patulin

CHEBI:74926 ·resolve ·ANTIMICROBIAL_UNSPECIFIED ·EXACT SEEDED

A furopyran and lactone that is (2H-pyran-3(6H)-ylidene)acetic acid which is substituted by hydroxy groups at positions 2 and 4 and in which the hydroxy group at position 4 has condensed with the carboxy group to give the corresponding bicyclic lactone. A mycotoxin produced by several species of Aspergillus and Penicillium, it has antibiotic properties but has been shown to be carcinogenic and mutagenic. — 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	ZRWPUFFVAOMMNM-UHFFFAOYSA-N

SMILES

O=C1C=C2C(=CCOC2O)O1

InChI

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

Also called

4-hydroxy-4H-furo[3,2-c]pyran-2(6H)-one (EXACT_SYNONYM)— chebi
(2,4-dihydroxy-2H-pyran-3(6H)-ylidene)acetic acid, 3,4-lactone (EXACT_SYNONYM)— chebi
(2,4-dihydroxy-2H-pyran-3(6H)-ylidene)acetic acid-3,4-lactone (EXACT_SYNONYM)— chebi
4,6-dihydro-4-hydroxy-2H-furo(3,2-c)pyran-2-one (EXACT_SYNONYM)— chebi
PAT (EXACT_SYNONYM)— chebi
clavacin (EXACT_SYNONYM)— chebi
clavatin (EXACT_SYNONYM)— chebi
claviform (EXACT_SYNONYM)— chebi
claviformin (EXACT_SYNONYM)— chebi
expansin (EXACT_SYNONYM)— chebi
expansine (EXACT_SYNONYM)— chebi
mycoin C3 (EXACT_SYNONYM)— chebi
mycoine C3 (EXACT_SYNONYM)— chebi
patuline (EXACT_SYNONYM)— chebi

Cross-references

Equivalent identifiers for this same structure in other resources.

cas:149-29-1
hmdb:HMDB0034299
kegg.compound:C16748
knapsack:C00024000
patent:US2417584
reaxys:149675
wikipedia.en:Patulin

Activity roles

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

CHEBI:33281 CHEBI:33281

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:74926`	patulin	`antibioticmech:chebi-1e90a34a54`	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.