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Merck

E2375

Emetine dihydrochloride

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

Key Documents

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Product Name

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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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

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

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Certificates of Analysis (COA)

Lot/Batch Number
0000508219
0000508219
0000420475
0000420475
0000397935

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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)
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
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
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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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.

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유전자 조절 연구를 위한 생체 활성 저분자

당사는 유전자 조절 연구 분야에서 표적 식별 및 검증을 위해 전사 인자 조절인자, 염색질 변형 효소 억제제, 작용제/길항제와 같은 여러 저분자 연구 툴을 제공합니다. 이러한 연구 툴 제품군은 아래에 나와 있습니다.

Product Information Sheet - E2375

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