3-[2-(3,4-dimethoxyphenyl)-7-methoxy-1-benzofuran-5-yl]propan-1-ol

• ChemBase ID: 170007
• Molecular Formular: C20H22O5
• Molecular Mass: 342.38568
• Monoisotopic Mass: 342.1467238
• SMILES: c1c(cc2c(c1OC)oc(c2)c1cc(c(cc1)OC)OC)CCCO
• Canonical SMILES: OCCCc1cc2cc(oc2c(c1)OC)c1ccc(c(c1)OC)OC
• InChI: InChI=1S/C20H22O5/c1-22-16-7-6-14(11-18(16)23-2)17-12-15-9-13(5-4-8-21)10-19(24-3)20(15)25-17/h6-7,9-12,21H,4-5,8H2,1-3H3
• InChIKey: PFOARMALXZGCHY-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3-[2-(3,4-dimethoxyphenyl)-7-methoxy-1-benzofuran-5-yl]propan-1-ol
• IUPAC Traditional name: 3-[2-(3,4-dimethoxyphenyl)-7-methoxy-1-benzofuran-5-yl]propan-1-ol
• Synonyms: 2-(3,4-Dimethoxyphenyl)-7-methoxy-5-benzofuranpropanol; Homoegonol

Database IDs

• CAS Number: 17375-66-5
• PubChem SID: 164225917
• PubChem CID: 176929

CALCULATED PROPERTIES

• Acid pKa: 15.963384
• H Acceptors: 4
• H Donor: 1
• LogD (pH = 5.5): 3.192462
• LogD (pH = 7.4): 3.192462
• Log P: 3.192462
• Molar Refractivity: 95.4743 cm^3
• Polarizability: 39.292168 Å^3
• Polar Surface Area: 61.06 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - H592500

An analog of Egonol. A new benzofuran from the seeds of Styrax officinalis with antibacterial and antifungal activity.

REFERENCES

• Scammells, P., et al.: Bioorg. Med. Chem., 8, 1517 (1998)
• Shen, Q., et al.: Eur. J. Med. Chem., 40, 1307 (1998)