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22(R)-HYDROXYCHOLESTEROL

Product Name
22(R)-HYDROXYCHOLESTEROL
CAS No.
22348-64-7
Chemical Name
22(R)-HYDROXYCHOLESTEROL
Synonyms
C05502;22(R)-OH-CH;22BF-HYDROXYCHOLESTEROL;22β-Hydroxy Cholesterol;Chlorambucil Impurity 9;22(S)-HYDROXYCHOLESTEROL;22BETA-HYDROXYCHOLESTEROL;(5-Cholestene-322(S)-diol);5-CHOLESTEN-3β, 22(S)-DIOL;22-HYDROXYCHOLESTEROL (22R)
CBNumber
CB6350291
Molecular Formula
C27H46O2
Formula Weight
402.65
MOL File
22348-64-7.mol
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22(R)-HYDROXYCHOLESTEROL Property

storage temp. 
Store at -20°C
solubility 
DMF: 2 mg/ml; DMSO: 0.1 mg/ml; Ethanol: 20 mg/ml; Ethanol:PBS (pH 7.2)(1:2): 0.3 mg/ml
form 
A crystalline solid
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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
H5884
Product name
22(S)-Hydroxycholesterol
Packaging
5mg
Price
$196
Updated
2025/07/31
Sigma-Aldrich
Product number
H5884
Product name
22(S)-Hydroxycholesterol
Packaging
10mg
Price
$338
Updated
2023/06/20
Cayman Chemical
Product number
21399
Product name
22(S)-hydroxy Cholesterol
Purity
≥95%
Packaging
1mg
Price
$38
Updated
2024/03/01
Cayman Chemical
Product number
21399
Product name
22(S)-hydroxy Cholesterol
Purity
≥95%
Packaging
5mg
Price
$146
Updated
2024/03/01
Cayman Chemical
Product number
21399
Product name
22(S)-hydroxy Cholesterol
Purity
≥95%
Packaging
10mg
Price
$257
Updated
2024/03/01
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22(R)-HYDROXYCHOLESTEROL Chemical Properties,Usage,Production

Uses

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

Definition

ChEBI: An oxysterol that is the 22S-hydroxy derivative of cholesterol.

Biological Activity

22(S)-Hydroxycholesterol modulates the lipid and glucose metabolism by acting on liver X receptors. It has the potential to reduce lipogenesis and the accumulation of lipid in hepatocytes, myotubes and non-adipose tissue.

in vivo

Cholest-5-ene-3?,22(S)-diol (30 mg/kg; p.o.; added in diet, treated for 3 weeks) reduces body weight gain and abolishes high-fat diet-induced increase of triacylglycerol (TAG) levels in serum[2].

Pharmacokinetic Analysis in Rats[2]

RouteDose (mg/kg)Cmax (ng/mL)Tmax (h)AUCt (ng·h/mL)AUC (ng·h/mL)T1/2 (h)Extent of tritium exchange (%)
i.v.5022.40.081741958.12.8
p.o.507.5495.21046.41.2
Animal Model:Male rats injected with Pentobarbital (20 mg, 50 mg/mL; i.p.)[2]
Dosage:30 mg/kg/day
Administration:Oral gavage; 3 weeks consecutively
Result:Decreased body weight gain significantly after 1 week treatment.
Increased gene expression of Ucp3 and Cpt2 in liver and skeletal muscle, and increased protein level of Ucp3 in skeletal muscle after 3 weeks treatment.

22(R)-HYDROXYCHOLESTEROL Preparation Products And Raw materials

Raw materials

Preparation Products

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22(R)-HYDROXYCHOLESTEROL Suppliers

Canada 1 China 47 France 1 Switzerland 1 United States 12 Global 62
Toronto Research Chemicals
Tel
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Fax
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Email
info@trc-canada.com
Country
Canada
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22348-64-7, 22(R)-HYDROXYCHOLESTEROLRelated Search:

5-CHOLESTENE 22(R)-HYDROXYCHOLESTEROL 27-Hydroxycholesterol

  • CHOLEST-5-ENE-3BETA,22R-DIOL
  • 5-CHOLESTENE-3BETA,22[R]-DIOL
  • 5-CHOLESTENE-3BETA,22[S]-DIOL
  • 5-CHOLESTEN-3-BETA, 22(R)-DIOL
  • 5-CHOLESTEN-3-BETA, 22(S)-DIOL
  • 3BETA,22BETA-DIHYDROXY-5-CHOLESTENE
  • 22[S]-Hydroxycholesterol (not deuterated)
  • (3S,8S,9S,10R,13R,14S,17R)-17-[(2S,3R)-3-hydroxy-6-methyl-heptan-2-yl]-10,13-dimethyl-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-ol
  • (5-Cholestene-322(S)-diol)
  • 22(S)-HYDROXYCHOLESTEROL
  • 22(R)-OH-CH
  • 22BETA-HYDROXYCHOLESTEROL
  • 22BF-HYDROXYCHOLESTEROL
  • 22-HYDROXYCHOLESTEROL (22R)
  • 22ALPHA-DIHYDROXY-5-CHOLESTENE
  • 22-ALPHA-HYDROXYCHOLESTEROL
  • 22β-Hydroxycholesterol, 5-Cholestene-3β,22(S)-diol
  • C05502
  • (20S,22S)-Cholest-5-ene-3β,22-diol
  • (22S)-22-Hydroxycholesterol
  • (22S)-Cholest-5-ene-3β,22-diol
  • (3β,22S)-Cholest-5-ene-3,22-diol
  • Cholest-5-ene-3β,22(S)-diol
  • CHOLEST-5-ENE-3,22(S)-DIOL;22(S)-HYDROXYCHOLESTEROL
  • Cholest-5-ene-3,22-diol, (3β,22S)-
  • 22β-Hydroxy Cholesterol
  • 5-CHOLESTEN-3β, 22(S)-DIOL
  • 22(S)-hydroxy Cholesterol (22β-hydroxy Cholesterol)
  • Chlorambucil Impurity 9
  • Cholest-5-ene-3?,22(S)-diol
  • 22348-64-7
  • 71954-98-2
  • BioChemical
  • Biochemicals and Reagents
  • Sterols
  • Lipids
  • Cholesterol and Derivatives
  • Intermediates & Fine Chemicals
  • Metabolites & Impurities
  • Pharmaceuticals
  • Steroids
  • Hydroxycholesterol