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(+)-artemisinin (CHEBI:223316)

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ChEBI Name (+)-artemisinin
ChEBI ID CHEBI:223316
Definition A sesquiterpenoid lactone which is used as an antimalarial for the treatment of multi-drug resistant strains of falciparum malaria.
Last Modified 03 November 2009
Stars This entity has been manually annotated by the ChEBI Team.
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InChI
InChI=1/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
InChIKey=BLUAFEHZUWYNDE-NNWCWBAJBD
SMILES
[H][C@@]12CC[C@@]3(C)OO[C@@]11[C@@]([H])(CC[C@H]2C)[C@@H](C)C(=O)O[C@]1([H])O3
Formula Source
C15H22O5 ChEBI
Charge 0
Mass 282.33220
ChEBI Ontology
Tree view
Outgoing (+)-artemisinin (CHEBI:223316) is a sesquiterpene lactone (CHEBI:37667)
(+)-artemisinin (CHEBI:223316) has role antimalarial (CHEBI:38068)
IUPAC Name
(3R,5aS,6R,8aS,9R,12S,12aR)-3,6,9-trimethyloctahydro-3,12-epoxypyrano[4,3-j][1,2]benzodioxepin-10(3H)-one
INN Source
Artemisinin ChemIDplus
Synonyms Sources
1,5,9-trimethyl-(1R,4S,5R,9R,12S,13R)-11,14,15,16-tetraoxatetracyclo[10.3.1.04,13.08,13]hexadecan-10-one ChEMBL
Arteannuin ChemIDplus
Artemisinina ChemIDplus
Artemisinine ChemIDplus
Artemisininum ChemIDplus
Octahydro-3,6,9-trimethyl-3,12-epoxy-12H-pyrano(4,3-j)-1,2-benzodioxepin-10(3H)-one ChemIDplus
Qing Hau Sau KEGG DRUG
Qinghaosu ChemIDplus
Database Links Databases
C09538 KEGG COMPOUND
D02481 KEGG DRUG
LMPR0103190003 LIPID MAPS
123316 ChEMBL
Registry Numbers Types Sources
1755493 Gmelin Registry Number Gmelin
4194670 Beilstein Registry Number Beilstein
63968-64-9 CAS Registry Number KEGG DRUG
63968-64-9 CAS Registry Number NIST Chemistry WebBook
63968-64-9 CAS Registry Number ChemIDplus
Citations Waiting for Citations Types Sources
7877142 PubMed citation ChEMBL
8544181 PubMed citation ChEMBL

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