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Berberine

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Identification
Molecular formula
C20H18NO4
CAS number
141433-60-5
IUPAC name
(2-hydroxy-7-oxo-4-propyl-chromen-8-yl)methyl-dimethyl-ammonium;pyridine-3-carboxylate
State
State
At room temperature, Berberine is found in solid-state, commonly available as a crystalline powder. It is used extensively in traditional medicine and can also be formulated into various forms for therapeutic use.
Melting point (Celsius)
145.00
Melting point (Kelvin)
418.15
Boiling point (Celsius)
0.00
Boiling point (Kelvin)
0.00
General information
Molecular weight
336.36g/mol
Molar mass
800.8180g/mol
Density
1.2300g/cm3
Appearence

Berberine typically appears as a yellow crystalline powder. When in its pure form, it presents a bright yellow to yellowish-green hue. It is renowned for its vibrant coloration, which has historically made it useful as a dye in various applications. The compound has a characteristic bitter taste and is often used in a powdered form.

Comment on solubility

Solubility of (2-hydroxy-7-oxo-4-propyl-chromen-8-yl)methyl-dimethyl-ammonium pyridine-3-carboxylate

The solubility of this intriguing compound, (2-hydroxy-7-oxo-4-propyl-chromen-8-yl)methyl-dimethyl-ammonium pyridine-3-carboxylate, can be influenced by various factors including its molecular structure and the presence of polar or nonpolar functional groups.

Typically, the solubility of such quaternary ammonium compounds is characterized by:

  • Polar Characteristics: The presence of the dimethylammonium group contributes to its overall polarity, which can enhance solubility in aqueous environments.
  • Hydrogen Bonding: The hydroxyl group (−OH) within the chromen derivative may facilitate hydrogen bonding with water, promoting its solubility.
  • Thermodynamic Stability: The interplay between intermolecular forces can lead to varying solubility rates, depending on temperature and solvent quality.
  • Pyridine Component: The pyridine-3-carboxylate can further modulate solubility due to its own polar nature, potentially aiding in dissolving the ammonium salt in water.

However, it is important to note:

  1. The solubility can be greatly affected by the pH of the solution due to the protonation states of the amine and carboxylate group.
  2. Nonpolar environments may lead to poor solubility or precipitation due to hydrophobic interactions dominated by the propyl group present in the structure.

In summary, while (2-hydroxy-7-oxo-4-propyl-chromen-8-yl)methyl-dimethyl-ammonium pyridine-3-carboxylate exhibits potential for substantial solubility in polar solvents, the specific solubility characteristics can vary significantly based on environmental conditions.

Interesting facts

Interesting Facts about (2-hydroxy-7-oxo-4-propyl-chromen-8-yl)methyl-dimethyl-ammonium; pyridine-3-carboxylate

This intriguing compound, a quaternary ammonium salt, displays a fascinating blend of structural features that contribute to its unique properties and potential applications.

Chemical Structure Insights

  • Chromone Derivative: The compound features a chromone backbone, known for its presence in a variety of biological activities, including anti-inflammatory and antioxidant properties.
  • Pyridine Influence: The inclusion of pyridine-3-carboxylate adds another layer of complexity, enhancing its solubility and potential reactivity in biological settings.
  • Cationic Nature: The presence of dimethylammonium moiety indicates that this compound is cationic, influencing its interaction with anionic species and biological membranes.

Potential Applications

  • Pharmaceutical Research: Given its structural motifs, this compound could be a candidate for further evaluation in drug discovery, particularly in addressing conditions related to oxidative stress.
  • Biological Studies: The unique chemical behavior of this compound makes it useful in studying various biochemical pathways and interactions due to its amphiphilic nature.
  • Material Science: Its cationic properties may enable applications in materials science, particularly in developing new coatings or polymers with specific functional properties.

As one delves deeper into the chemistry of (2-hydroxy-7-oxo-4-propyl-chromen-8-yl)methyl-dimethyl-ammonium; pyridine-3-carboxylate, it becomes evident that its intricate structure serves as a foundation for diverse science applications. Further research may unlock new therapeutic avenues while expanding our understanding of its reactivity and interactions in different mediums.