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β-Naphthoflavone

ALDRICH/N3633 - ≥98%

Synonym: beta-Naphthoflavone; 5,6-Benzoflavone; BNF

CAS Number: 6051-87-2
Empirical Formula (Hill Notation): C19H12O2
Molecular Weight: 272.30
EC Number: 227-958-4
MDL Number: MFCD00004986
Linear Formula: C19H12O2
Product Type: Chemical

Catalog Number PKG Qty. Price Quantity
45-N3633-1G 1 g
$54.30
1/EA
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45-N3633-5G 5 g
$151.00
1/EA
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This picture is provided solely for illustration purposes. Optical properties of the actual product may deviate. Relevant product information is printed on labeled products and other accompanying or available information material.

This image depicts SKU: N3633-1G
This picture is provided solely for illustration purposes. Optical properties of the actual product may deviate. Relevant product information is printed on labeled products and other accompanying or available information material.

This image depicts SKU: N3633-5G

 

assay ≥98%
color off-white to yellow
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
mp 164-166 °C (lit.)
Quality Level 200 
SMILES string O=C1C=C(Oc2ccc3ccccc3c12)c4ccccc4
storage temp. 2-8°C
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
• as AhR agonists, to treat primary normal human epidermal keratinocytes (NHEKs) to study about aryl hydrocarbon receptor (AhR) activation by western blot analysis
• to determine its effect on the expression of dystrophin (Dp)71
• to stimulate the expression of causes recombination (Cre) recombinase and to delete the flanking alleles of locus of crossing (x) over, P1 (loxP) sequences

Biochem/physiol Actions: β-Naphthoflavone (BNF) is an exogenous ligand for aryl hydrocarbon receptor (AhR) in humans. 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). BNF represses the expression of Duchenne muscular dystrophy gene, dystrophin (Dp)71 by altering the binding of the transcription factors.
General description: β-Naphthoflavone is a polyaromatic hydrocarbon.
Packaging: 1, 5 g in poly bottle
Hazard Codes Xn
Risk Statements 22
RIDADR NONH for all modes of transport
WGK Germany WGK 3
Flash Point(F) Not applicable
Flash Point(C) Not applicable
Purity ≥98%
mp 164-166 °C (lit.)
Storage Temp. 2-8°C
UNSPSC 12352100

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