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Mitragynine

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Identification
Molecular formula
C23H30N2O4
CAS number
4098-40-2
IUPAC name
2-[[(4S,4aR,7aR,12bS)-9-methoxy-3-methyl-1,2,4,4a,5,6,7a,13-octahydro-4,12-methanobenzofuro[3,2-e]isoquinolin-7-ylidene]amino]oxyacetic acid
State
State

At room temperature, Mitragynine is in a solid state, being crystalline and powdery in form. It is typically stable under normal conditions of use and storage.

Melting point (Celsius)
102.00
Melting point (Kelvin)
375.15
Boiling point (Celsius)
306.00
Boiling point (Kelvin)
579.15
General information
Molecular weight
398.50g/mol
Molar mass
398.5000g/mol
Density
1.1500g/cm3
Appearence

Mitragynine, at room temperature, typically appears as a white or light yellowish powder. It is generally odorless, crystalline in nature, and is known for its alkaloid properties found in the plant species Mitragyna speciosa or Kratom.

Comment on solubility

Solubility of 2-[[(4S,4aR,7aR,12bS)-9-methoxy-3-methyl-1,2,4,4a,5,6,7a,13-octahydro-4,12-methanobenzofuro[3,2-e]isoquinolin-7-ylidene]amino]oxyacetic acid

The solubility of the compound 2-[[(4S,4aR,7aR,12bS)-9-methoxy-3-methyl-1,2,4,4a,5,6,7a,13-octahydro-4,12-methanobenzofuro[3,2-e]isoquinolin-7-ylidene]amino]oxyacetic acid is a multifaceted topic that requires careful examination due to the compound's complex structure. Its solubility can vary widely depending on several factors:

  • Polarity: The presence of polar functional groups, such as the amino and carboxylic acid moieties, typically increases solubility in polar solvents like water.
  • Hydrophobic Regions: The extensive hydrophobic hydrocarbon framework may limit solubility in aqueous environments but enhance solubility in organic solvents.
  • pH Dependence: The ionization state of the carboxylic acid group can change with pH, affecting overall solubility, particularly in aqueous solutions.

As a general rule, compounds like this that possess both hydrophilic and hydrophobic characteristics often exhibit amphoteric behavior, leading to different solubility profiles based on the conditions. It is also important to note:

  1. "Solubility is not just about 'dissolving' but involves balancing forces of attraction and repulsion."
  2. The interactions with solvents can determine whether the compound behaves more like a salt or a neutral molecule.

In summary, understanding the solubility of such a complex compound requires an appreciation of its structural features and environmental conditions that can influence its dissolution behavior.

Interesting facts

Interesting Facts about 2-[[(4S,4aR,7aR,12bS)-9-methoxy-3-methyl-1,2,4,4a,5,6,7a,13-octahydro-4,12-methanobenzofuro[3,2-e]isoquinolin-7-ylidene]amino]oxyacetic acid

This complex compound is a member of the fascinating class of molecules known as isoquinolines, which are essential in various fields of organic chemistry. Isoquinoline derivatives have garnered significant attention due to their diverse biological activities.

  • Biological Relevance: Many isoquinolines exhibit profound pharmacological properties, including anti-cancer, anti-inflammatory, and antimicrobial effects. This specific compound represents a unique structural variation that could lead to novel therapeutic targets.
  • Stereochemistry: The designation of multiple stereogenic centers denotes significant chirality within this compound. This stereochemistry may influence the interaction with biological systems.
  • Functional Groups: The presence of the amino and methoxy functional groups suggests potential reactivity and solubility attributes, which are crucial when considering the compound for synthesis or pharmaceutical development.
  • Research Potential: Compounds like this one are often investigated for their role in natural product synthesis and in the development of new drugs. Their intricate structures may serve as templates for creating more complex and effective pharmacophores.

As one delves into the world of isoquinolines, it's fascinating to consider how such a structure can potentially underscore new discoveries in medicinal chemistry. It emphasizes the intricate balance of structure and function, showcasing that even the smallest changes in molecular architecture can lead to significantly different biological outcomes.

In the words of a reputable chemist, "The beauty of chemistry lies in its complexity; the most intricate designs often lead to the most impactful results."