alternapyrone
CHEBI:156318 EXACT SEEDED
A member of the class of 2-pyranones that is 2H-pyran-2-one in which the hydrogens at positions 3, 4, 5 and 6 are replaced by methyl, hydroxy, methyl and (4E,6E,12E)-4,6,8,12,14-pentamethylhexadeca-4,6,12-trien-2-yl groups, respectively. It is a decaketide that is anabolized by a type I polyketide synthase in Alternaria solani.
Structure
| Standard InChIKey | ZPFTUJZLXSKBKE-NZDFSFLRSA-N |
|---|---|
| SMILES | CCC(C)/C=C(\C)/CCCC(C)/C=C(\C)/C=C(\C)/CC(C)C1=C(C(=C(C(=O)O1)C)O)C |
| Stereochemistry | undefined stereocentres — the InChIKey does not distinguish this compound from its stereoisomers |
| Cross-references | pubchem:57467994 |
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.
| Taxon | Basis | Cluster | Evidence |
|---|---|---|---|
| Alternaria solani NCBITaxon:48100 |
SOURCE_ASSERTION | mibig:BGC0000012 | DOI:10.1021/acs.orglett.8b02617 |
Occurrences 2
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 |
|---|---|---|
| Alternaria solani NCBITaxon:48100 |
LOTUS | DOI:10.1016/J.CHEMBIOL.2005.09.015 |
| Alternaria solani NCBITaxon:48100 |
CHEBI | PMID:16356847 |
Biosynthetic gene clusters 1
| Accession | Host | Locus evidence | Genome |
|---|---|---|---|
| mibig:BGC0000012 | Alternaria solani NCBITaxon:48100 |
CLUSTER_UNSTATED | genbank:AB120221.1 |
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 concept | Source | Version |
|---|---|---|
| BGC0000012 | MIBIG | 3 |
| CHEBI:156318 | CHEBI | 3-star |
This page is generated from data/natural_products/polyketides/alternapyrone.yaml, which is generated from the committed inventories. Neither is edited by hand.