chaetoglocin A

CHEBI:68766 ·resolve ·ANTIBACTERIAL ·EXACT SEEDED

A member of the class of 2-pyranones that is 2H-pyran-2-one substituted by a (2E)-1-hydroxybut-2-en-2-yl group at position 6, a hydroxymethyl group at position 5 and a methoxy group at position 4. It has been isolated from the solid-fermentation culture of Chaetomium globosum and has been shown to exhibit antibacterial activity. — 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:23824 CHEBI:23824
CHEBI:75885 CHEBI:75885

Chemical structure

Computed structure properties
Molecular formula	C11H14O5
Charge	0
Average mass	226.228 Da
Monoisotopic mass	226.08412 Da
Source	ChEBI
InChIKey	DGBMMVBFYMZWHX-XVNBXDOJSA-N

SMILES

C/C=C(\CO)c1oc(=O)cc(OC)c1CO

InChI

InChI=1S/C11H14O5/c1-3-7(5-12)11-8(6-13)9(15-2)4-10(14)16-11/h3-4,12-13H,5-6H2,1-2H3/b7-3+

Also called

6-[(2E)-1-hydroxybut-2-en-2-yl]-5-(hydroxymethyl)-4-methoxy-2H-pyran-2-one (EXACT_SYNONYM)— chebi

Cross-references

Equivalent identifiers for this same structure in other resources.

reaxys:22515443

Activity roles

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

CHEBI:33282 CHEBI:33282

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:68766`	chaetoglocin A	`antibioticmech:chebi-3c223ca8cf`	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.