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Merck
CN

N3633

Sigma-Aldrich

β-萘黄酮

≥98%

别名:

5,6-苯并黄酮, BNF

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About This Item

经验公式(希尔记法):
C19H12O2
CAS号:
分子量:
272.30
Beilstein:
18991
EC 号:
MDL编号:
UNSPSC代码:
12352100
PubChem化学物质编号:
NACRES:
NA.22

质量水平

方案

≥98%

颜色

off-white to yellow

mp

164-166 °C (lit.)

储存温度

2-8°C

SMILES字符串

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

基因信息

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一般描述

β-萘黄酮是一种多环芳烃。

应用

β-萘黄酮已用于:
  • 作为芳烃受体激动剂,阐明其对转基因细胞色素 P450 1A1(cyp1a)报告基因的斑马鱼胚胎中 Cyp1A1 表达的影响
  • 作为 AhR 激动剂,处理原代正常人表皮角质形成细胞(NHEKs),通过蛋白质印迹法研究芳香烃受体(AhR)激活
  • 确定其对肌营养不良蛋白(Dp)71 表达的影响
  • 刺激 Cre 重组酶的表达,并删除侧翼为 loxP 序列的等位基因

生化/生理作用

β-萘黄酮是人体中芳烃受体(AhR)的外源配体。它是 I 期解毒酶(CYP)和 II 期酶(UDP-GTs)和 NAD(P)H 依赖性醌氧还原酶-1(NQO1)的诱导物。它还诱导细胞色素 P450(Cyp1a)的表达。BNF 通过改变转录因子的结合来抑制 Duchenne 肌营养不良基因(肌营养不良蛋白(Dp)71) 的表达。

储存分类代码

11 - Combustible Solids

WGK

WGK 3

闪点(°F)

Not applicable

闪点(°C)

Not applicable

个人防护装备

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


历史批次信息供参考:

分析证书(COA)

Lot/Batch Number

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Induction of a chloracne phenotype in an epidermal equivalent model by 2, 3, 7, 8-tetrachlorodibenzo-p-dioxin (TCDD) is dependent on aryl hydrocarbon receptor activation and is not reproduced by aryl hydrocarbon receptor knock down
Forrester AR, et al.
Journal of Dermatological Science, 73(1), 10-22 (2014)
The polyaromatic hydrocarbon beta-naphthoflavone alters binding of YY1, Sp1, and Sp3 transcription factors to the Dp71 promoter in hepatic cells
Becerril-Esquivel C, et al.
Molecular Medicine Reports, 17(4), 6150-6155 (2018)
Preethi Korangath et al.
Science advances, 6(13), eaay1601-eaay1601 (2020-04-02)
The factors that influence nanoparticle fate in vivo following systemic delivery remain an area of intense interest. Of particular interest is whether labeling with a cancer-specific antibody ligand ("active targeting") is superior to its unlabeled counterpart ("passive targeting"). Using models
Wei Zhang et al.
Bioorganic & medicinal chemistry, 17(5), 2077-2090 (2009-02-10)
Functionalized benzylidene-indolin-2-ones are widely associated with antiproliferative activity. The scaffold is not normally associated with chemoprevention in spite of the presence of a nitrogen-linked Michael acceptor moiety that may predispose members to induction of NQO1, a widely used biomarker of
Werner Borken et al.
Scientific reports, 6, 39072-39072 (2016-12-16)
Biological N2 fixation (BNF) in the rhizosphere of Podocarpaceae is currently attributed to unspecific diazotrophs with negligible impact on N acquisition. Here, we report specific and high associative BNF in dead cells of root nodules of Lepidothamnus fonkii distributed in

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