pyoluteorin
CHEBI:156453 EXACT SEEDED antibacterial
A member of the class of resorcinols that is resorcinol in which the hydrogen at position 2 is replaced by a 4,5-dichloro-1H-pyrrole-2-carbonyl group. It is a natural product found in Pseudomonas fluorescens which exhibits antibacterial properties and is a strong inducer of caspase-3-dependent apoptosis.
Structure
| Standard InChIKey | JPGWTZORMBTNMF-UHFFFAOYSA-N |
|---|---|
| SMILES | OC1=CC=CC(O)=C1C(=O)C1=CC(Cl)=C(Cl)N1 |
| Stereochemistry | fully defined |
| Cross-references | npatlas:NPA02175, pubchem:33137 |
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 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 |
|---|---|---|---|
| Pseudomonas protegens Pf-5 NCBITaxon:220664 |
SOURCE_ASSERTION | mibig:BGC0000127 | PMID:9434161 |
| Pseudomonas sp. M18 NCBITaxon:228095 |
SOURCE_ASSERTION | mibig:BGC0000128 | PMID:15033239 |
Occurrences 9
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 |
|---|---|---|
| Pseudomonas fluorescens PF5 NCBITaxon:1218948 |
CHEBI | PMID:16269724 |
| Pseudomonas NCBITaxon:286 |
LOTUS | DOI:10.1016/S0378-1097(04)00074-6 |
| Pseudomonas aeruginosa NCBITaxon:287 |
LOTUS | DOI:10.1021/JA01550A093 |
| Pseudomonas aeruginosa NCBITaxon:287 |
LOTUS | DOI:10.1080/00021369.1978.10863304 |
| Pseudomonas aeruginosa NCBITaxon:287 |
LOTUS | DOI:10.1271/BBB1961.42.2031 |
| Pseudomonas fluorescens NCBITaxon:294 |
LOTUS | DOI:10.1016/S0031-9422(01)00344-2 |
| Pseudomonas fluorescens NCBITaxon:294 |
LOTUS | DOI:10.1021/NP50111A002 |
| Pseudomonas fluorescens NCBITaxon:294 |
LOTUS | DOI:10.1515/ZNC-1986-5-607 |
| Pseudomonas sp. M18 NCBITaxon:228095 |
CHEBI | PMID:15033239 |
Biosynthetic gene clusters 2
| Accession | Host | Locus evidence | Genome |
|---|---|---|---|
| mibig:BGC0000127 | Pseudomonas protegens Pf-5 NCBITaxon:220664 |
CLUSTER_UNSTATED | genbank:AF081920.3 |
| mibig:BGC0000128 | Pseudomonas sp. M18 NCBITaxon:228095 |
CLUSTER_UNSTATED | genbank:AY394844.4 |
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:156453 (same structure, same inchikey)
Open questions 1
shared-structure — This structure is reported by more than one MIBiG entry: BGC0000127, BGC0000128. Confirm they describe the same compound rather than an upstream cross-reference error.
Provenance
| Source concept | Source | Version |
|---|---|---|
| BGC0000127 | MIBIG | 5 |
| BGC0000128 | MIBIG | 3 |
| CHEBI:156453 | CHEBI | 3-star |
This page is generated from data/natural_products/alkaloids/pyoluteorin.yaml, which is generated from the committed inventories. Neither is edited by hand.