stemphyloxin II
CHEBI:145066 EXACT SEEDED
A carbotricyclic compound that is betaenone A in which the butan-2-yl side-chain has been hydroxylated at position 1. A phytotoxin isolated from the endophytic fungus Stemphylium botryosum, it shows high affinity for ferric (but not ferrous) ions.
Structure
| Standard InChIKey | JTFGPTHCAAUOQL-RNPLJHCFSA-N |
|---|---|
| SMILES | CC[C@@H](CO)[C@H]1[C@](C)(O)[C@@]2(O)/C(=C/O)C(=O)[C@]1(C)[C@@H]1[C@@H]2C[C@](C)(O)C[C@H]1C |
| Stereochemistry | fully defined |
| Cross-references | pubchem:139291705, npatlas:NPA032776 |
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 |
|---|---|---|---|
| Parastagonospora nodorum SN15 NCBITaxon:321614 |
SOURCE_ASSERTION | mibig:BGC0002165 | PMID:31553484 |
Occurrences 1
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 |
|---|---|---|
| Stemphylium botryosum NCBITaxon:120510 |
LOTUS | DOI:10.1016/S0031-9422(00)80518-X |
Biosynthetic gene clusters 1
| Accession | Host | Locus evidence | Genome |
|---|---|---|---|
| mibig:BGC0002165 | Parastagonospora nodorum SN15 NCBITaxon:321614 |
CLUSTER_UNSTATED | genbank:CH445335.1 |
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.
Provenance
| Source concept | Source | Version |
|---|---|---|
| BGC0002165 | MIBIG | 3 |
| CHEBI:145066 | CHEBI | 3-star |
This page is generated from data/natural_products/polyketides/stemphyloxin-ii.yaml, which is generated from the committed inventories. Neither is edited by hand.