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324693

Emetine dihydrochloride

Name: Emetine dihydrochloride
Brand: MM

≥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

UNSPSC Code:

41116107

NACRES:

NA.77

MDL number:

MFCD00242944

Assay:

≥98% (HPLC)

Form:

solid

Storage condition:

OK to freeze, desiccated (hygroscopic), protect from light

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Properties

Product Name

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

description

Merck USA index - 14, 3559

Quality Segment

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

SMILES string

[Cl-].[Cl-].N21[C@@H](C[C@@H]([C@H](C2)CC)C[C@H]4NCCc5c4cc(c(c5)OC)OC)c3c(cc(c(c3)OC)OC)CC1.[H+].[H+]

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

Description

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

Preparation Note

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

Disclaimer

Toxicity: Highly Toxic (H)

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pictograms

GHS06

signalword

Danger

hcodes

H300,H315,H319

pcodes

P264 - P270 - P280 - P301 + P310 - P302 + P352 - P305 + P351 + P338

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