piericidin A

CHEBI:138511 EXACT SEEDED antimicrobial unspecifiedenzyme inhibitor

What these status tags mean

Curation status describes a workflow state. SEEDED means the record entered through the source-seeding workflow; it does not imply that no later curation occurred. PROPOSED marks an addition awaiting review; REVIEWED records curator sign-off on identity, structure, filing class and producer claims; DEPRECATED retains a superseded or out-of-scope record. These are workflow decisions, not independently verified human review. Agent-assisted contributions may appear in the record history.

Grounding describes the identifier mapping: EXACT uses an ontology identity asserted by the source; MINTED keeps a local identifier when no defensible ontology identity is available; REVIEW_NEEDED flags an exact structure whose ontology identity needs adjudication. The grounding note retains any unresolved alternatives. These tags do not establish the strength of producer or activity evidence.

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.

Mechanism & Biosynthesis Overview

Bioactivities 2

Entries preserve source qualifiers, targets and evidence. Repeated assay names or values are not independent replications; inspect source detail for differences.

Assay	Result	Target enzyme	Source detail
Luminescence Cell-Based Primary HTS to Identify Inhibitors of MITF	ACTIVE	Not recorded	pubchem.aid:2240 assay Luminescence Cell-Based Primary HTS to Identify Inhibitors of MITF evidence reference pubchem.aid:2240 evidence type DATABASE_ASSERTION notes PubChem BioAssay AID 2240, deposited by Broad Institute; assay type Screening. Target accession NP_937802 was left ungrounded because PubChem did not provide a UniProtKB accession. call ACTIVE activity class ENZYME_INHIBITOR
Luminescence Cell-Based Primary HTS to Identify Inhibitors of STK33	ACTIVE	Not recorded	pubchem.aid:2330 assay Luminescence Cell-Based Primary HTS to Identify Inhibitors of STK33 evidence reference pubchem.aid:2330 evidence type DATABASE_ASSERTION notes PubChem BioAssay AID 2330, deposited by Broad Institute; assay type Screening. Target accession CAC29064 was left ungrounded because PubChem did not provide a UniProtKB accession. call ACTIVE activity class ENZYME_INHIBITOR

Elsewhere in the fleet

AntibioticMech — CHEBI:138511 (same structure, same inchikey)

Explore across X-Mech

AntibioticMech (piericidin A) ↗ MediaIngredientMech (CHEBI:138511) ↗ TaxonMech: Streptomyces sp. SCSIO 03032 (NCBITaxon:2878388) ↗ TaxonMech: Streptomyces piomogenus (NCBITaxon:285508) ↗ TaxonMech: Candidatus Streptomyces philanthi bv. triangulum (NCBITaxon:371632) ↗ PathwayMech (mibig:BGC0001169) ↗ PathwayMech (mibig:BGC0000124) ↗ PathwayMech (mibig:BGC0001742) ↗

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.