77058-74-3
Chemical Structure
(24S,25)-Epoxycholesterol
- CAS No.: 77058-74-3
- Formula:C27H44O2
- Molecular Weight:400.64
IUPAC Name: (3S,8S,9S,10R,13R,14S,17R)-17-((R)-4-((S)-3,3-dimethyloxiran-2-yl)butan-2-yl)-10,13-dimethyl-2,3,4,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-3-ol
InChIKey: OSENKJZWYQXHBN-XVYZBDJZSA-N
SMILES: C[C@@]12[C@](CC[C@]2([H])[C@H](C)CC[C@H]3C(C)(O3)C)([H])[C@@]4([H])[C@@](CC1)([H])[C@@]5(C(C[C@H](CC5)O)=CC4)C
Biological Activity: 24S,25-Epoxycholesterol is an agonist for Liver X Receptor (LXR). 24S,25-Epoxycholesterol exhibits properties in regulating the cholesterol efflux[1], inhibiting tumor growth against gastric cancer and glioblastoma[2][3] and inducing apoptosis in BMMC cells[5].
| Cat. No. | Product Name | Purity | Description | Pricing | |||||||||||||||||||
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(24S,25)-Epoxycholesterol | 98.1% | 24S,25-Epoxycholesterol is an agonist for Liver X Receptor (LXR). 24S,25-Epoxycholesterol exhibits properties in regulating the cholesterol efflux, inhibiting tumor growth against gastric cancer and glioblastoma and inducing apoptosis in BMMC cells. | ||||||||||||||||||||
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References
- [1]. Beyea MM, et al., Selective up-regulation of LXR-regulated genes ABCA1, ABCG1, and APOE in macrophages through increased endogenous synthesis of 24(S),25-epoxycholesterol. J Biol Chem. 2007 Feb 23;282(8):5207-16. [Content Brief]
- [2]. Guo F, et al., Upregulation of 24(R/S),25-epoxycholesterol and 27-hydroxycholesterol suppresses the proliferation and migration of gastric cancer cells. Biochem Biophys Res Commun. 2018 Oct 12;504(4):892-898. [Content Brief]
- [3]. Nguyen TP, et al., Selective and brain-penetrant lanosterol synthase inhibitors target glioma stem-like cells by inducing 24(S),25-epoxycholesterol production. Cell Chem Biol. 2023 Feb 16;30(2):214-229.e18. [Content Brief]
- [5]. Fukunaga M, et al., Mast cell death induced by 24(S),25-epoxycholesterol. Exp Cell Res. 2010 Nov 15;316(19):3272-81. [Content Brief]
