nectriapyrone
CHEBI:142639 EXACT SEEDED
A member of the class of nectriapyrones that is pyran-2-one which is substituted at positions 3, 4, and 6 by methyl, methoxy, and but-2-en-2-yl groups, respectively in which the butenyl substituent has E configuration. A fungal metabolite that has been induced in the rice blast fungus Pyricularia oryzae by overexpression of a polyketide synthase gene (NEC1) and an O-methyltransferase gene (NEC2).
Structure
| Standard InChIKey | NRLCQITWKJENAT-FNORWQNLSA-N |
|---|---|
| SMILES | C/C=C(\C)C1=CC(OC)=C(C)C(=O)O1 |
| Stereochemistry | fully defined |
| Cross-references | npatlas:NPA033440, pubchem:5358550 |
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 |
|---|---|---|---|
| Pyricularia oryzae 70-15 NCBITaxon:242507 |
BGC_CHARACTERIZED | mibig:BGC0002155 | DOI:10.1016/s0040-4039(00)72224-6 |
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 |
|---|---|---|
| Magnaporthe oryzae NCBITaxon:318829 |
CHEBI | PMID:30443971 |
| Nalanthamala vermoesenii NCBITaxon:64489 |
LOTUS | DOI:10.1016/0031-9422(92)80225-4 |
| Nalanthamala vermoesenii NCBITaxon:64489 |
LOTUS | DOI:10.1016/0031-9422(92)83704-3 |
Biosynthetic gene clusters 1
| Accession | Host | Locus evidence | Genome |
|---|---|---|---|
| mibig:BGC0002155 | Pyricularia oryzae 70-15 NCBITaxon:242507 |
CLUSTER_DEMONSTRATED | genbank:CM001235.1 |
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 |
|---|---|---|
| BGC0002155 | MIBIG | 3 |
| CHEBI:142639 | CHEBI | 3-star |
This page is generated from data/natural_products/polyketides/nectriapyrone.yaml, which is generated from the committed inventories. Neither is edited by hand.