CHEBI:195280 - artemether

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ChEBI Name artemether
ChEBI ID CHEBI:195280
Definition An artemisinin derivative that is artemisinin in which the lactone has been converted to the corresponding lactol methyl ether. It is used in combination with lumefantrine as an antimalarial for the treatment of multi-drug resistant strains of falciparum malaria.
Stars This entity has been manually annotated by the ChEBI Team.
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Formula C16H26O5
Net Charge 0
Average Mass 298.37460
Monoisotopic Mass 298.17802
InChI InChI=1S/C16H26O5/c1-9-5-6-12-10(2)13(17-4)18-14-16(12)11(9)7-8-15(3,19-14)20-21-16/h9-14H,5-8H2,1-4H3/t9-,10-,11+,12+,13+,14-,15-,16-/m1/s1
InChIKey SXYIRMFQILZOAM-HVNFFKDJSA-N
SMILES [H][C@@]12CC[C@@]3(C)OO[C@@]11[C@@]([H])(CC[C@H]2C)[C@@H](C)[C@@H](OC)O[C@]1([H])O3
Roles Classification
Chemical Role(s): oxidising agent
A substance that removes electrons from another reactant in a redox reaction.
(via peroxides )
Biological Role(s): antimalarial
A drug used in the treatment of malaria. Antimalarials are usually classified on the basis of their action against Plasmodia at different stages in their life cycle in the human.
Application(s): antimalarial
A drug used in the treatment of malaria. Antimalarials are usually classified on the basis of their action against Plasmodia at different stages in their life cycle in the human.
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ChEBI Ontology
Outgoing artemether (CHEBI:195280) has role antimalarial (CHEBI:38068)
artemether (CHEBI:195280) is a artemisinin derivative (CHEBI:63920)
artemether (CHEBI:195280) is a cyclic acetal (CHEBI:59770)
artemether (CHEBI:195280) is a organic peroxide (CHEBI:25702)
artemether (CHEBI:195280) is a semisynthetic derivative (CHEBI:72588)
artemether (CHEBI:195280) is a sesquiterpenoid (CHEBI:26658)
IUPAC Name
(3R,5aS,6R,8aS,9R,10S,12R,12aR)-10-methoxy-3,6,9-trimethyldecahydro-3,12-epoxypyrano[4,3-j][1,2]benzodioxepine
INNs Sources
artemetero ChemIDplus
artemether KEGG DRUG
artemetherum ChemIDplus
Synonyms Sources
(1R,4S,5R,8S,9R,10S,12R,13R)-10-methoxy-1,5,9-trimethyl-11,14,15,16-tetraoxatetracyclo[10.3.1.0^{4,13}.0^{8,13}]hexadecane ChEBI
10-methoxy-1,5,9-trimethyl-(1R,4S,5R,8S,9R,10S,12R,13R)-11,14,15,16-tetraoxatetracyclo[10.3.1.04,13.08,13]hexadecane ChEMBL
artemisininelactol methyl ether ChemIDplus
β-artemether ChemIDplus
β-dihydroartemisinin methyl ether ChemIDplus
dihydroartemisinin methyl ether ChemIDplus
methyl-dihydroartemisinine ChemIDplus
Manual Xrefs Databases
245 DrugCentral
Artemether Wikipedia
D02483 KEGG DRUG
DB06697 DrugBank
LSM-5519 LINCS
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Registry Numbers Types Sources
6569878 Beilstein Registry Number Beilstein
71963-77-4 CAS Registry Number KEGG DRUG
71963-77-4 CAS Registry Number ChemIDplus
Citations Waiting for Citations Types Sources
11141088 PubMed citation ChEMBL
12781185 PubMed citation ChEMBL
16033274 PubMed citation ChEMBL
17242150 PubMed citation ChEMBL
17404003 PubMed citation ChEMBL
18243702 PubMed citation ChEMBL
3279208 PubMed citation ChEMBL
Last Modified
22 February 2017