Product Name :
24(S),25-Epoxycholesterol (CAS 77058-74-3)

Synonym :

Application :
24(S),25-Epoxycholesterol is an endogenous agonist for the nuclear receptor LXR.

CAS:
77058-74-3

Purity:

Molecular Weight:
400.6

Formula :
C27H44O2

Physical state:
Solid

solubility :

Shipping Condition :
Store at -20° C

Melting point:

SMILES:
C[C@H](CC[C@H]1C(O1)(C)C)[C@H]2CC[C@@H]3[C@@]2(CC[C@H]4[C@H]3CC=C5[C@@]4(CC[C@@H](C5)O)C)C

References:
:Enhanced synthesis of the oxysterol 24(S),25-epoxycholesterol in macrophages by inhibitors of 2,3-oxidosqualene:lanosterol cyclase: a novel mechanism for the attenuation of foam cell formation. | Rowe, AH., et al. 2003. Circ Res. 93: 717-25. PMID: 14512442Selective up-regulation of LXR-regulated genes ABCA1, ABCG1, and APOE in macrophages through increased endogenous synthesis of 24(S),25-epoxycholesterol. | Beyea, MM., et al. 2007. J Biol Chem. 282: 5207-16. PMID: 17186944Synthesis of the oxysterol, 24(S), 25-epoxycholesterol, parallels cholesterol production and may protect against cellular accumulation of newly-synthesized cholesterol.Formula of 2611225-93-3 | Wong, J.Gaboxadol (hydrochloride) site , et al.PMID:33733444 2007. Lipids Health Dis. 6: 10. PMID: 17408498Endogenous 24(S),25-epoxycholesterol fine-tunes acute control of cellular cholesterol homeostasis. | Wong, J., et al. 2008. J Biol Chem. 283: 700-7. PMID: 1798180724(S),25-epoxycholesterol: a messenger for cholesterol homeostasis. | Brown, AJ. 2009. Int J Biochem Cell Biol. 41: 744-7. PMID: 18725318Mast cell death induced by 24(S),25-epoxycholesterol. | Fukunaga, M., et al. 2010. Exp Cell Res. 316: 3272-81. PMID: 20854813The endogenous regulator 24(S),25-epoxycholesterol inhibits cholesterol synthesis at DHCR24 (Seladin-1). | Zerenturk, EJ., et al. 2012. Biochim Biophys Acta. 1821: 1269-77. PMID: 22178193The oxysterol 24(s),25-epoxycholesterol attenuates human smooth muscle-derived foam cell formation via reduced low-density lipoprotein uptake and enhanced cholesterol efflux. | Beyea, MM., et al. 2012. J Am Heart Assoc. 1: e000810. PMID: 2313013624S,25-Epoxycholesterol in mouse and rat brain. | Wang, Y., et al. 2014. Biochem Biophys Res Commun. 449: 229-34. PMID: 24832732Upregulation of 24(R/S),25-epoxycholesterol and 27-hydroxycholesterol suppresses the proliferation and migration of gastric cancer cells. | Guo, F., et al. 2018. Biochem Biophys Res Commun. 504: 892-898. PMID: 3022406024(S),25-Epoxycholesterol and cholesterol 24S-hydroxylase (CYP46A1) overexpression promote midbrain dopaminergic neurogenesis in vivo. | Theofilopoulos, S., et al. 2019. J Biol Chem. 294: 4169-4176. PMID: 30655290Requirement for 24(S),25-epoxycholesterol for the viability of cultured fibroblasts. | Sinensky, M., et al. 1987. Exp Cell Res. 171: 492-7. PMID: 3622642Selective and brain-penetrant lanosterol synthase inhibitors target glioma stem-like cells by inducing 24(S),25-epoxycholesterol production. | Nguyen, TP., et al. 2023. Cell Chem Biol. 30: 214-229.e18. PMID: 36758549Identification of regulatory oxysterols, 24(S),25-epoxycholesterol and 25-hydroxycholesterol, in cultured fibroblasts. | Saucier, SE., et al. 1985. J Biol Chem. 260: 14571-9. PMID: 4055791Hepatic uptake and metabolism of ingested 24-hydroxycholesterol and 24(S),25-epoxycholesterol. | Saucier, SE., et al. 1993. Biochim Biophys Acta. 1166: 115-23. PMID: 8431485