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Synthetic Phosphatidylcholine

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Identification
Molecular formula
C46H91NO8P
CAS number
n/a
IUPAC name
(3-hexadecoxy-2-icosa-8,11,14-trienoyloxy-propyl) 2-(trimethylammonio)ethyl phosphate
State
State

It is typically a solid at room temperature.

Melting point (Celsius)
41.00
Melting point (Kelvin)
314.15
Boiling point (Celsius)
265.00
Boiling point (Kelvin)
538.15
General information
Molecular weight
786.15g/mol
Molar mass
786.1540g/mol
Density
1.0250g/cm3
Appearence

The compound is typically a white or off-white powder or waxy solid. It may also appear as a colorless or slightly yellowish liquid, depending on its purity and the ambient temperature. It is often odorless.

Comment on solubility

Solubility of (3-hexadecoxy-2-icosa-8,11,14-trienoyloxy-propyl) 2-(trimethylammonio)ethyl phosphate

The solubility of the compound C46H91NO8P can be influenced by its unique structural components. Understanding its solubility properties is crucial for applications in various fields, especially in biological systems and material science. Here are some key points to consider:

  • Hydrophilicity vs. Hydrophobicity: The presence of the trimethylammonio group indicates a degree of hydrophilicity, potentially allowing the compound to interact favorably with aqueous environments. However, the long hydrocarbon chains (hexadecoxy and icosa) introduce significant hydrophobic character.
  • Influence of pH: The solubility may vary depending on the pH of the environment, affecting the ionization of the ammonium group.
  • Temperature Dependence: Like many amphiphilic compounds, solubility might be affected by temperature; higher temperatures could enhance solubility by providing more energy for interactions.
  • Polar Solvents: While the compound may show some solubility in polar solvents due to the cationic ammonium group, the extensive hydrophobic chains may lead to limited solubility.
  • Applications in Micelle Formation: Given its amphiphilic nature, this compound might be capable of forming micelles in solution, which can encapsulate hydrophobic substances, enhancing their solubility.

In summary, solubility can be described as a complex balance between its polar and non-polar regions, emphasizing the necessity of context when considering its behavior in different environments. Understanding these nuances is essential for predicting performance in applications such as drug delivery systems or surface-active agents.

Interesting facts

Interesting Facts about (3-hexadecoxy-2-icosa-8,11,14-trienoyloxy-propyl) 2-(trimethylammonio)ethyl phosphate

This complex molecule is a fascinating example of a surfactant that exhibits unique properties due to its amphiphilic nature, combining both hydrophilic (water-attracting) and hydrophobic (water-repelling) components. Here are some engaging aspects of this compound:

  • Biological Relevance: This compound plays an important role in biological systems, particularly in cell membrane integrity and functionality. It can act as a precursor to lipid-based formulations used in drug delivery systems.
  • Innovative Applications: As a surfactant, it is utilized in a variety of applications, including cosmetics, pharmaceuticals, and food products. Its ability to stabilize emulsions makes it particularly valuable in formulating creams and ointments.
  • Chemical Structure: The detailed structure of this compound is a testament to the intricacy of organic chemistry. Its long hydrocarbon chains can influence properties such as *fluidity* and *membrane permeability*, making it integral to the study of lipid bilayers.
  • Research Potential: Ongoing research explores its potential as a biomimetic material due to its resemblance to phospholipids found in biological membranes. This can lead to advances in materials science and nanotechnology.
  • Environmental Considerations: Understanding the behavior of such compounds in aquatic environments is crucial to assess their environmental impact, particularly in the context of their bioaccumulation and degradation rates.

In conclusion, (3-hexadecoxy-2-icosa-8,11,14-trienoyloxy-propyl) 2-(trimethylammonio)ethyl phosphate offers a rich field of study, bridging organic chemistry, biochemistry, and material science. Its multifaceted roles in technology and biology make it a compound of significant interest to scientists and researchers alike.

Synonyms
131907-73-8
(3-hexadecoxy-2-icosa-8,11,14-trienoyloxypropyl) 2-(trimethylazaniumyl)ethyl phosphate
155575-01-2
AC1L1BQ3
DTXSID10274316
L-alpha-Phosphatidylcholine, beta-(cis-8,11,14-eicosatrienoyl)-gamma-O-hexadecyl
PD050179
1-O-Hexadecyl-2-O-dihomo- gamma -linolenoyl-sn-glycero-3-phosphorylcholine
1-O-Palmityl-2-(cis-8,11,14-eicosatrienoyl)-sn-glycero-3-phosphocholine