7,12-Dimethylbenz[a]anthracene (Synonyms: DMBA) |
| カタログ番号GC46733 |
7,12-ジメチルベンズ[a]アントラセンは、多環芳香族炭化水素 (PAH) として発がん性があります。 7,12-ジメチルベンズ[a]アントラセンは、さまざまなげっ歯類モデルで腫瘍形成を誘発するために使用されます。
Products are for research use only. Not for human use. We do not sell to patients.
![7,12-Dimethylbenz[a]anthracene 化学構造](/media/struct/GC4/GC46733.png "7,12-Dimethylbenz[a]anthracene 化学構造")
Cas No.: 57-97-6
Sample solution is provided at 25 µL, 10mM.
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7,12-Dimethylbenz[a]anthracene is an immunosuppressor as well as a potent organ-specific carcinogen.Co-treatment of 7,12‑dimethylbenz[a]anthracene with 12-O-tetradecanoylphorbol-13-acetate (TPA) promotes tumor growth in certain two-stage carcinogenesis models[1].
7,12-Dimethylbenz[a]anthracene (1μM; 4h) increased the expression of CCL20, IL-36γ, and p19 in NHKCs[2]. 7,12-Dimethylbenz[a]anthracene (20μM; 24 and 44h) inhibited the expansion of cumulus cells at 24 hours and promoted the separation of cumulus cells from oocytes at 44 hours,induces sharp ROS rise[3].
7,12-Dimethylbenz[a]anthracene (1mg/kg; po; 6weeks) exposure enhanced the activation of EGFR, ErbB2, Akt, and Erk in the premalignant mammary tissues [4]. After treatment with 7,12-Dimethylbenz[a]anthracene (20μg/ml; 24h), the expression of E-CAD was decreased and the expression of α-SMA was increased in MCF10A cells[5].7,12-Dimethylbenz[a]anthracene (50mg/kg; po; 4weeks) induced elevation in PGE2 levels of tumors [6].
References:
[1].Sung YM, He G, Fischer SM. Lack of expression of the EP2 but not EP3 receptor for prostaglandin E2 results in suppression of skin tumor development. Cancer Res. 2005 Oct 15;65(20):9304-11.
[2].Sato Y, Fujimura T, Hidaka T, Lyu C, Tanita K, Matsushita S, Yamamoto M, Aiba S. Possible Roles of Proinflammatory Signaling in Keratinocytes Through Aryl Hydrocarbon Receptor Ligands for the Development of Squamous Cell Carcinoma. Front Immunol. 2020 Oct 16;11:534323
[3].Song ZQ, Li X, Wang YK, Du ZQ, Yang CX. 7,12-DIMETHYLBENZ[Α]ANTHRACENE acts on cumulus cells to desynchronize nuclear and cytoplasmic maturation of pig oocytes. Sci Rep. 2017 May 10;7(1):1687.
[4].Ma Z, Kim YM, Howard EW, Feng X, Kosanke SD, Yang S, Jiang Y, Parris AB, Cao X, Li S, Yang X. 7,12-DIMETHYLBENZ[Α]ANTHRACENE promotes ErbB2 mediated carcinogenesis via ErbB2 and estrogen receptor pathway activation and genomic instability. Oncol Rep. 2018 Sep;40(3):1632-1640.
[5].Liu G, Lim D, Cai Z, Ding W, Tian Z, Dong C, Zhang F, Guo G, Wang X, Zhou P, Feng Z. The Valproate Mediates Radio-Bidirectional Regulation Through RFWD3-Dependent Ubiquitination on Rad51. Front Oncol. 2021 Mar 25;11:646256.
