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Simvastatin

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Identification
Molecular formula
C25H38O5
CAS number
79902-63-9
IUPAC name
3,5-dihydroxy-7-[6-hydroxy-2-methyl-8-(2-methylbutanoyloxy)-1,2,6,7,8,8a-hexahydronaphthalen-1-yl]heptanoic acid
State
State

At room temperature, simvastatin is a solid, commonly encountered in its pharmaceutical form as tablets.

Melting point (Celsius)
138.00
Melting point (Kelvin)
411.15
Boiling point (Celsius)
215.00
Boiling point (Kelvin)
488.15
General information
Molecular weight
418.57g/mol
Molar mass
418.5730g/mol
Density
1.0500g/cm3
Appearence

Simvastatin generally appears as a white to off-white crystalline powder. It is often provided in tablet form for oral administration in medical contexts.

Comment on solubility

Solubility Characteristics of 3,5-Dihydroxy-7-[6-hydroxy-2-methyl-8-(2-methylbutanoyloxy)-1,2,6,7,8,8a-hexahydronaphthalen-1-yl]heptanoic Acid

The solubility of 3,5-dihydroxy-7-[6-hydroxy-2-methyl-8-(2-methylbutanoyloxy)-1,2,6,7,8,8a-hexahydronaphthalen-1-yl]heptanoic acid (C25H38O5) can be somewhat complex due to its intricate structural configuration and functional groups. Here are some key points regarding its solubility:

  • Polarity: This compound possesses multiple hydroxyl (–OH) groups which can enhance its ability to interact with polar solvents. Thus, it is likely more soluble in polar solvents like water or methanol.
  • Hydrophobic Characteristics: The presence of a bulky hexahydronaphthalene structure suggests that there are also hydrophobic regions that may limit solubility in highly polar environments.
  • Solvent Compatibility: It is anticipated that this compound exhibits better solubility in organic solvents such as ethanol or dimethyl sulfoxide (DMSO), which can accommodate both polar and nonpolar interactions.
  • Concentration Dependency: Like many organic compounds with similar structures, solubility can depend significantly on concentration levels and the specific interactions within the solvent matrix.

The overall solubility of C25H38O5 must be assessed experimentally to fully understand the extent to which it will dissolve in various media, due to the balance between its polar functional groups and hydrophobic portions. Understanding these characteristics is essential for applications in pharmaceuticals and product formulation.

Interesting facts

Interesting Facts about 3,5-Dihydroxy-7-[6-hydroxy-2-methyl-8-(2-methylbutanoyloxy)-1,2,6,7,8,8a-hexahydronaphthalen-1-yl]heptanoic acid

This fascinating compound belongs to the class of compounds known as phenolic acids, which are widely recognized for their diverse biological activities. Here are some intriguing facts about this complex molecule:

  • Structural Complexity: The structure of this compound is notable for its multiple functional groups, including hydroxyl groups and esters. This contributes to its reactivity and potential interactions within biological systems.
  • Potential Biological Activities: Phenolic compounds often exhibit a range of beneficial activities, including antioxidant, anti-inflammatory, and antimicrobial properties. They are frequently studied for their role in preventing diseases.
  • Natural Sources: Compounds with similar structures can be found in a variety of plants, suggesting that this compound might have analogous properties to those of natural products. Investigating these sources can lead to novel therapeutic agents.
  • Applications: Due to their rich bioactivity, phenolic acids are not only restricted to pharmaceuticals but are also explored in food science for their potential to enhance nutritional value and shelf life of products.
  • Research Interest: The intricate molecular structure offers a wealth of opportunities for research. Scientists continue to explore modifications of such compounds to improve efficacy and reduce side effects in medicinal applications.

As the understanding of compounds like this one evolves, ongoing research holds promise for practical applications in medicine, agriculture, and food science. The complexities of their structures serve as a reminder of the rich tapestry of chemistry and its potential to improve human health and well-being.

Synonyms
Pravastatin Impurity A
3,5-dihydroxy-7-[6-hydroxy-2-methyl-8-(2-methyl-1-oxobutoxy)-1,2,6,7,8,8a-hexahydronaphthalen-1-yl]heptanoic acid
3,5-dihydroxy-7-[6-hydroxy-2-methyl-8-(2-methylbutanoyloxy)-1,2,6,7,8,8a-hexahydronaphthalen-1-yl]heptanoic acid
3,5-Dihydroxy-7-(6-hydroxy-2-methyl-8-((2-methylbutanoyl)oxy)-1,2,6,7,8,8a-hexahydronaphthalen-1-yl)heptanoic acid
3,5-Dihydroxy-7-{6-hydroxy-2-methyl-8-[(2-methylbutanoyl)oxy]-1,2,6,7,8,8a-hexahydronaphthalen-1-yl}heptanoic acid
SCHEMBL967719
CHEMBL1617336
CHEBI:94322
DTXSID20861034
(3R,5R)-3,5-dihydroxy-7-((1S,2S,6S,8S,8aR)-6-hydroxy-2-methyl-8-((S)-2-methylbutanoyloxy)-1,2,6,7,8,8a-hexahydronaphthalen-1-yl)heptanoic acid
IP182103
BRD-A11170096-001-01-8
Q27166145
3,5-dihydroxy-7-[6-hydroxy-2-methyl-8-(2-methylbutanoyloxy)-1,2,6,7,8,8a-hexahydronaphthalen-1-yl]-heptanoic acid
753414-90-3