239806

Cyclopamine, V. californicum

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

• Synonym(s): InSolution Cyclopamine, V. californicum, Shh Signaling Antagonist I in EtOH
• Empirical Formula (Hill Notation): C₂₇H₄₁NO₂
• Molecular Weight: 411.62
• UNSPSC Code: 12352116
• NACRES: NA.77

Properties

• Quality Level: 100
• 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

Description

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

Safety Information

• pictograms: GHS02,GHS08,GHS07
• signalword: Danger
• hcodes: H225,H319,H360D
• pcodes: P202 - P210 - P233 - P240 - P305 + P351 + P338 - P308 + P313
• 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.