piroctone

CHEBI:59009 ·resolve ·ANTIFUNGAL ·EXACT SEEDED

A cyclic hydroxamic acid that consists of 1-hydroxypyridin-2-one bearing methyl and 2,4,4-trimethylpentyl substtituents at positions 4 and 6 respectively. — 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.

CHEBI:23445 CHEBI:23445
CHEBI:38183 CHEBI:38183
CHEBI:87130 CHEBI:87130

Chemical structure

Computed structure properties
Molecular formula	C14H23NO2
Charge	0
Average mass	237.343 Da
Monoisotopic mass	237.17288 Da
Source	ChEBI
InChIKey	OIQJEQLSYJSNDS-UHFFFAOYSA-N

SMILES

Cc1cc(CC(C)CC(C)(C)C)n(O)c(=O)c1

InChI

InChI=1S/C14H23NO2/c1-10-6-12(15(17)13(16)8-10)7-11(2)9-14(3,4)5/h6,8,11,17H,7,9H2,1-5H3

Also called

piroctona (INN)— chebi
piroctonum (INN)— chebi
1-hydroxy-4-methyl-6-(2,4,4-trimethylpentyl)pyridin-2(1H)-one (EXACT_SYNONYM)— chebi
1-Hydroxy-4-methyl-6-(2,4,4-trimethylpentyl)-2(1H)-pyridone (EXACT_SYNONYM)— chebi

Cross-references

Equivalent identifiers for this same structure in other resources.

cas:50650-76-5
drugcentral:3479
kegg.drug:D05504
reaxys:1531677

Activity roles

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

CHEBI:86327 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:59009`	piroctone	`antibioticmech:chebi-b0d6e2ca1a`	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

Provenance

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