CHEBI:36 - (+)-norephedrine

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ChEBI Name (+)-norephedrine
ChEBI ID CHEBI:36
Definition An amphetamine that is propylbenzene substituted by a hydroxy group at position 1 and by an amino group at position 2 (the 1S,2R-stereoisomer).
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
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Formula C9H13NO
Net Charge 0
Average Mass 151.209
Monoisotopic Mass 151.09971
InChI InChI=1S/C9H13NO/c1-7(10)9(11)8-5-3-2-4-6-8/h2-7,9,11H,10H2,1H3/t7-,9-/m1/s1
InChIKey DLNKOYKMWOXYQA-VXNVDRBHSA-N
SMILES C[C@@H](N)[C@@H](O)C1=CC=CC=C1
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): 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): central nervous system stimulant
Any drug that enhances the activity of the central nervous system.
(via amphetamines )
View more via ChEBI Ontology
ChEBI Ontology
Outgoing (+)-norephedrine (CHEBI:36) is a amphetamines (CHEBI:35338)
(+)-norephedrine (CHEBI:36) is a phenethylamine alkaloid (CHEBI:38605)
IUPAC Name
(1S,2R)-2-amino-1-phenylpropan-1-ol
Synonyms Sources
(+)-(1S,2R)-norephedrine ChEBI
(+)-norephedrin ChemIDplus
(+)-phenylpropanolamine ChEBI
(1S,2R)-(+)-2-amino-1-phenyl-1-propanol ChEBI
(1S,2R)-(+)-norephedrine NIST Chemistry WebBook
(1S,2R)-(+)-phenylpropanolamine ChEBI
(1S,2R)-2-amino-1-phenyl-1-propanol ChEBI
(1S,2R)-norephedrine ChEBI
(2R,3S)-3-phenyl-3-hydroxy-2-aminopropane ChEBI
D-(+)-norephedrine ChEBI
d-norephedrine ChemIDplus
d-phenylpropanolamine ChemIDplus
erythro-α-(1-aminoethyl)benzyl alcohol ChEBI
Manual Xrefs Databases
25082 ChemSpider
C02343 KEGG COMPOUND
LSM-5416 LINCS
View more database links
Registry Numbers Types Sources
2802896 Reaxys Registry Number Reaxys
37577-28-9 CAS Registry Number ChemIDplus
37577-28-9 CAS Registry Number NIST Chemistry WebBook
Citations Waiting for Citations Types Sources
15643863 PubMed citation Europe PMC
16946547 PubMed citation Europe PMC
18969877 PubMed citation Europe PMC
22098701 PubMed citation Europe PMC
3172133 PubMed citation Europe PMC
32589765 PubMed citation Europe PMC
Last Modified
06 April 2022