Merck

C2773

Sigma-Aldrich

コレステロール 5α,6α-エポキシド

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別名:
5α,6α-エポキシコレスタン-3β-オール
Empirical Formula (Hill Notation):
C27H46O2
CAS番号:
分子量:
402.65
EC Number:
MDL番号:
PubChem Substance ID:
NACRES:
NA.77

アッセイ

≥80%

品質水準

形状

powder

官能基

epoxy

輸送温度

ambient

保管温度

room temp

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

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

InChI key

PRYIJAGAEJZDBO-ZEQHCUNVSA-N

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当該品目
D6128C9377C1129
Cholic acid from bovine and/or ovine, ≥98%

Sigma-Aldrich

C1129

コール酸

form

powder

form

powder

form

powder

form

powder

functional group

epoxy

functional group

-

functional group

carboxylic acid

functional group

carboxylic acid

shipped in

ambient

shipped in

ambient

shipped in

ambient

shipped in

ambient

storage temp.

room temp

storage temp.

room temp

storage temp.

room temp

storage temp.

room temp

Quality Level

100

Quality Level

200

Quality Level

200

Quality Level

200

アプリケーション

Cholesterol 5α, 6α-epoxide was incorporated in culture medium of human arterial endothelial cells to study oxysterol-induced toxicity.

生物化学的/生理学的作用

Cholesterol 5α, 6α-epoxide is an oxysterol, a cholesterol derivative by auto-oxidation. Oxysterols are non-genomic regulators of cholesterol homeostasis. The biological effects include protein prenylation, apoptosis, modulation of sphingolipid metabolism and platelet aggregation. Oxysterols bind to liver X receptors, modulate cholesterol efflux and decrease the uptake of cholesterol by the cells.

調製ノート

Cholesterol 5α, 6α-epoxide yields clear, colorless solution in chloroform at 50 mg/ml.

保管分類コード

11 - Combustible Solids

WGK

WGK 3

引火点(°F)

Not applicable

引火点(℃)

Not applicable

個人用保護具 (PPE)

Eyeshields, Gloves, type N95 (US)


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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
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
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)
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

ライフサイエンス、有機合成、材料科学、クロマトグラフィー、分析など、あらゆる分野の研究に経験のあるメンバーがおります。.

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