ciclopirox olamine

CHEBI:31398 ·resolve ·ANTIBACTERIAL ·EXACT SEEDED

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. — ChEBI

Machine-generated and unreviewed. Identity, structure and cross-references come straight from ChEBI's and CARD's own data; no curator has signed off on this record yet.

Classification

Strictly broader compounds or drug classes this molecule belongs to.

Label unavailable CHEBI:46850
hydroxypyridone antifungal drug CHEBI:87130

Chemical structure

Computed structure properties
Molecular formula	C12H16NO2.C2H8NO
Charge	0
Average mass	268.357 Da
Monoisotopic mass	268.17869 Da
Source	ChEBI
InChIKey	HKUKJIQHPXYJTP-UHFFFAOYSA-O

SMILES

Cc1cc(C2CCCCC2)n([O-])c(=O)c1.[NH3+]CCO

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

Also called

Batrafen (BRAND_NAME)— chebi
Brumixol (BRAND_NAME)— chebi
Loprox (BRAND_NAME)— chebi
Micoxolamina (BRAND_NAME)— chebi
Mycoster (BRAND_NAME)— chebi
2-hydroxyethanaminium 6-cyclohexyl-4-methyl-2-oxopyridin-1(2H)-olate (EXACT_SYNONYM)— chebi
HOE 296 (EXACT_SYNONYM)— chebi
HOE-296 (EXACT_SYNONYM)— chebi
ciclopirox ethanolamine salt (EXACT_SYNONYM)— chebi

Cross-references

Identifiers for this same structure in other resources. An accession that lands on two different structures in this corpus is withheld from both rather than shown here, since it names at most one of them.

beilstein:6494273
cas:41621-49-2

Drug registries

Identifiers that name a drug rather than a structure. One of these can cover a parent compound, its salts and its stereoisomers, which this corpus keeps as separate records, so it is not an equivalence of structure.

Activity roles

Every antimicrobial role a source asserts for this compound — the unreduced evidence behind its antimicrobial_class.

antibacterial agent CHEBI:33282
antifungal drug CHEBI:86327

Source concepts

Every upstream concept that resolved to this record. The merge is the product: this is what shows ChEBI and CARD are describing the same structure.

Upstream concepts merged into this record
Source	Native ID	Label	Minted CURIE	Version
CHEBI	`CHEBI:31398`	ciclopirox olamine	`antibioticmech:chebi-cb9ca5a581`	2026-08-30

Curation history

SEEDED_FROM_SOURCES 2026-08-30 · seed_from_sources
Seeded from data/raw/ inventories (CHEBI)
RESEEDED_FROM_SOURCES 2026-08-30 · seed_from_sources
Re-seeded from updated data/raw/ inventories
RESEEDED_FROM_SOURCES 2026-08-30 · seed_from_sources
Re-seeded from updated data/raw/ inventories
RESEEDED_FROM_SOURCES 2026-09-10 · seed_from_sources
Re-seeded from updated data/raw/ inventories

Provenance

Seeded by scripts/seed_from_sources.py from the committed inventories in data/raw/. View the record (YAML).

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