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Cholesterol 5β,6β-epoxide (CAS 4025-59-6)

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Alternate Names:
5β,6β-Epoxycholestan-3β-ol
Application:
Cholesterol 5β,6β-epoxide is an oxysterol produced as an oxidation product of cholesterol
CAS Number:
4025-59-6
Molecular Weight:
402.65
Molecular Formula:
C27H46O2
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
* Refer to Certificate of Analysis for lot specific data.

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Cholesterol 5β,6β-epoxide is a compound that is of significant interest in biochemical research, specifically in the study of lipid oxidation mechanisms. It serves as an important tool in understanding the oxidative stress pathways that involve cholesterol and its derivatives, which are critical components of cell membranes. Researchers utilize this epoxide to investigate the enzymatic pathways responsible for the metabolism of cholesterol oxides, as well as the potential cellular responses to oxidative damage. The study of Cholesterol 5β,6β-epoxide also contributes to the broader research on lipid peroxidation and its implications for cellular aging and the integrity of cellular structures. Moreover, this compound is used to elucidate the effects of oxidized cholesterol in various biological systems, providing insights into the complex interplay between lipids and cellular health.


Cholesterol 5β,6β-epoxide (CAS 4025-59-6) References

  1. Comparative study of the cytotoxicity and apoptosis-inducing potential of commonly occurring oxysterols.  |  O'Callaghan, YC., et al. 2001. Cell Biol Toxicol. 17: 127-37. PMID: 11499696
  2. Toxicity of cholesterol oxidation products to Caco-2 and HepG2 cells: modulatory effects of alpha- and gamma-tocopherol.  |  O'Sullivan, AJ., et al. 2003. J Appl Toxicol. 23: 191-7. PMID: 12794941
  3. Cholesterol oxidation in meat-based baby foods.  |  Evangelisti, F., et al. 2004. J AOAC Int. 87: 505-10. PMID: 15164848
  4. Comparison of the apoptotic processes induced by the oxysterols 7beta-hydroxycholesterol and cholesterol-5beta,6beta-epoxide.  |  Ryan, L., et al. 2004. Cell Biol Toxicol. 20: 313-23. PMID: 15685934
  5. Comparison of the cytotoxic, pro-oxidant and pro-inflammatory characteristics of different oxysterols.  |  Lemaire-Ewing, S., et al. 2005. Cell Biol Toxicol. 21: 97-114. PMID: 16142584
  6. The role of the mitochondria in apoptosis induced by 7beta-hydroxycholesterol and cholesterol-5beta,6beta-epoxide.  |  Ryan, L., et al. 2005. Br J Nutr. 94: 519-25. PMID: 16197575
  7. Involvement of calcium in 7beta -hydroxycholesterol and cholesterol-5beta,6beta -epoxide-induced apoptosis.  |  Ryan, L., et al. 2006. Int J Toxicol. 25: 35-9. PMID: 16510355
  8. Death-signaling pathways in human myeloid cells by oxLDL and its cytotoxic components 7beta-hydroxycholesterol and cholesterol-5beta,6beta-epoxide.  |  Lordan, S., et al. 2007. J Biochem Mol Toxicol. 21: 362-72. PMID: 17994574
  9. Involvement of Fas signalling in 7beta-hydroxycholesterol-and cholesterol-5beta,6beta-epoxide-induced apoptosis.  |  Lordan, S., et al. 2008. Int J Toxicol. 27: 279-85. PMID: 18569169
  10. The role of calcium in apoptosis induced by 7beta-hydroxycholesterol and cholesterol-5beta,6beta-epoxide.  |  Lordan, S., et al. 2009. J Biochem Mol Toxicol. 23: 324-32. PMID: 19827036
  11. Mutagenic characterization of cholesterol epoxides in Chinese hamster V79 cells.  |  Peterson, AR., et al. 1988. Mutat Res. 203: 355-66. PMID: 3173386
  12. Plasma oxysterol levels in luminal subtype breast cancer patients are associated with clinical data.  |  Kloudova-Spalenkova, A., et al. 2020. J Steroid Biochem Mol Biol. 197: 105566. PMID: 31874216
  13. Analysis of plasma cholesterol oxidation products using gas- and high-performance liquid chromatography/mass spectrometry.  |  Sevanian, A., et al. 1994. Free Radic Biol Med. 17: 397-409. PMID: 7835746

Ordering Information

Product NameCatalog #UNITPriceQtyFAVORITES

Cholesterol 5β,6β-epoxide, 10 mg

sc-214688
10 mg
$79.00

Cholesterol 5β,6β-epoxide, 50 mg

sc-214688A
50 mg
$287.00