CHEBI:61058 - α-methyl-L-dopa

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:
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.
alpha-adrenergic agonist  An agent that selectively binds to and activates α-adrenergic receptors.
Applications:
sympatholytic agent  Any compound which inhibits the postganglionic functioning of the sympathetic nervous system (SNS).
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.
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 α-adrenergic receptors.
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