For research use only. Not for therapeutic Use.
Cholesterol 5beta,6beta-epoxide is an oxidative metabolite of cholesterol formed by free-radical and non-radical oxidation of cholesterol at the 5,6 double bond. Induces lactate dehydrogenase (LDH) release and apoptosis in macrophage-differentiated U937 cells. Cholesterol 5beta,6beta-epoxide has been found in human fatty streaks and advanced atherosclerotic lesions, but not in normal aortic tissue[1][2][3].
| Catalog Number | I041807 |
| CAS Number | 4025-59-6 |
| Synonyms | (1S,2R,5S,7S,9S,11S,12S,15R,16R)-2,16-dimethyl-15-[(2R)-6-methylheptan-2-yl]-8-oxapentacyclo[9.7.0.02,7.07,9.012,16]octadecan-5-ol |
| Molecular Formula | C27H46O2 |
| Purity | ≥95% |
| InChI | InChI=1S/C27H46O2/c1-17(2)7-6-8-18(3)21-9-10-22-20-15-24-27(29-24)16-19(28)11-14-26(27,5)23(20)12-13-25(21,22)4/h17-24,28H,6-16H2,1-5H3/t18-,19+,20+,21-,22+,23+,24+,25-,26-,27-/m1/s1 |
| InChIKey | PRYIJAGAEJZDBO-YHMDZATGSA-N |
| SMILES | CC(C)CCCC(C)C1CCC2C1(CCC3C2CC4C5(C3(CCC(C5)O)C)O4)C |
| Reference | [1]. Pulfer M K, et al. Formation of biologically active oxysterols during ozonolysis of cholesterol present in lung surfactant[J]. Journal of Biological Chemistry, 2004, 279(25): 26331-26338. [2]. Aringer L, et al. Formation and metabolism in vitro of 5, 6-epoxides of cholesterol and 尾-sitosterol[J]. Journal of Lipid Research, 1974, 15(4): 389-398. [3]. Garcia-Cruset S, et al. Oxysterol profiles of normal human arteries, fatty streaks and advanced lesions. Free Radic Res. 2001 Jul;35(1):31-41. |
