2-(4-aminophenyl)-6-hydroxy-4H-chromen-4-one

• ChemBase ID: 74390
• Molecular Formular: C15H11NO3
• Molecular Mass: 253.25274
• Monoisotopic Mass: 253.07389322
• SMILES: o1c(cc(=O)c2c1ccc(c2)O)c1ccc(cc1)N
• Canonical SMILES: Nc1ccc(cc1)c1cc(=O)c2c(o1)ccc(c2)O
• InChI: InChI=1S/C15H11NO3/c16-10-3-1-9(2-4-10)15-8-13(18)12-7-11(17)5-6-14(12)19-15/h1-8,17H,16H2
• InChIKey: YBQRUOMICVULNM-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-(4-aminophenyl)-6-hydroxy-4H-chromen-4-one
• IUPAC Traditional name: 2-(4-aminophenyl)-6-hydroxychromen-4-one
• Synonyms: 4'-Amino-6-hydroxyflavone; Aminogenistein

Database IDs

• CAS Number: 132018-32-7
• MDL Number: MFCD00236439
• PubChem SID: 162039309
• PubChem CID: 125519

CALCULATED PROPERTIES

• Acid pKa: 9.137149
• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): 1.831059
• LogD (pH = 7.4): 1.8270131
• Log P: 1.8348938
• Molar Refractivity: 73.6525 cm^3
• Polarizability: 27.007645 Å^3
• Polar Surface Area: 72.55 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO; Methanol
• Apperance: Yellow Solid
• Melting Point: 193-194°C

DETAILS

Apollo Scientific Ltd - OR0975T

Inhibits the protein-tyrosine kinase activity of p561ck(IC50=1.2uM)

Toronto Research Chemicals - A609750

Inhibits protein-tyrosine kinase activity of p56lck (IC50 = 1.2uM).

REFERENCES

• Cushman, M., et al.: J. Med. Chem., 34, 798 (1991)