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Rapamycin

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Identification
Molecular formula
C51H79NO13
CAS number
53123-88-9
IUPAC name
2-[13-[2,4-dihydroxy-1-methyl-3-[[3,7,11-trihydroxy-12-[(7-hydroxy-4,4,6,8-tetramethyl-5-oxo-non-2-enoyl)amino]-2,6,8,10,10,14-hexamethyl-pentadec-8-enoyl]amino]pentyl]-3,5,9-trihydroxy-29-methoxy-4,6,8,10,32-pentamethyl-15,18-dioxo-14,34-dioxa-17-azabicyclo[28.3.1]tetratriaconta-6,10,19,21,25,27-hexaen-16-yl]-2-hydroxy-acetic acid
State
State
Rapamycin is typically a solid at room temperature, presented in a powdered form.
Melting point (Celsius)
183.00
Melting point (Kelvin)
456.15
Boiling point (Celsius)
282.00
Boiling point (Kelvin)
555.15
General information
Molecular weight
914.17g/mol
Molar mass
914.1730g/mol
Density
1.1000g/cm3
Appearence

The compound typically appears in the form of a white to light yellow powder. It is crystalline in nature.

Comment on solubility

Solubility of 2-[13-[2,4-dihydroxy-1-methyl-3-[[3,7,11-trihydroxy-12-[(7-hydroxy-4,4,6,8-tetramethyl-5-oxo-non-2-enoyl)amino]-2,6,8,10,10,14-hexamethyl-pentadec-8-enoyl]amino]pentyl]-3,5,9-trihydroxy-29-methoxy-4,6,8,10,32-pentamethyl-15,18-dioxo-14,34-dioxa-17-azabicyclo[28.3.1]tetratriaconta-6,10,19,21,25,27-hexaen-16-yl]-2-hydroxy-acetic acid (C51H79NO13)

This complex compound exhibits unique solubility characteristics due to its intricate structure. The solubility can be significantly influenced by the following factors:

  • Molecular Size: With a molecular weight of 917.15 g/mol, its large size can hinder solubility in water.
  • Functional Groups: The presence of multiple hydroxyl groups (–OH) enhances its potential for hydrogen bonding, which can facilitate solubility in polar solvents.
  • Hydrophobic Regions: The extensive hydrocarbon chains and hydroxy groups may also impart hydrophobic characteristics, affecting solubility in nonpolar solvents.
  • pH Dependence: Considering it contains an acidic group (–COOH), solubility might increase in basic conditions where deprotonation occurs.

In conclusion, while this compound may show limited solubility in pure water due to its large size and hydrophobic nature, it is plausible for it to be more soluble in specific organic solvents or under altered pH conditions. As noted, "the relationship between structure and solubility is multifaceted," making the evaluation of such compounds particularly intriguing.

Interesting facts

Interesting Facts about 2-[13-[2,4-dihydroxy-1-methyl-3-[[3,7,11-trihydroxy-12-[(7-hydroxy-4,4,6,8-tetramethyl-5-oxo-non-2-enoyl)amino]-2,6,8,10,10,14-hexamethyl-pentadec-8-enoyl]amino]pentyl]-3,5,9-trihydroxy-29-methoxy-4,6,8,10,32-pentamethyl-15,18-dioxo-14,34-dioxa-17-azabicyclo[28.3.1]tetratriaconta-6,10,19,21,25,27-hexaen-16-yl]-2-hydroxy-acetic acid

This complex compound is known for its intricate structure and unique properties that make it a subject of interest in various scientific fields. Here are some captivating insights:

  • Biodiversity and Natural Sources: Compounds of this nature are often derived from natural products, highlighting the connection between chemosynthetic processes and biological diversity.
  • Role in Medicine: Many complex molecules like this one possess medicinal properties. They can serve as drug candidates or inspiration for synthetic analogs, potentially leading to new therapies.
  • Structural Complexity: The compound features multiple functional groups, including hydroxyl and amine groups, that contribute to its reactivity and interactions. Such features can influence biological activity, solubility, and stability.
  • Potential Applications: The diverse functionalities in this compound suggest applications in fields such as pharmaceutical development, material science, and agrochemicals.
  • Challenging Synthesis: The synthesis of such a complex molecule often involves extensive multistep processes and may require the application of modern strategies like asymmetric synthesis and combinatorial chemistry.

Overall, the study of compounds like 2-[13-[2,4-dihydroxy-1-methyl-3-[[3,7,11-trihydroxy-... encourages a deeper understanding of chemical interactions and opens new avenues for research and development in chemistry and related fields. This complexity not only makes it fascinating but also a valuable educational resource for students and scientists alike.