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D-(+)-Glucosamine

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Identification
Molecular formula
C6H13NO5
CAS number
3416-24-8
IUPAC name
(3R,4R,5R,6R)-3-amino-6-(hydroxymethyl)tetrahydropyran-2,4,5-triol
State
State

At room temperature, D-(+)-Glucosamine is typically in a solid crystalline state.

Melting point (Celsius)
194.00
Melting point (Kelvin)
467.15
Boiling point (Celsius)
140.00
Boiling point (Kelvin)
413.15
General information
Molecular weight
179.17g/mol
Molar mass
179.1710g/mol
Density
1.4240g/cm3
Appearence

D-(+)-Glucosamine typically appears as a white crystalline powder. It is soluble in water, providing a clear solution but is usually insoluble in organic solvents.

Comment on solubility

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

The solubility of (3R,4R,5R,6R)-3-amino-6-(hydroxymethyl)tetrahydropyran-2,4,5-triol, a tetrahydropyran derivative, is primarily influenced by its functional groups and structural characteristics. This compound contains multiple hydroxyl groups, which can significantly enhance its hydrophilicity. Consequently, one can expect the following:

  • High Solubility in Water: Due to the presence of hydroxyl (-OH) groups, it is anticipated to be very soluble in polar solvents like water.
  • Limited Solubility in Organic Solvents: It may exhibit low solubility in non-polar organic solvents due to its polar nature, making it less compatible with such environments.
  • Dependency on Temperature: Solubility may vary with temperature, often increasing with rising temperature in aqueous solutions.

In general, you can consider solubility to be a crucial factor impacting the applicability of this compound in various chemical applications. As the saying goes, "like dissolves like," and in the case of this compound, its polar characteristics suggest a strong likelihood of considerable solubility in polar solvents, particularly water.

Interesting facts

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

This intriguing compound, known as (3R,4R,5R,6R)-3-amino-6-(hydroxymethyl)tetrahydropyran-2,4,5-triol, holds a unique position in the world of chemistry due to its distinctive structural features and potential applications.

  • Structural Complexity: The compound contains multiple chiral centers, which leads to a variety of stereoisomeric forms. This chirality is essential in many biological systems, as it can influence how the compound interacts with enzymes and receptors.
  • Potential Biological Applications: Compounds similar to this one have been explored for their roles in medicinal chemistry. They may exhibit properties relevant to pharmacology, including antiviral and antidiabetic activities.
  • Functional Groups: The presence of an amino group and a hydroxymethyl group makes this compound particularly interesting. These functional groups can lead to increased reactivity and make the compound a good candidate for further chemical modifications.
  • Natural Product Inspiration: This compound structure is reminiscent of certain natural products, particularly sugars and their derivatives, which are fundamental in biochemistry and cellular interactions.

Due to its fascinating characteristics, (3R,4R,5R,6R)-3-amino-6-(hydroxymethyl)tetrahydropyran-2,4,5-triol serves as an excellent example of how organic compounds can bridge the gap between basic research and practical applications in the field of pharmaceuticals.

In summary, the exploration of this compound not only highlights the complexity of organic chemistry but also reflects the ongoing interest in chiral compounds and their immense potential in various fields.

Synonyms
D-Galactosamine
GALACTOSAMINE
2-Amino-2-deoxy-D-galactopyranose
90-76-6
Chondrosamine
galn
D-GalN
D-Chondrosamine
D-2-Amino-2-deoxygalactose
CHEBI:60312
D-Galactopyranose, 2-amino-2-deoxy-
2-amino-2-deoxy-galactose
2-Deoxy-2-Amino-Galactose
Galactopyranose, 2-amino-2-deoxy-, D-
2-deoxy-2-amino-d-galactose
DTXSID7043871
2-Amino-2-Deoxy-Galactopyranose
2-Deoxy-2-Amino-Galactopyranose
2-amino-2-deoxy-galactopyranoside
2-Deoxy-2-Amino-Galactopyranoside
2-Deoxy-2-Amino-D-Galactopyranose
2-amino-2-deoxy-d-galactopyranoside
2-Deoxy-2-Amino-D-Galactopyranoside
D-2-Galactosamine
galactosamines
DTXCID5023871
CHEBI:24156
2-Amino-2-Deoxy-D-Galactose
chebi:28328
galactosamine, d-
galactose, 2-amino-2-deoxy-, d-
GalN (SNFG)
SNFG:GalN
unii-4y6r29688w
(3R,4R,5R,6R)-3-amino-6-(hydroxymethyl)oxane-2,4,5-triol
(3R,4R,5R,6R)-3-Amino-6-(hydroxymethyl)tetrahydro-2H-pyran-2,4,5-triol
D-Galactosamine HCl
GalNH2
SCHEMBL28731
CHEMBL3304228
MSWZFWKMSRAUBD-GASJEMHNSA-N
DB-230173
C02262
Q375145