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20(S)-Hydroxycholesterol

Catalog #: 4474
2 Citations Datasheet / COA / SDS
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4474/10
20(S)-Hydroxycholesterol | CAS No. 516-72-3 | Hedgehog Signaling Activators
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Description: Allosteric activator of Hedgehog (Hh) signaling; induces Smo accumulation

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

Purity: ≥95%

Product Details
Citations (2)
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Biological Activity

20(S)-Hydroxycholesterol is an 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.
Tocris products are intended for laboratory research use only, unless stated otherwise.

Background References

  1. Oxysterols are allosteric activators of the oncoprotein Smoothened.
    Nachtergaele S, Mydock LK, Krishnan K et al.
    Nat Chem Biol
  2. Metabolic origins of spatial organization in the tumor microenvironment
    C Carmona-Fo, M Deforet, L Akkari, CB Thompson, JA Joyce, JB Xavier
    Proc. Natl. Acad. Sci. U.S.A, 2017;0(0):.
  3. Oxysterols are novel activators of the hedgehog signaling pathway in pluripotent mesenchymal cells
    Dwyer et al.
    J.Biol.Chem., 2007;282:8959
  4. Oxysterol binding to the extracellular domain of Smoothened in Hedgehog signaling.
    Nedelcu et al.
    Nat.Chem.Biol., 2013;9:557

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Citations for 20(S)-Hydroxycholesterol

The citations listed below are publications that use Tocris products. Selected citations for 20(S)-Hydroxycholesterol include:

2 Citations: Showing 1 - 2

  1. HDL inhibits endoplasmic reticulum stress-induced apoptosis of pancreatic β-cells in vitro by activation of Smoothened.
    Authors: Lucia Et al.
    J Lipid Res  2020;61:492-504
  2. Metabolic origins of spatial organization in the tumor microenvironment.
    Authors: Craig B Et al.
    Proc Natl Acad Sci U S A  2017;114:2934-2939

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