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Mitragynine

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Identification
Molecular formula
C23H30N2O4
CAS number
4098-40-2
IUPAC name
methyl 17-(4-ethoxycarbonyloxy-3,5-dimethoxy-benzoyl)oxy-6,18-dimethoxy-1,3,11,12,14,15,16,17,18,19,20,21-dodecahydroyohimban-19-carboxylate
State
State

At room temperature, Mitragynine is in a solid state. It is commonly encountered in powdered form, but it can also exist as larger crystalline masses depending on its processing.

Melting point (Celsius)
102.00
Melting point (Kelvin)
375.15
Boiling point (Celsius)
426.00
Boiling point (Kelvin)
699.15
General information
Molecular weight
398.50g/mol
Molar mass
398.5030g/mol
Density
1.2000g/cm3
Appearence

Mitragynine is typically observed as a white crystalline powder or solid. It may appear slightly off-white or pale when impurities are present.

Comment on solubility

Solubility Overview

The solubility of methyl 17-(4-ethoxycarbonyloxy-3,5-dimethoxy-benzoyl)oxy-6,18-dimethoxy-1,3,11,12,14,15,16,17,18,19,20,21-dodecahydroyohimban-19-carboxylate (C23H30N2O4) can be characterized by several key factors that influence its behavior in various solvents:

  • Polarity: The presence of multiple methoxy and ethoxy groups suggests that the compound may exhibit moderate to high polarity, which typically enhances solubility in polar solvents such as water and alcohols.
  • Hydrogen bonding: Functional groups capable of hydrogen bonding may further increase solubility in suitable solvents, making the compound more compatible with water.
  • Formation of complexes: The potential for intermolecular interactions, such as hydrogen bonding and π-π stacking with aromatic systems, might promote solubility in mixed solvents or organic solvents.

However, due to its complex structure and large molecular size, its overall solubility profile could vary significantly across different solvents. In general:

  1. It may display good solubility in organic solvents such as dichloromethane or ethanol.
  2. Conversely, poor solubility is likely in non-polar solvents due to the higher degree of non-polar character within the dodecahydroyohimban structure.

In conclusion, understanding the solubility characteristics of this compound can provide valuable insights for applications in pharmaceuticals, where solubility is a critical factor in drug formulation and delivery.

Interesting facts

Interesting Facts about Methyl 17-(4-ethoxycarbonyloxy-3,5-dimethoxy-benzoyl)oxy-6,18-dimethoxy-1,3,11,12,14,15,16,17,18,19,20,21-dodecahydroyohimban-19-carboxylate

This complex organic compound, structurally associated with the Yohimbe tree, is noteworthy for several reasons. In the realm of medicinal chemistry, it is particularly intriguing due to its potential therapeutic applications. Here are some fascinating insights:

  • Natural Origins: Derived from the bark of the Yohimbe tree (*Pausinystalia yohimbe*), this compound is linked to traditional uses in African medicine and the aphrodisiac market.
  • Complex Structure: Its long name and intricate molecular structure suggest numerous functional groups, illustrating the complexity and diversity of organic compounds.
  • Therapeutic Potential: Research indicates that compounds like this one may possess anti-anxiety and anti-depressant properties by influencing certain neurotransmitters in the brain.
  • Drug Development: With its unique molecular architecture, it serves as a scaffold for the development of novel pharmaceutical agents targeting various biological pathways.
  • Bioavailability Studies: Understanding the absorption and metabolism of such compounds is crucial. Studies often focus on enhancing their bioavailability to maximize therapeutic effects.

In conclusion, this compound is a testament to the richness of organic chemistry, blending traditional use with modern scientific inquiry. As research continues, compounds of this nature help bridge the gap between natural remedies and contemporary pharmacology. As a scientist or student, delving into such molecules opens up a world of discoveries that could lead to significant advancements in healthcare.

Synonyms
Methyl reserpate, 4-ethoxycarbonyl-3,5-dimethoxybenzoic acid ester
methyl 17-(4-ethoxycarbonyloxy-3,5-dimethoxybenzoyl)oxy-6,18-dimethoxy-1,3,11,12,14,15,16,17,18,19,20,21-dodecahydroyohimban-19-carboxylate
Seniramin
NSC 77030
Prestwick0_000564
Prestwick1_000564
Prestwick2_000564
SCHEMBL219706
SPBio_002567
CHEMBL4758426
CHEBI:95130
DTXSID60859132
Benzoic acid, 4-hydroxy-3,5-dimethoxy-, ethyl carbonate, ester with methyl reserpate
Reserpic acid, methyl ester, ester with 4-hydroxy-3,5-dimethoxybenzoic acid ethyl carbonate
ZCDNRPPFBQDQHR-UHFFFAOYSA-N
HMS1569B10
HMS3370A20
Methyl 18.beta.-hydroxy-11,17.alpha.-dimethoxy-3.beta.,20.alpha.-yohimban-16.beta.-carboxylate 4-hydroxy
Methyl 18beta-hydroxy-11,17alpha-dimethoxy-3beta,20alpha-yohimban-16beta-carboxylate 4-hydroxy
Yohimban-16-carboxylic acid, 18-[[4-[(ethoxycarbonyl)oxy]-3,5-dimethoxybenzoyl]oxy]-11,17-dimethoxy-, methyl ester, (3.beta.,16.beta.,17.alpha.,18.beta.,20.alpha.)-
DB-056788
Q27166913
17-[(4-ethoxycarbonyloxy-3,5-dimethoxyphenyl)-oxomethoxy]-6,18-dimethoxy-1,3,11,12,14,15,16,17,18,19,20,21-dodecahydroyohimban-19-carboxylic acid methyl ester
18-[[4-[(Ethoxycarbonyl)oxy]-3,5-dimethoxybenzoyl]oxy]-11,17-dimethoxy-yohimban-16-carboxylic acid methyl ester
3.beta.,20.alpha.-Yohimban-16.beta.-carboxylic acid, 18.beta.-hydroxy-11,17.alpha.-dimethoxy-, methyl ester, 4-hydroxy-3,5-dimethoxybenzoate (ester) ethyl carbonate (ester)
3.beta.,20.alpha.-Yohimban-16.beta.-carboxylic acid, 18.beta.-hydroxy-11,17.alpha.-dimethoxy-, methyl ester, ester with 4-hydroxy-3,5-dimethoxybenzoic acid ethyl carbonate
methyl 18-({4-[(ethoxycarbonyl)oxy]-3,5-dimethoxybenzoyl}oxy)-11,17-dimethoxyyohimban-16-carboxylate
Methyl 18.beta.-((4-[(ethoxycarbonyl)oxy]-3,5-dimethoxybenzoyl)oxy)-11,17.alpha.-dimethoxy-3.beta.,20.alpha.-yohimban-16.beta.-carboxylate #
Yohimban-16-carboxylic acid, 18-[[4-[(ethoxycarbonyl)oxy]-3,5-dimethoxybenzoyl]oxy]-11,17-dimethoxy-, methyl ester, (3.beta.,16.beta.,17.alpha.,18.beta.,20.alpha.