Skip to Content
Merck
All Photos(2)

Key Documents

C4116

Sigma-Aldrich

Cyclopamine hydrate

≥98% (HPLC), solid, Hedgehog signaling pathway inhibitor

Synonym(s):

11-deoxojervine hydrate

Sign Into View Organizational & Contract Pricing


About This Item

Empirical Formula (Hill Notation):
C27H41NO2 · xH2O
CAS Number:
Molecular Weight:
411.62 (anhydrous basis)
UNSPSC Code:
12352116
PubChem Substance ID:
NACRES:
NA.77

product name

Cyclopamine hydrate, ≥98% (HPLC)

Assay

≥98% (HPLC)

form

solid

color

white

solubility

DMSO: soluble ≥5 mg/mL
H2O: insoluble

storage temp.

2-8°C

SMILES string

O.C[C@@H]1CN[C@H]2[C@@H](C)[C@@]3(CC[C@H]4[C@@H]5CC=C6C[C@@H](O)CC[C@]6(C)[C@H]5CC4=C3C)O[C@@H]2C1

InChI

1S/C27H41NO2.H2O/c1-15-11-24-25(28-14-15)17(3)27(30-24)10-8-20-21-6-5-18-12-19(29)7-9-26(18,4)23(21)13-22(20)16(27)2;/h5,15,17,19-21,23-25,28-29H,6-14H2,1-4H3;1H2/t15-,17+,19-,20-,21-,23-,24+,25-,26-,27-;/m0./s1

InChI key

KDAGJRDPNXDDSB-HBYCUIHISA-N

Gene Information

human ... EBP(10682)

Looking for similar products? Visit Product Comparison Guide

General description

Cyclopamine is a steroidal alkaloid, extracted from Veratrum californicum. It prevents tumor cell growth and invasiveness in vitro and in vivo.

Application

Cyclopamine hydrate has been used:
  • as a sonic hedgehog (Shh) inhibitor in various experiments
  • to explore the effects of stress stimulation on the proliferation and differentiation of fibrochondrocytes
  • to study its influence on ocular vessel patterning

Biochem/physiol Actions

Cyclopamine is a Hedgehog signaling pathway inhibitor; inhibits the growth of medulloblastoma cells.

Features and Benefits

This compound is a featured product for Apoptosis research. Click here to discover more featured Apoptosis products. Learn more about bioactive small molecules for other areas of research at sigma.com/discover-bsm.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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

Regulatory Mechanisms of the Ihh/PTHrP Signaling Pathway in Fibrochondrocytes in Entheses of Pig Achilles Tendon
Han X, et al.
Stem Cells International, 2016 (2016)
Ectodysplasin A regulates epithelial barrier function through sonic hedgehog signalling pathway
Li S, et al.
Journal of Cellular and Molecular Medicine, 22(1), 230-240 (2018)
Loss of pancreas upon activated Wnt signaling is concomitant with emergence of gastrointestinal identity
Munoz-Bravo JL, et al
Testing, 11(10), e0164714-e0164714 (2016)
Cyclopamine: from cyclops lambs to cancer treatment
Lee ST, et al.
Journal of Agricultural and Food Chemistry, 62(30), 7355-7362 (2014)
Introduction to Cancer Metastasis (2016)

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