Description
Artemisinin is a natural product originally isolated from plants of the genus Artemisia. It effectively kills malarial parasites of the genus Plasmodium. It is usually used in combination therapy for the treatment of malaria. Artemisinin is also used against a wide range of trematodes, including Schistosoma. Artemisinin is an inhibitor of human NOS2 (iNOS) with anticancer activity.
Synonyms
(3R,5aS,6R,8aS,9R,12S,12aR)-Octahydro-3,6,9-trimethyl-3,12-epox12H-pyrano[4,3-j]-1,2-benzodioxepin-10(3H)-one; Artemisine; Arteannuin; Huanghuahaosu; QHS; Qinghaosu; (+)-Artemisinin
IUPAC Name
(1R,4S,5R,8S,9R,12S,13R)-1,5,9-trimethyl-11,14,15,16-tetraoxatetracyclo[10.3.1.04,13.08,13]hexadecan-10-one
Molecular Formula
C15H22O5
Canonical SMILES
CC1CCC2C(C(=O)OC3C24C1CCC(O3)(OO4)C)C
InChI
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
InChIKey
BLUAFEHZUWYNDE-NNWCWBAJSA-N
Boiling Point
389.9°C at 760 mmHg
Solubility
Soluble in chloroform, acetone, ethyl ether, ethyl acetate, insoluble in water
Stability
Stable. Combustible. Incompatible with strong oxidizing agents, acids, acid chlorides, acid anhydrides. May absorb, and react with, carbon dioxide from the air.
Vapor Pressure
0.0±0.9 mmHg at 25°C