ChemicalBook > CAS DataBase List > 22(R)-HYDROXYCHOLESTEROL

22(R)-HYDROXYCHOLESTEROL

Product Name
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
Formula Weight
402.65
MOL File
17954-98-2.mol
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22(R)-HYDROXYCHOLESTEROL Property

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
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Safety

WGK Germany 
3
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Hazard and Precautionary Statements (GHS)

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
H9384
Product name
22(R)-Hydroxycholesterol
Purity
≥98%
Packaging
1mg
Price
$110
Updated
2024/03/01
Sigma-Aldrich
Product number
H9384
Product name
22(R)-Hydroxycholesterol
Purity
≥98%
Packaging
5mg
Price
$418
Updated
2024/03/01
Cayman Chemical
Product number
89355
Product name
22(R)-hydroxy Cholesterol
Purity
≥98%
Packaging
1mg
Price
$61
Updated
2024/03/01
Cayman Chemical
Product number
89355
Product name
22(R)-hydroxy Cholesterol
Purity
≥98%
Packaging
5mg
Price
$264
Updated
2024/03/01
Cayman Chemical
Product number
89355
Product name
22(R)-hydroxy Cholesterol
Purity
≥98%
Packaging
10mg
Price
$468
Updated
2024/03/01
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22(R)-HYDROXYCHOLESTEROL Chemical Properties,Usage,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

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View Lastest Price from 22(R)-HYDROXYCHOLESTEROL manufacturers

Henan Aochuang Chemical Co.,Ltd.
Product
22(R)-HYDROXYCHOLESTEROL 17954-98-2
Price
US $0.00-0.00/KG
Min. Order
1KG
Purity
98%
Supply Ability
1ton
Release date
2022-10-19

17954-98-2, 22(R)-HYDROXYCHOLESTEROLRelated Search:

Protodioscin SOLASONINE Diosgenin Diosgenin glucoside Ophiopogonin A SOLASODINE RUSCOGENIN Dioscin Cholesterol 22(R)-HYDROXYCHOLESTEROL 6-METHYLDIOSGENIN PROTOGRACILLIN(P) OPHIOPOGONIN D Solamargine 6-METHYLDIOSGENIN ACETATE 22(R)-HYDROXYCHOLESTEROL 5-CHOLESTENE 5,20-ALPHA, 22-ALPHA, 25D-SPIROSTEN-3-BETA-OL ACETATE

  • 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)-
  • 5-CHOLESTEN-3β, 22(R)-DIOL
  • Chlorambucil Impurity 8
  • 17954-98-2
  • Lipids
  • Sterols
  • Cholesterol and Derivatives
  • BioChemical
  • Biochemicals and Reagents
  • Hydroxycholesterol
  • Intermediates & Fine Chemicals
  • Metabolites & Impurities
  • Pharmaceuticals
  • Steroids