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Merck

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號碼:
MDL號碼:
分類程式碼代碼:
12352100
PubChem物質ID:
NACRES:
NA.22

化驗

≥98%

顏色

off-white to yellow

mp

164-166 °C (lit.)

儲存溫度

2-8°C

SMILES 字串

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 密鑰

OUGIDAPQYNCXRA-UHFFFAOYSA-N

基因資訊

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一般說明

β-萘黄酮是一种多环芳烃。

應用

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。

儲存類別代碼

11 - Combustible Solids

水污染物質分類(WGK)

WGK 3

閃點(°F)

Not applicable

閃點(°C)

Not applicable

個人防護裝備

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


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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
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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)
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)
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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
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Journal of medicinal chemistry, 54(6), 1539-1554 (2011-02-25)

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