S-Acetylmercaptosuccinic anhydride（SAMSA） - ≥96% , CAS No.6953-60-2

CAS: 6953-60-2 Cat. No.: S468456 Molecular Weight: 174.17 EC Number: 230-135-2 PubChem CID: 97914

GRADE & PURITY ≥96%

Synonyms

FT-0608719 | InChI=1/C6H6O4S/c1-3(7)11-4-2-5(8)10-6(4)9/h4H,2H2,1H3 | MFCD00005526 | F11361 | S-(2,5-Dioxotetrahydro-3-furanyl) ethanethioate # | AKOS016013110 | Ethanethioic acid,5-dioxo-3-furanyl) ester | NSC 57456 | S-Acetylmercaptosuccinic anhydride |

Storage

Store at 2-8°C

Shipped In

Wet ice

Overview

S-Acetylmercaptosuccinic anhydride is an amine reactive reagent, containing a sulfhydryl group. The anhydride region opens up, when attacked by an amine nucleophile, forming amine linkage. However, during this ring opening reaction, a free carboxylate group is formed rendering the molecule negatively charged. Activity to proteins and conformation of the molecule us affected by the charge reversal.

Specifications

Synonyms

FT-0608719 | InChI=1/C6H6O4S/c1-3(7)11-4-2-5(8)10-6(4)9/h4H, 2H2, 1H3 | MFCD00005526 | F11361 | S-(2, 5-Dioxotetrahydro-3-furanyl) ethanethioate # | AKOS016013110 | Ethanethioic acid, 5-dioxo-3-furanyl) ester | NSC 57456 | S-Acetylmercaptosuccinic anhydride |

Specifications & Purity

≥96%

Storage

Store at 2-8°C

Shipped In

Wet ice

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

Purity

≥96%

Names and Identifiers

• Canonical Smiles: CC(=O)SC1CC(=O)OC1=O
• IUPAC Name: S-(2,5-dioxooxolan-3-yl) ethanethioate
• InChIKey: AHTFMWCHTGEJHA-UHFFFAOYSA-N
• INCHI: 1S/C6H6O4S/c1-3(7)11-4-2-5(8)10-6(4)9/h4H,2H2,1H3
• Isomeric SMILES: CC(=O)SC1CC(=O)OC1=O
• PubChem CID: 97914
• Molecular Weight: 174.17

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organic acids and derivatives
    • Class Carboxylic acids and derivatives
      • Subclass Dicarboxylic acids and derivatives

• Kingdom: Organic compounds
• Superclass: Organic acids and derivatives
• Class: Carboxylic acids and derivatives
• Subclass: Dicarboxylic acids and derivatives
• Intermediate Tree Nodes: Not available
• Direct Parent: Dicarboxylic acids and derivatives
• Alternative Parents: Tetrahydrofurans Carboxylic acid anhydrides Thioesters Lactones Carbothioic S-esters Sulfenyl compounds Oxacyclic compounds Organic oxides Hydrocarbon derivatives Carbonyl compounds
• Molecular Framework: Aliphatic heteromonocyclic compounds
• Substituents: Dicarboxylic acid or derivatives - Carboxylic acid anhydride - Tetrahydrofuran - Lactone - Thiocarboxylic acid ester - Carbothioic s-ester - Oxacycle - Thiocarboxylic acid or derivatives - Organoheterocyclic compound - Sulfenyl compound - Organosulfur compound - Organooxygen compound - Hydrocarbon derivative - Carbonyl group - Organic oxygen compound - Organic oxide - Aliphatic heteromonocyclic compound
• Description: This compound belongs to the class of organic compounds known as dicarboxylic acids and derivatives. These are organic compounds containing exactly two carboxylic acid groups.
• External Descriptors: Not available

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

Chemical and Physical Properties

• Sensitivity: Moisture sensitive
• Melt Point(°C): 83-86 °C (lit.)
• Molecular Weight: 174.180 g/mol
• XLogP3: 0.100
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 2
• Exact Mass: 173.999 Da
• Monoisotopic Mass: 173.999 Da
• Topological Polar Surface Area: 85.700 Ų
• Heavy Atom Count: 11
• Formal Charge: 0
• Complexity: 223.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 0
• Undefined Atom Stereocenter Count: 1
• Defined Bond Stereocenter Count: 0
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 0
• Covalently-Bonded Unit Count: 1