NaturalProductMech

azanigerone A

CHEBI:133852 EXACT SEEDED

An azaphilone that is the ester obtained by formal condensation of the carboxy group of 2,4-dimethylhexanoic acid with the tertiary hydroxy group of 7-hydroxy-7-methyl-6,8-dioxo-7,8-dihydro-6H-2-benzopyran-3-carboxylic acid.

Structure

Standard InChIKeyGIDMWMOVOCXADR-UHFFFAOYSA-N
SMILESCCC(C)CC(C)C(=O)OC1(C(=O)C=C2C=C(OC=C2C1=O)C(=O)O)C
Stereochemistry undefined stereocentres — the InChIKey does not distinguish this compound from its stereoisomers
Cross-referencespubchem:122198269, npatlas:NPA015930

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 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.

TaxonBasisClusterEvidence
Aspergillus niger ATCC 1015
NCBITaxon:380704
SOURCE_ASSERTION mibig:BGC0001143 PMID:22921072

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.

TaxonSourceReference
Chaetomium globosum
NCBITaxon:38033
LOTUS DOI:10.1021/JA3090498
Chaetomium globosum
NCBITaxon:38033
CHEBI PMID:23072467
Aspergillus niger
NCBITaxon:5061
LOTUS DOI:10.1016/J.CHEMBIOL.2012.07.004
Aspergillus niger ATCC 1015
NCBITaxon:380704
CHEBI PMID:22921072

Biosynthetic gene clusters 1

AccessionHostLocus evidenceGenome
mibig:BGC0001143 Aspergillus niger ATCC 1015
NCBITaxon:380704
CLUSTER_UNSTATED genbank:ACJE01000001.1

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.

Provenance

Source conceptSourceVersion
BGC0001143MIBIG4
CHEBI:133852CHEBI3-star

This page is generated from data/natural_products/polyketides/azanigerone-a.yaml, which is generated from the committed inventories. Neither is edited by hand.