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N3633

β-Naphthoflavone

≥98%

Synonym(s):

beta-Naphthoflavone, 5,6-Benzoflavone, BNF

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About This Item

Empirical Formula (Hill Notation):
C19H12O2
CAS Number:
6051-87-2
Molecular Weight:
272.30
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
57654450
EC Number:
227-958-4
Beilstein/REAXYS Number:
18991
MDL number:
MFCD00004986
Assay:
≥98%
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Quality Level

200

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

rat ... Gabra2(29706)

General description

β-Naphthoflavone is a polyaromatic hydrocarbon.

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.

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Faceshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
SLCK9091
SLCF5489
SLCC7687
SLBW8991
SLBR8979V

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Articles

膳食抗氧化剂

抗氧化剂可保护生物系统免受含氧自由基和氧化还原过渡金属离子（如铁、铜和镉）引起的氧化损伤。

Dietary Antioxidants

Antioxidants protect biological systems from oxidative damage produced by oxygen-containing free radicals and from redoxactive transition metal ions such as iron, copper, and cadmium.

Transcriptome regulation and chromatin occupancy by E2F3 and MYC in mice
Tang X, et al.
Scientific data, 3(4), 160008-160008 (2016)
Cyp1a reporter zebrafish reveals target tissues for dioxin
Kim KH, et al.
Aquatic Toxicology (Amsterdam, Netherlands), 134, 57-65 (2013)
Improvement in aqueous solubility in small molecule drug discovery programs by disruption of molecular planarity and symmetry.
Minoru Ishikawa et al.
Journal of medicinal chemistry, 54(6), 1539-1554 (2011-02-25)
View All Related Papers

Global Trade Item Number

SKUGTIN
N3633-5G04061834116233
N3633-1G04061834116226