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Acetylneuraminic Acid

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Identification
Molecular formula
C11H19NO9
CAS number
131-48-6
IUPAC name
5-acetamido-2-[[6-[5-acetamido-4,6-dihydroxy-2-(hydroxymethyl)tetrahydropyran-3-yl]oxy-3,4,5-trihydroxy-tetrahydropyran-2-yl]methoxy]-4-hydroxy-6-(1,2,3-trihydroxypropyl)tetrahydropyran-2-carboxylic acid
State
State

Acetylneuraminic acid is a solid at room temperature.

Melting point (Celsius)
185.00
Melting point (Kelvin)
458.15
Boiling point (Celsius)
0.00
Boiling point (Kelvin)
0.00
General information
Molecular weight
309.27g/mol
Molar mass
309.2740g/mol
Density
1.2905g/cm3
Appearence

Acetylneuraminic acid typically appears as a white, crystalline solid.

Comment on solubility

Solubility of 5-acetamido-2-[[6-[5-acetamido-4,6-dihydroxy-2-(hydroxymethyl)tetrahydropyran-3-yl]oxy-3,4,5-trihydroxy-tetrahydropyran-2-yl]methoxy]-4-hydroxy-6-(1,2,3-trihydroxypropyl)tetrahydropyran-2-carboxylic acid

The solubility of the compound C11H19NO9 demonstrates some intriguing characteristics, primarily due to its complex molecular structure, which includes numerous hydroxyl groups and an acetamido moiety. Key points to consider include:

  • Highly Polar Nature: The multiple hydroxyl groups contribute to the overall polarity of the compound, which typically favors solubility in polar solvents such as water.
  • Hydrogen Bonding: The presence of hydroxyl groups allows the compound to form hydrogen bonds with solvent molecules, enhancing solubility.
  • Structural Considerations: The intricate arrangement of tetrahydropyran rings and substituents can also influence solubility, as steric hindrance may impede interactions with solvents.
  • Solvent Dependence: While it is anticipated to be soluble in water, its solubility in non-polar solvents is expected to be limited due to its polar characteristics.

In conclusion, this compound likely exhibits good water solubility due to its polar functional groups, but care must be taken when considering solubility in organic solvents. The interplay of molecular structure and solvent properties is essential for understanding the solubility behavior of such complex compounds.

Interesting facts

Interesting Facts About 5-Acetamido-2-[[6-[5-acetamido-4,6-dihydroxy-2-(hydroxymethyl)tetrahydropyran-3-yl]oxy-3,4,5-trihydroxy-tetrahydropyran-2-yl]methoxy]-4-hydroxy-6-(1,2,3-trihydroxypropyl)tetrahydropyran-2-carboxylic Acid

This complex compound is a member of a fascinating class of molecules known as glycosides, which play a vital role in biochemistry. Glycosides consist of a sugar moiety bonded to a non-sugar moiety, and their structures can lead to a wide variety of biological activities.

Here are some notable aspects of this compound:

  • Biological Activity: Many compounds with similar structures have been researched for their potential medicinal properties, including anti-inflammatory, anti-cancer, and anti-viral effects.
  • Natural Sources: Glycosides are commonly found in plants and are often responsible for their flavor and aroma. This compound may have natural counterparts that contribute to the sensory profiles of fruits and herbs.
  • Structure Complexity: The intricate arrangement of multiple hydroxyl groups indicates potential for extensive hydrogen bonding, which may influence solubility and reactivity.
  • Potential Applications: Research into similar compounds often explores their use in drug development, food science, and as natural preservatives due to their antioxidative properties.

As noted by many researchers, "Understanding such bioactive compounds can provide insights into nature's pharmacopoeia, leading to novel therapeutic agents." This compound exemplifies how intricate structures translate into significant biological function.

Further exploration of its derivatives may reveal even more functional properties that could benefit pharmaceutical science. The field of glycoside research is indeed a promising frontier!

Synonyms
6-SIALYL-N-ACETYLLACTOSAMINE*
6'-Sialyl-N-acetyllactosamine
174757-71-2
DTXSID20867071
(2S,4S,5R,6R)-5-ACETAMIDO-2-[[(2R,3R,4S,5R,6S)-6-[(2R,3S,4R,5R)-5-ACETAMIDO-4,6-DIHYDROXY-2-(HYDROXYMETHYL)OXAN-3-YL]OXY-3,4,5-TRIHYDROXYOXAN-2-YL]METHOXY]-4-HYDROXY-6-[(1R,2R)-1,2,3-TRIHYDROXYPROPYL]OXANE-2-CARBOXYLIC ACID
5-Acetamido-3,5-dideoxynon-2-ulopyranonosyl-(2->6)hexopyranosyl-(1->4)-2-acetamido-2-deoxyhexopyranose