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Details

Stereochemistry ABSOLUTE
Molecular Formula C6H13NO2S.ClH
Molecular Weight 199.699
Optical Activity ( + )
Defined Stereocenters 1 / 1
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of Methyl L-methioninate hydrochloride

SMILES

Cl.COC(=O)[C@@H](N)CCSC

InChI

InChIKey=MEVUPUNLVKELNV-JEDNCBNOSA-N
InChI=1S/C6H13NO2S.ClH/c1-9-6(8)5(7)3-4-10-2;/h5H,3-4,7H2,1-2H3;1H/t5-;/m0./s1

HIDE SMILES / InChI

Molecular Formula C6H13NO2S
Molecular Weight 163.238
Charge 0
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 1 / 1
E/Z Centers 0
Optical Activity ( + )

Molecular Formula ClH
Molecular Weight 36.461
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Approval Year

PubMed

PubMed

TitleDatePubMed
Conformational dependence of 13C shielding and coupling constants for methionine methyl groups.
2010-09
Correlation of L-methyl-11C-methionine (MET) uptake with L-type amino acid transporter 1 in human gliomas.
2010-09
Interaction between Plasmodium falciparum apical membrane antigen 1 and the rhoptry neck protein complex defines a key step in the erythrocyte invasion process of malaria parasites.
2010-05-07
Clinical impact of integrating positron emission tomography during surgery in 85 children with brain tumors.
2010-05
Clinical interest of integrating positron emission tomography imaging in the workup of 55 children with incidentally diagnosed brain lesions.
2010-05
Detection of bone metastases using diffusion weighted magnetic resonance imaging: comparison with (11)C-methionine PET and bone scintigraphy.
2010-04
Biosynthesis and molecular genetics of polyketides in marine dinoflagellates.
2010-03-31
Binding of adenosine-based ligands to the MjDim1 rRNA methyltransferase: implications for reaction mechanism and drug design.
2010-03-30
Patient-tailored, imaging-guided, long-term temozolomide chemotherapy in patients with glioblastoma.
2010-02
Evaluation of the accumulation of (11)C-methionine with standardized uptake value in the normal brain.
2010-02
Interesting image. PET imaging of a butterfly glioblastoma.
2010-01
[11C]-L-methionine positron emission tomography in the management of children and young adults with brain tumors.
2010-01
Methyl-L-11C-methionine PET as a diagnostic marker for malignant progression in patients with glioma.
2009-12
Visualization of small glottic laryngeal cancer using methyl-labeled 11C-methionine positron emission tomography.
2009-08
Glioma surgery using a multimodal navigation system with integrated metabolic images.
2009-01
Methionine and its derivatives increase bladder excitability by inhibiting stretch-dependent K(+) channels.
2008-03
Comparison of MET-PET and FDG-PET for differentiation between benign lesions and lung cancer in pneumoconiosis.
2007-08
[The ability of bacterial dna methyltransferases to use methylcobalamine as a cofactor in DNA methylation reactions].
2007-07-21
PET imaging in the surgical management of pediatric brain tumors.
2007-07
Generation and relaxation of high rank coherences in AX3 systems in a selectively methionine labelled SH2 domain.
2007-06
Crossed cerebellar diaschisis: a positron emission tomography study with L-[methyl-11C]methionine and 2-deoxy-2-[18F]fluoro-D-glucose.
2007-02
An evaluation of four commercial HPLC chiral detectors: a comparison of three polarimeters and a circular dichroism detector.
2007-01-04
Correlation between dynamic susceptibility contrast perfusion MRI and methionine metabolism in brain gliomas: preliminary results.
2006-11
Differentiation of tumour and inflammation: characterisation of [methyl-3H]methionine (MET) and O-(2-[18F]fluoroethyl)-L-tyrosine (FET) uptake in human tumour and inflammatory cells.
2006-08
Hepatic metabolism of 2-hydroxy-4-methylthiobutyrate in growing lambs.
2006-03
Lhermitte-Duclos disease: 11C-methionine positron emission tomography data in 4 patients.
2006-03
