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E2375

Sigma-Aldrich

Emetin -dihydrochlorid

Synonym(e):

6′,7′,10,11-Tetramethoxy-emetan -dihydrochlorid

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About This Item

Empirische Formel (Hill-System):
C29H40N2O4 · 2HCl
CAS-Nummer:
316-42-7
Molekulargewicht:
553.56
MDL-Nummer:
MFCD00242944
UNSPSC-Code:
12352200
PubChem Substanz-ID:
24278410
NACRES:
NA.77

Qualitätsniveau

100

Wirkungsspektrum von Antibiotika

parasites

Wirkungsweise

protein synthesis | interferes

Lagertemp.

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

InChIKey

JROGBPMEKVAPEH-GXGBFOEMSA-N

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Anwendung

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

Biochem./physiol. Wirkung

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.

Leistungsmerkmale und Vorteile

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

Piktogramme

Skull and crossbones
GHS06

Signalwort

Danger

Gefahreneinstufungen

Acute Tox. 1 Oral - Eye Irrit. 2 - Skin Irrit. 2

Lagerklassenschlüssel

6.1A - Combustible acute toxic Cat. 1 and 2 / very toxic hazardous materials

WGK

WGK 3

Flammpunkt (°F)

Not applicable

Flammpunkt (°C)

Not applicable

Analysenzertifikate (COA)

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Die Dokumentenbibliothek aufrufen

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
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
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)
Haris Mirza et al.
Antimicrobial agents and chemotherapy, 55(2), 637-648 (2010-11-26)
Blastocystis is an emerging protistan parasite of controversial pathogenesis. Although metronidazole (Mz) is standard therapy for Blastocystis infections, there have been accumulating reports of treatment failure, suggesting the existence of drug-resistant isolates. Furthermore, very little is known about Blastocystis susceptibility
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