CAS 63968-64-9: Artemisinin
Description:Artemisinin is a sesquiterpene lactone with the chemical formula C15H22O5, primarily derived from the sweet wormwood plant, Artemisia annua. It is renowned for its potent antimalarial properties and is a key component in artemisinin-based combination therapies (ACTs) used to treat malaria. The compound features a unique endoperoxide bridge, which is crucial for its biological activity. Artemisinin exhibits moderate solubility in organic solvents like ethanol and chloroform but has limited solubility in water. Its mechanism of action involves the generation of reactive oxygen species upon activation by heme, leading to the destruction of malaria parasites. Artemisinin is generally well-tolerated, though it can cause side effects such as nausea and dizziness in some patients. Due to its natural origin and efficacy, research continues into optimizing its derivatives and enhancing its pharmacological properties. Additionally, ongoing studies are exploring its potential applications beyond malaria, including its effects on various cancers and other diseases.
Formula:C15H22O5
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
InChI key:InChIKey=BLUAFEHZUWYNDE-NNWCWBAJSA-N
SMILES:O=C1OC2OC3(OOC24C(CCC(C)C4CC3)C1C)C
- Synonyms:
- (+)-Arteannuin
- (3R,5aS,6R,8aS,9R,12S,12aR)-3,6,9-trimethyloctahydro-3,12-epoxy[1,2]dioxepino[4,3-i]isochromen-10(3H)-one
- (3R,5aS,6R,8aS,9R,12S,12aR)-Octahydro-3,6,9-trimethyl-3,12-epoxy-12H-pyrano[4,3-j]-1,2-benzodioxepin-10(3H)-one
- (3S,5aS,6R,8aS,9R,12S,12aR)-3,6,9-trimethyloctahydro-3,12-epoxy[1,2]dioxepino[4,3-i]isochromen-10(3H)-one
- (5aS,6R,8aS,9R,12S)-3,6,9-trimethyloctahydro-3,12-epoxy[1,2]dioxepino[4,3-i]isochromen-10(3H)-one
- 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)-
- 3,12-Epoxy-12H-pyrano[4,3-j]-1,2-benzodioxepin-10(3H)-one, octahydro-3,6,9-trimethyl-, [3R-(3α,5aβ,6β,8aβ,9α,12β,12aR*)]-
- 3,6,9-trimethyloctahydro-3,12-epoxy[1,2]dioxepino[4,3-i]isochromen-10(3H)-one
- ARTIVeda
- Artemef
- See more synonyms
- Artemisine
- Artemisinine
- Hc 101A
- Huanghuahaosu
- NSC 369397
- PulmoHeal
- Qing Hau Sau
- Qing Hau Su
- Qinghaosu
- Qinghosu
- [3R-(3R,5aS,6S,8aS,9R,10R,12S,12aR**)]-Decahydro-3,6,9-trimethyl-3,12-epoxy-12H-pyrano[4,3-j]-1,2-benzodioxepin-10-one
- Artemisinin