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CHEBI:232090 - peramine

ChEBI IDCHEBI:232090
ChEBI Nameperamine
Stars
DefinitionA 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.
Last Modified8 October 2024
SubmitterAdnan
DownloadsMolfile
FormulaC12H17N5O
Net Charge0
Average Mass247.302
Monoisotopic Mass247.14331
SMILESCn1c(CCCNC(=N)N)cn2cccc2c1=O
InChIInChI=1S/C12H17N5O/c1-16-9(4-2-6-15-12(13)14)8-17-7-3-5-10(17)11(16)18/h3,5,7-8H,2,4,6H2,1H3,(H4,13,14,15)
InChIKeyGQWWGRUJOCIUKI-UHFFFAOYSA-N
Species of MetaboliteComponentSourceComments
Epichloe festucae var. lolii (ncbitaxon:73839) - PubMed (24263837) Species also known as Acremonium lolii.
Roles Classification
Biological Roles:
fungal metabolite  Any eukaryotic metabolite produced during a metabolic reaction in fungi, the kingdom that includes microorganisms such as the yeasts and moulds.
metabolite  Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
Application:
antifeedant  A substance that prevents pests from feeding.
ChEBI Ontology
Outgoing Relation(s)
peramine (CHEBI:232090) has role antifeedant (CHEBI:22583)
peramine (CHEBI:232090) has role fungal metabolite (CHEBI:76946)
peramine (CHEBI:232090) is a alkaloid (CHEBI:22315)
peramine (CHEBI:232090) is a guanidines (CHEBI:24436)
peramine (CHEBI:232090) is a pyrrolopyrazine (CHEBI:48337)
peramine (CHEBI:232090) is conjugate base of peramine(1+) (CHEBI:232088)
Incoming Relation(s)
peramine(1+) (CHEBI:232088) is conjugate acid of peramine (CHEBI:232090)
IUPAC Name 
1-[3-(2-methyl-1-oxo-1,2-dihydropyrrolo[1,2-a]pyrazin-3-yl)propyl]guanidine
Synonym  Source
N-[3-(2-methyl-1-oxo-1,2-dihydropyrrolo[1,2-a]pyrazin-3-yl)propyl]guanidineIUPAC
Manual XrefsDatabases
C00024793KNApSAcK
HMDB0256303HMDB
WO2006132555Patent
Registry NumbersSources
CAS:102482-94-0KNApSAcK
Citations