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D-Glucopyranosaminic acid

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Identification
Molecular formula
C6H13NO5
CAS number
118466-76-3
IUPAC name
(2S,5R)-3-amino-6-(hydroxymethyl)tetrahydropyran-2,4,5-triol
State
State

The compound is generally solid at room temperature.

Melting point (Celsius)
154.00
Melting point (Kelvin)
427.15
Boiling point (Celsius)
240.00
Boiling point (Kelvin)
513.15
General information
Molecular weight
179.17g/mol
Molar mass
179.1710g/mol
Density
1.5000g/cm3
Appearence

This compound appears as a white crystalline powder. It is highly soluble in water and typically used in its solid form for various applications.

Comment on solubility

Solubility of (2S,5R)-3-amino-6-(hydroxymethyl)tetrahydropyran-2,4,5-triol

The solubility of (2S,5R)-3-amino-6-(hydroxymethyl)tetrahydropyran-2,4,5-triol is influenced by its molecular structure, which contains multiple functional groups that can engage in hydrogen bonding. This characteristic typically leads to increased solubility in polar solvents such as water. Here are some key points to consider:

  • Hydroxyl groups: The presence of three hydroxyl (-OH) groups greatly enhances solubility due to their ability to form hydrogen bonds with water molecules.
  • Amino group: The amino (-NH2) group can also interact favorably with water, contributing to the overall solubility.
  • Pyran ring: The cyclic nature of the tetrahydropyran structure may impact the extent of solubility, but the functional groups dominate the solubility characteristics.

Overall, it is anticipated that (2S,5R)-3-amino-6-(hydroxymethyl)tetrahydropyran-2,4,5-triol should exhibit high solubility in aqueous environments, making it versatile for various applications where solubility is a crucial factor. As stated in the literature, "Compounds with multiple hydrogen bonding sites tend to have enhanced solubility," which applies strongly to this compound's molecular structure. Therefore, researchers can expect favorable interactions when working with it in solution.

Interesting facts

Interesting Facts about (2S,5R)-3-amino-6-(hydroxymethyl)tetrahydropyran-2,4,5-triol

(2S,5R)-3-amino-6-(hydroxymethyl)tetrahydropyran-2,4,5-triol is a fascinating compound primarily known for its role in the realm of biochemistry and medicinal chemistry. Here are some key points to consider:

  • Structure and Chirality: This compound contains multiple chiral centers, specifically at positions 2 and 5. Its chirality plays a critical role in the biological activity of the compound, which could be significant in drug development.
  • Functional Groups: The presence of the amino group and the hydroxymethyl group adds reactivity and potential for interactions with biological molecules, making it suitable for various applications in medicinal chemistry.
  • Biological Relevance: Compounds similar to this one are studied for their potential in antifungal and antiviral activity, paving the way for new therapeutic agents against infectious diseases.
  • Potential Applications: Researchers are investigating its utility in synthesizing more complex organic molecules, especially in the development of glycosylated drugs and other bioactive compounds.
  • Research Significance: The intricate structure of (2S,5R)-3-amino-6-(hydroxymethyl)tetrahydropyran-2,4,5-triol makes it a valuable subject for studies on carbohydrate chemistry and molecular engineering.

In the words of renowned chemist, "The beauty of chemistry lies not just in the reactions, but in the stories that molecules tell through their structures and interactions." Investigating compounds like (2S,5R)-3-amino-6-(hydroxymethyl)tetrahydropyran-2,4,5-triol opens up new avenues for scientific exploration and innovation.


Synonyms
D-Glucose, 2-amino-2-deoxy-
Glucose, 2-amino-2-deoxy-
Viartril-S
Glucosamine [USAN:INN:NF]
SCHEMBL12968986
MSWZFWKMSRAUBD-GQNBSWLHSA-N
2B4D44B2-D5AC-4DA4-9BE6-A4AE9574E4A6