2-(4-bromophenyl)-4H-chromen-4-one

• ChemBase ID: 162892
• Molecular Formular: C15H9BrO2
• Molecular Mass: 301.13476
• Monoisotopic Mass: 299.97859153
• SMILES: c1cccc2c1oc(cc2=O)c1ccc(cc1)Br
• Canonical SMILES: Brc1ccc(cc1)c1cc(=O)c2c(o1)cccc2
• InChI: InChI=1S/C15H9BrO2/c16-11-7-5-10(6-8-11)15-9-13(17)12-3-1-2-4-14(12)18-15/h1-9H
• InChIKey: URZUAHXELZUWFE-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-(4-bromophenyl)-4H-chromen-4-one
• IUPAC Traditional name: 2-(4-bromophenyl)chromen-4-one
• Synonyms: 2-(4-Bromophenyl)-4H-1-benzopyran-4-one; 4'-Bromoflavone

Database IDs

• CAS Number: 20525-20-6
• PubChem SID: 162257027
• PubChem CID: 1686

CALCULATED PROPERTIES

• Acid pKa: 15.59388
• H Acceptors: 2
• H Donor: 0
• LogD (pH = 5.5): 3.7361376
• LogD (pH = 7.4): 3.7361376
• Log P: 3.7361376
• Molar Refractivity: 74.594 cm^3
• Polarizability: 27.985739 Å^3
• Polar Surface Area: 26.3 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform
• Apperance: White to Off-White Cyrstalline Solid
• Melting Point: 174-176°C

Safety Information

• Storage Condition: -20°C Freezer

DETAILS

Toronto Research Chemicals - B684350

An aryl hydrocarbon hydroxylase inducer. Used as a phase II detoxifying enzymes, quninone reductase and glutathione S-transferase in cell culture and in different tissues of rats.

REFERENCES

• Moon, T., et al.: Bioorg. Med. Chem., 15, 7138 (2007)