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

• ChemBase ID: 161896
• Molecular Formular: C26H22O5
• Molecular Mass: 414.44988
• Monoisotopic Mass: 414.1467238
• SMILES: c1c(ccc2c1oc(=O)c(c2O)C(CC(=O)C)c1ccccc1)OCc1ccccc1
• Canonical SMILES: CC(=O)CC(c1c(=O)oc2c(c1O)ccc(c2)OCc1ccccc1)c1ccccc1
• InChI: InChI=1S/C26H22O5/c1-17(27)14-22(19-10-6-3-7-11-19)24-25(28)21-13-12-20(15-23(21)31-26(24)29)30-16-18-8-4-2-5-9-18/h2-13,15,22,28H,14,16H2,1H3
• InChIKey: VWMPIXQSCDHVKC-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 7-(benzyloxy)-4-hydroxy-3-(3-oxo-1-phenylbutyl)-2H-chromen-2-one
• IUPAC Traditional name: 7-(benzyloxy)-4-hydroxy-3-(3-oxo-1-phenylbutyl)chromen-2-one
• Synonyms: 4-Hydroxy-3-(3-oxo-1-phenylbutyl)-7-(phenylmethoxy)-2H-1-benzopyran-2-one; 3-(α-Acetonylbenzyl)-7-(benzyloxy)-4-hydroxy-coumarin; 7-Benzyloxy Warfarin

Database IDs

• CAS Number: 30992-69-9
• PubChem SID: 162256031
• PubChem CID: 57369638

CALCULATED PROPERTIES

• Acid pKa: 6.4525795
• H Acceptors: 4
• H Donor: 1
• LogD (pH = 5.5): 4.265657
• LogD (pH = 7.4): 3.3233051
• Log P: 4.311509
• Molar Refractivity: 117.9359 cm^3
• Polarizability: 45.447964 Å^3
• Polar Surface Area: 72.83 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; Dichloromethane; DMSO; Ethyl Acetate
• Apperance: Pale Brown Solid
• Melting Point: 143-144°C

REFERENCES

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