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Key Documents

C2648

Sigma-Aldrich

Cholesterol 5β,6β-epoxide

≥98%

Synonym(s):

5β,6β-Epoxycholestan-3β-ol

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About This Item

Empirical Formula (Hill Notation):
C27H46O2
CAS Number:
Molecular Weight:
402.65
MDL number:
UNSPSC Code:
12352211
PubChem Substance ID:
NACRES:
NA.28

Pricing and availability is not currently available.

Quality Level

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

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Show Differences

1 of 4

This Item
C2773H6891D6128
functional group

epoxy

functional group

epoxy

functional group

hydroxyl

functional group

-

assay

≥98%

assay

≥80%

assay

≥95%

assay

≥95%

shipped in

ambient

shipped in

ambient

shipped in

ambient

shipped in

ambient

form

powder

form

powder

form

powder

form

powder

storage temp.

room temp

storage temp.

room temp

storage temp.

room temp

storage temp.

room temp

Quality Level

100

Quality Level

100

Quality Level

200

Quality Level

200

Application

Cholesterol 5β,6β-epoxide was used to treat PC12 cells or HepG2 and Caco-2 cells[1] to study the effects of cholesterol oxidation.[2]

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.

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Faceshields, Gloves


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    Protocols

    Photometric determination using the iron(III)/mercury thiocyanate method after fusion melting

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