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C4116

Sigma-Aldrich

Cyclopamine hydrate

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

Sinônimo(s):

11-deoxojervine hydrate

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About This Item

Fórmula empírica (Notação de Hill):
C27H41NO2 · xH2O
Número CAS:
Peso molecular:
411.62 (anhydrous basis)
Código UNSPSC:
12352116
ID de substância PubChem:
NACRES:
NA.77

product name

Cyclopamine hydrate, ≥98% (HPLC)

Ensaio

≥98% (HPLC)

forma

solid

cor

white

solubilidade

DMSO: soluble ≥5 mg/mL
H2O: insoluble

temperatura de armazenamento

2-8°C

cadeia de caracteres SMILES

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

chave InChI

KDAGJRDPNXDDSB-HBYCUIHISA-N

Informações sobre genes

human ... EBP(10682)

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Descrição geral

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

Aplicação

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

Ações bioquímicas/fisiológicas

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

Características e benefícios

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.

Código de classe de armazenamento

11 - Combustible Solids

Classe de risco de água (WGK)

WGK 3

Equipamento de proteção individual

Eyeshields, Gloves, type N95 (US)


Certificados de análise (COA)

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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.
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Cyclopamine: from cyclops lambs to cancer treatment
Lee ST, et al.
Journal of Agricultural and Food Chemistry, 62(30), 7355-7362 (2014)
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
Carlos Andrés Chacón-Martínez et al.
The EMBO journal, 36(2), 151-164 (2016-12-13)
Understanding how complex tissues are formed, maintained, and regenerated through local growth, differentiation, and remodeling requires knowledge on how single-cell behaviors are coordinated on the population level. The self-renewing hair follicle, maintained by a distinct stem cell population, represents an

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