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Ginkgolide B

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Identification
Molecular formula
C20H24O10
CAS number
15291-77-7
IUPAC name
[(2S,4R,5R,6R,7R,11R,14S,16S)-5-acetoxy-16-hydroxy-7,11-dimethyl-6-(6-oxopyran-3-yl)-3-oxapentacyclo[8.8.0.02,4.02,7.011,16]octadecan-14-yl] acetate
State
State

At room temperature, Ginkgolide B is in a solid state.

Melting point (Celsius)
233.00
Melting point (Kelvin)
506.00
Boiling point (Celsius)
0.00
Boiling point (Kelvin)
0.00
General information
Molecular weight
424.41g/mol
Molar mass
424.4350g/mol
Density
1.4000g/cm3
Appearence

Ginkgolide B appears as a white crystalline powder. It is known as a diterpene lactone and is an extract from the leaves of the Ginkgo biloba tree.

Comment on solubility

Solubility of the Compound

The solubility of the compound [(2S,4R,5R,6R,7R,11R,14S,16S)-5-acetoxy-16-hydroxy-7,11-dimethyl-6-(6-oxopyran-3-yl)-3-oxapentacyclo[8.8.0.02,4.02,7.011,16]octadecan-14-yl] acetate can be quite complex due to its intricate structure and functional groups. Here are some key points regarding its solubility:

  • Polarity: The presence of both hydrophobic (non-polar) segments and hydrophilic (polar) functional groups, such as the acetate and hydroxy groups, can create a scenario where the compound exhibits variable solubility profiles in different solvents.
  • Solvent Compatibility: This compound may show solubility in organic solvents like ethanol, methanol, and possibly some dimethyl sulfoxide (DMSO), but might be insoluble or poorly soluble in water due to its overall lipophilic nature.
  • Influence of Temperature: As with many organic compounds, solubility often increases with temperature. Thus, heating the solvent may improve the solubility of this compound.
  • Concentration Effects: At higher concentrations, precipitation may occur, particularly in less polar solvents where supersaturation takes place.

In summary, the solubility of this compound can be described as variable and is heavily influenced by the solvent used, temperature, and concentration. Exploring these factors in laboratory conditions can yield valuable insights into its behavior in solution.

Interesting facts

Exploring the Fascinating Compound: Acetylated Pentacyclic Terpene

This intriguing compound belongs to a class of substances known as pentacyclic terpenes, which are recognized for their complex structures and remarkable biological activities. It exemplifies nature's ability to synthesize intricate molecular architectures that often have unique pharmacological properties.

Key Features of This Compound:

  • Structural Complexity: The presence of a pentacyclic system means that the compound consists of five interconnected rings. This complexity can lead to diverse biological interactions.
  • Functional Groups: The compound includes various functional groups such as acetoxy and hydroxy groups that not only influence its chemical reactivity but also its potential therapeutic roles.
  • Natural Sources: Many compounds similar in structure are derived from plants and have been used in traditional medicine, showcasing nature’s pharmacy.
  • Potential Applications: Given its unique structure, this compound may exhibit antimicrobial, anti-inflammatory, and anticancer properties, making it a candidate for future pharmaceutical development.

As a scientist delving into this compound, one cannot overlook its potential significance in drug discovery and development. For instance, many compounds from the terpene class have already served as templates for synthesizing new medications. The intricate arrangement of atoms in this molecule could also serve as a foundation for designing synthetic analogs with enhanced efficacy or reduced side effects.

Understanding and studying such compounds provides valuable insights into the complexities of organic chemistry and the vast world of natural products. As stated by the renowned chemist F. A. Cotton, "The beauty of chemistry lies in the understanding of the arrangement of atoms." This compound embodies that beauty through its intricate structure and potential implications in healthcare.

Synonyms
Acetyl cinobufotalin
4189-91-7
Cinobufotalin, acetyl-
BRN 0070158
14,15-beta-Epoxy-3-beta,5,16-beta-trihydroxy-5-beta-bufa-20,22-dienolide 3,16-diacetate
BUFA-20,22-DIENOLIDE, 14,15-EPOXY-3,5,16-TRIHYDROXY-, 3,16-DIACETATE
4-19-00-03010 (Beilstein Handbook Reference)
DTXSID00962038
3,16-Bis(acetyloxy)-5-hydroxy-14,15-epoxybufa-20,22-dienolide