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20(S)-Hydroxycholesterol

Cat. No. 4474

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Chemical Name: (3β)-Cholest-5-ene-3,20-diol

Biological Activity

Allosteric activator of the Hedgehog signaling pathway Smoothened (Smo) oncoprotein; binds at a site distinct from the canonical cyclopamine binding site. Activates Hedgehog (Hh) signaling (EC₅₀ ~ 3μM for induction of Hh reporter gene transcription in in NIH 3T3 cells). Induces Smo accumulation in primary cilia; also exhibits osteogenic activity and activates the liver X receptor (LXR).

Technical Data

M.Wt:

402.65

Formula:

C₂₇H₄₆O₂

Solubility:

Soluble to 5 mM in ethanol

Purity:

>95 %

Storage:

Store at -20°C

CAS No:

516-72-3

The technical data provided above is for guidance only.
For batch specific data refer to the Certificate of Analysis.

Resources

Certificate of Analysis / Safety Data Sheet

Certificate of Analysis: View current batch

Safety Data Sheet: View Safety Data Sheet

References

Dwyer et al (2007) Oxysterols are novel activators of the hedgehog signaling pathway in pluripotent mesenchymal cells J.Biol.Chem. 282 8959. PMID: 17200122.

Nachtergaele et al (2012) Oxysterols are allosteric activators of the oncoprotein Smoothened. Nat.Chem.Biol. 8 211. PMID: 22231273.

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Keywords: 20(S)-Hydroxycholesterol, supplier, Oxysterols, allosteric, activators, positive, modulators, Smo, smoothened, Hedgehog, signaling, pathways