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Key Documents

239803

Sigma-Aldrich

Cyclopamine

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

Sinonimo/i:

Cyclopamine, V. californicum

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About This Item

Formula empirica (notazione di Hill):
C27H41NO2
Numero CAS:
Peso molecolare:
411.62
Numero MDL:
Codice 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.

Livello qualitativo

Saggio

≥97% (HPLC)

Forma fisica

solid

Potenza

20 nM IC50

Produttore/marchio commerciale

Calbiochem®

Condizioni di stoccaggio

OK to freeze
protect from light

Colore

off-white

Solubilità

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

Condizioni di spedizione

wet ice

Temperatura di conservazione

−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
QASFUMOKHFSJGL-LAFRSMQTSA-N

Descrizione generale

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.

Azioni biochim/fisiol

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

Attenzione

Toxicity: Carcinogenic / Teratogenic (D)

Nota sulla preparazione

Ethanol stock solutions may require warming to achieve complete solubilization.

Ricostituzione

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

Altre note

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.

Note legali

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

Pittogrammi

Skull and crossbonesHealth hazard

Avvertenze

Danger

Indicazioni di pericolo

Classi di pericolo

Acute Tox. 3 Oral - Repr. 1B

Codice della classe di stoccaggio

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

Classe di pericolosità dell'acqua (WGK)

WGK 3

Punto d’infiammabilità (°F)

Not applicable

Punto d’infiammabilità (°C)

Not applicable


Certificati d'analisi (COA)

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