NaturalProductMech

pyripyropene A

CHEBI:64695 EXACT SEEDED

A sesquiterpenoid that consists of (3S,4R,4aR,6S,6aS,12R,12aS,12bS)-4-(acetoxymethyl)-12-hydroxy-4,6a,12b-trimethyl-11-oxo-9-(pyridin-3-yl)-1,3,4,4a,5,6,6a,12,12a,12b-decahydro-2H,11H-benzo[f]pyrano[4,3-b]chromene-3,6-diol in which the hydrogens of the 3- and 6-hydroxy functions are substituted by acetyl groups.

Structure

Standard InChIKeyPMMQOFWSZRQWEV-RVTXXDJVSA-N
SMILES[H][C@@]12C[C@H](OC(C)=O)[C@@]3(C)OC4=C([C@H](O)[C@]3([H])[C@@]1(C)CC[C@H](OC(C)=O)[C@@]2(C)COC(C)=O)C(=O)OC(=C4)C1=CN=CC=C1
Stereochemistryfully defined
Cross-referencesnpatlas:NPA07480

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 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 fumigatus Af293
NCBITaxon:330879
SOURCE_ASSERTION mibig:BGC0000129 PMID:20861902

Occurrences 6

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
Aspergillus fischeri
NCBITaxon:36630
LOTUS DOI:10.7164/ANTIBIOTICS.46.1168
Neosartorya pseudofischeri
NCBITaxon:41047
LOTUS DOI:10.7164/ANTIBIOTICS.46.1168
Aspergillus fumigatus
NCBITaxon:746128
LOTUS DOI:10.1021/JO951424S
Aspergillus fumigatus
NCBITaxon:746128
LOTUS DOI:10.7164/ANTIBIOTICS.46.1168
Aspergillus fumigatus
NCBITaxon:746128
LOTUS DOI:10.7164/ANTIBIOTICS.47.148
Aspergillus sydowii
NCBITaxon:75750
LOTUS DOI:10.1021/NP700737G

Biosynthetic gene clusters 1

AccessionHostLocus evidenceGenome
mibig:BGC0000129 Aspergillus fumigatus Af293
NCBITaxon:330879
CLUSTER_UNSTATED genbank:CM000174.1

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
BGC0000129MIBIG3
CHEBI:64695CHEBI3-star

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