isopatulin

CHEBI:145111 ·resolve ·ANTIBACTERIAL ·EXACT SEEDED

A furopyran and lactone that is (2H-pyran-3(6H)-ylidene)acetic acid which is substituted by hydroxy groups at positions 4 an 6 and in which the hydroxy group at position 4 has condensed with the carboxy group to give the corresponding bicyclic lactone. Also known as neopatulin, it is a mycotoxic substance produced by Aspergillus and Penicillium species. — 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:37581 CHEBI:37581
CHEBI:38131 CHEBI:38131
CHEBI:74927 CHEBI:74927

Chemical structure

Computed structure properties
Molecular formula	C7H6O4
Charge	0
Average mass	154.121 Da
Monoisotopic mass	154.02661 Da
Source	ChEBI
InChIKey	ZGBMSNKHUHZKEP-UHFFFAOYSA-N

SMILES

O=C1C=C2COC(O)C=C2O1

InChI

InChI=1S/C7H6O4/c8-6-2-5-4(3-10-6)1-7(9)11-5/h1-2,6,8H,3H2

Also called

6-hydroxy-4H-furo[3,2-c]pyran-2(6H)-one (EXACT_SYNONYM)— chebi
3-hydroxy-4,9-dioxabicyclo[4.3.0]nona-1,6-dien-8-one (EXACT_SYNONYM)— chebi
neopatulin (EXACT_SYNONYM)— chebi

Cross-references

Equivalent identifiers for this same structure in other resources.

cas:70402-10-7
metacyc.compound:CPD-16725

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:145111`	isopatulin	`antibioticmech:chebi-51b2cfac24`	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.