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Hexadecylphosphocholine

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Identification
Molecular formula
C21H46NO4P
CAS number
58063-47-5
IUPAC name
(2-acetoxy-3-hexadecoxy-propyl) 2-(trimethylammonio)ethyl phosphate
State
State

Hexadecylphosphocholine is typically a solid at room temperature. It is often utilized in studies involving cell membranes and has applications in biological and biochemical research.

Melting point (Celsius)
42.00
Melting point (Kelvin)
315.15
Boiling point (Celsius)
450.00
Boiling point (Kelvin)
723.15
General information
Molecular weight
510.77g/mol
Molar mass
510.7690g/mol
Density
1.0308g/cm3
Appearence

Hexadecylphosphocholine appears as a white crystalline solid. It is noteworthy for its amphiphilic nature, as it contains both hydrophilic and hydrophobic regions, making it suitable for use as a detergent or surfactant in various applications.

Comment on solubility

Solubility of (2-acetoxy-3-hexadecoxy-propyl) 2-(trimethylammonio)ethyl phosphate

The solubility of the compound (2-acetoxy-3-hexadecoxy-propyl) 2-(trimethylammonio)ethyl phosphate, with the chemical formula C21H46NO4P, is an intriguing subject due to its unique molecular structure. This compound exhibits some noteworthy properties when it comes to solubility:

  • Polar and Non-Polar Characteristics: The presence of both hydrophobic (hexadecoxy) and hydrophilic (trimethylammonio and acetate) groups in its structure indicates that this compound may have a mixed solubility behavior.
  • Solvent Dependence: It is likely to be soluble in polar solvents such as water and alcohol due to the polar functional groups, while it may also dissolve in non-polar solvents owing to its long hydrophobic tail.
  • Self-Assembly Potential: The amphiphilic nature of the compound suggests that it may form micelles or vesicles in solution, which can enhance its solubility in certain conditions.

In general, the solubility of this compound can be influenced by various factors, including:

  1. Temperature: Higher temperatures can facilitate solubility in many cases.
  2. Concentration of ions: The presence of electrolytes can alter solubility through various mechanisms such as dielectric properties.
  3. pH Level: Adjustments in pH may impact the ionization state of the ammonium group, further affecting solubility.

Overall, understanding the solubility characteristics of (2-acetoxy-3-hexadecoxy-propyl) 2-(trimethylammonio)ethyl phosphate is essential for applications in pharmaceuticals and biochemistry, as it can significantly influence the compound's behavior in biological systems.

Interesting facts

Interesting Facts About (2-acetoxy-3-hexadecoxy-propyl) 2-(trimethylammonio)ethyl phosphate

(2-acetoxy-3-hexadecoxy-propyl) 2-(trimethylammonio)ethyl phosphate is a fascinating compound that showcases the intricate relationship between organic chemistry and biophysical properties. This compound belongs to the category of phospholipids, which are essential for cellular structure and function.

Key Features

  • Phospholipid Functionality: As a phospholipid, this compound plays a critical role in the formation of cell membranes, providing both structural integrity and fluidity.
  • Biological Relevance: Its trimethylammonio group gives this compound cationic properties, which can be particularly effective in biological contexts, such as drug delivery systems and membrane interactions.
  • Emulsifying Agent: The presence of acetoxy and hexadecoxy moieties contributes to the compound's effectiveness as an emulsifier, allowing it to stabilize mixtures of oil and water.

Additionally, this compound exemplifies the complexity of molecular design, as researchers can modify various components to alter its properties and behavior. As Dr. William K. Chin aptly stated, "The study of phospholipids reveals the beauty of balance between structure, function, and interaction." This encapsulates how such compounds are not just mere molecules but pivotal players in the orchestra of life.

Applications in Research and Industry

  • Drug Delivery Systems: Its ability to interact with cellular membranes makes it a potential candidate for targeted drug delivery.
  • Biosensors: The amphiphilic nature allows for the development of sensitive biosensors that can detect biomolecules.
  • Cosmetic Formulations: Its emulsifying properties find applications in creating stable and effective cosmetic products.

In summary, (2-acetoxy-3-hexadecoxy-propyl) 2-(trimethylammonio)ethyl phosphate is not just a chemical compound but a valuable tool in advancing our understanding of cellular mechanisms and interactions. The diverse applications and ongoing research in this field continue to unlock the mysteries and potentials of phospholipids.

Synonyms
Enantio-PAF C-16
117985-57-6
enantio PAF C-16
ENANTIO-PAF (C16)
1-O-HEXADECYL-2-ACETYL-RAC-GLYCERO-3-PHOSPHOCHOLINE
(2-acetyloxy-3-hexadecoxypropyl) 2-(trimethylazaniumyl)ethyl phosphate
Enantio-PAF (C)
3-O-Hexadecyl-2-O-acetyl-sn-glycero-1-phosphocholine
enantio platelet-activating factor C-16
CHEMBL17935
GTPL1834
SCHEMBL2734461
DTXSID90922585
CHEBI:184170
2-(acetyloxy)-3-(hexadecyloxy)propyl 2-(trimethylammonio)ethyl phosphate
FH111139
PC O-16:0_2:0
L000911
1-o-Hexadecyl-2-acetyl-rac-glycero-3-phosphochline
1-O-Palmityl-2-acetyl-rac-glycero-3-phosphocholine
Q27077181
beta -Acetyl- gamma -O-alkyl-L- alpha -phosphatidylcholine
(2-acetyloxy-3-hexadecoxypropyl) 2-trimethylazaniumylethyl phosphate
2-acetoxy-3-(hexadecyloxy)propyl 2-(trimethylammonio)ethyl phosphate
2-(Acetyloxy)-3-(hexadecyloxy)propyl 2-(trimethylazaniumyl)ethyl phosphate