4,7,8,9-Tetra-O-acetyl-N-acetylneuraminic Acid Methyl Ester - ≥98% , CAS No.84380-10-9

CAS: 84380-10-9 Cat. No.: T162436 Molecular Weight: 491.45 PubChem CID: 11123820

GRADE & PURITY ≥98%

Synonyms

4,7,8,9-Tetra-O-acetyl-D-neuraminic acid methyl ester | methyl4,7,8,9-tetra-O-acetyl-N-acetylneuraminate | 4,7,8,9-Tetra-O-acetyl-N-acetylneuraminic Acid Methyl Ester | DTXSID10456014 | Methyl 5-acetamido-4,7,8,9-tetra-O-acetyl-3,5-dideoxy-D-glycero-beta-

Storage

Store at -20°C

Shipped In

Ice chest + Ice pads

Overview

Application：

Versatile acetylated neuraminic acid or sialic acid derivative. N-acetylneuraminic acid is often present as the terminal sugar of glycoproteins.

Specifications

Synonyms

4, 7, 8, 9-Tetra-O-acetyl-D-neuraminic acid methyl ester | methyl4, 7, 8, 9-tetra-O-acetyl-N-acetylneuraminate | 4, 7, 8, 9-Tetra-O-acetyl-N-acetylneuraminic Acid Methyl Ester | DTXSID10456014 | Methyl 5-acetamido-4, 7, 8, 9-tetra-O-acetyl-3, 5-dideoxy-D-glycero-beta-

Specifications & Purity

≥98%

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

≥98%

Names and Identifiers

• Pubchem Sid: 504766042
• Pubchem Sid Url: https://pubchem.ncbi.nlm.nih.gov/substance/504766042
• Canonical Smiles: CC(=O)NC1C(CC(OC1C(C(COC(=O)C)OC(=O)C)OC(=O)C)(C(=O)OC)O)OC(=O)C
• IUPAC Name: methyl (2S,4S,5R,6R)-5-acetamido-4-acetyloxy-2-hydroxy-6-[(1S,2R)-1,2,3-triacetyloxypropyl]oxane-2-carboxylate
• InChIKey: CAKDMYCBPKFKCV-DCDDNHAVSA-N
• INCHI: 1S/C20H29NO13/c1-9(22)21-16-14(31-11(3)24)7-20(28,19(27)29-6)34-18(16)17(33-13(5)26)15(32-12(4)25)8-30-10(2)23/h14-18,28H,7-8H2,1-6H3,(H,21,22)/t14-,15+,16+,17+,18+,20-/m0/s1
• Isomeric SMILES: CC(=O)N[C@@H]1[C@H](C[C@](O[C@H]1[C@@H]([C@@H](COC(=O)C)OC(=O)C)OC(=O)C)(C(=O)OC)O)OC(=O)C
• WGK Germany: 3
• PubChem CID: 11123820
• Molecular Weight: 491.45
• Reaxy-Rn: 3078340

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organic oxygen compounds
    • Class Organooxygen compounds
      • Subclass Carbohydrates and carbohydrate conjugates
        • Level5 Sugar acids and derivatives
          • Level6 Sugar amino acids and derivatives
            • Level7 Pyranoid amino acids and derivatives
              • Level8 Neuraminic acids and derivatives
                • Level9 N-acylneuraminic acids and derivatives

• Kingdom: Organic compounds
• Superclass: Organic oxygen compounds
• Class: Organooxygen compounds
• Subclass: Carbohydrates and carbohydrate conjugates
• Intermediate Tree Nodes: Sugar acids and derivatives - Sugar amino acids and derivatives - Pyranoid amino acids and derivatives - Neuraminic acids and derivatives
• Direct Parent: N-acylneuraminic acids and derivatives
• Alternative Parents: Pentacarboxylic acids and derivatives C-glucuronides C-glycosyl compounds Pyrans Oxanes Methyl esters Acetamides Secondary carboxylic acid amides Hemiacetals Oxacyclic compounds Organopnictogen compounds Organonitrogen compounds Organic oxides Hydrocarbon derivatives Carbonyl compounds
• Molecular Framework: Aliphatic heteromonocyclic compounds
• Substituents: N-acylneuraminic acid or derivatives - Pentacarboxylic acid or derivatives - C-glucuronide - C-glycosyl compound - Glycosyl compound - Pyran - Oxane - Acetamide - Methyl ester - Carboxamide group - Carboxylic acid ester - Hemiacetal - Secondary carboxylic acid amide - Carboxylic acid derivative - Oxacycle - Organoheterocyclic compound - Hydrocarbon derivative - Organic oxide - Carbonyl group - Organic nitrogen compound - Organopnictogen compound - Organonitrogen compound - Aliphatic heteromonocyclic compound
• Description: This compound belongs to the class of organic compounds known as n-acylneuraminic acids and derivatives. These are neuraminic acids (or derivatives thereof) carrying an N-acyl substituent.
• 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

• Solubility: Slightly soluble in Chloroform
• Sensitivity: Heat Sensitive
• Melt Point(°C): 185-189 °C
• Molecular Weight: 491.400 g/mol
• XLogP3: -0.300
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 13
• Rotatable Bond Count: 14
• Exact Mass: 491.164 Da
• Monoisotopic Mass: 491.164 Da
• Topological Polar Surface Area: 190.000 Ų
• Heavy Atom Count: 34
• Formal Charge: 0
• Complexity: 812.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 6
• 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