α-cyclopiazonic acid

CHEBI:17734 EXACT SEEDED

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REVIEWED records curator sign-off on identity, structure, filing class and producer claims; DEPRECATED retains a superseded or out-of-scope record.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.

Structure

Standard InChIKey	CNZIQHGDUXRUJS-PTNHGACKSA-N
SMILES	O/C(C)=C(C1=O)/C([C@](N1C2(C)C)([H])[C@@]([C@@]2([H])C3)([H])C4=CNC5=CC=CC3=C54)=O
Stereochemistry	fully defined

Filing pathway

Unclassified — 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 nrps, pks, from MIBiG.

Producer organisms 1

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
Aspergillus flavus NCBITaxon:5059	BGC_CHARACTERIZED	mibig:BGC0001874	DOI:10.1016/0040-4020(68)88113-x

Occurrences 3

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
Aspergillus tamarii NCBITaxon:41984	LOTUS	DOI:10.1016/S0040-4020(03)00413-7
Penicillium griseofulvum NCBITaxon:5078	LOTUS	DOI:10.1039/P19810003292
Aspergillus flavus NCBITaxon:5059	LOTUS	DOI:10.1007/S10600-009-9433-8

Biosynthetic gene clusters 1

Accession	Host	Locus evidence	Genome
mibig:BGC0001874	Aspergillus flavus NCBITaxon:5059	CLUSTER_DEMONSTRATED	genbank:JN712211.1

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

Causal graph — biosynthesis 5 nodes, 4 edges

Three CA28 reference proteins linked only by cluster encoding context, without protein-function edges. Reference-sequence identity and cluster encoding context are distinct from function. GROUNDED denotes identifier identity, not experimental validation. No exact reaction, ordered pathway, substrate specificity, stoichiometry, physical complex, mature processing or assayed construct is asserted. References from NBRC 4177, CA28, RIB40 and NRRL 3357 are not interchangeable. MIBiG entry version 4 is active but quality questionable, completeness complete. Entry version is not a database release version. Its knockout method lacks a locus citation; this is not independently inspected CA28 experimental evidence, nor proof of a complete functional pathway. Source producer/BGC assertion grades remain unchanged. Primary methods, figures, supplements and constructs were not independently inspected. PMID:21608094 was accessible as an abstract/publisher landing only; its UniProt annotations are adopted as database assertions, not independently verified experiments. Other CPA primary leads were inaccessible, rate-limited or browser-challenged. No new biochemical assay claim is imported.

