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Berberine

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Identification
Molecular formula
C20H19NO5
CAS number
2086-83-1
IUPAC name
(6aS)-2,10,11-trimethoxy-6-methyl-5,6,6a,7-tetrahydro-4H-dibenzo[de,g]quinolin-1-ol
State
State

Berberine is a solid crystalline compound at room temperature.

Melting point (Celsius)
145.00
Melting point (Kelvin)
418.15
Boiling point (Celsius)
150.00
Boiling point (Kelvin)
423.15
General information
Molecular weight
371.39g/mol
Molar mass
371.3940g/mol
Density
1.2640g/cm3
Appearence

Berberine is a yellow crystalline powder. It is known for its bright yellow color, which has been historically used as a dye.

Comment on solubility

Solubility Overview

The solubility of (6aS)-2,10,11-trimethoxy-6-methyl-5,6,6a,7-tetrahydro-4H-dibenzo[de,g]quinolin-1-ol is a fascinating subject. Solubility is often determined by various factors including polarity, molecular structure, and temperature. In the case of this compound, its complex structure suggests some key points to consider:

  • Polarity: Due to the presence of multiple methoxy groups and a tertiary alcohol, the compound exhibits a degree of polarity, which may influence its solubility in polar solvents.
  • Solvent Interaction: It is likely to be soluble in dimethyl sulfoxide (DMSO) or ethanol due to the ability of these solvents to interact favorably with polar functional groups.
  • Temperature Effects: Like many organic compounds, solubility may increase with temperature, making higher temperatures a factor worth investigating for practical applications.
  • Hydrophobic Regions: The fused ring structure contributes to some hydrophobic characteristics, which may limit solubility in highly polar solvents.

In summary, while the compound displays a certain level of solubility in specific solvents, further empirical studies would provide definitive insights into its solubility profile. The interaction between the compound's structure and various solvents remains an intriguing area for exploration.

Interesting facts

Exploring the Fascinating World of (6aS)-2,10,11-trimethoxy-6-methyl-5,6,6a,7-tetrahydro-4H-dibenzo[de,g]quinolin-1-ol

The compound known as (6aS)-2,10,11-trimethoxy-6-methyl-5,6,6a,7-tetrahydro-4H-dibenzo[de,g]quinolin-1-ol is a remarkable member of the alkaloid family. This naturally occurring chemical boasts a complex structure that showcases a vibrant mix of functional groups, primarily methoxy and hydroxyl groups. Here are some captivating insights about this compound:

  • Structural Complexity: The intricate arrangement of its atoms, incorporating multiple fused ring systems, contributes to its unique biological activity.
  • Potential Therapeutic Applications: Research suggests that compounds with similar structures may exhibit various pharmacological properties, including anti-inflammatory and anti-cancer effects.
  • Natural Sources: This compound is often derived from plants, highlighting the incredible potential of nature’s arsenal for developing new medications.
  • Research Interest: The unique configuration of this compound has garnered attention in the scientific community, particularly in studies focusing on its potential role in neurological research.
  • Analytical Techniques: Due to its complexity, advanced techniques such as NMR (Nuclear Magnetic Resonance) and mass spectrometry are employed for its structural elucidation.

As mechanisms of action are further unraveled, (6aS)-2,10,11-trimethoxy-6-methyl-5,6,6a,7-tetrahydro-4H-dibenzo[de,g]quinolin-1-ol stands as a testament to the complexity and variety within the world of organic compounds. Its potential uses in medicine and ongoing research are not only fascinating but also highlight the importance of organic chemistry in drug development.

Synonyms
Corydine
Glaucentrin
Glaucentrine
(S)-(+)-Corydine
O(sup 11)-Methylcorytuberine
O11-Methylcorytuberine
UNII-1O1D15OP5R
BRN 0095568
1O1D15OP5R
5-21-06-00134 (Beilstein Handbook Reference)
4H-Dibenzo(de,g)quinolin-1-ol, 5,6,6a,7-tetrahydro-2,10,11-trimethoxy-6-methyl-, (S)-
6a-alpha-APORPHIN-1-OL, 2,10,11-TRIMETHOXY-
(6AS)-5,6,6A,7-TETRAHYDRO-2,10,11-TRIMETHOXY-6-METHYL-4H-DIBENZO(DE,G)QUINOLIN-1-OL
4H-DIBENZO(DE,G)QUINOLIN-1-OL, 5,6,6A,7-TETRAHYDRO-2,10,11-TRIMETHOXY-6-METHYL-, (6AS)-
Corytuberine methyl ether
Glaucocerinite8120
476-69-7
(+)-Corydine
d-Corydine
CHEMBL489524
(6aS)-2,10,11-trimethoxy-6-methyl-5,6,6a,7-tetrahydro-4H-dibenzo[de,g]quinolin-1-ol
(S)-Corydine
CORYDINE [MI]
SCHEMBL680230
DTXSID00963883
HY-N2571
BDBM50250271
AKOS000277266
CORYTUBERINE METHYL ETHER [MI]
FS-7047
AC-35116
DA-72598
FC156955
CS-0022908
NS00094085
Q27252668