4-hydroxy-3-[1-(4-hydroxyphenyl)-3-oxobutyl](2H4)-2H-chromen-2-one

• ChemBase ID: 171457
• Molecular Formular: C19H16O5
• Molecular Mass: 324.32734
• Monoisotopic Mass: 324.09977361
• SMILES: c1cccc2c1oc(=O)c(c2O)C(CC(=O)C)c1ccc(cc1)O
• Canonical SMILES: CC(=O)CC(c1c(=O)oc2c(c1O)cccc2)c1ccc(cc1)O
• InChI: InChI=1S/C19H16O5/c1-11(20)10-15(12-6-8-13(21)9-7-12)17-18(22)14-4-2-3-5-16(14)24-19(17)23/h2-9,15,21-22H,10H2,1H3
• InChIKey: RRZWAMPDGRWRPF-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-hydroxy-3-[1-(4-hydroxyphenyl)-3-oxobutyl](^2H₄)-2H-chromen-2-one
• IUPAC Traditional name: 4-hydroxy-3-[1-(4-hydroxyphenyl)-3-oxobutyl](^2H₄)chromen-2-one
• Synonyms: 4-Hydroxy-3-[1-(4-hydroxyphenyl)-3-oxobutyl]-2H-1-benzopyran-2-one-5,6,7,8-d4; 3-(α-Acetonyl-p-hydroxybenzyl)-4-hydroxycoumarin-d4; 4'-Hydroxy Warfarin-d4

Database IDs

• CAS Number: 94820-63-0
• PubChem SID: 164227367
• PubChem CID: 71749420

CALCULATED PROPERTIES

• Acid pKa: 6.157821
• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): 2.35496
• LogD (pH = 7.4): 1.1826483
• Log P: 2.441142
• Molar Refractivity: 88.841 cm^3
• Polarizability: 33.973385 Å^3
• Polar Surface Area: 83.83 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - H996102

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)