Artemisinin - Moligand™, 10mM in DMSO , CAS No.63968-64-9

CAS: 63968-64-9 Cat. No.: A408062 Formula: C₁₅H₂₂O₅ Molecular Weight: 282.33 EC Number: 700-290-5

GRADE & PURITY Moligand™, 10mM in DMSO

Synonyms

Qinghaosu,Artemisinine | 3,12-Epoxy-12H-pyrano[4,3-j]-1,2-benzodioxepin-10(3H)-one, octahydro-3,6,9-trimethyl-, (3R,5aS,6R,8aS,9R,12S,12aR)-

Storage

Store at -80°C

Shipped In

Dry ice packs + Cold packs

Overview

Information

Artemisinin (Qinghaosu, Artemisinine) is a sesquiterpene endoperoxide which is a potent antimalarial agent.
In vitro

Artemisinin\'s antimalarial activity has been shown to be mediated by activated oxygen (i.e., superoxide, hydrogen peroxide, and/or hydroxyl radicals). Artemisinin and heroin appear to be forming an adduct whose behavior resembles the behavior of the parasite Artemisinin product. Artemisinin activity can be potentiated by oxygen and oxidizing agents and attenuated by reducing agents. Artemisinin susceptibility can be influenced by genetic changes in the loci encoding P. falciparum multidrug resistance protein 1 (PfMDR1) and P. falciparum chloroquine resistance transporter (PfCRT). Artemisinins are effective not only against multi-resistant strains of P. falciparum, but have broad stage specificity against the Plasmodium life cycle including activity throughout the asexual blood stages and also the sexual gametocyte stages which may reduce the spread of the disease in areas of low transmission. Artemisinins have also been investigated for their antiproliferative effects against a wide range of cancer cell lines. Artemisinin is active against other parasite species such as Toxoplasma and Babesia that do not contain hematin. Artemisinin results in decreased proliferation, increased levels of oxidative stress, induction of apoptosis and inhibition of angiogenesis in cancer cells. Artemisinins have also been shown to inhibit the falcipains, a papain family cysteine protease that aid hemoglobin degradation.

In vivo

Cell Data

cell lines：WM35 and WM98.1 cell lines

Concentrations：

Incubation Time：

Powder Purity:≥95%

Specifications

Synonyms

Qinghaosu,Artemisinine | 3,12-Epoxy-12H-pyrano[4,3-j]-1,2-benzodioxepin-10(3H)-one, octahydro-3,6,9-trimethyl-, (3R,5aS,6R,8aS,9R,12S,12aR)-

Specifications & Purity

Moligand™, 10mM in DMSO

Biochemical and Physiological Mechanisms

Artemisinin (Qinghaosu, Artemisinine) is a sesquiterpene endoperoxide which is a potent antimalarial agent.

Storage

Store at -80°C

Shipped In

Dry ice packs + Cold packs

This product requires cold chain shipping. Ground and other economy services are not available.

Grade

Moligand™

Names and Identifiers

Isomeric SMILES

C[C@@H]1CC[C@H]2[C@H](C(=O)O[C@H]3[C@@]24[C@H]1CC[C@](O3)(OO4)C)C

WGK Germany

2

RTECS

KD4170000

Molecular Weight

282.33

Reaxy-Rn

6770021

Reaxys-RN_link_address

https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=6770021&ln=

Chemical and Physical Properties

• Solubility: Solubility (25°C) In vitro DMSO: 20 mg/mL warmed with 50ºC Water: bath (41.49 mM); Water: Insoluble; Ethanol: Insoluble
• Specific Rotation[α]: 75 ° (C=0.5, MeOH)
• Melt Point(°C): 156-157°C