4,6-dihydroxy-3-[3-oxo-1-(2H5)phenylbutyl]-2H-chromen-2-one

• ChemBase ID: 171458
• Molecular Formular: C19H16O5
• Molecular Mass: 324.32734
• Monoisotopic Mass: 324.09977361
• SMILES: c1cc(cc2c1oc(=O)c(c2O)C(CC(=O)C)c1ccccc1)O
• Canonical SMILES: CC(=O)CC(c1c(=O)oc2c(c1O)cc(cc2)O)c1ccccc1
• InChI: InChI=1S/C19H16O5/c1-11(20)9-14(12-5-3-2-4-6-12)17-18(22)15-10-13(21)7-8-16(15)24-19(17)23/h2-8,10,14,21-22H,9H2,1H3
• InChIKey: IQWPEJBUOJQPDE-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4,6-dihydroxy-3-[3-oxo-1-(^2H₅)phenylbutyl]-2H-chromen-2-one
• IUPAC Traditional name: 4,6-dihydroxy-3-[3-oxo-1-(^2H₅)phenylbutyl]chromen-2-one
• Synonyms: 4,6-Dihydroxy-3-[3-oxo-1-(phenyl-d5)butyl]-2H-1-benzopyran-2-one; 3-(α-Acetonylbenzyl)-4,6-dihydroxycoumarin-d5; 6-Hydroxy Warfarin-d5

Database IDs

• CAS Number: 94820-64-1
• PubChem SID: 164227368
• PubChem CID: 71749421

CALCULATED PROPERTIES

• Acid pKa: 5.954644
• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): 2.3106956
• LogD (pH = 7.4): 0.9967442
• Log P: 2.441142
• Molar Refractivity: 88.841 cm^3
• Polarizability: 33.974865 Å^3
• Polar Surface Area: 83.83 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - H996122

A labelled metabolite of Warfarin (W498500) in humans.

REFERENCES

• Barbato, F., et al.: J. Pharm. Sci., 86, 225 (1997)
• Kavana, M., et al.: Biochemistry, 42, 10238 (1997)
• Franco, A., et al.: Environ. Toxicol. Chem., 28, 458 (1997)