CHEBI:156447 - norloline

ChEBI IDCHEBI:156447
ChEBI Namenorloline
Stars
DefinitionA loline alkaloid with formula C7H12N2O. It is isolated from the plants Lolium cuneatum and Lolium temulentum.
Last Modified15 April 2021
SubmitterMartin Larralde
DownloadsMolfile
FormulaC7H12N2O
Net Charge0
Average Mass140.186
Monoisotopic Mass140.09496
SMILES[H][C@]12[C@@H]3CCN1C[C@@H](O3)[C@@H]2N
InChIInChI=1S/C7H12N2O/c8-6-5-3-9-2-1-4(10-5)7(6)9/h4-7H,1-3,8H2/t4-,5+,6-,7+/m0/s1
InChIKeySOFXQTNEGHNRMN-BNHYGAARSA-N
Species of MetaboliteComponentSourceComments
Lolium temulentum (ncbitaxon:34176) - Article (Hofmeister, F. The active constituents of lolium temulentum. Arch. Exp. Pathol. Pharmakol. 30, 203–230 (1892).)
Equus caballus (ncbitaxon:9796) urine (BTO:0001419) PubMed (1893500)
Lolium cuneatum (IPNI:407438-1) - DOI (10.1021/np50064a023)
Roles Classification
Chemical Role:
Bronsted base  A molecular entity capable of accepting a hydron from a donor (Brønsted acid).
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.
mycotoxin  Poisonous substance produced by fungi.
metabolite  Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
metabolite  Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
Applications:
antifeedant  A substance that prevents pests from feeding.
insecticide  Strictly, a substance intended to kill members of the class Insecta. In common usage, any substance used for preventing, destroying, repelling or controlling insects.
ChEBI Ontology
Outgoing Relation(s)
norloline (CHEBI:156447) is a loline alkaloid (CHEBI:156445)
norloline (CHEBI:156447) is a primary amino compound (CHEBI:50994)
IUPAC Name 
(1S,6R,7R,7aS)-hexahydro-1H-1,6-epoxypyrrolizin-7-amine
Synonyms  Source
temulineSUBMITTER
N-depropionyldecorticasineChemIDplus
Manual XrefsDatabases
C00023613KNApSAcK
26050929ChemSpider
Registry NumbersSources
CAS:1401-58-7ChemIDplus
CAS:4839-19-4ChemIDplus
Citations