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5α-Dihydrotestosterone (DHT)

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Identification
Molecular formula
C19H30O2
CAS number
521-18-6
IUPAC name
(5S,17S)-17-hydroxy-13,17-dimethyl-1,2,4,5,6,7,8,9,10,11,12,14,15,16-tetradecahydrocyclopenta[a]phenanthren-3-one
State
State

At room temperature, 5α-Dihydrotestosterone exists in a solid state.

Melting point (Celsius)
171.00
Melting point (Kelvin)
444.15
Boiling point (Celsius)
392.20
Boiling point (Kelvin)
665.35
General information
Molecular weight
290.45g/mol
Molar mass
290.4470g/mol
Density
1.1708g/cm3
Appearence

5α-Dihydrotestosterone, commonly abbreviated as DHT, is a white crystalline powder. It is typically odorless and has a crystalline appearance under microscopic examination.

Comment on solubility

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

The solubility of the compound (5S,17S)-17-hydroxy-13,17-dimethyl-1,2,4,5,6,7,8,9,10,11,12,14,15,16-tetradecahydrocyclopenta[a]phenanthren-3-one can be influenced by several factors due to its complex structure. Generally, the solubility characteristics can be summarized as follows:

  • Polarity: This compound is relatively non-polar due to its extensive hydrocarbon chain and cyclic structure, which typically leads to low solubility in polar solvents such as water.
  • Organic Solvents: It is expected to dissolve well in non-polar organic solvents like hexane, dichloromethane, and ether due to similar intermolecular interactions.
  • Hydrogen Bonding: The presence of the hydroxy group (–OH) may allow for some degree of solubility in slightly polar solvents, but overall solubility remains limited.
  • Temperature Influence: Increasing the temperature can enhance solubility in organic solvents, making it a critical factor to consider during experimental setups.

In conclusion, while the solubility of this compound in water is likely to be very low, it should exhibit better solubility in various non-polar organic solvents. Thus, when working with this compound, solvent choice is key to optimize its solubility and facilitate further applications.

Interesting facts

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

This compound is a fascinating example of complex steroidal structures found in nature, particularly pertaining to its structural and functional characteristics. It is categorized as a steroid and displays remarkable versatility due to its unique molecular framework.

Structural Highlights

  • Cyclic System: The presence of multiple rings contributes to its stability and functional diversity.
  • Functional Groups: The hydroxy group (-OH) is crucial for its reactivity, influencing how it interacts with biological systems.
  • Stereochemistry: The specific stereochemical configuration (5S, 17S) plays a pivotal role in determining the three-dimensional orientation, which is vital for biological activity.

Biological Relevance

This compound is of interest due to its potential hormonal activity. Compounds that share structural similarities often exhibit:

  • Androgenic properties
  • Potential therapeutic applications, especially in endocrine-related treatments

Applications in Research

In the realm of medicinal chemistry and pharmacology, understanding the properties of such compounds paves the way for:

  • Drug Development: Investigating its influence on specific receptors can lead to innovative treatments for various conditions.
  • Analytical Chemistry: Analyzing its behavior in different environments can shed light on metabolic pathways important for health.

In conclusion, (5S,17S)-17-hydroxy-13,17-dimethyl-1,2,4,5,6,7,8,9,10,11,12,14,15,16-tetradecahydrocyclopenta[a]phenanthren-3-one serves as a stellar representative of complex organic compounds that not only exemplify the beauty of structural diversity but also hold the key to potential advancements in medical science. As the exploration of such compounds continues, we can anticipate significant contributions to our understanding of biochemical mechanisms and therapeutic opportunities.

Synonyms
5A-Estran-3-on-17B-ol, 17A-methyl
MDXRCPMWSFWIEZ-VMHFPAIUSA-N