nigericin
CHEBI:7569 EXACT SEEDED antibacterialenzyme inhibitor
A polyether antibiotic which affects ion transport and ATPase activity in mitochondria. It is produced by Streptomyces hygroscopicus.
Structure
| Standard InChIKey | DANUORFCFTYTSZ-SJSJOXFOSA-N |
|---|---|
| SMILES | [H][C@](C)(C(O)=O)[C@]1([H])O[C@@H](C[C@@H]2C[C@@H](OC)[C@@H](C)[C@@]3(O[C@@](C)(C[C@H]3C)[C@@]3([H])CC[C@](C)(O3)[C@]3([H])O[C@]([H])(C[C@@H]3C)[C@@]3([H])O[C@@](O)(CO)[C@H](C)C[C@@H]3C)O2)CC[C@@H]1C |
| Stereochemistry | fully defined |
| Cross-references | npatlas:NPA01792, pubchem:34230, npatlas:NPA001792 |
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 |
|---|---|---|---|
| Streptomyces violaceusniger NCBITaxon:68280 |
BGC_CORRELATED | mibig:BGC0000114 | PMID:17584617 |
| Streptomyces sp. DASNCL29 NCBITaxon:2583819 |
SOURCE_ASSERTION | mibig:BGC0002038 | DOI:10.1093/jac/dki470 |
Occurrences 8
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:10.1016/0006-291X(68)90249-0 |
| Streptomyces NCBITaxon:1883 |
LOTUS | DOI:10.7164/ANTIBIOTICS.43.639 |
| Streptomyces hygroscopicus NCBITaxon:1912 |
LOTUS | DOI:10.1021/NP50047A016 |
| Streptomyces hygroscopicus NCBITaxon:1912 |
LOTUS | DOI:10.1271/BBB.56.330 |
| Streptomyces hygroscopicus NCBITaxon:1912 |
LOTUS | DOI:10.7164/ANTIBIOTICS.45.1806 |
| Streptomyces hygroscopicus NCBITaxon:1912 |
LOTUS | DOI:10.7164/ANTIBIOTICS.48.1011 |
| Streptomyces violaceusniger NCBITaxon:68280 |
LOTUS | DOI:10.1016/J.CHEMBIOL.2007.05.011 |
| Streptomyces violaceusniger NCBITaxon:68280 |
LOTUS | DOI:10.7164/ANTIBIOTICS.45.1806 |
Biosynthetic gene clusters 2
| Accession | Host | Locus evidence | Genome |
|---|---|---|---|
| mibig:BGC0000114 | Streptomyces violaceusniger NCBITaxon:68280 |
CLUSTER_CORRELATED | genbank:DQ354110.1 |
| mibig:BGC0002038 | Streptomyces sp. DASNCL29 NCBITaxon:2583819 |
CLUSTER_DEMONSTRATED | genbank:VCNB01000001.1 |
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.
Bioactivities 2
| Assay | Result | Reference |
|---|---|---|
| Luminescence cell-based high throughput primary assay to identify inhibitors of TEAD-YAP interaction. | ACTIVE | pubchem.aid:1259422 |
| USP30 deubiquitinase inhibition: Primary qHTS | ACTIVE | pubchem.aid:1645860 |
Elsewhere in the fleet
- AntibioticMech — CHEBI:7569 (same structure, same inchikey)
Open questions 1
shared-structure — This structure is reported by more than one MIBiG entry: BGC0000114, BGC0002038. Confirm they describe the same compound rather than an upstream cross-reference error.
Provenance
| Source concept | Source | Version |
|---|---|---|
| BGC0000114 | MIBIG | 5 |
| BGC0002038 | MIBIG | 2 |
| CHEBI:7569 | CHEBI | 3-star |
This page is generated from data/natural_products/polyketides/nigericin.yaml, which is generated from the committed inventories. Neither is edited by hand.