CHEBI:156095 - lumefantrine

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ChEBI Name lumefantrine
ChEBI ID CHEBI:156095
Definition A 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.
Stars This entity has been manually annotated by the ChEBI Team.
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Formula C30H32Cl3NO
Net Charge 0
Average Mass 528.94000
Monoisotopic Mass 527.15495
InChI InChI=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-
InChIKey DYLGFOYVTXJFJP-MYYYXRDXSA-N
SMILES CCCCN(CCCC)CC(O)c1cc(Cl)cc2\C(=C/c3ccc(Cl)cc3)c3cc(Cl)ccc3-c12
Roles Classification
Chemical Role(s): Bronsted base
A molecular entity capable of accepting a hydron from a donor (Bronsted acid).
(via organic amino compound )
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.
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.
(via fluorenes )
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 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
INN Source
Lumefantrine KEGG DRUG
Synonyms Sources
(±)-2,7-Dichloro-9-((Z)-p-chlorobenzylidene)-α-((dibutylamino)methyl)fluorene-4-methanol ChemIDplus
2-Dibutylamino-1-[2,7-dichloro-9-(4-chloro-benzylidene)-9H-fluoren-4-yl]-ethanol ChEMBL
2-Dibutylamino-1-{2,7-dichloro-9-[1-(4-chloro-phenyl)-meth-(Z)-ylidene]-9H-fluoren-4-yl}-ethanol ChEMBL
Benflumetol ChemIDplus
dl-Benflumelol ChemIDplus
Manual Xrefs Databases
1617 DrugCentral
D03821 KEGG DRUG
DB06708 DrugBank
Lumefantrine Wikipedia
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Registry Numbers Types Sources
82186-77-4 CAS Registry Number ChemIDplus
82186-77-4 CAS Registry Number KEGG DRUG
8811003 Beilstein Registry Number Beilstein
Citations Waiting for Citations Types Sources
12565929 PubMed citation ChEMBL
12699750 PubMed citation ChEMBL
12798326 PubMed citation ChEMBL
Last Modified
26 November 2019