5,7-bis(benzyloxy)-2-[4-(benzyloxy)phenyl]-3-hydroxy-4H-chromen-4-one

• ChemBase ID: 162178
• Molecular Formular: C36H28O6
• Molecular Mass: 556.60392
• Monoisotopic Mass: 556.18858862
• SMILES: c1c(cc(c2c1oc(c(c2=O)O)c1ccc(cc1)OCc1ccccc1)OCc1ccccc1)OCc1ccccc1
• Canonical SMILES: Oc1c(oc2c(c1=O)c(OCc1ccccc1)cc(c2)OCc1ccccc1)c1ccc(cc1)OCc1ccccc1
• InChI: InChI=1S/C36H28O6/c37-34-33-31(41-24-27-14-8-3-9-15-27)20-30(40-23-26-12-6-2-7-13-26)21-32(33)42-36(35(34)38)28-16-18-29(19-17-28)39-22-25-10-4-1-5-11-25/h1-21,38H,22-24H2
• InChIKey: BBCSDQWALJWPNC-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 5,7-bis(benzyloxy)-2-[4-(benzyloxy)phenyl]-3-hydroxy-4H-chromen-4-one
• IUPAC Traditional name: 5,7-bis(benzyloxy)-2-[4-(benzyloxy)phenyl]-3-hydroxychromen-4-one
• Synonyms: 3-Hydroxy-5,7-bis(phenylmethoxy)-2-[4-(phenylmethoxy)phenyl]-4H-1-benzopyran-4-one; 4',5,7-Tris(benzyloxy)-3-hydroxy-flavone; 5,7-Bis-(benzyloxy)-2-(4-(benzyloxy)phenyl)-3-hydroxy-4H-chromen-4-one

Database IDs

• CAS Number: 23405-70-1
• PubChem SID: 162256313
• PubChem CID: 11272906

CALCULATED PROPERTIES

• Acid pKa: 9.00739
• H Acceptors: 6
• H Donor: 1
• LogD (pH = 5.5): 7.420831
• LogD (pH = 7.4): 7.4103746
• Log P: 7.420966
• Molar Refractivity: 162.166 cm^3
• Polarizability: 62.217983 Å^3
• Polar Surface Area: 74.22 Å^2
• Rotatable Bonds: 10
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: Dichloromethane; Ethyl Acetate; Methanol
• Apperance: Light Brown Solid

REFERENCES

• Smith, J., et al.: Bioorg. Med. Chem., 15, 5018 (2007)