asperlactone
CHEBI:156386 EXACT SEEDED antibacterial
A member of the class of butenolides that is furan-2(5H)-one substituted by (2S,3S)-3-methyloxiran-2-yl and (1S)-1-hydroxyethyl group at positions 3 and 5R, respectively. It is a secondary metabolite isolated from Aspergillus ochraceus that exhibits antifungal and antibacterial properties.
Structure
| Standard InChIKey | VMLNPJDEXLLCQG-DGCAKLBHSA-N |
|---|---|
| SMILES | C[C@H]1[C@@H](O1)C2=C[C@@H](OC2=O)[C@H](C)O |
| Stereochemistry | fully defined |
| Cross-references | pubchem:156698 |
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 |
|---|---|---|---|
| Aspergillus ochraceus NCBITaxon:40380 |
SOURCE_ASSERTION | mibig:BGC0001273 | DOI:10.1021/acsomega.0c02489 |
Occurrences 8
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 |
|---|---|---|
| Aspergillus creber NCBITaxon:1220201 |
CHEBI | PMID:31880876 |
| Aspergillus melleus NCBITaxon:138277 |
LOTUS | DOI:10.1039/C39850001685 |
| Aspergillus melleus NCBITaxon:138277 |
LOTUS | DOI:10.1039/P19840001021 |
| Exophiala sp. NCBITaxon:1718875 |
CHEBI | PMID:18661951 |
| Aspergillus ochraceopetaliformis NCBITaxon:176175 |
CHEBI | PMID:32875235 |
| Aspergillus westerdijkiae NCBITaxon:357447 |
CHEBI | PMID:19589392 |
| Exophiala NCBITaxon:5583 |
LOTUS | DOI:10.1021/NP800107C |
| Aspergillus ochraceus NCBITaxon:40380 |
CHEBI | 10.1002/(SICI)1096-9063(199805)53:1<9::AID-PS745>3.0.CO;2-P |
Biosynthetic gene clusters 1
| Accession | Host | Locus evidence | Genome |
|---|---|---|---|
| mibig:BGC0001273 | Aspergillus ochraceus NCBITaxon:40380 |
CLUSTER_UNSTATED | genbank:AY540947.1 |
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:156386 (same structure, same inchikey)
Provenance
| Source concept | Source | Version |
|---|---|---|
| BGC0001273 | MIBIG | 3 |
| CHEBI:156386 | CHEBI | 3-star |
This page is generated from data/natural_products/polyketides/asperlactone.yaml, which is generated from the committed inventories. Neither is edited by hand.