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Bleomycin

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Identification
Molecular formula
C55H84N17O21S2
CAS number
11056-06-7
IUPAC name
[2-[2-[2-[[6-amino-2-[3-amino-1-[(2,3-diamino-3-oxo-propyl)amino]-3-oxo-propyl]-5-methyl-pyrimidine-4-carbonyl]amino]-3-[[2-hydroxy-4-[[2-hydroxy-1-[2-[4-[4-[3-(1-phenylethylamino)propylcarbamoyl]thiazol-2-yl]thiazol-2-yl]ethylcarbamoyl]propyl]amino]-1,3-dimethyl-4-oxo-butyl]amino]-1-(1H-imidazol-5-yl)-3-oxo-propoxy]-4,5-dihydroxy-6-(hydroxymethyl)tetrahydropyran-3-yl]oxy-3,5-dihydroxy-6-(hydroxymethyl)tetrahydropyran-4-yl] carbamate
State
State

At room temperature, Bleomycin is usually found as a solid powder. It is commonly used in a pharmaceutical formulation which can be in a solution form for therapeutic purposes.

Melting point (Celsius)
240.00
Melting point (Kelvin)
513.15
Boiling point (Celsius)
352.00
Boiling point (Kelvin)
625.15
General information
Molecular weight
1415.57g/mol
Molar mass
1 415.5660g/mol
Density
1.3000g/cm3
Appearence

Bleomycin typically appears as a white or off-white powder. It is soluble in water and forms a clear to slightly opalescent solution upon dissolution.

Comment on solubility

Solubility Overview

The compound with the name 2-[2-[2-[[6-amino-2-[3-amino-1-[(2,3-diamino-3-oxo-propyl)amino]-3-oxo-propyl]-5-methyl-pyrimidine-4-carbonyl]amino]-3-[[2-hydroxy-4-[[2-hydroxy-1-[2-[4-[4-[3-(1-phenylethylamino)propylcarbamoyl]thiazol-2-yl]thiazol-2-yl]ethylcarbamoyl]propyl]amino]-1,3-dimethyl-4-oxo-butyl]amino]-1-(1H-imidazol-5-yl)-3-oxo-propoxy]-4,5-dihydroxy-6-(hydroxymethyl)tetrahydropyran-3-yl]oxy-3,5-dihydroxy-6-(hydroxymethyl)tetrahydropyran-4-yl] carbamate (C55H84N17O21S2) is a highly complex molecule, and its solubility properties are intricate and multifaceted.

Generally, the solubility of such compounds can be influenced by several factors:

  • Polarity: The presence of multiple functional groups, such as hydroxyl (-OH) and amino (-NH2), tends to increase polarity, enhancing solubility in polar solvents.
  • Hydrogen Bonding: The ability to form hydrogen bonds with solvents can significantly affect solubility. This compound's numerous hydroxyl and amino groups suggest it may engage in strong hydrogen bonding with water.
  • Hydrophobic Regions: The presence of thiazole and phenylethyl groups may impart hydrophobic characteristics, potentially limiting solubility in aqueous solutions.

As a result, one might find that:

  1. It exhibits significantly higher solubility in polar organic solvents such as methanol and ethanol.
  2. It likely has limited solubility in nonpolar solvents, making it less soluble in aliphatic hydrocarbons.
  3. The solubility may vary based on pH, with alterations in protonation states of the amino groups potentially enhancing solubility in various aqueous environments.

Therefore, it can be concluded that the solubility of this compound is both context-dependent and influenced by its complex structure, likely making it more soluble in polar solvents while facing challenges in nonpolar environments. A thorough investigation within specific solvent systems is essential for precise solubility assessment.

Interesting facts

Interesting Facts about 2-[2-[2-[[6-amino-2-[3-amino-1-[(2,3-diamino-3-oxo-propyl)amino]-3-oxo-propyl]-5-methyl-pyrimidine-4-carbonyl]amino]-3-[[2-hydroxy-4-[[2-hydroxy-1-[2-[4-[4-[3-(1-phenylethylamino)propylcarbamoyl]thiazol-2-yl]thiazol-2-yl]ethylcarbamoyl]propyl]amino]-1,3-dimethyl-4-oxo-butyl]amino]-1-(1H-imidazol-5-yl)-3-oxo-propoxy]-4,5-dihydroxy-6-(hydroxymethyl)tetrahydropyran-3-yl] carbamate

This compound, although complex in structure, exhibits fascinating characteristics that highlight its potential applications in various fields.

Key Characteristics:

  • Bioactivity: Compounds of this complexity are often assessed for their bioactive properties. This particular structure suggests potential interactions with biological systems, which may lead to medicinal applications.
  • Structure Diversity: The presence of multiple functional groups, such as amino, hydroxyl, and carbamate, contributes to the compound's versatility in chemical reactions.
  • Synthetic Routes: The synthesis of such intricate compounds often involves numerous steps and can be a great exercise in practical organic chemistry techniques.
  • Potential Drug Development: Investigating the pharmacological properties of such compounds can pave the way for new therapeutic drugs, particularly in the fields of oncology and infectious diseases.

As the compound combines elements from diverse chemical families, including pyrimidines, thiazoles, and imidazoles, it offers a brilliant example of how different structures can be fused to create novel substances. Furthermore, it's essential for scientists to carefully consider the balance of hydrophilicity and lipophilicity in such large molecules, as this can significantly affect their **bioavailability** and **therapeutic window**.

By delving into compounds like this, chemists enhance their understanding of molecular interactions, ultimately contributing to innovations in pharmacology and materials science.

Synonyms
Bleomycin PEP
Bleomycin PEP; Pepleomycin
CHEMBL2008311