8-(benzyloxy)-4-hydroxy-3-(3-oxo-1-phenylbutyl)-2H-chromen-2-one

• ChemBase ID: 161894
• Molecular Formular: C26H22O5
• Molecular Mass: 414.44988
• Monoisotopic Mass: 414.1467238
• SMILES: c1(cccc2c1oc(=O)c(c2O)C(CC(=O)C)c1ccccc1)OCc1ccccc1
• Canonical SMILES: CC(=O)CC(c1c(=O)oc2c(c1O)cccc2OCc1ccccc1)c1ccccc1
• InChI: InChI=1S/C26H22O5/c1-17(27)15-21(19-11-6-3-7-12-19)23-24(28)20-13-8-14-22(25(20)31-26(23)29)30-16-18-9-4-2-5-10-18/h2-14,21,28H,15-16H2,1H3
• InChIKey: VSDJTMWCGIUVGS-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 8-(benzyloxy)-4-hydroxy-3-(3-oxo-1-phenylbutyl)-2H-chromen-2-one
• IUPAC Traditional name: 8-(benzyloxy)-4-hydroxy-3-(3-oxo-1-phenylbutyl)chromen-2-one
• Synonyms: 4-Hydroxy-3-(3-oxo-1-phenylbutyl)-8-(phenylmethoxy)-2H-1-benzopyran-2-one; 3-(α-Acetonylbenzyl)-8-(benzyloxy)-4-hydroxy-coumarin; 8-Benzyloxy Warfarin

Database IDs

• CAS Number: 32492-96-9
• PubChem SID: 162256029
• PubChem CID: 71313913

CALCULATED PROPERTIES

• Acid pKa: 6.114074
• H Acceptors: 4
• H Donor: 1
• LogD (pH = 5.5): 4.217132
• LogD (pH = 7.4): 3.015912
• Log P: 4.311509
• Molar Refractivity: 117.9359 cm^3
• Polarizability: 45.45039 Å^3
• Polar Surface Area: 72.83 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Apperance: Off-White Solid

DETAILS

Toronto Research Chemicals - B288550

Intermediate in the production of Warfarin metabolites

REFERENCES

• Barker, W., et al.: J. Med. Chem., 14, 167 (1971)