20(S)-Hydroxycholesterol

Tocris Bioscience | Catalog # 4474

Allosteric activator of Hedgehog (Hh) signaling; induces Smo accumulation
Tocris Bioscience
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
View all Hedgehog Signaling Activators »

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 for 20(S)-Hydroxycholesterol

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.

Select a batch to recalculate based on the batch molecular weight:

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

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Background References

References are publications that support the biological activity of the product. See our Citations tab to view 9 publications citing the usage of this product.

Product Documents for 20(S)-Hydroxycholesterol

Certificate of Analysis

To download a Certificate of Analysis, please enter a lot or batch number in the search box below.

Product Specific Notices for 20(S)-Hydroxycholesterol

For research use only

Citations for 20(S)-Hydroxycholesterol

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