aurachin A
CHEBI:90924 EXACT SEEDED antibacterial
An A-type aurichin that is 1,2-dihydrofuro[2,3-c]quinoline 5-oxide which is substituted at position 2 by a (6E)-10-hydroxy-2,6-dimethylundeca-2,6-dien-10-yl group and at position 4 by a methyl group (relative configuration shown). Found in the myxobacterium Stigmatella aurantiaca strain Sg a15.
Structure
| Standard InChIKey | ZEUIHPOXFICJIT-ZVWRMSPBSA-N |
|---|---|
| SMILES | [H][C@@]1(CC2=C(O1)C(C)=N(=O)C1=CC=CC=C21)[C@@](C)(O)CC\C=C(/C)CCC=C(C)C |
| Stereochemistry | fully defined |
| Cross-references | npatlas:NPA06692, pubchem:6439172 |
Filing pathway
Alkaloids — 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 Sg a15 NCBITaxon:675526 |
SOURCE_ASSERTION | mibig:BGC0001343 | PMID:26473393 |
Occurrences 5
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:10.1021/NP8003084 |
| Stigmatella aurantiaca NCBITaxon:41 |
LOTUS | DOI:10.7164/ANTIBIOTICS.40.258 |
| Stigmatella aurantiaca NCBITaxon:41 |
CHEBI | PMID:24367422 |
| Stigmatella erecta NCBITaxon:83460 |
LOTUS | DOI:10.1021/NP800325Z |
| Stigmatella aurantiaca Sg a15 NCBITaxon:675526 |
CHEBI | PMID:18989924 |
Biosynthetic gene clusters 1
| Accession | Host | Locus evidence | Genome |
|---|---|---|---|
| mibig:BGC0001343 | Stigmatella aurantiaca Sg a15 NCBITaxon:675526 |
CLUSTER_UNSTATED | genbank:AM404078.2 |
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:90924 (same structure, same inchikey)
Provenance
| Source concept | Source | Version |
|---|---|---|
| BGC0001343 | MIBIG | 3 |
| CHEBI:90924 | CHEBI | 3-star |
This page is generated from data/natural_products/alkaloids/aurachin-a.yaml, which is generated from the committed inventories. Neither is edited by hand.