pyochelin I
CHEBI:67183 EXACT SEEDED
A pyochelin that has R-stereochemistry at the thioaminal centre; the diastereoisomer with S-stereochemistry at this centre is pyochelin II. Pseudomonas aeruginosa produces a mixture of pyochelin I (major) and pyochelin II (minor) via condensation of salicylic acid and two molecules of cysteine. The enantiomeric compounds, enant-pyochelin I and II, are produced by Pseudomonas fluorescens.
Structure
| Standard InChIKey | NYBZAGXTZXPYND-GBIKHYSHSA-N |
|---|---|
| SMILES | [H][C@@]1(CSC(=N1)C1=CC=CC=C1O)[C@@]1([H])SC[C@H](N1C)C(O)=O |
| Stereochemistry | fully defined |
| Cross-references | npatlas:NPA013123, pubchem:5462518 |
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 nrps, 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:BGC0000412 | PMID:9846750 |
Occurrences 3
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:10.1023/B:BIOM.0000029437.42633.73 |
| Pseudomonas aeruginosa NCBITaxon:287 |
LOTUS | DOI:10.1073/PNAS.78.7.4256 |
| Pseudomonas aeruginosa NCBITaxon:287 |
LOTUS | DOI:10.1099/00221287-144-11-3135 |
Biosynthetic gene clusters 1
| Accession | Host | Locus evidence | Genome |
|---|---|---|---|
| mibig:BGC0000412 | Pseudomonas aeruginosa PAO1 NCBITaxon:208964 |
CLUSTER_UNSTATED | genbank:AF074705.2 |
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.
Provenance
| Source concept | Source | Version |
|---|---|---|
| BGC0000412 | MIBIG | 5 |
| CHEBI:67183 | CHEBI | 3-star |
This page is generated from data/natural_products/alkaloids/pyochelin-i.yaml, which is generated from the committed inventories. Neither is edited by hand.