Skip to main content

N-Acetylneuraminic acid

ADVERTISEMENT
Identification
Molecular formula
C11H19NO9
CAS number
131-48-6
IUPAC name
5-acetamido-4-acetoxy-2-methoxy-6-(1,2,3-trihydroxypropyl)tetrahydropyran-2-carboxylic acid
State
State

At room temperature, N-Acetylneuraminic acid is typically in a solid state.

Melting point (Celsius)
189.00
Melting point (Kelvin)
462.15
Boiling point (Celsius)
0.00
Boiling point (Kelvin)
0.00
General information
Molecular weight
309.27g/mol
Molar mass
309.2730g/mol
Density
1.1100g/cm3
Appearence

N-Acetylneuraminic acid, commonly known as sialic acid, typically appears as a white crystalline substance. It is often found in a dry, powdered form.

Comment on solubility

Solubility of 5-acetamido-4-acetoxy-2-methoxy-6-(1,2,3-trihydroxypropyl)tetrahydropyran-2-carboxylic acid

The compound 5-acetamido-4-acetoxy-2-methoxy-6-(1,2,3-trihydroxypropyl)tetrahydropyran-2-carboxylic acid, with the chemical formula C11H19NO9, exhibits intriguing solubility properties that are important to consider in its applications.

This compound is generally expected to be soluble in:

  • Polar solvents such as water and methanol, due to the presence of multiple hydrophilic functional groups including hydroxyl (-OH) and carboxylic acid (-COOH) groups.
  • Some organic solvents that can accommodate its structural features, particularly those that can engage in hydrogen bonding.

However, its solubility may be limited in:

  • Non-polar solvents like hexane or toluene, where the hydrophilic characteristics of the compound are less effective.
  • Highly concentrated solutions that might lead to saturation, affecting its dissolution potential.

As quoted from solubility theory, "Like dissolves like," indicating that the solubility of this compound is heavily influenced by its interactions with the solvent. Thus, understanding the specific solvent characteristics is crucial for maximizing its solubility. Overall, its multi-functional nature suggests a versatile profile in varying conditions.

Interesting facts

5-acetamido-4-acetoxy-2-methoxy-6-(1,2,3-trihydroxypropyl)tetrahydropyran-2-carboxylic acid

This compound is a fascinating example of a complex organic molecule that belongs to the class of tetrahydropyran derivatives. Its intricate structure allows for a variety of interesting applications in both medicinal and chemical research.

Key Features

  • Multi-functionalities: The presence of multiple functional groups, including acetyl, methoxy, and triol moieties, makes this compound a versatile candidate for further chemical modifications.
  • Potential Biological Activity: Compounds with similar structural motifs often exhibit significant biological activities, including anti-inflammatory and antimicrobial effects, which may warrant further investigation.
  • Synthetic Pathways: The complexity of this molecule provides an excellent challenge for synthetic chemists. Understanding its synthetic routes can lead to insights into more efficient methods for producing similar compounds.

Interesting Notes

Researchers studying this compound might consider the following:

  • Structure-Activity Relationship: How do the various functional groups interact with biological systems?
  • Tetrahydropyran Ring: The bicyclic structure is known for its stability and ability to serve as a building block in organic synthesis.
  • Trihydroxypropyl Group: This group is particularly interesting for its potential to participate in hydrogen bonding and its implications for solubility and biological activity.

In summary, 5-acetamido-4-acetoxy-2-methoxy-6-(1,2,3-trihydroxypropyl)tetrahydropyran-2-carboxylic acid presents a rich area for research. Its unique structure and functional diversity make it an important subject for future studies in various fields, including pharmacology and organic chemistry.