C2648
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
NACRES:
NA.28
PubChem Substance ID:
UNSPSC Code:
12352211
MDL number:
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
Application
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.
1 of 1
This Item | |||
|---|---|---|---|
| assay ≥98% | assay ≥80% | assay ≥95% | assay ≥95% |
| functional group epoxy | functional group epoxy | functional group hydroxyl | functional group - |
| storage temp. room temp | storage temp. room temp | storage temp. room temp | storage temp. room temp |
| form powder | form powder | form powder | form powder |
| shipped in ambient | shipped in ambient | shipped in ambient | shipped in ambient |
| Quality Level 100 | Quality Level - | Quality Level 200 | Quality Level 200 |
Storage Class
11 - Combustible Solids
wgk
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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Zhi-Hua Chen et al.
FEBS letters, 580(2), 479-483 (2006-01-03)
The adaptive response induced by the lipid peroxidation products, such as phosphatidylcholine hydroperoxide, lysophosphatidylcholine (LysoPC), 15-deoxy-Delta(12,14)-prostaglandin J(2), 4-hydroxynonenal (4-HNE), hydroxyoctadecadienoic acid, 7-hydroxycholesterol, and cholesterol 5beta,6beta-epoxide, was investigated in this study. Although these products have been implicated in oxidative stress-related diseases
Cholesterol oxides as biomarkers of oxidative stress in type 1 and type 2 diabetes mellitus.
Ferderbar S, Pereira EC, Apolinario E, et al.
Diabetes and Metabolism, 23, 35-42 (2007)
A J O'Sullivan et al.
Journal of applied toxicology : JAT, 23(3), 191-197 (2003-06-10)
Cholesterol can be oxidized to form a variety of cholesterol oxidation products also known as oxysterols. The aims of the present study were to compare the cytotoxic effects of four oxysterols, namely 25-hydroxycholesterol (25-OHC), 7beta-hydroxycholesterol (7beta-OHC), cholesterol-5beta,6beta-epoxide (beta-epox) and cholesterol-5alpha,6alpha-epoxide
Global Trade Item Number
| SKU | GTIN |
|---|---|
| C2648-10MG | 04061833484418 |
| C2648-50MG | 04061833484425 |