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크기 선택
제품정보 (DICE 배송 시 비용 별도)
실험식(Hill 표기법):
C19H12O2
CAS 번호:
Molecular Weight:
272.30
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
EC Number:
227-958-4
Beilstein/REAXYS Number:
18991
MDL number:
Assay:
≥98%
InChI key
OUGIDAPQYNCXRA-UHFFFAOYSA-N
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
SMILES string
O=C1C=C(Oc2ccc3ccccc3c12)c4ccccc4
assay
≥98%
color
off-white to yellow
Quality Level
Gene Information
rat ... Gabra2(29706)
storage temp.
2-8°C
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.
저장 등급
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
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)
beta-naphthoflavone interferes with cyp1c1, cox2 and IL-8 gene transcription and leukotriene B4 secretion in Atlantic cod (Gadus morhua) head kidney cells during inflammation
Holen E and Olsvik P
Fish & Shellfish Immunology, 54(1), 128-134 (2016)
Ryeo-Ok Kim et al.
Comparative biochemistry and physiology. Toxicology & pharmacology : CBP, 157(2), 172-182 (2012-11-28)
CYP1A is involved in the metabolism of diverse chemicals, including polycyclic aromatic hydrocarbons and alkylated-PAHs, as a first line of detoxification mechanism. First, we identified and characterized the CYP1A gene from the marine medaka, Oryzias melastigma. O. melastigma CYP1A (Om-CYP1A)
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)
문서
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.
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