C2773
胆固醇 5α,6α-环氧化物
别名:
5α,6α-Epoxycholestan-3β-醇
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关于此项目
经验公式（希尔记法）:
C27H46O2
化学文摘社编号:
分子量:
402.65
NACRES:
NA.77
PubChem Substance ID:
UNSPSC Code:
41141804
EC Number:
215-007-6
MDL number:
InChI key
PRYIJAGAEJZDBO-ZEQHCUNVSA-N
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
SMILES string
[H][C@@]12[C@]([C@](CC[C@H](O)C3)(C)[C@@]3(O4)[C@@H]4C2)([H])CC[C@@]5(C)[C@@]1([H])CC[C@]5([H])[C@]([H])(C)CCCC(C)C
assay
≥80%
form
powder
functional group
epoxy
shipped in
ambient
storage temp.
room temp
Quality Level
相关类别
Application
胆固醇5α, 6α-环氧化物已被加入到人动脉内皮细胞培养基中用于研究氧固醇诱导的细胞毒性。
Biochem/physiol Actions
胆固醇5α, 6α-环氧化物是一种氧固醇，一种通过自氧化的胆固醇衍生物。Oxysterols 是胆固醇稳态的非基因性调节因子。它的生物学作用有蛋白质异戊烯化、细胞凋亡、鞘脂代谢调节和血小板聚集。氧固醇可与肝X受体结合，调节胆固醇流出并减少细胞对胆固醇的摄取。
Preparation Note
胆固醇5α, 6α-环氧化物可在氯仿中生成浓度为50 mg/mL的澄清、无色溶液。
存储类别
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
Eyeshields, Gloves, type N95 (US)
Chisato Ishimaru et al.
Lipids, 43(4), 373-382 (2008-01-25)
This paper describes the inhibitory activities of cholesterol derivatives such as cholesterol, sodium cholesteryl sulfate, cholesteryl-5alpha, 6alpha-epoxide, cholesteryl chloride, cholesteryl bromide, and cholesteryl hemisuccinate (compounds 1-6, respectively) against DNA polymerase (pol), DNA topoisomerase (topo), and human cancer cell growth. Among
Anne Vejux et al.
Histochemistry and cell biology, 127(6), 609-624 (2007-01-18)
Oxysterols, mainly those oxidized at the C7 position, induce a complex mode of cell death exhibiting some characteristics of apoptosis associated with a rapid induction of lipid rich multilamellar cytoplasmic structures (myelin figures) observed in various pathologies including atherosclerosis. The
Y C O'Callaghan et al.
Cell biology and toxicology, 17(2), 127-137 (2001-08-14)
The cytotoxicity of the oxysterols 25-hydroxycholesterol, 7beta-hydroxycholesterol, cholesterol-5alpha,6alphaepoxide, cholesterol-5beta,6beta-epoxide, 19-hydroxycholesterol and 7-ketocholesterol was examined in U937 cells, a human monocytic blood cell line. 7beta-Hydroxycholesterol, cholesterol-5beta,6beta-epoxide, and 7-ketocholesterol, at 30 micromol/L concentration, were found to be cytotoxic to this cell line
Sinéad Lordan et al.
Journal of biochemical and molecular toxicology, 21(6), 362-372 (2007-11-13)
Oxidized low-density lipoprotein contains many potentially proatherogenic molecules, including oxysterols, which have been shown to induce apoptosis in various cell lines. The aim of this study was to investigate the pathway of apoptosis induced by oxidized low-density lipoprotein and the
May-Thu Ma et al.
Neuroscience letters, 476(1), 36-41 (2010-04-13)
Increase in levels of oxysterols or cholesterol oxidation products have been detected in brain areas undergoing neuroinflammation after excitotoxic injury, and the present study was carried out to elucidate possible effects of these products on exocytosis in rat pheochromocytoma-12 (PC12)
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