An agonist of LXR receptors
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24(S)-hydroxy Cholesterol

Item No. 10009931

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
cholest-5-ene-3β,24S-diol
CAS Number
474-73-7
Synonyms
  • Cerebrosterol
Molecular Formula
C27H46O2
Formula Weight
402.7
Purity
≥95%
Formulation
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: 2 mg/mlDMSO: 100 µg/mlEthanol: 20 mg/mlEthanol:PBS (pH 7.2): 500 µg/ml
SMILES
O[C@@H]1CC2=CC[C@]3([H])[C@@](CC[C@]4([C@@]3([H])CC[C@]4([H])[C@@H](CC[C@H](O)C(C)C)C)C)([H])[C@](C)2CC1
InChi Code
InChI=1S/C27H46O2/c1-17(2)25(29)11-6-18(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-/m1/s1
InChi Key
IOWMKBFJCNLRTC-XWXSNNQWSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
Certificates of Analysis & Batch Specific Data

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    1 mg

    $125

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    5 mg

    $375

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    10 mg

    $563

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    Product Description

    24(S)-hydroxy Cholesterol is a side-chain substituted oxysterol that has important roles in cholesterol homeostasis. It is generated by the action of CYP46 on cholesterol in the brain and diffuses across the blood-brain barrier to the systemic circulation where it can modulate cell signaling, be used for further sterol biosynthesis, or be metabolized in the liver.1 24(S)-hydroxy cholesterol potently activates LXRα and LXRβ nuclear receptors (EC50 = 4 and 3 μM, respectively), causing upregulation of cholesterol-lowering genes.1,2,3 In the brain, this oxysterol controls cholesterol processing to facilitate neurological repair during Alzheimer’s disease and other neuropathological conditions.1

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Vaya, J., and Schipper, H.M. Oxysterols, cholesterol homeostasis, and Alzheimer disease. J. Neurochem. 102, 1727-1737 (2007).

    2. Janowski, B.A., Grogan, M.J., Jones, S.A., et al. Structural requirements of ligands for the oxysterol liver X receptors LXRα and LXRβ. Proc. Natl. Acad. Sci. USA 96(1), 266-271 (1999).

    3. Geyeregger, R., Zeyda, M., and Stulnig, T.M. Liver X receptors in cardiovascular and metabolic disease. Cell. Mol. Life Sci. 63, 524-539 (2006).