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Sphingosylphosphorylcholine

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Identification
Molecular formula
C26H56NO6P
CAS number
16786-71-7
IUPAC name
[3-hydroxy-2-(octadecanoylamino)octadec-4-enyl] 2-(trimethylammonio)ethyl phosphate
State
State

At room temperature, sphingosylphosphorylcholine is generally a solid. It can be a part of lipid membranes and has surfactant properties, which means it can interact with water and oil molecules.

Melting point (Celsius)
73.00
Melting point (Kelvin)
346.15
Boiling point (Celsius)
612.00
Boiling point (Kelvin)
885.15
General information
Molecular weight
520.86g/mol
Molar mass
520.8630g/mol
Density
1.0550g/cm3
Appearence

Sphingosylphosphorylcholine typically appears as a waxy or crystalline solid that can range in color from white to slightly off-white. It can be somewhat hygroscopic (absorbing moisture from the air) and may have a slight odor depending on purity and handling conditions.

Comment on solubility

Solubility of [3-hydroxy-2-(octadecanoylamino)octadec-4-enyl] 2-(trimethylammonio)ethyl phosphate

The solubility of the compound [3-hydroxy-2-(octadecanoylamino)octadec-4-enyl] 2-(trimethylammonio)ethyl phosphate (C26H56NO6P) is quite intriguing due to its unique chemical structure. This compound, featuring both hydrophobic and hydrophilic components, exhibits a complex solubility profile influenced by several factors.

Factors Influencing Solubility

  • Hydrophobic Tail: The long octadecanoyl group contributes significant hydrophobic character, likely reducing solubility in polar solvents like water.
  • Hydrophilic Head Group: The presence of the trimethylammonioethyl phosphate moiety increases the compound's interaction with polar solvents, enhancing solubility to some extent.
  • Temperature: Like many amphiphilic compounds, temperature changes can affect solubility. Increased temperature typically boosts solubility in organic solvents.

This dual nature typically means that the compound is more soluble in organic solvents such as chloroform or methanol compared to water. It may demonstrate partial solubility in certain mixed solvent systems, especially those containing both polar and non-polar components.

General Observations

Overall, solubility can be summarized as:

  1. Limited solubility in aqueous solutions.
  2. Higher solubility in organic solvents.
  3. Potential for emulsification, given its amphiphilic characteristics.

In conclusion, when working with this compound, considering its solubility profile is essential for applications in various fields, including pharmaceuticals and materials science.

Interesting facts

Interesting Facts about [3-hydroxy-2-(octadecanoylamino)octadec-4-enyl] 2-(trimethylammonio)ethyl phosphate

This compound belongs to a unique class of phospholipids which plays a crucial role in biological systems. Here are some noteworthy points to consider:

  • Biological Relevance: Phospholipids, including this compound, are fundamental building blocks of cell membranes. They contribute to the fluidity and functionality of membranes, essential for cell integrity.
  • Amphiphilic Nature: The compound's structure embodies both hydrophilic (water-attracting) and hydrophobic (water-repelling) properties, a characteristic that is vital for forming lipid bilayers.
  • Role in Signaling: The phosphate group in phospholipids is involved in signaling pathways within cells, assisting in various cellular processes such as growth and inflammation.
  • Potential Applications: Compounds like this have potential uses in drug delivery systems due to their ability to encapsulate drugs and facilitate their transport across cellular membranes.
  • Natural Occurrence: Similar phospholipids can be found in natural sources, particularly in the membranes of animal and plant cells.

As a scientist, one might say:

"Understanding the interplay of lipids in cellular processes unveils the intricacy of life at the molecular level."

In summary, the study of [3-hydroxy-2-(octadecanoylamino)octadec-4-enyl] 2-(trimethylammonio)ethyl phosphate is not only fascinating from a chemical perspective but also crucial for advancing our knowledge in biochemistry and medicinal chemistry.