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Hydroxycholesterol

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Identification
Molecular formula
C25H36O3
CAS number
11006-76-1
IUPAC name
(9S,14S)-17-hydroxy-10,13-dimethyl-3-oxo-2,8,9,11,12,14,15,16-octahydro-1H-cyclopenta[a]phenanthrene-17-carboxylic acid
State
State

Solid at room temperature.

Melting point (Celsius)
242.00
Melting point (Kelvin)
515.15
Boiling point (Celsius)
480.00
Boiling point (Kelvin)
753.15
General information
Molecular weight
402.57g/mol
Molar mass
402.5700g/mol
Density
1.1200g/cm3
Appearence

The compound appears as a white to off-white crystalline powder.

Comment on solubility

Solubility of (9S,14S)-17-hydroxy-10,13-dimethyl-3-oxo-2,8,9,11,12,14,15,16-octahydro-1H-cyclopenta[a]phenanthrene-17-carboxylic acid

The solubility of this complex organic compound can be influenced by several factors:

  • Polarity: The presence of functional groups such as the carboxylic acid contributes to the molecule's polarity, potentially enhancing its solubility in polar solvents like water.
  • Hydrophobic Character: The intricate hydrocarbon structure may lead to hydrophobic interactions, impacting overall solubility in aqueous environments.
  • Temperature Effects: Increasing temperature often leads to greater solubility of solids in liquids, making it feasible for this compound's solubility to vary with temperature changes.

It is important to note that while certain organic acids exhibit relatively high solubility in water, the specific solubility profile of this compound is nuanced and may vary significantly based on concentration and environmental conditions. In many cases, researchers might find that compounds like the one mentioned are more soluble in organic solvents, such as ethanol or acetone, rather than in water.

Ultimately, the solubility behavior can be quite specific and may require empirical investigation to determine practical solubility under various conditions. As the saying goes, "the devil is in the details", and careful experimentation is essential to uncover the true solubility characteristics of this intriguing compound.

Interesting facts

Interesting Facts about (9S,14S)-17-hydroxy-10,13-dimethyl-3-oxo-2,8,9,11,12,14,15,16-octahydro-1H-cyclopenta[a]phenanthrene-17-carboxylic acid

This complex organic compound, often associated with steroid hormones, exhibits intriguing structural and functional properties that make it a significant subject of study in biochemistry and pharmacology.

Key Characteristics

  • Steroidal Structure: The compound has a steroidal configuration, which is characterized by a specific arrangement of carbon atoms in multiple fused rings, enhancing its biochemical activity.
  • Hydroxyl Group: The presence of a hydroxyl (-OH) group suggests potential interactions with biological receptors, making it a candidate for research in hormone and drug development.
  • Carboxylic Acid Functional Group: The carboxylic acid component may contribute to the compound's acidic properties, influencing its reactivity and solubility in biological systems.

Biological Significance

This compound is related to the biosynthesis of steroid hormones, which play critical roles in various physiological processes:

  • Regulation of Metabolism: Steroid hormones are vital for regulating metabolic pathways, influencing energy balance and nutrient utilization.
  • Immune Function: Some steroid hormones derived from similar structures can modulate immune responses, showcasing their therapeutic potential in inflammatory diseases.
  • Developmental Processes: They are key players in growth and development, particularly during puberty and pregnancy.

Potential Applications

Ongoing research is focused on exploring the potential implications of this compound in various fields:

  • Pharmaceutical Development: Given its structural similarity to existing steroid medications, it could be a promising lead for new therapeutic agents.
  • Endocrinology: Understanding its activity may illuminate pathways involved in hormonal signaling and endocrine disruptions.
  • Natural Product Synthesis: Exploration of its synthesis may lead to the discovery of novel compounds with diverse biological activities.

In summary, (9S,14S)-17-hydroxy-10,13-dimethyl-3-oxo-2,8,9,11,12,14,15,16-octahydro-1H-cyclopenta[a]phenanthrene-17-carboxylic acid serves as a fascinating subject of study, bridging the gap between organic chemistry and biological function. Its complex structure coupled with its biological significance makes it a noteworthy compound in the realm of chemical sciences.