Subject	Predicate	Object	Notes	Evidence
BGC0001874 (CA28 reference)	is_database_linked_to_structure	α-cyclopiazonic acid	MIBiG entry version 4 is active but quality questionable, completeness complete. Entry version is not a database release version. Its knockout method lacks a locus citation; this is not independently inspected CA28 experimental evidence, nor proof of a complete functional pathway. Source producer/BGC assertion grades remain unchanged. This graph retains the exact source-matched neutral owner representation, formula C20H20N2O3, charge zero. Its stored SMILES and InChI parse and agree within this owner under RDKit 2026.03.5. CHEBI:17734 and CHEBI:22450 remain separate hydroxyethylidene and acetyl-enol representations with different Standard InChIKeys; no microstate equivalence or owner merge is inferred. Charged Rhea participants CHEBI:58067/58256 are not substituted. The local ChEBI SMILES parse defect tracked in issue 777 is not used to repair or replace the owner chemistry. Existing CpaH and SERCA content is outside this graph; issue 147 remains unresolved. Exact owner CHEBI:17734, Standard InChIKey CNZIQHGDUXRUJS-PTNHGACKSA-N.	https://mibig.secondarymetabolites.org/repository/BGC0001874.4/annotations.json https://mibig.secondarymetabolites.org/repository/BGC0001874.4/annotations.json reference https://mibig.secondarymetabolites.org/repository/BGC0001874.4/annotations.json evidence type DATABASE_ASSERTION retrieved on 2026-10-10 notes The first compound structure and locus JN712211.1 are linked in this versioned MIBiG entry. MIBiG entry version 4 is active but quality questionable, completeness complete. Entry version is not a database release version. Its knockout method lacks a locus citation; this is not independently inspected CA28 experimental evidence, nor proof of a complete functional pathway. Source producer/BGC assertion grades remain unchanged. snippet cyclopiazonic acid reference https://mibig.secondarymetabolites.org/repository/BGC0001874.4/annotations.json evidence type CURATOR_INFERENCE retrieved on 2026-10-10 notes The first compound structure string exactly equals this owner SMILES. The native deposit supplies the exact strain; a species label alone does not establish it. This graph retains the exact source-matched neutral owner representation, formula C20H20N2O3, charge zero. Its stored SMILES and InChI parse and agree within this owner under RDKit 2026.03.5. CHEBI:17734 and CHEBI:22450 remain separate hydroxyethylidene and acetyl-enol representations with different Standard InChIKeys; no microstate equivalence or owner merge is inferred. Charged Rhea participants CHEBI:58067/58256 are not substituted. The local ChEBI SMILES parse defect tracked in issue 777 is not used to repair or replace the owner chemistry. Existing CpaH and SERCA content is outside this graph; issue 147 remains unresolved. Exact owner CHEBI:17734, Standard InChIKey CNZIQHGDUXRUJS-PTNHGACKSA-N.
BGC0001874 (CA28 reference)	contains_cds_encoding_reference	maoA (CA28 reference)	Reference-sequence identity and cluster encoding context are distinct from function. GROUNDED denotes identifier identity, not experimental validation. No exact reaction, ordered pathway, substrate specificity, stoichiometry, physical complex, mature processing or assayed construct is asserted. References from NBRC 4177, CA28, RIB40 and NRRL 3357 are not interchangeable. CA28 GenPept reference only; no protein-to-compound functional edge is asserted.	https://www.ebi.ac.uk/ena/browser/view/JN712211.1 https://www.ncbi.nlm.nih.gov/protein/AFA26383.1 https://www.uniprot.org/uniparc/UPI00024EB88A https://rest.uniprot.org/uniprotkb/H6UZI3.json https://www.ebi.ac.uk/ena/browser/view/JN712211.1 reference https://www.ebi.ac.uk/ena/browser/view/JN712211.1 evidence type DATABASE_ASSERTION retrieved on 2026-10-10 notes Native deposit JN712211.1, strain CA28, taxon 5059, complete CDS AFA26383.1, gene maoA. This is source annotation and encoding context, not an independent functional experiment. snippet /gene="maoA" reference https://www.ncbi.nlm.nih.gov/protein/AFA26383.1 evidence type DATABASE_ASSERTION retrieved on 2026-10-10 notes Independent GenPept AFA26383.1 identifies CA28 taxon 5059, gene maoA, 455 residues, coded_by JN712211.1:441..1808. These CDS annotations do not establish exact function. reference https://www.uniprot.org/uniparc/UPI00024EB88A evidence type DATABASE_ASSERTION retrieved on 2026-10-10 notes UniParc UPI00024EB88A archives the same full sequence and links active EMBL AFA26383.1 to inactive UniProt H6UZI3. UniParc is an archive identifier, not an active UniProtKB protein accession. reference https://rest.uniprot.org/uniprotkb/H6UZI3.json evidence type DATABASE_ASSERTION retrieved on 2026-10-10 notes Historical H6UZI3 is Inactive, DELETED. The exact versioned GenPept record is selected instead; no other-strain homolog substitutes for CA28. snippet Not part of a reference proteome reference https://www.ebi.ac.uk/ena/browser/view/JN712211.1 evidence type CURATOR_INFERENCE retrieved on 2026-10-10 notes Complete native CDS [440:1808](+) (zero-based, end-exclusive), 1368 nucleotides, ATG start, TGA stop, codon_start 1, genetic code 1 (INSDC default; no transl_table qualifier). Strand-aware Biopython cds=True translation equals all 455 deposited AFA26383.1 residues and independent GenPept/UniParc sequences, with matching coded_by bounds and strands. CDS bounds are exact with no annotated translational exceptions. Native gene/mRNA boundaries are fuzzy; no transcription-start inference is made. This establishes reference correspondence, not mature processing, tags, mutations, exact assay stock or inter-strain equivalence.
