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22(R)-hydroxy Cholesterol (Synonyms: Narthesterol)

Katalog-Nr.GC14972

endogenous agonist for LXRs

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22(R)-hydroxy Cholesterol Chemische Struktur

Cas No.: 17954-98-2

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Sample solution is provided at 25 µL, 10mM.

Product Documents

Quality Control & SDS

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Background

EC50: 325 nM

22(R)-hydroxy cholesterol is an endogenous agonist for liver X receptors (LXRs).

The liver X receptors, LXRR and LXRα, together with the farnesoid X receptor, FXR, form a subfamily of these orphan receptors. Recently, it has been reported that LXR and FXR are hormone receptors for oxysterols and bile acids, respectively.

In vitro: Previous study found that 22(R)-hydroxycholesterol was only found in the adrenals as an intermediate in pregnenolone biosynthesis, not similar with 24(R), 25-epoxycholesterol and 20(S)-hydroxycholesterol. In addition, the hydroxyl groups of 22(R)-hydroxycholesterol as well as its analogs of 23(S)-hydroxycholesterol and 24(S)-hydroxycholesterol would all lie between 2.0-2.5 from Trp443 [1]. In another study, the ABC1 mRNA expression could be induced in an additive fashion by 22(R)-hydroxycholesterol and 9-cis-retinoic acid in cultured macrophages, indicating induction by nuclear hormone receptors of the liver X receptor and retinoid X receptor family. Moreover, the upstream promoter was induced 7-fold by the treatment of 22(R)-hydroxycholesterol when transfected into RAW macrophages [2].

In vivo: So far, there is no animal in vivo data reported.

Clinical trial: Up to now, 22(R)-hydroxy cholesterol is still in the preclinical development stage.

References:
[1] T.  A. Spencer, L. Dansu, J. S. Russel, et al. Pharmacophore analysis of the nuclear oxysterol receptor LXRα. Journal of Medicinal Chemistry 44, 886-897(2001).
[2] Costet P, Luo Y, Wang N, Tall AR.  Sterol-dependent transactivation of the ABC1 promoter by the liver X receptor/retinoid X receptor. J Biol Chem. 2000 Sep 8;275(36):28240-5.

Chemical Properties

Cas No. 17954-98-2 SDF
Überlieferungen Narthesterol
Chemical Name cholest-5-ene-3β,22R-diol
Canonical SMILES CC(C)CC[C@@H](O)[C@@H](C)C1CCC2C3CC=C4C[C@@H](O)CC[C@]4(C)C3CC[C@@]21C
Formula C27H46O2 M.Wt 402.7
Löslichkeit ≤20mg/ml in ethanol;0.1mg/ml in DMSO;2mg/ml in dimethyl formamide Storage Store at -20°C
General tips Please select the appropriate solvent to prepare the stock solution according to the solubility of the product in different solvents; once the solution is prepared, please store it in separate packages to avoid product failure caused by repeated freezing and thawing.Storage method and period of the stock solution: When stored at -80°C, please use it within 6 months; when stored at -20°C, please use it within 1 month.
To increase solubility, heat the tube to 37°C and then oscillate in an ultrasonic bath for some time.
Shipping Condition Evaluation sample solution: shipped with blue ice. All other sizes available: with RT, or with Blue Ice upon request.

Complete Stock Solution Preparation Table

Prepare stock solution
1 mg 5 mg 10 mg
1 mM 2.4832 mL 12.4162 mL 24.8324 mL
5 mM 0.4966 mL 2.4832 mL 4.9665 mL
10 mM 0.2483 mL 1.2416 mL 2.4832 mL
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