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Digitoxin

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Identification
Molecular formula
C41H64O13
CAS number
71-63-6
IUPAC name
5-[(2S,4R,5R,6R,7R,11R,14S,16S)-5,14,16-trihydroxy-7,11-dimethyl-3-oxapentacyclo[8.8.0.02,4.02,7.011,16]octadecan-6-yl]pyran-2-one
State
State

At room temperature, Digitoxin is in a solid state. It forms crystalline powder which is stable at ambient conditions.

Melting point (Celsius)
244.00
Melting point (Kelvin)
517.15
Boiling point (Celsius)
722.15
Boiling point (Kelvin)
995.30
General information
Molecular weight
764.96g/mol
Molar mass
764.9630g/mol
Density
1.3350g/cm3
Appearence

Digitoxin is a white, odorless, crystalline powder. It appears in a crystalline solid form and is often produced synthetically for medical use. The appearance can vary based on the degree of refinement and processing it undergoes in pharmaceutical manufacturing.

Comment on solubility

Solubility of 5-[(2S,4R,5R,6R,7R,11R,14S,16S)-5,14,16-trihydroxy-7,11-dimethyl-3-oxapentacyclo[8.8.0.02,4.02,7.011,16]octadecan-6-yl]pyran-2-one

The compound 5-[(2S,4R,5R,6R,7R,11R,14S,16S)-5,14,16-trihydroxy-7,11-dimethyl-3-oxapentacyclo[8.8.0.02,4.02,7.011,16]octadecan-6-yl]pyran-2-one is characterized by a complex structure that influences its solubility in various solvents. Generally, the solubility of organic compounds can be affected by several factors:

  • Polarity: The presence of multiple hydroxyl groups in this compound suggests that it may exhibit moderate polarity, potentially enhancing its solubility in polar solvents like water.
  • Hydrogen bonding: The -OH groups can form strong hydrogen bonds, which may lead to increased solubility in hydrogen-bonding solvents.
  • Structural characteristics: The intricate bicyclic and polycyclic structures can impact the ability of the molecule to interact favorably with solvents.

In summary, while it is likely that 5-[(2S,4R,5R,6R,7R,11R,14S,16S)-5,14,16-trihydroxy-7,11-dimethyl-3-oxapentacyclo[8.8.0.02,4.02,7.011,16]octadecan-6-yl]pyran-2-one may show some solubility in water due to its hydroxyl groups, the exact solubility profile would depend on specific conditions such as temperature and the presence of other solutes.

Interesting facts

Interesting Facts about 5-[(2S,4R,5R,6R,7R,11R,14S,16S)-5,14,16-trihydroxy-7,11-dimethyl-3-oxapentacyclo[8.8.0.02,4.02,7.011,16]octadecan-6-yl]pyran-2-one

This compound belongs to a class of natural products known as secondary metabolites, which often play crucial roles in plant defense mechanisms and have various biological activities. Here are some captivating points about this fascinating compound:

  • Structural Complexity: The intricate structure of this compound features multiple fused rings, showcasing the remarkable diversity of organic compounds found in nature. Its pentacyclic framework is especially noteworthy.
  • Biological Significance: Compounds like this one are often investigated for their pharmacological potential. Studies have suggested that such compounds can exhibit antioxidant, anti-inflammatory, and antimicrobial properties.
  • Natural Source: Analogous compounds are typically derived from plants, indicating a rich source of chemical diversity. This natural origin opens avenues for exploring green chemistry and sustainable practices in drug discovery.
  • Stereochemistry: The specific stereochemical configuration (as indicated by its detailed naming) is crucial for the activity of the compound, amplifying its importance in the field of chiral chemistry.

In summary, the study of 5-[(2S,4R,5R,6R,7R,11R,14S,16S)-5,14,16-trihydroxy-7,11-dimethyl-3-oxapentacyclo[8.8.0.02,4.02,7.011,16]octadecan-6-yl]pyran-2-one not only enhances our understanding of complex natural products but also paves the way for potential therapeutic applications. This compound exemplifies how nature's chemical ingenuity can lead to significant advancements in medicine and beyond.

Synonyms
4099-30-3
De-O-acetylcinobufotalin
DTXSID00961369
5-beta-BUFA-20,22-DIENOLIDE, 14,15-beta-EPOXY-3-beta,5,16-beta-TRIHYDROXY-
Bufa-20,22-dienolide, 14,15-epoxy-3,5,16-trihydroxy-, (3-beta,5-beta,15-beta,16-beta)-
3,5,16-Trihydroxy-14,15-epoxybufa-20,22-dienolide
5-[(2S,4R,5R,6R,7R,11R,14S,16S)-5,14,16-trihydroxy-7,11-dimethyl-3-oxapentacyclo[8.8.0.0(2),?.0(2),?.0(1)(1),(1)?]octadecan-6-yl]pyran-2-one
5-[(2S,4R,5R,6R,7R,11R,14S,16S)-5,14,16-trihydroxy-7,11-dimethyl-3-oxapentacyclo[8.8.0.02,4.02,7.011,16]octadecan-6-yl]pyran-2-one