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:
产品名称
7,12-二甲基苯并[a]蒽, ≥95%
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
Quality Level
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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。
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。
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
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)
DMBA acts on cumulus cells to desynchronize nuclear and cytoplasmic maturation of pig oocytes
Song ZQ, et al.
Scientific reports, 7(1), 1687-1687 (2017)
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)
Yohko Kohno et al.
Oral oncology, 38(3), 274-280 (2002-04-30)
Disruption of the homeostatic balance between proliferation and apoptosis is widely believed to contribute to human oral carcinogenesis. Using the Syrian hamster oral cancer model, we examined normal, hyperplastic, dysplastic and malignant oral epithelium for the fraction of apoptotic, proliferating
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