Methyl yohimbate

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Identification

Molecular formula
C22H28N2O3
CAS Number
40077-57-4
IUPAC Name
methyl (1S,18S,19R)-18-hydroxy-1,3,11,12,14,15,16,17,18,19,20,21-dodecahydroyohimban-19-carboxylate
Molecular Weight
356.47g/mol
Melting Point
(Celsius)
Boiling Point
(Celsius)
Density
1.1500g/cm3
Appearance
of fine crystals or powder.
Interesting facts

Interesting Facts about Methyl (1S,18S,19R)-18-Hydroxy-1,3,11,12,14,15,16,17,18,19,20,21-Dodecahydroyohimban-19-Carboxylate

This fascinating compound belongs to the family of yohimban alkaloids, which are primarily derived from the bark of the Pausinystalia yohimbe tree, a plant native to Western Africa. Yohimbine, the most well-known derivative, has garnered attention for its uses in various therapeutic areas. Here are some interesting aspects of this unique compound:

  • Therapeutic Potential: Yohimbine has been studied for its potential in treating erectile dysfunction and for its use as an aphrodisiac. Research continues into the broader implications for anxiety relief and mood enhancement.
  • Mechanism of Action: This compound operates primarily as an α2-adrenergic antagonist, increasing sympathetic outflow, which can enhance blood flow and potentially improve sexual function.
  • Chemical Structure: The compound features a complex multi-ring structure that contributes to its biological activity. Its stereochemistry enhances its pharmacological effects, making specific stereoisomers highly effective.
  • Historical Context: Traditional uses of yohimbe bark include the treatment of fatigue and as a tribal aphrodisiac. The exploration of yohimban compounds dates back to ancient times, showcasing the intersection of botanical knowledge and pharmacology.

As a scientist or chemistry student, exploring the properties of methyl (1S,18S,19R)-18-hydroxy-1,3,11,12,14,15,16,17,18,19,20,21-dodecahydroyohimban-19-carboxylate offers a window into a rich field of study that bridges natural products and pharmacology. Understanding the nuances of such compounds can provide insights into drug development and the quest for complementary therapies in modern medicine. With ongoing research, yohimban alkaloids continue to unveil secrets that may lead to innovative health solutions.

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