BE-24566B
CHEBI:65474 EXACT SEEDED antibacterial
An organic heterohexacyclic compound that is 6,7,9,16-tetrahydro-14H-6,16-epoxyanthra[2,3-e]benzo[b]oxocin-14-one substituted by hydroxy groups at positions 3, 11, 13 and 15, methyl groups at positions 1 and 4 and geminal methyl groups at position 9 respectively. It is isolated from the fermentation broth of Streptomyces violaceusniger and exhibits moderate antibacterial activity.
Structure
| Standard InChIKey | MDUGEFRGUDVHQH-UHFFFAOYSA-N |
|---|---|
| SMILES | CC1=CC(O)=CC2=C1C1OC(C)(CC3=C1C(O)=C1C(=O)C4=C(C=C(O)C=C4O)C(C)(C)C1=C3)O2 |
| Stereochemistry | undefined stereocentres — the InChIKey does not distinguish this compound from its stereoisomers |
| Cross-references | npatlas:NPA01814, pubchem:9868865 |
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 2
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 |
|---|---|---|---|
| Streptomyces sp. FJS31-2 NCBITaxon:1840610 |
SOURCE_ASSERTION | mibig:BGC0001366 | PMID:27248985 |
| Streptomyces sp. NCBITaxon:1931 |
SOURCE_ASSERTION | mibig:BGC0001512 | PMID:29227089 |
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 |
|---|---|---|
| Streptomyces NCBITaxon:1883 |
LOTUS | DOI:10.3390/MOLECULES21060711 |
| Streptomyces NCBITaxon:1883 |
LOTUS | DOI:10.3390/MOLECULES22020251 |
| Streptomyces violaceusniger NCBITaxon:68280 |
LOTUS | DOI:10.1021/NP050176K |
| Streptomyces violaceusniger NCBITaxon:68280 |
LOTUS | DOI:10.7164/ANTIBIOTICS.48.1506 |
| Streptomyces violaceusniger NCBITaxon:68280 |
CHEBI | PMID:8557611 |
Biosynthetic gene clusters 2
| Accession | Host | Locus evidence | Genome |
|---|---|---|---|
| mibig:BGC0001366 | Streptomyces sp. FJS31-2 NCBITaxon:1840610 |
CLUSTER_UNSTATED | genbank:KU243130.1 |
| mibig:BGC0001512 | Streptomyces sp. NCBITaxon:1931 |
CLUSTER_UNSTATED | genbank:KY964612.1 |
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:65474 (same structure, same inchikey)
Open questions 1
shared-structure — This structure is reported by more than one MIBiG entry: BGC0001366, BGC0001512. Confirm they describe the same compound rather than an upstream cross-reference error.
Provenance
| Source concept | Source | Version |
|---|---|---|
| BGC0001366 | MIBIG | 5 |
| BGC0001512 | MIBIG | 5 |
| CHEBI:65474 | CHEBI | 3-star |
This page is generated from data/natural_products/polyketides/be-24566b.yaml, which is generated from the committed inventories. Neither is edited by hand.