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Acarbose

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Identification
Molecular formula
C25H43NO18
CAS number
56180-94-0
IUPAC name
15-hydroxy-7-[6-(hydroxymethyl)-3-(3-methylbutanoyloxy)-4,5-disulfooxy-tetrahydropyran-2-yl]oxy-9-methyl-14-methylene-tetracyclo[11.2.1.01,10.04,9]hexadecane-5-carboxylic acid
State
State

This compound is typically found in a solid state at room temperature.

Melting point (Celsius)
162.00
Melting point (Kelvin)
435.15
Boiling point (Celsius)
305.80
Boiling point (Kelvin)
579.00
General information
Molecular weight
645.61g/mol
Molar mass
645.6080g/mol
Density
1.2800g/cm3
Appearence

Acarbose appears as a white to off-white powder. It is typically crystalline in structure.

Comment on solubility

Solubility of 15-hydroxy-7-[6-(hydroxymethyl)-3-(3-methylbutanoyloxy)-4,5-disulfooxy-tetrahydropyran-2-yl]oxy-9-methyl-14-methylene-tetracyclo[11.2.1.01,10.04,9]hexadecane-5-carboxylic acid

The solubility of the compound with the formula C25H43NO18 can be quite complex due to its intricate structure and functional groups. This particular compound appears to possess a variety of polar and non-polar characteristics, which can significantly influence its solubility profile in different solvents. Here are some important points to consider:

  • Hydrophilicity vs. Hydrophobicity: The presence of multiple hydroxyl (-OH) and sulfonic acid groups indicates a degree of hydrophilicity, suggesting that the compound is more soluble in polar solvents like water.
  • Functional Group Influence: Functional groups such as carboxylic acids and ether functionalities enhance solubility due to their ability to form hydrogen bonds with solvent molecules.
  • Solvent Polarity: In non-polar solvents, the solubility may significantly decrease due to the increased hydrophobic regions from the aliphatic carbon chain structure.
  • Concentration Dependencies: The solubility could be concentration-dependent, meaning that at higher concentrations, the solubility limits might change, possibly due to intermolecular interactions.

Overall, it's crucial to understand that the solubility of C25H43NO18 is not absolute but varies considerably with solvent choice, temperature, and concentration. As stated, "the interplay between polar and non-polar interactions creates a nuanced solubility landscape." Thus, experimentation in varying conditions is essential to ascertain its exact solubility characteristics.

Interesting facts

Interesting Facts about 15-hydroxy-7-[6-(hydroxymethyl)-3-(3-methylbutanoyloxy)-4,5-disulfooxy-tetrahydropyran-2-yl]oxy-9-methyl-14-methylene-tetracyclo[11.2.1.01,10.04,9]hexadecane-5-carboxylic acid

This compound is a remarkable example of complex organic chemistry, showcasing the intricate structures that can arise from natural products. Often found in various biological systems, it bears significant relevance to both medicinal chemistry and organic synthesis. Below are some interesting facets of this compound:

  • Structure Complexity: The name alone hints at a complex molecular architecture, characterized by multiple functional groups, such as hydroxyl, methyl, and sulfonate, which can influence its chemical behavior and interactions.
  • Biological Relevance: Compounds with similar structural features frequently play roles in biological systems, serving as metabolites or pharmacologically active agents. This raises questions about its potential therapeutic uses.
  • Source of Inspiration: The synthesis of such compounds inspires synthetic chemists and students alike to explore new pathways and reactions that can yield novel products.
  • Research Potential: Given its complexity, this compound could become a subject of research in areas such as drug development, where understanding its properties could lead to the discovery of multifunctional drugs.

Moreover, studying this compound can provide insight into:

  1. The role of stereochemistry in biological activity.
  2. Strategies for constructing complex natural product derivatives.
  3. The applicability of sulfonate groups in enhancing solubility and reactivity.

“Chemistry is the art of understanding the interactions of complex molecules.” This compound is a perfect canvas to explore and understand the art of chemistry.

In summary, the intricate nature of this compound presents a wealth of opportunities for discovery in both fundamental and applied chemistry. Its study could illuminate new paths in drug design and organic synthesis.