An AhR agonist
Related Products
Isomer(s)
16924α-Naphthoflavone
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β-Naphthoflavone

Item No. 34040

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
3-phenyl-1H-naphtho[2,1-b]pyran-1-one
CAS Number
6051-87-2
Synonyms
  • 5,6-Benzoflavone
  • BNF
  • NSC 136015
Molecular Formula
C19H12O2
Formula Weight
272.3
Purity
≥98%
Formulation (Request formulation change)
A solid
Solubility(Learn about Variance in Solubility)
Chloroform: 10 mg/mlDMSO: slightly soluble
λmax
213, 275, 315 nm
SMILES
O=C1C=C(C2=CC=CC=C2)OC3=C1C4=C(C=CC=C4)C=C3
InChi Code
InChI=1S/C19H12O2/c20-16-12-18(14-7-2-1-3-8-14)21-17-11-10-13-6-4-5-9-15(13)19(16)17/h1-12H
InChi Key
OUGIDAPQYNCXRA-UHFFFAOYSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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Certificates of Analysis & Batch Specific Data

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    1 g

    $36

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    5 g

    $128

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    10 g

    $236

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    25 g

    $544

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    Product Description

    β-Naphthoflavone is a non-carcinogenic agonist of the aryl hydrocarbon receptor (AhR).1 It activates transcription of the AhR target gene CYP1A1 when used at concentrations of 1 and 10 µM in HepG2 cells.1 β-Naphthoflavone (10 µM) inhibits hydrogen peroxide-induced apoptosis, as well as increases the activity of catalase (CAT) and superoxide dismutase (SOD) and decreases the levels of malondialdehyde (MDA), in SH-SY5Y cells.2 It has also been used as a positive control for the induction of AhR transcriptional activity.1

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Ishida, T., and Takechi, S. β-Naphthoflavone, an exogenous ligand of aryl hydrocarbon receptor, disrupts zinc homeostasis in human hepatoma HepG2 cells. J. Toxicol. Sci. 44(10), 711-720 (2019).

    2. Zhu, Y., Bi, F., Li, Y., et al. α- and β-Naphthoflavone synergistically attenuate H2O2-induced neuron SH-SY5Y cell damage. Exp. Ther. Med. 13(3), 1143-1150 (2017).