peramine
CHEBI:232090 EXACT SEEDED
A pyrrolopyrazine that is pyrrolo[1,2-a]pyrazin-1(2H)-one substituted by methyl and 3-carbamimidamidopropyl groups at positions 2 and 3, respectively. It is isolated from perennial ryegrass infected with the endophytic fungus Acremonium lolia and exhibits antifeedant activity.
Structure
| Standard InChIKey | GQWWGRUJOCIUKI-UHFFFAOYSA-N |
|---|---|
| SMILES | CN1C(=CN2C=CC=C2C1=O)CCCN=C(N)N |
| Stereochemistry | fully defined |
| Cross-references | pubchem:114748 |
Filing pathway
Alkaloids — 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 nrps, 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 |
|---|---|---|---|
| Epichloe festucae NCBITaxon:35717 |
SOURCE_ASSERTION | mibig:BGC0002164 | PMID:16091042 |
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 |
|---|---|---|
| Lolium perenne NCBITaxon:4522 |
LOTUS | DOI:10.1039/C39860000935 |
| Epichloe festucae var. lolii NCBITaxon:73839 |
CHEBI | PMID:24263837 |
Biosynthetic gene clusters 1
| Accession | Host | Locus evidence | Genome |
|---|---|---|---|
| mibig:BGC0002164 | Epichloe festucae NCBITaxon:35717 |
CLUSTER_UNSTATED | genbank:AB205145.1 |
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 |
|---|---|---|
| BGC0002164 | MIBIG | 2 |
| CHEBI:232090 | CHEBI | 3-star |
This page is generated from data/natural_products/alkaloids/peramine.yaml, which is generated from the committed inventories. Neither is edited by hand.