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CHEBI:195280 - artemether

ChEBI IDCHEBI:195280
ChEBI Nameartemether
Stars
DefinitionAn 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.
Last Modified22 February 2017
DownloadsMolfile
FormulaC16H26O5
Net Charge0
Average Mass298.379
Monoisotopic Mass298.17802
SMILES[H][C@]12O[C@H](OC)[C@H](C)[C@]3([H])CC[C@@H](C)[C@]4([H])CC[C@@](C)(OO[C@]143)O2
InChIInChI=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
InChIKeySXYIRMFQILZOAM-HVNFFKDJSA-N
Wikipedia
Roles Classification
Chemical Role:
oxidising agent  A substance that removes electrons from another reactant in a redox reaction.
Biological Role:
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:
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.
ChEBI Ontology
Outgoing Relation(s)
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  Source
artemetherKEGG DRUG
artemeteroChemIDplus
artemetherumChemIDplus
Synonyms  Source
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]hexadecaneChEMBL
artemisininelactol methyl etherChemIDplus
dihydroartemisinin methyl etherChemIDplus
methyl-dihydroartemisinineChemIDplus
β-artemetherChemIDplus
β-dihydroartemisinin methyl etherChemIDplus
Manual XrefsDatabases
D02483KEGG DRUG
ArtemetherWikipedia
DB06697DrugBank
LSM-5519LINCS
245DrugCentral
Registry NumbersSources
Beilstein:6569878Beilstein
CAS:71963-77-4KEGG DRUG
CAS:71963-77-4ChemIDplus
Citations