D3254
7,12-二甲基苯并[a]蒽
≥95%
别名:
1,4-二甲基-2,3-苯并菲, 9,10-二甲基-1,2-苯并蒽, DMBA
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关于此项目
经验公式（希尔记法）:
C20H16
化学文摘社编号:
分子量:
256.34
UNSPSC Code:
12352200
NACRES:
NA.25
PubChem Substance ID:
EC Number:
200-359-5
Beilstein/REAXYS Number:
1912135
MDL number:
InChI key
ARSRBNBHOADGJU-UHFFFAOYSA-N
InChI
1S/C20H16/c1-13-16-8-5-6-9-17(16)14(2)20-18(13)12-11-15-7-3-4-10-19(15)20/h3-12H,1-2H3
SMILES string
Cc1c2ccccc2c(C)c3c1ccc4ccccc34
assay
≥95%
form
powder
mp
122-123 °C (lit.)
application(s)
metabolomics
vitamins, nutraceuticals, and natural products
General description
7,12-二甲基苯并[a]蒽属于多环芳烃类物质。它是一种由汽油和煤的不完全燃烧产生的致癌性有机污染物。
Application
7,12-二甲基苯并[a]蒽用于：
- 研究黑升麻(CR)提取物对7,12-二甲基苯并[a]蒽诱导的哺乳动物肿瘤生长的影响
- 作为启动剂诱发CD-1小鼠模型的皮肤癌，用于进行4种红酒多酚的抗癌特性比较
- 诱发上皮细胞癌变，以便研究叙利亚仓鼠颊囊的正常、增生、发育不良和恶性口腔上皮细胞的凋亡、增殖和p12doc-1特性
- 诱发乳腺肿瘤，用于探究大鼠肝脏中他莫昔芬引起的三酰甘油积聚的成因和预防
Biochem/physiol Actions
7,12-二甲基苯并[a]蒽具有细胞毒性，属于致癌物质。它可造成肾上腺的选择性坏死和出血，并对血浆碱性磷酸酶水平具有抑制作用。这些伤害作用都是因为它能通过将电子供给适合的电子受体，形成电荷转移复合物。
signalword
Danger
hcodes
Hazard Classifications
Acute Tox. 4 Oral - Carc. 1B
存储类别
6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects
wgk
WGK 3
ppe
Eyeshields, Faceshields, Gloves, type P3 (EN 143) respirator cartridges
A comparison of the anticarcinogenic properties of four red wine polyphenols
Soleas GJ, et al.
Clinical Biochemistry, 35(2), 119-124 (2002)
Steroid receptor coactivators, HER-2 and HER-3 expression is stimulated by tamoxifen treatment in DMBA-induced breast cancer
Moi LLH, et al.
BMC Cancer, 12(1), 247-247 (2012)
C HUGGINS et al.
The Journal of experimental medicine, 114, 741-760 (1961-11-01)
Invariably in every normal rat a single dose of 7, 12-dimethylbenz(a)anthracene, by mouth or injected in a vein, was found to cause apoplexy and massive necrosis in the inner zones of the adrenal cortex; the zona glomerulosa, the adrenal medulla
Sequential expression of inducible nitric oxide synthase and cyclooxygenase-2 during DMBA-induced hamster buccal pouch carcinogenesis
Kim SA, et al.
In Vivo, 18(5), 609-614 (2004)
Regio-and stereoselective metabolism of 7, 12-dimethylbenz [a] anthracene by Mycobacterium vanbaalenii PYR-1
Moody JD, et al.
Applied and Environmental Microbiology, 69(7), 3924-3931 (2003)
商品
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