CHEBI:6839 - methoxamine

Main ChEBI Ontology Automatic Xrefs Reactions Pathways Models
ChEBI Name methoxamine
ChEBI ID CHEBI:6839
Definition An amphetamine in which the parent 1-phenylpropan-2-amine skeleton is substituted at position 1 with an hydroxy group and the phenyl ring is 2- and 5-substituted with methoxy groups. It is an antihypotensive agent (pressor), an agonist acting directly at α-adrenoceptors with selectivity for the α-1 adrenoceptor subtype similar to phenylephrine .
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
Download Molfile XML SDF
Formula C11H17NO3
Net Charge 0
Average Mass 211.258
Monoisotopic Mass 211.12084
InChI InChI=1S/C11H17NO3/c1-7(12)11(13)9-6-8(14-2)4-5-10(9)15-3/h4-7,11,13H,12H2,1-3H3
InChIKey WJAJPNHVVFWKKL-UHFFFAOYSA-N
SMILES C1=C(C=CC(=C1C(O)C(C)N)OC)OC
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): alpha-adrenergic agonist
An agent that selectively binds to and activates alpha-adrenergic receptors.
Application(s): antihypotensive agent
A cardiovascular drug that tends to raise reduced blood pressure.
alpha-adrenergic agonist
An agent that selectively binds to and activates alpha-adrenergic receptors.
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 methoxamine (CHEBI:6839) has role α-adrenergic agonist (CHEBI:35569)
methoxamine (CHEBI:6839) has role antihypotensive agent (CHEBI:137431)
methoxamine (CHEBI:6839) is a amphetamines (CHEBI:35338)
Synonyms Sources
methoxamedrine ChEBI
methoxamin DrugCentral
Methoxamine KEGG COMPOUND
Manual Xrefs Databases
C07513 KEGG COMPOUND
D08201 KEGG DRUG
LSM-4423 LINCS
View more database links
Registry Numbers Types Sources
390-28-3 CAS Registry Number KEGG COMPOUND
390-28-3 CAS Registry Number ChemIDplus
Citations Waiting for Citations Types Sources
24282936 PubMed citation Europe PMC
26914134 PubMed citation Europe PMC
28166217 PubMed citation Europe PMC
28599629 PubMed citation Europe PMC
Last Modified
15 March 2018