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Dehydroepiandrosterone (DHEA)

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

At room temperature, dehydroepiandrosterone is typically a solid.

Melting point (Celsius)
148.00
Melting point (Kelvin)
421.15
Boiling point (Celsius)
462.00
Boiling point (Kelvin)
735.15
General information
Molecular weight
288.42g/mol
Molar mass
288.4240g/mol
Density
1.0800g/cm3
Appearence

Dehydroepiandrosterone is a white, crystalline powder. It is often seen as a fine powdery substance and is odorless.

Comment on solubility

Solubility of (2S,3S,5S,8R,9S,10S,13S,14S)-3-hydroxy-10,13-dimethyl-2-morpholino-1,2,3,4,5,6,7,8,9,11,12,14,15,16-tetradecahydrocyclopenta[a]phenanthren-17-one (C19H28O2)

The solubility of (2S,3S,5S,8R,9S,10S,13S,14S)-3-hydroxy-10,13-dimethyl-2-morpholino-1,2,3,4,5,6,7,8,9,11,12,14,15,16-tetradecahydrocyclopenta[a]phenanthren-17-one exhibits distinct characteristics due to its unique molecular structure. This compound is a complex organic molecule that can present a range of solubility behaviors depending on the solvent used. Below are some key points regarding its solubility:

  • Polar Solvents: The presence of the hydroxyl (-OH) group enhances solubility in polar solvents such as water and alcohols. It is likely to engage in hydrogen bonding with the solvent molecules.
  • Non-Polar Solvents: On the contrary, the large hydrophobic hydrocarbon portions of the molecule may result in lower solubility in non-polar solvents like hexane or benzene.
  • Temperature Effects: An increase in temperature generally improves the solubility of solid compounds. Thus, elevated temperatures might facilitate dissolution.
  • pH Dependency: The solubility may be influenced by the pH of the solution, particularly due to the presence of functional groups that can undergo protonation or deprotonation.

In conclusion, while (C19H28O2) displays potential solubility in a variety of solvents, the exact solubility will vary significantly based on the specific environmental conditions, solvent type, and concentration.

Interesting facts

Exploring (2S,3S,5S,8R,9S,10S,13S,14S)-3-hydroxy-10,13-dimethyl-2-morpholino-1,2,3,4,5,6,7,8,9,11,12,14,15,16-tetradecahydrocyclopenta[a]phenanthren-17-one

This intricate compound, known for its multifaceted structure, is a member of the morpholino family. Morpholino derivatives are of great interest in pharmaceutical chemistry due to their potential applications. Here are some captivating points regarding this compound:

  • Synthesis Complexity: The synthesis of such complex organic compounds often involves multiple steps and careful control of reaction conditions to ensure stereoselectivity and yield, making it a fascinating challenge for chemists.
  • Biological Activity: Structures similar to this compound are generally investigated for their biological properties, such as antibacterial, antifungal, or anticancer activities. Studies suggest that modifications in the structure can significantly affect these activities.
  • Stereochemistry Importance: The detailed stereochemical configuration is crucial. Each S and R in the nomenclature signifies different spatial arrangements of atoms, influencing how the compound interacts with biological targets.
  • Medical Relevance: With potential implications in drug design, the versatile framework allows medicinal chemists to explore variations and optimize efficacy and safety in therapeutic settings.
  • Interdisciplinary Applications: Beyond pharmacology, compounds like this one are of interest in materials science and nanotechnology, where their forms and functions may be harnessed for novel applications.

In summary, the study of (2S,3S,5S,8R,9S,10S,13S,14S)-3-hydroxy-10,13-dimethyl-2-morpholino-1,2,3,4,5,6,7,8,9,11,12,14,15,16-tetradecahydrocyclopenta[a]phenanthren-17-one embodies the beauty of complexity in chemical science. As researchers delve into its properties and applications, it serves as a reminder of the potential that lies within intricate molecular scaffolds.

Synonyms
52-72-2
BRN 1597989
3-alpha-Hydroxy-2-beta-morpholino-5-alpha-androstan-17-one
DTXSID50966324
5-alpha-ANDROSTAN-17-ONE, 3-alpha-HYDROXY-2-beta-MORPHOLINO-
Androstan-17-one, 3-hydroxy-2-(4-morpholinyl)-, (2-beta,3-alpha,5-alpha)-
3-Hydroxy-2-(morpholin-4-yl)androstan-17-one