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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-[(1R,4S)-4-ethyl-1,5-dimethyl-hex-2-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

Cholesterol is a solid at room temperature. It is known for being a waxy substance and is commonly found within the cell membranes of all animal tissues. Due to its hydrophobic nature, it tends to cluster together in aqueous environments, forming crystalline deposits.

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 appears as a white, crystalline substance at room temperature. It is practically insoluble in water but soluble in organic solvents such as ethanol, chloroform, and ether. The crystals can form in a variety of shapes, often appearing as thin, plate-like formations or more amorphous aggregates, which can vary depending on the conditions under which they are crystallized.

Comment on solubility

Solubility of (3S,8S,9S,10R,13R,14S,17R)-17-[(1R,4S)-4-ethyl-1,5-dimethyl-hex-2-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 this complex organic compound can be characterized by various factors. Generally, solubility depends on the molecular structure, polarity, and the presence of functional groups. For this compound, one can consider the following points:

  • Polarity: The presence of hydroxyl (-OH) groups suggests that this compound may exhibit moderate solubility in polar solvents, particularly water.
  • Hydrophobic Nature: The numerous hydrocarbon chains present can contribute to a significant hydrophobic character, potentially reducing solubility in water.
  • Solvent Compatibility: It is likely to be more soluble in non-polar organic solvents such as hexane or chloroform due to its hydrophobic sections.
  • Temperature Dependence: Solubility can vary with temperature; higher temperatures typically increase solubility for many organic compounds.

In conclusion, while the hydroxyl group suggests some affinity for polar solvents, the compound's extensive hydrocarbon framework implies a complex solubility profile. Therefore, it is crucial to consider the specific conditions and solvents used when categorizing its solubility characteristics.

Interesting facts

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

The fascinating compound, commonly recognized by its complex structure, is a member of the steroid family that has drawn the attention of researchers for its intriguing biological properties. Below are some noteworthy aspects of this compound:

  • Biological Activity: This compound has shown potential as a bioactive molecule, possibly influencing various biological pathways. Its steroid framework allows interaction with steroid receptors, leading to significant physiological effects.
  • Natural Occurrence: Compounds similar in structure to this molecule are often found in nature, particularly in certain plant species, highlighting their ecological roles and potential as therapeutic agents.
  • Analytical Chemistry: The complexity of its structure presents intriguing challenges for chemists. Analytical methods, such as NMR spectroscopy and mass spectrometry, play a vital role in elucidating the detailed characteristics of such compounds.
  • Synthesis: Synthesizing this compound can be quite intricate, often requiring multiple steps to achieve the desired stereochemistry and functional groups. Innovations in organic synthesis continue to pave the way for more efficient pathways to produce such valuable compounds.
  • Potential Applications: Research is ongoing regarding its use in pharmaceuticals, particularly in areas related to hormone replacement therapy, antitumor agents, or anti-inflammatory medications.

Overall, the diverse functionalities and natural origins of this compound make it a compelling subject of study in both natural products chemistry and pharmacology.

As noted in the words of renowned chemist Linus Pauling, "The best way to have a good idea is to have a lot of ideas." Exploring compounds like this one truly exemplifies that philosophy in practice.

Synonyms
83-48-7
AKOS032962031
SMP1_000280