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216267

Sigma-Aldrich

7,12-Dimethylbenz[a]anthracene

≥98%

Synonym(s):

1,4-Dimethyl-2,3-benzophenanthrene, 9,10-Dimethyl-1,2-benzanthracene, DMBA

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About This Item

Empirical Formula (Hill Notation):
C20H16
CAS Number:
57-97-6
Molecular Weight:
256.34
Beilstein/REAXYS Number:
1912135
EC Number:
200-359-5
MDL number:
MFCD00003600
UNSPSC Code:
12352103
PubChem Substance ID:
329752186

assay

≥98%

mp

122-123 °C (lit.)

SMILES string

Cc1c2ccccc2c(C)c3c1ccc4ccccc34

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

InChI key

ARSRBNBHOADGJU-UHFFFAOYSA-N

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Application

One of the most potent carcinogenic polycyclic aromatic hydrocarbons.

replaced by

Product No.
Description
Pricing

pictograms

Health hazardExclamation mark
GHS08,GHS07

signalword

Danger

hcodes

H302,H350

Hazard Classifications

Acute Tox. 4 Oral - Carc. 1B

Storage Class

6.1D - Non-combustible acute toxic Cat.3 / toxic hazardous materials or hazardous materials causing chronic effects

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Faceshields, Gloves, type P3 (EN 143) respirator cartridges

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Certificates of Analysis (COA)

Lot/Batch Number
11589MG
10230CO
09924LZ
09620JX
09516HS

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A Garg et al.
International journal of oncology, 3(2), 185-189 (1993-08-01)
The ability of the mammary procarcinogen 7,12-dimethylbenz(a)anthracene (DMBA) to induce the expression of selected molecular and cellular biomarkers for preneoplastic transformation is examined in a newly developed, immortalized but nontumorigenic mammary epithelial cell line C57/MG. This cell line is established
J DiGiovanni et al.
Drug metabolism reviews, 11(1), 61-101 (1980-01-01)
As the result of rapidly developing technological advances, our understanding of the biotransformation and bioactivation of 7, 12-DMBA has increased markedly in recent years. In terms of the metabolic conversion of this polynuclear aromatic hydrocarbon to reactive mutagen/carcinogens, the "bay
Ramar Perumal Samy et al.
PloS one, 7(12), e48514-e48514 (2013-01-04)
Breast cancer is the most common cancer among women. To date, improvements in hormonal and cytotoxic therapies have not yet led to a sustained remission or cure. In the present study, we investigated the in vitro and in vivo antitumor
Anthony J Apostoli et al.
International journal of cancer, 134(5), 1055-1066 (2013-08-13)
Breast cancer is the leading cause of new cancer diagnoses among women. Using peroxisome proliferator-activated receptor (PPAR)γ((+/-)) mice, we showed normal expression of PPARγ was critical to stop 7,12-dimethylbenz[a]anthracene (DMBA)-induced breast tumorigenesis. PPARγ is expressed in many breast cell types
E Hallberg
Journal of biochemical toxicology, 5(2), 71-90 (1990-01-01)
The adrenal cortex contains high amounts of detoxifying enzymes, as well as generators and protectors of reactive oxygen species. The high content of cytochrome P-450 enzymes in the adrenal cortex together with its remarkable tendency to accumulate hydrophobic substances probably
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