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N3633

Sigma-Aldrich

β-Naphthoflavone

≥98%

Synonym(s):

beta-Naphthoflavone, 5,6-Benzoflavone, BNF

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1 G
NOK 659.00
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NOK 1,160.00

NOK 659.00


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1 G
NOK 659.00
5 G
NOK 1,160.00

About This Item

Empirical Formula (Hill Notation):
C19H12O2
CAS Number:
Molecular Weight:
272.30
Beilstein:
18991
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

NOK 659.00


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Quality Level

Assay

≥98%

color

off-white to yellow

mp

164-166 °C (lit.)

storage temp.

2-8°C

SMILES string

O=C1C=C(Oc2ccc3ccccc3c12)c4ccccc4

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

Gene Information

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General description

β-Naphthoflavone is a polyaromatic hydrocarbon.[1]

Application

β-Naphthoflavone has been used:
  • as aryl hydrocarbon receptor agonist to elucidate its effect on Cyp1A1 expression in embryos of transgenic cytochrome P450 1A1 (cyp1a) reporter zebrafish[2]
  • as AhR agonists, to treat primary normal human epidermal keratinocytes (NHEKs) to study about aryl hydrocarbon receptor (AhR) activation by western blot analysis[3]
  • to determine its effect on the expression of dystrophin (Dp)71[1]
  • to stimulate the expression of causes recombination (Cre) recombinase and to delete the flanking alleles of locus of crossing (x) over, P1 (loxP) sequences[4]

Biochem/physiol Actions

β-Naphthoflavone (BNF) is an exogenous ligand for aryl hydrocarbon receptor (AhR) in humans.[2] It is an inducer of phase I detoxification enzymes (CYPs) and phase II enzymes (UDP-GTs) and NAD(P)H-dependent quinone oxyreductase-1(NQO1). It also induces cytochrome P450 (Cyp1a).[5] BNF represses the expression of Duchenne muscular dystrophy gene, dystrophin (Dp)71 by altering the binding of the transcription factors.[1]

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Questions

  1. How can I reconstitute the reagent β-Naphthoflavone (Ref# N3633-1G) for cell culture? Is it soluble in ethanol or DMSO?

    1 answer
    1. This product has not been tested for solubility or suitability in cell culture. The solubility is tested in Chloroform at 50 mg/ml. However, various sources report that this compound is also slightly soluble in DMSO and Ethanol. This information has not been validated. The end-user would have to determine suitability for cell culture applications.

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