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Ethisterone

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Identification
Molecular formula
C21H28O2
CAS number
434-03-7
IUPAC name
(8R,9S,13S,14S,17S)-17-buta-1,3-diynyl-3-methoxy-13-methyl-7,8,9,11,12,14,15,16-octahydro-6H-cyclopenta[a]phenanthren-17-ol
State
State

At room temperature, ethisterone is a solid. This is consistent with its appearance as a crystalline powder, which remains stable under standard conditions.

Melting point (Celsius)
260.00
Melting point (Kelvin)
533.15
Boiling point (Celsius)
555.20
Boiling point (Kelvin)
828.35
General information
Molecular weight
312.45g/mol
Molar mass
312.4340g/mol
Density
1.0900g/cm3
Appearence

Ethisterone typically appears as a white to off-white crystalline powder. It is slightly soluble in water but more soluble in organic solvents.

Comment on solubility

Solubility of (8R,9S,13S,14S,17S)-17-buta-1,3-diynyl-3-methoxy-13-methyl-7,8,9,11,12,14,15,16-octahydro-6H-cyclopenta[a]phenanthren-17-ol

The solubility of (8R,9S,13S,14S,17S)-17-buta-1,3-diynyl-3-methoxy-13-methyl-7,8,9,11,12,14,15,16-octahydro-6H-cyclopenta[a]phenanthren-17-ol can be influenced by several factors, making it a subject of interest in chemical research. Here are a few key considerations:

  • Polarity: The presence of methoxy groups can enhance the compound's solubility in polar solvents, while the hydrocarbon portions may offer some solubility in non-polar solvents.
  • Hydrogen Bonding: The hydroxyl (-OH) group potentially allows for intermolecular hydrogen bonding, leading to increased solubility in water and alcohols.
  • Conformation: The stereochemistry and overall conformation of the cyclic structure can affect how the molecule interacts with solvents, which may impact solubility.

In essence, while a definitive solubility profile may require empirical data, it is reasonable to anticipate that this compound will demonstrate varying solubility characteristics depending on the solvent used:

  1. Highly soluble in polar protic solvents
  2. Moderately soluble in organic solvents
  3. Poorly soluble in non-polar solvents

Understanding these solubility properties is crucial for applications involving this compound, particularly in pharmacology and materials science, where solubility can influence bioavailability and reactivity.

Interesting facts

Interesting Facts about (8R,9S,13S,14S,17S)-17-buta-1,3-diynyl-3-methoxy-13-methyl-7,8,9,11,12,14,15,16-octahydro-6H-cyclopenta[a]phenanthren-17-ol

This compound, known for its complex structure and intriguing properties, is a fascinating subject of study in organic chemistry. Here are some insightful details that highlight its significance:

  • Cyclic Structures: The compound features a cyclopenta core, indicative of its unique ring systems which play a crucial role in its reactivity and interactions with biological systems.
  • Functional Groups: The presence of multiple functional groups, including a buta-1,3-diynyl group and a methoxy group, is significant. These groups can potentially engage in various chemical reactions, which are key in synthesizing derivatives with different properties.
  • Stereo-specificity: The stereochemistry of the compound is noteworthy. With multiple chiral centers, such as those at positions 8, 9, 13, 14, and 17, its conformation can significantly influence its biological activity, making it an interesting candidate for pharmacological studies.
  • Biological Relevance: Compounds with similar structures often show interesting biological activities, including potential anti-cancer properties and interactions with hormone receptors. This raises the prospect of exploring this compound for therapeutic applications.
  • Research Applications: Its complex architecture could be useful in the field of medicinal chemistry where the design of new drugs is critical. Understanding how alterations in structure impact function can pave the way for innovative treatments.

In summary, the exploration of (8R,9S,13S,14S,17S)-17-buta-1,3-diynyl-3-methoxy-13-methyl-7,8,9,11,12,14,15,16-octahydro-6H-cyclopenta[a]phenanthren-17-ol not only embodies the intricacies of organic synthesis but also opens doors to a deeper understanding of its biochemical potential. Further studies could lead to exciting discoveries that intertwine chemistry and biology.

Synonyms
ESTRA-1,3,5(10)-TRIEN-17-beta-OL, 17-alpha-BUTADIYNYL-3-METHOXY-
1986-48-7
4929322J9N
17-Butadiynyl-3-methoxy-estra-1,3,5(10)-trien-17beta-ol
BRN 2008716
17-alpha-Butadiynyl-3-methoxyestra-1,3,5(10)-trien-17-beta-ol
17-alpha-Butadiynyl-17-beta-hydroxy-3-methoxy-1,3,5(10)-estratriene
DTXSID90173611
UNII-4929322J9N
Q27896261
17-BUTADIYNYL-3-METHOXY-ESTRA-1,3,5(10)-TRIEN-17.BETA.-OL
ESTRA-1,3,5(10)-TRIEN-17.BETA.-OL, 17-BUTADIYNYL-3-METHOXY-