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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-[(1S,4S)-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

Cholesterol is typically found in a solid state at room temperature, exhibiting a crystalline structure. Being a lipid, it is part of cell membranes in animals, contributing to membrane structure and fluidity. In its free and esterified form, it is a crucial structural component of plasma lipoproteins circulating in the blood.

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
1.0520g/cm3
Appearence

Cholesterol is a white, crystalline solid at room temperature. It is characterized by its mother-of-pearl luster on pure samples and is insoluble in water but soluble in organic solvents such as chloroform and ether. Cholesterol is primarily present in its esterified form in cell membranes or plaque deposits and has a waxy texture.

Comment on solubility

Solubility of (3S,8S,9S,10R,13R,14S,17R)-17-[(1S,4S)-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

The solubility of complex organic compounds like (3S,8S,9S,10R,13R,14S,17R)-17-[(1S,4S)-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 often depends on several factors:

  • Molecular Structure: The presence of multiple functional groups and the overall structure can impact the solubility in different solvents.
  • Polarity: Generally, non-polar compounds tend to be soluble in non-polar solvents, while polar compounds dissolve well in polar solvents.
  • Temperature: Increasing temperature typically increases solubility of solids in liquids.
  • pH Level: For certain compounds, especially those with acidic or basic groups, the pH of the environment can greatly influence solubility.

Although the exact solubility of this particular compound in various solvents might require empirical measurements, it is important to remember that solubility plays a crucial role in its applications, pharmacokinetics, and overall behavior in biological systems. In practical scenarios, testing a range of solvents under standard conditions is essential to determine its solubility profile accurately.

Interesting facts

Interesting Facts about (3S,8S,9S,10R,13R,14S,17R)-17-[(1S,4S)-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 example from the world of organic chemistry, showcasing the complexity and beauty of steroid-like structures. Here are some noteworthy aspects of this compound:

  • Structural Complexity: The intricate stereochemistry illustrated in its name emphasizes its rich spatial arrangement, hinting at its potential biological activity and interactions within living systems.
  • Biological Significance: Compounds with similar configurations have been noted for their roles in various physiological processes. Their affinity for biological receptors can lead to significant implications in medicine and pharmacology.
  • Stereochemistry: The numerous chiral centers (denoted by the S and R notations) indicate the compound's potential for stereoselective reactions, which are crucial in drug development as they can enhance efficacy and reduce side effects.
  • Applications: This compound or derivatives of similar structures are often studied for their potential use in hormone therapy, as they may mimic or influence natural steroid hormones in the body.
  • Research Interest: Scientists continue to explore this class of compounds for their possible roles in treating conditions related to hormonal imbalance and various cancers.

As one delves deeper into the chemistry of this compound, it becomes clear that each path of inquiry can lead to new discoveries, reinforcing the idea that the study of complex organic compounds is not only essential but also deeply rewarding.

Synonyms
(3S,8S,9S,10R,13R,14S,17R)-17-[(2S,5S)-5-Ethyl-6-methyl-heptan-2-yl]-10,13-dimethyl-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-ol