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Berberine

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Identification
Molecular formula
C20H18NO4
CAS number
2086-83-1
IUPAC name
2,10-dimethoxy-6,6-dimethyl-5,6,6a,7-tetrahydro-4H-dibenzo[de,g]quinolin-6-ium-1,11-diol
State
State

At room temperature, berberine is in a solid state. It is crystalline and often found in a powder form.

Melting point (Celsius)
145.00
Melting point (Kelvin)
418.00
Boiling point (Celsius)
370.00
Boiling point (Kelvin)
643.00
General information
Molecular weight
336.37g/mol
Molar mass
336.3760g/mol
Density
1.1800g/cm3
Appearence

Berberine is a yellow crystalline alkaloid. It often appears bright yellow and has been used historically as a dye. It forms prismatic crystals that are often isolated from plant sources.

Comment on solubility

Solubility of 2,10-dimethoxy-6,6-dimethyl-5,6,6a,7-tetrahydro-4H-dibenzo[de,g]quinolin-6-ium-1,11-diol

The compound 2,10-dimethoxy-6,6-dimethyl-5,6,6a,7-tetrahydro-4H-dibenzo[de,g]quinolin-6-ium-1,11-diol, with the chemical formula C20H18NO4, presents intriguing challenges in terms of its solubility properties.

Generally, the solubility of a compound can be influenced by various factors, including:

  • Polarity: The presence of polar functional groups can enhance solubility in polar solvents.
  • Molecular Size: Larger molecules may exhibit reduced solubility due to steric hindrance.
  • Hydrogen Bonding: Capable of forming hydrogen bonds can increase solubility, particularly in protic solvents.

In the case of this compound, the existence of methoxy groups may suggest moderate solubility in polar solvents such as water or methanol due to their ability to engage in hydrogen bonding and dipole interactions. However, the larger and complex structure, along with possible hydrophobic regions, is likely to hinder its solubility. Therefore, it is important to consider that:

  • It may be more soluble in organic solvents like ethanol or DMSO.
  • Conversely, it may be less soluble in non-polar solvents due to its overall hydrophilic and hydrophobic balance.

As with many intricate organic compounds, experimental determination of its solubility in various solvents would provide the most definitive insight. Understanding these solubility properties is crucial for applications involving this compound, particularly in pharmaceutical formulations, where bioavailability can significantly depend on solubility characteristics.

Interesting facts

Interesting Facts about 2,10-Dimethoxy-6,6-dimethyl-5,6,6a,7-tetrahydro-4H-dibenzo[de,g]quinolin-6-ium-1,11-diol

This complex compound represents a fascinating area of study within organic chemistry and medicinal chemistry due to its unique structure and potential applications. Here are some engaging facts to consider:

  • Molecular Structure: The compound features a tetracyclic structure with both quinoline and dibenzo moieties, which can influence its biological properties and interactions.
  • Potential Biological Activity: Compounds with similar structures have been evaluated for their pharmacological effects, ranging from anti-inflammatory properties to potential neuroprotective effects.
  • Methods of Synthesis: The preparation of such complex compounds often requires innovative synthetic strategies, including multi-step reactions that highlight the creativity required in organic synthesis.
  • Applications in Research: This compound can be a key player in exploring the chemical basis of certain diseases, and its derivatives are often studied for their therapeutic potential.
  • Quinoline Derivatives: As part of the quinoline class, this compound may exhibit interesting photophysical properties, making it a candidate for dyes or sensors in material science.

In conclusion, 2,10-dimethoxy-6,6-dimethyl-5,6,6a,7-tetrahydro-4H-dibenzo[de,g]quinolin-6-ium-1,11-diol is not just a chemical formula but a gateway into the diverse world of organic synthesis and potential therapeutic discoveries. Its exploration can open doors to new understanding in both chemistry and medicine.

Synonyms
(+)-Magnoflorine Iodide
1,11-dihydroxy-2,10-dimethoxy-6,6-dimethyl-5,6,6a,7-tetrahydro-4H-dibenzo[de,g]quinolinium
Magnoflorine (iodide);alpha-Magnoflorine (iodide);Thalictrine (iodide)
SCHEMBL563393
BCP30817
Magnoflorine (Thalictrine; Esholine)
STL581374
AKOS040740387
AC-542/20643018
(+)-Magnoflorine; (c) paragraph sign-Magnoflorine;Escholine;Thalictrin
2,10-dimethoxy-6,6-dimethyl-5,6,6a,7-tetrahydro-4H-dibenzo[de,g]quinolin-6-ium-1,11-diol
3,16-dihydroxy-4,15-dimethoxy-10,10-dimethyl-10-azatetracyclo[7.7.1.0(2),?.0(1)(3),(1)?]heptadeca-1(16),2,4,6,13(17),14-hexaen-10-ium
3,16-DIHYDROXY-4,15-DIMETHOXY-10,10-DIMETHYL-10-AZATETRACYCLO[7.7.1.0(2),?.0(1)(3),(1)?]HEPTADECA-1(17),2(7),3,5,13,15-HEXAEN-10-IUM