Shelf life (days): 1460.0
Formulation: A crystalline solid
Formal Name: 2-phenyl-4H-naphtho[1,2-b]pyran-4-one
Purity: ≥98%
Formula Markup: C19H12O2
Formula Weight: 272.3
CAS Number: 604-59-1
Notes: The aryl hydrocarbon receptor (AhR) is a ligand-activated transcription factor that promotes the expression of phase I and II xenobiotic chemical metabolizing enzyme genes, including the cytochrome P450 (CYP) isoforms CYP1A1 and CYP1A2.{12907} α-Naphthoflavone is a flavone that modulates xenobiotic metabolism at several points. It antagonizes AhR, blocking the expression of phase I and II genes at nanomolar concentrations, although it can agonize AhR at higher concentrations (10 µM).{27487,27488} α-Naphthoflavone inhibits CYP19 (aromatase), CYP1A1, CYP1A2, and CYP1B1 (IC50s = 500, 60, 6, and 5 nM, respectively), whereas it activates CYP3A4 (Kd = 7.4 µM).{27489,27484,27486} Dietary α-naphthoflavone can contribute to carcinogenesis in the presence of synthetic estrogens.{27485}
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