Emetine dihydrochlorideAn inhibitor of protein synthesis in eukaryotic cells

Emetine dihydrochloride (CAS 316-42-7)

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Synonym: 6',7',10,11-Tetramethoxyemetan 2HCl
Application: An inhibitor of protein synthesis in eukaryotic cells
CAS Number: 316-42-7
Purity: ≥98%
Molecular Weight: 553.56
Molecular Formula: C29H40N2O42HCl
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* Refer to Certificate of Analysis for lot specific data (including water content).
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Emetine dihydrochloride is the principal alkaloid of epicac, isolated from Uragoga ipecacuanha ground roots. In eukaryotes, emetine dihydrochloride is known to inhibit ribosome movement along mRNA, thus irreversibly blocking protein synthesis. Emetine dihydrochloride has been shown to block adrenoreceptors, thus inducing hypotension. Emetine dihydrochloride has been reported to interfere with cytometric DNA replication analysis at the early S phase. Emetine dihydrochloride identified as a specific HIF inhibitor via reduced HIF-2α protein stability and transcriptional activity. Emetine is sometimes used as an amebicide and may cause serious cardiac, hepatic and renal damage and induce severe diarrhea and vomiting.


References

1. Burhans, W.C., et al. 1991. EMBO J. 10: 4351-4360. PMID: 1721870
2. Filley, E.A., et al. 1991. Infect. Immun. 59: 2567-2572. PMID: 1906841
3. Lee, Y.S., et al. 1995. Cancer Lett. 93: 157-163. PMID: 7621423
4. Kokuho, T., et al. 1995. Immunobiology. 193: 42-58. PMID: 7590862
5. Khan, M.A., et al. 1995. Prog. Neurobiol. 46: 541-560. PMID: 8532852

Appearance :
Powder
Physical State :
Solid
Derived From :
Uragoga ipecacuanha
Solubility :
Soluble in water (1:8), and chloroform (1:4).
Storage :
Store at 4° C
Refractive Index :
n20D 1.60 (Predicted)
Optical Activity :
α20/D +18°±1°, c = 6 in water
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
WGK Germany :
3
RTECS :
JY5250000
PubChem CID :
3068143
Merck Index :
14: 3559
MDL Number :
MFCD00149309
EC Number :
206-259-8
Beilstein Registry :
5216794
SMILES :
CC[C@H]1CN2CCC3=CC(=C(C=C3[C@@H]2C[C@@H]1C[C@@H]4C5=CC(=C(C=C5CCN4)OC)OC)OC)OC.Cl.Cl

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Certificate of Analysis

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