7-butoxy-5-hydroxy-2-phenyl-4H-chromen-4-one

• ChemBase ID: 179832
• Molecular Formular: C19H18O4
• Molecular Mass: 310.34382
• Monoisotopic Mass: 310.12050906
• SMILES: c12c(=O)cc(oc1cc(cc2O)OCCCC)c1ccccc1
• Canonical SMILES: CCCCOc1cc(O)c2c(c1)oc(cc2=O)c1ccccc1
• InChI: InChI=1S/C19H18O4/c1-2-3-9-22-14-10-15(20)19-16(21)12-17(23-18(19)11-14)13-7-5-4-6-8-13/h4-8,10-12,20H,2-3,9H2,1H3
• InChIKey: APGAOWDCGIZQCE-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 7-butoxy-5-hydroxy-2-phenyl-4H-chromen-4-one
• IUPAC Traditional name: 7-butoxy-5-hydroxy-2-phenyl-4H-chromen-4-one

Database IDs

• PubChem SID: 164235742
• PubChem CID: 5541176

CALCULATED PROPERTIES

• Acid pKa: 8.561056
• H Acceptors: 4
• H Donor: 1
• LogD (pH = 5.5): 4.4796734
• LogD (pH = 7.4): 4.4513054
• Log P: 4.4800477
• Molar Refractivity: 89.2889 cm^3
• Polarizability: 33.912594 Å^3
• Polar Surface Area: 55.76 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

PROPERTIES

Pharmacology Properties

• Mechanism of Action: Glucose antagonist

Product Information

• Application(s): Antidiabetic

REFERENCES

• Shin J-S; Kim K-S; Kim M-B; Jeong J-H; Kim B-K Synthesis and hypoglycemic effect of chrsyin derivatives. Bioorg.Med.Chem.Lett., 9, No 6, 869-74, 1999