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Ajmalicine

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Identification
Molecular formula
C20H24N2O3
CAS number
483-04-5
IUPAC name
methyl 6,17,18-trimethoxy-1,3,11,12,14,15,16,17,18,19,20,21-dodecahydroyohimban-19-carboxylate
State
State
Solid at room temperature, appears as a white crystalline powder.
Melting point (Celsius)
218.00
Melting point (Kelvin)
491.15
Boiling point (Celsius)
479.40
Boiling point (Kelvin)
752.55
General information
Molecular weight
352.44g/mol
Molar mass
352.4420g/mol
Density
1.1458g/cm3
Appearence

Ajmalicine is typically found in the form of a white crystalline powder. This compound usually exists in crystalline form and can appear slightly off-white depending on the purity. The powder is known for its non-hygroscopic nature, which allows it to remain stable and unaltered over time when stored in appropriate conditions.

Comment on solubility

Solubility of Methyl 6,17,18-trimethoxy-1,3,11,12,14,15,16,17,18,19,20,21-dodecahydroyohimban-19-carboxylate

The solubility of methyl 6,17,18-trimethoxy-1,3,11,12,14,15,16,17,18,19,20,21-dodecahydroyohimban-19-carboxylate in various solvents can be influenced by several structural characteristics:

  • Polarity: The presence of methoxy (-OCH3) groups enhances the compound’s ability to dissolve in polar solvents such as water and alcohols.
  • Functional Groups: The carboxylate group contributes to its solubility in many organic solvents, making the compound more versatile.
  • Hydrophobic Regions: Due to significant hydrophobic dodecahydro structure, the compound may have limited solubility in highly polar solvents, reducing its availability in water.

In general, it can be said that:

  1. The compound is likely to demonstrate moderate solubility in alcohols.
  2. Its solubility in aqueous solutions may be limited but enhanced with the presence of surfactants.
  3. Non-polar solvents may exhibit poor solubility.

Overall, understanding the solubility characteristics of this compound is crucial for its practical applications in pharmaceuticals and organic synthesis.

Interesting facts

Interesting Facts About Methyl 6,17,18-trimethoxy-1,3,11,12,14,15,16,17,18,19,20,21-dodecahydroyohimban-19-carboxylate

Methyl 6,17,18-trimethoxy-1,3,11,12,14,15,16,17,18,19,20,21-dodecahydroyohimban-19-carboxylate is a fascinating compound that showcases the complexity of organic chemistry. This compound is notable for its unique structure and potential applications in various fields.

Key Features

  • Natural Product Derivation: This compound is a derivative of yohimbine, a well-known alkaloid traditionally derived from the bark of the Pausinystalia johimbe tree. Yohimbine is acclaimed for its stimulant and aphrodisiac effects.
  • Structure Diversity: The extensive modification of the yohimbine structure, including multiple methoxy groups, contributes to its chemical diversity and potential biological activity.
  • Research Potential: Due to its structural complexity, methyl 6,17,18-trimethoxy-1,3,11,12,14,15,16,17,18,19,20,21-dodecahydroyohimban-19-carboxylate is of interest in medicinal chemistry. It's being explored for its potential therapeutic effects and biological properties.
  • Synthesis Challenges: The synthesis of such compounds with multiple methoxy groups can be intricate, often requiring advanced synthetic techniques. This presents a great learning opportunity for chemistry students about synthetic pathways and methodologies.

Additional Insights

As research continues, the compound's potential implications in pharmacology could make it a subject of great interest in both academic and applied fields. The ongoing studies aim to unlock its full potential, paving the way for innovative applications in medicine.

With the increasing interest in natural products and their derivatives, compounds like methyl 6,17,18-trimethoxy-1,3,11,12,14,15,16,17,18,19,20,21-dodecahydroyohimban-19-carboxylate remind us of the vast possibilities within chemistry. It's a dynamic reminder of how traditional knowledge can inform modern science, inspiring a blend of tradition with innovation.

Synonyms
Methyl 11,17,18-trimethoxyyohimban-16-carboxylate
NCGC00181102-01
CHEMBL1405298
DTXSID00859590
NS00121377