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Erythromycin

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Identification
Molecular formula
C37H67NO13
CAS number
114-07-8
IUPAC name
O4-[4-(dimethylamino)-2-[[14-ethyl-7,12,13-trihydroxy-4-(5-hydroxy-4-methoxy-4,6-dimethyl-tetrahydropyran-2-yl)oxy-3,5,7,9,11,13-hexamethyl-2,10-dioxo-oxacyclotetradec-6-yl]oxy]-6-methyl-tetrahydropyran-3-yl] O1-ethyl butanedioate
State
State

Solid

Melting point (Celsius)
135.00
Melting point (Kelvin)
408.00
Boiling point (Celsius)
200.00
Boiling point (Kelvin)
473.00
General information
Molecular weight
733.94g/mol
Molar mass
733.9370g/mol
Density
1.2500g/cm3
Appearence

White or slightly yellow crystalline powder with a characteristic odor. It is tasteless and becomes yellowish upon exposure to light.

Comment on solubility

Solubility of O4-[4-(dimethylamino)-2-[[14-ethyl-7,12,13-trihydroxy-4-(5-hydroxy-4-methoxy-4,6-dimethyl-tetrahydropyran-2-yl)oxy-3,5,7,9,11,13-hexamethyl-2,10-dioxo-oxacyclotetradec-6-yl]oxy]-6-methyl-tetrahydropyran-3-yl] O1-ethyl butanedioate

The solubility characteristics of the compound with the formula C37H67NO13 are quite intriguing due to its complex structure comprising numerous functional groups. Here are some important points to consider:

  • Polar Functional Groups: The presence of multiple hydroxyl (-OH) groups indicates that the compound may exhibit good solubility in polar solvents, such as water or alcohols.
  • Hydrophobic Regions: Conversely, the large hydrocarbon chains and structures within the molecule suggest potential hydrophobic properties, which could lead to decreased solubility in purely aqueous solutions.
  • Solvent Interaction: Solubility will likely be influenced by the choice of solvent. For example, in organic solvents like methanol or ethanol, the solubility could be significantly enhanced due to favorable interactions with both polar and non-polar regions of the compound.
  • Temperature Effects: The solubility may also be temperature-dependent. Generally, an increase in temperature can lead to increased solubility of many organic compounds, allowing for better dissolution in a wider variety of solvents.

In conclusion, while the exact solubility of this intricate compound can vary depending on solvent type, polarity, and temperature, understanding its multi-functional nature is key in predicting and enhancing its solubility behavior.

Interesting facts

Interesting Facts about the Compound: O4-[4-(dimethylamino)-2-[[14-ethyl-7,12,13-trihydroxy-4-(5-hydroxy-4-methoxy-4,6-dimethyl-tetrahydropyran-2-yl)oxy-3,5,7,9,11,13-hexamethyl-2,10-dioxo-oxacyclotetradec-6-yl]oxy]-6-methyl-tetrahydropyran-3-yl] O1-ethyl butanedioate

This compound presents an intriguing example of the complexity and diversity found within organic chemistry. Its unique structure allows for a variety of functional groups that contribute to its chemical behavior and potential applications. Here are some fascinating aspects of this compound:

  • Dimethylamino Group: The presence of a dimethylamino group can enhance the compound’s solubility and reactivity, making it more versatile in chemical synthesis.
  • Hydroxyl Functions: With multiple hydroxyl groups, this compound may exhibit interesting *hydrogen bonding* properties, which can affect its interaction with other substances.
  • Potential Therapeutic Uses: Given its complex structure, compounds like this one are often investigated for potential *pharmaceutical applications*, particularly in drug delivery systems.
  • Chirality: The tetrahydropyran rings may induce chirality in the molecule, leading to enantiomers that could have significantly different biological activities.
  • Natural Product Analogue: Its multifaceted structure may resemble natural products, hinting at possible uses in mimicking or enhancing biological pathways.

The study of such complex molecules opens new avenues in the field of chemistry and pharmacology. As one researcher noted, *"The intricacy of the molecular architecture provides a stimulating challenge for synthetic chemists."*

Understanding these compounds not only deepens our knowledge of chemical interactions but also serves to inspire innovative solutions within chemical and medicinal sciences.

Synonyms
1264-62-6
41342-53-4
NCGC00183038-01
CPD001491659
ST075191
CHEMBL4550869
CHEBI:94382
DTXSID40859615
HMS3259M20
STK177309
AKOS005410741
NC00597
SMP2_000005
BRD-A44827100-001-01-8
H-pyran-3-yl ethyl butanedioate (non-preferred name)
Q27166225
Erythromycin ethyl succinate, European Pharmacopoeia (EP) Reference Standard
Erythromycin ethyl succinate, United States Pharmacopeia (USP) Reference Standard
Erythromycin Ethylsuccinate, Pharmaceutical Secondary Standard; Certified Reference Material
4-(Dimethylamino)-2-({14-ethyl-7,12,13-trihydroxy-4-[(5-hydroxy-4-methoxy-4,6-dimethyloxan-2-yl)oxy]-3,5,7,9,11,13-hexamethyl-2,10-dioxo-1-oxacyclotetradecan-6-yl}oxy)-6-methyloxan-3-yl ethyl butanedioate
4-(dimethylamino)-2-[9-ethyl-2,7,8-trihydroxy-13-(5-hydroxy-4-methoxy-4,6-dime thyl(2H-3,4,5,6-tetrahydropyran-2-yloxy))-2,4,6,8,12,14-hexamethyl-5,11-dioxo- 10-oxacyclotetradecyloxy]-6-methyl(2H-3,4,5,6-tetrahydropyran-3-yl) ethyl buta ne-1,4-dioate
butanedioic acid O4-[4-(dimethylamino)-2-[[14-ethyl-7,12,13-trihydroxy-4-[(5-hydroxy-4-methoxy-4,6-dimethyl-2-oxanyl)oxy]-3,5,7,9,11,13-hexamethyl-2,10-dioxo-oxacyclotetradec-6-yl]oxy]-6-methyl-3-oxanyl] ester O1-ethyl ester