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Strigolactone

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Identification
Molecular formula
C19H26NO5
CAS number
347841-57-8
IUPAC name
[(1S,8S)-2,3,5,6,7,8-hexahydro-1H-pyrrolizin-1-yl]methyl (2R)-2-hydroxy-2-(1-hydroxyethyl)-3-methyl-butanoate
State
State

At room temperature, strigolactones are typically solid. They are used in trace amounts particularly in biological studies, being important as signaling molecules. Due to their nature, they are usually handled in specific forms suitable for laboratory experiments.

Melting point (Celsius)
105.00
Melting point (Kelvin)
378.15
Boiling point (Celsius)
384.00
Boiling point (Kelvin)
657.15
General information
Molecular weight
346.42g/mol
Molar mass
346.4210g/mol
Density
1.2000g/cm3
Appearence

Strigolactones are a group of compounds typically found as colorless or slightly yellow solids. They are organic compounds and can appear as crystalline substances under certain purification processes. The appearance can vary depending on specific derivative being considered, but they generally do not have a distinctive appearance like vivid colors.

Comment on solubility

Solubility of [(1S,8S)-2,3,5,6,7,8-hexahydro-1H-pyrrolizin-1-yl]methyl (2R)-2-hydroxy-2-(1-hydroxyethyl)-3-methyl-butanoate

The solubility characteristics of this compound can be both intriguing and complex due to its structural nuances. Here are some key points to consider:

  • Polarity: The presence of hydroxyl groups in the molecule contributes to its potential for hydrogen bonding, which may enhance solubility in polar solvents.
  • Solvent Interaction: Given the combination of hydrophobic and hydrophilic segments, this compound may exhibit variable solubility in different solvents, particularly:
    • High solubility in water and other polar solvents
    • Lower solubility in non-polar organic solvents
  • Concentration Effects: As with many compounds, solubility can be affected by concentration. It may be fully soluble at certain concentrations, but precipitate at higher concentrations.

In summary, the solubility of [(1S,8S)-2,3,5,6,7,8-hexahydro-1H-pyrrolizin-1-yl]methyl (2R)-2-hydroxy-2-(1-hydroxyethyl)-3-methyl-butanoate likely varies based on the solvent employed and the concentration of the compound. It is crucial to carry out specific solubility tests to determine its behavior in practical scenarios.

Interesting facts

Interesting Facts about [(1S,8S)-2,3,5,6,7,8-hexahydro-1H-pyrrolizin-1-yl]methyl (2R)-2-hydroxy-2-(1-hydroxyethyl)-3-methyl-butanoate

This fascinating compound features a unique structure combining a pyrrolizidine moiety with a butanoate functional group, making it a compound of interest in various scientific fields, particularly in medicinal chemistry. Here are some key points to consider:

  • Structural Complexity: The presence of multiple chiral centers in the compound is noteworthy. Such stereochemistry can have significant implications for the *biological activity* of the compound, potentially influencing its behaviour when interacting with biological systems.
  • Potential Applications: Compounds with similar structures have been researched for their potential use in drug development, including applications in treating various conditions due to their biological activity. The hydroxyethyl substituent contributes to increased solubility and reactivity, which can enhance the compound's effectiveness as a therapeutic agent.
  • Natural Analogues: Some of the derivatives or analogues of this compound can be found in nature. Researchers often draw inspiration from the complex structures found in natural products to synthesize similar compounds that may exhibit therapeutic properties.
  • Mechanistic Insights: Understanding how this compound interacts at the molecular level can provide insights into its mechanism of action. Investigating the binding affinity to certain receptors can unveil its role and efficacy in pharmacological applications.

As a student or a researcher in the field of chemistry, delving into the properties and functionalities of such compounds offers an exciting opportunity to bridge the gap between *structure and function*. The ongoing exploration of compounds like this one continues to fuel advancements in medicinal chemistry, making it a compelling subject for further study.

Synonyms
Trachelanthamin
Butanoic acid, 2,3-dihydroxy-2-(1-methylethyl)-, (hexahydro-1H-pyrrolizin-1-yl)methyl ester, (1R-(1-alpha(2S*,3R*),7a-alpha))-
14140-18-2
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Trachelanthamine