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CHEBI:453011 - ciclopirox

ChEBI IDCHEBI:453011
ChEBI Nameciclopirox
Stars
DefinitionA cyclic hydroxamic acid that is 1-hydroxypyridin-2(1H)-one in which the hydrogens at positions 4 and 6 are substituted by methyl and cyclohexyl groups, respectively. 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.
Last Modified31 May 2022
DownloadsMolfile
FormulaC12H17NO2
Net Charge0
Average Mass207.273
Monoisotopic Mass207.12593
SMILESCc1cc(C2CCCCC2)n(O)c(=O)c1
InChIInChI=1S/C12H17NO2/c1-9-7-11(13(15)12(14)8-9)10-5-3-2-4-6-10/h7-8,10,15H,2-6H2,1H3
InChIKeySCKYRAXSEDYPSA-UHFFFAOYSA-N
Wikipedia
Roles Classification
Biological Roles:
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.
Applications:
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.
ChEBI Ontology
Outgoing Relation(s)
ciclopirox (CHEBI:453011) has role antibacterial agent (CHEBI:33282)
ciclopirox (CHEBI:453011) has role antiseborrheic (CHEBI:59010)
ciclopirox (CHEBI:453011) is a cyclic hydroxamic acid (CHEBI:23445)
ciclopirox (CHEBI:453011) is a hydroxypyridone antifungal drug (CHEBI:87130)
ciclopirox (CHEBI:453011) is a pyridone (CHEBI:38183)
Incoming Relation(s)
ciclopirox olamine (CHEBI:31398) has part ciclopirox (CHEBI:453011)
IUPAC Name 
6-cyclohexyl-1-hydroxy-4-methylpyridin-2(1H)-one
INNs  Source
ciclopiroxChemIDplus
ciclopiroxumChemIDplus
ciclopiroxWHO MedNet
ciclopiroxWHO MedNet
Synonym  Source
6-cyclohexyl-1-hydroxy-4-methyl-2(1H)-pyridinoneChEBI
Manual XrefsDatabases
D03488KEGG DRUG
DB01188DrugBank
US3883545Patent
CiclopiroxWikipedia
LSM-5307LINCS
636DrugCentral
Registry NumbersSources
Beilstein:1533423Beilstein
CAS:29342-05-0ChemIDplus
Citations