Molecular structure of 22(R)-hydroxycholesterol, CAS Number: 17954-98-2
22(R)-hydroxycholesterol (CAS 17954-98-2)
See product citations (1)
Alternate Names:
5-Cholestene-3β,22(R)-diol
Application:
22(R)-hydroxycholesterol is an endogenous LXR agonist
CAS Number:
17954-98-2
Purity:
>98%
Molecular Weight:
402.65
Molecular Formula:
C27H46O2
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
* Refer to Certificate of Analysis for lot specific data.
QUICK LINKS
Ordering Information
Product Citations
Description
Technical Information
Safety Information
SDS & Certificate of Analysis
22(R)-hydroxy Cholesterol is an endogenous agonist for the oxysterol receptor, LXR (liver X receptor) which upon activation stimulates epidermal differentiation and development while inhibiting keratinocyte proliferation. LXRs also regulate the metabolism of cholesterol by increasing the transcription of the ABCA1 gene, which promotes cholesterol efflux and HDL formation. In addition, 22(R)-hydroxy cholesterol produces an elevation in CYP3A mRNA concentrations which is mediated by the pregnane X receptor (PXR). Studies suggest that 22(R)-hydroxy cholesterol promotes the transcription of the CYP7A1 gene via activation of LXRalpha receptors in rats. Furthermore, CYP7A1 activity promoted by LXRalpha can be inhibited downstream by FXR.
22(R)-hydroxycholesterol (CAS 17954-98-2) References
- Expression of sterol regulatory element-binding protein 1c (SREBP-1c) mRNA in rat hepatoma cells requires endogenous LXR ligands. | DeBose-Boyd, RA., et al. 2001. Proc Natl Acad Sci U S A. 98: 1477-82. PMID: 11171976
- Regulation of cholesterol 7alpha-hydroxylase gene (CYP7A1) transcription by the liver orphan receptor (LXRalpha). | Chiang, JY., et al. 2001. Gene. 262: 257-65. PMID: 11179691
- Liver X receptor activators display anti-inflammatory activity in irritant and allergic contact dermatitis models: liver-X-receptor-specific inhibition of inflammation and primary cytokine production. | Fowler, AJ., et al. 2003. J Invest Dermatol. 120: 246-55. PMID: 12542530
- CYP3A induction by liver x receptor ligands in primary cultured rat and mouse hepatocytes is mediated by the pregnane X receptor. | Shenoy, SD., et al. 2004. Drug Metab Dispos. 32: 66-71. PMID: 14709622
- Evaluation of the role of FSH in regulation of Leydig cell function during different stages of its differentiation. | Sriraman, V. and Jagannadha Rao, A. 2004. Mol Cell Endocrinol. 224: 73-82. PMID: 15353182
- Discovery and development of dimeric podocarpic acid leads as potent agonists of liver X receptor with HDL cholesterol raising activity in mice and hamsters. | Singh, SB., et al. 2005. Bioorg Med Chem Lett. 15: 2824-8. PMID: 15911262
- Suppression of inducible nitric oxide synthase and cyclooxygenase-2 gene expression by 22(R)-hydroxycholesterol requires de novo protein synthesis in activated macrophages. | Yasuda, T., et al. 2005. J Steroid Biochem Mol Biol. 97: 376-83. PMID: 16146692
- HPLC separation and determination of 12 cholesterol oxidation products in fish: comparative study of RI, UV, and APCI-MS detectors. | Saldanha, T., et al. 2006. J Agric Food Chem. 54: 4107-13. PMID: 16756333
- 22-Hydroxycholesterols regulate lipid metabolism differently than T0901317 in human myotubes. | Kase, ET., et al. 2006. Biochim Biophys Acta. 1761: 1515-22. PMID: 17055780
- Liver X receptor antagonist reduces lipid formation and increases glucose metabolism in myotubes from lean, obese and type 2 diabetic individuals. | Kase, ET., et al. 2007. Diabetologia. 50: 2171-80. PMID: 17661008
- 22(R)-hydroxycholesterol and pioglitazone synergistically decrease cholesterol ester via the PPARγ-LXRα-ABCA1 pathway in cholesterosis of the gallbladder. | Wang, JM., et al. 2014. Biochem Biophys Res Commun. 447: 152-7. PMID: 24704452
- [The role of gonadotropins, cyclic AMP, 22-R-hydroxycholesterol and cofactors in regulating endocrine functions of the Leydig cells in rats. II. Effects of LH, hCG, dbcAMP, 22-R-OH-cholesterol and cofactors on the synthesis of pregnenolone and testosterone in the interstitial gland of rats]. | Grochowski, D. and Szamatowicz, M. 1989. Ginekol Pol. 60: 246-51. PMID: 2561359
- 22(R)-hydroxycholesterol induces HuR-dependent MAP kinase phosphatase-1 expression via mGluR5-mediated Ca(2+)/PKCα signaling. | Kim, H., et al. 2016. Biochim Biophys Acta. 1859: 1056-70. PMID: 27206966
- 22(R)-hydroxycholesterol for dopaminergic neuronal specification of MSCs and amelioration of Parkinsonian symptoms in rats. | Singh, M., et al. 2021. Cell Death Discov. 7: 13. PMID: 33454721
Inhibitor of:
CH25H.Activator of:
ABC-A1, ABCG1, ATP-binding cassette sub-family A (ABCA), Ces1a, CYP11B1, EG545948, LXR alpha, LXR beta, Nlk, RIP15, RLD-1, and StAR.Ordering Information
| Product Name | Catalog # | UNIT | Price | Qty | FAVORITES | |
22(R)-hydroxycholesterol, 1 mg | sc-205106 | 1 mg | $108.00 | |||
22(R)-hydroxycholesterol, 5 mg | sc-205106A | 5 mg | $350.00 | |||
22(R)-hydroxycholesterol, 10 mg | sc-205106B | 10 mg | $600.00 |