Date published: 2025-10-17

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5-Methylchrysene (CAS 3697-24-3)

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Application:
5-Methylchrysene is a methylated chrysene that acts as an Aryl Hydrocarbon Receptor (AhR) activator
CAS Number:
3697-24-3
Molecular Weight:
242.31
Molecular Formula:
C19H14
Supplemental Information:
This is classified as a Dangerous Good for transport and may be subject to additional shipping charges.
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
* Refer to Certificate of Analysis for lot specific data.

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5-Methylchrysene is a polycyclic aromatic hydrocarbon that functions as a potent carcinogen in experimental applications. It exerts its mechanism of action by binding to DNA, leading to the formation of DNA adducts. This binding can result in mutations and DNA damage, ultimately contributing to the development of cancer. 5-Methylchrysene may induce oxidative stress and inflammation, further promoting carcinogenesis. Its ability to disrupt normal cellular processes and promote genetic instability may be a significant factor in cancer, providing insights into the mechanisms of tumor initiation and progression. Its role in inducing DNA damage and promoting tumor development may be valuable for understanding the molecular basis of cancer.


5-Methylchrysene (CAS 3697-24-3) References

  1. Comparative metabolism of chrysene and 5-methylchrysene by rat and rainbow trout liver microsomes.  |  Shappell, NW., et al. 2003. Toxicol Sci. 72: 260-6. PMID: 12655039
  2. PI-3K and Akt are mediators of AP-1 induction by 5-MCDE in mouse epidermal Cl41 cells.  |  Li, J., et al. 2004. J Cell Biol. 165: 77-86. PMID: 15067018
  3. Metabolism of chrysene, 5-methylchrysene, 6-methylchrysene and 5,6-dimethylchrysene in rat liver cytosol, in vitro, and in rat subcutaneous tissue, in vivo.  |  Myers, SR. and Flesher, JW. 1991. Chem Biol Interact. 77: 203-21. PMID: 1991338
  4. Comparative tumorigenicity in newborn mice of chrysene- and 5-alkylchrysene-1,2-diol-3,4-epoxides.  |  Amin, S., et al. 1991. Cancer Lett. 58: 115-8. PMID: 2049777
  5. Mutational specificity of the anti 1,2-dihydrodiol 3,4-epoxide of 5-methylchrysene.  |  Bigger, CA., et al. 1990. Carcinogenesis. 11: 2263-5. PMID: 2176139
  6. Metabolism of an Alkylated Polycyclic Aromatic Hydrocarbon 5-Methylchrysene in Human Hepatoma (HepG2) Cells.  |  Huang, M., et al. 2015. Chem Res Toxicol. 28: 2045-58. PMID: 26395544
  7. Conformations of complexes derived from the interactions of two stereoisomeric bay-region 5-methylchrysene diol epoxides with DNA.  |  Kim, MH., et al. 1986. J Biomol Struct Dyn. 3: 949-65. PMID: 3271420
  8. Effects of 6-nitro substitution on 5-methylchrysene tumorigenicity, mutagenicity and metabolism.  |  el-Bayoumy, K., et al. 1986. Carcinogenesis. 7: 673-6. PMID: 3509952
  9. Tumorigenicity of 5-methylchrysene dihydrodiols and dihydrodiol epoxides in newborn mice and on mouse skin.  |  Hecht, SS., et al. 1985. Cancer Res. 45: 1449-52. PMID: 3838497
  10. Comparative metabolic activation in mouse skin of the weak carcinogen 6-methylchrysene and the strong carcinogen 5-methylchrysene.  |  Amin, S., et al. 1985. Cancer Res. 45: 6406-42. PMID: 4063989
  11. Influence of bay-region methyl group on formation of 5-methylchrysene dihydrodiol epoxide:DNA adducts in mouse skin.  |  Melikian, AA., et al. 1982. Cancer Res. 42: 1239-42. PMID: 7060000
  12. Tumor multiplicity, DNA adducts and K-ras mutation pattern of 5-methylchrysene in strain A/J mouse lung.  |  You, L., et al. 1994. Carcinogenesis. 15: 2613-8. PMID: 7955114
  13. Comparative mouse skin tumorigenicity and induction of Ha-ras mutations by bay region diol epoxides of 5-methylchrysene and 5,6-dimethylchrysene.  |  Hecht, SS., et al. 1998. Carcinogenesis. 19: 157-60. PMID: 9472707

Ordering Information

Product NameCatalog #UNITPriceQtyFAVORITES

5-Methylchrysene, 10 mg

sc-233414
10 mg
$474.00