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Cholesterol

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Identification
Molecular formula
C27H46O
CAS number
57-88-5
IUPAC name
(3S,8S,9S,10R,13R,14S,17R)-17-(1,5-dimethylhex-4-enyl)-10,13-dimethyl-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-ol
State
State
Solid at room temperature, typically present as a crystalline substance.
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
1.0529g/cm3
Appearence

Cholesterol is a white, powdery, crystalline solid when isolated. In biological membranes, it appears as part of phospholipid bilayers.

Comment on solubility

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

The solubility of the compound (3S,8S,9S,10R,13R,14S,17R)-17-(1,5-dimethylhex-4-enyl)-10,13-dimethyl-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-ol can be quite intriguing due to several factors:

  • Polar vs Nonpolar: This compound is largely nonpolar due to its hydrocarbon structure, which suggests a limited solubility in polar solvents such as water.
  • Solvent Selection: It is expected to be more soluble in nonpolar solvents like hexane or other organic solvents, owing to like dissolves like.
  • Molecular Structure: The complex architecture and bulky substituents may hinder solvation, impacting solubility dynamics.
  • Temperature Influence: Solubility is likely to increase with temperature, especially in nonpolar solvents, as higher kinetic energy can facilitate molecular interaction.

In summary, the solubility of this compound is expected to be low in polar solvents, while showing increased solubility in nonpolar organic solvents under elevated temperatures. Therefore, it is vital to carefully consider the solvent system when addressing its solubility properties.

Interesting facts

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

This compound, a complex polycyclic structure, falls within the realm of steroid-like molecules and presents numerous captivating aspects worth exploring. Here are some key points:

  • Natural Occurrence: Many compounds similar to this structure are found in various natural sources, particularly in plants and marine organisms, which often display bioactivity.
  • Potential Biological Activities: Given its unique structure, this compound may exhibit interesting pharmacological properties, including anti-inflammatory, anti-tumor, and anti-viral activities.
  • Steroid Framework: The compound's core structure is reminiscent of steroid compounds, which are crucial in biological systems, serving as hormones and signaling molecules.
  • Chirality: The multiple chiral centers present in this compound lead to stereoisomerism, which is critical when considering its biological activity, as different isomers may behave differently in living systems.
  • Research Significance: Compounds with complex structures like this one are often the focus of synthetic organic chemistry, offering challenges that can lead to advancements in synthetic methodologies.

Researching and understanding compounds of this nature exemplifies the intricate connection between structure and function in chemistry. Whether for medicinal purposes or as a tool for understanding biochemical pathways, the potential applications of such compounds are vast and vital for ongoing scientific discovery.

Synonyms
SCHEMBL26641636
AKOS030241244