22(R)-HYDROXYCHOLESTEROL Struktur

22(R)-HYDROXYCHOLESTEROL

Bezeichnung:22(R)-HYDROXYCHOLESTEROL

CAS-Nr17954-98-2

Englisch Name:22(R)-HYDROXYCHOLESTEROL

CBNumberCB3350290

SummenformelC27H46O2

Molgewicht402.65

MOL-Datei17954-98-2.mol

22(R)-HYDROXYCHOLESTEROL physikalisch-chemischer Eigenschaften

Schmelzpunkt	171-174°C
Siedepunkt	513.1±23.0 °C(Predicted)
Dichte	1.03±0.1 g/cm3(Predicted)
storage temp.	-20°C
Löslichkeit	Chloroform (Slightly), Methanol (Slightly)
Aggregatzustand	Solid
pka	15.01±0.20(Predicted)
Farbe	White to Off-White
InChIKey	RZPAXNJLEKLXNO-QUOSNDFLSA-N

Sicherheit

WGK Germany

22(R)-HYDROXYCHOLESTEROL Chemische Eigenschaften,Einsatz,Produktion Methoden

Beschreibung
The liver X receptors (LXRα and LXRβ) are nuclear hormone receptors whose native ligands are oxysterols. LXRs regulate the oxysterol-induced expression of cholesterol 7α-hydroxylase, the rate limiting enzyme of classic bile acid synthesis. 22(R)-hydroxy Cholesterol is an endogenous agonist for LXRs that activates LXRα with an EC₅₀ value of 325 nM. 22(R)-hydroxy Cholesterol, acting through LXR heterodimerized with the retinoid X receptor, induces the expression of the ABCA1 reverse cholesterol transporter. This activity increases the efflux of cholesterol from enterocytes and thus inhibits the overall absorption of cholesterol. 22(R)-hydroxy Cholesterol can be used as a substrate to monitor cholesterol transport or as an endogenous positive control for testing LXR agonists which have potential as therapeutic agents for the treatment of atherosclerosis.
Verwenden
The 22R-metabolite of Cholesterol (C432501). 22-Hydroxycholesterol inhibits chemokine receptor activity.
Verwenden
Bovine aortic endothelial cells were treated with 22(R)-Hydroxycholesterol to study the effects on production of free radicals and in studies related to fatty acid metabolism.
Definition
ChEBI: An oxysterol that is the 22R-hydroxy derivative of cholesterol.
Allgemeine Beschreibung
22(R)-hydroxycholesterol is a diastereomer of 22(S)-hydroxycholesterol. It is present in neonate brain.
Biochem/physiol Actions
22(R)-hydroxycholesterol (22(R)-HC) is a liver X receptor (LXR) ligand.. 22(R)-HC in combination with other oxysterols promote mesenchymal stem cell osteogenesis. It regulates cholesterol homeostasis. Low levels of 22(R)-HC is observed in Alzheimer′s disease and it may be implicated in neuroinflammation and neurodegenerative diseases. 22(R)-hydroxycholesterol also suppresses prostate tumor progression.

22(R)-HYDROXYCHOLESTEROL Anbieter Lieferant Produzent Hersteller Vertrieb Händler.

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