|Source: ||Veratrum californicim (plant extract)|
|Description: ||Cyclopamine is a natural steroidal jerveratrum alkaloide. |
Cyclopamine is named after its ability to cause cyclopia(holoprosencephaly) in unborn sheep.
|CAS number: ||4449-51-8|
|Merck index: ||not listed|
|Molecular weight: ||411.62|
|Molecular Formula: ||C27H41NO2 |
|Insoluble in water.|
Freely soluble in Chloroform, Dichloromethane.
Fairly soluble in benzene, warm (50ºC-60ºC) ethanol (20 mg/mL ), DMSO (4 mg/ml) and DMF (10 mg/mL). May recrystallize from ethanolic solution in cold.
|Appearance: ||White crystalline solid.|
|Purity: ||Pure by TLC|
|Applications||Cyclopamine inhibits the hedgehog signaling pathway (Hh) by influencing the balance between the active and inactive forms of the Smoothened protein.|
Cyclopamine is currently being investigated as a treatment agent in basal cell carcinoma, medulloblastoma, and rhabdomyosarcoma, tumors connected to excessive Hh activity , glioblastoma, and as a treatment agent for multiple myeloma.
|Warnings||Known teratogen. Causes damage to embryos. Women who are or may be pregnant should avoid any contact with Cyclopamine.|
|Related products|| |
| ||For Research use only. Not for Human or Drug use|
GMP/API grade available on request
from plants; not produced from or contains any ingredients from animal origin.
No genetically modified organisms are used.
| ||Zhang X, Harrington N, Moraes RC, Wu MF, Hilsenbeck SG, Lewis MT.|
Cyclopamine inhibition of human breast cancer cell growth independent of Smoothened (Smo).
Breast Cancer Res Treat. 2008 Jun 19.
| ||Lipinski RJ, Hutson PR, Hannam PW, Nydza RJ, Washington IM, Moore RW, Girdaukas GG, Peterson RE, Bushman W.|
ose- and route-dependent teratogenicity, toxicity, and pharmacokinetic profiles of the hedgehog signaling antagonist cyclopamine in the mouse.
Toxicol Sci. 2008 Jul;104(1):189-97
Parga JA, Rodriguez-Pallares J, Blanco V, Guerra MJ, Labandeira-Garcia JL.
Different effects of anti-sonic hedgehog antibodies and the hedgehog pathway inhibitor cyclopamine on generation of dopaminergic neurons from neurospheres of mesencephalic precursors.
Dev Dyn. 2008 Apr;237(4):909-17
| ||Bar EE, Stearns D.|
New developments in medulloblastoma treatment: the potential of a cyclopamine-lovastatin combination.
Expert Opin Investig Drugs. 2008 Feb;17(2):185-95
| ||Chen JK, Taipale J, Cooper MK, Beachy PA.|
Inhibition of Hedgehog signaling by direct binding of cyclopamine to Smoothened.
Genes Dev. 2002 Nov 1;16(21):2743-8
| ||The discovery of Cyclopamine|
CANCER RESEARCH 28, 2323-2326, November 1968
Effects of Teratogenic Agents in Range Plants
Wayne Binns, Lynn F. James, Richard F. Keeler, and Lew Dell Balls
| ||THERAPEUTIC USE OF AN INHIBITOR OF A HEDGEHOG SIGNALLING PATHWAY|
European Patent EP1183040
Use of an inhibitor of a Hedgehog signalling pathway, or an inhibitor of a pathway which is a target of the Hedgehog signalling pathway in the preparation of a medicament for treatment of epithelial cell hyperplasia, fibrosis of tissue, inflammation, cancer or an immune disorder. Also a transgenic animal or cell line capable of expressing a component or an inhibitor of a hedgehog signalling pathway or a target pathway of the hedgehog signalling pathway.