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Erythromycin

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Identification
Molecular formula
C37H67NO13
CAS number
114-07-8
IUPAC name
2-[(4R,5S,9R,16R)-6-[(2R,3R,4R,5S,6R)-5-[(2S,4R,5S,6S)-4,5-dihydroxy-4,6-dimethyl-tetrahydropyran-2-yl]oxy-4-(dimethylamino)-3-hydroxy-6-methyl-tetrahydropyran-2-yl]oxy-16-ethyl-4-hydroxy-15-[[(2R,3R,4R,5R,6R)-5-hydroxy-3,4-dimethoxy-6-methyl-tetrahydropyran-2-yl]oxymethyl]-5,9,13-trimethyl-2,10-dioxo-1-oxacyclohexadeca-11,13-dien-7-yl]acetaldehyde
State
State
Erythromycin is typically in solid form at room temperature, generally appearing as a crystalline powder.
Melting point (Celsius)
135.00
Melting point (Kelvin)
408.15
Boiling point (Celsius)
-1.00
Boiling point (Kelvin)
-1.00
General information
Molecular weight
733.94g/mol
Molar mass
733.9370g/mol
Density
1.2400g/cm3
Appearence

Erythromycin is a white or slightly yellow, odorless, crystalline powder. It may also appear as colorless crystals. It is sparingly soluble in water but soluble in alcohol, acetone, and chloroform.

Comment on solubility

Solubility of 2-[(4R,5S,9R,16R)-6-[(2R,3R,4R,5S,6R)-5-[(2S,4R,5S,6S)-4,5-dihydroxy-4,6-dimethyl-tetrahydropyran-2-yl]oxy-4-(dimethylamino)-3-hydroxy-6-methyl-tetrahydropyran-2-yl]oxy-16-ethyl-4-hydroxy-15-[[[2R,3R,4R,5R,6R)-5-hydroxy-3,4-dimethoxy-6-methyl-tetrahydropyran-2-yl]oxymethyl]-5,9,13-trimethyl-2,10-dioxo-1-oxacyclohexadeca-11,13-dien-7-yl]acetaldehyde

The solubility of this complex compound can be influenced by several factors, particularly its structural characteristics which include various functional groups. Here are some notable points regarding its solubility:

  • Polarity: The presence of multiple hydroxyl (-OH) groups generally increases the polarity, enhancing solubility in polar solvents like water.
  • Alkyl Chain Length: The ethyl and methyl groups may introduce hydrophobic characteristics, which could reduce solubility in water but may enhance solubility in organic solvents.
  • Interactions: The potential for hydrogen bonding due to hydroxyl groups can further increase solubility in polar environments.

When evaluating the solubility of such a compound, it is important to consider the solvent choice, as its complex architecture suggests variable solubility profiles:

  1. Soluble in: Water (due to polar functional groups)
  2. Partially soluble in: Alcohols and polar organic solvents
  3. Insoluble in: Non-polar solvents like alkanes

Overall, the solubility of this compound is expected to be quite variable, influenced by the interplay of its hydrophilic and hydrophobic elements. As a general rule, the more polar the solvent, the greater the solubility of this compound will likely be!

Interesting facts

Interesting Facts About 2-[(4R,5S,9R,16R)-6-[(2R,3R,4R,5S,6R)-5-[(2S,4R,5S,6S)-4,5-dihydroxy-4,6-dimethyl-tetrahydropyran-2-yl]oxy-4-(dimethylamino)-3-hydroxy-6-methyl-tetrahydropyran-2-yl]oxy-16-ethyl-4-hydroxy-15-[[[2R,3R,4R,5R,6R)-5-hydroxy-3,4-dimethoxy-6-methyl-tetrahydropyran-2-yl]oxymethyl]-5,9,13-trimethyl-2,10-dioxo-1-oxacyclohexadeca-11,13-dien-7-yl]acetaldehyde

This compound is quite a fascinating topic of study due to its complex structure and potential applications in the field of medicinal chemistry. Here are some intriguing points regarding this particular compound:

  • Stereochemistry: The presence of multiple stereocenters highlights the importance of stereochemistry in determining the biological activity of the compound. The configuration of each stereocenter can significantly influence how the compound interacts with biomolecules.
  • Functional Groups: The compound is rich in functional groups, including hydroxyl groups and ether linkages. These features may contribute to its solubility properties and reactivity, making it a potential candidate for further functionalization in synthetic organic chemistry.
  • Natural Product Inspiration: The complexity of the structure suggests potential inspiration from natural products. Compounds derived from natural sources often exhibit unique biological activities, which could be harnessed in pharmacology.
  • Potential Applications: Given its structural intricacies, this compound may hold promise in various applications, such as:
    • Pharmaceutical development, targeting specific diseases through its active components.
    • Research in synthetic methodologies due to its diverse functional groups.
    • As a model compound in studying stereochemical effects on biological behavior.
  • Quote: "Chemistry is the art of making the invisible visible." This compound exemplifies the truth in this quote, as its elaborate architecture unveils a world of chemical interactions waiting to be explored.

This compound underscores the vast tapestry of organic chemistry, where complex structures can lead to groundbreaking discoveries and innovations in multiple scientific disciplines.