Integrated positron emission tomography and magnetic resonance imaging-guided resection of brain tumors: a report of 103 consecutive procedures.
2006-02
18F-fluoro-L-thymidine and 11C-methylmethionine as markers of increased transport and proliferation in brain tumors.
2005-12
Effects of insulin on methionine and homocysteine kinetics in type 2 diabetes with nephropathy.
2005-10
L-(methyl-11C) methionine positron emission tomography for target delineation in resected high-grade gliomas before radiotherapy.
2005-09-01
[Metabolic imaging for supratentorial oligodendrogliomas].
2005-09
High and low grade oligodendrogliomas (ODG): correlation of amino-acid and glucose uptakes using PET and histological classifications.
2004-07
Role of 11-C-methionine positron emission tomography for the delineation of the tumor volume in pharyngo-laryngeal squamous cell carcinoma: comparison with FDG-PET and CT.
2004-06
4-methylthio 2-oxobutanoate transaminase: a specific target for antiproliferative agents.
2004-04
Imaging of gliomas with Cis-4-[18F]fluoro-L-proline.
2004-01
Electron transfer complexes of cytochrome c peroxidase from Paracoccus denitrificans containing more than one cytochrome.
2003-10-21
Coordination and mechanism of reversible cleavage of S-adenosylmethionine by the [4Fe-4S] center in lysine 2,3-aminomutase.
2003-10-01
Comparison of fluorotyrosines and methionine uptake in F98 rat gliomas.
2003-07
The two biosynthetic routes leading to phosphatidylcholine in yeast produce different sets of molecular species. Evidence for lipid remodeling.
2003-03-18
Efficient sensitized photooxygenation in water by a porphyrin-cyclodextrin supramolecular complex.
2002-12-26
Magnetic resonance imaging and [11C]methyl-L-methionine positron emission tomography of fibrous dysplasia--two case reports.
2002-08
O-(2-[(18)F]Fluoroethyl)- L-tyrosine (FET): a tracer for differentiation of tumour from inflammation in murine lymph nodes.
2002-08
Molecular and functional imaging technology for the development of efficient treatment strategies for gliomas.
2002-06
Pheromone-Related Inhibitors of Ustilago hordei Mating and Tilletia tritici Teliospore Germination.
2002-02
High- and moderately high-methionine uptake demonstrated by PET in a patient with a subacute cerebral infarction.
2001-08
Lipopolysaccharide and phorbol 12-myristate 13-acetate both impair monocyte differentiation, relating cellular function to virus susceptibility.
2001-08
[Synthesis and characteristics of modified oligodeoxyribonucleotides containing 2'-O-(2,3-dihydroxypropyl)uridine and 2'-O-(2-exoethyl)uridine].
2001-03-21
Novel methylated triterpenoids of the gammacerane series from the nitrogen-fixing bacterium Bradyrhizobium japonicum USDA 110.
2001-03
Patents
Substance Class Chemical
Created
by admin
on Wed Apr 02 18:18:53 GMT 2025
Edited
by admin
on Wed Apr 02 18:18:53 GMT 2025
Record UNII
8QXD8QV7KS
Record Status Validated (UNII)
Record Version
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Name Type Language
L-Met-OMe·HCl
Preferred Name English
Methyl L-methioninate hydrochloride
Systematic Name English
(S)-2-Amino-4-methylsulfanylbutanoic acid methyl ester hydrochloride
Systematic Name English
L-Methionine, methyl ester, hydrochloride
Systematic Name English
(S)-Methionine methyl ester hydrochloride
Systematic Name English
Methyl (S)-methioninate hydrochloride
Systematic Name English
L-Methionine, methyl ester, hydrochloride (1:1)
Systematic Name English
methyl (2S)-2-amino-4-(methylsulfanyl)butanoate hydrochloride
Systematic Name English
Code System Code Type Description
FDA UNII
8QXD8QV7KS
Created by admin on Wed Apr 02 18:18:53 GMT 2025 , Edited by admin on Wed Apr 02 18:18:53 GMT 2025
PRIMARY
PUBCHEM
11008937
Created by admin on Wed Apr 02 18:18:53 GMT 2025 , Edited by admin on Wed Apr 02 18:18:53 GMT 2025
PRIMARY
CAS
2491-18-1
Created by admin on Wed Apr 02 18:18:53 GMT 2025 , Edited by admin on Wed Apr 02 18:18:53 GMT 2025
PRIMARY
Related Record Type Details
PARENT -> SALT/SOLVATE
RACEMATE -> ENANTIOMER