E2375

Sigma-Aldrich

Emetine dihydrochloride

Sinónimos:
6′,7′,10,11-Tetramethoxyemetan dihydrochloride
Empirical Formula (Hill Notation):
C29H40N2O4 · 2HCl
Número de CAS:
Peso molecular:
553.56
Número MDL:
ID de la sustancia en PubChem:
NACRES:
NA.77

Nivel de calidad

100

Modo de acción

protein synthesis | interferes

espectro de actividad antibiótica

parasites

temp. de almacenamiento

2-8°C

SMILES string

[H][C@@]12C[C@H](C[C@@]3([H])NCCC4=C3C=C(OC)C(OC)=C4)[C@@H](CC)CN1CCC5=C2C=C(OC)C(OC)=C5

InChI

1S/C29H40N2O4.2ClH/c1-6-18-17-31-10-8-20-14-27(33-3)29(35-5)16-23(20)25(31)12-21(18)11-24-22-15-28(34-4)26(32-2)13-19(22)7-9-30-24;;/h13-16,18,21,24-25,30H,6-12,17H2,1-5H3;2*1H/t18-,21-,24+,25-;;/m0../s1

InChI key

JROGBPMEKVAPEH-GXGBFOEMSA-N

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Aplicación

Emetine dihydrochloride has been used:
  • as a protein synthesis inhibitor to study its effects on human papillomavirus type 8 E2 protein half-life
  • to study its effects on the stress granules assembly
  • as a chain-elongation inhibitor in puromycin assay for protein synthesis

Envase

500 mg in poly bottle
1, 5 g in poly bottle

Acciones bioquímicas o fisiológicas

Emetine dihydrochloride is a member of the ipecac alkaloids family. It can mediate inhibition of protein and nucleic acid synthesis. It exhibits antiviral activity against dengue virus infection and severe acute respiratory syndrome coronavirus 2 (SARS-CoV-2). Emetine dihydrochloride exhibits anti-proliferative effects against bladder cancer cells. It also possesses anti-protozoal activity.

Características y beneficios

This compound is also offered as part of Sigma′s Library of Pharmacologically Active Compounds (LOPAC®1280), a biologically annotated collection of high-quality, ready-to-screen compounds. Click here to learn more.

Información legal

LOPAC is a registered trademark of Sigma-Aldrich Co. LLC

pictogramas

Skull and crossbones

Palabra de señalización

Danger

Frases de peligro

RIDADR

UN 1544PSN2 6.1 / PGI

WGK Alemania

WGK 3

Punto de inflamabilidad F

Not applicable

Punto de inflamabilidad C

Not applicable

Hiwa Målen et al.
BMC microbiology, 11, 18-18 (2011-01-26)
The potential causes for variation in virulence between distinct M. tuberculosis strains are still not fully known. However, differences in protein expression are probably an important factor. In this study we used a label-free quantitative proteomic approach to estimate differences...
Antiviral activity of emetine dihydrochloride against dengue virus infection
Yin L J S, et al.
Journal of Antivirals & Antiretrovirals, 1, 062-000 (2009)
Ananya Dasgupta et al.
Neurobiology of learning and memory, 154, 70-77 (2017-12-27)
Metaplasticity is the inherent property of a neuron or neuronal population to undergo activity-dependent changes in neural function that modulate subsequent synaptic plasticity. Here we studied the effect of intermittent fasting (IF) in governing the interactions of associative plasticity mechanisms...
I Meijerman et al.
Toxicology and applied pharmacology, 156(1), 46-55 (1999-04-02)
Stressor-induced changes in the cytoskeleton, of which actin is a major component, may lead to apoptosis. The role of drug-induced changes in nuclear G-actin and apoptosis was studied in freshly isolated hepatocytes. Several protein synthesis inhibitors, cycloheximide, puromycin, and emetine...
Claudia Colombrita et al.
Journal of neurochemistry, 111(4), 1051-1061 (2009-09-22)
Transactive response DNA-binding protein 43 (TDP-43) forms abnormal ubiquitinated and phosphorylated inclusions in brain tissues from patients with amyotrophic lateral sclerosis (ALS) and frontotemporal lobar degeneration. TDP-43 is a DNA/RNA-binding protein involved in RNA processing, such as transcription, pre-mRNA splicing...
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