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Swainsonine

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Identification
Molecular formula
C15H23NO7
CAS number
72741-87-8
IUPAC name
(2R,3R,5R,8R,10R,17S)-11-ethyl-6,16,18-trimethoxy-13-(methoxymethyl)-11-azahexacyclo[7.7.2.12,5.01,10.03,8.013,17]nonadecane-4,5,7,8,14-pentol
State
State

Swainsonine is solid at room temperature.

Melting point (Celsius)
218.00
Melting point (Kelvin)
491.15
Boiling point (Celsius)
298.15
Boiling point (Kelvin)
571.30
General information
Molecular weight
287.34g/mol
Molar mass
287.3360g/mol
Density
1.5600g/cm3
Appearence

Swainsonine typically appears as a white or off-white crystalline solid. It is often provided as a powdered solid for laboratory use.

Comment on solubility

Solubility Profile

The solubility of the compound (2R,3R,5R,8R,10R,17S)-11-ethyl-6,16,18-trimethoxy-13-(methoxymethyl)-11-azahexacyclo[7.7.2.12,5.01,10.03,8.013,17]nonadecane-4,5,7,8,14-pentol is noteworthy given its complex structure and functional groups.


Factors Influencing Solubility

  • Polarity: The presence of multiple methoxy (-OCH3) groups suggests that the compound may have significant polar characteristics, which could enhance its solubility in polar solvents like water.
  • Hydrogen Bonding: The pentol functional groups indicate potential for hydrogen bonding, which can contribute to increased solubility in water and other hydrogen-bonding solvents.
  • Aliphatic Chains: The ethyl group and azahexacyclo component might reduce solubility in non-polar solvents, potentially leading to selective solubility profiles.

That being said, solubility can vary dramatically depending on environmental factors such as temperature and pH. As a result, understanding these variables is crucial when predicting the behavior of the compound in different solvents.


In summary, while the compound shows potential for solubility in polar environments due to its functional groups, its exact solubility characteristics would require empirical testing under controlled conditions to fully elucidate.

Interesting facts

Interesting Facts About (2R,3R,5R,8R,10R,17S)-11-ethyl-6,16,18-trimethoxy-13-(methoxymethyl)-11-azahexacyclo[7.7.2.12,5.01,10.03,8.013,17]nonadecane-4,5,7,8,14-pentol

This complex organic compound, often referred to in scientific literature for its structural intricacies, represents a fascinating area of study in the field of synthetic chemistry and natural product research. It is a member of a broader class of compounds known for their potential biological activity.

Structural Complexity

The compound features multiple chiral centers, making it a prime example of stereochemistry in action:

  • Chirality: The presence of several stereocenters allows for a vast array of stereoisomers, which can exhibit varied biological activities.
  • Functional Groups: The incorporation of methoxy groups introduces both steric hindrance and unique reactivity, which can be harnessed in chemical transformations.

Biological Implications

Research into such compounds has revealed a myriad of potential implications:

  • Pharmaceutical Applications: Many compounds with similar structural features are being investigated for their therapeutic effects, particularly in terms of anti-cancer or anti-inflammatory properties.
  • Naturally Occurring Analogues: Compounds featuring similar frameworks often share common characteristics with natural molecules derived from certain plants, which have been used in traditional medicine.

Research Opportunities

Because of its complexity, this compound serves as an intriguing candidate for various research endeavors:

  • Enhancement of Synthesis: Developing efficient synthetic routes can advance our understanding of chemical reactivity and the design of more potent analogs.
  • Mechanistic Studies: Investigating the mechanism of action and interactions at the molecular level can yield insights applicable to drug design.

As we delve deeper into the realm of such complex organic compounds, it becomes clear that the knowledge gained can significantly impact both academia and industry. The study of this particular compound exemplifies the intricate dance between structure, function, and biological activity in modern chemical research.