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L-carnitine palmitate

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Identification
Molecular formula
C25H49NO4
CAS number
27612-70-6
IUPAC name
(3S)-3-hexadecanoyloxy-4-(trimethylammonio)butanoate
State
State
solid
Melting point (Celsius)
185.00
Melting point (Kelvin)
458.15
Boiling point (Celsius)
458.70
Boiling point (Kelvin)
731.70
General information
Molecular weight
389.60g/mol
Molar mass
389.6040g/mol
Density
1.0057g/cm3
Appearence

L-carnitine palmitate appears as a white to off-white crystalline powder. It is usually odorless and has a characteristic crystalline texture. It can be hygroscopic, absorbing moisture from the air.

Comment on solubility

Solubility of (3S)-3-hexadecanoyloxy-4-(trimethylammonio)butanoate

(3S)-3-hexadecanoyloxy-4-(trimethylammonio)butanoate is an intriguing compound with specific solubility characteristics that can be attributed to its unique molecular structure.

This compound is likely to exhibit (or not exhibit) solubility based on the following factors:

  • Polarity: The presence of the trimethylammonio group confers a positive charge, which enhances solubility in polar solvents.
  • Hydrophobic chain: The hexadecanoyloxy group introduces a long hydrophobic tail, which often reduces solubility in aqueous environments.
  • Amphiphilic nature: With both hydrophilic and hydrophobic segments, (3S)-3-hexadecanoyloxy-4-(trimethylammonio)butanoate may form micelles or aggregates in solution, facilitating solubility.

It is essential to consider temperature and pH when analyzing the solubility of this compound, as these factors can significantly affect the interactions between solvent and solute. As solubility can vary widely among different solvents:

  • It may demonstrate better solubility in organic solvents due to its hydrophobic character.
  • Conversely, its solubility in water could be limited due to the long hydrophobic alkyl chain.

In summary, the solubility of (3S)-3-hexadecanoyloxy-4-(trimethylammonio)butanoate is a complex interplay of its structural attributes, making it a fascinating subject for further investigation. Its amphiphilic nature points to interesting potential applications in biological or industrial systems where solubility plays a crucial role.

Interesting facts

Interesting Facts about (3S)-3-hexadecanoyloxy-4-(trimethylammonio)butanoate

(3S)-3-hexadecanoyloxy-4-(trimethylammonio)butanoate is a fascinating compound that plays a significant role in various biochemical processes. Here are some intriguing insights about this compound:

  • Biological Significance: This compound is a derivative of a fatty acid and is known to be involved in cell membrane dynamics, making it crucial for cellular integrity and function.
  • Amphiphilic Nature: Due to its amphiphilic characteristics, it can interact with both hydrophilic and hydrophobic environments, allowing it to serve as an effective surfactant or emulsifier.
  • Physiological Roles: Compounds like this one can be integral in the development of drug delivery systems, enhancing the solubility and bioavailability of lipophilic drugs.
  • Trimethylammonium Group: The presence of the trimethylammonio moiety imparts a positive charge, which can significantly impact the interaction of this molecule with biological membranes.
  • Research Applications: Scientists are exploring the use of this compound in liposomal formulations, as it has the potential to improve the stability and efficacy of therapeutic agents.

As chemistry students and scientists, understanding such compounds helps us delve into the intricate mechanisms of life at the molecular level. Their unique properties can lead to groundbreaking applications in pharmacology, biochemistry, and nanotechnology.

Synonyms
(+)-Palmitoylcarnitine
2364-66-1
(S)-palmitoylcarnitine
(3S)-3-hexadecanoyloxy-4-(trimethylazaniumyl)butanoate
D-Palmitylcarnitine
Palmitoyl d-carnitine
CHEMBL2216787
1-Propanaminium, 3-carboxy-N,N,N-trimethyl-2-[(1-oxohexadecyl)oxy]-, inner salt, (2S)-
(3S)-3-palmitoyloxy-4-(trimethylammonio)butanoate
(3S)-3-hexadecanoyloxy-4-(trimethylammonio)butanoate
(+)-Palmitylcarnitine
Palmitoyl-L-carnitine-d9 (chloride)
PALMITOYLCARNITINE
Palmitoyl-D(+)-carnitin [German]
Palmitoyl-D(+)-carnitin
Ammonium, (3-carboxy-2-hydroxypropyl)trimethyl-, hydroxide, inner salt, palmitate, D-
(+)-(S)-Palmitoylcarnitine
SCHEMBL187668
DTXSID601126847
BDBM50403025
LMFA07070079
(S)-3-(Palmitoyloxy)-4-(trimethylammonio)butanoate