CHEBI:31398 - ciclopirox olamine

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ChEBI Name ciclopirox olamine
ChEBI ID CHEBI:31398
Definition The ethanolamine salt of ciclopirox. A broad spectrum antigfungal agent, it also exhibits antibacterial activity against many Gram-positive and Gram-negative bacteria, and has anti-inflammatory properties. It is used a a topical treatment of fungal skin and nail infections.
Stars This entity has been manually annotated by the ChEBI Team.
Secondary ChEBI IDs CHEBI:489955, CHEBI:566263
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Formula C14H24N2O3
Net Charge 0
Average Mass 268.35200
Monoisotopic Mass 268.17869
InChI InChI=1S/C12H16NO2.C2H7NO/c1-9-7-11(13(15)12(14)8-9)10-5-3-2-4-6-10;3-1-2-4/h7-8,10H,2-6H2,1H3;4H,1-3H2/q-1;/p+1
InChIKey HKUKJIQHPXYJTP-UHFFFAOYSA-O
SMILES [NH3+]CCO.Cc1cc(C2CCCCC2)n([O-])c(=O)c1
Roles Classification
Biological Role(s): antibacterial agent
A substance (or active part thereof) that kills or slows the growth of bacteria.
antifungal drug
Any antifungal agent used to prevent or treat fungal infections in humans or animals.
(via hydroxypyridone antifungal drug )
Application(s): antiseborrheic
A drug or agent applied to the skin to control seborrhea or seborrheic dermatitis.
antifungal drug
Any antifungal agent used to prevent or treat fungal infections in humans or animals.
(via hydroxypyridone antifungal drug )
View more via ChEBI Ontology
ChEBI Ontology
Outgoing ciclopirox olamine (CHEBI:31398) has part ciclopirox (CHEBI:453011)
ciclopirox olamine (CHEBI:31398) has part ethanolaminium(1+) (CHEBI:57603)
ciclopirox olamine (CHEBI:31398) has role antibacterial agent (CHEBI:33282)
ciclopirox olamine (CHEBI:31398) has role antiseborrheic (CHEBI:59010)
ciclopirox olamine (CHEBI:31398) is a hydroxypyridone antifungal drug (CHEBI:87130)
ciclopirox olamine (CHEBI:31398) is a organoammonium salt (CHEBI:46850)
IUPAC Name
2-hydroxyethanaminium 6-cyclohexyl-4-methyl-2-oxopyridin-1(2H)-olate
Synonym Source
ciclopirox ethanolamine salt ChemIDplus
Manual Xrefs Databases
D01364 KEGG DRUG
DB01188 DrugBank
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Registry Numbers Types Sources
41621-49-2 CAS Registry Number KEGG DRUG
41621-49-2 CAS Registry Number ChemIDplus
6494273 Beilstein Registry Number Beilstein
Citations Waiting for Citations Types Sources
17346860 PubMed citation ChEMBL
17540482 PubMed citation ChEMBL
Last Modified
24 July 2015