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Coptisine

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Identification
Molecular formula
C20H13NO5
CAS number
131-27-1
IUPAC name
2-[[8-[[(3S,5R,10S,13R,14S,16S,17R)-16-acetoxy-14-hydroxy-10,13-dimethyl-17-(2-oxopyran-4-yl)-1,2,3,4,5,6,7,8,9,11,12,15,16,17-tetradecahydrocyclopenta[a]phenanthren-3-yl]oxy]-8-oxo-octanoyl]amino]-5-guanidino-pentanoic acid
State
State

At room temperature, Coptisine is in a solid state. It exists as a yellow crystalline powder, known for its stability and vibrant color, often used in pigments and dyes.

Melting point (Celsius)
267.00
Melting point (Kelvin)
540.15
Boiling point (Celsius)
820.00
Boiling point (Kelvin)
1 093.15
General information
Molecular weight
320.36g/mol
Molar mass
320.3560g/mol
Density
1.4870g/cm3
Appearence

Coptisine appears as a yellow crystalline powder. It is often used for its vivid yellow color in dyes and stains. Due to its natural origins and complex structure, it may have multiple forms of crystalline structures.

Comment on solubility

Solubility of 2-[[8-[[(3S,5R,10S,13R,14S,16S,17R)-16-acetoxy-14-hydroxy-10,13-dimethyl-17-(2-oxopyran-4-yl)-1,2,3,4,5,6,7,8,9,11,12,15,16,17-tetradecahydrocyclopenta[a]phenanthren-3-yl]oxy]-8-oxo-octanoyl]amino]-5-guanidino-pentanoic acid

The solubility of this complex compound can be analyzed considering various factors that influence its behavior in solvent systems. In general, the solubility of organic compounds can be heavily affected by:

  • Molecular Structure: The presence of functional groups such as guanidino and acetoxy can enhance solubility in polar solvents due to hydrogen bonding.
  • Size of the Molecule: Given the large size and complexity of the structure, solubility may be limited in typical aqueous environments.
  • Polarity: The overall polarity of the molecule can dictate its solubility in either polar or non-polar solvents. Molecules with higher polarity tend to dissolve better in polar solvents.
  • pH of the Solution: Changes in pH can affect the ionization state of the guanidino group, influencing its solubility.

Overall, it is important to consider that while some segments of the molecule may interact favorably with water, others are likely to hinder solubilization due to steric effects and solvation dynamics. Therefore, evaluating the solubility of such a compound typically requires empirical testing in various solvents to establish its practical solubility profile.

Interesting facts

Interesting Facts About 2-[[8-[[(3S,5R,10S,13R,14S,16S,17R)-16-acetoxy-14-hydroxy-10,13-dimethyl-17-(2-oxopyran-4-yl)-1,2,3,4,5,6,7,8,9,11,12,15,16,17-tetradecahydrocyclopenta[a]phenanthren-3-yl]oxy]-8-oxo-octanoyl]amino]-5-guanidino-pentanoic Acid

This compound is a fascinating example of complex organic chemistry, showcasing the diversity and intricacies of structural modifications in potential pharmaceutical agents. Here’s what makes it truly remarkable:

  • Structural Complexity: The compound features a vast array of functional groups, including guanidine, ketones, and multiple hydroxyl groups, which contribute to its biological activity.
  • Natural Product Derivative: The backbone of the molecule is derived from a natural steroid structure, which often serves as a template for designing drugs with enhanced efficacy and reduced side effects.
  • Biological Significance: Compounds with similar structures have been explored for their roles in endocrine modulation and antifungal activity, making this compound a candidate for further research in medicinal chemistry.
  • Potential Therapeutic Use: Due to its intricate structure, it may interact with various biological pathways, indicating potential applications in treatments for hormonal disorders or fungal infections.
  • Intriguing Stereochemistry: The stereocenters present in the molecule hint at its spatial orientation, which is crucial for its interaction with biological targets. Understanding these interactions can lead to better-designed therapeutics.

As a chemist, delving into the synthesis and modifications of such compounds can provide insightful knowledge about how chemical structure influences biological function. It’s a vivid reminder that even the most complex molecules can lead to breakthroughs in medicine.

Synonyms
DTXSID20963567
N~2~-(8-{[16-(Acetyloxy)-14-hydroxy-17-(2-oxo-2H-pyran-4-yl)androstan-3-yl]oxy}-1-hydroxy-8-oxooctylidene)arginine