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
Supplier Information
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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.
ferroptosis inhibitor
Any substance that inhibits the process of ferroptosis (a type of programmed cell death dependent on iron and characterized by the accumulation of lipid peroxides) in organisms.
antifungal drug
Any antifungal agent used to prevent or treat fungal infections in humans or animals.
(via hydroxypyridone antifungal drug )
Application(s): geroprotector
Any compound that supports healthy aging, slows the biological aging process, or extends lifespan.
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) has role ferroptosis inhibitor (CHEBI:173084)
ciclopirox olamine (CHEBI:31398) has role geroprotector (CHEBI:176497)
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
Synonyms Sources
ciclopirox ethanolamine salt ChemIDplus
HOE 296 ChemIDplus
HOE-296 DrugBank
Brand Names Sources
Batrafen ChemIDplus
Brumixol ChemIDplus
Loprox ChemIDplus
Micoxolamina ChemIDplus
Mycoster ChemIDplus
Manual Xrefs Databases
D01364 KEGG DRUG
DBSALT001147 DrugBank
View more database links
Registry Numbers Types Sources
41621-49-2 CAS Registry Number ChemIDplus
41621-49-2 CAS Registry Number KEGG DRUG
6494273 Beilstein Registry Number Beilstein
Citations Waiting for Citations Types Sources
17346860 PubMed citation ChEMBL
17540482 PubMed citation ChEMBL
20196642 PubMed citation Europe PMC
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29535812 PubMed citation Europe PMC
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31006674 PubMed citation Europe PMC
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32140390 PubMed citation Europe PMC
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33784251 PubMed citation Europe PMC
33796559 PubMed citation Europe PMC
Last Modified
20 September 2021