S-(2,4-Dinitrophenyl)-Glutathione - Moligand™, ≥95% , CAS No.26289-39-4

CAS: 26289-39-4 Cat. No.: S350360 Molecular Weight: 473.42 PubChem CID: 97535

GRADE & PURITY Moligand™, ≥95%

Synonyms

dinitrophenyl-S-glutathione | L-gamma-glutamyl-S-(2,4-dinitrophenyl)-L-cysteinylglycine | DNP-S-glutathione | 2-[[(2R)-2-[[(4S)-4-Amino-5-Hydroxy-5-Keto-Pentanoyl]Amino]-3-[(2,4-Dinitrophenyl)Thio]Propanoyl]Amino]Acetic Acid | (2S)-2-Amino-5-[[(1R)-2-(Car

Storage

Store at -20°C

Shipped In

Ice chest + Ice pads

Overview

S-(2,4-Dinitrophenyl)-Glutathione is a substrate for Glutathione-S-Transferase, that has a kinetically determined dissociation constant of 7μM.

Specifications

Synonyms

dinitrophenyl-S-glutathione | L-gamma-glutamyl-S-(2, 4-dinitrophenyl)-L-cysteinylglycine | DNP-S-glutathione | 2-[[(2R)-2-[[(4S)-4-Amino-5-Hydroxy-5-Keto-Pentanoyl]Amino]-3-[(2, 4-Dinitrophenyl)Thio]Propanoyl]Amino]Acetic Acid | (2S)-2-Amino-5-[[(1R)-2-(Car

Specifications & Purity

Moligand™, ≥95%

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.

Grade

Moligand™

Purity

≥95%

Names and Identifiers

• Canonical Smiles: C1=CC(=C(C=C1[N+](=O)[O-])[N+](=O)[O-])SCC(C(=O)NCC(=O)O)NC(=O)CCC(C(=O)O)N
• IUPAC Name: (2S)-2-amino-5-[[(2R)-1-(carboxymethylamino)-3-(2,4-dinitrophenyl)sulfanyl-1-oxopropan-2-yl]amino]-5-oxopentanoic acid
• InChIKey: FXEUKVKGTKDDIQ-UWVGGRQHSA-N
• INCHI: 1S/C16H19N5O10S/c17-9(16(26)27)2-4-13(22)19-10(15(25)18-6-14(23)24)7-32-12-3-1-8(20(28)29)5-11(12)21(30)31/h1,3,5,9-10H,2,4,6-7,17H2,(H,18,25)(H,19,22)(H,23,24)(H,26,27)/t9-,10-/m0/s1
• Isomeric SMILES: C1=CC(=C(C=C1[N+](=O)[O-])[N+](=O)[O-])SC[C@@H](C(=O)NCC(=O)O)NC(=O)CC[C@@H](C(=O)O)N
• PubChem CID: 97535
• Molecular Weight: 473.42

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 Nitrobenzenes Thiophenol ethers Nitroaromatic compounds Alkylarylthioethers Dicarboxylic acids and derivatives N-acyl amines Amino acids Secondary carboxylic acid amides Organic oxoazanium compounds Sulfenyl compounds Propargyl-type 1,3-dipolar organic compounds Carboxylic acids Monoalkylamines Hydrocarbon derivatives Organic zwitterions Organopnictogen compounds Carbonyl compounds Organic oxides
• Molecular Framework: Aromatic homomonocyclic 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 - Nitrobenzene - Aryl thioether - Nitroaromatic compound - Thiophenol ether - Alkylarylthioether - N-acyl-amine - Fatty acyl - Benzenoid - Fatty amide - Dicarboxylic acid or derivatives - Monocyclic benzene moiety - Amino acid or derivatives - Amino acid - Carboxamide group - Organic nitro compound - C-nitro compound - Secondary carboxylic acid amide - Thioether - Carboxylic acid - Organic 1,3-dipolar compound - Propargyl-type 1,3-dipolar organic compound - Allyl-type 1,3-dipolar organic compound - Sulfenyl compound - Organic oxoazanium - Primary amine - Organic oxide - Hydrocarbon derivative - Organic nitrogen compound - Organopnictogen compound - Carbonyl group - Organic oxygen compound - Primary aliphatic amine - Organosulfur compound - Organooxygen compound - Organic zwitterion - Amine - Organonitrogen compound - Aromatic homomonocyclic 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: glutathione conjugate

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

Mechanisms of Action

Chemical and Physical Properties

• Solubility: Soluble in Water
• Melt Point(°C): 210-212° C
• Molecular Weight: 473.400 g/mol
• XLogP3: -2.900
• Hydrogen Bond Donor Count: 5
• Hydrogen Bond Acceptor Count: 12
• Rotatable Bond Count: 11
• Exact Mass: 473.085 Da
• Monoisotopic Mass: 473.085 Da
• Topological Polar Surface Area: 276.000 Ų
• Heavy Atom Count: 32
• Formal Charge: 0
• Complexity: 740.000
• 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