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Vancomycin hydrochloride

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Identification
Molecular formula
C66H75Cl2N9O24
CAS number
1404-93-9
IUPAC name
(1S,2R,18R,22S,25R,28R,40R)-48-[(2R,3S,4R,5R,6S)-3-[(2R,4R,5R,6R)-4-amino-5-hydroxy-4,6-dimethyl-tetrahydropyran-2-yl]oxy-4,5-dihydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl]oxy-22-(2-amino-2-oxo-ethyl)-5,15-dichloro-2,18,32,35,37-pentahydroxy-19-[[(2R)-4-methyl-2-(methylamino)pentanoyl]amino]-20,23,26,42,44-pentaoxo-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(48),9,11,14,16,29(45),30,32,34(39),35,37,46,49-pentadecaene-40-carboxylic acid;hydrochloride
State
State

Vancomycin hydrochloride is usually found in a solid state at room temperature. However, when used clinically, it is often reconstituted into a solution for intravenous injection.

Melting point (Celsius)
149.00
Melting point (Kelvin)
422.15
Boiling point (Celsius)
324.00
Boiling point (Kelvin)
597.15
General information
Molecular weight
1449.25g/mol
Molar mass
1 449.2500g/mol
Density
1.3000g/cm3
Appearence

Vancomycin hydrochloride typically appears as a white to off-white crystalline powder. It is often hygroscopic, meaning it can absorb moisture from the atmosphere. The powder is usually odorless or may have a very faint specific odor.

Comment on solubility

Solubility of the Compound

The solubility of the compound (1S,2R,18R,22S,25R,28R,40R)-48-[(2R,3S,4R,5R,6S)-3-[(2R,4R,5R,6R)-4-amino-5-hydroxy-4,6-dimethyl-tetrahydropyran-2-yl]oxy-4,5-dihydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl]oxy-22-(2-amino-2-oxo-ethyl)-5,15-dichloro-2,18,32,35,37-pentahydroxy-19-[[[2R]-4-methyl-2-(methylamino)pentanoyl]amino]-20,23,26,42,44-pentaoxo-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(48),9,11,14,16,29(45),30,32,34(39),35,37,46,49-pentadecaene-40-carboxylic acid;hydrochloride can be characterized by its intricate structure, which influences its interaction with solvents.

Several factors contribute to the solubility profile of this compound:

  • Polarity: The presence of multiple hydroxy groups suggests a potential for hydrogen bonding with polar solvents, enhancing solubility in water.
  • Chlorine Substituents: The dichloro substitution may affect the compound's overall polarity, potentially influencing solubility in non-polar versus polar solvents.
  • Ionization: As a hydrochloride salt, the compound is likely more soluble in water compared to its base form, due to increased ionic interactions.
  • Structural Complexity: The extensive fused ring system may introduce steric hindrance, which can limit solubility in certain solvents.

In summary, while this compound's solubility is promising due to its polar functional groups and ionic nature, factors such as its structural intricacy and substituents must be carefully considered. Thus, predicting exact solubility will require empirical testing under various conditions to accurately ascertain its behavior in diverse solvent systems.

Interesting facts

Interesting Facts about the Compound

This compound, known for its intricate structure and remarkable functional groups, belongs to a class of substances that exhibit significant biological activity. It showcases some fascinating characteristics that highlight its importance in the field of medicinal chemistry:

  • Complexity: The molecular architecture of this compound includes multiple rings and stereocenters, making it a prime example of chemical complexity. Such structures often present unique challenges in synthesis and understanding their mechanisms of action.
  • Biological Significance: Compounds with similar frameworks have been studied extensively for their potential as therapeutic agents. Their ability to interact with biological systems allows researchers to explore novel treatments for various diseases.
  • Functional Diversity: With multiple hydroxyl groups, amino groups, and other functional substituents, the reactivity and interactions of this compound can be quite versatile. Each functional group can participate in different chemical reactions, broadening its applications.
  • Chirality: This compound exhibits several chiral centers, leading to the possibility of having multiple stereoisomers. Chirality plays a crucial role in drug design, as different isomers can have vastly different pharmacological properties.
  • Multi-Stage Synthesis: The complexity of this compound hints at a potentially multi-step synthetic pathway. Chemists often engage in a thoughtful design of reactions to create such compounds, often utilizing advanced techniques in organic synthesis.
  • Historical Context: Compounds structurally akin to this one have paved the way for the development of new drug classes and have contributed significantly to our understanding of how molecular structures relate to biological function.

As a scientist or a student in chemistry, studying such compounds not only enhances our knowledge base but also prepares us for cutting-edge research and innovation in pharmaceuticals and materials science. The exciting world of complex organic compounds continues to grow, and each discovery opens doors to new possibilities!

Synonyms
MFCD00064593
Vancocin HCL
Vancomycin hydrochloride, Molecular Biology Grade
Vancomycin hydrochloride (extracted from Streptomyces orientalis)