7-(3-bromopropoxy)-3-(4-hydroxyphenyl)-4H-chromen-4-one

• ChemBase ID: 163043
• Molecular Formular: C18H15BrO4
• Molecular Mass: 375.2133
• Monoisotopic Mass: 374.01537096
• SMILES: c12c(ccc(c1)OCCCBr)c(=O)c(co2)c1ccc(cc1)O
• Canonical SMILES: BrCCCOc1ccc2c(c1)occ(c2=O)c1ccc(cc1)O
• InChI: InChI=1S/C18H15BrO4/c19-8-1-9-22-14-6-7-15-17(10-14)23-11-16(18(15)21)12-2-4-13(20)5-3-12/h2-7,10-11,20H,1,8-9H2
• InChIKey: JMDIKMSOYUTVEL-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 7-(3-bromopropoxy)-3-(4-hydroxyphenyl)-4H-chromen-4-one
• IUPAC Traditional name: 7-(3-bromopropoxy)-3-(4-hydroxyphenyl)chromen-4-one
• Synonyms: 7-O-(3-Bromopropyl)-3-(4-hydroxyphenyl)-4H-1-benzopyran-4-one; 7-O-w-Bromopropyldaidzein

Database IDs

• CAS Number: 309252-38-8
• PubChem SID: 162257178
• PubChem CID: 3596579

CALCULATED PROPERTIES

• Acid pKa: 8.963233
• H Acceptors: 4
• H Donor: 1
• LogD (pH = 5.5): 3.786128
• LogD (pH = 7.4): 3.7746384
• Log P: 3.7862766
• Molar Refractivity: 91.3765 cm^3
• Polarizability: 34.7521 Å^3
• Polar Surface Area: 55.76 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Apperance: Crystalline Solid
• Melting Point: 178-179°C

DETAILS

Toronto Research Chemicals - B686710

A potent inhibitor of MOA and aldehyde dehydrogenase isozyme (ALDH2).

REFERENCES

• Rooke, N., et al.: J. Med. Chem., 43, 4169 (2000)