ContaminantDB: Metyrosine

Identification Taxonomy Biological Properties Physical Properties Toxicity Profile Spectra Concentrations Links References XML

Record Information

Version

1.0

Creation Date

2016-05-22 03:43:42 UTC

Update Date

2016-11-09 01:15:28 UTC

Accession Number

CHEM016788

Identification

Common Name

Metyrosine

Class

Small Molecule

Description

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.

Contaminant Sources

HMDB Contaminants - Urine
STOFF IDENT Compounds
ToxCast & Tox21 Chemicals

Contaminant Type

Not Available

Chemical Structure

MOL SDF 3D-SDF PDB SMILES InChI View 3D Structure

Synonyms

Value	Source
(-)-alpha-Methyl-L-tyrosine	ChEBI
(S)-alpha-Methyltyrosine	ChEBI
alpha-Methyl-L-p-tyrosine	ChEBI
alpha-Methyl-p-tyrosine	ChEBI
alpha-Methyl-para-tyrosine	ChEBI
alpha-Methyltyrosine	ChEBI
L-alpha-Methyltyrosine	ChEBI
Methyltyrosine	ChEBI
Metirosina	ChEBI
Metirosine	ChEBI
Metirosinum	ChEBI
Demser	Kegg
(-)-a-Methyl-L-tyrosine	Generator
(-)-Α-methyl-L-tyrosine	Generator
(S)-a-Methyltyrosine	Generator
(S)-Α-methyltyrosine	Generator
a-Methyl-L-p-tyrosine	Generator
Α-methyl-L-p-tyrosine	Generator
a-Methyl-p-tyrosine	Generator
Α-methyl-p-tyrosine	Generator
a-Methyl-para-tyrosine	Generator
Α-methyl-para-tyrosine	Generator
a-Methyltyrosine	Generator
Α-methyltyrosine	Generator
L-a-Methyltyrosine	Generator
L-Α-methyltyrosine	Generator
alpha Methyltyrosine hydrochloride	HMDB
alpha-Methyltyrosine, (+,-)-isomer	HMDB
alpha MPT	HMDB
alpha Methyl para tyrosine	HMDB
alpha-MPT	HMDB
alpha-Methyltyrosine, (D,L)-isomer	HMDB
alpha-Methyltyrosine, (L)-isomer	HMDB
Hydrochloride, alpha-methyltyrosine	HMDB
Metyrosine merck brand	HMDB
Racemetirosine	HMDB
alpha Methyl p tyrosine	HMDB
Merck brand OF metyrosine	HMDB
Merck sharp and dohme brand OF metyrosine	HMDB
alpha Methyltyrosine	HMDB
alpha-Methyltyrosine hydrochloride	HMDB
alpha-Methyl- DL-tyrosine	HMDB
a-Methyl-L-tyrosine	HMDB
Α-methyl-L-tyrosine	HMDB
Metyrosine	ChEBI

Chemical Formula

C₁₀H₁₃NO₃

Average Molecular Mass

195.215 g/mol

Monoisotopic Mass

195.090 g/mol

CAS Registry Number

672-87-7

IUPAC Name

(2S)-2-amino-3-(4-hydroxyphenyl)-2-methylpropanoic acid

Traditional Name

metyrosine

SMILES

C[C@](N)(CC1=CC=C(O)C=C1)C(O)=O

InChI Identifier

InChI=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

InChI Key

NHTGHBARYWONDQ-JTQLQIEISA-N

Chemical Taxonomy

Description

belongs to the class of organic compounds known as phenylpropanoic acids. Phenylpropanoic acids are compounds with a structure containing a benzene ring conjugated to a propanoic acid.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Phenylpropanoic acids

