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Allylestrenol

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Identification
Molecular formula
C21H32O2
CAS number
432-60-0
IUPAC name
(17R)-17-allyl-17-hydroxy-13-methyl-1,2,6,7,8,9,10,11,12,14,15,16-dodecahydrocyclopenta[a]phenanthren-3-one
State
State

At room temperature, Allylestrenol is in a solid state.

Melting point (Celsius)
226.00
Melting point (Kelvin)
499.15
Boiling point (Celsius)
450.00
Boiling point (Kelvin)
723.15
General information
Molecular weight
310.47g/mol
Molar mass
310.4650g/mol
Density
1.1090g/cm3
Appearence

Allylestrenol appears as a white to creamy white crystalline powder. It is a solid at room temperature and has a characteristic, faint odor.

Comment on solubility

Solubility of (17R)-17-allyl-17-hydroxy-13-methyl-1,2,6,7,8,9,10,11,12,14,15,16-dodecahydrocyclopenta[a]phenanthren-3-one

The solubility of the compound (17R)-17-allyl-17-hydroxy-13-methyl-1,2,6,7,8,9,10,11,12,14,15,16-dodecahydrocyclopenta[a]phenanthren-3-one can be influenced by several factors. Understanding these characteristics is crucial for its practical applications in various chemical and pharmaceutical contexts.

Key Factors Affecting Solubility:

  • Polarity: The presence of hydroxyl groups typically increases solubility in polar solvents. However, the overall molecular structure, including hydrocarbon moieties, may introduce hydrophobic characteristics.
  • Hydrogen Bonding: The ability of the hydroxyl group to engage in hydrogen bonding suggests increased solubility in water, although the larger hydrocarbon structure may limit this effect.
  • Temperature: Solubility generally increases with temperature for solid compounds. Thermal energy can help overcome intermolecular forces, allowing for greater dissolution.
  • pH Levels: The solubility may also vary with changes in pH, especially for compounds containing functional groups that can be protonated or deprotonated.

In summary, while (17R)-17-allyl-17-hydroxy-13-methyl-1,2,6,7,8,9,10,11,12,14,15,16-dodecahydrocyclopenta[a]phenanthren-3-one has a degree of solubility in water due to its hydroxyl group, its overall solubility is likely diminished by its substantial hydrophobic regions. To quote a common aphorism in chemistry, “like dissolves like,” which aptly summarizes how nonpolar domains may inhibit solubility in polar solvents.

Interesting facts

Interesting Facts about (17R)-17-allyl-17-hydroxy-13-methyl-1,2,6,7,8,9,10,11,12,14,15,16-dodecahydrocyclopenta[a]phenanthren-3-one

(17R)-17-allyl-17-hydroxy-13-methyl-1,2,6,7,8,9,10,11,12,14,15,16-dodecahydrocyclopenta[a]phenanthren-3-one is a fascinating compound primarily studied for its potential applications in medicine and biochemistry. Here are some intriguing aspects of this compound:

  • Synthetic Pathways: The synthesis of this compound involves multiple complex organic reactions, showcasing the ingenuity of synthetic chemists. Its intricate structure is a testament to the advances in modern organic synthesis techniques.
  • Biological Significance: Compounds like this one are often investigated for their biological activities, including possible anti-inflammatory and anticancer effects. The study of such compounds can lead to the development of novel therapeutic agents.
  • Structural Insights: The unique arrangement of hydrocarbon rings and functional groups within this molecule can provide insights into structure-activity relationships (SAR) which are critical in medicinal chemistry.
  • Chirality and Isomerism: With its specific stereochemistry at the 17-position, this compound exemplifies the importance of chirality in pharmacology; different enantiomers can exhibit vastly different biological activities.
  • Natural Analogues: Researchers often explore naturally occurring analogues of synthetic compounds like this one, which can serve as inspiration for the design of new drugs or therapeutic agents.

The study of (17R)-17-allyl-17-hydroxy-13-methyl-1,2,6,7,8,9,10,11,12,14,15,16-dodecahydrocyclopenta[a]phenanthren-3-one highlights the intersection between chemistry and biology, paving the way for novel research opportunities in pharmacology and drug development.