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Merck

E2375

Emetine dihydrochloride

RNA polymerase inhibitor

Synonyme(s) :

6′,7′,10,11-Tetramethoxyemetan dihydrochloride

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About This Item

Formule empirique (notation de Hill) :
C29H40N2O4 · 2HCl
Numéro CAS:
316-42-7
Poids moléculaire :
553.56
UNSPSC Code:
12352200
PubChem Substance ID:
24278410
NACRES:
NA.77
MDL number:
MFCD00242944

Nom du produit

Emetine dihydrochloride,

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

antibiotic activity spectrum

parasites

mode of action

protein synthesis | interferes

storage temp.

2-8°C

Quality Level

100

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Catégories apparentées

Application

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 Actions

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.

Features and Benefits

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.

pictograms

Skull and crossbones
GHS06

signalword

Danger

Hazard Classifications

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

Classe de stockage

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

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

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Certificats d'analyse (COA)

Lot/Batch Number
0000420475
0000420475
0000397935
0000375982
0000335067

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Consulter la Bibliothèque de documents

Antiviral activity of emetine dihydrochloride against dengue virus infection
Yin L J S, et al.
Journal of Antivirals & Antiretrovirals, 1, 062-000 (2009)
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
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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Contenu apparenté

Product Information Sheet - E2375

Product Information Sheet

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