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C2932

Sigma-Aldrich

Chelerythrine chloride

≥95% (TLC), powder

Sinônimo(s):

1,2-Dimethoxy-N-methyl(1,3)benzodioxolo(5,6-c)phenanthridinium chloride, Toddaline chloride

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About This Item

Fórmula empírica (Notação de Hill):
C21H18ClNO4
Número CAS:
3895-92-9
Peso molecular:
383.82
Número MDL:
MFCD00060717
Código UNSPSC:
12352200
ID de substância PubChem:
24278305
NACRES:
NA.77

fonte biológica

plant

Ensaio

≥95% (TLC)

forma

powder

cor

yellow to orange

pf

213.0-214.0  °C

solubilidade

DMSO: 2 mg/mL

temperatura de armazenamento

−20°C

cadeia de caracteres SMILES

Cl.COc1ccc2-c3ccc4cc5OCOc5cc4c3[N](C)=Cc2c1OC

InChI

1S/C21H18NO4.ClH/c1-22-10-16-13(6-7-17(23-2)21(16)24-3)14-5-4-12-8-18-19(26-11-25-18)9-15(12)20(14)22;/h4-10H,11H2,1-3H3;1H

chave InChI

SUPBMPBJXZDANZ-UHFFFAOYSA-N

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Descrição geral

Chelerythrine chloride (CHE), a benzophenanthridine alkaloid is an inhibitor of protein kinase C (PKC). It is the active component of Macleaya cordata.

Aplicação

Chelerythrine chloride has been used:
  • as a supplement in heat-inactivated late-embryo extract or late-embryo extract to inhibit protein kinase C (PKC) activity
  • for in vitro Xenopus experiments
  • as a PKC inhibitor in HL-1 cells, to block the PKC pathway to study its effects on doxazosin-induced galectin-3 and collagen expression

Ações bioquímicas/fisiológicas

Chelerythrine chloride (CHE) is capable of preventing the growth and apoptosis in human gastric cancer BGC-823 cells. It possesses several biological effects and also can induce the phosphorylation of a ~20 kDa protein present in the mitochondrial fraction of the rat retina.

Características e benefícios

This compound is featured on the P2 Receptors: P2X Ion Channel Family and PKC pages of the Handbook of Receptor Classification and Signal Transduction. To browse other handbook pages, click here.

Pictogramas

Exclamation mark
GHS07

Palavra indicadora

Warning

Classificações de perigo

Acute Tox. 4 Dermal - Acute Tox. 4 Inhalation - Acute Tox. 4 Oral - Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Órgãos-alvo

Respiratory system

Código de classe de armazenamento

11 - Combustible Solids

Classe de risco de água (WGK)

WGK 3

Ponto de fulgor (°F)

Not applicable

Ponto de fulgor (°C)

Not applicable

Certificados de análise (COA)

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Chelerythrine chloride from Macleaya cordata induces growth inhibition and apoptosis in human gastric cancer BGC-823 cells
Zhang Z, et al.
Acta Pharmaceutica Sinica. B, 2(5), 464-471 (2012)
Protein kinase C promotes cardiac fibrosis and heart failure by modulating galectin-3 expression
Song X, et al.
Biochimica et Biophysica Acta - Molecular Cell Research, 1853(2), 513-521 (2015)
Doxazosin stimulates galectin-3 expression and collagen synthesis in HL-1 cardiomyocytes independent of protein kinase C pathway
Qian X, et al.
Frontiers in Pharmacology, 7, 495-495 (2016)
Shi-Yang Li et al.
Scientific reports, 7(1), 15317-15317 (2017-11-12)
The present study was performed to explore the role of galanin and galanin receptor 1 (GalR 1) in nociceptive modulation in the central nucleus of amygdala (CeA) in normal rats and rats with neuropathy, and the involvement of GalR 1
W D Jarvis et al.
Cancer research, 54(7), 1707-1714 (1994-04-01)
The present studies were undertaken to characterize further the potential role of protein kinase C (PKC) in the regulation of apoptosis in HL-60 promyelocytic leukemia cells. The capacity of acute exposure to specific and nonspecific pharmacological inhibitors of PKC to
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