Sub Class

Not Available

Direct Parent

Phenylpropanoic acids

Alternative Parents

Substituents

3-phenylpropanoic-acid
Alpha-amino acid
Alpha-amino acid or derivatives
Amphetamine or derivatives
D-alpha-amino acid
Phenylpropane
1-hydroxy-2-unsubstituted benzenoid
Aralkylamine
Phenol
Monocyclic benzene moiety
Benzenoid
Amino acid or derivatives
Amino acid
Carboxylic acid derivative
Carboxylic acid
Monocarboxylic acid or derivatives
Organic nitrogen compound
Organonitrogen compound
Primary aliphatic amine
Organooxygen compound
Primary amine
Carbonyl group
Hydrocarbon derivative
Organic oxide
Organopnictogen compound
Amine
Organic oxygen compound
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

non-proteinogenic L-alpha-amino acid (CHEBI:6912 )
L-tyrosine derivative (CHEBI:6912 )

Biological Properties

Status

Detected and Not Quantified

Origin

Not Available

Cellular Locations

Not Available

Biofluid Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Applications

Not Available

Biological Roles

Not Available

Chemical Roles

Not Available

Physical Properties

State

Not Available

Appearance

Not Available

Experimental Properties

Property	Value
Melting Point	Not Available
Boiling Point	Not Available
Solubility	Not Available

Predicted Properties

Property	Value	Source
Water Solubility	2.48 g/L	ALOGPS
logP	-1.9	ALOGPS
logP	-1.1	ChemAxon
logS	-1.9	ALOGPS
pKa (Strongest Acidic)	2.06	ChemAxon
pKa (Strongest Basic)	9.93	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	83.55 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	51.81 m³·mol⁻¹	ChemAxon
Polarizability	19.9 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	1	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Spectra

Spectrum Type	Description	Splash Key	View
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	splash10-052f-4900000000-946ec0a9cb27d9dde874	Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (2 TMS) - 70eV, Positive	splash10-00fu-9651000000-11b1bed7129ec3e5c27a	Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	Not Available	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0udi-0900000000-7b2e7907b466193628f3	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0udi-0900000000-8ee69272ff1683e7b679	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0a6r-3900000000-95f4506f225bff0a13e3	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0006-3900000000-9aec0e31d6c52c6d4218	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-000i-9500000000-ea5a5dcd5c96018a361e	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0kac-7900000000-25650809bb77fee5eb83	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0ug1-0900000000-01322d7fad379ffae336	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-053r-0900000000-0f9c6bd0ffbe22e32c94	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-004i-9200000000-30cb5b9f46a657686267	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0f6x-1900000000-3caf5c634bee6695a462	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-001i-3900000000-a9dda666c5606b501480	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0536-7900000000-2d7f96942196ae0b76e0	Spectrum
1D NMR	13C NMR Spectrum	Not Available	Spectrum
1D NMR	1H NMR Spectrum	Not Available	Spectrum
1D NMR	13C NMR Spectrum	Not Available	Spectrum
1D NMR	1H NMR Spectrum	Not Available	Spectrum
1D NMR	13C NMR Spectrum	Not Available	Spectrum
1D NMR	1H NMR Spectrum	Not Available	Spectrum
1D NMR	13C NMR Spectrum	Not Available	Spectrum
1D NMR	1H NMR Spectrum	Not Available	Spectrum
1D NMR	13C NMR Spectrum	Not Available	Spectrum
1D NMR	1H NMR Spectrum	Not Available	Spectrum
1D NMR	13C NMR Spectrum	Not Available	Spectrum
1D NMR	1H NMR Spectrum	Not Available	Spectrum
1D NMR	13C NMR Spectrum	Not Available	Spectrum
1D NMR	1H NMR Spectrum	Not Available	Spectrum
1D NMR	13C NMR Spectrum	Not Available	Spectrum
1D NMR	1H NMR Spectrum	Not Available	Spectrum
1D NMR	13C NMR Spectrum	Not Available	Spectrum
1D NMR	1H NMR Spectrum	Not Available	Spectrum
1D NMR	13C NMR Spectrum	Not Available	Spectrum
1D NMR	1H NMR Spectrum	Not Available	Spectrum