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Acetoxyhydroxyprasterone

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Identification
Molecular formula
C29H40O6
CAS number
745-65-3
IUPAC name
[(3R,6R)-5-hydroxy-6-[[(3S,5R,10S,13R,14S,17R)-14-hydroxy-10,13-dimethyl-17-(5-oxo-2H-furan-3-yl)-1,2,3,4,5,6,7,8,9,11,12,15,16,17-tetradecahydrocyclopenta[a]phenanthren-3-yl]oxy]-4-methoxy-2-methyl-tetrahydropyran-3-yl] acetate
State
State

At room temperature, acetoxyhydroxyprasterone is typically in a solid state. It remains stable and solid unless subjected to high temperatures approaching its melting point.

Melting point (Celsius)
230.50
Melting point (Kelvin)
503.65
Boiling point (Celsius)
715.18
Boiling point (Kelvin)
988.33
General information
Molecular weight
476.57g/mol
Molar mass
476.5700g/mol
Density
1.2800g/cm3
Appearence

Appearance: This compound appears as a white to off-white crystalline powder. The crystalline nature may sometimes make it look like fine, granulated sugar.

Comment on solubility

Solubility Characteristics

The compound [(3R,6R)-5-hydroxy-6-[[(3S,5R,10S,13R,14S,17R)-14-hydroxy-10,13-dimethyl-17-(5-oxo-2H-furan-3-yl)-1,2,3,4,5,6,7,8,9,11,12,15,16,17-tetradecahydrocyclopenta[a]phenanthren-3-yl]oxy]-4-methoxy-2-methyl-tetrahydropyran-3-yl] acetate exhibits a range of solubility behaviors that can be influenced by a variety of factors:

  • Polarity: Given the presence of hydroxyl groups (-OH) and other polar functionalities, the compound is likely to show some solubility in polar solvents such as water and methanol.
  • Hydrophobic Regions: The large hydrophobic hydrocarbon structures may limit solubility in water but increase solubility in non-polar solvents like hexane or chloroform.
  • pH Dependence: The solubility may vary significantly with pH changes, especially due to the acidic and basic properties of the hydroxyl groups present.

In general, the solubility of complex organic compounds such as this one can be summarized by the principle of "like dissolves like," meaning that the nature of the solvent must match the structure of the solute for optimal solubility. Therefore, understanding both the chemical structure and environmental conditions is crucial for predicting solubility behavior. As noted, "the solubility of a compound is a key indicator of its bioavailability and interaction in biological systems."

Interesting facts

Interesting Facts about Acetate Derivative

This compound, with its intricate structure, illustrates the fascinating world of organic chemistry and the complexity of natural products. Known for its potential biological activity, it belongs to a class of compounds that can be bioactive or serve as precursors to pharmaceuticals. Here are some key points that highlight its significance:

  • Natural Occurrence: Many compounds similar to this one are derived from natural sources, often isolated from plants or microorganisms, showcasing the rich diversity of chemical structures in nature.
  • Biological Relevance: Compounds with such configurations are often studied for their interactions with biological systems. They may exhibit valuable properties such as anti-inflammatory, antimicrobial, or anticancer activities.
  • Stereochemistry: The precise arrangement of atoms and the stereoisomerism present in this compound is crucial. Stereochemical variations can lead to significant differences in biological activity, making stereochemistry a vital aspect of medicinal chemistry.
  • Complex Synthesis: The synthesis of such complex molecules usually requires multiple synthetic steps, showcasing the ingenuity and skill of chemists. It often involves techniques like functional group interconversions, protecting group strategies, and stereoselective reactions.
  • Research Applications: The study of this compound and similar derivatives provides crucial insights into drug design and discovery, potentially leading to the development of new therapeutic agents.

As a chemistry student or scientist, understanding such compounds not only aids in knowledge of their chemical properties but also exposes the broader implications of their applications in medicine and pharmacology. The interplay between structure and function in organic compounds remains an endlessly fascinating aspect of chemical research.