fumonisin B2
CHEBI:38225 EXACT SEEDED
A fumonisin that is (2S,3S,12S,14S,15R,16R)-2-amino-12,16-dimethylicosane-3,14,15-triol in which the hydroxy groups at positions 14 and 15 have each been esterified by condensation with the 1-carboxy group of 3-carboxyglutaric acid (giving a 3-carboxyglutarate ester group with R configuration in each case).
Structure
| Standard InChIKey | UXDPXZQHTDAXOZ-STOIETHLSA-N |
|---|---|
| SMILES | CCCC[C@@H](C)[C@H]([C@H](C[C@@H](C)CCCCCC[C@H](C[C@@H]([C@H](C)N)O)O)OC(=O)C[C@@H](CC(=O)O)C(=O)O)OC(=O)C[C@@H](CC(=O)O)C(=O)O |
| Stereochemistry | fully defined |
| Cross-references | npatlas:NPA006013 |
Filing pathway
Polyketides — 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 pks, 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 |
|---|---|---|---|
| Fusarium fujikuroi NCBITaxon:5127 |
BGC_CORRELATED | mibig:BGC0002502 | PMID:30987138 |
| Fusarium verticillioides NCBITaxon:117187 |
SOURCE_ASSERTION | mibig:BGC0000062 | DOI:10.1006/fgbi.1999.1141 |
Occurrences 4
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 |
|---|---|---|
| Streptomyces NCBITaxon:1883 |
LOTUS | DOI:10.1007/S12223-019-00725-Z |
| Aspergillus niger NCBITaxon:5061 |
LOTUS | DOI:10.1021/JF903116Q |
| Aspergillus niger NCBITaxon:5061 |
CHEBI | PMID:20014861 |
| Fusarium fujikuroi NCBITaxon:5127 |
LOTUS | DOI:10.1039/C39880000743 |
Biosynthetic gene clusters 2
| Accession | Host | Locus evidence | Genome |
|---|---|---|---|
| mibig:BGC0002502 | Fusarium fujikuroi NCBITaxon:5127 |
CLUSTER_CORRELATED | genbank:HQ622717.1 |
| mibig:BGC0000062 | Fusarium verticillioides NCBITaxon:117187 |
CLUSTER_UNSTATED | genbank:AF155773.5 |
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: BGC0000062, BGC0002502. Confirm they describe the same compound rather than an upstream cross-reference error.
Provenance
| Source concept | Source | Version |
|---|---|---|
| BGC0002502 | MIBIG | 3 |
| BGC0000062 | MIBIG | 4 |
| CHEBI:38225 | CHEBI | 3-star |
This page is generated from data/natural_products/polyketides/fumonisin-b2.yaml, which is generated from the committed inventories. Neither is edited by hand.