Date published: 2025-9-17

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β-Naphthoflavone (CAS 6051-87-2)

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Alternate Names:
3-Phenyl-1H-naphtho(2,1-b)pyran-1-one
Application:
β-Naphthoflavone is a Cytochrome P450 enzyme system inducer
CAS Number:
6051-87-2
Purity:
≥98%
Molecular Weight:
272.30
Molecular Formula:
C19H12O2
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
* Refer to Certificate of Analysis for lot specific data.

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β-Naphthoflavone is a synthetic flavonoid known for its role as a potent inducer of cytochrome P450 enzymes, particularly CYP1A1, which are studied for their involvement in the metabolism of xenobiotics. This property makes it a compound of interest in toxicological research, where it is used to explore the mechanisms of biotransformation and detoxification of harmful substances. Environmental scientists utilize β-Naphthoflavone to assess the impact of environmental pollutants on wildlife, as its induction of detoxifying enzymes can serve as a biomarker for exposure to aromatic hydrocarbons. Additionally, its interaction with the aryl hydrocarbon receptor (AhR) pathway is studied to understand the regulation of gene expression in response to environmental toxins. β-Naphthoflavone also finds application in cell culture systems to study the induction of phase I detoxification enzymes, which is for understanding cellular responses to chemical stressors.


β-Naphthoflavone (CAS 6051-87-2) References

  1. beta-Naphthoflavone analogs as potent and soluble aryl hydrocarbon receptor agonists: improvement of solubility by disruption of molecular planarity.  |  Fujita, Y., et al. 2010. Bioorg Med Chem. 18: 1194-203. PMID: 20060304
  2. The effect of beta-naphthoflavone on the metabolism of amiodarone by hepatic and extra-hepatic microsomes.  |  Elsherbiny, ME., et al. 2010. Toxicol Lett. 195: 147-54. PMID: 20362646
  3. Suppression of beta-naphthoflavone induced CYP1A expression and lipid-peroxidation by berberine.  |  Chatuphonprasert, W., et al. 2011. Fitoterapia. 82: 889-95. PMID: 21624442
  4. beta-Naphthoflavone protects from peritonitis by reducing TNF-alpha-induced endothelial cell activation.  |  Hsu, SY., et al. 2015. Pharmacol Res. 102: 192-9. PMID: 26453957
  5. Effects of β-Naphthoflavone on Ugt1a6 and Ugt1a7 Expression in Rat Brain.  |  Sakakibara, Y., et al. 2016. Biol Pharm Bull. 39: 78-83. PMID: 26725430
  6. β-naphthoflavone interferes with cyp1c1, cox2 and IL-8 gene transcription and leukotriene B4 secretion in Atlantic cod (Gadus morhua) head kidney cells during inflammation.  |  Holen, E. and Olsvik, PA. 2016. Fish Shellfish Immunol. 54: 128-34. PMID: 27041667
  7. Enhancing bio-availability of β-naphthoflavone by supramolecular complexation with 6,6'-thiobis(methylene)-β-cyclodextrin dimer.  |  Choi, JM., et al. 2016. Carbohydr Polym. 151: 40-50. PMID: 27474541
  8. β-Naphthoflavone treatment attenuates neonatal hyperoxic lung injury in wild type and Cyp1a2-knockout mice.  |  Lingappan, K., et al. 2018. Toxicol Appl Pharmacol. 339: 133-142. PMID: 29180065
  9. β-Naphthoflavone, an exogenous ligand of aryl hydrocarbon receptor, disrupts zinc homeostasis in human hepatoma HepG2 cells.  |  Ishida, T. and Takechi, S. 2019. J Toxicol Sci. 44: 711-720. PMID: 31588062
  10. Development of organoid-based drug metabolism model.  |  Park, E., et al. 2019. Toxicol Appl Pharmacol. 385: 114790. PMID: 31678242
  11. β-Naphthoflavone and Ethanol Reverse Mitochondrial Dysfunction in A Parkinsonian Model of Neurodegeneration.  |  Fernandez-Abascal, J., et al. 2020. Int J Mol Sci. 21: PMID: 32486438
  12. Beta-naphthoflavone inhibits LPS-induced inflammation in BV-2 cells via AKT/Nrf-2/HO-1-NF-κB signaling axis.  |  Gao, X., et al. 2020. Immunobiology. 225: 151965. PMID: 32747020
  13. Aryl hydrocarbon receptor (AhR) agonist β-naphthoflavone regulated gene networks in human primary trophoblasts.  |  El-Dairi, R., et al. 2020. Reprod Toxicol. 96: 370-379. PMID: 32858204
  14. Beta-naphthoflavone and doxorubicin synergistically enhance apoptosis in human lung cancer cells by inducing doxorubicin accumulation, mitochondrial ROS generation, and JNK pathway signaling.  |  Hoang, DH., et al. 2022. Biochem Biophys Res Commun. 635: 37-45. PMID: 36257190

Ordering Information

Product NameCatalog #UNITPriceQtyFAVORITES

β-Naphthoflavone, 1 g

sc-205597
1 g
$32.00

β-Naphthoflavone, 5 g

sc-205597A
5 g
$126.00

β-Naphthoflavone, 25 g

sc-205597B
25 g
$587.00

β-Naphthoflavone, 100 g

sc-205597C
100 g
$1615.00