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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-9-methoxy-4,4,6,8,8-pentamethyl-5,9-dioxo-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 typically found in a solid state. It is stable under normal temperatures and pressures unless otherwise treated with specific solvents.

Melting point (Celsius)
183.00
Melting point (Kelvin)
456.15
Boiling point (Celsius)
268.50
Boiling point (Kelvin)
541.60
General information
Molecular weight
914.17g/mol
Molar mass
914.1720g/mol
Density
1.0665g/cm3
Appearence

Rapamycin appears as a solid substance with a crystalline form. The color can range from a white to an off-white powder, and it is known to have a characteristic odor.

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-9-methoxy-4,4,6,8,8-pentamethyl-5,9-dioxo-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

The solubility of this complex compound, C51H79NO13, can generally be assessed based on its molecular structure and functional groups present. Here are some important considerations regarding its solubility:

  • Hydrophilicity: The presence of multiple hydroxyl (-OH) and carboxylic acid (-COOH) groups suggests that the compound may exhibit good solubility in polar solvents, such as water.
  • Hydrophobic regions: The extensive hydrophobic sections due to the pentamethyl and hexamethyl chains might limit solubility in aqueous environments. Consequently, the solubility may decrease as the size and complexity of these chains increase.
  • Interactions: Solubility could be enhanced through hydrogen bonding between polar functional groups and solvent molecules, while nonpolar interactions might favor solubility in organic solvents.

In conclusion, while the hydrophilic character of this compound suggests potential solubility in water, the significant hydrophobic regions may also lead to variable solubility profiles depending on the solvent used. As with many large organic molecules, the interplay between these two sides determines the overall solubility in given conditions.

Interesting facts

Interesting Facts about 4-[[15-[carboxy(hydroxy)methyl]-24,28,30-trihydroxy-18-[2-hydroxy-1-[[3,7,11-trihydroxy-12-[(7-hydroxy-9-methoxy-4,4,6,8,8-pentamethyl-5,9-dioxo-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 represents a fascinating and intricate molecule with significant implications in both chemistry and biochemistry. Its complex structure showcases a variety of functional groups, which is often indicative of compounds with specific biological activities. Here are some interesting highlights:

  • Biological Interest: The presence of multiple hydroxyl groups suggests potential interactions with biological membranes, making it a candidate for studying drug interactions and permeability.
  • Functional Redundancy: The extensive array of hydroxyl (–OH) and carboxylic acid (–COOH) groups not only contributes to its solubility profile but may also exhibit unique reactivity in synthetic transformations.
  • Natural Products: Structures resembling this compound can often be found in nature, particularly in medicinal plants, indicating its potential role in pharmacology.
  • Complexity in Synthesis: The complexity of its synthesis and analysis provides a rich subject for organic chemists seeking to explore synthetic methodologies and their applications.
  • Potential for Innovation: As research into natural and synthetic compounds continues, molecules of this nature may lead to new discoveries in drug development, particularly for materials that target specific biological processes.

In conclusion, this compound is a remarkable example of the intricate relationships between structure and function within chemical compounds. Its diverse functional groups and extensive applications highlight the importance of exploring complex organic molecules in the realm of scientific research.