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Anhydroerythromycin A 9,11-hemiketal

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Identification
Molecular formula
C37H67NO13
CAS number
114-07-8
IUPAC name
N-[7-[3,4-dihydroxy-5-[7-(2-hydroxy-1-methyl-4-oxo-3-pyridyl)-6-methyl-7-oxo-hepta-1,3,5-trienyl]tetrahydrofuran-2-yl]-6-methoxy-5-methyl-octa-2,4-dienyl]-2-(2,3,4-trihydroxy-5,5-dimethyl-6-penta-1,3-dienyl-tetrahydropyran-2-yl)butanamide
State
State

Solid at room temperature, often found in a powder or crystalline form.

Melting point (Celsius)
135.00
Melting point (Kelvin)
408.15
Boiling point (Celsius)
370.00
Boiling point (Kelvin)
643.15
General information
Molecular weight
734.94g/mol
Molar mass
734.9380g/mol
Density
1.2000g/cm3
Appearence

Typically appears as a white crystalline substance or powder. Its texture is usually dry, and it may flicker under strong light as many crystalline substances do. The substance can sometimes appear as small granules.

Comment on solubility

Solubility of N-[7-[3,4-dihydroxy-5-[7-(2-hydroxy-1-methyl-4-oxo-3-pyridyl)-6-methyl-7-oxo-hepta-1,3,5-trienyl]tetrahydrofuran-2-yl]-6-methoxy-5-methyl-octa-2,4-dienyl]-2-(2,3,4-trihydroxy-5,5-dimethyl-6-penta-1,3-dienyl-tetrahydropyran-2-yl)butanamide (C37H67NO13)

The solubility of this compound is a subject of interest due to its intricate molecular structure and the presence of multiple functional groups. Here are some key points regarding its solubility:

  • Polarity: The compound contains several hydroxyl (–OH) groups which typically enhance solubility in polar solvents such as water.
  • Hydrophobic Elements: The long hydrophobic hydrocarbon chains and aromatic rings present in the structure may reduce water solubility.
  • Solvent Compatibility: This compound is likely to be more soluble in organic solvents (e.g., ethanol, methanol) rather than in water.
  • pH Influence: The solubility may vary with changes in pH, as the ionization of functional groups can affect solubility in aqueous solutions.
  • Temperature Dependence: Temperature variations can also influence solubility, with increased temperature generally enhancing solubility for many organic compounds.

In summary, the solubility of N-[7-[3,4-dihydroxy-5-[7-(2-hydroxy-1-methyl-4-oxo-3-pyridyl)-6-methyl-7-oxo-hepta-1,3,5-trienyl]tetrahydrofuran-2-yl]-6-methoxy-5-methyl-octa-2,4-dienyl]-2-(2,3,4-trihydroxy-5,5-dimethyl-6-penta-1,3-dienyl-tetrahydropyran-2-yl)butanamide relies on a complex interplay of its molecular characteristics, polar and nonpolar interactions, and the nature of the solvent used.

Interesting facts

Interesting Facts about N-[7-[3,4-Dihydroxy-5-[7-(2-hydroxy-1-methyl-4-oxo-3-pyridyl)-6-methyl-7-oxo-hepta-1,3,5-trienyl]tetrahydrofuran-2-yl]-6-methoxy-5-methyl-octa-2,4-dienyl]-2-(2,3,4-trihydroxy-5,5-dimethyl-6-penta-1,3-dienyl-tetrahydropyran-2-yl)butanamide

This complex compound presents a fascinating example of organic chemistry with a rich structural diversity that showcases the versatility of natural compounds. Here are some intriguing aspects:

  • Biodiversity and Natural Sources: This compound likely stems from intricate pathways of biosynthesis in plants or microorganisms, reflecting nature's ability to create sophisticated molecules.
  • Potential Biological Activity: Given its extensive hydroxyl groups, this compound may exhibit significant biological activities, such as antioxidant or antimicrobial effects, which are common in many polyphenolic and phenolic compounds.
  • Synthetic Challenges: The synthesis of such compounds can be a daunting task due to their elaborate structure, necessitating advanced synthetic techniques, including multi-step reactions and various protective group strategies.
  • Research Significance: Compounds of this nature are often subjects of research focusing on their pharmacological potentials, providing insights into drug discovery and design.

As a scientist or chemistry student, exploring this compound opens avenues for understanding structure-activity relationships, and may lead to discoveries that contribute to fields such as medicinal chemistry or natural product research. The complexity of its structure also serves as a reminder of the intricate tapestry of chemistry that underscores both natural and synthetic materials.

In conclusion, while N-[7-[3,4-Dihydroxy-5-[7-(2-hydroxy-1-methyl-4-oxo-3-pyridyl)-6-methyl-7-oxo-hepta-1,3,5-trienyl]tetrahydrofuran-2-yl]-6-methoxy-5-methyl-octa-2,4-dienyl]-2-(2,3,4-trihydroxy-5,5-dimethyl-6-penta-1,3-dienyl-tetrahydropyran-2-yl)butanamide may be a mouthful, it embodies the richness and complexity that exists in the field of organic chemistry.