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45160

Emetine dihydrochloride hydrate

≥99.0% (HPLC)

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About This Item

Empirical Formula (Hill Notation):
C29H40N2O4 · 2HCl · xH2O
CAS Number:
7083-71-8
Molecular Weight:
553.56 (anhydrous basis)
UNSPSC Code:
12352200
Beilstein/REAXYS Number:
5216794
MDL number:
MFCD00149309
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assay

≥99.0% (HPLC)

optical activity

[α]20/D +18±2°, c = 6% in H2O (dry matter)

mp

240-250 °C (dec., dry matter) (lit.)

mode of action

protein synthesis | interferes

storage temp.

2-8°C

SMILES string

O.Cl.Cl.CC[C@H]1CN2CCc3cc(OC)c(OC)cc3C2CC1C[C@H]4NCCc5cc(OC)c(OC)cc45

InChI

1S/C29H40N2O4.2ClH.H2O/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;1H2/t18-,21-,24+,25-;;;/m0.../s1

InChI key

IZTPMTAWOCEKKM-VXMYZLRESA-N

Other Notes

Review; Inhibits protein synthesis in eucaryotes

pictograms

Skull and crossbones
GHS06

signalword

Danger

hcodes

H300

Hazard Classifications

Acute Tox. 1 Oral

Storage Class

6.1B - Non-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

涉药品监管产品

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L.V. Feyns et al.
Anal. Profiles Drug Subst., 10, 289-289 (1981)
Enzymic and nonenzymic translocation by yeast polysomes. Site of action of a number of inhibitors.
A Jiménez et al.
Biochemistry, 16(21), 4727-4730 (1977-10-18)
Nathalie Oulhen et al.
Molecular reproduction and development, 77(1), 83-91 (2009-09-25)
Fertilization of sea urchin eggs triggers a rise of protein synthesis mainly dependent on the cap-binding protein eIF4E, which is released from its repressor 4E-BP and associates with eIF4G. Association of eIF4G with eIF4E is a crucial event for the
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
Dhana E Larsson et al.
Anti-cancer agents in medicinal chemistry, 12(7), 783-790 (2012-01-24)
Emetine and CGP-74514A have previously shown antitumor activity in neuroendocrine tumor cell lines. The aim of this study was to investigate the cytotoxic activity of the drugs in a three-dimensional model and to study if the mechanism of the cytotoxic
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