gibepyrone A
CHEBI:156363 EXACT SEEDED antibacterial
What these status tags mean
Curation status describes a workflow state. SEEDED means the record entered through the source-seeding workflow; it does not imply that no later curation occurred. PROPOSED marks an addition awaiting review; REVIEWED records curator sign-off on identity, structure, filing class and producer claims; DEPRECATED retains a superseded or out-of-scope record. These are workflow decisions, not independently verified human review. Agent-assisted contributions may appear in the record history.
Grounding describes the identifier mapping: EXACT uses an ontology identity asserted by the source; MINTED keeps a local identifier when no defensible ontology identity is available; REVIEW_NEEDED flags an exact structure whose ontology identity needs adjudication. The grounding note retains any unresolved alternatives. These tags do not establish the strength of producer or activity evidence.
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.
Structure
| Standard InChIKey | FEEGMVBAILJAQO-QPJJXVBHSA-N |
|---|---|
| SMILES | C\C=C(/C)C1=CC=C(C)C(=O)O1 |
| Stereochemistry | fully defined |
| Cross-references | npatlas:NPA019445 |
Filing pathway
Polyketides — computed by NPClassifier npclassifier.gnps2.org@2026-09-07, which is why it is pinned rather than recomputed. The gene cluster's asserted class is pks, from MIBiG.
Producer organisms 1
A claim that this taxon makes the compound. The basis says what the evidence addressed — a knockout and a database assertion are not the same claim.
| Taxon | Basis | Cluster | Evidence |
|---|---|---|---|
| Fusarium fujikuroi IMI 58289 NCBITaxon:1279085 |
SOURCE_ASSERTION | mibig:BGC0001606 | PMID:27856636 |
Occurrences 6
Somebody found the compound in this organism and cited it. That is not a claim that the organism makes it, and nothing here promotes one to the other.
| Taxon | Source | Reference |
|---|---|---|
| Fusarium keratoplasticum NCBITaxon:1328300 |
CHEBI | PMID:23396261 |
| Fusarium petroliphilum NCBITaxon:203961 |
CHEBI | PMID:23396261 |
| Fusarium fujikuroi NCBITaxon:5127 |
LOTUS | DOI:10.1016/S0040-4020(01)80514-7 |
| Fusarium fujikuroi NCBITaxon:5127 |
LOTUS | DOI:10.1074/JBC.M116.753053 |
| Fusarium fujikuroi NCBITaxon:5127 |
CHEBI | PMID:27856636 |
| Fusarium graminearum NCBITaxon:5518 |
CHEBI | PMID:31344458 |
Biosynthetic gene clusters 1
| Accession | Host | Locus evidence | Genome |
|---|---|---|---|
| mibig:BGC0001606 | Fusarium fujikuroi IMI 58289 NCBITaxon:1279085 |
CLUSTER_UNSTATED | genbank:HF679033.1 |
A locus claim and a taxon claim are different questions. Heterologous expression settles the first and leaves the second where the isolation report left it.
Mechanism & Biosynthesis Overview
Elsewhere in the fleet
- AntibioticMech — CHEBI:156363 (same structure, same inchikey)
Explore across X-Mech
Open questions 1
name-disagreement — ChEBI calls this structure 'gibepyrone A' and MIBiG calls it 'gibepyrone-A'. They share a Standard InChIKey, so if the names denote different compounds then one upstream record has the wrong structure. Check which.
Provenance
| Source concept | Source | Version |
|---|---|---|
| BGC0001606 | MIBIG | 3 |
| CHEBI:156363 | CHEBI | 3-star |
This page is generated from data/natural_products/polyketides/gibepyrone-a.yaml, which is generated from the committed inventories. Neither is edited by hand.