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Matrine

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Identification
Molecular formula
C15H24N2O2
CAS number
519-02-8
IUPAC name
methyl (1R,12R,19S)-12-ethyl-8,16-diazapentacyclo[10.6.1.01,9.02,7.016,19]nonadeca-2,4,6,9,13-pentaene-10-carboxylate
State
State

Matrine is generally found in a solid state at room temperature. It exists as a crystalline powder that is relatively stable in ambient conditions.

Melting point (Celsius)
76.00
Melting point (Kelvin)
349.15
Boiling point (Celsius)
577.00
Boiling point (Kelvin)
850.15
General information
Molecular weight
264.37g/mol
Molar mass
264.3580g/mol
Density
1.2290g/cm3
Appearence

Matrine is typically found as a white crystalline powder. The crystals may appear as small, colourless pebbles or fine powder, depending on the form in which it is encountered. It is often used in research and therefore purity and crystal form might vary.

Comment on solubility

Solubility of Methyl (1R,12R,19S)-12-Ethyl-8,16-diazapentacyclo[10.6.1.01,9.02,7.016,19]nonadeca-2,4,6,9,13-pentaene-10-carboxylate

The solubility of this complex organic compound can be quite variable depending on several factors. Understanding its solubility is crucial for applications in pharmaceuticals, materials science, and chemical synthesis. Here are some considerations regarding the solubility of this compound:

  • Polarity: As a carboxylate derivative, it possesses both polar and nonpolar regions, which can affect its solubility in different solvents.
  • Solvent Compatibility: It may be soluble in organic solvents like ethanol, acetone, and dimethyl sulfoxide (DMSO), while its solubility in water could be limited due to the hydrophobic components.
  • Temperature Influence: Increased temperature often enhances solubility; therefore, solubility tests at various temperatures could provide valuable insights.
  • pH Effects: The ionization state of the carboxylic acid moiety can change with pH, influencing solubility in aqueous media significantly.

In summary, the solubility of this compound is affected by its characteristics and the environment in which it is placed. Experimentation and a good understanding of the interactions between the compound and potential solvents will lead to a better grasp of its solubility behavior. As always, "the solvent is as important as the solute" in determining solubility!

Interesting facts

Interesting Facts about Methyl (1R,12R,19S)-12-ethyl-8,16-diazapentacyclo[10.6.1.01,9.02,7.016,19]nonadeca-2,4,6,9,13-pentaene-10-carboxylate

This intriguing compound belongs to a class of structures with remarkable complexity, often seen in natural products and pharmaceuticals. Its unique framework showcases a high level of molecular intricacy, primarily characterized by its pentacyclic system. Here are some interesting points to consider:

  • Stereochemistry: The stereochemical designations (1R,12R,19S) indicate precise 3D orientations of atoms, which play a critical role in biochemical interactions and the properties of the compound.
  • Diversity of Applications: Compounds with similar structures often exhibit a range of biological activities, including anticancer, antimicrobial, and anti-inflammatory effects, making them subjects of extensive research.
  • Carboxylate Groups: The presence of the carboxylate functional group suggests potential for forming esters or engaging in further chemical reactions, which can be useful for medicinal chemistry.
  • Pentacyclic Framework: The pentacyclic nature introduces unique conformational possibilities that can affect the compound’s reactivity and molecular interactions.

As you dive into the world of this compound, it's crucial to remember the words of renowned chemist Linus Pauling: "The best way to have a good idea is to have a lot of ideas." Exploring compounds like this can open up innovative pathways in synthetic chemistry and pharmacology!

In summary, molecules like methyl (1R,12R,19S)-12-ethyl-8,16-diazapentacyclo[10.6.1.01,9.02,7.016,19]nonadeca-2,4,6,9,13-pentaene-10-carboxylate not only challenge our synthetic skills but also broaden our understanding of molecular interactions at a cellular level.

