Date published: 2025-11-2

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α-Naphthoflavone (CAS 604-59-1)

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Alternate Names:
7,8-Benzoflavone
Application:
α-Naphthoflavone is an aryl hydrocarbon receptor inhibitor
CAS Number:
604-59-1
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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α-Naphthoflavone is a naturally occurring compound found in Passiflora. α-Naphthoflavone is an aryl hydrocarbon receptor antagonist and inhibitor of CYP1A1 gene expression. Experiments show inhibitory properties towards cytochrome P450 enzymes, CYP1A1 (P4501A1) and CYP1A2 (P4501A2) (competetive binding) with stimulatory activities towards CYP3A4 (P4503A4) (selective binding). α-Naphthoflavone is an inhibitor of CYP19.


α-Naphthoflavone (CAS 604-59-1) References

  1. Passiflora: a review update.  |  Dhawan, K., et al. 2004. J Ethnopharmacol. 94: 1-23. PMID: 15261959
  2. Antiteratogenic effects of alpha-naphthoflavone on 2,3,7,8-tetrachlorodibenzo-p-dioxin (TCDD) exposed mice in utero.  |  Jang, JY., et al. 2007. Reprod Toxicol. 24: 303-9. PMID: 17889503
  3. Daily treatment with α-naphthoflavone enhances follicular growth and ovulation rate in the rat.  |  Barreiro, KA., et al. 2011. Toxicol Appl Pharmacol. 252: 11-7. PMID: 21262252
  4. Anti-ageing effects of alpha-naphthoflavone on normal and UVB-irradiated human skin fibroblasts.  |  Liao, PL., et al. 2012. Exp Dermatol. 21: 546-8. PMID: 22716253
  5. α-Naphthoflavone inhibits 3T3-L1 pre-adipocytes differentiation via modulating p38MAPK signaling.  |  He, Q., et al. 2013. Int J Clin Exp Pathol. 6: 168-78. PMID: 23330002
  6. Solubility enhancement of α-naphthoflavone by synthesized hydroxypropyl cyclic-(1→2)-β-D-glucans (cyclosophoroases).  |  Piao, J., et al. 2014. Carbohydr Polym. 101: 733-40. PMID: 24299833
  7. Sulfaphenazole and α-naphthoflavone attenuate the metabolism of the synthetic cannabinoids JWH-018 and AM2201 found in K2/spice.  |  Chimalakonda, KC., et al. 2013. Drug Metab Lett. 7: 34-8. PMID: 24329780
  8. α-Naphthoflavone modulates inflammatory response in adipocytes-macrophages interaction through NFκB signaling.  |  Sun, Y., et al. 2014. Int J Clin Exp Pathol. 7: 7768-74. PMID: 25550814
  9. Selective targeting of FAK-Pyk2 axis by alpha-naphthoflavone abrogates doxorubicin resistance in breast cancer cells.  |  Datta, A., et al. 2015. Cancer Lett. 362: 25-35. PMID: 25796439
  10. α-Naphthoflavone Increases Lipid Accumulation in Mature Adipocytes and Enhances Adipocyte-Stimulated Endothelial Tube Formation.  |  Wang, ML., et al. 2015. Nutrients. 7: 3166-83. PMID: 25942489
  11. Comparative Study of Folic Acid and α-Naphthoflavone on Reducing TCDD-Induced Cleft Palate in Fetal Mice.  |  Yuan, X., et al. 2017. Cleft Palate Craniofac J. 54: 216-222. PMID: 27018527
  12. The systemic and gonadal toxicity of 3-methylcholanthrene is prevented by daily administration of α-naphthoflavone.  |  Rhon-Calderón, EA., et al. 2016. Toxicology. 353-354: 58-69. PMID: 27163632
  13. Alpha-naphthoflavone induces apoptosis through endoplasmic reticulum stress via c-Src-, ROS-, MAPKs-, and arylhydrocarbon receptor-dependent pathways in HT22 hippocampal neuronal cells.  |  Yu, AR., et al. 2019. Neurotoxicology. 71: 39-51. PMID: 30508555
  14. Alpha-naphthoflavone attenuates non-alcoholic fatty liver disease in oleic acid-treated HepG2 hepatocytes and in high fat diet-fed mice.  |  Xia, H., et al. 2019. Biomed Pharmacother. 118: 109287. PMID: 31401392
  15. Exposure of Physalaemus cuvieri (Anura) to benzo[a]pyrene and α-naphthoflavone: Morphofunctional effects on hepatic melanomacrophages and erythrocytes abnormalities.  |  Fanali, LZ., et al. 2021. Environ Pollut. 285: 117526. PMID: 34380224

Ordering Information

Product NameCatalog #UNITPriceQtyFAVORITES

α-Naphthoflavone, 1 g

sc-257037
1 g
$33.00

α-Naphthoflavone, 5 g

sc-257037A
5 g
$45.00

α-Naphthoflavone, 25 g

sc-257037B
25 g
$153.00

α-Naphthoflavone, 100 g

sc-257037C
100 g
$490.00