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CHEBI:156095 - lumefantrine

Default Structure
ChEBI IDCHEBI:156095
ChEBI Namelumefantrine
Stars
DefinitionA member of the class of fluorenes that is 9-(p-chlorobenzylidene)-9H-fluorene which is substitutec by chlorine at positions 2 and 7, and by a 2-(dibutylamino)-1-hydroxyethyl group at position 4. An antimalarial drug used in combination with artemether for the treatment of multi-drug resistant strains of falciparum malaria.
Last Modified26 November 2019
DownloadsMolfile
FormulaC30H32Cl3NO
Net Charge0
Average Mass528.951
Monoisotopic Mass527.15495
SMILESCCCCN(CCCC)CC(O)c1cc(Cl)cc2c1-c1ccc(Cl)cc1/C2=C/c1ccc(Cl)cc1
InChIInChI=1S/C30H32Cl3NO/c1-3-5-13-34(14-6-4-2)19-29(35)28-18-23(33)17-27-25(15-20-7-9-21(31)10-8-20)26-16-22(32)11-12-24(26)30(27)28/h7-12,15-18,29,35H,3-6,13-14,19H2,1-2H3/b25-15-
InChIKeyDYLGFOYVTXJFJP-MYYYXRDXSA-N
Wikipedia
Roles Classification
Chemical Role:
Bronsted base  A molecular entity capable of accepting a hydron from a donor (Brønsted acid).
Biological Roles:
anti-HIV agent  An antiviral agent that destroys or inhibits the replication of the human immunodeficiency virus.
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.
xenobiotic  A xenobiotic (Greek, xenos "foreign"; bios "life") is a compound that is foreign to a living organism. Principal xenobiotics include: drugs, carcinogens and various compounds that have been introduced into the environment by artificial means.
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)
lumefantrine (CHEBI:156095) has role anti-HIV agent (CHEBI:64946)
lumefantrine (CHEBI:156095) has role antimalarial (CHEBI:38068)
lumefantrine (CHEBI:156095) is a fluorenes (CHEBI:24059)
lumefantrine (CHEBI:156095) is a monochlorobenzenes (CHEBI:83403)
lumefantrine (CHEBI:156095) is a secondary alcohol (CHEBI:35681)
lumefantrine (CHEBI:156095) is a tertiary amine (CHEBI:32876)
IUPAC Name 
2-(dibutylamino)-1-[(9Z)-2,7-dichloro-9-(4-chlorobenzylidene)-9H-fluoren-4-yl]ethanol
INNs  Source
lumefantrinaWHO MedNet
LumefantrineKEGG DRUG
Synonyms  Source
(±)-2,7-Dichloro-9-((Z)-p-chlorobenzylidene)-α-((dibutylamino)methyl)fluorene-4-methanolChemIDplus
2-Dibutylamino-1-{2,7-dichloro-9-[1-(4-chloro-phenyl)-meth-(Z)-ylidene]-9H-fluoren-4-yl}-ethanolChEMBL
2-Dibutylamino-1-[2,7-dichloro-9-(4-chloro-benzylidene)-9H-fluoren-4-yl]-ethanolChEMBL
BenflumetolChemIDplus
CPG-56695ChEMBL
dl-BenflumelolChemIDplus
Brand Name  Source
Lumefantrine component of coartemChEMBL
Manual XrefsDatabases
1617DrugCentral
D03821KEGG DRUG
DB06708DrugBank
LumefantrineWikipedia
Registry NumbersSources
Beilstein:8811003Beilstein
CAS:82186-77-4KEGG DRUG
CAS:82186-77-4ChemIDplus
Citations