CHEBI:156447 - norloline

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ChEBI Name norloline
ChEBI ID CHEBI:156447
Definition A loline alkaloid with formula C7H12N2O. It is isolated from the plants Lolium cuneatum and Lolium temulentum.
Stars This entity has been manually annotated by the ChEBI Team.
Submitter Martin Larralde
Supplier Information
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Formula C7H12N2O
Net Charge 0
Average Mass 140.186
Monoisotopic Mass 140.09496
InChI InChI=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
InChIKey SOFXQTNEGHNRMN-BNHYGAARSA-N
SMILES [H][C@]12[C@@H]3CCN1C[C@@H](O3)[C@@H]2N
Metabolite of Species Details
Lolium cuneatum (IPNI:407438-1) See: DOI
Lolium temulentum (NCBI:txid34176) See: Hofmeister, F. The active constituents of lolium temulentum. Arch. Exp. Pathol. Pharmakol. 30, 203–230 (1892).
Equus caballus (NCBI:txid9796) Found in urine (BTO:0001419). See: PubMed
Roles Classification
Chemical Role(s): Bronsted base
A molecular entity capable of accepting a hydron from a donor (Bronsted acid).
(via organic amino compound )
Biological Role(s): fungal metabolite
Any eukaryotic metabolite produced during a metabolic reaction in fungi, the kingdom that includes microorganisms such as the yeasts and moulds.
(via loline alkaloid )
mycotoxin
Poisonous substance produced by fungi.
(via loline alkaloid )
metabolite
Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
(via alkaloid )
Application(s): 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.
(via loline alkaloid )
antifeedant
A substance that prevents pests from feeding.
(via loline alkaloid )
View more via ChEBI Ontology
ChEBI Ontology
Outgoing 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 Sources
N-depropionyldecorticasine ChemIDplus
temuline SUBMITTER
Manual Xrefs Databases
26050929 ChemSpider
C00023613 KNApSAcK
View more database links
Registry Numbers Types Sources
1401-58-7 CAS Registry Number ChemIDplus
4839-19-4 CAS Registry Number ChemIDplus
Citations Waiting for Citations Types Sources
1893500 PubMed citation Europe PMC
21697875 PubMed citation Europe PMC
22480356 PubMed citation Europe PMC
25531527 PubMed citation SUBMITTER
28793837 PubMed citation Europe PMC
5864229 PubMed citation Europe PMC
Last Modified
15 April 2021