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Pravastatin

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Identification
Molecular formula
C23H36O7
CAS number
81093-37-0
IUPAC name
5-[(3S,5R,10S,11S,13R,14S,17R)-3,11,14-trihydroxy-10,13-dimethyl-12-oxo-2,3,4,5,6,7,8,9,11,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl]pyran-2-one
State
State

At room temperature, pravastatin is typically a solid.

Melting point (Celsius)
136.00
Melting point (Kelvin)
409.15
Boiling point (Celsius)
356.50
Boiling point (Kelvin)
629.65
General information
Molecular weight
424.52g/mol
Molar mass
424.5180g/mol
Density
1.0673g/cm3
Appearence

Pravastatin is a white or off-white, crystalline powder. It is highly soluble in water and methanol, slightly soluble in chloroform, and insoluble in acetonitrile.

Comment on solubility

Solubility of 5-[(3S,5R,10S,11S,13R,14S,17R)-3,11,14-trihydroxy-10,13-dimethyl-12-oxo-2,3,4,5,6,7,8,9,11,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl]pyran-2-one

The solubility of this complex organic compound, characterized by its intricate multi-ring structure and numerous functional groups, can be influenced by a variety of factors. Primarily, its solubility can be assessed in the context of polarity, hydrogen bonding, and potential solvent interactions. Here are some key considerations:

  • Polarity: The presence of hydroxyl (-OH) groups typically enhances solubility in polar solvents such as water. Thus, this compound may exhibit reasonable solubility in such environments, particularly due to its three hydroxyl substituents.
  • Hydrogen Bonding: The ability to form hydrogen bonds with water can significantly increase solubility. A high density of hydroxyl groups often leads to better solubility.
  • Solvent compatibility: This compound might demonstrate varied solubility in different organic solvents. For instance, solvents like ethanol and methanol could dissolve this compound more effectively than non-polar solvents like hexane.

In summary, solubility for this compound is likely to be moderate in polar solvents while potentially facing challenges in non-polar environments. Understanding the solubility in various mediums can be crucial for its applications and further studies.

Interesting facts

Interesting Facts about 5-[(3S,5R,10S,11S,13R,14S,17R)-3,11,14-trihydroxy-10,13-dimethyl-12-oxo-2,3,4,5,6,7,8,9,11,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl]pyran-2-one

This compound is a fascinating example of a complex organic molecule, predominantly recognized in the realm of natural product chemistry. Here are some remarkable insights into its structure and significance:

  • Structural Complexity: The compound features a unique polycyclic structure, consisting of several fused ring systems. This complexity not only makes it intriguing from a synthetic perspective but also poses interesting challenges in studying its properties and reactivity.
  • Natural Occurrence: Compounds similar to this one are often found in natural products such as steroid hormones, which play critical roles in biological processes. Such structures can provide insights into the biosynthesis of these important biochemical substances.
  • Functional Groups: The presence of multiple hydroxy groups contributes to the compound's unique physicochemical properties, enhancing its potential biological activity and reactivity. Hydroxy groups can act as sites for further chemical modifications, making it a valuable target for drug development.
  • Biological Significance: Many compounds with similar frameworks exhibit notable pharmacological activity. Understanding these compounds can lead to potential therapeutic applications, especially in endocrine-related disorders.
  • Synthetic Challenges: The complexity of its molecular structure may lead to difficulties in total synthesis. Chemists are often inspired to develop innovative synthetic strategies to construct such compounds, pushing the boundaries of organic synthesis.

As a student or scientist delving into this compound, one might reflect on the words of renowned chemist Linus Pauling: "The best way to get a good idea is to have a lot of ideas." Exploring and synthesizing such intricate compounds can spark new ideas and advancements in chemical research.

In summary, this compound exemplifies the intersection of complexity, functionality, and biological relevance, making it a significant subject of study in organic chemistry and pharmacology.

Synonyms
SCHEMBL1533673
Q4789030