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Erythromycin

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Identification
Molecular formula
C37H67NO13
CAS number
114-07-8
IUPAC name
4-[[(2S)-2-amino-3-hydroxy-2-methyl-propanoyl]amino]-N-[1-[(2R,5S,6R)-5-[(2R,3R,4S,5S,6R)-5-(dimethylamino)-3,4-dihydroxy-6-methyl-tetrahydropyran-2-yl]oxy-6-methyl-tetrahydropyran-2-yl]-2-oxo-pyrimidin-4-yl]benzamide
State
State

At room temperature, erythromycin is typically in a solid state. It is stable under normal temperatures and pressures but should be kept in well-closed containers to protect it from light and moisture. The base form of erythromycin is not very stable and should be stored properly.

Melting point (Celsius)
135.00
Melting point (Kelvin)
408.20
Boiling point (Celsius)
848.30
Boiling point (Kelvin)
1 121.50
General information
Molecular weight
733.94g/mol
Molar mass
733.9370g/mol
Density
1.3283g/cm3
Appearence

Erythromycin is a white to off-white crystalline powder. It is commonly used in its salt form as erythromycin ethylsuccinate or erythromycin estolate, but the base form can also be encountered. It typically has a characteristic bitter taste and can be odorless.

Comment on solubility

Solubility Insights

The compound 4-[[[2S]-2-amino-3-hydroxy-2-methyl-propanoyl]amino]-N-[1-[(2R,5S,6R)-5-[(2R,3R,4S,5S,6R)-5-(dimethylamino)-3,4-dihydroxy-6-methyl-tetrahydropyran-2-yl]oxy-6-methyl-tetrahydropyran-2-yl]-2-oxo-pyrimidin-4-yl]benzamide exhibits a complex solubility profile influenced by its intricate molecular structure. Here are some key aspects of its solubility:

  • Polarity: The presence of numerous functional groups such as amino, hydroxyl, and carbonyl affects the polarity of the compound. Generally, compounds with higher polarity tend to be more soluble in polar solvents such as water.
  • Hydrogen Bonding: This molecule's ability to form hydrogen bonds can enhance its solubility in polar solvents. Specifically, the hydroxyl groups can interact with water molecules, promoting solubility.
  • Effect of pH: The ionization of the amino and carboxylic functional groups may vary with the pH of the solution, impacting solubility. For instance, at lower pH values, the compound may become more protonated, increasing its solubility in aqueous environments.
  • Overall Solubility: While precise solubility data may vary, it can be inferred that this compound is likely soluble or partially soluble in water and other polar solvents, but may have reduced solubility in non-polar solvents due to its polar characteristics.

In conclusion, the solubility of this compound is a result of its intricate balance between polar functional groups and overall molecular structure. The interactions with solvents can yield interesting implications for its applications in various chemical and biological environments.

Interesting facts

Interesting Facts about 4-[[(2S)-2-amino-3-hydroxy-2-methyl-propanoyl]amino]-N-[1-[(2R,5S,6R)-5-[(2R,3R,4S,5S,6R)-5-(dimethylamino)-3,4-dihydroxy-6-methyl-tetrahydropyran-2-yl]oxy-6-methyl-tetrahydropyran-2-yl]-2-oxo-pyrimidin-4-yl]benzamide

This compound presents a fascinating example of modern pharmaceutical chemistry, showcasing the intricate relationships between structure and function in drug design. Here are some key points that highlight its significance:

  • Biological Relevance: This compound exhibits properties that can inhibit certain biological processes, making it a candidate for therapeutic applications.
  • Complex Structure: The multi-ring system and the presence of various functional groups illustrate the diversity of organic compounds used in medicine.
  • Chirality: The compound contains multiple chiral centers, which means its enantiomers might have different biological activities; in the world of pharmaceuticals, chirality is crucial for the efficacy and safety of drugs.
  • Drug Development: Compounds like this one are often the result of extensive structure-activity relationship studies, and they underscore the importance of synthetic organic chemistry in drug discovery.
  • Potential Applications: Its intricate design may allow it to target specific enzymes or receptors, possibly leading to developments in treatments for diseases where such targeting is advantageous.
  • Interdisciplinary Importance: This molecule exemplifies the intersection of chemistry, biology, and medicine, demonstrating how chemical synthesis can lead to innovative healthcare solutions.

In the words of a leading chemist, "The beauty of chemical compounds lies not just in their structure, but in their potential to impact human health positively." Thus, further studies and research into compounds like this one could lead to breakthroughs in the pharmaceutical industry, making the exploration of such molecules a continually evolving and exciting field.

Synonyms
AMICETIN
Sacromycin
17650-86-1
4-[[(2S)-2-amino-3-hydroxy-2-methylpropanoyl]amino]-N-[1-[(2R,5S,6R)-5-[(2R,3R,4S,5S,6R)-5-(dimethylamino)-3,4-dihydroxy-6-methyloxan-2-yl]oxy-6-methyloxan-2-yl]-2-oxopyrimidin-4-yl]benzamide
0909X15C85
DTXSID801015583
NSC-5340
4-(((2S)-2-amino-3-hydroxy-2-methylpropanoyl)amino)-N-(1-((2R,5S,6R)-5-((2R,3R,4S,5S,6R)-5-(dimethylamino)-3,4-dihydroxy-6-methyloxan-2-yl)oxy-6-methyloxan-2-yl)-2-oxopyrimidin-4-yl)benzamide
DTXCID801473834
D-13
NSC 5340
Amicetin (VAN)
Sacromycin (VAN)
U-4761
BRN 0102092
AI3-50806
UNII-0909X15C85
AMICETIN [MI]
SCHEMBL692021
orb1983405
CHEBI:199652
BENZAMIDE, 4-(((2S)-2-AMINO-3-HYDROXY-2-METHYL-1-OXOPROPYL)AMINO)-N-(1-((2R,5S,6R)-5-((4,6-DIDEOXY-4-(DIMETHYLAMINO)-.ALPHA.-D-GLUCOPYRANOSYL)OXY)TETRAHYDRO-6-METHYL-2H-PYRAN-2-YL)-1,2-DIHYDRO-2-OXO-4-PYRIMIDINYL)-
Benzamide, 4-((2-amino-3-hydroxy-2-methyl-1-oxopropyl)amino)-N-(1-(5-((4,6-dideoxy-4-(dimethylamino)-alpha-D-glucopyranosyl)oxy)-tet
DA-60988
Hydracrylanilide, 2-amino-4'-((1,2-dihydro-2-oxo-1-(2,3,6-trideoxy-4-O-(4,6-dideoxy-4-(dimethylamino)-alpha-D-glucopyranosyl)-beta-D-erythro-hexopyranosyl)-4-pyrimidinyl)carbamoyl)-2-methyl- (VAN)
HY-120383
CS-0077734
NS00011766
Q27236433
N-{1-[(2R,5S,6R)-5-{[4,6-dideoxy-4-(dimethylamino)-alpha-D-glucopyranosyl]oxy}-6-methyloxan-2-yl]-2-oxo-1,2-dihydropyrimidin-4-yl}-4-[(2-methyl-L-seryl)amino]benzamide