NaturalProductMech

dihydrostemphyloxin I

CHEBI:145071 EXACT SEEDED

An octahydronaphthalene that is stemphyloxin I in which the C=C bond of the enol moiety has been reduced to a C‒C bond.

Structure

Standard InChIKeyUUOFDWJUPVQCFZ-BSXWIJKXSA-N
SMILES[H][C@]12[C@@](C[C@](C)(O)C[C@H]2C)([H])C([C@@](C)(O)[C@]([H])([C@H](CO)CC)[C@]1(C)C(CCO)=O)=O
Stereochemistryfully defined

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
Parastagonospora nodorum SN15
NCBITaxon:321614
SOURCE_ASSERTION mibig:BGC0002165 PMID:31553484

Occurrences 0

None cited.

Biosynthetic gene clusters 1

AccessionHostLocus evidenceGenome
mibig:BGC0002165 Parastagonospora nodorum SN15
NCBITaxon:321614
CLUSTER_UNSTATED genbank:CH445335.1

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.

Open questions 1

name-disagreement — ChEBI calls this structure 'dihydrostemphyloxin I' and MIBiG calls it 'compound 9'. They share a Standard InChIKey, so if the names denote different compounds then one upstream record has the wrong structure. Check which.

Provenance

Source conceptSourceVersion
BGC0002165MIBIG3
CHEBI:145071CHEBI3-star

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