EMBL-EBI | Chemical Biology | ChEBI

Example searches: iron*, InChI=1S/CH4O/c1-2/h2H,1H3, caffeine | Advanced Search

CHEBI:6912 - α-methyl-L-tyrosine

Default Structure
ChEBI IDCHEBI:6912
ChEBI Nameα-methyl-L-tyrosine
Stars
ASCII Namealpha-methyl-L-tyrosine
DefinitionAn L-tyrosine derivative that consists of L-tyrosine bearing an additional methyl substituent at position 2. An inhibitor of the enzyme tyrosine 3-monooxygenase, and consequently of the synthesis of catecholamines. It is used to control the symptoms of excessive sympathetic stimulation in patients with pheochromocytoma.
Last Modified22 June 2018
DownloadsMolfile
FormulaC10H13NO3
Net Charge0
Average Mass195.218
Monoisotopic Mass195.08954
SMILESC[C@](N)(Cc1ccc(O)cc1)C(=O)O
InChIInChI=1S/C10H13NO3/c1-10(11,9(13)14)6-7-2-4-8(12)5-3-7/h2-5,12H,6,11H2,1H3,(H,13,14)/t10-/m0/s1
InChIKeyNHTGHBARYWONDQ-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 Role:
EC 1.14.16.2 (tyrosine 3-monooxygenase) inhibitor  An EC 1.14.16.* (oxidoreductase acting on paired donors, reduced pteridine as one donor, incorporating 1 atom of oxygen) inhibitor that interferes with the action of tyrosine 3-monooxygenase (EC 1.14.16.2).
Application:
antihypertensive agent  Any drug used in the treatment of acute or chronic vascular hypertension regardless of pharmacological mechanism.
ChEBI Ontology
Outgoing Relation(s)
α-methyl-L-tyrosine (CHEBI:6912) has role antihypertensive agent (CHEBI:35674)
α-methyl-L-tyrosine (CHEBI:6912) has role EC 1.14.16.2 (tyrosine 3-monooxygenase) inhibitor (CHEBI:63932)
α-methyl-L-tyrosine (CHEBI:6912) is a L-tyrosine derivative (CHEBI:27177)
α-methyl-L-tyrosine (CHEBI:6912) is a non-proteinogenic L-α-amino acid (CHEBI:83822)
IUPAC Name 
α-methyl-L-tyrosine
INNs  Source
metirosinaChemIDplus
metirosineKEGG DRUG
metirosinumChemIDplus
Synonyms  Source
(-)-alpha-Methyl-L-tyrosineChemIDplus
alpha-MethyltyrosineChemIDplus
L-alpha-MethyltyrosineChemIDplus
MethyltyrosineDrugBank
MetyrosineKEGG COMPOUND
(S)-alpha-MethyltyrosineChemIDplus
Manual XrefsDatabases
1792DrugCentral
C07921KEGG COMPOUND
D00762KEGG DRUG
DB00765DrugBank
MetirosineWikipedia
US2011104765Patent
Registry NumbersSources
Reaxys:2368400Reaxys
CAS:672-87-7KEGG COMPOUND
CAS:672-87-7ChemIDplus
Citations