NaturalProductMech

vanchrobactin

CHEBI:157682 EXACT SEEDED

A catechol-type natural product that is composed of 2,3-dihydroxybenzoic acid, D-arginine and L-serine joined in sequence by peptide linkages. It is a siderophore synthesized by the bacterial fish pathogen Vibrio anguillarum.

Structure

Standard InChIKeyLXNCWECCTQQXPQ-ZJUUUORDSA-N
SMILESNC(=N)NCCC[C@@H](NC(=O)C1=CC=CC(O)=C1O)C(=O)N[C@@H](CO)C(O)=O
Stereochemistryfully defined
Cross-referencesnpatlas:NPA016075, pubchem:16658367

Filing pathway

Amino acids and peptides — 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 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.

TaxonBasisClusterEvidence
Vibrio anguillarum RV22
NCBITaxon:989499
SOURCE_ASSERTION mibig:BGC0000454 PMID:17159203
Vibrio campbellii
NCBITaxon:680
SOURCE_ASSERTION mibig:BGC0002415 PMID:22275102

Occurrences 5

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 campbellii
NCBITaxon:1088888
CHEBI PMID:20521785
Vibrio anguillarum
NCBITaxon:55601
LOTUS DOI:10.1016/J.TETLET.2006.07.104
Vibrio anguillarum
NCBITaxon:55601
LOTUS DOI:10.1099/MIC.0.29298-0
Vibrio anguillarum
NCBITaxon:55601
CHEBI PMID:23765994
Vibrio
NCBITaxon:662
LOTUS DOI:10.1021/NP900750G

Biosynthetic gene clusters 2

AccessionHostLocus evidenceGenome
mibig:BGC0000454 Vibrio anguillarum RV22
NCBITaxon:989499
CLUSTER_UNSTATED genbank:AM168450.2
mibig:BGC0002415 Vibrio campbellii
NCBITaxon:680
CLUSTER_UNSTATED genbank:CP030789.1

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.

Open questions 1

shared-structure — This structure is reported by more than one MIBiG entry: BGC0000454, BGC0002415. Confirm they describe the same compound rather than an upstream cross-reference error.

Provenance

Source conceptSourceVersion
BGC0000454MIBIG5
BGC0002415MIBIG2
CHEBI:157682CHEBI3-star

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