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Dehydroepiandrosterone

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Identification
Molecular formula
C19H28O2
CAS number
53-43-0
IUPAC name
(5R,17S)-17-amino-10,13-dimethyl-2,3,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-11-ol
State
State

Solid at room temperature.

Melting point (Celsius)
149.00
Melting point (Kelvin)
422.15
Boiling point (Celsius)
400.00
Boiling point (Kelvin)
673.15
General information
Molecular weight
288.42g/mol
Molar mass
288.4240g/mol
Density
1.0600g/cm3
Appearence

This compound typically appears as a white to off-white crystalline powder.

Comment on solubility

Solubility of (5R,17S)-17-amino-10,13-dimethyl-2,3,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-11-ol

The solubility of complex organic compounds like (5R,17S)-17-amino-10,13-dimethyl-2,3,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-11-ol can significantly depend on various factors, including their chemical structure and functional groups. In general, this compound likely exhibits:

  • Limited solubility in water: Due to its large hydrocarbon framework and presence of hydrophobic regions, the ability to form favorable interactions with water molecules is reduced.
  • Better solubility in organic solvents: Compounds of this nature often dissolve well in non-polar to moderately polar solvents such as ethanol, chloroform, or dimethyl sulfoxide (DMSO).
  • Influence of functional groups: The presence of the amino group can enhance solubility in polar solvents to some extent, but the overall hydrophobic character remains dominant.

The solubility profile of such compounds can be summarized as follows:

  1. Inspect and consider solvent compatibility.
  2. Evoke the influence of temperature on solubility—higher temperatures may improve solubility rates.
  3. Analyze the geometric configuration, as stereochemistry can affect interactions within solution.

As always, experimental solubility testing is crucial to determine more precise values and behavior in various conditions. Understanding these factors provides insight into the compound's potential applications in fields such as pharmaceuticals and organic chemistry.

Interesting facts

Interesting Facts about (5R,17S)-17-amino-10,13-dimethyl-2,3,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-11-ol

This intriguing compound, a member of the cyclopentaphenanthrene family, showcases a remarkable combination of structural complexity and biological significance. Here are some engaging facts about this compound:

  • Unique Structural Features: The compound consists of a robust tetradecahydro framework, highlighting its saturated nature, which often leads to increased stability and diverse reactivity patterns.
  • Biological Relevance: Compounds with similar structures are often investigated for potential therapeutic applications, especially in the fields of oncology and endocrinology, as they interact with various hormonal pathways.
  • Amino Group Influence: The presence of the amino group enhances the compound's potential to engage in biological activities, as amino groups are known to participate in hydrogen bonding and molecular recognition.
  • Stereochemistry Matters: The (5R,17S) configuration indicates a specific 3D arrangement of atoms, which can significantly influence the compound's activity, selectivity, and pharmaceutical properties.
  • Potential Syntheses: This compound can be synthesized through various organic reactions, making it a target for creative synthetic chemists aiming to explore novel pathways in organic chemistry.

In discussing this compound, one cannot overlook the **influence of stereochemistry** on its function. As stated by many chemists, “The shape of a molecule determines its interactions; even the slightest change can lead to substantial differences in activity.” This compound exemplifies that principle beautifully.

In conclusion, (5R,17S)-17-amino-10,13-dimethyl-2,3,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-11-ol offers a captivating glimpse into the interplay between chemical structure and biological utility, making it a worthy subject for further study in the realms of chemistry and pharmacology.