20(S)-Hydroxycholesterol
Tocris Bioscience, part of Bio-Techne | Catalog # 4474
Allosteric activator of Hedgehog (Hh) signaling; induces Smo accumulation
Discontinued Product
4474 has been discontinued.
View all Hedgehog Signaling Activators products.
Key Product Details
Description
Allosteric activator of Hedgehog (Hh) signaling; induces Smo accumulation
Product Description
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).Product Specifications
Molecular Weight
402.65
Formula
C27H46O2
Storage
Store at -20°C
Purity
≥95% (HPLC)
Chemical Name
(3β)-Cholest-5-ene-3,20-diol
CAS Number
516-72-3
PubChem ID
440711
InChI Key
MCKLJFJEQRYRQT-APGJSSKUSA-N
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([H])[C@](O)(C)CCCC(C)C
The technical data provided above is for guidance only. For batch specific data refer to the Certificate of Analysis.
Solubility
| Solvent | Max Conc. mg/mL | Max Conc. mM | |
|---|---|---|---|
| Solubility | |||
| Ethanol | 40.26 | 100 |
Preparing Stock Solutions
for 20(S)-Hydroxycholesterol
The following data is based on the product molecular weight 402.65
Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which all affect the solvent volumes required to prepare stock solutions.
| Concentration / Solvent Volume / Mass | 1 mg | 5 mg | 10 mg |
|---|---|---|---|
| 1 mM | 2.48 mL | 12.42 mL | 24.84 mL |
| 5 mM | 0.50 mL | 2.48 mL | 4.97 mL |
| 10 mM | 0.25 mL | 1.24 mL | 2.48 mL |
| 50 mM | 0.05 mL | 0.25 mL | 0.50 mL |
Calculators
Molarity Calculator
Dilution Calculator
Reconstitution Calculator
Background References
References are publications that support the biological activity of the product.
- Dwyer Oxysterols are novel activators of the hedgehog signaling pathway in pluripotent mesenchymal cells J.Biol.Chem. 2007 PMID: 17200122
- Nedelcu Oxysterol binding to the extracellular domain of Smoothened in Hedgehog signaling. Nat.Chem.Biol. 2013 PMID: 23831757
- Nachtergaele Oxysterols are allosteric activators of the oncoprotein Smoothened. Nat.Chem.Biol. 2012 PMID: 22231273
Product Specific Notices for 20(S)-Hydroxycholesterol
For research use only
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