Metyrosine
(2S)-2-amino-3-(4-hydroxyphenyl)-2-methylpropanoic acid
Molecular Identity
Metyrosine
(2S)-2-amino-3-(4-hydroxyphenyl)-2-methylpropanoic acid
PubChem CID: 441350
Alpha-methyl-L-tyrosine is an 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. It has a role as an antihypertensive agent and an EC 1.14.16.2 (tyrosine 3-monooxygenase) inhibitor. It is a L-tyrosine derivative and a non-proteinogenic L-alpha-amino acid.
2D Structure
Properties
C10H13NO3
Molecular Formula
195.21
Molecular Weight
g/mol
195.0895
Exact Mass
Da
-1.6
XLogP
Drug-like (Lipinski: < 5)
83.6
TPSA
Good oral absorption (< 140 A²)
3
H-Bond Donors
4
H-Bond Acceptors
211
Complexity
SMILES
Canonical SMILES
SMILES: CC(CC1=CC=C(C=C1)O)(C(=O)O)NIsomeric SMILES
SMILES: C[C@](CC1=CC=C(C=C1)O)(C(=O)O)NSynonyms(20)
METYROSINE672-87-7MetirosineDemserMetirosina(2S)-2-amino-3-(4-hydroxyphenyl)-2-methylpropanoic acid(S)-alpha-MethyltyrosineL-alpha-MethyltyrosineMetirosinum(-)-alpha-Methyl-L-tyrosineAlpha-Methyl-L-P-TyrosineMK-781DTXSID6023315DOQ0J0TPF7CHEBI:6912
Data from PubChem (NCBI)
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