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ChEBI
> Main
CHEBI:156447 - norloline
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ChEBI Ontology
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ChEBI Name
norloline
ChEBI ID
CHEBI:156447
Definition
A loline alkaloid with formula C
7
H
12
N
2
O. 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 (Br
o
nsted 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
(1
S
,6
R
,7
R
,7a
S
)-hexahydro-1
H
-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
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