Molecular structure of 7-Ketocholesterol, CAS Number: 566-28-9
7-Ketocholesterol (CAS 566-28-9)
See product citations (5)
Alternate Names:
(3β)-3-Hydroxycholest-5-en-7-one; 7-oxo Cholesterol
Application:
7-Ketocholesterol is a metabolite of Cholesterol
CAS Number:
566-28-9
Purity:
98%
Molecular Weight:
400.64
Molecular Formula:
C27H44O2
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
* Refer to Certificate of Analysis for lot specific data.
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SDS & Certificate of Analysis
7-Ketocholesterol, also known as 7-oxocholesterol, is a derivative of cholesterol. It is naturally produced in the body through the oxidation of cholesterol by the enzyme cholesterol 7α-hydroxylase. 7-Ketocholesterol can also be formed during the oxidation of cholesterol by reactive oxygen species or by exposure to ultraviolet light. 7-ketocholesterol is often used as a biomarker for oxidative stress and lipid peroxidation.
7-Ketocholesterol (CAS 566-28-9) References
- 7-Ketocholesterol induces P-glycoprotein through PI3K/mTOR signaling in hepatoma cells. | Wang, SF., et al. 2013. Biochem Pharmacol. 86: 548-60. PMID: 23792120
- 7-ketocholesterol-induced caspase-mediated apoptosis in Saccharomyces cerevisiae. | Yue, Q., et al. 2013. FEMS Yeast Res. 13: 796-803. PMID: 24028627
- 7-Ketocholesterol and 5,6-secosterol induce human endothelial cell dysfunction by differential mechanisms. | Luchetti, F., et al. 2015. Steroids. 99: 204-11. PMID: 25697053
- Plasma 7-ketocholesterol levels and the risk of incident cardiovascular events. | Wang, M., et al. 2017. Heart. 103: 1788-1794. PMID: 28490621
- 7-ketocholesterol and 27-hydroxycholesterol decreased doxorubicin sensitivity in breast cancer cells: estrogenic activity and mTOR pathway. | Wang, CW., et al. 2017. Oncotarget. 8: 66033-66050. PMID: 29029490
- 7-Ketocholesterol enhances leukocyte adhesion to endothelial cells via p38MAPK pathway. | Tani, M., et al. 2018. PLoS One. 13: e0200499. PMID: 30063760
- Mutagenicity of 7-ketocholesterol in CHO cells: The role of lipid peroxidation. | Wang, X., et al. 2020. Toxicology. 446: 152587. PMID: 33017620
- 7-ketocholesterol induces endothelial-mesenchymal transition and promotes fibrosis: implications in neovascular age-related macular degeneration and treatment. | Wang, H., et al. 2021. Angiogenesis. 24: 583-595. PMID: 33646466
- 7-ketocholesterol enhances autophagy via the ROS-TFEB signaling pathway in osteoclasts. | Sul, OJ., et al. 2021. J Nutr Biochem. 96: 108783. PMID: 34023424
- 7-Ketocholesterol Induces Lipid Metabolic Reprogramming and Enhances Cholesterol Ester Accumulation in Cardiac Cells. | Cheng, ML., et al. 2021. Cells. 10: PMID: 34944104
- 7-Ketocholesterol-Induced Micro-RNA-107-5p Increases Number and Activity of Osteoclasts by Targeting MKP1. | Li, G., et al. 2022. Int J Mol Sci. 23: PMID: 35409056
- Dietary 7-ketocholesterol exacerbates myocardial ischemia-reperfusion injury in mice through monocyte/macrophage-mediated inflammation. | Uchikawa, T., et al. 2022. Sci Rep. 12: 14902. PMID: 36050346
- 7-Ketocholesterol Induces Oxiapoptophagy and Inhibits Osteogenic Differentiation in MC3T3-E1 Cells. | Ouyang, J., et al. 2022. Cells. 11: PMID: 36139457
- A Dietary Oxysterol, 7-Ketocholesterol, Exacerbates Imiquimod-Induced Psoriasis-like Dermatitis in Steatohepatitic Mice. | Saga, A., et al. 2022. Int J Mol Sci. 23: PMID: 36555497
Inhibitor of:
ERRα, and SREBP-2.Activator of:
3β-HSD4, CYP51A1, ORP-1, and RORα.Ordering Information
| Product Name | Catalog # | UNIT | Price | Qty | FAVORITES | |
7-Ketocholesterol, 5 mg | sc-210630 | 5 mg | $99.00 |