Methyl 5-Acetamido-4,7,8,9-tetra-O-acetyl-3,5-dideoxy-2-S-phenyl-2-thio-D-glycero-D-galacto-2-nonulopyranosylonate - ≥97%, mixture of isomers , CAS No.155155-64-9

CAS: 155155-64-9 Cat. No.: M158564 Molecular Weight: 583.61 PubChem CID: 11734585

GRADE & PURITY ≥97%, mixture of isomers

Synonyms

N-Acetyl-2-phenylthioneuraminic acid, methyl ester, 4,7,8,9-tetraacetate | Phenyl 4,7,8,9-tetra-O-acetyl-2-thio-N-acetyl-a-D-neuraminic acid methyl ester | T71847 | Methyl 5-Acetamido-4,7,8,9-tetra-O-acetyl-3,5-dideoxy-2-S-phenyl-2-thio-D-glycero-D-galact

Storage

Store at -20°C

Shipped In

Ice chest + Ice pads

Specifications

Synonyms

N-Acetyl-2-phenylthioneuraminic acid, methyl ester, 4, 7, 8, 9-tetraacetate | Phenyl 4, 7, 8, 9-tetra-O-acetyl-2-thio-N-acetyl-a-D-neuraminic acid methyl ester | T71847 | Methyl 5-Acetamido-4, 7, 8, 9-tetra-O-acetyl-3, 5-dideoxy-2-S-phenyl-2-thio-D-glycero-D-galact

Specifications & Purity

≥97%, mixture of isomers

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

≥97%

Names and Identifiers

• Pubchem Sid: 504766681
• Pubchem Sid Url: https://pubchem.ncbi.nlm.nih.gov/substance/504766681
• Canonical Smiles: CC(=O)NC1C(CC(OC1C(C(COC(=O)C)OC(=O)C)OC(=O)C)(C(=O)OC)SC2=CC=CC=C2)OC(=O)C
• IUPAC Name: methyl (4S,5R,6R)-5-acetamido-4-acetyloxy-2-phenylsulfanyl-6-[(1S,2R)-1,2,3-triacetyloxypropyl]oxane-2-carboxylate
• InChIKey: NPLKOUSSDBQHEN-MVWXVPEESA-N
• INCHI: 1S/C26H33NO12S/c1-14(28)27-22-20(36-16(3)30)12-26(25(33)34-6,40-19-10-8-7-9-11-19)39-24(22)23(38-18(5)32)21(37-17(4)31)13-35-15(2)29/h7-11,20-24H,12-13H2,1-6H3,(H,27,28)/t20-,21+,22+,23+,24+,26?/m0/s1
• Isomeric SMILES: CC(=O)N[C@@H]1[C@H](CC(O[C@H]1[C@@H]([C@@H](COC(=O)C)OC(=O)C)OC(=O)C)(C(=O)OC)SC2=CC=CC=C2)OC(=O)C
• PubChem CID: 11734585
• Molecular Weight: 583.61
• Reaxy-Rn: 6949475

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: C-glucuronides C-glycosyl compounds Aryl thioethers Monothioketals Pyrans Benzene and substituted derivatives Oxanes Acetamides Methyl esters Secondary carboxylic acid amides Oxacyclic compounds Sulfenyl compounds Organopnictogen compounds Organonitrogen compounds Organic oxides Hydrocarbon derivatives Carbonyl compounds
• Molecular Framework: Aromatic heteromonocyclic compounds
• Substituents: Pentacarboxylic acid or derivatives - C-glucuronide - C-glycosyl compound - Glycosyl compound - Aryl thioether - Monothioketal - Monocyclic benzene moiety - Oxane - Benzenoid - Pyran - Monothioacetal - Acetamide - Methyl ester - Carboxamide group - Carboxylic acid ester - Secondary carboxylic acid amide - Oxacycle - Organoheterocyclic compound - Sulfenyl compound - Organosulfur compound - Organooxygen compound - Organonitrogen compound - Hydrocarbon derivative - Organic oxide - Organopnictogen compound - Organic oxygen compound - Carbonyl group - Organic nitrogen compound - Aromatic 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

Chemical and Physical Properties

• Solubility: Soluble in Chloroform
• Sensitivity: Heat Sensitive
• Specific Rotation[α]: -121° (C=1,CHCl3)
• Melt Point(°C): 183 °C
• Molecular Weight: 583.600 g/mol
• XLogP3: 2.600
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 13
• Rotatable Bond Count: 16
• Exact Mass: 583.172 Da
• Monoisotopic Mass: 583.172 Da
• Topological Polar Surface Area: 195.000 Ų
• Heavy Atom Count: 40
• Formal Charge: 0
• Complexity: 952.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 5
• 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