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Key Documents

239806

Sigma-Aldrich

Cyclopamine, V. californicum

InSolution, ≥97%, controls the biological activity of Sonic Hedgehog signaling pathway

Sinónimos:

InSolution Cyclopamine, V. californicum, Shh Signaling Antagonist I in EtOH

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About This Item

Fórmula empírica (notación de Hill):
C27H41NO2
Peso molecular:
411.62
UNSPSC Code:
12352116
NACRES:
NA.77

Quality Level

assay

≥97% (NMR)

form

liquid

manufacturer/tradename

Calbiochem®

storage condition

OK to freeze
avoid repeated freeze/thaw cycles
desiccated (hygroscopic)
protect from light

shipped in

ambient

storage temp.

−70°C

SMILES string

OC(C1)CCC2(C)C1=CCC3C2CC4=C(C)[C@@]5(O[C@@H](C[C@H](C)CN6)[C@@H]6[C@H]5C)CCC34

General description

A cell-permeable steroidal alkaloid and cholesterol mimic that displays both teratogenic and antitumor activities. It disrupts cholesterol bio-synthesis and specifically antagonizes shh (Sonic Hedgehog) signaling pathway through direct interaction with Smo (smoothened), a distant relative of G-protein-coupled receptors. A valuable tool for studying the involvement of shh signaling in the development of various tumors. Tomatidine (Cat. No. 614350) can be used as a negative control. The solid form of this compound (Cat. No. 239803) is also available.

Packaging

Packaged under inert gas

Warning

Toxicity: Flammable (J)

Physical form

Supplied as a 10 mM (5 mg/1.22 mL) solution of Cyclopamine, V. californicum (Cat. No. 239803) in EtOH.

Reconstitution

Following initial thaw, aliquot and freeze (-70°C).

Other Notes

Berman, D.M., et al. 2003. Nature,425, 846.
Thayer, S.P., et al. 2003. Nature,425, 851.
Watkins, D.N., et al. 2003. Nature422, 313.
Chen, J.K., et al. 2002. Proc. Natl. Acad. Sci. USA99, 14071.
Berman, D.M., et al. 2002. Science297, 1559.
Taipale, J., et al. 2000. Nature406, 1005.
Kim, S.K., and Melton, D.A. 1998. Proc. Natl. Acad. Sci. USA95, 13036.
Cooper, M.K., et al. 1998. Science280, 1603.
Incardona, J.P., et al. 1998. Development125, 3553.
Due to the nature of the Hazardous Materials in this shipment, additional shipping charges may be applied to your order. Certain sizes may be exempt from the additional hazardous materials shipping charges. Please contact your local sales office for more information regarding these charges.

Legal Information

CALBIOCHEM is a registered trademark of Merck KGaA, Darmstadt, Germany

signalword

Danger

Hazard Classifications

Eye Irrit. 2 - Flam. Liq. 2 - Repr. 1B

Storage Class

3 - Flammable liquids

wgk_germany

WGK 2

flash_point_f

53.6 °F - closed cup - Information refers to the main ingredient.

flash_point_c

12 °C - closed cup - Information refers to the main ingredient.


Certificados de análisis (COA)

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