NaturalProductMech

vibriobactin

CHEBI:9973 EXACT SEEDED

A catecholate siderophore produced exclusively by Vibrio cholerae. It contains three molecules of 2,3-dihydroxybenzoate linked either directly or through L-threonine residues to the polyamine norspermidine.

Structure

Standard InChIKeyLLMKLMMXMOTPRU-YOAXHERRSA-N
SMILESC[C@@H]1OC(C2=C(O)C(O)=CC=C2)=N[C@H]1C(=O)NCCCN(CCCNC(=O)C1=C(O)C(O)=CC=C1)C(=O)[C@H]1N=C(C2=C(O)C(O)=CC=C2)O[C@@H]1C
Stereochemistryfully defined
Cross-referencesnpatlas:NPA033096

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.

TaxonBasisClusterEvidence
Vibrio cholerae
NCBITaxon:666
SOURCE_ASSERTION mibig:BGC0002494 PMID:10601218

Occurrences 1

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.

TaxonSourceReference
Vibrio cholerae
NCBITaxon:666
LOTUS DOI:10.1128/JB.181.24.7588-7596.1999

Biosynthetic gene clusters 1

AccessionHostLocus evidenceGenome
mibig:BGC0002494 Vibrio cholerae
NCBITaxon:666
CLUSTER_DEMONSTRATED genbank:U52150.2

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 conceptSourceVersion
BGC0002494MIBIG3
CHEBI:9973CHEBI3-star

This page is generated from data/natural_products/alkaloids/vibriobactin.yaml, which is generated from the committed inventories. Neither is edited by hand.