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Key Documents

239803

Sigma-Aldrich

Cyclopamine

from Veratrum californicum, ≥97% (HPLC), solid, Sonic Hedgehog signaling antagonist, Calbiochem®

Sinônimo(s):

Cyclopamine, V. californicum

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About This Item

Fórmula empírica (Notação de Hill):
C27H41NO2
Número CAS:
Peso molecular:
411.62
Número MDL:
Código UNSPSC:
12352116
NACRES:
NA.77

product name

Cyclopamine, V. californicum, Cyclopamine, V. californicum, CAS 4449-51-8, is a cell-permeable steroidal alkaloid & cholesterol mimic that specifically antagonizes Sonic Hedgehog signaling through direct interaction with Smo.

Nível de qualidade

Ensaio

≥97% (HPLC)

forma

solid

potência

20 nM IC50

fabricante/nome comercial

Calbiochem®

condição de armazenamento

OK to freeze
protect from light

cor

off-white

solubilidade

DMF: 10 mg/mL
DMSO: 4 mg/mL
ethanol: 5 mg/mL

Condições de expedição

wet ice

temperatura de armazenamento

−20°C

InChI

1S/C27H41NO2/c1-15-11-24-25(28-14-15)17(3)27(30-24)10-8-20-21-6-5-18-12-19(29)7-9-26(18,4)23(21)13-22(20)16(27)2/h5,15,17,19-21,23-25,28-29H,6-14H2,1-4H3/t15-,17+,19-,20-,21-,23-,24+,25-,26-,27-/m0/s1

chave InChI

QASFUMOKHFSJGL-LAFRSMQTSA-N

Descrição geral

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. Also available as a 10 mM solution in Ethanol (Cat. No. 239806).
A cell-permeable, steroidal alkaloid and cholesterol mimic that displays both teratogenic and anti-tumor properties. Disrupts cholesterol biosynthesis and specifically antagonizes shh (Sonic Hedgehog) signaling through direct interaction with Smo (smoothened), a protein that is related to G-protein-coupled receptors. Useful for studying the involvement of shh signaling in the development of various tumors. Tomatidine (Cat. No. 614350) can be used as a negative control.
Cyclopamine, V. californicum, CAS 4449-51-8, is a cell-permeable steroidal alkaloid & cholesterol mimic that specifically antagonizes Sonic Hedgehog signaling through direct interaction with Smo.

Ações bioquímicas/fisiológicas

Cell permeable: yes
Primary Target
Hh signaling in Shh-light2 assay
Product does not compete with ATP.

Advertência

Toxicity: Carcinogenic / Teratogenic (D)

Nota de preparo

Ethanol stock solutions may require warming to achieve complete solubilization.

Reconstituição

Following reconstitution aliquot and freeze (-20°C). Stock solutions are stable for up to 3 months at -20°C.

Outras notas

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.

Informações legais

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

Pictogramas

Skull and crossbonesHealth hazard

Palavra indicadora

Danger

Frases de perigo

Classificações de perigo

Acute Tox. 3 Oral - Repr. 1B

Código de classe de armazenamento

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

Classe de risco de água (WGK)

WGK 3

Ponto de fulgor (°F)

Not applicable

Ponto de fulgor (°C)

Not applicable


Certificados de análise (COA)

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