22(R)-Hydroxycholesterol , >99% , 17954-98-2

Synonym(s):
22α-Hydroxycholesterol;5-Cholestene-3β,22(R)-diol;5-Cholestene-3β,22[R]-diol;5-cholestene-3β,22-diol; 22-hydroxycholest-5-en-3-ol

CAS NO.：17954-98-2

Empirical Formula: C27H46O2

Molecular Weight: 402.65

MDL number: MFCD00070042

PRODUCT Properties

• Melting point: 171-174°C
• Boiling point: 513.1±23.0 °C(Predicted)
• Density: 1.03±0.1 g/cm3(Predicted)
• storage temp.: -20°C
• solubility: Chloroform (Slightly), Methanol (Slightly)
• form: Solid
• pka: 15.01±0.20(Predicted)
• color: White to Off-White
• InChIKey: RZPAXNJLEKLXNO-QUOSNDFLSA-N

Description and Uses

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.

The 22R-metabolite of Cholesterol (C432501). 22-Hydroxycholesterol inhibits chemokine receptor activity.

Safety

• WGK Germany: 3