Skip to Content
Merck
All Photos(2)

Documents

239806

Sigma-Aldrich

Cyclopamine, V. californicum

InSolution, ≥97%, controls the biological activity of Sonic Hedgehog signaling pathway

Synonym(s):

InSolution Cyclopamine, V. californicum, Shh Signaling Antagonist I in EtOH

Sign Into View Organizational & Contract Pricing
All Photos(2)

About This Item

Empirical Formula (Hill Notation):
C27H41NO2
Molecular Weight:
411.62
UNSPSC Code:
12352116
NACRES:
NA.77

Quality Level

100

Assay

≥97% (NMR)

form

liquid

manufacturer/tradename

Calbiochem®

storage condition

OK to freeze
avoid repeated freeze/thaw cycles
desiccated (hygroscopic)
protect from light

shipped in

ambient

storage temp.

−70°C

SMILES string

OC(C1)CCC2(C)C1=CCC3C2CC4=C(C)[C@@]5(O[C@@H](C[C@H](C)CN6)[C@@H]6[C@H]5C)CCC34

General description

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. The solid form of this compound (Cat. No. 239803) is also available.

Packaging

Packaged under inert gas

Warning

Toxicity: Flammable (J)

Physical form

Supplied as a 10 mM (5 mg/1.22 mL) solution of Cyclopamine, V. californicum (Cat. No. 239803) in EtOH.

Reconstitution

Following initial thaw, aliquot and freeze (-70°C).

Other Notes

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.
Due to the nature of the Hazardous Materials in this shipment, additional shipping charges may be applied to your order. Certain sizes may be exempt from the additional hazardous materials shipping charges. Please contact your local sales office for more information regarding these charges.

Legal Information

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

Signal Word

Danger

Hazard Statements

H225,H319,H360D

Hazard Classifications

Eye Irrit. 2 - Flam. Liq. 2 - Repr. 1B

Storage Class Code

3 - Flammable liquids

WGK

WGK 2

Flash Point(F)

53.6 °F - closed cup - Information refers to the main ingredient.

Flash Point(C)

12 °C - closed cup - Information refers to the main ingredient.

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

Xin Chen et al.
iScience, 25(1), 103647-103647 (2022-01-15)
The risk of pancreatic cancer is higher among people who are cigarette smokers than among non-smokers; however, the action mechanisms of cigarette metabolites are not yet fully understood. In this study, we investigated the effect of 4-(methylnitrosamino)-1-(3-pyridyl)-1-butanone (NNK) in cigarette
Elena A May et al.
The Journal of cell biology, 220(5) (2021-04-16)
The primary cilium is a signaling compartment that interprets Hedgehog signals through changes of its protein, lipid, and second messenger compositions. Here, we combine proximity labeling of cilia with quantitative mass spectrometry to unbiasedly profile the time-dependent alterations of the
Overexpression screen of chromosome 21 genes reveals modulators of Sonic hedgehog signaling relevant to Down syndrome.
Moyer, et al.
Disease models & mechanisms, 16 (2023)
Justine D Manos et al.
iScience, 25(1), 103658-103658 (2022-01-25)
Tau pathobiology has emerged as a key component underlying Alzheimer's disease (AD) progression; however, human neuronal in vitro models have struggled to recapitulate tau phenomena observed in vivo. Here, we aimed to define the minimal requirements to achieve endogenous tau aggregation in

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service