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Amphotericin B

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Identification
Molecular formula
C47H73NO17
CAS number
1397-89-3
IUPAC name
[2-[17-(1-hydroxyethyl)-22-[[2-[[3-hydroxy-2-[[2-(6-methylheptanoylamino)-4-(sulfonatomethylamino)butanoyl]amino]butanoyl]amino]-4-(sulfonatomethylamino)butanoyl]amino]-3,6,9,12,15,18,23-heptaoxo-5,8-disec-butyl-11,14-bis[2-(sulfonatomethylamino)ethyl]-1,4,7,10,13,16,19-heptazacyclotricos-2-yl]ethylamino]methanesulfonate
State
State

At room temperature, Amphotericin B is generally found in a solid state. It is typically stable and maintains its solid form under standard laboratory conditions.

Melting point (Celsius)
170.00
Melting point (Kelvin)
443.15
Boiling point (Celsius)
300.00
Boiling point (Kelvin)
573.15
General information
Molecular weight
924.08g/mol
Molar mass
924.1090g/mol
Density
1.4300g/cm3
Appearence

Amphotericin B appears as a yellow to orange, powdery solid. It is crystalline in nature and may appear somewhat granular, depending on the specific formulation or purity level. When viewed under a light microscope, it generally appears uniform in color and texture.

Comment on solubility

Solubility of 2-[17-(1-hydroxyethyl)-22-[[2-[[3-hydroxy-2-[[2-(6-methylheptanoylamino)-4-(sulfonatomethylamino)butanoyl]amino]butanoyl]amino]-4-(sulfonatomethylamino)butanoyl]amino]-3,6,9,12,15,18,23-heptaoxo-5,8-disec-butyl-11,14-bis[2-(sulfonatomethylamino)ethyl]-1,4,7,10,13,16,19-heptazacyclotricos-2-yl]ethylamino]methanesulfonate (C47H73NO17)

The solubility of the compound in question is influenced by several key factors due to its complex molecular structure and functional groups. Based on its chemical composition, one can make a few general observations:

  • Ionic nature: The presence of multiple sulfonate groups suggests a strong ionic character, enhancing its solubility in polar solvents, particularly water.
  • Hydrophilic vs. hydrophobic balance: The compound contains both hydrophilic (like the methanesulfonate) and hydrophobic regions (like the butyl chains), which may create a unique balance that allows for some solubility in organic solvents as well.
  • Temperature dependency: Solubility may be sensitive to changes in temperature; typically, an increase in temperature can lead to enhanced solubility for many compounds.
  • pH levels: Since the compound has accessible amino and sulfonate groups, its solubility can also be affected by the pH of the solution.

In conclusion, while the intricate structure of this compound suggests a good potential for solubility in aqueous environments, empirical testing under varying conditions would provide the most accurate assessment of its solubility profile. As the well-known phrase goes, "The proof of the pudding is in the eating," making actual experimental results invaluable.

Interesting facts

Interesting Facts about 2-[17-(1-hydroxyethyl)-22-[[2-[[3-hydroxy-2-[[2-(6-methylheptanoylamino)-4-(sulfonatomethylamino)butanoyl]amino]butanoyl]amino]-4-(sulfonatomethylamino)butanoyl]amino]-3,6,9,12,15,18,23-heptaoxo-5,8-disec-butyl-11,14-bis[2-(sulfonatomethylamino)ethyl]-1,4,7,10,13,16,19-heptazacyclotricos-2-yl]ethylamino]methanesulfonate

This lengthy compound is a prime example of the complexity that can arise in organic chemistry, particularly in the realm of biological activity and pharmaceutical applications. Known for its extensive molecular structure, it showcases the intricate design often required for creating effective drugs. Here are some engaging facts about this compound:

  • Pharmaceutical Significance: Such complex compounds are often designed to interact with specific biological targets, potentially leading to innovative treatments. The multivalent structure may enhance its therapeutic efficacy, allowing for multiple binding sites to influence biological pathways.
  • Structure-Activity Relationship: The intricate arrangement of functional groups allows scientists to explore how structural modifications can affect the compound's activity. This exploration can lead to enhanced potency or selectivity towards particular targets.
  • Hydrophilic and Hydrophobic Balance: The presence of both hydrophobic groups, like those derived from alkyl chains, and hydrophilic groups, like sulfonates, suggests that this compound may have unique solubility characteristics. This characteristic is crucial for determining how well the drug can be delivered and absorbed in the body.
  • Potential for Innovation: Compounds with such a diverse arrangement of amino acids and functional groups could lead to new insights in drug design, particularly in the development of personalized medicine approaches.

As one researcher noted, "The complexity of this compound mirrors the intricacies of biological processes themselves, underscoring the importance of detailed chemical understanding."

In summary, this compound not only exemplifies the challenges presented in synthetic organic chemistry but also highlights the potential for breakthrough discoveries in medical science.

Synonyms
NCGC00178828-01
SBI-0052642.P003
AB00053733_02