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H6891

Sigma-Aldrich

7β-Hydroxycholesterol

≥95%

Synonym(e):

5-Cholestene-3β,7β-diol

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About This Item

Empirische Formel (Hill-System):
C27H46O2
CAS-Nummer:
566-27-8
Molekulargewicht:
402.65
MDL-Nummer:
MFCD00058406
UNSPSC-Code:
12352211
PubChem Substanz-ID:
24895774
NACRES:
NA.77

Qualitätsniveau

200

Assay

≥95%

Form

powder

Funktionelle Gruppe

hydroxyl

Versandbedingung

ambient

Lagertemp.

room temp

SMILES String

[H][C@@]12[C@]([C@](CC[C@H](O)C3)(C)C3=C[C@@H]2O)([H])CC[C@@]4(C)[C@@]1([H])CC[C@]4([H])[C@]([H])(C)CCCC(C)C

InChI

1S/C27H46O2/c1-17(2)7-6-8-18(3)21-9-10-22-25-23(12-14-27(21,22)5)26(4)13-11-20(28)15-19(26)16-24(25)29/h16-18,20-25,28-29H,6-15H2,1-5H3

InChIKey

OYXZMSRRJOYLLO-UHFFFAOYSA-N

Verwandte Kategorien

Anwendung

7β-hydroxycholesterol was used to study oxysterol-induced apoptosis in human endothelial cells.

Biochem./physiol. Wirkung

7β-Hydroxycholesterol is an oxysterol, the enzymatic or non-enzymatic product of cholesterol oxidation. 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. Increased levels of 7β-Hydroxycholesterol correlates with increased risk of cardiovascular diseases including atherosclerosis.

Angaben zur Herstellung

7β-Hydroxycholesterol yields clear, colorless to faint yellow solution in ethanol, with or without heating.

Lagerklassenschlüssel

11 - Combustible Solids

WGK

WGK 3

Flammpunkt (°F)

Not applicable

Flammpunkt (°C)

Not applicable

Hier finden Sie alle aktuellen Versionen:

Analysenzertifikate (COA)

Lot/Batch Number
0000410708
0000410708
0000139118
0000139118
0000265588

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Die Dokumentenbibliothek aufrufen

Cinzia Mascia et al.
Free radical biology & medicine, 49(12), 2049-2057 (2010-10-07)
Cholesterol and its oxidation products, namely oxysterols, have very recently been shown to potentially interfere with homeostasis of the human digestive tract, by promoting and sustaining irreversible damage of the colonic epithelial layer. This report concerns the strong proinflammatory action
Raymond C S Seet et al.
Free radical biology & medicine, 50(12), 1787-1793 (2011-03-23)
Cigarette smoking predisposes to the development of multiple diseases involving oxidative damage. We measured a range of oxidative damage biomarkers to understand which differ between smokers and nonsmokers and if the levels of these biomarkers change further during the act
G Lizard et al.
Arteriosclerosis, thrombosis, and vascular biology, 19(5), 1190-1200 (1999-05-14)
Oxidized low density lipoproteins (LDLs) play a central role in atherosclerosis, and their toxicity is due, at least in part, to the formation of oxysterols that have been shown to induce apoptosis in various cell types. As 7beta-hydroxycholesterol and 7-ketocholesterol
W T Wong et al.
Nutrition, metabolism, and cardiovascular diseases : NMCD, 21(3), 157-164 (2009-12-17)
Oxidized low-density lipoprotein (ox-LDL) causes atherosclerosis and endothelial dysfunction. No study up to the present date has examined the relative contribution of all the oxidized components in ox-LDL to inhibition on vascular function. Our aim was to investigate the effects
Ludovic Clarion et al.
Biochemical pharmacology, 83(1), 37-46 (2011-10-11)
7β-Hydroxycholesterol cytotoxicity has been shown in vivo and in vitro to be dependent on the accumulation of its esters. We show in our study, using a detergent-free raft preparation and LC/MS lipid content analysis, that membrane microdomains isolated from 7β-hydroxycholesterol-treated
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