Services
Research
Training
Industry
About us
ChEBI
Examples:
iron*
,
InChI=1S/CH4O/c1-2/h2H,1H3
,
caffeine
Advanced
Home
Advanced Search
Browse
Documentation
Download
Tools
About ChEBI
Submit
Contact us
DiNA
Statistics
Entity of the Month
Periodic Table
Ontology
Train online
User Manual
Annotation Manual
Developer Manual
FAQ's
BiNChE
libChEBI
Web Services
ChEBI
> Main
CHEBI:28313 - (
S
)-nornicotine
Main
ChEBI Ontology
Automatic Xrefs
Reactions
Pathways
Models
ChEBI Name
(
S
)-nornicotine
ChEBI ID
CHEBI:28313
ChEBI ASCII Name
(S)-nornicotine
Definition
A pyridine alkaloid that is nicotine lacking the methyl group on the pyrrolidine nitrogen.
Stars
This entity has been manually annotated by the ChEBI Team.
Secondary ChEBI IDs
CHEBI:7634, CHEBI:25594
Supplier Information
Download
Molfile
XML
SDF
Find compounds which contain this structure
Find compounds which resemble this structure
Take structure to the Advanced Search
more structures >>
Molfile
Formula
C9H12N2
Net Charge
0
Average Mass
148.20500
Monoisotopic Mass
148.10005
InChI
InChI=1S/C9H12N2/c1-3-8(7-10-5-1)9-4-2-6-11-9/h1,3,5,7,9,11H,2,4,6H2/t9-/m0/s1
InChIKey
MYKUKUCHPMASKF-VIFPVBQESA-N
SMILES
C1CN[C@@H](C1)c1cccnc1
Roles Classification
Biological Role
(s):
nicotinic acetylcholine receptor agonist
An agonist that selectively binds to and activates a nicotinic acetylcholine receptor.
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):
nicotinic acetylcholine receptor agonist
An agonist that selectively binds to and activates a nicotinic acetylcholine receptor.
phytogenic insecticide
An insecticide compound naturally occurring in plants.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing
(
S
)-nornicotine (
CHEBI:28313
)
has parent hydride
nicotine (
CHEBI:18723
)
(
S
)-nornicotine (
CHEBI:28313
)
has role
metabolite (
CHEBI:25212
)
(
S
)-nornicotine (
CHEBI:28313
)
has role
nicotinic acetylcholine receptor agonist (
CHEBI:47958
)
(
S
)-nornicotine (
CHEBI:28313
)
has role
phytogenic insecticide (
CHEBI:22917
)
(
S
)-nornicotine (
CHEBI:28313
)
is a
pyridine alkaloid (
CHEBI:26416
)
(
S
)-nornicotine (
CHEBI:28313
)
is a
pyrrolidine alkaloid (
CHEBI:26456
)
(
S
)-nornicotine (
CHEBI:28313
)
is conjugate base of
(
S
)-nornicotine(1+) (
CHEBI:190184
)
(
S
)-nornicotine (
CHEBI:28313
)
is enantiomer of
(+)-Nornicotine (
CHEBI:37
)
Incoming
(
S
)-nornicotine(1+) (
CHEBI:190184
)
is conjugate acid of
(
S
)-nornicotine (
CHEBI:28313
)
(+)-Nornicotine (
CHEBI:37
)
is enantiomer of
(
S
)-nornicotine (
CHEBI:28313
)
IUPAC Name
3-[(2
S
)-pyrrolidin-2-yl]pyridine
Synonyms
Sources
(−)-nornicotine
ChEBI
(
S
)-1'-demethylnicotine
NIST Chemistry WebBook
1'-demethyl nicotine
ChemIDplus
l
-nor-nicotine
ChemIDplus
Nornicotine
KEGG COMPOUND
S
-(−)-nornicotine
NIST Chemistry WebBook
Manual Xrefs
Databases
2560
PPDB
C00042792
KNApSAcK
C06524
KEGG COMPOUND
nornicotine
Alan Wood's Pesticides
View more database links
Registry Numbers
Types
Sources
494-97-3
CAS Registry Number
ChemIDplus
494-97-3
CAS Registry Number
NIST Chemistry WebBook
81966
Reaxys Registry Number
Reaxys
Citations
Types
Sources
11105939
PubMed citation
Europe PMC
11354387
PubMed citation
Europe PMC
11755112
PubMed citation
Europe PMC
11779039
PubMed citation
Europe PMC
12642152
PubMed citation
Europe PMC
12815102
PubMed citation
Europe PMC
14757175
PubMed citation
Europe PMC
14787458
PubMed citation
Europe PMC
15387581
PubMed citation
Europe PMC
16014706
PubMed citation
Europe PMC
16018761
PubMed citation
Europe PMC
16135656
PubMed citation
Europe PMC
16192354
PubMed citation
Europe PMC
17117792
PubMed citation
Europe PMC
17146768
PubMed citation
Europe PMC
17399881
PubMed citation
Europe PMC
20977974
PubMed citation
Europe PMC
7799396
PubMed citation
Europe PMC
9149378
PubMed citation
Europe PMC
Last Modified
15 March 2022