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Senecionine

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Identification
Molecular formula
C18H23NO5
CAS number
130-13-2
IUPAC name
[(1S)-7-(hydroxymethyl)-2,3,5,8-tetrahydro-1H-pyrrolizin-1-yl] 2-methylbut-2-enoate
State
State

At room temperature, senecionine is a solid.

Melting point (Celsius)
186.00
Melting point (Kelvin)
459.15
Boiling point (Celsius)
250.00
Boiling point (Kelvin)
523.15
General information
Molecular weight
337.38g/mol
Molar mass
337.3750g/mol
Density
1.1076g/cm3
Appearence

Senecionine is a pyrrolizidine alkaloid. It typically appears as a white crystalline solid.

Comment on solubility

Solubility Overview

The solubility of the compound [(1S)-7-(hydroxymethyl)-2,3,5,8-tetrahydro-1H-pyrrolizin-1-yl] 2-methylbut-2-enoate can be an intriguing subject of study due to its unique chemical structure and functional groups.

Factors Influencing Solubility

Several factors contribute to the solubility of this compound:

  • Polarity: The presence of the hydroxymethyl group (-CH2OH) increases polarity, often enhancing solubility in polar solvents like water.
  • Hydrogen Bonding: The hydroxymethyl group can engage in hydrogen bonding, which is crucial for solubility in aqueous environments.
  • Hydrophobic Regions: The tetrahydro-pyrrolizin structure may introduce hydrophobic characteristics, potentially limiting solubility in polar solvents but increasing it in organic solvents.

Solvent Compatibility

Based on its structural features, one can expect:

  • Good solubility in: Polar solvents such as ethanol, methanol, and possibly water due to hydrogen bonding.
  • Limited solubility in: Nonpolar solvents such as hexane, driven by the hydrophobic nature of the hydrophobic regions.

General Solubility Insight

In conclusion, the solubility of [(1S)-7-(hydroxymethyl)-2,3,5,8-tetrahydro-1H-pyrrolizin-1-yl] 2-methylbut-2-enoate is likely characterized by a dual nature — exhibiting good solubility in polar solvents while being less soluble in nonpolar environments. This makes it an interesting compound for various applications, including synthesis and formulation where solubility plays a critical role.

Interesting facts

Interesting Facts about [(1S)-7-(hydroxymethyl)-2,3,5,8-tetrahydro-1H-pyrrolizin-1-yl] 2-methylbut-2-enoate

This compound, often referred to in scientific literature for its intriguing structural characteristics, is a result of complex interactions in organic synthesis. As a pyrrolizidine derivative, it carries unique features that make it particularly interesting for chemists and researchers. Here are some key points to consider:

  • Structural Diversity: The presence of both a hydroxymethyl group and a 2-methylbut-2-enoate moiety in its structure showcases how a single compound can exhibit significant diversity in chemistry.
  • Biological Relevance: Pyrrolizidine alkaloids, to which this compound belongs, are known for their varied biological activities, including potential anti-inflammatory and anti-tumor properties.
  • Synthetic Applications: This compound serves as an interesting subject for synthetic organic chemists, as its structural attributes can lead to the development of new pathways in drug design.
  • Chirality: The (1S) in the name highlights the chiral nature of this compound, which can result in different optical isomers that may have distinct biological activities.

In conclusion, [(1S)-7-(hydroxymethyl)-2,3,5,8-tetrahydro-1H-pyrrolizin-1-yl] 2-methylbut-2-enoate is not just a mere chemical formula. It represents a gateway to exploring intricate biological mechanisms and innovative synthetic methods. "Every structure has a story to tell," and in the case of this compound, the tale is both complex and promising for future research.