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Cholesterol

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Identification
Molecular formula
C27H46O
CAS number
57-88-5
IUPAC name
(8S,9S,10R,13R,14S,17R)-17-[(1R,4R)-4-ethyl-1,5-dimethyl-hexyl]-10,13-dimethyl-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-ol
State
State
At room temperature, cholesterol is a solid. It is a waxy substance that is structurally classified as a sterol, a type of modified steroid.
Melting point (Celsius)
148.00
Melting point (Kelvin)
421.15
Boiling point (Celsius)
360.00
Boiling point (Kelvin)
633.15
General information
Molecular weight
386.65g/mol
Molar mass
386.6540g/mol
Density
1.0520g/cm3
Appearence

Cholesterol is a white, crystalline solid that is odorless and tasteless. It is often encountered as part of lipid structures in biological membranes, but in its pure form, it appears as a white powder.

Comment on solubility

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

This compound exhibits unique solubility characteristics that can be influenced by its complex structure. Solubility is a crucial factor that determines how compounds behave in various environments, especially in biological systems. Here are some important points to consider:

  • Polarity: The presence of hydroxyl (-OH) groups in its molecular structure generally indicates potential for solubility in polar solvents, especially in water.
  • Hydrophobic Regions: However, the long aliphatic hydrocarbon chains make this compound predominantly hydrophobic, which can reduce its solubility in polar solvents.
  • Solvent Compatibility: It is more likely to dissolve in nonpolar solvents like hexane or octanol rather than in water.
  • Temperature Effects: Solubility can also be temperature-dependent, often increasing with higher temperatures.
  • Liquid vs. Solid State: If this compound is solid at room temperature, methods such as heating or the use of solubilizing agents might be necessary for increasing solubility.

In conclusion, the solubility of this compound is a balance between its polar and nonpolar characteristics and is influenced by the choice of solvent, temperature, and physical state of the compound.

Interesting facts

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

This compound is a fascinating member of the steroid family and represents a unique structure that draws significant attention in both organic chemistry and biochemistry. Below are some intriguing aspects to consider:

  • Steroidal Structure: As a steroid, this compound features a polycyclic arrangement that is characteristic of steroids, making it a subject of study for its hormonal activities.
  • Stereochemistry: The detailed stereochemistry, indicated by the specific stereocenters (S and R configurations), plays a crucial role in determining the compound's biological activity. The nuanced arrangement of atoms can dramatically affect how the compound interacts with biological systems.
  • Biological Relevance: Compounds of similar structures often have steroid-like effects in biological systems. This aspect highlights the compound's potential implications in pharmacology and its role in various biochemical pathways.
  • Applications in Research: Due to its unique configuration, this compound could inspire research in medicinal chemistry, particularly in the development of hormone therapy and other medical applications.
  • Natural Analogues: Many steroids occur naturally, and studying synthetic analogues like this one can provide insights into natural hormone functions and the development of synthetic agents that mimic or modulate these effects.

In summary, the intense complexity and rich biological potential of this compound make it a topic of significant interest. As researchers continue to explore the diverse world of steroids, compounds like this will undoubtedly contribute to advancements in our understanding of biochemistry and therapeutic innovations.

Synonyms
24-Ethylcholest-5-en-3beta-ol
(8S,9S,10R,13R,14S,17R)-17-[(2R,5R)-5-ethyl-6-methylheptan-2-yl]-10,13-dimethyl-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-ol
(8S,9S,10R,13R,14S,17R)-17-((2R,5R)-5-ethyl-6-methylheptan-2-yl)-10,13-dimethyl-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta(a)phenanthren-3-ol
19044-06-5
Stigmast-5-en-3-ol
5779-62-4
MFCD00003631
beta-Sitosterol, 97%
SCHEMBL3128216
DTXSID30859124
NS00123048