566-27-8
Chemical Structure
7β-Hydroxycholesterol
- CAS No.: 566-27-8
- Formula:C27H46O2
- Molecular Weight:402.65
IUPAC Name: (3S,7R,8S,9S,10R,13R,14S,17R)-10,13-dimethyl-17-((R)-6-methylheptan-2-yl)-2,3,4,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthrene-3,7-diol
InChIKey: OYXZMSRRJOYLLO-KGZHIOMZSA-N
SMILES: CC(C)CCC[C@@H](C)[C@H]1CC[C@@]2([H])[C@]3([H])[C@@H](O)C=C4C[C@@H](O)CC[C@]4(C)[C@@]3([H])CC[C@]12C
Biological Activity: 7β-Hydroxycholesterol is an oxysterol that derived by the oxidation of cholesterol. 7β-hydroxycholesterol can induce cellular oxidative stress, apoptosis, and necrosis, resulting in cytotoxicity. 7β-hydroxycholesterol has antitumor activity[1][2][3][4].
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7β-Hydroxycholesterol | 99.72% | 7β-Hydroxycholesterol is an oxysterol that derived by the oxidation of cholesterol. 7β-hydroxycholesterol can induce cellular oxidative stress, apoptosis, and necrosis, resulting in cytotoxicity. 7β-hydroxycholesterol has antitumor activity. | ||||||||||||||||||||
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7β-Hydroxycholesterol (Standard) | ≥98% | 7β-Hydroxycholesterol (Standard) is the analytical standard of 7β-Hydroxycholesterol. This product is intended for research and analytical applications. 7β-Hydroxycholesterol is an oxysterol that derived by the oxidation of cholesterol. 7β-hydroxycholesterol can induce cellular oxidative stress, apoptosis, and necrosis, resulting in cytotoxicity. 7β-hydroxycholesterol has antitumor activity. | ||||||||||||||||||||
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7ß-Hydroxycholesterol-d7 | 96.73% | 7ß-Hydroxycholesterol-d7 is the deuterium labeled 7α-Hydroxycholesterol. 7β-Hydroxycholesterol is an oxysterol that derived by the oxidation of cholesterol. 7β-hydroxycholesterol can induce cellular oxidative stress, apoptosis, and necrosis, resulting in cytotoxicity. 7β-hydroxycholesterol has antitumor activity. | ||||||||||||||||||||
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References
- [1]. Lemaire S, et al. Different patterns of IL-1beta secretion, adhesion molecule expression and apoptosis induction in human endothelial cells treated with 7alpha-, 7beta-hydroxycholesterol, or 7-ketocholesterol. FEBS Lett. 1998 Dec 4;440(3):434-9. [Content Brief]
- [2]. Lizard G, et al. Characterization and comparison of the mode of cell death, apoptosis versus necrosis, induced by 7beta-hydroxycholesterol and 7-ketocholesterol in the cells of the vascular wall. Arterioscler Thromb Vasc Biol. 1999 May;19(5):1190-200. [Content Brief]
- [3]. Roussi S, et al. Different apoptotic mechanisms are involved in the antiproliferative effects of 7beta-hydroxysitosterol and 7beta-hydroxycholesterol in human colon cancer cells. Cell Death Differ. 2005 Feb;12(2):128-35. [Content Brief]
- [4]. Anne Vejux, et al. 7-Ketocholesterol and 7β-hydroxycholesterol: In vitro and animal models used to characterize their activities and to identify molecules preventing their toxicity. Biochem Pharmacol. 2020 Mar;173:113648. [Content Brief]
