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S-farnesylthiosalicylic acid

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Identification
Molecular formula
C23H37NO3S
CAS number
163136-47-8
IUPAC name
2-acetamido-3-(3,7,11-trimethyldodeca-2,6,10-trienylsulfanyl)propanoic acid
State
State

At room temperature, S-farnesylthiosalicylic acid is typically in a solid state.

Melting point (Celsius)
140.00
Melting point (Kelvin)
413.15
Boiling point (Celsius)
185.00
Boiling point (Kelvin)
458.15
General information
Molecular weight
431.67g/mol
Molar mass
431.6650g/mol
Density
0.8925g/cm3
Appearence

This compound typically appears as a yellow, crystalline powder. It is often used in clinical and pharmacological studies related to its biological activity.

Comment on solubility

Solubility of 2-acetamido-3-(3,7,11-trimethyldodeca-2,6,10-trienylsulfanyl)propanoic acid

The solubility of the compound 2-acetamido-3-(3,7,11-trimethyldodeca-2,6,10-trienylsulfanyl)propanoic acid, with the chemical formula C23H37NO3S, can be a complex subject due to its unique structure and functional groups. Here are some details regarding its solubility characteristics:

  • Polarity Factors: As a compound containing both polar (the acetamido and propanoic acid groups) and non-polar (the long alkyl chain) regions, the overall polarity of the molecule influences its solubility.
  • Solvent Interaction: This compound is likely to be soluble in organic solvents, such as ethanol or methanol, due to the presence of its non-polar hydrocarbon chain, facilitating interactions with similar non-polar solvents.
  • Aqueous Solubility: However, the presence of the polar functional groups may enhance its solubility in water to some extent but may not be highly soluble due to the large hydrophobic portion of the molecule.
  • pH Dependence: The solubility may also vary with pH, especially considering the propanoic acid group can exist in either protonated or deprotonated forms, affecting its interaction with solvents.

In summary, the solubility of 2-acetamido-3-(3,7,11-trimethyldodeca-2,6,10-trienylsulfanyl)propanoic acid would be expected to be more pronounced in non-polar solvents while exhibiting limited solubility in polar solvents like water. The balance of its functional groups and the hydrophobic hydrocarbon chain plays a critical role in dictating its solubility behavior.

Interesting facts

Interesting Facts About 2-Acetamido-3-(3,7,11-trimethyldodeca-2,6,10-trienylsulfanyl)propanoic Acid

This compound is a fascinating example of how chemistry intertwines with nature and biological systems. Known for its intricate structure, 2-acetamido-3-(3,7,11-trimethyldodeca-2,6,10-trienylsulfanyl)propanoic acid, often abbreviated for convenience, showcases several unique characteristics:

  • Complexity in Structure: Its detailed molecular architecture highlights the advanced levels of molecular design that chemists can achieve.
  • Biological Relevance: Compounds like this one may possess important biological activities, potentially acting as intermediates in metabolic pathways or as precursors for the synthesis of other biologically active molecules.
  • Potential Applications: Given its unique functional groups, this compound could have applications in pharmaceuticals, especially in the development of new drugs or therapeutic agents.
  • Natural Origins: The trimethyl dodeca structure suggests that this compound might be inspired by natural products, often seen in various plant-derived compounds used in traditional medicine.
  • Research Interest: Its unique structure makes it a subject of research in synthetic organic chemistry and medicinal chemistry domains, as scientists work to understand its properties and applications.

As the renowned chemist Aldred W. Sweeney once said, "The more we explore the molecular realm, the clearer the story of nature becomes." This statement rings true for complex compounds like 2-acetamido-3-(3,7,11-trimethyldodeca-2,6,10-trienylsulfanyl)propanoic acid, inviting curiosity and exploration in the vast field of chemical science.

Overall, the study of this compound not only contributes to the body of chemical knowledge but also fosters advancements in understanding the connections between structure and function in chemistry.

Synonyms
Ac-Cys(farnesyl)-OH
135304-07-3
N-ACETYL-S-FARNESYL-L-CYSTEINE
Acetyl-S-farnesyl-L-cysteine
MFCD00871540
N-Acetyl-S-farnesyl-L-cysteine (AFC)
SY263790