CHEBI:29081 - synephrine

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ChEBI Name synephrine
ChEBI ID CHEBI:29081
Definition A phenethylamine alkaloid that is 4-(2-aminoethyl)phenol substituted by a hydroxy group at position 1 and a methyl group at the amino nitrogen.
Stars This entity has been manually annotated by the ChEBI Team.
Secondary ChEBI IDs CHEBI:11190, CHEBI:570, CHEBI:18964
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Formula C9H13NO2
Net Charge 0
Average Mass 167.20500
Monoisotopic Mass 167.095
InChI InChI=1S/C9H13NO2/c1-10-6-9(12)7-2-4-8(11)5-3-7/h2-5,9-12H,6H2,1H3
InChIKey YRCWQPVGYLYSOX-UHFFFAOYSA-N
SMILES CNCC(O)c1ccc(O)cc1
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): plant metabolite
Any eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms.
alpha-adrenergic agonist
An agent that selectively binds to and activates alpha-adrenergic receptors.
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): alpha-adrenergic agonist
An agent that selectively binds to and activates alpha-adrenergic receptors.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing synephrine (CHEBI:29081) has role α-adrenergic agonist (CHEBI:35569)
synephrine (CHEBI:29081) has role plant metabolite (CHEBI:76924)
synephrine (CHEBI:29081) is a ethanolamines (CHEBI:23981)
synephrine (CHEBI:29081) is a phenethylamine alkaloid (CHEBI:38605)
synephrine (CHEBI:29081) is a phenols (CHEBI:33853)
synephrine (CHEBI:29081) is conjugate base of synephrinium (CHEBI:58606)
Incoming D-synephrine (CHEBI:119) is a synephrine (CHEBI:29081)
L-synephrine (CHEBI:33016) is a synephrine (CHEBI:29081)
synephrinium (CHEBI:58606) is conjugate acid of synephrine (CHEBI:29081)
IUPAC Name
1-(4-hydroxyphenyl)-2-(methylamino)ethanol
Synonyms Sources
(+/-)-Synephrine KEGG COMPOUND
1-(4-Hydroxyphenyl)-2-(methylamino)ethanol KEGG COMPOUND
1-(4-Hydroxyphenyl)-2-(methylamino)ethanol KEGG COMPOUND
1-(4-hydroxyphenyl)-2-methylaminoethanol ChemIDplus
4-hydroxy-α-[(methylamino)methyl]benzenemethanol ChemIDplus
β-methylamino-α-(4-hydroxyphenyl)ethyl alcohol ChemIDplus
Oxedrine ChemIDplus
p-hydroxy-α-[(methylamino)methyl]benzyl alcohol ChemIDplus
Sympatol ChemIDplus
Synephrine ChemIDplus
Database Links Databases
3577 DrugCentral
C04548 KEGG COMPOUND
D07148 KEGG DRUG
LSM-4956 LINCS
Synephrine Wikipedia
View more database links
Registry Numbers Types Sources
1103010 Beilstein Registry Number Beilstein
94-07-5 CAS Registry Number ChemIDplus
Citations Waiting for Citations Types Sources
17675045 PubMed citation Europe PMC
18077120 PubMed citation Europe PMC
23682231 PubMed citation Europe PMC
Last Modified
22 February 2017