An endogenous agonist for LXRα
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Isomer(s)
200987α-hydroxy Cholesterol
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22(R)-hydroxy Cholesterol

Item No. 89355

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
cholest-5-ene-3β,22R-diol
CAS Number
17954-98-2
Synonyms
  • Narthesterol
Molecular Formula
C27H46O2
Formula Weight
402.7
Purity
≥98%
Formulation
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: 2 mg/mlDMSO: 0.1 mg/mlEthanol: 20 mg/mlEthanol:PBS (pH 7.2) (1:2): 0.3 mg/ml
SMILES
O[C@H](C1)CC[C@@]2(C)C1=CC[C@]3([H])[C@]2([H])CC[C@@]4(C)[C@@]3([H])CC[C@@]4([C@@H]([C@H](O)CCC(C)C)C)[H]
InChi Code
InChI=1S/C27H46O2/c1-17(2)6-11-25(29)18(3)22-9-10-23-21-8-7-19-16-20(28)12-14-26(19,4)24(21)13-15-27(22,23)5/h7,17-18,20-25,28-29H,6,8-16H2,1-5H3/t18-,20-,21-,22+,23-,24-,25+,26-,27+/m0/s1
InChi Key
RZPAXNJLEKLXNO-GFKLAVDKSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    1 mg

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    Product Description

    22(R)-hydroxy Cholesterol is an endogenous agonist for LXRs that activates LXRα with an EC50 value of 325 nM.1 22(R)-hydroxy Cholesterol, acting through LXR heterodimerized with the retinoid X receptor, induces the expression of the ABCA1 reverse cholesterol transporter.2 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.

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Spencer, T.A., Dansu, L., Russel, J.S., et al. Pharmacophore analysis of the nuclear oxysterol receptor LXRα. J. Med. Chem. 44(6), 886-897 (2001).

    2. Costet, P., Luo, Y., Wang, N., et al. Sterol-dependent transactivation of the ABC1 promoter by the liver X receptor/retinoid X receptor. The Journal of Biological Chemisty 275(36), 28240-28245 (2000).

    Product Citations

    Wang, X., Li, J., Xu, C., et al. Scopine as a novel brain-targeting moiety enhances the brain uptake of chlorambucil. Bioconjug. Chem. 25(11), 2046-2054 (2014).