Methyl 1,2,3,4-tetra-O-acetyl-β-D-glucuronate - ≥98% , CAS No.7355-18-2

CAS: 7355-18-2 Cat. No.: M121081 Molecular Weight: 376.31 Beilstein Registry Number: 18(3/4)5187 EC Number: 230-880-3

GRADE & PURITY ≥98%

Synonyms

beta-D-Glucopyranuronic acid, methyl ester, tetraacetate | methyl (2S,3S,4S,5R,6S)-3,4,5,6-tetraacetyloxyoxane-2-carboxylate | Methyl 1,2,3,4-Tetra-O-acetyl-beta-D-glucopyranuronate | 1,2,3,4-Tetra-O-acetyl-beta-D-glucopyranuronic Acid Methyl Ester | meth

Storage

Store at 2-8°C

Shipped In

Wet ice

Specifications

Synonyms

beta-D-Glucopyranuronic acid, methyl ester, tetraacetate | methyl (2S, 3S, 4S, 5R, 6S)-3, 4, 5, 6-tetraacetyloxyoxane-2-carboxylate | Methyl 1, 2, 3, 4-Tetra-O-acetyl-beta-D-glucopyranuronate | 1, 2, 3, 4-Tetra-O-acetyl-beta-D-glucopyranuronic Acid Methyl Ester | meth

Specifications & Purity

≥98%

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

≥98%

Names and Identifiers

• Pubchem Sid: 504756252
• Pubchem Sid Url: https://pubchem.ncbi.nlm.nih.gov/substance/504756252
• Canonical Smiles: CC(=O)OC1C(C(OC(C1OC(=O)C)OC(=O)C)C(=O)OC)OC(=O)C
• IUPAC Name: methyl (2S,3S,4S,5R,6S)-3,4,5,6-tetraacetyloxyoxane-2-carboxylate
• InChIKey: DPOQCELSZBSZGX-XOBFJNJYSA-N
• INCHI: 1S/C15H20O11/c1-6(16)22-10-11(23-7(2)17)13(24-8(3)18)15(25-9(4)19)26-12(10)14(20)21-5/h10-13,15H,1-5H3/t10-,11-,12-,13+,15+/m0/s1
• Isomeric SMILES: CC(=O)O[C@H]1[C@@H]([C@H](O[C@H]([C@@H]1OC(=O)C)OC(=O)C)C(=O)OC)OC(=O)C
• WGK Germany: 3
• Molecular Weight: 376.31
• Beilstein: 18(3/4)5187
• Reaxy-Rn: 36049467
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=36049467&ln=

Taxonomic Classification

Taxonomy Tree

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

• Kingdom: Organic compounds
• Superclass: Organic acids and derivatives
• Class: Carboxylic acids and derivatives
• Subclass: Pentacarboxylic acids and derivatives
• Intermediate Tree Nodes: Not available
• Direct Parent: Pentacarboxylic acids and derivatives
• Alternative Parents: O-glucuronides Pyrans Oxanes Monosaccharides Methyl esters Oxacyclic compounds Acetals Organic oxides Hydrocarbon derivatives Carbonyl compounds
• Molecular Framework: Aliphatic heteromonocyclic compounds
• Substituents: Pentacarboxylic acid or derivatives - 1-o-glucuronide - O-glucuronide - Glucuronic acid or derivatives - Monosaccharide - Oxane - Pyran - Methyl ester - Carboxylic acid ester - Oxacycle - Acetal - Organoheterocyclic compound - Organooxygen compound - Hydrocarbon derivative - Organic oxide - Organic oxygen compound - Carbonyl group - Aliphatic heteromonocyclic compound
• Description: This compound belongs to the class of organic compounds known as pentacarboxylic acids and derivatives. These are carboxylic acids containing exactly five carboxyl 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

Mechanisms of Action

Chemical and Physical Properties

• Sensitivity: Moisture sensitive.
• Specific Rotation[α]: 8° (C=1,CHCl3)
• Melt Point(°C): 179°C
• Molecular Weight: 376.310 g/mol
• XLogP3: -0.300
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 11
• Rotatable Bond Count: 10
• Exact Mass: 376.101 Da
• Monoisotopic Mass: 376.101 Da
• Topological Polar Surface Area: 141.000 Ų
• Heavy Atom Count: 26
• Formal Charge: 0
• Complexity: 584.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 5
• 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