piericidin A
CHEBI:138511 EXACT SEEDED antimicrobial unspecifiedenzyme inhibitor
A member of the class of monohydroxypyridines that acts as an irreversible mitochondrial Complex I inhibitor that strongly associates with ubiquinone binding sites in both mitochondrial and bacterial forms of NADH:ubiquinone oxidoreductase
Structure
| Standard InChIKey | BBLGCDSLCDDALX-LKGBESRRSA-N |
|---|---|
| SMILES | C/C=C(\C)/[C@@H]([C@H](C)/C=C(\C)/C=C/C/C(=C/CC1=C(C(=O)C(=C(N1)OC)OC)C)/C)O |
| Stereochemistry | fully defined |
| Cross-references | pubchem:6437838, npatlas:NPA05338 |
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 3
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 sp. SCSIO 03032 NCBITaxon:2878388 |
BGC_CHARACTERIZED | mibig:BGC0001169 | PMID:24409990 |
| Streptomyces piomogenus NCBITaxon:285508 |
SOURCE_ASSERTION | mibig:BGC0000124 | PMID:22365607 |
| Candidatus Streptomyces philanthi bv. triangulum NCBITaxon:371632 |
SOURCE_ASSERTION | mibig:BGC0001742 | PMID:29444867 |
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/J.BMC.2007.11.023 |
| Streptomyces NCBITaxon:1883 |
LOTUS | DOI:10.1021/ACS.JNATPROD.6B01059 |
| Streptomyces NCBITaxon:1883 |
LOTUS | DOI:10.1080/00021369.1966.10858543 |
| Streptomyces lividans NCBITaxon:1916 |
LOTUS | DOI:10.3389/FMICB.2018.03042 |
| Streptomyces sp. NCBITaxon:1931 |
CHEBI | PMID:17721005 |
| Streptomyces xanthocidicus NCBITaxon:83382 |
LOTUS | DOI:10.1016/J.MICRES.2015.12.005 |
| Streptomyces xanthocidicus NCBITaxon:83382 |
CHEBI | PMID:26856451 |
| Streptomyces piomogenes NCBITaxon:285508 |
CHEBI | PMID:22365607 |
Biosynthetic gene clusters 3
| Accession | Host | Locus evidence | Genome |
|---|---|---|---|
| mibig:BGC0001169 | Streptomyces sp. SCSIO 03032 NCBITaxon:2878388 |
CLUSTER_DEMONSTRATED | genbank:KF874660.1 |
| mibig:BGC0000124 | Streptomyces piomogenus NCBITaxon:285508 |
CLUSTER_UNSTATED | genbank:HQ840721.1 |
| mibig:BGC0001742 | Candidatus Streptomyces philanthi bv. triangulum NCBITaxon:371632 |
CLUSTER_UNSTATED | genbank:KX098584.1 |
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 Primary HTS to Identify Inhibitors of MITF | ACTIVE | pubchem.aid:2240 |
| Luminescence Cell-Based Primary HTS to Identify Inhibitors of STK33 | ACTIVE | pubchem.aid:2330 |
Elsewhere in the fleet
- AntibioticMech — CHEBI:138511 (same structure, same inchikey)
Open questions 2
name-disagreement — ChEBI calls this structure 'piericidin A' and MIBiG calls it 'piericidin A1'. 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: BGC0000124, BGC0001169, BGC0001742. Confirm they describe the same compound rather than an upstream cross-reference error.
Provenance
| Source concept | Source | Version |
|---|---|---|
| BGC0001169 | MIBIG | 5 |
| BGC0000124 | MIBIG | 5 |
| BGC0001742 | MIBIG | 5 |
| CHEBI:138511 | CHEBI | 3-star |
This page is generated from data/natural_products/polyketides/piericidin-a.yaml, which is generated from the committed inventories. Neither is edited by hand.