Skip to main content

Phosphatidylcholine

ADVERTISEMENT
Identification
Molecular formula
C26H54NO8P
CAS number
97281-47-5
IUPAC name
[2-methoxy-3-(octadecanoylamino)propyl] 2-(trimethylammonio)ethyl phosphate
State
State

Phosphatidylcholine is typically found in a solid state as a powder at room temperature, though it can also be semi-liquid, depending on purity and moisture content.

Melting point (Celsius)
-20.00
Melting point (Kelvin)
253.15
Boiling point (Celsius)
0.00
Boiling point (Kelvin)
0.00
General information
Molecular weight
760.08g/mol
Molar mass
760.0830g/mol
Density
1.0300g/cm3
Appearence

Phosphatidylcholine appears as a white to off-white powder or a yellowish powder or liquid, depending on its level of hydration and purity. It is a component of lecithin and can also appear as a pale yellow phospholipid substance usually obtained from soybeans or egg yolks.

Comment on solubility

Solubility of [2-methoxy-3-(octadecanoylamino)propyl] 2-(trimethylammonio)ethyl phosphate

The solubility of the compound [2-methoxy-3-(octadecanoylamino)propyl] 2-(trimethylammonio)ethyl phosphate (C26H54NO8P) can be quite intriguing due to its unique structure. Understanding the solubility of this compound involves several key factors:

  • Polarity: The presence of polar groups, such as the phosphate and the trimethylammonium, suggests potential solubility in polar solvents, like water.
  • Hydrophobic Regions: The long octadecanoyl chain contributes hydrophobic characteristics, which may hinder solubility in polar solvents, favoring solubility in nonpolar organic solvents instead.
  • pH Influence: Changes in pH can significantly affect solubility, particularly for ionic compounds. In acidic or basic conditions, the solubility profile may vary dramatically.
  • Concentration: Higher concentrations can lead to precipitation and thus affect perceived solubility limits.

In essence, the solubility of this compound can be summarized as:

  1. Increased solubility in aqueous environments due to ionic interactions.
  2. Limited solubility in pure organic solvents due to hydrophobic interactions.
  3. Overall behavior can vary based on temperature and concentration.

As a conclusion, while this compound exhibits characteristics that point towards possible solubility in water, its long hydrocarbon tail may significantly limit this solubility. Moreover, the interaction between the polar and apolar segments creates a complex balance that influences how this compound behaves in different environments.

Interesting facts

Interesting Facts about [2-methoxy-3-(octadecanoylamino)propyl] 2-(trimethylammonio)ethyl phosphate

[2-methoxy-3-(octadecanoylamino)propyl] 2-(trimethylammonio)ethyl phosphate is a fascinating compound that belongs to the class of phospholipids, which play crucial roles in biological membranes.

  • Biological Relevance: This compound is interesting because its structure includes both fatty acid components and phosphonium, making it essential in cell membrane interactions and stability.
  • Surface Activity: The amphiphilic nature of this molecule, due to its hydrophilic phosphate group and hydrophobic octadecanoyl tail, makes it very useful in formulations such as emulsifiers and surfactants.
  • Drug Delivery: Compounds like these are often evaluated for their potential as drug delivery systems. Their ability to encapsulate drugs makes them promising candidates in pharmaceutical applications.
  • Biomimetic Structures: The design of this compound mimics natural phospholipids, which can be a gateway to developing biomimetic materials and targeted therapies.

In studies, it has been highlighted that the integration of such compounds in therapeutic formulations could significantly enhance bioavailability and targeting efficiency in drug delivery mechanisms.
Understandably, the exploration of [2-methoxy-3-(octadecanoylamino)propyl] 2-(trimethylammonio)ethyl phosphate is a stepping stone towards innovative advancements in medical and scientific realms.

Synonyms
88876-07-7
163702-19-0
rac-3-Octadecanamido-2-methoxypropyl phosphocholine
rac-3-Octadecanamido-2-Methoxypropan-1-ol Phosphocholine
CP-50
NSC624872
3,5-Dioxa-9-aza-4-phosphaheptacosan-1-aminium,4-hydroxy-7-methoxy-N,N,N-trimethyl-10-oxo-, inner salt, 4-oxide
[2-methoxy-3-(octadecanoylamino)propyl] 2-(trimethylazaniumyl)ethyl phosphate
3,5-Dioxa-9-aza-4-phosphaheptacosan-1-aminium, 4-hydroxy-7-methoxy-N,N,N-trimethyl-10-oxo-, inner salt, 4-oxide, (1)-
RAC-2-METHOXY-3-OCTADECANAMIDO-1-PROPYL PHOSPHOCHOLINE
2-Methoxy-3-stearamidopropyl (2-(trimethylammonio)ethyl) phosphate
NSC 624872
CHEMBL31303
SCHEMBL7450233
DTXSID301008543
NSC-624872
rac-2-Methoxy-3-octadecanamido-1-propylphosphocholine, >96% (TLC)
2-[hydroxy-[2-methoxy-3-(octadecanoylamino)propoxy]phosphoryl]oxyethyl-trimethyl-ammonium
3-[(1-Hydroxyoctadecylidene)amino]-2-methoxypropyl 2-(trimethylazaniumyl)ethyl phosphate