[6].Karimi B, Ashrafi M, Shomali T, Yektaseresht A. Therapeutic effect of simvastatin on 7,12-DIMETHYLBENZ[Α]ANTHRACENE-induced breast cancer in mice. Fundam Clin Pharmacol. 2019 Feb;33(1):84-93.
| Cell experiment [1]: | |
|
Cell lines |
Normal human epidermal keratinocytes |
|
Preparation Method |
Normal human epidermal keratinocytes were treated with 7,12-Dimethylbenz[a]anthracene 1μM for 4hours. |
|
Reaction Conditions |
7,12-Dimethylbenz[a]anthracene:1μM; 4hours. |
|
Applications |
7,12-Dimethylbenz[a]anthracene augmented the expression of CYP1A1 as well as CCL20, p19, and IL-36γ mRNA . There was no significant increase in p40 and IL-36β mRNA expression . |
| Animal experiment [2]: | |
|
Animal models |
Mammary tumor Modle |
|
Preparation Method |
All experiments were performed using female Sprague-Dawley rats. The animals were 50 days old, weighed 140-150g when fed a hydrocarbon diet and were free of respiratory disease. 2 g of 7,12-Dimethylbenzanthracene (DMBA) was dissolved in 100 ml of sesame oil and gently warmed. The solution was dripped into the stomach through a soft rubber catheter and the administration was only once. |
|
Dosage form |
7,12-Dimethylbenz[a]anthracene: 15, 20mg/each; po;1 time |
|
Applications |
Rats fed 7,12-Dimethylbenz[a]anthracene had detectable tumors within 150 days, sexual cycles occurred every 4-15 days, 7,12-Dimethylbenz[a]anthracene induced cancer and leukopenia, and caused a temporary cessation of body growth, but did not cause a significant decrease in pituitary gonadotropin production or ovarian function. |
|
References: [1]. Sato Y, Fujimura T, Hidaka T, Lyu C, Tanita K, Matsushita S, Yamamoto M, Aiba S. Possible Roles of Proinflammatory Signaling in Keratinocytes Through Aryl Hydrocarbon Receptor Ligands for the Development of Squamous Cell Carcinoma. Front Immunol. 2020 Oct 16;11:534323. [2]. Huggins C, Grand L C, Brillantes F P. Mammary cancer induced by a single feeding of polynuclear hydrocarbons, and its suppression[J]. Nature, 1961, 189(4760): 204-207. |
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| Cas No. | 57-97-6 | SDF | |
| 同義語 | DMBA | ||
| Canonical SMILES | CC1=C2C=CC=CC2=C(C)C3=C4C(C=CC=C4)=CC=C13 | ||
| Formula | C20H16 | M.Wt | 256.3 |
| 溶解度 | DMF: 20 mg/ml,DMSO: 10 mg/ml | Storage | Store at -20°C |
| General tips | Please select the appropriate solvent to prepare the stock solution according to the
solubility of the product in different solvents; once the solution is prepared, please store it in
separate packages to avoid product failure caused by repeated freezing and thawing.Storage method
and period of the stock solution: When stored at -80°C, please use it within 6 months; when stored
at -20°C, please use it within 1 month. To increase solubility, heat the tube to 37°C and then oscillate in an ultrasonic bath for some time. |
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| Shipping Condition | Evaluation sample solution: shipped with blue ice. All other sizes available: with RT, or with Blue Ice upon request. | ||
| Prepare stock solution | |||
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1 mg | 5 mg | 10 mg |
| 1 mM | 3.9017 mL | 19.5084 mL | 39.0168 mL |
| 5 mM | 0.7803 mL | 3.9017 mL | 7.8034 mL |
| 10 mM | 0.3902 mL | 1.9508 mL | 3.9017 mL |
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Method for preparing in vivo formulation: Take μL DMSO master liquid, next add μL Corn oil, mix and clarify.
Note: 1. Please make sure the liquid is clear before adding the next solvent.
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Quality Control & SDS
- View current batch:
- Purity: >99.00%
- COA (Certificate Of Analysis)
- SDS (Safety Data Sheet)
- Datasheet
Average Rating: 5 (Based on Reviews and 32 reference(s) in Google Scholar.)
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