NaturalProductMech

corynebactin

CHEBI:31432 EXACT SEEDED

A crown compound that is enterobactin in which the pro-R hydrogens at positions 2, 6 and 10 of the trilactone backbone are replaced by methyl groups, and in which a glycine spacer separates the trilactone backbone from each of the catecholamide arms. It is the endogenous siderophore of Bacillus subtilis, used for the acquisition of iron.

Structure

Standard InChIKeyRCQTVEFBFUNTGM-BDVHUIKKSA-N
SMILESC[C@@H]1[C@@H](C(=O)O[C@@H]([C@@H](C(=O)O[C@@H]([C@@H](C(=O)O1)NC(=O)CNC(=O)C2=C(C(=CC=C2)O)O)C)NC(=O)CNC(=O)C3=C(C(=CC=C3)O)O)C)NC(=O)CNC(=O)C4=C(C(=CC=C4)O)O
Stereochemistryfully defined
Cross-referencespubchem:125349

Filing pathway

Unclassified — 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
Bacillus velezensis FZB42
NCBITaxon:326423
BGC_CHARACTERIZED mibig:BGC0001185 PMID:18957859
Bacillus subtilis subsp. subtilis str. 168
NCBITaxon:224308
SOURCE_ASSERTION mibig:BGC0000309 PMID:9384377

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
Bacillus subtilis
NCBITaxon:1423
LOTUS DOI:10.1074/JBC.M009140200
Bacillus subtilis
NCBITaxon:1423
CHEBI PMID:11112781
Corynebacterium glutamicum
NCBITaxon:1718
LOTUS DOI:10.1371/JOURNAL.PONE.0034591
Corynebacterium glutamicum
NCBITaxon:1718
LOTUS DOI:10.1515/ZNC-1997-7-820
Bacillus velezensis
NCBITaxon:492670
LOTUS DOI:10.1159/000142891

Biosynthetic gene clusters 2

AccessionHostLocus evidenceGenome
mibig:BGC0001185 Bacillus velezensis FZB42
NCBITaxon:326423
CLUSTER_DEMONSTRATED genbank:CP000560.1
mibig:BGC0000309 Bacillus subtilis subsp. subtilis str. 168
NCBITaxon:224308
CLUSTER_UNSTATED genbank:AL009126.3

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 2

name-disagreement — ChEBI calls this structure 'corynebactin' and MIBiG calls it 'bacillibactin'. They share a Standard InChIKey, so if the names denote different compounds then one upstream record has the wrong structure. Check which.

shared-structure — This structure is reported by more than one MIBiG entry: BGC0000309, BGC0001185. Confirm they describe the same compound rather than an upstream cross-reference error.

Provenance

Source conceptSourceVersion
BGC0001185MIBIG5
BGC0000309MIBIG5
CHEBI:31432CHEBI3-star

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