CHEBI:80680 - (−)-norephedrine

ChEBI IDCHEBI:80680
ChEBI Name(−)-norephedrine
Stars
ASCII Name(-)-norephedrine
DefinitionAn amphetamine that is propylbenzene substituted by a hydroxy group at position 1 and by an amino group at position 2 (the 1R,2S-stereoisomer). It is a plant alkaloid.
Last Modified6 April 2022
DownloadsMolfile
FormulaC9H13NO
Net Charge0
Average Mass151.209
Monoisotopic Mass151.09971
SMILESC[C@H](N)[C@H](O)c1ccccc1
InChIInChI=1S/C9H13NO/c1-7(10)9(11)8-5-3-2-4-6-8/h2-7,9,11H,10H2,1H3/t7-,9-/m0/s1
InChIKeyDLNKOYKMWOXYQA-CBAPKCEASA-N
Species of MetaboliteComponentSourceComments
Catha edulis (ncbitaxon:123405) - PubMed (22495440)
Ephedra sinica (ncbitaxon:33152) - PubMed (20417943)
Roles Classification
Chemical Roles:
Bronsted base  A molecular entity capable of accepting a hydron from a donor (Brønsted acid).
Bronsted base  A molecular entity capable of accepting a hydron from a donor (Brønsted acid).
Biological Roles:
plant metabolite  Any eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms.
metabolite  Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
Application:
central nervous system stimulant  Any drug that enhances the activity of the central nervous system.
ChEBI Ontology
Outgoing Relation(s)
(−)-norephedrine (CHEBI:80680) has role plant metabolite (CHEBI:76924)
(−)-norephedrine (CHEBI:80680) is a amphetamines (CHEBI:35338)
(−)-norephedrine (CHEBI:80680) is a phenethylamine alkaloid (CHEBI:38605)
IUPAC Name 
(1R,2S)-2-amino-1-phenylpropan-1-ol
Synonyms  Source
l-phenylpropanolamineChemIDplus
(1R,2S)-(−)-norephedrineChemIDplus
(−)-norephedrinChemIDplus
(1R,2S)-2-amino-1-phenyl-1-propanolChemIDplus
(1R,2S)-norephedrineChemIDplus
(R,S)-(−)-norephedrineChemIDplus
Manual XrefsDatabases
C16719KEGG COMPOUND
C00055789KNApSAcK
HMDB0243518HMDB
WO0039071Patent
9875ChemSpider
EP2055379Patent
Registry NumbersSources
Reaxys:2207678Reaxys
CAS:492-41-1ChemIDplus
CAS:492-41-1NIST Chemistry WebBook
Citations