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C2648 Sigma-Aldrich

Cholesterol 5β,6β-epoxide

≥98%

Synonym: 5β,6β-Epoxycholestan-3β-ol

  • CAS Number 4025-59-6

  • Empirical Formula (Hill Notation) C27H46O2

  • Molecular Weight 402.65

  •  MDL number MFCD00201258

  •  PubChem Substance ID 24892511

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Properties

Related Categories Biochemicals and Reagents, Cholesterol and Derivatives, Lipids, Sterol Lipids
Quality Level   100
assay   ≥98%
form   powder
functional group   epoxy
shipped in   ambient
storage temp.   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
InChI key   PRYIJAGAEJZDBO-UHFFFAOYSA-N

Description

Application

Cholesterol 5β,6β-epoxide was used to treat PC12 cells or HepG2 and Caco-2 cells to study the effects of cholesterol oxidation.

Packaging

10 mg in glass bottle

50 mg in poly bottle

Biochem/physiol Actions

Cholesterol 5β,6β-epoxide is an oxysterol produced as an oxidation product of cholesterol. Oxysterols are cytotoxic and induce death in monocytes, smooth muscle cells and endothelial cells. The mechanism of apoptosis induced by oxysterols may involve caspases or DNA fragmentation.

Safety & Documentation

Safety Information

Personal Protective Equipment 
RIDADR 
NONH for all modes of transport
WGK Germany 
WGK 3
Flash Point(F) 
Not applicable
Flash Point(C) 
Not applicable

Documents

Certificate of Analysis (COA)

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Certificate of Origin (COO)

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Protocols & Articles
Peer-Reviewed Papers
15

References

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