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Ibogaine

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Identification
Molecular formula
C20H26N2O3
CAS number
83-74-9
IUPAC name
(1S)-16,17-dimethoxy-5,7-dioxa-13-azapentacyclo[11.8.0.02,10.04,8.015,20]henicosa-2,4(8),9,15(20),16,18-hexaene
State
State

Ibogaine is a solid at room temperature.

Melting point (Celsius)
152.00
Melting point (Kelvin)
425.15
Boiling point (Celsius)
276.00
Boiling point (Kelvin)
549.15
General information
Molecular weight
312.44g/mol
Molar mass
312.4090g/mol
Density
1.4500g/cm3
Appearence

Ibogaine typically appears as a white crystalline solid. It can also be found in a powder form or as capsules. When extracted, it may appear as a yellowish powder due to impurities.

Comment on solubility

Solubility of (1S)-16,17-dimethoxy-5,7-dioxa-13-azapentacyclo[11.8.0.02,10.04,8.015,20]henicosa-2,4(8),9,15(20),16,18-hexaene

The solubility of complex organic compounds like (1S)-16,17-dimethoxy-5,7-dioxa-13-azapentacyclo[11.8.0.02,10.04,8.015,20]henicosa-2,4(8),9,15(20),16,18-hexaene can often be influenced by various factors, including molecular structure, polarity, and solvent properties. Understanding the solubility behavior of such compounds is crucial for predicting their interactions in different environments.

Factors Influencing Solubility

  • Polarity: Compounds with polar functional groups generally exhibit higher solubility in polar solvents, while non-polar compounds tend to dissolve better in non-polar solvents.
  • Hydrogen Bonding: The presence of -OCH3 (methoxy) groups in this compound may enable hydrogen bonding, enhancing solubility in certain solvents.
  • Shape and Size: The complex structure of pentacyclic compounds can influence how they fit into the solvent matrix, affecting overall solubility.
  • Temperature: Higher temperatures usually increase solubility, though this can vary based on the specific interactions between solute and solvent.

As a general observation, compounds that are highly structured with multiple rings and functional groups, like this one, could show limited solubility in typical solvents. However, they might dissolve in more specialized solvents or under specific conditions. The overall solubility might be described as *moderate to low*, reflecting the compound's intricate architecture and potential steric hindrances that impede solvation.

In conclusion, the solubility of (1S)-16,17-dimethoxy-5,7-dioxa-13-azapentacyclo[11.8.0.02,10.04,8.015,20]henicosa-2,4(8),9,15(20),16,18-hexaene serves as an intriguing topic that encapsulates the interplay of molecular interactions and solvation dynamics.

Interesting facts

Interesting Facts About (1S)-16,17-dimethoxy-5,7-dioxa-13-azapentacyclo[11.8.0.02,10.04,8.015,20]henicosa-2,4(8),9,15(20),16,18-hexaene

(1S)-16,17-dimethoxy-5,7-dioxa-13-azapentacyclo[11.8.0.02,10.04,8.015,20]henicosa-2,4(8),9,15(20),16,18-hexaene is a fascinating chemical compound that showcases the complexity and beauty of organic chemistry. Here are some notable aspects:

  • Structural Complexity: This compound features a unique multi-cyclic structure that highlights the intricate nature of organic molecules, encompassing five fused rings. The pentacyclic formation provides substantial stability and intriguing properties.
  • Functional Groups: The presence of methoxy groups, represented by -OCH3, adds to the compound’s reactivity while enhancing its solubility in organic solvents. Such modifications often play a critical role in the interaction of the molecule with biological targets.
  • Applications in Medicine: Compounds like this one are often of interest in pharmaceutical chemistry due to their potential biological activities. They may serve as precursors for developing new drugs or as templates for synthesizing more complex molecular structures.
  • Research Significance: Scientists might explore this compound’s potential in materials science, particularly in the development of organic semiconductors and photovoltaic materials.
  • Isomeric Diversity: The (1S) designation indicates a specific stereochemistry that can influence the compound's physical and chemical behavior. Understanding the effects of stereochemistry is critical in enantioselective synthesis and in predicting biological activity.

To quote renowned chemist Linus Pauling, "The best way to have a good idea is to have lots of ideas." This compound exemplifies how complex ideas in chemistry can lead to innovative solutions and new discoveries in various scientific fields.

As we delve deeper into the realm of such intricate compounds, we appreciate the blend of art and science in chemistry, where every connection and bond tells a story of potential advancements and discoveries.

Synonyms
5096-57-1
(S)-Canadine
Canadine l-form
(-)-Canadine
(S)-Tetrahydroberberine
(S)-(-)-Canadine
(-)-Tetrahydroberberine
(S)-(-)-Tetrahydroberberine
Q97V5BUT9D
CHEBI:16592
6H-Benzo[g]-1,3-benzodioxolo[5,6-a]quinolizine,5,8,13,13a-tetrahydro-9,10-dimethoxy-, (13aS)-
NSC 36351
(1S)-16,17-dimethoxy-5,7-dioxa-13-azapentacyclo[11.8.0.02,10.04,8.015,20]henicosa-2,4(8),9,15(20),16,18-hexaene
(13aS)-5,8,13,13a-Tetrahydro-9,10-dimethoxy-6H-Benzo[g]-1,3-benzodioxolo[5,6-a]quinolizine
(13aS)-9,10-dimethoxy-5,8,13,13a-tetrahydro-6H-[1,3]dioxolo[4,5-g]isoquino[3,2-a]isoquinoline
Canadine, (-)-
EINECS 225-815-0
UNII-Q97V5BUT9D
alpha-canadine
l-Canadine
6H-BENZO(G)-1,3-BENZODIOXOLO(5,6-A)QUINOLIZINE, 5,8,13,13A-TETRAHYDRO-9,10-DIMETHOXY-, (13AS)-
6H-Benzo[g]-1,3-benzodioxolo[5,6-a]quinolizine, 5,8,13,13a-tetrahydro-9,10-dimethoxy-, (13aS)-
.ALPHA.-CANADINE
5,6,13,13a-Tetrahydro-9,10-dimethoxy-2,3-(methylenedioxy)-8H-dibenzo(a,g)quinolizine
6H-Benzo(g)-1,3-benzodioxolo(5,6-a)quinolizine, 5,8,13,13a-tetrahydro-9,10-dimethoxy-, (S)-
Canadine (Tetrahydroberberine)
CANADINE L-FORM [MI]
SCHEMBL432394
CHEMBL490533
DTXSID10110003
13a-alpha-BERBINE, 9,10-DIMETHOXY-2,3-(METHYLENEDIOXY)-
HY-N1418
BDBM50429047
CCG-36046
AKOS032962408
FS-9942
CS-0016842
NS00032174
C03329
Q4382087
Z2216911272
(13aS)-5, 8, 13, 13a-tetrahydro-9, 10-dimethoxy-6H-benzo[g] -1,3-benzodioxolo[5, 6-a]quinolizine
(13aS)-9,10-dimethoxy-5,8,13,13a-tetrahydro-2H,6H-[1,3]dioxolo[4,5-g]isoquino[3,2-a]isoquinoline