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Phosphatidylcholine

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Identification
Molecular formula
C42H82NO8P
CAS number
8002-43-5
IUPAC name
2-[2,3-di(hexadecanoyloxy)propoxy-hydroxy-phosphoryl]oxyethyl-trimethyl-ammonium
State
State

Phosphatidylcholine is generally found as a waxy solid at room temperature. However, it is often processed into a liquid or powder form for various applications.

Melting point (Celsius)
-20.00
Melting point (Kelvin)
253.15
Boiling point (Celsius)
300.00
Boiling point (Kelvin)
573.15
General information
Molecular weight
760.08g/mol
Molar mass
760.0760g/mol
Density
1.0270g/cm3
Appearence

Phosphatidylcholine is typically a yellowish or brownish waxy solid. It can sometimes appear as a white powder and is often available in a liquid form, particularly when diluted in solvents.

Comment on solubility

Solubility Insights for 2-[2,3-di(hexadecanoyloxy)propoxy-hydroxy-phosphoryl]oxyethyl-trimethyl-ammonium (C42H82NO8P)

The solubility of 2-[2,3-di(hexadecanoyloxy)propoxy-hydroxy-phosphoryl]oxyethyl-trimethyl-ammonium is influenced by several factors that stem from its unique molecular structure. Understanding its solubility characteristics is vital for applications in various chemical processes. Here are some key points:

  • Hydrophobic and Hydrophilic Components: This compound contains both hydrophobic (hexadecanoyloxy chains) and hydrophilic (trimethylammonium and phosphoryl groups) segments, resulting in varying degrees of solubility depending on the solvent.
  • Solvent Interaction: In polar solvents such as water, the hydrophilic portion may enhance solubility, while in non-polar solvents, the hydrophobic sections dominate, potentially leading to limited solubility.
  • Temperature Influence: Generally, increasing temperature can enhance solubility for many compounds; however, this may vary significantly based on the solute's unique properties.
  • Concentration Effects: The solubility may also be impacted by the concentration of the compound in the solution, and higher concentrations might lead to unique solubility behavior.

As a whole, the solubility of C42H82NO8P can be described as moderate in water and may exhibit better solubility in organic solvents, illustrating the balance between its hydrophobic and hydrophilic characteristics. Understanding these factors can help optimize the use of this compound in various chemical applications.

Interesting facts

Interesting Facts about 2-[2,3-di(hexadecanoyloxy)propoxy-hydroxy-phosphoryl]oxyethyl-trimethyl-ammonium

This compound is a fascinating example of a quaternary ammonium compound, often used in various biochemical applications. Its unique structure allows it to function effectively in both hydrophilic and lipophilic environments, making it an essential material in pharmaceutical formulations and drug delivery systems.

Key Features:

  • Amphiphilic Nature: The presence of long-chain fatty acids and a quaternary ammonium group creates a surfactant-like behavior, allowing this compound to interact with biological membranes effectively.
  • Biological Significance: It plays a role in micelle formation and can aid in the solubilization of hydrophobic drugs, enhancing their bioavailability in medical applications.
  • Surface Activity: Due to its ability to reduce surface tension, this compound finds utility in emulsions and formulations that require stabilization of the interface between oil and water phases.

The compound's synthesis involves intricate chemical reactions that can lead to various derivatives with unique properties, enhancing its scope of application. As a quaternary ammonium compound, it exhibits broad-spectrum antibacterial activity, making it valuable in certain disinfectants and antiseptics.

"Understanding the interplay between structure and function in such complex compounds is crucial for advancing drug delivery systems." This statement reflects the importance of compounds like this one in ongoing research. As scientists explore new modifications of this compound, they anticipate enhanced efficacy and versatility in medical applications, paving the way for innovative therapeutic strategies.

In summary, the study of 2-[2,3-di(hexadecanoyloxy)propoxy-hydroxy-phosphoryl]oxyethyl-trimethyl-ammonium opens doors to a multitude of scientific inquiries, from its synthetic pathways to its diverse functional applications in medicinal chemistry.

Synonyms
DL-Dipalmitoyllecithin
2-[2,3-di(hexadecanoyloxy)propoxy-hydroxyphosphoryl]oxyethyl-trimethylazanium
Dipalmitoyllecithin
DPPC;L-beta,gamma-Dipalmitoyl-alpha-lecithin
DL-Dipalmitoyl-.alpha.-lecithin
.beta.,.gamma.-Dipalmitoyllecithin
Dipalmitoyl-DL-.alpha.-phosphatidylcholine
.alpha.,.beta.-Dipalmitoylphosphatidylcholine
1,2-Dipalmitoyl-.alpha.-phosphatidylcholine
.beta.,.gamma.-Dipalmitoyl-DL-.alpha.-lecithin
DL-.beta.,.gamma.-Dipalmitoyl-.alpha.-lecithin
.beta.,.gamma.-Dipalmitoyl-DL-phosphatidylcholine
.alpha.-Glycerophosphorylcholine, .beta.,.gamma.-palmitoyl-
.beta.,.gamma.-Dipalmitoyl-DL-.alpha.-phosphatidylcholine
DL-.beta.,.gamma.-Dipalmitoyl-.alpha.-phosphatidylcholine
.beta.,.gamma.-Dipalmitoyl-DL-.alpha.-glycerylphosphorylcholine
NCGC00167568-01
SCHEMBL413475
Dipalmitoylglycerophosphorylcholine
1,2-Dipalmitolyl-3-phosphatidylcholine
NS00004612
1,2-Dipalmitoyl-rac-glycero-3-phosphocholine, ~99%
(.+/-.)-.beta.,.gamma.-Dipalmitoyl-.alpha.-lecithin
2,3-bis(hexadecanoyloxy)propoxy(2-(trimethylammonio)ethoxy)phosphinic acid
Choline, hydroxide, dihydrogen phosphate, inner salt, ester with 1,2-dipalmitin