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DMBA

CAT: 0804-HY-W011845-02Size: 100 mgDry Ice: NoHazardous: No
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CAT#:0804-HY-W011845-02Size:100 mg
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Description
DMBA has carcinogenic activity as a polycyclic aromatic hydrocarbon (PAH) . DMBA is used to induce tumor formation in various rodent models[1].
CAS Number
57-97-6
Product Name Alternative
7,12-DMBA; 7,12-Dimethylbenzanthracene
UNSPSC
12352005
Hazard Statement
H302, H350
Target
C-Myc
Type
Reference compound
Related Pathways
Apoptosis
Applications
Cancer-programmed cell death
Field of Research
Cancer
Assay Protocol
https://www.medchemexpress.com/dmba.html
Purity
99.94
Solubility
Acetone : 25 mg/mL (ultrasonic) |DMSO : 12.5 mg/mL|Ethanol : 3.33 mg/mL (ultrasonic; warming; heat to 60°C)
Smiles
CC(C1=CC=CC=C21)=C3C=CC4=CC=CC=C4C3=C2C
Molecular Formula
C20H16
Molecular Weight
256.35
Precautions
H302, H350
References & Citations
[1]Csiszar A, Balasubramanian P, Tarantini S, Yabluchanskiy A, Zhang XA, Springo Z, Benbrook D, Sonntag WE, Ungvari Z. Chemically induced carcinogenesis in rodent models of aging: assessing organismal resilience to genotoxic stressors in geroscience research. Geroscience. 2019 Apr;41 (2) :209-227. |[2]HUGGINS C, et al., Mammary cancer induced by a single feeding of polymucular hydrocarbons, and its suppression. Nature. 1961 Jan 21;189:204-7.|[3]Goerttler K, et al., Skin tumor formation in the European hamster (Cricetus cricetus L.) after topical initiation with 7,12-dimethylbenz[a]anthracene (DMBA) and promotion with 12-O-tetradecanoylphorbol-13-acetate (TPA) . Carcinogenesis. 1984 Apr;5 (4) :521-4.|[4]Saini RK, et al., Pulmonary carcinogenesis in mice with a single intratracheal instillation of 9, 10-dimethyl benz[a]anthracene. Drug Chem Toxicol. 2008;31 (4) :459-71.|[5]Gao J, et al., Microsomal expoxide hydrolase is required for 7,12-dimethylbenz[a]anthracene (DMBA) -induced immunotoxicity in mice. Toxicol Sci. 2007 Jul;98 (1) :137-44.
Shipping Conditions
Room Temperature
Storage Conditions
-20°C, 3 years; 4°C, 2 years (Powder)
Scientific Category
Reference compound1
Clinical Information
No Development Reported

Chemical Information

7,12-Dimethylbenz(a)anthracene

7,12-Dimethylbenz(a)anthracene can cause cancer according to The Environmental Protection Agency (EPA).

CAS Number57-97-6
PubChem CID6001
IUPAC Name7,12-dimethylbenzo[a]anthracene
Molecular FormulaC20H16
Molecular Weight256.3
XLogP5.8
Topological Polar Surface Area0
Hydrogen Bond Donor Count0
Hydrogen Bond Acceptor Count0
Rotatable Bond Count0
Heavy Atom Count20
Formal Charge0
Complexity346
SMILES
CC1=C2C=CC3=CC=CC=C3C2=C(C4=CC=CC=C14)C
InChI
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
InChIKey
ARSRBNBHOADGJU-UHFFFAOYSA-N
Chemical Structure
2D Structure
2D structure of 7,12-Dimethylbenz(a)anthracene
CAS: 57-97-6
CID: 6001
Formula: C20H16
MW: 256.3
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight256.3
XLogP35.8
Hydrogen Bond Donor Count0
Hydrogen Bond Acceptor Count0
Rotatable Bond Count0
Exact Mass256.125200510
Monoisotopic Mass256.125200510
Topological Polar Surface Area0 Ų
Heavy Atom Count20
Formal Charge0
Complexity346
Isotope Atom Count0
Defined Atom Stereocenter Count0
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes

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