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Depsipeptide

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Identification
Molecular formula
C24H36N4O6
CAS number
128517-07-7
IUPAC name
6-(6-benzyl-3-isopropyl-2,5,8,11-tetraoxo-1,4,7,10-tetrazabicyclo[10.3.0]pentadecan-9-yl)hexanehydroxamic acid
State
State

At room temperature, depsipeptide is a solid. It is typically handled as a fine powder or crystalline substance, providing ease of use for experimental and pharmaceutical applications.

Melting point (Celsius)
202.00
Melting point (Kelvin)
475.15
Boiling point (Celsius)
576.15
Boiling point (Kelvin)
849.30
General information
Molecular weight
540.66g/mol
Molar mass
540.6620g/mol
Density
1.3900g/cm3
Appearence

Depsipeptide (also known as Romidepsin) is a small molecule with a crystalline appearance. In its pure form, it appears as a white to off-white powder.

Comment on solubility

Solubility of 6-(6-benzyl-3-isopropyl-2,5,8,11-tetraoxo-1,4,7,10-tetrazabicyclo[10.3.0]pentadecan-9-yl)hexanehydroxamic acid

The solubility characteristics of the compound C24H36N4O6 can be intriguing due to its complex molecular structure. Typically, the solubility of such a compound can depend on several factors:

  • Molecular Polarity: As a general rule, polar compounds tend to be more soluble in polar solvents, while nonpolar compounds are soluble in nonpolar solvents.
  • Functional Groups: The presence of hydroxamic acid (-C(=O)NOH) suggests potential for hydrogen bonding, indicating possible solubility in polar solvents like water.
  • Hydrophobic Alkyl Chains: With long hydrocarbon chains derived from the benzyl and isopropyl groups, the solubility in nonpolar solvents could also be significant.

It is worth noting that certain environmental conditions, such as temperature and pH, can also influence solubility dramatically. For instance:

  • Increased Temperature: Generally increases solubility.
  • pH Variation: Can alter the protonation state of the hydroxamic group, affecting overall solubility.

In practice, due to the coexistence of both hydrophilic and hydrophobic components, one might expect the compound to show:

  • Moderate solubility in polar organic solvents,
  • Potentially lower solubility in water,
  • Better solubility in nonpolar organic solvents.

In conclusion, the solubility of this compound remains an area that may warrant further experimental investigation to fully understand its behavior in diverse solvent systems.

Interesting facts

Interesting Facts about 6-(6-benzyl-3-isopropyl-2,5,8,11-tetraoxo-1,4,7,10-tetrazabicyclo[10.3.0]pentadecan-9-yl)hexanehydroxamic acid

This intriguing compound, often noted for its complex structure and potential applications, belongs to a class of compounds known for their multifunctionality. Here are some fascinating points to consider:

  • Structural Uniqueness: This compound features a complex bicyclic structure that includes a robust tetrazabicyclo framework, which is relatively rare in organic chemistry. Such structures often exhibit unique physical and chemical properties.
  • Hydroxamic Acids: The presence of the hydroxamic acid functional group is noteworthy. Hydroxamic acids are known to exhibit various biological activities, including antimicrobial and anticancer properties. This particular form could serve as a promising candidate for pharmaceutical research.
  • Biological Relevance: Compounds with similar configurations and functional groups have been studied for their potential to inhibit metalloproteinases, thereby offering insights into tissue remodeling and cancer metastasis.
  • Versatility: The compound's structure allows for potential modifications that could enhance its activity or alter its specificity towards biological targets. This characteristic is incredibly valuable in drug development.
  • Research Interest: As a member of a niche category of tetrazabicyclic compounds, it presents a unique opportunity for further explorations in materials science and medicinal chemistry, encouraging a deeper understanding of its reactivity and applications.

In conclusion, the exploration of 6-(6-benzyl-3-isopropyl-2,5,8,11-tetraoxo-1,4,7,10-tetrazabicyclo[10.3.0]pentadecan-9-yl)hexanehydroxamic acid holds promise not only in understanding the intricate dance of molecular interactions but also in harnessing its properties for developing innovative therapeutic agents. Its intricate design and functional potential make it a fascinating subject for further study.