Home>>Signaling Pathways>> Ox Stress Reagents>> Lipid Peroxidation>>5β,6β-epoxy Cholestanol

5β,6β-epoxy Cholestanol

(Synonyms: 胆固醇5Β,6Β-环氧化物,NSC 148940) 目录号 : GC40418

An oxidative metabolite of cholesterol

5β,6β-epoxy Cholestanol Chemical Structure

Cas No.:4025-59-6

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10mg
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100mg
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Sample solution is provided at 25 µL, 10mM.

Description

5β,6β-epoxy Cholestanol is an oxidative metabolite of cholesterol that is formed via radical and non-radical oxidation of cholesterol at the 5,6-double bond.[1] [2] It induces release of lactate dehydrogenase (LDH) and apoptosis in macrophage-differentiated U937 cells.[3]  5β,6β-epoxy Cholestanol has been found in human fatty streaks and advanced atherosclerotic lesions but is not present in normal aortic tissue.[4]

Reference:
[1]. Pulfer, M.K., and Murphy, R.C. Formation of biologically active oxysterols during ozonolysis of cholesterol present in lung surfactant. The Journal of Biological Chemisty 279(25), 26331-26338 (2004).
[2]. Aringer, L., and Eneroth, P. Formation and metabolism in vitro of 5,6-epoxides of cholesterol and β-sitosterol. J. Lipid Res. 15(4), 389-398 (1974).
[3]. Lordan, S., O'Brien, N.M., and Mackrill, J.J. The role of calcium in apoptosis induced by 7β-hydroxycholesterol and cholesterol-5β,6β-epoxide. J. Biochem. Mol. Toxicol. 23(5), 324-332 (2009).
[4]. Garcia-Cruset, S., Carpenter, K.L., Guardiola, F., et al. Oxysterol profiles of normal human arteries, fatty streaks and advanced lesions. Free Radic. Res. 35(1), 31-41 (2001).

化学性质

Cas No. 4025-59-6 SDF
别名 胆固醇5Β,6Β-环氧化物,NSC 148940
化学名 5β,6β-epoxy-cholestan-3β-ol
Canonical SMILES C[C@H](CCCC(C)C)[C@@]1([H])CC[C@@]2([H])[C@]3([H])C[C@@H]4[C@]5(O4)C[C@@H](O)CC[C@]5(C)[C@@]3([H])CC[C@@]21C
分子式 C27H46O2 分子量 402.7
溶解度 ≤20mg/ml in Ethanol; 0.1mg/ml in DMSO; 2mg/ml in DMF; Ethanol:PBS (pH 7.2)(1:2): 0.3 mg/ml 储存条件 Store at -20°C
General tips 请根据产品在不同溶剂中的溶解度选择合适的溶剂配制储备液;一旦配成溶液,请分装保存,避免反复冻融造成的产品失效。
储备液的保存方式和期限:-80°C 储存时,请在 6 个月内使用,-20°C 储存时,请在 1 个月内使用。
为了提高溶解度,请将管子加热至37℃,然后在超声波浴中震荡一段时间。
Shipping Condition 评估样品解决方案:配备蓝冰进行发货。所有其他可用尺寸:配备RT,或根据请求配备蓝冰。

溶解性数据

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1 mg 5 mg 10 mg
1 mM 2.4832 mL 12.4162 mL 24.8324 mL
5 mM 0.4966 mL 2.4832 mL 4.9665 mL
10 mM 0.2483 mL 1.2416 mL 2.4832 mL
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