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AdipoGen Life Sciences
Cyclopamine
30
CHF
CHF 30.00
In stock
AG-CN2-0028-M0011 mgCHF 30.00
AG-CN2-0028-M0055 mgCHF 65.00
| Product Details | |
|---|---|
| Synonyms | 11-Deoxyjervine; 11-Deoxojervine; HSDB 3505 |
| Product Type | Chemical |
| Properties | |
| Formula |
C27H41NO2 |
| MW | 411.6 |
| CAS | 4449-51-8 |
| Source/Host Chemicals | Isolated from Veratrum californicum. |
| Purity Chemicals | ≥98% (HPLC) |
| Appearance | White to off-white solid. |
| Solubility | Soluble in ethanol, methanol, DMF or DMSO. Insoluble in water. |
| InChi Key | QASFUMOKHFSJGL-LAFRSMQTSA-N |
| Smiles | [H][C@@]12C[C@H](C)CN[C@@]1([H])[C@@H](C)[C@@]1(CC[C@]3([H])C(C[C@@]4([H])[C@@]3([H])CC=C3C[C@@H](O)CC[C@]43C)=C1C)O2 |
| Shipping and Handling | |
| Shipping | AMBIENT |
| Short Term Storage | +4°C |
| Long Term Storage | -20°C |
| Handling Advice | Protect from light. |
| Use/Stability |
Stable for at least 2 years after receipt when stored at -20°C. Store solutions at -20°C in the dark. |
| Documents | |
| MSDS |
 Download PDF |
| Product Specification Sheet | |
| Datasheet |
Download PDF |
Description
- Cell permeable steroidal alkaloid.
- Specific sonic hedgehog (Shh) signaling pathway inhibitor. Directly interacts/inhibits Smo (smoothened) [1-4].
- Teratogenic [1] and antitumor compound. Inhibits tumor cell growth and progression. Shows selective activity against Shh-dependent tumors [5-11].
- Blocks abnormal cell growth associated with oncogenic mutations of Ptch and Smo in fibroblasts [2].
- Arrests cell cycle at G0/G1 [6].
- Apoptosis inducer [8].
Product References
- The teratogenic Veratrum alkaloid cyclopamine inhibits sonic hedgehog signal transduction: J.P. Incardona, et al.; Development 125, 3553 (1998)
- Pancreas development is promoted by cyclopamine, a hedgehog signaling inhibitor: S.K. Kim & D.A. Melton; PNAS 95, 13036 (1998)
- Effects of oncogenic mutations in Smoothened and Patched can be reversed by cyclopamine: J. Taipale, et al; Nature 406, 1005 (2000)
- Inhibition of Hedgehog signaling by direct binding of cyclopamine to Smoothened: J.K. Chen, et al.; Genes Dev. 16, 2743 (2002)
- Hedgehog signalling in colorectal tumour cells: induction of apoptosis with cyclopamine treatment: D. Qualtrough, et al.; Int. J. Cancer 110, 831 (2004)
- 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: R.J. Levitt, et al.; Cancer Lett. 255, 300 (2007)
- Cyclopamine-mediated hedgehog pathway inhibition depletes stem-like cancer cells in glioblastoma: E.E. Bar, et al.; Stem Cells 25, 2524 (2007)
- The hedgehog inhibitor cyclopamine induces apoptosis in leukemic cells in vitro: J. Warzecha, et al.; Leuk. Lymph. 49, 2383 (2008)
- Cyclopamine inhibition of human breast cancer cell growth independent of Smoothened (Smo): X. Zhang, et al.; Breast Cancer Res. Treat. 115, 505 (2009)
- Cyclopamine and hedgehog signaling: chemistry, biology, medical perspectives: P. Heretsch, et al.; Chem. Int. Ed. Engl. 49, 3418 (2010) (Review)
- Targeting the hedgehog pathway: the development of cyclopamine and the development of anti-cancer drugs targeting the hedgehog pathway: A. Gould & S. Missailidis; Mini Rev. Med. Chem. 11, 200 (2011) (Review)
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