ID: 170764
• Molecular Formular: C14H18O3
• Molecular Mass: 234.29092
• Monoisotopic Mass: 234.12559444
• SMILES: c1c(c(cc(c1)/C=C/C(=O)C(C)(C)C)OC)O
• Canonical SMILES: COc1cc(/C=C/C(=O)C(C)(C)C)ccc1O
• InChI: InChI=1S/C14H18O3/c1-14(2,3)13(16)8-6-10-5-7-11(15)12(9-10)17-4/h5-9,15H,1-4H3/b8-6+
• InChIKey: HQCPXGCKNBVMPN-SOFGYWHQSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1E)-1-(4-hydroxy-3-methoxyphenyl)-4,4-dimethylpent-1-en-3-one
• IUPAC Traditional name: (1E)-1-(4-hydroxy-3-methoxyphenyl)-4,4-dimethylpent-1-en-3-one
• Synonyms: 1-(4-Hydroxy-3-methoxyphenyl)-4,4-dimethyl-1-penten-3-one

Database IDs

• CAS Number: 58344-27-7
• PubChem SID: 164226674
• PubChem CID: 6446390

CALCULATED PROPERTIES

• Acid pKa: 9.509968
• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): 3.8039694
• LogD (pH = 7.4): 3.8006754
• Log P: 3.8040116
• Molar Refractivity: 68.7575 cm^3
• Polarizability: 26.242464 Å^3
• Polar Surface Area: 46.53 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; Dichloromethane; Ether; Ethyl Acetate; Methanol
• Apperance: Yellow Solid
• Melting Point: 104-106°C

Safety Information

• Storage Condition: Refrigerator

DETAILS

Toronto Research Chemicals - H946375

Intermediate in the preparation of Stiripentol metabolites.

REFERENCES

• Moreland, T., et al.: Drug Metab. Disposition, 14, 654 (1986)