Synonyms
Tabersonine
4429-63-4
Tabersonin
EINECS 224-615-0
BRN 0050163
MN955K48NB
CHEBI:16776
DTXSID30196102
4-25-00-00997 (Beilstein Handbook Reference)
Aspidospermidine-3-carboxylic acid, 2,3,6,7-tetradehydro-, methyl ester, (5alpha,12beta,19alpha)-
(5alpha,12beta,19alpha)-2,3,6,7-tetradehydroaspidospermidine-3-carboxylic acid, methyl ester
methyl (5alpha,12beta,19alpha)-2,3,6,7-tetradehydroaspidospermidine-3-carboxylate
methyl 2,3,6,7-tetradehydro-5alpha,12beta,19alpha-aspidospermidine-3-carboxylate
Aspidospermidine-3-carboxylic acid, 2,3,6,7-tetradehydro-, methyl ester, (5.alpha.,12.beta.,19.alpha.)-
Aspidospermidine-3-carboxylic acid, 2,3,6,7-tetrahydro-, methyl ester, (5-alpha,12-beta,19-alpha)-
1H-INDOLIZINO(8,1-CD)CARBAZOLE-5-CARBOXYLIC ACID, 3A-ETHYL-3A,4,6,11,12,13A-HEXAHYDRO-, METHYL ESTER
ASPIDOSPERMIDINE-3-CARBOXYLIC ACID, 2,3,6,7-TETRADEHYDRO-, METHYL ESTER, (5.ALPHA.,12R,19.ALPHA.)-
methyl (1R,12R,19S)-12-ethyl-8,16-diazapentacyclo[10.6.1.01,9.02,7.016,19]nonadeca-2,4,6,9,13-pentaene-10-carboxylate
methyl (1R,12R,19S)-12-ethyl-8,16-diazapentacyclo(10.6.1.01,9.02,7.016,19)nonadeca-2,4,6,9,13-pentaene-10-carboxylate
DTXCID00118593
Aspidospermidine-3-carboxylic acid, 2,3,6,7-tetradehydro-, methyl ester, (5alpha,12R,19alpha)-
Methyl (5a,12b,19a)-2,3,6,7-tetradehydroaspidospermidine-3-carboxylate
(5a,12b,19a)-2,3,6,7-Tetradehydroaspidospermidine-3-carboxylate, methyl ester
(5a,12b,19a)-2,3,6,7-Tetradehydroaspidospermidine-3-carboxylic acid, methyl ester
(5alpha,12beta,19alpha)-2,3,6,7-Tetradehydroaspidospermidine-3-carboxylate, methyl ester
Methyl (5a,12b,19a)-2,3,6,7-tetradehydroaspidospermidine-3-carboxylic acid
Methyl (5alpha,12beta,19alpha)-2,3,6,7-tetradehydroaspidospermidine-3-carboxylic acid
Methyl (5I+-,12I2,19I+-)-2,3,6,7-tetradehydroaspidospermidine-3-carboxylate
Methyl (5I+-,12I2,19I+-)-2,3,6,7-tetradehydroaspidospermidine-3-carboxylic acid
224-615-0
(-)-Tabersonine
Methyl (3aR,3a1S,10bR)-3a-ethyl-3a,3a1,4,6,11,12-hexahydro-1H-indolizino[8,1-cd]carbazole-5-carboxylate
UNII-MN955K48NB
SCHEMBL829379
CHEMBL2011511
Tabersonine, >=95% (HPLC)
FNGGIPWAZSFKCN-ACRUOGEOSA-N
GLXC-06267
HMS3887M03
HY-N1431
MFCD28140545
NSC815334
s9427
AKOS015896776
CCG-267873
FT27985
NSC-815334
NCGC00488792-01
3a-Ethyl-3a,4,6,11,12,13a-hexahydro-1H-indolizino[8,1-cd]carbazole-5-carboxylic Acid Methyl Ester
AC-26458
DA-58232
CS-0016859
NS00031405
C09244
Q21099578
Methyl(5alpha,19alpha)-16-methoxy-8-oxo-2,3,6,7-tetradehydroaspidospermidine-3-carboxylate
(5?,12?,19?)-2,3,6,7-Tetradehydro-aspidospermidine-3-carboxylic acid methyl ester; Tabersonin
21217-98-1
methyl(1R,12R,19S)-12-ethyl-8,16-diazapentacyclo[10.6.1.01,9.02,7.016,19]nonadeca-2,4,6,9,13-pentaene-10-carboxylate