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

• ChemBase ID: 171456
• Molecular Formular: C19H16O5
• Molecular Mass: 324.32734
• Monoisotopic Mass: 324.09977361
• SMILES: c12c(c(c(c(=O)o1)C(CC(=O)C)c1cccc(c1)O)O)cccc2
• Canonical SMILES: CC(=O)CC(c1c(=O)oc2c(c1O)cccc2)c1cccc(c1)O
• InChI: InChI=1S/C19H16O5/c1-11(20)9-15(12-5-4-6-13(21)10-12)17-18(22)14-7-2-3-8-16(14)24-19(17)23/h2-8,10,15,21-22H,9H2,1H3
• InChIKey: DDKYQGKCKYAWAT-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-hydroxy-3-[1-(3-hydroxyphenyl)-3-oxobutyl]-2H-chromen-2-one
• IUPAC Traditional name: 4-hydroxy-3-[1-(3-hydroxyphenyl)-3-oxobutyl]chromen-2-one
• Synonyms: 4-Hydroxy-3-[1-(3-hydroxyphenyl)-3-oxobutyl]-2H-1-benzopyran-2-one; 3-(α-Acetonyl-m-hydroxybenzyl)-4-hydroxycoumarin; 3'-Hydroxy Warfarin

Database IDs

• CAS Number: 30992-81-5
• PubChem SID: 164227366
• PubChem CID: 54691382

CALCULATED PROPERTIES

• Acid pKa: 6.1579456
• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): 2.3549814
• LogD (pH = 7.4): 1.1823713
• Log P: 2.441142
• Molar Refractivity: 88.841 cm^3
• Polarizability: 33.95318 Å^3
• Polar Surface Area: 83.83 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO; Methanol
• Apperance: White to Off-White Solid
• Melting Point: 118-120°C

Safety Information

• Storage Condition: Refrigerator

DETAILS

Toronto Research Chemicals - H996095

A new metabolite of Warfarin using Cunninghamella elegans.

REFERENCES

• Wong, Y. W., et al.: J. Pharma. Sci., 80, 305 (1991)