Methyl (−)-3-dehydrochelethyrine

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Identification

Molecular formula
C45H56N2O10
CAS Number
114841-57-3
IUPAC Name
methyl (1R,15S,17R,18R,19S,20S)-6,18-dimethoxy-17-(3,4,5-trimethoxybenzoyl)oxy-1,3,11,12,14,15,16,17,18,19,20,21-dodecahydroyohimban-19-carboxylate
Molecular Weight
788.88g/mol
Melting Point
(Celsius)
Boiling Point
(Celsius)
Density
0.0000g/cm3
Appearance
may vary slightly depending on the purity and form of the sample.
Synonyms
reserpine
Interesting facts

Interesting Facts about Methyl (1R,15S,17R,18R,19S,20S)-6,18-dimethoxy-17-(3,4,5-trimethoxybenzoyl)oxy-1,3,11,12,14,15,16,17,18,19,20,21-dodecahydroyohimban-19-carboxylate

This complex compound belongs to a class of substances known for their diverse applications in chemistry and pharmacology. Below are some fascinating aspects that highlight the significance and potential implications of this compound:

  • Structural Complexity: The IUPAC name indicates a highly intricate structure with multiple chiral centers, showcasing the beauty of stereochemistry. The presence of various functional groups, such as methoxy and benzoyloxy, amplifies its structural diversity.
  • Potential Biological Activity: Compounds derived from yohimbine, which can be traced back to the bark of the African yohimbe tree, are known for their pharmacological effects. Research suggests that such compounds may possess properties beneficial for erectile dysfunction and as potential aphrodisiacs.
  • Natural Product Chemistry: This compound's intricate framework and rich natural origins highlight the significance of natural products in medicinal chemistry. It isn’t just an organic molecule; it represents a plethora of bioactive compounds that nature has evolved over millennia.
  • Synthesis Challenges: The synthetic pathways leading to such complex molecules involve numerous steps and can face challenges in terms of selectivity and yield. Chemists often strive for greener, more efficient methodologies to synthesize such compounds effectively.
  • Applications in Drug Design: The medicinal chemistry field often seeks to modify existing compounds to improve efficacy and reduce side effects. Derivatives of yohimbine, including this compound, may serve as templates for designing new pharmaceuticals.

To quote a famous chemist, "Chemistry is like baking a cake; you have to know the ingredients and the process." This compound demonstrates the intricate balance of its components and the potential for innovative applications in both scientific research and drug development.

In summary, studying compounds like methyl (1R,15S,17R,18R,19S,20S)-6,18-dimethoxy-17-(3,4,5-trimethoxybenzoyl)oxy-1,3,11,12,14,15,16,17,18,19,20,21-dodecahydroyohimban-19-carboxylate not only enriches our understanding of chemistry but also paves the way for future advancements in health and medicine.

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