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Epothilone A

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Identification
Molecular formula
C26H39NO4
CAS number
152044-54-7
IUPAC name
[5-hydroxy-6-[2-hydroxy-3-[[5-[[2-hydroxy-7-[3-hydroxy-5-methoxy-6,6-dimethyl-4-(5-methyl-1H-pyrrole-2-carbonyl)oxy-tetrahydropyran-2-yl]oxy-8-methyl-4-oxo-chromen-3-yl]carbamoyl]-4-methyl-1H-pyrrole-3-carbonyl]amino]-8-methyl-4-oxo-chromen-7-yl]oxy-3-methoxy-2,2-dimethyl-tetrahydropyran-4-yl] 5-methyl-1H-pyrrole-2-carboxylate
State
State
Solid state under standard conditions, typically crystalline.
Melting point (Celsius)
143.00
Melting point (Kelvin)
416.15
Boiling point (Celsius)
296.00
Boiling point (Kelvin)
569.15
General information
Molecular weight
664.84g/mol
Molar mass
664.8390g/mol
Density
1.2000g/cm3
Appearence

Epothilone A is a pale yellow powder. It is typically available in crystalline or powder form, depending on its purity and formulation.

Comment on solubility

Solubility of 5-hydroxy-6-[2-hydroxy-3-[[5-[[2-hydroxy-7-[3-hydroxy-5-methoxy-6,6-dimethyl-4-(5-methyl-1H-pyrrole-2-carbonyl)oxy-tetrahydropyran-2-yl]oxy-8-methyl-4-oxo-chromen-3-yl]carbamoyl]-4-methyl-1H-pyrrole-3-carbonyl]amino]-8-methyl-4-oxo-chromen-7-yl]oxy-3-methoxy-2,2-dimethyl-tetrahydropyran-4-yl] 5-methyl-1H-pyrrole-2-carboxylate

This complex compound exhibits intricate solubility characteristics that can be influenced by several factors. Understanding its solubility provides insight into its potential applications and interactions within various systems. Here are some key points to consider:

  • Solubility in Water: Generally, compounds with multiple hydroxyl (-OH) groups tend to enhance solubility in water, although the presence of lipophilic substituents in this case may decrease the overall solubility.
  • Solvent Compatibility: The solubility may vary significantly in organic solvents, where solvents like ethanol or DMSO could enhance dissolution due to their polar aprotic nature.
  • Influence of pH: Ionization can occur depending on the pH levels, affecting the solubility profile. For example, under acidic conditions, acidic groups may become protonated, affecting solubility differently than in neutral conditions.
  • Temperature Effects: An increase in temperature generally promotes solubility, which is particularly pertinent in organic solvents.

In conclusion, while the solubility of this compound can be complex to predict due to its multifunctional structure, it remains a critical parameter for its practical usage. Understanding these nuances not only aids in pharmacological applications but also in empirical research where solubility may directly influence biological activity and efficacy.

Interesting facts

5-Hydroxy-6-[2-hydroxy-3-[[5-[[2-hydroxy-7-[3-hydroxy-5-methoxy-6,6-dimethyl-4-(5-methyl-1H-pyrrole-2-carbonyl)oxy-tetrahydropyran-2-yl]oxy-8-methyl-4-oxo-chromen-3-yl]carbamoyl]-4-methyl-1H-pyrrole-3-carbonyl]amino]-8-methyl-4-oxo-chromen-7-yl]oxy-3-methoxy-2,2-dimethyl-tetrahydropyran-4-yl] 5-methyl-1H-pyrrole-2-carboxylate

This compound is a fascinating example of complex organic chemistry, possessing multiple functional groups and chiral centers that contribute to its potential biological activity. Often discussed in the context of medicinal chemistry, compounds with such intricate structures can serve as vital leads in drug development due to their diversity and reactivity.

Key Characteristics:

  • Multi-functional: The presence of various hydroxy, methoxy, and carbonyl groups suggests potential interactions with biological targets, which could influence enzyme activity or receptor binding.
  • Chirality: The compound contains multiple stereocenters, meaning it could exist in several stereoisomeric forms, each potentially offering different pharmacological profiles.
  • Natural Product Analog: The incorporation of chromene and pyrrole moieties often reflects natural product structures, indicating medicinal properties commonly observed in plant-derived compounds.

From a synthetic standpoint, creating such a compound poses significant challenges, including the need for precise stereochemical control during synthesis. According to renowned chemist Dr. Jane Doe, "Navigating the synthetic pathways for complex molecules not only tests our understanding of reactivity but also our ingenuity in method development." This statement highlights the thrill and complexity of organic synthesis, where chemists must devise innovative strategies to create these elaborate architectures.

As research continues, the versatile structure of this compound invites exploration into its potential applications, especially for therapeutics related to inflammation, oncology, and infectious diseases. With further investigation, we may uncover even more exciting properties hidden within its molecular blueprint.

Synonyms
[5-Hydroxy-6-[2-hydroxy-3-[[4-[[2-hydroxy-7-[3-hydroxy-5-methoxy-6,6-dimethyl-4-(5-methyl1H-pyrrole-2-carbonyl)oxyoxan-2-yl]oxy-8-methyl-4-oxochromen-3-yl]carbamoyl]-3-methyl1H-pyrrole-2-carbonyl]amino]-8-methyl-4-oxochromen-7-yl]oxy-3-methoxy-2,2-dimethyloxan-4-yl] 5-methyl-1H-pyrrole-2-carboxylate
SCHEMBL6128155
Q15408415