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Halichondrin B

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Identification
Molecular formula
C40H65ClO13
CAS number
102734-63-0
IUPAC name
(2S,4R,8S,12R)-8-(2-chloroacetyl)-12-fluoro-11-hydroxy-6,6,9,13-tetramethyl-5,7-dioxapentacyclo[10.8.0.02,9.04,8.013,18]icos-17-en-16-one
State
State

At room temperature, Halichondrin B exhibits the properties of a solid. It does not flow and maintains its shape independent of its container because of its solid polymeric nature. The compound is stable, though its array of chemical functionalities necessitates careful handling to prevent decomposition or reaction.

Melting point (Celsius)
229.00
Melting point (Kelvin)
502.15
Boiling point (Celsius)
762.00
Boiling point (Kelvin)
1 035.15
General information
Molecular weight
1108.36g/mol
Molar mass
1 109.3540g/mol
Density
1.3296g/cm3
Appearence

Halichondrin B is typically found as a gummy solid with an amorphous texture. The material can appear as a white to off-white powder when purified and handled as a laboratory substance. Its unique structure can be challenging to characterize due to its complex molecular arrangement.

Comment on solubility

Solubility of (2S,4R,8S,12R)-8-(2-chloroacetyl)-12-fluoro-11-hydroxy-6,6,9,13-tetramethyl-5,7-dioxapentacyclo[10.8.0.02,9.04,8.013,18]icos-17-en-16-one

The solubility of the complex compound (2S,4R,8S,12R)-8-(2-chloroacetyl)-12-fluoro-11-hydroxy-6,6,9,13-tetramethyl-5,7-dioxapentacyclo[10.8.0.02,9.04,8.013,18]icos-17-en-16-one can be quite intricate due to its unique molecular structure. Here are some key points to consider:

  • Polarity: The presence of polar functional groups, such as the -OH (hydroxyl) group and -Cl (chlorine), suggests that this compound is likely to exhibit greater solubility in polar solvents (e.g., water) compared to non-polar solvents.
  • Molecular Size: Its intricate polycyclic structure may hinder solubility; large molecules typically encounter challenges in dissolving due to steric hindrance and limited interaction with solvent molecules.
  • Hydrogen Bonding: The hydroxyl group can participate in hydrogen bonding, potentially enhancing solubility in water as it allows for interactions with other water molecules.
  • Solvent Considerations: This compound may show variable solubility in common organic solvents such as ethanol, methanol, or acetone. Testing would be required to precisely gauge solubility levels.
  • Potential Complex Formation: The ability of the compound to form complexes with other molecules could also play a significant role in its solubility profile.

In summary, while the overall solubility of this compound can be influenced by its functional groups and molecular size, definitive empirical data through solubility tests are essential for understanding its behavior in various solvents. The balance of its polar and non-polar characteristics likely dictates its solubility potential.

Interesting facts

Interesting Facts about the Compound: (2S,4R,8S,12R)-8-(2-chloroacetyl)-12-fluoro-11-hydroxy-6,6,9,13-tetramethyl-5,7-dioxapentacyclo[10.8.0.02,9.04,8.013,18]icos-17-en-16-one

This compound is a fascinating example of a complex molecular structure characterized by its unique stereochemistry and functional groups. The specific chirality indicated by the S and R configurations suggests its potential for asymmetric synthesis, which is a crucial aspect in pharmaceutical development. Here are some key points about this compound:

  • Complexity and Diversity: The compound showcases a pentacyclic framework, which is notable for its structural complexity, offering multiple rings and functional groups that could interact in interesting ways.
  • Fluorine Substitution: The presence of a fluoro group highlights the significance of halogenation in medicinal chemistry, as fluorine often influences the biological activity and pharmacokinetic properties of compounds.
  • Chloroacetyl Group: The inclusion of a chloroacetyl moiety can provide reactive sites for further chemical modification, making it a versatile building block in organic synthesis.
  • Hydroxy Group: The hydroxyl (-OH) functional group can play a critical role in enhancing solubility and acts as a potential site for hydrogen bonding, which is important in drug-receptor interactions.

The intricate structure of this compound not only makes it a subject of interest in synthetic chemistry but also in the realm of biological applications, particularly in drug discovery and development. Its tailored modifications lend themselves to the creation of derivatives that could potentially lead to novel therapeutic agents.

As we continue to explore such complex compounds, it reinforces the notion that chemistry is not just about understanding the elements and bonds, but also about how these intricate structures can lead to groundbreaking advancements in various fields, particularly in medicine.

Synonyms
SCHEMBL4336
AKOS025149903