Availability
0
Your Basket is Empty
FC20718
BIO-X

Cyclopamine

Inhibitor of the Smoothened receptor and Hedgehog signalling pathway. Cyclopamine is a steroidal alkaloid that binds to the heptahelical bundle of Smoothened and negatively regulates transcription of downstream genes. In prostate cancer cells, cyclopamine inhibited cell growth, arrested cell cycle and in glioblastoma, it depleted stem cell-like cancer cells.

Technical Data

CAS No: 4449-51-8
Synonyms: (2'R,3S,3'R,3'aS,6'S,6aS,6bS,7'aR,11aS,11bR)-1,2,3,3'a,4,4',5',6,6',6a,6b,7,7',7'a,8,11,11a,11b-Octadecahydro-3',6',10,11b-tetramethylspiro[9H-benzo[a]fluorene-9,2'(3'H)-furo[3,2-b]pyridin]-3-ol
Product Code: FC20718
MDL No: MFCD09878269
Chemical Formula: C27H41NO2
Molecular Weight: 411.62

References


  • Bar et al (2009). Cyclopamine-Mediated Hedgehog Pathway Inhibition Depletes Stem-Like Cancer Cells in Glioblastoma. Stem Cells 25(10):2524-2533., Perron et al (2003). A novel function for Hedgehog signalling in retinal pigment epithelium differentiation. Development 130(8):1565-1577.
  • Levitt et al (2007). The hedgehog pathway inhibitor cyclopamine increases levels of p27, and decreases both expression of IGF-II and activation of Akt in PC-3 prostate cancer cells. Cancer Letters 255(2):300-306.
  • Chen et al (2002). Inhibition of Hedgehog signaling by direct binding of cyclopamine to Smoothened. Genes and Development 16:2743-2748.
  • Kanda et al (2003). Sonic hedgehog induces capillary morphogenesis by endothelial cells through phosphoinositide 3-kinase. The Journal of Biological Chemistry 278(10):8244-8249.
  • Taipale et al (2000). Effects of oncogenic mutations in Smoothened and Patched can be reversed by cyclopamine. Nature 406(6799):1005-1009.

Solubility

Stability

Further Information


Datasheets

Specification: View
MSDS: View

CAS No:
4449-51-8
Synonyms:
(2'R,3S,3'R,3'aS,6'S,6aS,6bS,7'aR,11aS,11bR)-1,2,3,3'a,4,4',5',6,6',6a,6b,7,7',7'a,8,11,11a,11b-Octadecahydro-3',6',10,11b-tetramethylspiro[9H-benzo[a]fluorene-9,2'(3'H)-furo[3,2-b]pyridin]-3-ol
MDL No:
MFCD09878269
Chemical Formula:
Molecular Weight:
411.62
Product Structure
References:
1. Bar et al (2009). Cyclopamine-Mediated Hedgehog Pathway Inhibition Depletes Stem-Like Cancer Cells in Glioblastoma. Stem Cells 25(10):2524-2533., Perron et al (2003). A novel function for Hedgehog signalling in retinal pigment epithelium differentiation. Development 130(8):1565-1577.
2. Levitt et al (2007). The hedgehog pathway inhibitor cyclopamine increases levels of p27, and decreases both expression of IGF-II and activation of Akt in PC-3 prostate cancer cells. Cancer Letters 255(2):300-306.
3. Chen et al (2002). Inhibition of Hedgehog signaling by direct binding of cyclopamine to Smoothened. Genes and Development 16:2743-2748.
4. Kanda et al (2003). Sonic hedgehog induces capillary morphogenesis by endothelial cells through phosphoinositide 3-kinase. The Journal of Biological Chemistry 278(10):8244-8249.
5. Taipale et al (2000). Effects of oncogenic mutations in Smoothened and Patched can be reversed by cyclopamine. Nature 406(6799):1005-1009.
Click for Specification
Click for MSDS

For requirements greater than the catalogue prepacks email: enquiries@carbosynth.com

Custom Synthesis

For custom synthesis or special requests email: enquiries@carbosynth.com, call +44 (0)1635 578444 or fill out our contact form

Please Wait...