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Lipid A

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Identification
Molecular formula
C43H82O15S
CAS number
1211010-07-3
IUPAC name
[6-(2-hexadecanoyloxy-3-octadec-15-enoyloxy-propoxy)-3,4,5-trihydroxy-tetrahydropyran-2-yl]methanesulfonic acid
State
State

Lipid A is a crystalline solid at room temperature.

Melting point (Celsius)
168.00
Melting point (Kelvin)
441.15
Boiling point (Celsius)
400.00
Boiling point (Kelvin)
673.15
General information
Molecular weight
699.94g/mol
Molar mass
699.9400g/mol
Density
1.0700g/cm3
Appearence

Lipid A typically appears as a white, crystalline powder.

Comment on solubility

Solubility of [6-(2-hexadecanoyloxy-3-octadec-15-enoyloxy-propoxy)-3,4,5-trihydroxy-tetrahydropyran-2-yl]methanesulfonic acid

The solubility of this complex compound, C43H82O15S, is influenced by several key factors due to its structural features. As a methanesulfonic acid, it possesses a polar sulfonic acid functional group which generally improves water solubility. However, the presence of multiple long hydrocarbon chains can significantly affect this characteristic.

In general, solubility behavior can be summarized as follows:

  • Hydrophilic Groups: The hydroxyl (-OH) groups contribute positively to solubility in polar solvents such as water.
  • Hydrophobic Chains: The hexadecanoyloxy and octadec-15-enoyloxy moieties can create hydrophobic interactions that may lead to lower solubility in aqueous solutions.
  • pH Dependency: Given its acidic nature, the solubility can vary with pH levels, generally increasing in more basic conditions due to deprotonation.

Thus, the solubility of this compound is expected to be:

  • Moderate in water, due to a balance between hydrophilic and hydrophobic interactions.
  • Improved in organic solvents, particularly those that can accommodate its long hydrocarbon chains.

Overall, while this compound does exhibit some level of solubility due to its functional groups, the extensive hydrophobic regions could limit its dissolution in polar solvents. Understanding the solubility profile can help in assessing its potential applications and behavior in various environments.

Interesting facts

Exploring [6-(2-hexadecanoyloxy-3-octadec-15-enoyloxy-propoxy)-3,4,5-trihydroxy-tetrahydropyran-2-yl]methanesulfonic acid

[6-(2-hexadecanoyloxy-3-octadec-15-enoyloxy-propoxy)-3,4,5-trihydroxy-tetrahydropyran-2-yl]methanesulfonic acid is a fascinating compound with a complex structure that piques the interest of chemists and researchers alike. Here are some noteworthy aspects of this compound:

  • Structural Complexity: The intricate structure of this compound features a tetrahydropyran ring, which is a key building block in many natural products. The presence of multiple hydroxy groups enhances its reactivity and solubility.
  • Functional Groups: The compound includes a variety of functional groups, such as esters and sulfonic acids, making it versatile for various applications in organic synthesis and medicinal chemistry.
  • Potential Applications: Given its complex structure, this compound could potentially serve in the development of novel pharmaceuticals or as a precursor in the synthesis of bioactive molecules.
  • Natural Product Analogues: Compounds with similar structural features are often found in nature, particularly in plant secondary metabolites. These natural analogues can provide insight into the compound's biological properties.
  • Importance of Synthesis: The synthesis of such compounds is critical for understanding their properties and exploring their potential utility in various scientific fields, including drug development and materials science.

As a chemistry student, studying this compound not only enhances your understanding of organic chemistry but also opens avenues for research in medicinal chemistry, biochemistry, and pharmacology. The challenges presented by its synthesis and characterization are equally rewarding, and students may find that hands-on experience with such compounds lays a robust foundation for their future careers in the chemical sciences.