Skip to main content

Cholesterol

ADVERTISEMENT
Identification
Molecular formula
C27H46O
CAS number
57-88-5
IUPAC name
(3S,5R,10S,13R,14R,17R)-17-(1,5-dimethylhex-4-enyl)-4,4,10,13,14-pentamethyl-2,3,5,6,7,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-3-ol
State
State

Cholesterol is typically found as a solid at room temperature. It is hydrophobic and not soluble in water, but it can dissolve in organic solvents and fats. It is found as a substance in the body and is a vital component of cell membranes, providing fluidity and integrity.

Melting point (Celsius)
148.50
Melting point (Kelvin)
421.65
Boiling point (Celsius)
360.00
Boiling point (Kelvin)
633.15
General information
Molecular weight
386.65g/mol
Molar mass
386.6540g/mol
Density
1.0524g/cm3
Appearence

Appearance: Cholesterol is a white, crystalline solid. It is a waxy substance and when in a pure form, it appears as white or faintly yellowish crystals. Commercial samples may vary slightly in their color due to impurities.

Comment on solubility

Solubility of (3S,5R,10S,13R,14R,17R)-17-(1,5-dimethylhex-4-enyl)-4,4,10,13,14-pentamethyl-2,3,5,6,7,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-3-ol

The solubility of this complex organic compound can be quite intriguing due to its unique structural characteristics. Its solubility is influenced by numerous factors, including:

  • Molecular structure: The presence of multiple alkyl groups can enhance hydrophobic interactions, potentially limiting it in polar solvents.
  • Functional groups: The alcohol group (-OH) may exhibit some degree of solubility in polar solvents such as water or alcohols, though the overall hydrophobic nature may predominate.
  • Temperature: As with many organic compounds, solubility can increase with temperature, although the effect varies significantly based on the solvent.
  • Polarity of solvents: The compound may be more soluble in organic, non-polar solvents like hexane or dichloromethane rather than in water, given its extensive hydrocarbon moiety.

In summary, predicting the solubility of this compound requires consideration of its complex and bulky structure, which tends to favor solubility in non-polar environments while showing limited affinity for polar solvents. As a general rule, “like dissolves like” holds true: compounds with similar polarity tend to be more soluble in one another.

Interesting facts

Interesting Facts about (3S,5R,10S,13R,14R,17R)-17-(1,5-dimethylhex-4-enyl)-4,4,10,13,14-pentamethyl-2,3,5,6,7,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-3-ol

This complex organic compound is a member of the steroid family, showcasing the intricate beauty of structural chemistry. Steroids play crucial roles in biological systems, and this particular compound could have various applications in fields ranging from pharmaceuticals to materials science. Here are some compelling aspects to consider:

  • Structural Complexity: The intricate stereochemistry is noteworthy; it encompasses multiple chiral centers, contributing to its unique properties and potential bioactivity.
  • Natural Occurrence: Compounds with similar structures are often found in nature, particularly in plants and animals, where they serve diverse biological functions, including hormone regulation and signaling.
  • Synthetic Pathways: Understanding the synthesis of this compound can provide insights into advanced organic synthesis techniques and strategies for creating intricate molecular architectures.
  • Potential Applications: Given its steroid-like structure, it may possess pharmacological properties, making it a candidate for drug development, particularly in treating hormonal disorders or cardiovascular issues.
  • Research Implications: Scientists are continually exploring derivatives of such compounds to enhance efficacy and reduce side effects in medicinal chemistry.

As we examine the characteristics and potential of this fascinating compound, one can appreciate the delicate interplay of structure and function that continues to astound researchers in the field of chemistry. Understanding its properties can pave the way for innovative applications in health and industry.

Synonyms
SCHEMBL26859772