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Cholestane-3,16-diol

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Identification
Molecular formula
C27H46O2
CAS number
80-97-7
IUPAC name
(3S,8S,9S,10R,13R,14S,16R)-10,13-dimethyl-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthrene-3,16-diol
State
State

Cholestane-3,16-diol is a solid at room temperature. It maintains a stable crystalline structure under ambient conditions and does not evaporate or sublimate easily. This substance is typically handled and stored as a powder or in a crystalline form, suitable for various chemical applications and research purposes.

Melting point (Celsius)
243.00
Melting point (Kelvin)
516.15
Boiling point (Celsius)
542.00
Boiling point (Kelvin)
815.15
General information
Molecular weight
418.70g/mol
Molar mass
418.6970g/mol
Density
1.0500g/cm3
Appearence

Appearance: Cholestane-3,16-diol typically appears as a white to off-white crystalline solid. It may appear as fine crystals or a powder, depending on the specific processing or preparation method employed. The crystalline nature gives it a characteristic sheen under light.

Comment on solubility

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

The compound (3S,8S,9S,10R,13R,14S,16R)-10,13-dimethyl-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthrene-3,16-diol displays unique solubility characteristics due to its complex molecular structure. Understanding its solubility is crucial for applications in various fields.

General Solubility Insights:

  • Polarity: The presence of hydroxyl (-OH) groups enhances the polarity of the molecule, which typically increases solubility in polar solvents like water.
  • Hydrophobic Regions: Conversely, the extensive hydrophobic hydrocarbon framework can limit solubility in aqueous solutions, making it more compatible with organic solvents.
  • Solvent Interactions: This compound may exhibit greater solubility in organic solvents such as ethanol, methanol, or acetone compared to water.
  • pH Sensitivity: The solubility may also vary with changes in pH, especially if the hydroxyl groups can undergo protonation or deprotonation.

In essence, the solubility of this compound can be characterized as:

  • Moderate in polar organic solvents
  • Less soluble in water
  • Potentially influenced by surrounding environment

To summarize, the solubility of (3S,8S,9S,10R,13R,14S,16R)-10,13-dimethyl-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthrene-3,16-diol is a synthesis of molecular interactions that reflects both its hydrophilic and hydrophobic properties. These factors must be carefully considered when predicting its behavior and potential applications.

Interesting facts

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

This complex compound, known for its intricate structure and stereochemistry, serves as a fascinating subject in the fields of organic chemistry and medicinal chemistry. Here are some intriguing aspects:

  • Structural Complexity: The compound features multiple chiral centers, specifically positioned at 3, 8, 9, 10, 13, 14, and 16, making it an excellent example of stereochemical versatility. This complexity often reflects the challenges and creativity involved in organic synthesis.
  • Biological Relevance: Compounds like this one often exhibit significant biological activity. Their structural characteristics may enable specific interactions with biological macromolecules, paving the way for potential therapeutic applications.
  • Historical Context: Many compounds with similar structures have been explored in historical pharmacology. They might be derivatives of natural products, linked to various traditional medicines. This can provide insights into drug discovery processes.
  • Research Potential: Ongoing studies in the field may look at how modifications to the structure can influence pharmacological properties. This can lead to the development of new drugs with improved efficacy and reduced side effects.
  • Analytical Techniques: The determination of its stereochemistry and conformation typically involves advanced analytical methods such as NMR spectroscopy and X-ray crystallography, which are crucial in understanding the compound’s properties.

In conclusion, the compound (3S,8S,9S,10R,13R,14S,16R)-10,13-dimethyl-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthrene-3,16-diol represents a fascinating intersection of structural chemistry, biology, and drug development. As research continues, the implications of its unique attributes could open new avenues in scientific discovery.

Synonyms
Cetadiol
3642-89-5
5-Androstene-3beta,16alpha-diol
Androst-5-ene-3beta,16alpha-diol
androst-5-en-3beta,16alpha-diol
Androst-5-ene-3,16-diol, (3beta,16alpha)-
5-Androstene-3-beta,16-alpha-diol
NSC 49622
BRN 3208853
3-beta,16-alpha-Dihydroxy-5-androstene
ANDROST-5-ENE-3-beta,16-alpha-DIOL
NSC-49622
delta(sup 5)-Androstene-3-beta,16-alpha-diol
5XQV9LZ9J8
4-06-00-06394 (Beilstein Handbook Reference)
CHEBI:34452
DTXSID40957766
LMST02020006
3beta,16alpha-Dihydroxy-5-androstene
5-androsten-3beta,16alpha-diol-17-one
(3S,8S,9S,10R,13R,14S,16R)-10,13-dimethyl-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthrene-3,16-diol
(3beta,16alpha)-androst-5-ene-3,16-diol
Q27116078