brasiliquinone B
CHEBI:65517 EXACT SEEDED antibacterial
A carbopolycyclic compound that is 3,4-dihydrotetraphene-1,7,12(2H)-trione substituted by hydroxy groups at positions 6 and 8 and an ethyl group at position 3 (the S stereoisomer). It is isolated from the culture broth of Nocardia brasiliensis and exhibits antibacterial activity against Gram-positive bacteria. It is also active against the multiple drug-resistant P388/ADR tumour cells.
Structure
| Standard InChIKey | YXEPHAVILJDRHK-VIFPVBQESA-N |
|---|---|
| SMILES | CC[C@H]1CC2=CC(=C3C(=C2C(=O)C1)C(=O)C4=C(C3=O)C(=CC=C4)O)O |
| Stereochemistry | fully defined |
| Cross-references | npatlas:NPA008419 |
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 |
|---|---|---|---|
| Nocardia brasiliensis NCBITaxon:37326 |
SOURCE_ASSERTION | mibig:BGC0002047 | DOI:10.7164/antibiotics.50.18 |
Occurrences 4
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 |
|---|---|---|
| Nocardia brasiliensis NCBITaxon:37326 |
LOTUS | DOI:10.1021/NP990265V |
| Nocardia brasiliensis NCBITaxon:37326 |
LOTUS | DOI:10.1039/P19960001773 |
| Nocardia brasiliensis NCBITaxon:37326 |
LOTUS | DOI:10.7164/ANTIBIOTICS.50.18 |
| Nocardia brasiliensis NCBITaxon:37326 |
CHEBI | PMID:9066761 |
Biosynthetic gene clusters 1
| Accession | Host | Locus evidence | Genome |
|---|---|---|---|
| mibig:BGC0002047 | Nocardia brasiliensis NCBITaxon:37326 |
CLUSTER_DEMONSTRATED | genbank:MT023106.1 |
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:65517 (same structure, same inchikey)
Provenance
| Source concept | Source | Version |
|---|---|---|
| BGC0002047 | MIBIG | 2 |
| CHEBI:65517 | CHEBI | 3-star |
This page is generated from data/natural_products/polyketides/brasiliquinone-b.yaml, which is generated from the committed inventories. Neither is edited by hand.