aurafuron A
CHEBI:156298 EXACT SEEDED antifungal
A polyketide that is 2,3-dihydrofuran substituted by hydroxy, methyl, oxo, methyl and (2S,3Z,5E,7R,8R,9E)-2,8-dihydroxy-7,9,12-trimethyltrideca-3,5,9-trien-1-yl groups at positions 2, 2, 3, 4, and 5, respectively. It is a cytotoxic natural product found in several myxobacteria species and inhibits the growth of some filamentous fungi.
Structure
| Standard InChIKey | AQQYZHDRTDSOER-LYKBUVKOSA-N |
|---|---|
| SMILES | CC(C)C\C=C(/C)[C@H](O)[C@H](C)\C=C\C=C/[C@@H](O)CC1=C(C)C(=O)C(C)(O)O1 |
| Stereochemistry | undefined stereocentres — the InChIKey does not distinguish this compound from its stereoisomers |
| Cross-references | npatlas:NPA01119 |
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 |
|---|---|---|---|
| Stigmatella aurantiaca DW4/3-1 NCBITaxon:378806 |
BGC_CHARACTERIZED | mibig:BGC0000023 | PMID:17919655 |
Occurrences 3
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 |
|---|---|---|
| Stigmatella aurantiaca NCBITaxon:41 |
LOTUS | DOI:10.1038/JA.2005.28 |
| Archangium gephyra NCBITaxon:48 |
CHEBI | PMID:15981410 |
| Stigmatella aurantiaca DW4/3-1 NCBITaxon:378806 |
CHEBI | PMID:17919655 |
Biosynthetic gene clusters 1
| Accession | Host | Locus evidence | Genome |
|---|---|---|---|
| mibig:BGC0000023 | Stigmatella aurantiaca DW4/3-1 NCBITaxon:378806 |
CLUSTER_DEMONSTRATED | genbank:AM850130.1 |
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.
Elsewhere in the fleet
- AntibioticMech — CHEBI:156298 (same structure, same inchikey)
Provenance
| Source concept | Source | Version |
|---|---|---|
| BGC0000023 | MIBIG | 5 |
| CHEBI:156298 | CHEBI | 3-star |
This page is generated from data/natural_products/polyketides/aurafuron-a.yaml, which is generated from the committed inventories. Neither is edited by hand.