22(R)-HYDROXYCHOLESTEROL
22(R)-HYDROXYCHOLESTEROL Basic information
- Product Name:
- 22(R)-HYDROXYCHOLESTEROL
- Synonyms:
-
- 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
- CAS:
- 22348-64-7
- MF:
- C27H46O2
- MW:
- 402.65
- Product Categories:
-
- Intermediates & Fine Chemicals
- Metabolites & Impurities
- Pharmaceuticals
- Steroids
- Hydroxycholesterol
- Mol File:
- 22348-64-7.mol
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22(R)-HYDROXYCHOLESTEROL Chemical Properties
- 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
MSDS
- Language:English Provider:SigmaAldrich
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22(R)-HYDROXYCHOLESTEROL Usage And Synthesis
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]
| Route | Dose (mg/kg) | Cmax (ng/mL) | Tmax (h) | AUCt (ng·h/mL) | AUC (ng·h/mL) | T1/2 (h) | Extent of tritium exchange (%) |
| i.v. | 50 | 22.4 | 0.08 | 174 | 195 | 8.1 | 2.8 |
| p.o. | 50 | 7.5 | 4 | 95.2 | 104 | 6.4 | 1.2 |
| 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. |
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