CHEBI:61058 - α-methyl-L-dopa

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ChEBI Name α-methyl-L-dopa
ChEBI ASCII Name alpha-methyl-L-dopa
Definition A derivative of L-tyrosine having a methyl group at the α-position and an additional hydroxy group at the 3-position on the phenyl ring.
Stars This entity has been manually annotated by the ChEBI Team.
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Formula C10H13NO4
Net Charge 0
Average Mass 211.21450
Monoisotopic Mass 211.08446
InChI InChI=1S/C10H13NO4/c1-10(11,9(14)15)5-6-2-3-7(12)8(13)4-6/h2-4,12-13H,5,11H2,1H3,(H,14,15)/t10-/m0/s1
SMILES C[C@](N)(Cc1ccc(O)c(O)c1)C(O)=O
Roles Classification
Chemical Role(s): Bronsted base
A molecular entity capable of accepting a hydron from a donor (Bronsted acid).
(via organic amino compound )
Bronsted acid
A molecular entity capable of donating a hydron to an acceptor (Bronsted base).
(via oxoacid )
Biological Role(s): sympatholytic agent
Any compound which inhibits the postganglionic functioning of the sympathetic nervous system (SNS).
Any substance capable of eliciting an immune response only when attached to a large carrier such as a protein. Examples include dinitrophenols; oligosaccharides; peptides; and heavy metals.
alpha-adrenergic agonist
An agent that selectively binds to and activates alpha-adrenergic receptors.
mouse metabolite
Any mammalian metabolite produced during a metabolic reaction in a mouse (Mus musculus).
(via L-alpha-amino acid )
Application(s): sympatholytic agent
Any compound which inhibits the postganglionic functioning of the sympathetic nervous system (SNS).
antihypertensive agent
Any drug used in the treatment of acute or chronic vascular hypertension regardless of pharmacological mechanism.
alpha-adrenergic agonist
An agent that selectively binds to and activates alpha-adrenergic receptors.
peripheral nervous system drug
A drug that acts principally at one or more sites within the peripheral neuroeffector systems, the autonomic system, and motor nerve-skeletal system.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing α-methyl-L-dopa (CHEBI:61058) has role α-adrenergic agonist (CHEBI:35569)
α-methyl-L-dopa (CHEBI:61058) has role antihypertensive agent (CHEBI:35674)
α-methyl-L-dopa (CHEBI:61058) has role hapten (CHEBI:59174)
α-methyl-L-dopa (CHEBI:61058) has role peripheral nervous system drug (CHEBI:49110)
α-methyl-L-dopa (CHEBI:61058) has role sympatholytic agent (CHEBI:66991)
α-methyl-L-dopa (CHEBI:61058) is a L-tyrosine derivative (CHEBI:27177)
α-methyl-L-dopa (CHEBI:61058) is a non-proteinogenic L-α-amino acid (CHEBI:83822)
Incoming α-methyl-L-dopa ethyl ester (CHEBI:94761) has functional parent α-methyl-L-dopa (CHEBI:61058)
3-methoxy-α-methyl-L-tyrosine (CHEBI:141143) has functional parent α-methyl-L-dopa (CHEBI:61058)
INNs Sources
methyldopa KEGG DRUG
methyldopum ChemIDplus
metildopa ChemIDplus
Synonyms Sources
(2S)-2-amino-3-(3,4-dihydroxyphenyl)-2-methylpropanoic acid IUPAC
(S)-(-)-alpha-Methyldopa ChemIDplus
3-Hydroxy-alpha-methyl-L-tyrosine ChemIDplus
Alpha medopa DrugBank
alpha-Methyl dopa ChemIDplus
alpha-Methyl-beta-(3,4-dihydroxyphenyl)-L-alanine ChemIDplus
alpha-Methyl-L-3,4-dihydroxyphenylalanine ChemIDplus
alpha-Methyldihydroxyphenylalanine ChemIDplus
alpha-Methyldopa ChemIDplus
Alphamethyldopa DrugBank
AMD DrugBank
L(-)-beta-(3,4-Dihydroxyphenyl)-alpha-methylalanine ChemIDplus
L-(-)-3-(3,4-Dihydroxyphenyl)-2-methylalanine ChemIDplus
L-(-)-alpha-Methyl-beta-(3,4-dihydroxyphenyl)alanine ChemIDplus
L-(alpha-Md) ChemIDplus
L-2-Amino-2-methyl-3-(3,4-dihydroxyphenyl)propionic acid ChemIDplus
l-3-(3,4-Dihydroxyphenyl)-2-methylalanine ChemIDplus
L-alpha-Methyl-3,4-dihydroxyphenylalanine ChemIDplus
L-alpha-Methyldopa ChemIDplus
L-Methyl Dopa DrugBank
levo-3-(3,4-Dihydroxyphenyl)-2-methylalanine ChemIDplus
Methyl-L-dopa ChemIDplus
Methyldopa anhydrous DrugBank
Manual Xrefs Databases
1762 DrugCentral
DB00968 DrugBank
HMDB0011754 HMDB
Methyldopa Wikipedia
View more database links
Registry Numbers Types Sources
2807721 Reaxys Registry Number Reaxys
555-30-6 CAS Registry Number KEGG COMPOUND
555-30-6 CAS Registry Number ChemIDplus
Citations Waiting for Citations Types Sources
10576686 PubMed citation Europe PMC
11901210 PubMed citation Europe PMC
29438107 PubMed citation Europe PMC
8301021 PubMed citation Europe PMC
Last Modified
25 June 2018
General Comment
2011-01-19 Primary clinical use is as an antihypertensive agent.