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Lovastatin

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Identification
Molecular formula
C24H36O5
CAS number
75330-75-5
IUPAC name
5-[(3R,5R,10S,13R,14S,17R)-3,14-dihydroxy-10,13-dimethyl-1,2,3,4,5,6,7,8,9,11,12,15,16,17-tetradecahydrocyclopenta[a]phenanthren-17-yl]pyran-2-one
State
State

At room temperature, lovastatin is in a solid state, appearing in the form of white crystalline powder. It is stable under ordinary conditions of use and storage.

Melting point (Celsius)
174.15
Melting point (Kelvin)
447.30
Boiling point (Celsius)
333.15
Boiling point (Kelvin)
606.30
General information
Molecular weight
404.55g/mol
Molar mass
404.5400g/mol
Density
1.2000g/cm3
Appearence

Lovastatin typically appears as a white crystalline powder. It is odorless and has a slightly bitter taste. The compound is often utilized in its solid form for pharmaceutical applications.

Comment on solubility

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

This complex compound, with its intricate structure and multiple functional groups, presents unique solubility characteristics. Understanding the solubility of such a compound is essential for its applications in various fields, including pharmaceuticals and organic chemistry. The solubility can be influenced by several factors, including:

  • Polarity: Due to the presence of multiple hydroxyl (-OH) groups, the compound is likely to exhibit higher solubility in polar solvents such as water and alcohols.
  • Molecular Size: The large and complex molecular structure may hinder solubility in non-polar solvents, making it less soluble in organic solvents like hexane.
  • Hydrogen Bonding: The capability of the compound to engage in hydrogen bonding can enhance solubility in solvent systems that allow such interactions.
  • Temperature: Like many organic compounds, solubility may increase with temperature, thereby affecting the dissolution rate and extent.

In summary, while delving into the solubility specifics of this compound, one may conclude that:

  1. Its solubility is expected to be favorable in polar solvents.
  2. Non-polar solvents might not effectively dissolve this compound.
  3. Thermal conditions and solvent choice are critical factors influencing solubility.

Further experimental studies would provide valuable data to quantify these attributes and facilitate the compound's practical applications in various domains.

Interesting facts

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

This unique compound, with its intricate molecular structure, belongs to a fascinating class of compounds known as steroids. Steroids play a crucial role in biological processes, and the specific configurations of this compound contribute to its potential applications in various fields. Here are some captivating aspects of this compound:

  • Biological Significance: Compounds similar to this one have been studied for their roles in hormone regulation, particularly in the context of anabolic steroids and their effects on muscle and bone health.
  • Synthetic Pathways: The synthesis of such a complex organic molecule typically involves multiple reactions including functional group transformations, carbon skeleton rearrangements, and selective reduction strategies.
  • Medicinal Potential: Compounds of this nature may exhibit diverse biological activities, including anti-inflammatory, antioxidant, and possibly even anticancer properties, highlighting their importance in pharmaceutical research.
  • Chirality: The specific stereochemistry of the molecule, with multiple chiral centers, opens a discussion on the effects of chirality in drug development, particularly how different isomers can have drastically different biological activities.

As scientists continue to explore the vast potential of steroid derivatives, this compound embodies the complexity and beauty of molecular science. It serves as a reminder of the intricate connection between structure and function in biochemistry, emphasizing the importance of understanding such compounds in the context of health and disease.

Synonyms
SCHEMBL14477877