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

• ChemBase ID: 161895
• Molecular Formular: C26H22O5
• Molecular Mass: 414.44988
• Monoisotopic Mass: 414.1467238
• SMILES: c1cc(cc2c1oc(=O)c(c2O)C(CC(=O)C)c1ccccc1)OCc1ccccc1
• Canonical SMILES: CC(=O)CC(c1c(=O)oc2c(c1O)cc(cc2)OCc1ccccc1)c1ccccc1
• InChI: InChI=1S/C26H22O5/c1-17(27)14-21(19-10-6-3-7-11-19)24-25(28)22-15-20(12-13-23(22)31-26(24)29)30-16-18-8-4-2-5-9-18/h2-13,15,21,28H,14,16H2,1H3
• InChIKey: ZYPCRNWFEICXBH-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 6-(benzyloxy)-4-hydroxy-3-(3-oxo-1-phenylbutyl)-2H-chromen-2-one
• IUPAC Traditional name: 6-(benzyloxy)-4-hydroxy-3-(3-oxo-1-phenylbutyl)chromen-2-one
• Synonyms: 4-Hydroxy-3-(3-oxo-1-phenylbutyl)-6-(phenylmethoxy)-2H-1-benzopyran-2-one; 3-(α-Acetonylbenzyl)-6-(benzyloxy)-4-hydroxy-coumarin; 6-Benzyloxy Warfarin

Database IDs

• CAS Number: 30992-68-8
• PubChem SID: 162256030
• PubChem CID: 57369637

CALCULATED PROPERTIES

• Acid pKa: 6.057557
• H Acceptors: 4
• H Donor: 1
• LogD (pH = 5.5): 4.2055044
• LogD (pH = 7.4): 2.9636867
• Log P: 4.311509
• Molar Refractivity: 117.9359 cm^3
• Polarizability: 45.44785 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: Tan Crystals
• Melting Point: 164-166°C

REFERENCES

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