C4116
Cyclopamine hydrate
≥98% (HPLC), solid, Hedgehog signaling pathway inhibitor
Synonym(s):
11-deoxojervine hydrate
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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)
Quality Level
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)
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
11 - Combustible Solids
wgk
WGK 3
ppe
Eyeshields, Gloves, type N95 (US)
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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)
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)
Giuditta Guerrini et al.
Journal of cellular physiology, 233(12), 9799-9811 (2018-08-23)
Breast cancer (BC) relapse and metastasis are the leading cause of death and, together with drug resistance, keep mortality still high. The Hedgehog (Hh) pathway is expressed during embryogenesis, organogenesis and in adult tissue homeostasis and its aberrant activation is