Skip to main content

Bleomycin

ADVERTISEMENT
Identification
Molecular formula
C55H84Cl2N18O21S1
CAS number
9041-93-4
IUPAC name
2-(4-amino-5,5-dihydroxy-4,6-dimethyl-tetrahydropyran-2-yl)oxy-22-(2-amino-2-oxo-ethyl)-5,15-dichloro-18,32,35,37-tetrahydroxy-19-[[4-methyl-2-(methylamino)pentanoyl]amino]-20,23,26,42,44-pentaoxo-48-[3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl]oxy-7,13-dioxa-21,24,27,41,43-pentazaoctacyclo[26.14.2.23,6.214,17.18,12.129,33.010,25.034,39]pentaconta-3,5,8,10,12(48),14,16,29(45),30,32,34(39),35,37,46,49-pentadecaene-40-carboxylic acid
State
State

Bleomycin is typically found as a solid powder at room temperature and is commonly available as a lyophilized powder for injection. In clinical settings, it may be dissolved in solution for therapeutic use.

Melting point (Celsius)
267.00
Melting point (Kelvin)
540.15
Boiling point (Celsius)
257.00
Boiling point (Kelvin)
530.15
General information
Molecular weight
1415.57g/mol
Molar mass
1 415.5660g/mol
Density
1.3000g/cm3
Appearence

Bleomycin appears as a white to yellowish-white amorphous powder. It is odourless or may have a faint odour. This compound is hygroscopic, meaning it can absorb moisture from the air.

Comment on solubility

Solubility of 2-(4-amino-5,5-dihydroxy-4,6-dimethyl-tetrahydropyran-2-yl)oxy-22-(2-amino-2-oxo-ethyl)-5,15-dichloro-18,32,35,37-tetrahydroxy-19-[[4-methyl-2-(methylamino)pentanoyl]amino]-20,23,26,42,44-pentaoxo-48-[3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl]oxy-7,13-dioxa-21,24,27,41,43-pentazaoctacyclo[26.14.2.23,6.214,17.18,12.129,33.010,25.034,39]pentaconta-3,5,8,10,12(48),14,16,29(45),30,32,34(39),35,37,46,49-pentadecaene-40-carboxylic acid

The solubility of this complex compound, with the formula C55H84Cl2N18O21S1, can be influenced by several factors, primarily due to its intricate structure, which includes multiple functional groups. Here are some important considerations:

  • Hydrophilic Functional Groups: The presence of multiple hydroxyl (-OH) and amino (-NH2) groups typically increases solubility in water, as these polar groups can engage in hydrogen bonding with water.
  • Hydrophobic Regions: On the other hand, the extensive carbon backbone and certain side chains may introduce hydrophobic characteristics, potentially decreasing water solubility.
  • Solvent Choice: The solubility may vary significantly depending on the solvent. While water might dissolve some of the polar components, organic solvents such as ethanol or DMSO could better accommodate the hydrophobic sections.
  • Temperature and pH: Changes in temperature usually alter solubility, as higher temperatures can enhance dissolution rates. Furthermore, the pH of the solution could affect ionization states of certain groups, further influencing solubility.

In conclusion, while the presence of polar functional groups lends some potential for water solubility, the overall hydrophobicity introduced by the large non-polar sections of the compound may pose challenges. As always, experimental solubility tests in various solvents remain crucial for fully understanding this compound’s solubility profile.

Interesting facts

Interesting Facts about 2-(4-amino-5,5-dihydroxy-4,6-dimethyl-tetrahydropyran-2-yl)oxy-22-(2-amino-2-oxo-ethyl)-5,15-dichloro-18,32,35,37-tetrahydroxy-19-[[4-methyl-2-(methylamino)pentanoyl]amino]-20,23,26,42,44-pentaoxo-48-[3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl]oxy-7,13-dioxa-21,24,27,41,43-pentazaoctacyclo[26.14.2.23,6.214,17.18,12.129,33.010,25.034,39]pentaconta-3,5,8,10,12(48),14,16,29(45),30,32,34(39),35,37,46,49-pentadecaene-40-carboxylic acid

This compound is a complex and fascinating molecule with a rich structural variety, known for a plethora of interesting properties and applications in medicinal chemistry. Here are some notable aspects:

  • Structural Complexity: The compound contains multiple functional groups including amino, hydroxy, and oxo groups, making it a versatile candidate for various biological interactions.
  • Biological Relevance: With its intricate structure, it holds potential for drug design and development, particularly as a therapeutic agent against specific diseases.
  • Diverse Applications: The various functional moieties suggest usage in fields ranging from pharmaceuticals to agrochemicals, showcasing its adaptability.
  • Chirality: The presence of chiral centers in the molecule adds to the complexity of its synthesis and highlights the importance of stereochemistry in its biological activity.

As one graduate student noted, "Understanding such multidimensional structures is crucial; they often display unique behaviors that simpler compounds do not." This statement illustrates the ongoing relevance and significance of complex molecules in contemporary chemistry.

In summary, the study of this compound can reveal valuable insights into the development of new materials, enhancing our understanding of their role in biological systems and their potential in therapeutic applications.

Synonyms
PD156078