LKT Labs

Biochemicals for Life Science Research

Cyclopamine

Product ID C9710
Cas No. 4449-51-8
Purity ≥98%
Product Unit SizeCostQuantityStock
5 mg $77.20 In stock
25 mg $154.20 In stock
100 mg $428.70 In stock
500 mg $1,542.40 Please Inquire
1 g $2,507.00 Please Inquire
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Description

Cyclopamine is a steroidal jerveratrum alkaloid found in Veratrum that binds Smo, inhibiting hedgehog (Shh) signaling pathways. Cyclopamine exhibits anticancer activity, decreases expression of Gli2 and Bcl-2, inhibiting proliferation and inducing apoptosis in adenoma cells and neuroblastoma cells.

CYCLOPAMINE SOLUBILITY: Ethanol is the best cyclopamine solvent for biological use.  A 2.8% solution (28 mg/mL) can be prepared by sonicating the cyclopamine in ethanol. Avoid over heating. Storage at -20 ºC is recommended. If cyclopamine crystallizes out of solution:  upon thawing, the mixture can be heated or sonicated again to redissolve the cyclopamine.
Methanol and DMSO can also be used as cyclopamine solvents, but solubility in methanol is much less (0.7 mg/mL).  Substantial heating is again needed to achieve solution with methanol or DMSO.

Product Info

Cas No.

4449-51-8
Purity

≥98%
Formula

C27H41NO2
Formula Wt.

411.62
Chemical Name

Spiro(9H-benzo(a)fluorene-9,2'(3'H)-furo(3,2-b)pyridin)-3- ol, 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-tetramethyl-, (2'R,3S,3'R,3'aS,6'S,6aS,6bS,7'aR,11aS,11bR)-
IUPAC Name

(3S,3'R,3'aS,6'S,6aS,6bS,7'aR,9R,11aS,11bR)-3',6',10, 11b-tetramethylspiro[2,3,4,6,6a,6b,7,8,11, 11a-decahydro-1H-benzo[a]fluorene-9,2'-3a,4,5,6,7, 7a-hexahydro-3H-furo[3,2-b]pyridine]-3-ol
Synonym

11-Deoxyjervine, 11-Deoxojervine, HSDB 3505.
Melting Point

212-215°C
Solubility

Soluble in ethanol (≥20 mg/mL, methanol (0.7 mg/mL). Soluble in DMSO & insoluble in water.

Appearance

White Crystalline Solid

Shipping and Storage

Store Temp

-20°C
Ship Temp

Ambient

Downloads

MSDS

C9710 MSDS PDF
Info Sheet

C9710 Info Sheet PDF
Brochures

Cyclopamine Flyer

Hedgehog Signaling Flyer

WNT Booklet

References

Song M, Ou X, Xiao C, et al. Hedgehog signaling inhibitor cyclopamine induces apoptosis by decreasing Gli2 and Bcl2 expression in human salivary pleomorphic adenoma cells. Biomed Rep. 2013 Mar;1(2):325-329. PMID: 24648943.

Xu L, Wang X, Wan J, et al. Sonic Hedgehog pathway is essential for neuroblastoma cell proliferation and tumor growth. Mol Cell Biochem. 2012 May;364(1-2):235-41. PMID: 22350753.

Stanton BZ, Peng LF. Small-molecule modulators of the Sonic Hedgehog signaling pathway. Mol Biosyst. 2010 Jan;6(1):44-54. PMID: 20024066.

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