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Cyclopamine

Cat. No. 1623

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Chemical Name: (2'R,3S,3'R,3'aS,6'S,6aS,6bS,7'aR,11aS,11bR)-1,2,3,3'a,4,4',5',6,6',6a,6b,7,7',7'a,8,11,11a,11b-Octadecahydro-3',6',10,11b-tetramethylspiro[9H-benzo[a]fluorene-9,2'(3'H)-furo[3,2-b]pyridin]-3-ol

Biological Activity

Inhibitor of hedgehog (Hh) signaling, likely via direct inhibition of Smoothened, the accessory protein to the putative Hh receptor Patched. Anti-cancer and teratogenic in vivo. Depletes stem-like cancer cells in glioblastoma and blocks tumor engraftment. Can also be used to induce differentiation of human embryonic stem cells (hESCs) into hormone-expressing endocrine cells.

Technical Data

M.Wt:

411.63

Formula:

C₂₇H₄₁NO₂

Solubility:

Soluble to 5 mM in ethanol

Purity:

>97 %

Storage:

Desiccate at -20°C

CAS No:

4449-51-8

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

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Safety Data Sheet: View Safety Data Sheet

References

Chen et al (2002) Inhibition of hedgehog signaling by direct binding of cyclopamine to smoothened. Genes Dev. 16 2743. PMID: 12414725.

Scott (2003) Cancer: a twist in a hedgehog's tale. Nature 425 780. PMID: 14574396.

D'Amour et al (2006) Production of pancreatic hormone-expressing endocrine cells from human embryonic stem cells. Nat.Biotechnol. 24 1392. PMID: 17053790.

Bar et al (2007) Cyclopamine-mediated hedgehog pathway inhibition depletes stem-like cancer cells in glioblastoma. Stem Cells 25 2524. PMID: 17628016.

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Keywords: Cyclopamine, supplier, inhibitors, hedgehog, Hh, signaling, Signalling, Hedgehog, stem, cells, Smo, smoothened, antagonist

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7-TM Receptor Signaling

Written by T. Kenakin et al

'Seven Transmembrane Receptor Signaling' highlights the multiple behaviors of 7-TMs including G-protein-dependent and -independent signaling as well as the concept of collateral efficacy