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Rapamycin

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Identification
Molecular formula
C51H79NO13
CAS number
53123-88-9
IUPAC name
4-[[15-[carboxy(hydroxy)methyl]-24,28,30-trihydroxy-18-[2-hydroxy-1-[[3,7,11-trihydroxy-12-[(7-hydroxy-4,4,6,8-tetramethyl-5-oxo-non-2-enoyl)amino]-2,6,8,10,14-pentamethyl-pentadec-8-enoyl]amino]propyl]-19,23,25,27,29,34-hexamethyl-13,16-dioxo-17,36-dioxa-14-azabicyclo[30.3.1]hexatriaconta-3,5,9,11,22,26-hexaen-20-yl]oxy]-2-hydroxy-4-oxo-butanoic acid
State
State

At room temperature, rapamycin is a solid. It is typically used in chemical research and pharmaceutical applications.

Melting point (Celsius)
183.50
Melting point (Kelvin)
456.65
Boiling point (Celsius)
275.00
Boiling point (Kelvin)
548.15
General information
Molecular weight
914.17g/mol
Molar mass
914.1720g/mol
Density
1.0800g/cm3
Appearence

Rapamycin is an off-white to cream-colored solid substance.

Comment on solubility

Solubility of 4-[[15-[carboxy(hydroxy)methyl]-24,28,30-trihydroxy-18-[2-hydroxy-1-[[3,7,11-trihydroxy-12-[(7-hydroxy-4,4,6,8-tetramethyl-5-oxo-non-2-enoyl)amino]-2,6,8,10,14-pentamethyl-pentadec-8-enoyl]amino]propyl]-19,23,25,27,29,34-hexamethyl-13,16-dioxo-17,36-dioxa-14-azabicyclo[30.3.1]hexatriaconta-3,5,9,11,22,26-hexaen-20-yl]oxy]-2-hydroxy-4-oxo-butanoic acid

This complex compound, with a chemical formula of C51H79NO13, portrays intriguing solubility characteristics influenced by its extensive functional groups and structural intricacies. Here are some points to consider regarding its solubility:

  • Polar Groups: The presence of multiple hydroxy (-OH) and carboxy (-COOH) groups enhances the compound's water solubility.
  • Hydrophobic Regions: The long carbon chains and hydrophobic moieties suggest potential solubility challenges in polar solvents.
  • Intermolecular Interactions: Extensive hydrogen bonding capabilities may improve solvation in polar media, but could be limited by hydrophobic interactions.
  • pH Dependency: The solubility may vary significantly with changes in pH, as the carboxylic acid can donate protons and further influence ionic interactions.

In summary, while the solubility of this compound can be considerable due to its polar functional groups, the significant hydrophobic character may create a complex relationship with solvents, requiring careful consideration during experimental applications.
A deeper experimental investigation and analysis are essential to fully grasp its solubility behaviors under various conditions.

Interesting facts

Exploring 4-[[15-[carboxy(hydroxy)methyl]-24,28,30-trihydroxy-18-[2-hydroxy-1-[[3,7,11-trihydroxy-12-[(7-hydroxy-4,4,6,8-tetramethyl-5-oxo-non-2-enoyl)amino]-2,6,8,10,14-pentamethyl-pentadec-8-enoyl]amino]propyl]-19,23,25,27,29,34-hexamethyl-13,16-dioxo-17,36-dioxa-14-azabicyclo[30.3.1]hexatriaconta-3,5,9,11,22,26-hexaen-20-yl]oxy]-2-hydroxy-4-oxo-butanoic acid

This compound is a fascinating example of complex organic chemistry, showcasing the intricacies of molecular structure and function. With its extensive framework of hydroxyl (–OH) groups and multiple functional moieties, it highlights the relationship between structure and biological activity. Here are some interesting aspects of this remarkable compound:

  • Complexity: The molecular structure consists of numerous functional groups, making it a chameleon among organic compounds, easily adaptable for different biochemical environments.
  • Biological Potential: Compounds with similar structures often display significant biological activity, including anti-inflammatory and antimicrobial properties, which can be explored for various therapeutic applications.
  • Chemical Synthesis: The synthesis of such complex molecules usually requires advanced techniques, such as solid-phase synthesis or modular synthesis, emphasizing the innovative methods in modern organic chemistry.
  • Potential Applications: Given its functional diversity, this compound could have applications in drug development, agriculture, and materials science, pointing to its economic and environmental importance.

As a student or scientist, understanding the properties and reactivity of such complex compounds not only broadens your knowledge but also enhances your appreciation for the intricate world of chemistry. It reminds us that beneath the surface of structure lies a wealth of potential waiting to be discovered and harnessed.