vibrioferrin
CHEBI:84585 EXACT SEEDED
A tricarboxylic acid that is citric acid in which the pro-R carboxy group has been esterified with the primary hydroxy group of 2-hydroxy-1-{(2S)-1-[(2-hydroxyethyl)amino]-1-oxopropan-2-yl}-5-oxoproline. It is a siderophore isolated from bacteria closely associated or symbiotic with toxic, bloom-forming dinoflagellates.
Structure
| Standard InChIKey | IGQXNKDXMPSELX-BIAKFKOBSA-N |
|---|---|
| SMILES | O=C1CCC(O)(C(O)=O)N1[C@@H](C)C(NCCOC(C[C@](C(O)=O)(O)CC(O)=O)=O)=O |
| Stereochemistry | undefined stereocentres — the InChIKey does not distinguish this compound from its stereoisomers |
| Cross-references | pubchem:197680, npatlas:NPA024673 |
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 other, 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.
| Taxon | Basis | Cluster | Evidence |
|---|---|---|---|
| Vibrio parahaemolyticus NCBITaxon:670 |
SOURCE_ASSERTION | mibig:BGC0000946 | PMID:14617658 |
| Azotobacter vinelandii CA NCBITaxon:1283330 |
SOURCE_ASSERTION | mibig:BGC0002527 | DOI:10.1021/ic9016883 |
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.
| Taxon | Source | Reference |
|---|---|---|
| Azotobacter vinelandii NCBITaxon:354 |
LOTUS | DOI:10.1128/AEM.03160-15 |
| Vibrio alginolyticus NCBITaxon:663 |
CHEBI | PMID:22146715 |
| Vibrio parahaemolyticus NCBITaxon:670 |
CHEBI | DOI: 10.1111/j.1574-6968.1992.tb05311.x |
| Vibrio parahaemolyticus NCBITaxon:670 |
LOTUS | DOI:10.1093/OXFORDJOURNALS.JBCHEM.A124432 |
| Vibrio parahaemolyticus NCBITaxon:670 |
LOTUS | DOI:10.1128/JB.185.23.6938-6949.2003 |
Biosynthetic gene clusters 2
| Accession | Host | Locus evidence | Genome |
|---|---|---|---|
| mibig:BGC0000946 | Vibrio parahaemolyticus NCBITaxon:670 |
CLUSTER_UNSTATED | genbank:AB082123.1 |
| mibig:BGC0002527 | Azotobacter vinelandii CA NCBITaxon:1283330 |
CLUSTER_UNSTATED | genbank:CP005094.1 |
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: BGC0000946, BGC0002527. Confirm they describe the same compound rather than an upstream cross-reference error.
Provenance
| Source concept | Source | Version |
|---|---|---|
| BGC0000946 | MIBIG | 5 |
| BGC0002527 | MIBIG | 2 |
| CHEBI:84585 | CHEBI | 3-star |
This page is generated from data/natural_products/amino_acids_and_peptides/vibrioferrin.yaml, which is generated from the committed inventories. Neither is edited by hand.