S-Methylglutathione - ≥95% , CAS No.2922-56-7

CAS: 2922-56-7 Cat. No.: M121368 Molecular Weight: 321.35

GRADE & PURITY ≥95%

Synonyms

S-Methyl glutathione | S-Methylglutathione | S-METHYL-GLUTATHIONE | Glutathione S-methyl ester | OOW3025SR1 | Glycine, L-gamma-glutamyl-S-methyl-L-cysteinyl- | L-gamma-Glutamyl-S-methyl-L-cysteinylglycine | Glutathione ester | S-Methyl GSH | L-γ-glutamyl-

Storage

Store at -20°C

Shipped In

Ice chest + Ice pads

Overview

S-Methylglutathione is an S-substitued glutathione and a stronger nucleophile than GSH[1]. S-Methylglutathione has inhibitory effect on glyoxalase 1.

Specifications

Synonyms

S-Methyl glutathione | S-Methylglutathione | S-METHYL-GLUTATHIONE | Glutathione S-methyl ester | OOW3025SR1 | Glycine, L-gamma-glutamyl-S-methyl-L-cysteinyl- | L-gamma-Glutamyl-S-methyl-L-cysteinylglycine | Glutathione ester | S-Methyl GSH | L-γ-glutamyl-

Specifications & Purity

≥95%

Biochemical and Physiological Mechanisms

S-methylglutathione is a methionine containing peptide and glyoxylase inhibitor.

Storage

Store at -20°C

Shipped In

Ice chest + Ice pads

This product requires cold chain shipping. Ground and other economy services are not available.

Purity

≥95%

Names and Identifiers

• Canonical Smiles: CSCC(C(=O)NCC(=O)O)NC(=O)CCC(C(=O)O)N
• IUPAC Name: (2S)-2-amino-5-[[(2R)-1-(carboxymethylamino)-3-methylsulfanyl-1-oxopropan-2-yl]amino]-5-oxopentanoic acid
• InChIKey: QTQDDTSVRVWHMO-BQBZGAKWSA-N
• INCHI: 1S/C11H19N3O6S/c1-21-5-7(10(18)13-4-9(16)17)14-8(15)3-2-6(12)11(19)20/h6-7H,2-5,12H2,1H3,(H,13,18)(H,14,15)(H,16,17)(H,19,20)/t6-,7-/m0/s1
• Isomeric SMILES: CSC[C@@H](C(=O)NCC(=O)O)NC(=O)CC[C@@H](C(=O)O)N
• WGK Germany: 3
• Molecular Weight: 321.35
• Reaxy-Rn: 2511170
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=2511170&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organic acids and derivatives
    • Class Carboxylic acids and derivatives
      • Subclass Amino acids, peptides, and analogues
        • Level5 Peptides
          • Level6 Oligopeptides

• Kingdom: Organic compounds
• Superclass: Organic acids and derivatives
• Class: Carboxylic acids and derivatives
• Subclass: Amino acids, peptides, and analogues
• Intermediate Tree Nodes: Peptides
• Direct Parent: Oligopeptides
• Alternative Parents: Gamma-glutamyl peptides Glutamine and derivatives N-acyl-alpha amino acids Alpha amino acid amides Cysteine and derivatives L-alpha-amino acids N-acyl amines Fatty acids and conjugates Dicarboxylic acids and derivatives Secondary carboxylic acid amides Amino acids Sulfenyl compounds Dialkylthioethers Carboxylic acids Monoalkylamines Hydrocarbon derivatives Carbonyl compounds Organopnictogen compounds Organic oxides
• Molecular Framework: Aliphatic acyclic compounds
• Substituents: Alpha-oligopeptide - Gamma-glutamyl alpha peptide - Glutamine or derivatives - N-acyl-alpha amino acid or derivatives - N-acyl-alpha-amino acid - Alpha-amino acid amide - Cysteine or derivatives - Alpha-amino acid - N-substituted-alpha-amino acid - Alpha-amino acid or derivatives - L-alpha-amino acid - Fatty acid - Dicarboxylic acid or derivatives - Fatty amide - Fatty acyl - N-acyl-amine - Carboxamide group - Secondary carboxylic acid amide - Amino acid or derivatives - Amino acid - Dialkylthioether - Carboxylic acid - Sulfenyl compound - Thioether - Primary amine - Organopnictogen compound - Organic oxygen compound - Organic nitrogen compound - Carbonyl group - Hydrocarbon derivative - Amine - Organic oxide - Primary aliphatic amine - Organosulfur compound - Organooxygen compound - Organonitrogen compound - Aliphatic acyclic compound
• Description: This compound belongs to the class of organic compounds known as oligopeptides. These are organic compounds containing a sequence of between three and ten alpha-amino acids joined by peptide bonds.
• External Descriptors: peptide

Data sources

1. Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS. ClassyFire: Automated Chemical Classification With A Comprehensive, Computable Taxonomy. Journal of Cheminformatics, 2016, 8:61.

DOI: 10.1186/s13321-016-0174-y

Associated Targets(non-human)

Glo1 Glyoxalase I (4 Activities)

Discover Target: Glo1

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Mechanisms of Action

Chemical and Physical Properties

• Molecular Weight: 321.350 g/mol
• XLogP3: -4.100
• Hydrogen Bond Donor Count: 5
• Hydrogen Bond Acceptor Count: 8
• Rotatable Bond Count: 10
• Exact Mass: 321.099 Da
• Monoisotopic Mass: 321.099 Da
• Topological Polar Surface Area: 184.000 Ų
• Heavy Atom Count: 21
• Formal Charge: 0
• Complexity: 403.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 2
• Undefined Atom Stereocenter Count: 0
• Defined Bond Stereocenter Count: 0
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 0
• Covalently-Bonded Unit Count: 1