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Amphotericin B

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Identification
Molecular formula
C47H73NO17
CAS number
1397-89-3
IUPAC name
2-hydroxy-2-[20,24,28,30-tetrahydroxy-18-[2-hydroxy-1-[[3,7,11,13-tetrahydroxy-12-[(7-hydroxy-9-methoxy-4,4,6,8,8-pentamethyl-5,9-dioxo-non-2-enoyl)amino]-2,6,8,10,14-pentamethyl-pentadec-8-enoyl]amino]propyl]-19,23,25,27,29,34-hexamethyl-13,16-dioxo-17,36-dioxa-14-azabicyclo[30.3.1]hexatriaconta-3,5,9,11,22,26-hexaen-15-yl]acetic acid
State
State

At room temperature, Amphotericin B is in a solid state. This compound is usually presented in a powder form for practical handling and preparation purposes, primarily for pharmaceutical formulations.

Melting point (Celsius)
170.00
Melting point (Kelvin)
443.15
Boiling point (Celsius)
760.00
Boiling point (Kelvin)
1 033.15
General information
Molecular weight
924.09g/mol
Molar mass
924.0860g/mol
Density
1.6809g/cm3
Appearence

Amphotericin B appears as a yellow to orange, needle-like or powdery solid. Its appearance may vary slightly depending on the form, such as crystalline or lyophilized powder, and it is typically available in powder form for pharmaceutical use.

Comment on solubility

Solubility of 2-hydroxy-2-[20,24,28,30-tetrahydroxy-18-[2-hydroxy-1-[[3,7,11,13-tetrahydroxy-12-[(7-hydroxy-9-methoxy-4,4,6,8,8-pentamethyl-5,9-dioxo-non-2-enoyl)amino]-2,6,8,10,14-pentamethyl-pentadec-8-enoyl]amino]propyl]-19,23,25,27,29,34-hexamethyl-13,16-dioxo-17,36-dioxa-14-azabicyclo[30.3.1]hexatriaconta-3,5,9,11,22,26-hexaen-15-yl]acetic acid

The solubility of 2-hydroxy-2-[20,24,28,30-tetrahydroxy-18-[2-hydroxy-1-[[3,7,11,13-tetrahydroxy-12-[(7-hydroxy-9-methoxy-4,4,6,8,8-pentamethyl-5,9-dioxo-non-2-enoyl)amino]-2,6,8,10,14-pentamethyl-pentadec-8-enoyl]amino]propyl]-19,23,25,27,29,34-hexamethyl-13,16-dioxo-17,36-dioxa-14-azabicyclo[30.3.1]hexatriaconta-3,5,9,11,22,26-hexaen-15-yl]acetic acid (C47H73NO17) can be quite complex due to its intricate structure. Here are some key points to consider regarding its solubility:

  • Hydrophilicity vs. Hydrophobicity: The presence of multiple hydroxyl (–OH) groups suggests a potential affinity for polar solvents, particularly water.
  • Alkyl Groups: The extensive alkyl chain may also indicate hydrophobic characteristics, which could limit its solubility in water.
  • Solvent Specificity: It is likely more soluble in organic solvents like ethanol or dimethyl sulfoxide (DMSO) due to the balance of non-polar and polar regions.
  • pH Dependence: The acid functionality could alter solubility based on the pH of the solution, affecting its ionization state.

In conclusion, solubility predictions for this compound require careful consideration of its molecular characteristics and environmental conditions. As a special note, always conduct experimental evaluations when determining solubility in various solvents!

Interesting facts

Exploring the Multifaceted Nature of 2-hydroxy-2-[20,24,28,30-tetrahydroxy-18-[2-hydroxy-1-[[3,7,11,13-tetrahydroxy-12-[(7-hydroxy-9-methoxy-4,4,6,8,8-pentamethyl-5,9-dioxo-non-2-enoyl)amino]-2,6,8,10,14-pentamethyl-pentadec-8-enoyl]amino]propyl]-19,23,25,27,29,34-hexamethyl-13,16-dioxo-17,36-dioxa-14-azabicyclo[30.3.1]hexatriaconta-3,5,9,11,22,26-hexaen-15-yl]acetic acid

This intricate compound boasts a highly complex structure, making it a fascinating subject of study within the field of bioorganic chemistry. Here are some intriguing facts about this unique molecule:

  • Natural Analogues: Compounds with similar structures often exhibit important biological activities, which makes them valuable in pharmacology and medicinal chemistry.
  • Functional Groups: The presence of multiple hydroxyl (-OH) groups suggests that this compound could engage in hydrogen bonding, enhancing its solubility and reactivity in various environments.
  • Potential Applications: The detailed substitutions hint at potential utility in drug design, particularly for creating targeted therapies in treating diseases linked to metabolic and hormonal processes.
  • Structural Complexity: With a myriad of functional groups and its unique bicyclic framework, this compound is a stellar example of molecular diversity, showcasing how small changes in a structure can drastically alter biological function.

Moreover, chemists are particularly fascinated by compounds such as this due to their potential as lead compounds in the development of new pharmaceuticals. Their ability to mimic biological pathways provides critical insight into drug-receptor interactions and metabolic pathways.

As we continue to advance in analytical techniques and structural elucidation, the study of compounds like 2-hydroxy-2-[20,24,28,30-tetrahydroxy-18-[2-hydroxy-1-[[3,7,11,13-tetrahydroxy-12-[(7-hydroxy-9-methoxy-4,4,6,8,8-pentamethyl-5,9-dioxo-non-2-enoyl)amino]-2,6,8,10,14-pentamethyl-pentadec-8-enoyl]amino]propyl]-19,23,25,27,29,34-hexamethyl-13,16-dioxo-17,36-dioxa-14-azabicyclo[30.3.1]hexatriaconta-3,5,9,11,22,26-hexaen-15-yl]acetic acid opens promising opportunities for novel discoveries in therapeutic applications and biochemical research.