gibepyrone A

CHEBI:156363 ·resolve ·ANTIBACTERIAL ·EXACT SEEDED

A member of the class of 2-pyranones that is 2H-pyran-2-one in which the hydrogens at positions 3 and 6 are replaced by methyl and (2E)-2-buten-2-yl groups, respectively. It is a mycotoxin produced by the rice pathogen Fusarium fujikuroi. — 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:26188
Label unavailable CHEBI:75885
Label unavailable CHEBI:78840
antibiotic antifungal agent CHEBI:86478

Chemical structure

Computed structure properties
Molecular formula	C10H12O2
Charge	0
Average mass	164.204 Da
Monoisotopic mass	164.08373 Da
Source	ChEBI
InChIKey	FEEGMVBAILJAQO-QPJJXVBHSA-N

SMILES

C/C=C(\C)c1ccc(C)c(=O)o1

InChI

InChI=1S/C10H12O2/c1-4-7(2)9-6-5-8(3)10(11)12-9/h4-6H,1-3H3/b7-4+

Also called

6-[(2E)-but-2-en-2-yl]-3-methyl-2H-pyran-2-one (EXACT_SYNONYM)— chebi
6-[(2E)-2-buten-2-yl]-3-methyl-2H-pyran-2-one (EXACT_SYNONYM)— chebi

Activity roles

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

antibacterial agent CHEBI:33282
antifungal agent CHEBI:35718

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:156363`	gibepyrone A	`antibioticmech:chebi-940fe69a58`	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 (YAML).

Explore across X-Mech: MediaIngredientMech (gibepyrone A) · CultureMech · NaturalProductMech · PathwayMech · TraitMech