20(S)-Hydroxycholesterol

Cat. No. 4474

20(S)-Hydroxycholesterol C27H46O2 [516-72-3]

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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 100 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.
All Tocris products are intended for laboratory research use only.

Certificate of Analysis / Product Datasheet / Safety Datasheet

References are publications that support the products' biological activity.

Nedelcu et al (2013) Oxysterol binding to the extracellular domain of Smoothened in Hedgehog signaling. Nat.Chem.Biol. 9 557. PMID: 23831757.

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

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

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Citations are publications that use Tocris products.

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

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