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Description: Inhibitor of Hedgehog (Hh) signaling
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
Purity: ≥97% (HPLC)
Citations (8)
Reviews (1)
Literature (4)

Biological Activity for Cyclopamine

Cyclopamine is an inhibitor of hedgehog (Hh) signaling, likely via direct inhibition of Smoothened, the accessory protein to the putative Hh receptor Patched. Anticancer 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 for Cyclopamine

M. Wt 411.63
Formula C27H41NO2
Storage Desiccate at -20°C
Purity ≥97% (HPLC)
CAS Number 4449-51-8
PubChem ID 442972
Smiles O[C@H](C2)CC[C@@]1(C)C2=CC[C@]([C@@]([H])3CC[C@@]54O[C@@](C[C@H](C)CN6)([H])[C@]6([H])[C@H]5C)([H])[C@@]([H])1CC3=[C@@]4C

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.

Solubility Data for Cyclopamine

Solvent Max Conc. mg/mL Max Conc. mM
ethanol 2.06 5

Preparing Stock Solutions for Cyclopamine

The following data is based on the product molecular weight 411.63. Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will 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
0.05 mM 48.59 mL 242.94 mL 485.87 mL
0.25 mM 9.72 mL 48.59 mL 97.17 mL
0.5 mM 4.86 mL 24.29 mL 48.59 mL
2.5 mM 0.97 mL 4.86 mL 9.72 mL

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Product Datasheets for Cyclopamine

Certificate of Analysis / Product Datasheet
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References for Cyclopamine

References are publications that support the biological activity of the product.

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

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

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

If you know of a relevant reference for Cyclopamine, please let us know.

View Related Products by Product Action

View all Hedgehog Signaling Inhibitors

Keywords: Cyclopamine, Cyclopamine supplier, inhibitors, inhibits, hedgehog, Hh, signaling, Signalling, Hedgehog, stem, cells, Smo, smoothened, antagonist, Signaling, Stem, Cell, Smoothened, Receptors, Cancer, Cells, ESCs, and, iPSC, 1623, Tocris Bioscience

8 Citations for Cyclopamine

Citations are publications that use Tocris products. Selected citations for Cyclopamine include:

Yuan et al (2016) Ciliary IFT80 balances canonical versus non-canonical hedgehog signalling for osteoblast differentiation. Stem Cells Int 7 11024 PMID: 26996322

Atzmon et al (2018) Drug Screening Identifies Sigma-1-Receptor as a Target for the Therapy of VWM Leukodystrophy. Front Mol Neurosci 11 336 PMID: 30279648

Yan et al (2017) Chemical inhibition reveals differential requirements of signaling pathways in krasV12- and Myc-induced liver tumors in transgenic zebrafish. Sci Rep 7 45796 PMID: 28378824

Atwood et al (2013) GLI activation by atypical protein kinase C Ι/λ regulates the growth of basal cell carcinomas. Nat Commun 494 484 PMID: 23446420

Do you know of a great paper that uses Cyclopamine from Tocris? Please let us know.

Reviews for Cyclopamine

Average Rating: 5 (Based on 1 Review.)

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Modulators of Hh signalling and stress fibres.
By Anonymous on 11/09/2019
Assay Type: In Vitro
Species: Human
Cell Line/Tissue: Primary OPCs

Modulators of Hh signalling and stress fibres. Cyclopamine (Tocris Bioscience, 1623) was dissolved in ethanol and DMSO. The final concentration used for cells was 5 mM of cyclopamine.

PMID: 26996322
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Literature in this Area

Tocris offers the following scientific literature in this area to showcase our products. We invite you to request* your copy today!

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