Merck
CN

B1760

Sigma-Aldrich

苯并[a]芘

≥96% (HPLC)

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别名:
3,4-苯并芘, 苯并[det]屈, 苯并芘
经验公式(希尔记法):
C20H12
CAS号:
分子量:
252.31
Beilstein:
1911333
EC 号:
MDL编号:
PubChem化学物质编号:

质量水平

检测方案

≥96% (HPLC)

形式

solid

bp

495 °C (lit.)

mp

177-180 °C (lit.)

SMILES string

c1ccc2c(c1)cc3ccc4cccc5ccc2c3c45

InChI

1S/C20H12/c1-2-7-17-15(4-1)12-16-9-8-13-5-3-6-14-10-11-18(17)20(16)19(13)14/h1-12H

InChI key

FMMWHPNWAFZXNH-UHFFFAOYSA-N

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相关类别

应用

苯并(a)芘(PAH),是一种聚环芳烃污染物,在癌症实验模型中作为化学致癌剂。致癌作用取决于它的氧化反应,CYP1A1转化成苯并(a)芘二醇环氧化物,和DNA形成去嘌呤加成,解离形成坏疽性病变。苯并(a)芘是多环芳香烃受体(AhR)配体,它的一些生物效应,包括诱发CYP1A1,通过AHR活化调节。

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警示用语:

Danger

危险分类

Aquatic Acute 1 - Aquatic Chronic 1 - Carc. 1B - Muta. 1B - Repr. 1B - Skin Sens. 1

储存分类代码

6.1C - Combustible, acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

WGK

WGK 3

闪点(°F)

Not applicable

闪点(°C)

Not applicable


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Audrey Barranger et al.
Nanomaterials (Basel, Switzerland), 9(7) (2019-07-11)
This study aimed to assess the ecotoxicological effects of the interaction of fullerene (C60) and benzo[a]pyrene (B[a]P) on the marine mussel, Mytilus galloprovincialis. The uptake of nC60, B[a]P and mixtures of nC60 and B[a]P into tissues was confirmed by Gas
Ariel Revel et al.
Journal of applied toxicology : JAT, 23(4), 255-261 (2003-07-29)
Benzo[a]pyrene (BaP) is an agonistic ligand for the aryl hydrocarbon receptor (AhR) and a major environmental carcinogen implicated in the aetiology of lung cancer through the induction of benzo[a]pyrene diol epoxidation (BPDE) and BPDE-DNA adducts. Because BaP metabolization requires cytochrome
Yi-Chen Lin et al.
Antioxidants (Basel, Switzerland), 9(8) (2020-08-17)
Benzo[a]pyrene (B[a]P) is a polycyclic aromatic hydrocarbon formed by the incomplete combustion of organic matter. Environmental B[a]P contamination poses a serious health risk to many organisms because the pollutant may negatively affect many physiological systems. As such, chronic exposure to
Devivasha Bordoloi et al.
Biomolecules, 9(12) (2019-12-11)
Lung cancer represents the most common cause of cancer deaths in the world, constituting around 11.6% of all new cancer cases and 18.4% of cancer-related deaths. The propensity for early spread, lack of suitable biomarkers for early diagnosis, as well
Yuji Fujita et al.
Bioorganic & medicinal chemistry, 18(3), 1194-1203 (2010-01-12)
The physiological role of aryl hydrocarbon receptor (AhR) is not yet fully understood, and investigation is hampered by the limited solubility of reported AhR ligands in aqueous media. To achieve improved solubility, we focused on our previous finding that planarity-disruption

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DNA damage and repair mechanism is vital for maintaining DNA integrity. Damage to cellular DNA is involved in mutagenesis, the development of cancer among others.

DNA损伤和修复机制对于维持DNA完整性至关重要。细胞DNA的损伤与突变、癌症发展等有关。

Cancer research has revealed that the classical model of carcinogenesis, a three step process consisting of initiation, promotion, and progression, is not complete.

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