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Avermectin B1a

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Identification
Molecular formula
C48H72O14
CAS number
71751-41-2
IUPAC name
(2S,3S,4S,5R)-6-[[(4S,6aR,6bS,8R,8aR,9R,10R,14bR)-9-acetoxy-8-hydroxy-4,8a-bis(hydroxymethyl)-4,6a,6b,11,11,14b-hexamethyl-10-(2-methylbut-2-enoyloxy)-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl]oxy]-4-hydroxy-3,5-bis[[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl]oxy]tetrahydropyran-2-carboxylic acid
State
State

Solid at room temperature.

Melting point (Celsius)
154.00
Melting point (Kelvin)
427.00
Boiling point (Celsius)
270.00
Boiling point (Kelvin)
543.00
General information
Molecular weight
873.10g/mol
Molar mass
873.1000g/mol
Density
1.1800g/cm3
Appearence

A white to yellowish crystalline powder.

Comment on solubility

Solubility Insights

When it comes to the solubility of the compound (2S,3S,4S,5R)-6-[[[4S,6aR,6bS,8R,8aR,9R,10R,14bR)-9-acetoxy-8-hydroxy-4,8a-bis(hydroxymethyl)-4,6a,6b,11,11,14b-hexamethyl-10-(2-methylbut-2-enoyloxy)-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl]oxy]-4-hydroxy-3,5-bis[[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl]oxy]tetrahydropyran-2-carboxylic acid, several factors come into play:

  • Polarity: This compound features multiple hydroxyl (-OH) groups, which typically enhance solubility in polar solvents, including water.
  • Size: The large molecular size and complex structure may hinder solubility somewhat, potentially leading to lower solubility in less polar solvents.
  • Hydrogen Bonding: The presence of various functional groups suggests that the molecule can engage in hydrogen bonding, which is beneficial for solubility in polar media.

In general, it can be expected that:

  1. The compound is likely to be soluble in water due to the hydroxy groups.
  2. Solubility may decrease in organic solvents that do not support hydrogen bonding.
  3. Understanding the compound's solubility can lead to better application in formulations and chemical processes.

In summary, while the intricacies of the molecular structure might indicate variable solubility behaviors, the presence of polar functional groups stands as a strong indicator of potential solubility in aqueous environments.

Interesting facts

Interesting Facts about the Compound

This compound possesses a fascinating structure characterized by several stereocenters, showcasing the intricate nature of stereochemistry in organic molecules. The complexity of its name reflects the rich arrangement of functional groups, which highlights its potential for biological activity.

Key Features of the Compound:

  • Biological Relevance: This compound belongs to a class of molecules that are often investigated for their pharmacological properties. Its diverse functional groups may contribute to interactions with biological targets, influencing various metabolic pathways.
  • Stereo-Configurational Diversity: With multiple stereocenters, the compound exhibits unique three-dimensional orientations that can significantly impact its reactivity and biological function. Understanding these configurations is crucial for elucidating its mechanisms of action.
  • Natural Product Derivation: Often, complex structures like this are inspired by or derived from natural products, which serve as templates for synthetic modifications. This enhances the potential for discovering new therapeutic agents.
  • Functional Group Variety: The presence of hydroxyl and carboxylic acid groups points to potential interactions with water and other polar solvents, which could facilitate its solubility and bioavailability.

Overall, delving into the structure and properties of such a compound underscores the beauty of organic chemistry and the never-ending pursuit of understanding complex molecular architectures. As is often quoted in the field, "The more one studies, the more one realizes how much remains to be discovered." This sentiment rings particularly true for compounds of this nature, where new possibilities for research and application are always on the horizon.