361593

Artemisinin

98%

• Synonym(s): Arteannuin, Qinghaosu
• Empirical Formula (Hill Notation): C₁₅H₂₂O₅
• CAS Number: 63968-64-9
• Molecular Weight: 282.33
• MDL number: MFCD00081057
• UNSPSC Code: 12352205
• PubChem Substance ID: 57649481
• NACRES: NA.79

Properties

• 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

Description

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.

Safety Information

• Storage Class: 11 - Combustible Solids
• wgk_germany: WGK 3
• flash_point_f: Not applicable
• flash_point_c: Not applicable
• ppe: Eyeshields, Gloves, type N95 (US)