Bafilomycin A1

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Identification

Molecular formula
C35H58O9
CAS Number
88899-55-2
IUPAC Name
(2S,4R,8S,11S,12R)-6,6-diethyl-12-fluoro-11-hydroxy-8-(2-hydroxyacetyl)-9,13-dimethyl-5,7-dioxapentacyclo[10.8.0.02,9.04,8.013,18]icosa-14,17-dien-16-one
Molecular Weight
622.84g/mol
Melting Point
(Celsius)
Boiling Point
(Celsius)
Density
1.2201g/cm3
Interesting facts

Interesting Facts about (2S,4R,8S,11S,12R)-6,6-Diethyl-12-fluoro-11-hydroxy-8-(2-hydroxyacetyl)-9,13-dimethyl-5,7-dioxapentacyclo[10.8.0.02,9.04,8.013,18]icosa-14,17-dien-16-one

This compound is a fascinating example of complex organic chemistry, belonging to a class of molecules known as steroidal compounds. Its intricate structure showcases a pentacyclic framework, which highlights the compound’s rigidity and unique properties. Here are some interesting aspects of this compound:

  • Stereochemistry: The compound exhibits chiral centers at multiple positions, leading to several possible stereoisomers. This stereochemistry is crucial for its biological activity and interaction with other molecules.
  • Functional Groups: The presence of the fluoro group and multiple hydroxy groups not only influences chemical reactivity but also contributes to the compound's solubility and potential pharmacological properties.
  • Biological Significance: Compounds with complex polycyclic frameworks are often found in natural products, particularly those with medicinal properties. Such compounds can serve as leads for drug discovery and development.
  • Synthesis Challenges: The synthesis of such a complex molecule requires advanced synthetic techniques, leading to significant developments in organic synthesis practices. The careful manipulation of multiple functional groups can create a rich learning environment for chemists.
  • Potential Applications: The unique structure may allow for various applications in pharmaceuticals, potentially targeting specific biological pathways due to its structural motifs.

In conclusion, the richness of this compound’s structure not only provides learning opportunities for students and chemists alike but also raises intriguing questions about its use in drug development and the mechanistic pathways of its biological activity. As famed chemist Linus Pauling once said, "The best way to have a good idea is to have a lot of ideas," and studying such compounds can lead to innovative breakthroughs in chemistry.

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