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Emetine dihydrochloride

≥98% (HPLC), solid, protein synthesis blocker, Calbiochem®

Synonym(s):

Emetine, Dihydrochloride, 6ʹ,7ʹ,10,11-Tetramethoxyemetan, 2HCl

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About This Item

Empirical Formula (Hill Notation):
C29H40N2O4 · 2HCl
CAS Number:
316-42-7
Molecular Weight:
553.56
MDL number:
MFCD00242944
UNSPSC Code:
41116107
NACRES:
NA.77

product name

Emetine, Dihydrochloride, Principal alkaloid of ipecac, isolated from the ground roots of Uragoga ipecacuanha.

Quality Level

100

Assay

≥98% (HPLC)

form

solid

manufacturer/tradename

Calbiochem®

storage condition

OK to freeze
desiccated (hygroscopic)
protect from light

color

white to off-white
 white

solubility

water: 20 mg/mL
ethanol: soluble

shipped in

ambient

storage temp.

2-8°C

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

General description

Principal alkaloid of ipecac, isolated from the ground roots of Uragoga ipecacuanha. Irreversibly blocks protein synthesis in eukaryotes by inhibiting the movement of ribosomes along the mRNA. Induces hypotension by blocking adrenoreceptors. Interferes with cytometric analysis of DNA replication at the early S phase. Also identified as a specific inhibitor of HIF-2α protein stability and transcriptional activity (IC50 ≤1 µM.
Principle alkaloid of ipecac, isolated from the ground roots of Uragoga ipecacuanha. Irreversibly blocks protein synthesis in eukaryotes by inhibiting the movement of ribosomes along the mRNA. Induces hypotension by blocking adrenoreceptors. Inhibits cytometric analysis of DNA replication at the early S phase. Also identified as a specific inhibitor of HIF-2α protein stability and transcriptional activity (IC50 ≤1 µM.

Biochem/physiol Actions

Cell permeable: no
Primary Target
Movement of ribosomes along the mRNA
Product does not compete with ATP.
Reversible: no
Target IC50: ≤1 µM as a specific inhibitor of HIF-2α protein stability and transcriptional activity

Warning

Toxicity: Highly Toxic (H)

Reconstitution

Following reconstitution aliquot and freeze (-20°C). Stock solutions are stable for up to 3 months at -20°C.

Other Notes

Due to the nature of the Hazardous Materials in this shipment, additional shipping charges may be applied to your order. Certain sizes may be exempt from the additional hazardous materials shipping charges. Please contact your local sales office for more information regarding these charges.
Kong, H.S., et al. 2010. Mol. Pharmacol.in press.
Khan, M.A. 1995. Prog. Neurobiol.46, 541.
Kokuho, T., et al. 1995. Immunobiology193, 42.
Lee, Y.S., and Wurster, R.D. 1995. Cancer Lett.93, 157.
Burhans, W.C., et al. 1991. EMBO J. 10, 4351.
Filley, E.A., and Rook, G.A. 1991. Infect. Immun.59, 2567.
Landis, R.C., et al. 1991. J. Immunol.146, 128.
Schweighoffer, T., et al. 1991. Histochemistry96, 93.

Legal Information

CALBIOCHEM is a registered trademark of Merck KGaA, Darmstadt, Germany

Pictograms

Skull and crossbones
GHS06

Signal Word

Danger

Hazard Statements

H300,H315,H319

Hazard Classifications

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

Storage Class Code

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

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Mina O Seedhom et al.
eLife, 12 (2024-03-21)
Rapid lymphocyte cell division places enormous demands on the protein synthesis machinery. Flow cytometric measurement of puromycylated ribosome-associated nascent chains after treating cells or mice with translation initiation inhibitors reveals that ribosomes in resting lymphocytes in vitro and in vivo
Kosuke Tanaka et al.
Cancer cell, 39(9), 1245-1261 (2021-08-14)
The clinical success of EGFR inhibitors in EGFR-mutant lung cancer is limited by the eventual development of acquired resistance. We hypothesize that enhancing apoptosis through combination therapies can eradicate cancer cells and reduce the emergence of drug-tolerant persisters. Through high-throughput
June Bryan de la Peña et al.
The Journal of neuroscience : the official journal of the Society for Neuroscience, 41(37), 7712-7726 (2021-07-31)
Injury responses require communication between different cell types in the skin. Sensory neurons contribute to inflammation and can secrete signaling molecules that affect non-neuronal cells. Despite the pervasive role of translational regulation in nociception, the contribution of activity-dependent protein synthesis
Julie Bergalet et al.
Cell reports, 30(10), 3339-3352 (2020-03-12)
Overlapping genes are prevalent in most genomes, but the extent to which this organization influences regulatory events operating at the post-transcriptional level remains unclear. Studying the cen and ik2 genes of Drosophila melanogaster, which are convergently transcribed as cis-natural antisense
Braulio Martinez De La Cruz et al.
Molecular psychiatry, 26(12), 7141-7153 (2021-10-20)
Synaptic plasticity processes, which underlie learning and memory formation, require RNA to be translated local to synapses. The synaptic tagging hypothesis has previously been proposed to explain how mRNAs are available at specific activated synapses. However how RNA is regulated

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