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Berberine

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Identification
Molecular formula
C20H18NO4
CAS number
2086-83-1
IUPAC name
(6aS)-1,10-dimethoxy-5,6,6a,7-tetrahydro-4H-dibenzo[de,g]quinoline-2,9-diol
State
State

At room temperature, berberine is typically found in its solid crystalline form. It is not commonly found as a liquid or gas, especially under standard room conditions.

Melting point (Celsius)
145.00
Melting point (Kelvin)
418.15
Boiling point (Celsius)
0.00
Boiling point (Kelvin)
0.00
General information
Molecular weight
336.37g/mol
Molar mass
336.3660g/mol
Density
1.3740g/cm3
Appearence

Berberine is a bright yellow crystalline powder. It is known for its intense color, making it useful in dyes and as a staining agent. The compound's distinctive coloration is attributed to its structure, which contains conjugated systems that absorb light in the visible spectrum, giving it its characteristic hue.

Comment on solubility

Solubility of (6aS)-1,10-dimethoxy-5,6,6a,7-tetrahydro-4H-dibenzo[de,g]quinoline-2,9-diol

The solubility of (6aS)-1,10-dimethoxy-5,6,6a,7-tetrahydro-4H-dibenzo[de,g]quinoline-2,9-diol is a crucial aspect to understand its behavior in various environments. This compound, characterized by its complex structure, displays specific solubility traits that can be categorized as follows:

  • Solvent Interaction: It is expected that this compound shows varying solubility in polar and non-polar solvents due to its aromatic moieties and functional groups.
  • Temperature Dependence: Like many organic compounds, its solubility may increase with temperature, making higher temperatures favorable for dissolution.
  • pH Sensitivity: Being a diol, the solubility might be affected by the pH of the solution, with potential variations in solubility at different pH levels.
  • Hydrogen Bonding: The presence of hydroxyl (-OH) groups indicates that hydrogen bonding could significantly enhance its solubility in water and other polar solvents.

For practical applications and formulations, understanding the solubility is essential. As the saying goes, "Like dissolves like," which elucidates that the compatibility of solvents plays a significant role in achieving the desired solubility of this compound. Overall, the solubility characteristics of (6aS)-1,10-dimethoxy-5,6,6a,7-tetrahydro-4H-dibenzo[de,g]quinoline-2,9-diol contribute to its utility in various chemical and pharmaceutical applications.

Interesting facts

Interesting Facts About (6aS)-1,10-dimethoxy-5,6,6a,7-tetrahydro-4H-dibenzo[de,g]quinoline-2,9-diol

(6aS)-1,10-dimethoxy-5,6,6a,7-tetrahydro-4H-dibenzo[de,g]quinoline-2,9-diol is an intriguing compound found within the vast world of organic chemistry. Here are some fascinating points about this unique molecule:

  • Structure Complexity: This compound consists of a fused bicyclic structure, showcasing the beauty and complexity of organic molecules. The incorporation of both methoxy groups and hydroxyl functionalities adds to its structural richness.
  • Biological Activity: Compounds similar to this one often exhibit a range of biological activities. As we explore its pharmacological potential, we may discover promising applications in fields such as medicinal chemistry.
  • Synthetic Routes: The synthesis of this compound can involve a series of intricate steps that highlight the creativity and precision required in modern synthetic organic chemistry. It serves as an excellent example for students studying reaction mechanisms.
  • Research Potential: Ongoing research in the field may reveal further insights into how this compound interacts with biological targets, paving the way for the development of novel therapeutic agents.
  • Chirality and Stereochemistry: The specific stereochemistry of the (6aS) designation presents an opportunity for students and researchers to delve into the fascinating world of stereochemistry, discussing how variations in chirality can influence a compound's properties.

As scientists continue to study (6aS)-1,10-dimethoxy-5,6,6a,7-tetrahydro-4H-dibenzo[de,g]quinoline-2,9-diol, they open the door to extensive investigations and potential discoveries. Its intricate structure and possible biological applications provide endless avenues for exploration.

Synonyms
Laurolitsine
5890-18-6
Laurolistine
Norboldine
(+)-Norboldine
(6aS)-1,10-dimethoxy-5,6,6a,7-tetrahydro-4H-dibenzo[de,g]quinoline-2,9-diol
Dimethoxy-1,10 dihydroxy-2,9 nor-aporphine
1,10-Dimethoxy-6a-alpha-noraporphine-2,9-diol
4H-Dibenzo(de,g)quinoline-2,9-diol, 5,6,6a,7-tetrahydro-1,10-dimethoxy-
5MT88IS14F
CHEMBL487388
CHEBI:66557
UNII-5MT88IS14F
4H-DIBENZO(DE,G)QUINOLINE-2,9-DIOL, 5,6,6A,7-TETRAHYDRO-1,10-DIMETHOXY-, (6AS)-
4H-Dibenzo[de,g]quinoline-2,9-diol, 5,6,6a,7-tetrahydro-1,10-dimethoxy-, (6aS)-
[(+)-norboldine]
Dimethoxy-1,10 dihydroxy-2,9 nor-aporphine [French]
1,10-Dimethoxy-6a-.alpha.-noraporphine-2,9-diol
(+)-LAUROLITSINE
6a-.alpha.-Noraporphine-2,9-diol, 1,10-dimethoxy-
LAUROLITSINE, (+)-
6a-alpha-NORAPORPHINE-2,9-DIOL, 1,10-DIMETHOXY-
DTXSID30207641
HY-N2352
BDBM50292446
AKOS037515021
568-39-8
DA-64882
FL159602
MS-24584
CS-0022440
C16984
F82119
Q27135167
(S)-1,10-Dimethoxy-5,6,6a,7-tetrahydro-4H-dibenzo[de,g]quinoline-2,9-diol
4H-DIBENZO(DE,G)QUINOLINE-2,9-DIOL, 5,6,6A,7-TETRAHYDRO-1,10-DIMETHOXY-, (S)-
Norboldine;(S)-5,6,6a,7-Tetrahydro-1,10-dimethoxy-4H-dibenzo[de,g]quinoline-2,9-diol