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
Molecular Weight
288.42g/mol
Melting Point
(Celsius)
Boiling Point
(Celsius)
Density
1.0600g/cm3
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.

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