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Cholesterol

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Identification
Molecular formula
C27H46O
CAS number
57-88-5
IUPAC name
(5R,17S)-10,13-dimethyl-2,3,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-ol
State
State

In its pure form, cholesterol is a solid at room temperature. It is typically encountered in its solid state when in a laboratory or isolated form since in biological contexts, it will be part of cellular structures.

Melting point (Celsius)
148.50
Melting point (Kelvin)
421.65
Boiling point (Celsius)
360.00
Boiling point (Kelvin)
633.15
General information
Molecular weight
386.66g/mol
Molar mass
386.6570g/mol
Density
1.0520g/cm3
Appearence

Cholesterol appears as a white, crystalline powder or flakes when pure. It is often perceived as a waxy, fat-like substance, which it naturally is, as it is a crucial component of cell membranes in animals.

Comment on solubility

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

The solubility of complex organic compounds such as (5R,17S)-10,13-dimethyl-2,3,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-ol is often influenced by several factors:

  • Polarity: The compound's structure features multiple carbon atoms and hydroxyl (–OH) groups, suggesting some polar characteristics, which might enhance solubility in polar solvents such as water.
  • Hydrophobic Interactions: Given its extensive hydrocarbon framework, it is likely to be more soluble in non-polar solvents (like hexane or benzene) due to strong hydrophobic interactions.
  • Dissolution Behavior: Compounds like this may exhibit limited solubility in aqueous solutions, potentially making them suitable for applications requiring low water solubility.

In summary, while predicting the exact solubility can be complex, one can reasonably assert that (5R,17S)-10,13-dimethyl-2,3,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-ol is more likely to dissolve well in organic solvents compared to water due to its structural characteristics. As with many compounds, empirical testing is essential for accurate solubility data.

Interesting facts

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

This compound belongs to a class of chemical substances known as steroids. It features a complex structure that plays a pivotal role in various biological processes. Here are some fascinating insights:

  • Steroidal Backbone: The compound has a tetradecahydro arrangement, indicative of its fully saturated structure, providing unique physical and chemical properties.
  • Biological Relevance: Compounds with similar structural characteristics often exhibit significant biological activity; they can function as hormones or signaling molecules within organisms.
  • Potential Applications: Given its steroid-like properties, research is exploring its potential therapeutic applications, particularly in areas such as anti-inflammatory treatments and hormone replacement therapies.
  • Stereochemistry: The specific configuration indicated by (5R,17S) plays a crucial role in the compound's interaction with biological systems, influencing its reactivity and biological efficacy.
  • Natural Analogues: This compound can be related to naturally occurring steroids, highlighting the intricate relationship between synthetic compounds and nature.

As a chemist or student of chemistry, studying compounds like this can deepen one's understanding of molecular interactions and the significance of stereochemistry in pharmacology. Indeed, as the famous chemist Linus Pauling once said, “The best way to have a good idea is to have lots of ideas.” Each compound, with its unique structure and properties, can lead to a multitude of ideas for research and application!