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Bufotalin

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Identification
Molecular formula
C27H36O6
CAS number
110-25-8
IUPAC name
(3S,5S,10S,11R,13R,14S,17R)-5,11,14-trihydroxy-13-methyl-17-(5-oxo-2H-furan-3-yl)-3-[(2S,5R)-3,4,5-trihydroxy-6-methyl-tetrahydropyran-2-yl]oxy-2,3,4,6,7,8,9,11,12,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthrene-10-carbaldehyde
State
State

At room temperature, Bufotalin is a solid.

Melting point (Celsius)
242.00
Melting point (Kelvin)
515.15
Boiling point (Celsius)
352.00
Boiling point (Kelvin)
625.15
General information
Molecular weight
404.50g/mol
Molar mass
404.5000g/mol
Density
1.5564g/cm3
Appearence

Bufotalin is a white crystalline solid. It appears as fine crystals or a crystalline powder. It's typically white or off-white in color.

Comment on solubility

Solubility of the Compound

The compound (3S,5S,10S,11R,13R,14S,17R)-5,11,14-trihydroxy-13-methyl-17-(5-oxo-2H-furan-3-yl)-3-[(2S,5R)-3,4,5-trihydroxy-6-methyl-tetrahydropyran-2-yl]oxy-2,3,4,6,7,8,9,11,12,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthrene-10-carbaldehyde exhibits some intriguing characteristics when examining its solubility properties.

General Solubility Characteristics

  • Water Solubility: Compounds with multiple hydroxyl (-OH) groups, such as this one, often exhibit increased solubility in water due to hydrogen bonding interactions. The presence of trihydroxy groups enhances its potential to dissolve in polar solvents.
  • Solubility in Organic Solvents: Given the complex structure and hydrophobic carbon chains, the compound might show moderate solubility in organic solvents like ethanol, methanol, or DMSO, although the specific degree requires empirical validation.
  • Potential for Micellization: In amphiphilic conditions, there is a possibility for the compound to form micelles, aiding in solubilization in aqueous environments.

Factors Affecting Solubility

Several factors can influence the solubility of this complex compound:

  • Temperature: Generally, an increase in temperature can enhance solubility.
  • pH of the Solution: Depending on the acidity or basicity, the ionization of functional groups might alter solubility.
  • Concentration of Other Solutes: The presence of salts or other solutes can affect solubility through various interactions, including competition and solvation dynamics.

In conclusion, while this compound possesses notable potential for solubility due to its structural features, empirical studies would be necessary to determine its exact solubility profile across different solvents and conditions.

Interesting facts

Exploring the Multifaceted Compound

This intricate compound, identified by its complex name, offers a wealth of intriguing characteristics that make it a subject of interest for chemistry enthusiasts and pharmaceuticals alike. Here's a look at some fascinating facts:

  • Stereochemistry Richness: The compound is notable for its numerous stereogenic centers—an impressive feature that can lead to a diverse range of stereoisomers. This complexity is essential in determining the compound's biological activity and its interactions with various biological systems.
  • Biological Significance: Compounds similar to this structure often show potential therapeutic effects. The presence of functional groups such as hydroxyl and furan indicates that it may exhibit significant interactions in metabolic pathways, making it a curious candidate for drug development.
  • Structural Diversity: This compound is a fantastic example of how natural products are scaffolded. The fused ring system paired with multiple functional groups contributes to a *unique three-dimensional shape*, enhancing its activity in biological contexts.
  • Possible Applications: Given its complex structure, it could serve as a precursor in organic synthesis or might find utility in the development of new *antioxidants*, *anti-inflammatory agents*, or *anticancer drugs*, similar to other compounds in its class.
  • Natural Occurrence: Structures like this compound are typically derived from natural sources, indicating the importance of preserving biodiversity for future medicinal discoveries. Natural product chemistry plays a crucial role in uncovering beneficial compounds for human health.

In summary, this compound not only encapsulates the beauty of organic chemistry with its complex structure and potential biological relevance but also highlights the significance of understanding such compounds in the quest for new medicinal therapies. As we explore the realm of chemical compounds, each molecule possesses its own story, offering limitless possibilities for innovation and discovery.

Synonyms
Sarmentosid D
Sarmentoside D
Sarmentosid D [German]
11005-45-1
Sarmentoside A
Sarmentoside C
Sarmentosid A-rohrkristallisat
Sarmentoside A, crude crystallisate
508-73-6
Sarmentosid A-rohrkristallisat [German]
DTXSID30911473
Card-20(22)-enolide, 3-((6-deoxy-alpha-L-talopyranosyl)oxy)-5,11,14-trihydroxy-19-oxo-, (3-beta,5-beta,11-alpha)-
3-[(6-Deoxyhexopyranosyl)oxy]-5,11,14-trihydroxy-19-oxocard-20(22)-enolide