BGC0001874 (CA28 reference)	contains_cds_encoding_reference	dmaT (CA28 reference)	Reference-sequence identity and cluster encoding context are distinct from function. GROUNDED denotes identifier identity, not experimental validation. No exact reaction, ordered pathway, substrate specificity, stoichiometry, physical complex, mature processing or assayed construct is asserted. References from NBRC 4177, CA28, RIB40 and NRRL 3357 are not interchangeable. CA28 GenPept reference only; no protein-to-compound functional edge is asserted.	https://www.ebi.ac.uk/ena/browser/view/JN712211.1 https://www.ncbi.nlm.nih.gov/protein/AFA26385.1 https://www.uniprot.org/uniparc/UPI00024EB88B https://rest.uniprot.org/uniprotkb/H6UZI4.json https://www.ebi.ac.uk/ena/browser/view/JN712211.1 reference https://www.ebi.ac.uk/ena/browser/view/JN712211.1 evidence type DATABASE_ASSERTION retrieved on 2026-10-10 notes Native deposit JN712211.1, strain CA28, taxon 5059, complete CDS AFA26385.1, gene dmaT. This is source annotation and encoding context, not an independent functional experiment. snippet /gene="dmaT" reference https://www.ncbi.nlm.nih.gov/protein/AFA26385.1 evidence type DATABASE_ASSERTION retrieved on 2026-10-10 notes Independent GenPept AFA26385.1 identifies CA28 taxon 5059, gene dmaT, 437 residues, coded_by complement(join(JN712211.1:2306..2465, JN712211.1:2523..3676)). These CDS annotations do not establish exact function. reference https://www.uniprot.org/uniparc/UPI00024EB88B evidence type DATABASE_ASSERTION retrieved on 2026-10-10 notes UniParc UPI00024EB88B archives the same full sequence and links active EMBL AFA26385.1 to inactive UniProt H6UZI4. UniParc is an archive identifier, not an active UniProtKB protein accession. reference https://rest.uniprot.org/uniprotkb/H6UZI4.json evidence type DATABASE_ASSERTION retrieved on 2026-10-10 notes Historical H6UZI4 is Inactive, DELETED. The exact versioned GenPept record is selected instead; no other-strain homolog substitutes for CA28. snippet Not part of a reference proteome reference https://www.ebi.ac.uk/ena/browser/view/JN712211.1 evidence type CURATOR_INFERENCE retrieved on 2026-10-10 notes Complete native CDS join{[2522:3676](-), [2305:2465](-)} (zero-based, end-exclusive), 1314 nucleotides, ATG start, TAA stop, codon_start 1, genetic code 1 (INSDC default; no transl_table qualifier). Strand-aware Biopython cds=True translation equals all 437 deposited AFA26385.1 residues and independent GenPept/UniParc sequences, with matching coded_by bounds and strands. CDS bounds are exact with no annotated translational exceptions. Native gene/mRNA boundaries are fuzzy; no transcription-start inference is made. This establishes reference correspondence, not mature processing, tags, mutations, exact assay stock or inter-strain equivalence.
BGC0001874 (CA28 reference)	contains_cds_encoding_reference	cpaA (CA28 reference)	Reference-sequence identity and cluster encoding context are distinct from function. GROUNDED denotes identifier identity, not experimental validation. No exact reaction, ordered pathway, substrate specificity, stoichiometry, physical complex, mature processing or assayed construct is asserted. References from NBRC 4177, CA28, RIB40 and NRRL 3357 are not interchangeable. CA28 GenPept reference only; no protein-to-compound functional edge is asserted.	https://www.ebi.ac.uk/ena/browser/view/JN712211.1 https://www.ncbi.nlm.nih.gov/protein/AFA26384.1 https://www.uniprot.org/uniparc/UPI00024EB88C https://rest.uniprot.org/uniprotkb/H6UZI5.json https://www.ebi.ac.uk/ena/browser/view/JN712211.1 reference https://www.ebi.ac.uk/ena/browser/view/JN712211.1 evidence type DATABASE_ASSERTION retrieved on 2026-10-10 notes Native deposit JN712211.1, strain CA28, taxon 5059, complete CDS AFA26384.1, gene cpaA. This is source annotation and encoding context, not an independent functional experiment. snippet /gene="cpaA" reference https://www.ncbi.nlm.nih.gov/protein/AFA26384.1 evidence type DATABASE_ASSERTION retrieved on 2026-10-10 notes Independent GenPept AFA26384.1 identifies CA28 taxon 5059, gene cpaA, 3906 residues, coded_by JN712211.1:4655..16375. These CDS annotations do not establish exact function. reference https://www.uniprot.org/uniparc/UPI00024EB88C evidence type DATABASE_ASSERTION retrieved on 2026-10-10 notes UniParc UPI00024EB88C archives the same full sequence and links active EMBL AFA26384.1 to inactive UniProt H6UZI5. UniParc is an archive identifier, not an active UniProtKB protein accession. reference https://rest.uniprot.org/uniprotkb/H6UZI5.json evidence type DATABASE_ASSERTION retrieved on 2026-10-10 notes Historical H6UZI5 is Inactive, DELETED. The exact versioned GenPept record is selected instead; no other-strain homolog substitutes for CA28. snippet Not part of a reference proteome reference https://www.ebi.ac.uk/ena/browser/view/JN712211.1 evidence type CURATOR_INFERENCE retrieved on 2026-10-10 notes Complete native CDS [4654:16375](+) (zero-based, end-exclusive), 11721 nucleotides, ATG start, TAA stop, codon_start 1, genetic code 1 (INSDC default; no transl_table qualifier). Strand-aware Biopython cds=True translation equals all 3906 deposited AFA26384.1 residues and independent GenPept/UniParc sequences, with matching coded_by bounds and strands. CDS bounds are exact with no annotated translational exceptions. Native gene/mRNA boundaries are fuzzy; no transcription-start inference is made. This establishes reference correspondence, not mature processing, tags, mutations, exact assay stock or inter-strain equivalence.

Every edge carries its own citation; an uncited edge is refused by the corpus tests.

Explore across X-Mech

AntibioticMech (α-cyclopiazonic acid) ↗ MediaIngredientMech (CHEBI:17734) ↗ TaxonMech: Aspergillus flavus (NCBITaxon:5059) ↗ PathwayMech (mibig:BGC0001874) ↗

Provenance

Source concept	Source	Version
BGC0001874	MIBIG	4
CHEBI:17734	CHEBI	3-star

This page is generated from data/natural_products/unclassified/cyclopiazonic-acid.yaml, which is generated from the committed inventories. Neither is edited by hand.