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22(R)-HYDROXYCHOLESTEROL

CAS No.
17954-98-2
Chemical Name:
22(R)-HYDROXYCHOLESTEROL
Synonyms
22R-OHC;22(R)-OH-CH;Narthesterol;22α-hydroxycholesterol;22BF-HYDROXYCHOLESTEROL;Cholesterol 22α-Hydroxy;22α-Hydroxy Cholesterol;22(R)-Hydroxycholestero;Chlorambucil Impurity 8;22(R)-HYDROXYCHOLESTEROL
CBNumber:
CB3350290
Molecular Formula:
C27H46O2
Molecular Weight:
402.65
MDL Number:
MFCD00070042
MOL File:
17954-98-2.mol
MSDS File:
SDS
Last updated:2023-05-18 11:31:14

22(R)-HYDROXYCHOLESTEROL 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

SAFETY

Risk and Safety Statements

WGK Germany  3

22(R)-HYDROXYCHOLESTEROL price More Price(11)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich H9384 22(R)-Hydroxycholesterol ≥98% 17954-98-2 1mg $110 2024-03-01 Buy
Sigma-Aldrich H9384 22(R)-Hydroxycholesterol ≥98% 17954-98-2 5mg $418 2024-03-01 Buy
Cayman Chemical 89355 22(R)-hydroxy Cholesterol ≥98% 17954-98-2 1mg $61 2024-03-01 Buy
Cayman Chemical 89355 22(R)-hydroxy Cholesterol ≥98% 17954-98-2 5mg $264 2024-03-01 Buy
Cayman Chemical 89355 22(R)-hydroxy Cholesterol ≥98% 17954-98-2 10mg $468 2024-03-01 Buy
Product number Packaging Price Buy
H9384 1mg $110 Buy
H9384 5mg $418 Buy
89355 1mg $61 Buy
89355 5mg $264 Buy
89355 10mg $468 Buy

22(R)-HYDROXYCHOLESTEROL Chemical Properties,Uses,Production

Description

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.

Uses

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

Uses

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.

General Description

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 Preparation Products And Raw materials

Raw materials

Preparation Products

Global( 64)Suppliers
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Shanghai Daken Advanced Materials Co.,Ltd
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Chemsky(shanghai)International Co.,Ltd. 021-50135380 shchemsky@163.com China 284 58

View Lastest Price from 22(R)-HYDROXYCHOLESTEROL manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
22(R)-HYDROXYCHOLESTEROL pictures 2022-10-20 22(R)-HYDROXYCHOLESTEROL
17954-98-2
US $0.00-0.00 / KG 1KG 98% 1ton Henan Aochuang Chemical Co.,Ltd.

22(R)-HYDROXYCHOLESTEROL Spectrum

22α-Hydroxycholesterol, 5-Cholestene-3β,22(R)-diol, 5-Cholestene-3β,22[R]-diol (22R)-Cholest-5-ene-3β,22-diol 22R-OHC (3beta,22R)-Cholest-5-ene-3,22-diol Cholest-5-ene-3,22-diol, (3beta,22R)- (20S,22R)-Cholest-5-ene-3β,22-diol (3β,22R)-Cholest-5-ene-3,22-diol Cholest-5-ene-3β,22(R)-diol Narthesterol 5-Cholestene-3β,22(R)-diol 5-Cholestene-3β,22[R]-diol 22BETA-HYDROXYCHOLESTEROL 22BF-HYDROXYCHOLESTEROL 22-ALPHA-HYDROXYCHOLESTEROL 22(R)-HYDROXYCHOLESTEROL 22(R)-OH-CH 22-HYDROXYCHOLESTEROL (22R) 3BETA,22BETA-DIHYDROXY-5-CHOLESTENE 5-CHOLESTEN-3-BETA, 22(R)-DIOL 5-CHOLESTENE-3BETA,22[R]-DIOL CHOLEST-5-ENE-3BETA,22R-DIOL 22[R]-Hydroxycholesterol (not deuterated) 22α-hydroxycholesterol (22a-Hydroxycholesterol, 5-Cholestene-322(R)-diol) Cholesterol 22α-Hydroxy 22α-Hydroxy Cholesterol 22(R)-Hydroxycholestero Cholest-5-ene-3,22-diol, (3β,22R)- Chlorambucil Impurity 8 5-CHOLESTEN-3β, 22(R)-DIOL 17954-98-2 Lipids Sterols Cholesterol and Derivatives BioChemical Biochemicals and Reagents Hydroxycholesterol Intermediates & Fine Chemicals Metabolites & Impurities Pharmaceuticals Steroids