pyocyanine
CHEBI:8653 EXACT SEEDED antibacterialcytotoxic
An iminium betaine that is 5-methylphenazin-5-ium which is substituted at position 1 by an oxidanidyl group. An antibiotic pigment produced by Pseudomonas aeruginosa.
Structure
| Standard InChIKey | YNCMLFHHXWETLD-UHFFFAOYSA-N |
|---|---|
| SMILES | CN1C2=CC=CC=C2N=C2C(=O)C=CC=C12 |
| Stereochemistry | fully defined |
| Cross-references | npatlas:NPA0489, pubchem:6817 |
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 other, 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 |
|---|---|---|---|
| Pseudomonas aeruginosa PAO1 NCBITaxon:208964 |
SOURCE_ASSERTION | mibig:BGC0000936 | PMID:11591691 |
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 |
|---|---|---|
| Pseudomonas aeruginosa NCBITaxon:287 |
LOTUS | DOI:10.1084/JEM.4.5-6.627 |
| Pseudomonas aeruginosa NCBITaxon:287 |
LOTUS | DOI:10.1128/JB.183.21.6454-6465.2001 |
| Pseudomonas aeruginosa NCBITaxon:287 |
LOTUS | DOI:10.7164/ANTIBIOTICS.46.1232 |
| Pseudomonas aeruginosa NCBITaxon:287 |
CHEBI | Z. Physiol. Chem., 1924, v140, 1 |
Biosynthetic gene clusters 1
| Accession | Host | Locus evidence | Genome |
|---|---|---|---|
| mibig:BGC0000936 | Pseudomonas aeruginosa PAO1 NCBITaxon:208964 |
CLUSTER_UNSTATED | genbank:AF005404.2 |
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.
Bioactivities 2
| Assay | Result | Reference |
|---|---|---|
| NCI Yeast Anticancer Drug Screen. Data for the mlh1 rad18 strain | ACTIVE | pubchem.aid:175 |
| NCI Yeast Anticancer Drug Screen. Data for the rad50 strain | ACTIVE | pubchem.aid:155 |
Elsewhere in the fleet
- AntibioticMech — CHEBI:8653 (same structure, same inchikey)
Provenance
| Source concept | Source | Version |
|---|---|---|
| BGC0000936 | MIBIG | 5 |
| CHEBI:8653 | CHEBI | 3-star |
This page is generated from data/natural_products/alkaloids/pyocyanine.yaml, which is generated from the committed inventories. Neither is edited by hand.