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Berberine

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Identification
Molecular formula
C20H18NO4
CAS number
2086-83-1
IUPAC name
2,3,9,10-tetramethoxy-5,6-dihydroisoquinolino[2,1-b]isoquinolin-7-ium
State
State

At room temperature, berberine is usually found in a solid state due to its crystalline form. It is stable under standard atmospheric conditions.

Melting point (Celsius)
146.00
Melting point (Kelvin)
419.15
Boiling point (Celsius)
254.00
Boiling point (Kelvin)
527.15
General information
Molecular weight
336.37g/mol
Molar mass
336.3660g/mol
Density
1.1100g/cm3
Appearence

Berberine is typically a bright yellow crystalline powder. It is known for its vibrant color, which is sometimes used as a dye. The yellow appearance is quite distinct and can be easily identified among other compounds.

Comment on solubility

Solubility of 2,3,9,10-tetramethoxy-5,6-dihydroisoquinolino[2,1-b]isoquinilin-7-ium

The solubility of 2,3,9,10-tetramethoxy-5,6-dihydroisoquinolino[2,1-b]isoquinilin-7-ium is an intriguing aspect given its complex structure. Generally, the solubility of organic compounds is greatly influenced by their functional groups and overall molecular configuration. In this case, we can make the following observations:

  • Polar vs Nonpolar: The presence of methoxy groups (–OCH3) tends to increase the polar characteristics of the molecule, which may enhance its solubility in polar solvents such as water and alcohols.
  • Size and Structure: The larger and more complex structure typically encourages lower solubility due to steric hindrance, although the specific arrangement of methoxy groups can counterbalance this effect.
  • Solvent Interaction: Solubility may vary significantly based on the choice of solvent. For example, “Like dissolves like” suggests that this compound may exhibit good solubility in organic solvents that can stabilize the polar groups.

In summary, while definitive experimental data is needed to fully understand the solubility of this compound, its polar functional groups suggest it may be more soluble in polar solvents compared to nonpolar ones. Hence, researchers should consider various solvent systems during their studies to ascertain the solubility characteristics effectively.

Interesting facts

Interesting Facts about 2,3,9,10-Tetramethoxy-5,6-dihydroisoquinolino[2,1-b]isoquinolin-7-ium

This intriguing compound belongs to the class of isoquinoline derivatives, which are widely studied in the field of organic chemistry due to their diverse biological activities. Here are some compelling details that highlight its significance:

  • Biological Activities: Many isoquinoline derivatives exhibit remarkable pharmacological properties, including antitumor, antiviral, and neuroprotective effects. The methoxy substituents on this compound may enhance such activities.
  • Synthesis Potential: The unique structure of this compound opens avenues for interesting synthetic pathways, which can lead to related compounds. Such modifications can help in studying structure-activity relationships.
  • Research Applications: Compounds like 2,3,9,10-tetramethoxy-5,6-dihydroisoquinolino[2,1-b]isoquinolin-7-ium are often used in medicinal chemistry to explore new therapeutic agents, as they can interact with various biological targets.
  • Unusual Structure: The fused ring system in its structure contributes to its chemical properties and stability, making it a subject of interest in material science and drug design.

Moreover, as a chemistry student, understanding such complex compounds reinforces the critical concept of how molecular structure influences reactivity and interaction in biological systems. As noted by prominent scientists, "Every compound carries a story of its formation and potential impact on health and disease." With continual research, who knows what new discoveries await in the study of isoquinoline derivatives!


Synonyms
Palmatine
3486-67-7
Berbericinine
Palmatin
O,O-Dimethyldemethyleneberberine
Dibenzo[a,g]quinolizinium, 5,6-dihydro-2,3,9,10-tetramethoxy-
palmatine ion
palmatine cation
7,8,13,13a-Tetrahydro-2,3,9,10-tetramethoxyberbinium
BRN 1555498
CHEBI:16096
UNII-G50C034217
5,6-Dihydro-2,3,9,10-tetramethoxydibenzo(a,g)quinolizinium
DTXSID9048065
G50C034217
5,6-Dihydro-2,3,9,10-tetramethoxydibenzo[a,g]quinolizinium
2,3,9,10-tetramethoxy-5,6-dihydroisoquino[3,2-a]isoquinolinium
Dibenzo(a,g)quinolizinium, 5,6-dihydro-2,3,9,10-tetramethoxy-
5-21-06-00202 (Beilstein Handbook Reference)
BERBINIUM, 7,8,13,13a-TETRAHYDRO-2,3,9,10-TETRAMETHOXY-
2,3,9,10-tetramethoxy-5,6-dihydroisoquino(3,2-a)isoquinolinium
DTXCID0028036
PALMATINE (NEGATIVE MARKER) (CONSTITUENT OF GOLDENSEAL)
Burasaine
2,3,9,10-tetramethoxy-5,6-dihydroisoquinolino[2,1-b]isoquinolin-7-ium
5,6-Dihydro-2,3,9,10-tetramethoxy-dibenzo[a,g]quinolizinium
2,3,9,10-tetramethoxy-5,6-dihydroisoquinolino[3,2-a]isoquinolin-7-ium
CHEMBL274189
SR-01000841226
C21H22NO4
Palmatine-chloride
PALMITINE
Spectrum_001849
SpecPlus_000619
SpecPlus_000738
PALMATINE [MI]
Prestwick0_000579
Prestwick1_000579
Prestwick2_000579
Prestwick3_000579
Spectrum2_000608
Spectrum3_000907
Spectrum4_001005
Spectrum5_000684
Spectrum5_001860
PALMATINE [WHO-DD]
BSPBio_000398
BSPBio_002629
KBioGR_001469
KBioSS_002363
DivK1c_006715
DivK1c_006834
SCHEMBL562120
SPBio_000516
SPBio_002617
BPBio1_000438
CHEMBL206106
HY-N0110A
KBio1_001659
KBio1_001778
KBio2_002360
KBio2_004928
KBio2_007496
KBio3_001854
7,8,13,13a-tetradehydro-2,3,9,10-tetramethoxyberbinium
QUCQEUCGKKTEBI-UHFFFAOYSA-N
HMS3885G04
2,3,9,10-tetramethoxy-5,6-dihydro-isoquino[3,2-a]isoquinolinylium
BBL028417
BDBM50292332
s3769
STK801361
AKOS005612997
AC-7992
CCG-268056
FP65894
SDCCGMLS-0066652.P001
NCGC00016631-01
NCGC00016631-02
NCGC00016631-03
NCI60_001757
CAS-3486-67-7
DB-048694
CS-0013950
NS00094853
C05315
AE-508/43280806
Q6634283
SR-01000841226-5
BRD-K58466253-003-04-1
BRD-K58466253-003-07-4
BRD-K58466253-003-14-0
PALMATINE (NEGATIVE MARKER) (CONSTITUENT OF GOLDENSEAL) [DSC]
2,3,9,10-Tetramethoxy-5,6-dihydro-isoquino[3,2-a]isoquinolinylium; chloride