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E2375

Emetine dihydrochloride

Name: Emetine dihydrochloride
Brand: SIGMA

RNA polymerase inhibitor

Synonym(s):

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

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About This Item

Empirical Formula (Hill Notation):

C₂₉H₄₀N₂O₄ · 2HCl

CAS Number:

316-42-7

Molecular Weight:

553.56

UNSPSC Code:

12352200

PubChem Substance ID:

24278410

NACRES:

NA.77

MDL number:

MFCD00242944

Quality level:

100

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Product Name

Emetine dihydrochloride,

Quality Level

100

antibiotic activity spectrum

parasites

mode of action

protein synthesis | interferes

storage temp.

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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Bioactive Small Molecule Inhibitors

Bioactive Small Molecules

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

GHS06

signalword

Danger

hcodes

H300,H315,H319

pcodes

P264 - P280 - P301 + P310 - P302 + P352 - P305 + P351 + P338 - P332 + P313

Hazard Classifications

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

Storage Class

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

Regulatory Information

剧毒化学品

监管及禁止进口产品

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Certificates of Analysis (COA)

Lot/Batch Number

0000508219

0000420475

0000397935

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Comparison of membrane proteins of Mycobacterium tuberculosis H37Rv and H37Ra strains.

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)

TDP-43 is recruited to stress granules in conditions of oxidative insult.

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

Intermittent fasting promotes prolonged associative interactions during synaptic tagging/capture by altering the metaplastic properties of the CA1 hippocampal neurons.

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

A rapid, high-throughput viability assay for Blastocystis spp. reveals metronidazole resistance and extensive subtype-dependent variations in drug susceptibilities.

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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Discover Bioactive Small Molecules for Gene Regulation

We offer a variety of small molecule research tools, such as transcription factor modulators, inhibitors of chromatin modifying enzymes, and agonists/antagonists for target identification and validation in gene regulation research; a selection of these research tools is shown below.

Global Trade Item Number

SKU	GTIN
E2375-1G	04061833602577
E2375-500MG	04061833602584
E2375-250MG	04061832270722
E2375-5G	04061833619865

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