361593
Artemisinin
98%
Synonym(s):
Arteannuin, Qinghaosu
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About This Item
Empirical Formula (Hill Notation):
C15H22O5
CAS Number:
Molecular Weight:
282.33
NACRES:
NA.79
PubChem Substance ID:
UNSPSC Code:
12352205
MDL number:
Quality Level
assay
98%
form
solid
optical activity
[α]20/D +76°, c = 0.5 in methanol
mp
156-157 °C (lit.)
antibiotic activity spectrum
parasites, viruses
application(s)
metabolomics
vitamins, nutraceuticals, and natural products
mode of action
enzyme | inhibits
SMILES string
C[C@@H]1CC[C@H]2[C@@H](C)C(=O)O[C@@H]3OC4(C)CC[C@@H]1[C@@]23OO4
InChI
1S/C15H22O5/c1-8-4-5-11-9(2)12(16)17-13-15(11)10(8)6-7-14(3,18-13)19-20-15/h8-11,13H,4-7H2,1-3H3/t8-,9-,10+,11+,13-,14-,15-/m1/s1
InChI key
BLUAFEHZUWYNDE-NNWCWBAJSA-N
General description
Artemisinin is extracted from sweet wormwood (Artemisia annua). It has anticancer, antiprotozoal and antiviral activities. Artemisinin is associated with brainstem encephalopathy.
Application
Artemisinin has been used:
- in drug susceptibility assays
- as a standard for its quantification from artemisinin from hairy roots
- to check cell viability using 3-(4, 5-dimethylthiazol-2yl)-2,5-diphenyl tetrazolium bromide (MTT) assay
- as an antimalarial agent to investigate the role of autophagy-related (ATG) genes throughout the P. falciparum asexual and sexual blood stages
Biochem/physiol Actions
Artemisinin (Qinghaosu), a sesquiterpene lactone, is a highly active anti-malarial (falciparum malaria) drug. Artemisinin is also an anthelmintic (parasitic worm) effective against the blood fluke, schistosomiasis.
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Storage Class
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
Eyeshields, Gloves, type N95 (US)
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Artemether resistance in vitro is linked to mutations in PfATP6 that also interact with mutations in PfMDR1 in travellers returning with Plasmodium falciparum infections
Pillai DR, et al.
Malaria Journal, 11(1), 131-131 (2012)
Jürg Utzinger et al.
Current opinion in investigational drugs (London, England : 2000), 8(2), 105-116 (2007-03-03)
Schistosomiasis is a significant health issue caused by a blood fluke that affects more than 200 million individuals worldwide, over half of whom suffer from disease-associated symptoms. In areas of high burden, disease is mainly managed by controlling morbidity with
Deciphering genetic regulation of CD14 by SP1 through characterization of peripheral blood mononuclear transcriptome of P. faiciparum and P. vivax infected malaria patients
Chakraborty B, et al.
EBioMedicine, 37, 442-452 (2018)
Global Trade Item Number
| SKU | GTIN |
|---|---|
| 361593-100MG | 04061835541317 |