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CHEBI:61058 - α-methyl-L-dopa

Default Structure
ChEBI IDCHEBI:61058
ChEBI Nameα-methyl-L-dopa
Stars
ASCII Namealpha-methyl-L-dopa
DefinitionA 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.
Last Modified28 June 2022
SubmitterSteve
DownloadsMolfile
FormulaC10H13NO4
Net Charge0
Average Mass211.217
Monoisotopic Mass211.08446
SMILESC[C@](N)(Cc1ccc(O)c(O)c1)C(=O)O
InChIInChI=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
InChIKeyCJCSPKMFHVPWAR-JTQLQIEISA-N
Wikipedia
Roles Classification
Chemical Roles:
Bronsted base  A molecular entity capable of accepting a hydron from a donor (Brønsted acid).
Bronsted acid  A molecular entity capable of donating a hydron to an acceptor (Brønsted base).
Biological Roles:
alpha-adrenergic agonist  An agent that selectively binds to and activates α-adrenergic receptors.
sympatholytic agent  Any compound which inhibits the postganglionic functioning of the sympathetic nervous system (SNS).
hapten  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.
Applications:
alpha-adrenergic agonist  An agent that selectively binds to and activates α-adrenergic receptors.
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.
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.
ChEBI Ontology
Outgoing Relation(s)
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) has role α-adrenergic agonist (CHEBI:35569)
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 Relation(s)
3-methoxy-α-methyl-L-tyrosine (CHEBI:141143) has functional parent α-methyl-L-dopa (CHEBI:61058)
α-methyl-L-dopa ethyl ester (CHEBI:94761) has functional parent α-methyl-L-dopa (CHEBI:61058)
IUPAC Name 
3-hydroxy-α-methyl-L-tyrosine
INNs  Source
methyldopaKEGG DRUG
methyldopumChemIDplus
metildopaChemIDplus
Synonyms  Source
(2S)-2-amino-3-(3,4-dihydroxyphenyl)-2-methylpropanoic acidIUPAC
3-Hydroxy-alpha-methyl-L-tyrosineChemIDplus
Alpha medopaDrugBank
alpha-Methyl-beta-(3,4-dihydroxyphenyl)-L-alanineChemIDplus
alpha-MethyldihydroxyphenylalanineChemIDplus
alpha-Methyl dopaChemIDplus
Manual XrefsDatabases
1762DrugCentral
C07194KEGG COMPOUND
D08205KEGG DRUG
DB00968DrugBank
HMDB0011754HMDB
LSM-5596LINCS
MethyldopaWikipedia
Registry NumbersSources
Reaxys:2807721Reaxys
CAS:555-30-6ChemIDplus
CAS:555-30-6KEGG COMPOUND
Citations