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Cardiotonic steroid

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Identification
Molecular formula
C30H44O9
CAS number
71-58-9
IUPAC name
(3S,5R,10R,13R,14S,17R)-14-hydroxy-3-[(2R,5R)-5-hydroxy-4-methoxy-6-methyl-tetrahydropyran-2-yl]oxy-13-methyl-17-(5-oxo-2H-furan-3-yl)-1,2,3,4,5,6,7,8,9,11,12,15,16,17-tetradecahydrocyclopenta[a]phenanthrene-10-carbaldehyde
State
State

The compound is a solid at room temperature.

Melting point (Celsius)
233.00
Melting point (Kelvin)
506.15
Boiling point (Celsius)
817.00
Boiling point (Kelvin)
1 090.15
General information
Molecular weight
601.81g/mol
Molar mass
601.8080g/mol
Density
1.1800g/cm3
Appearence

The compound appears as a white or almost white crystalline solid.

Comment on solubility

Solubility of (3S,5R,10R,13R,14S,17R)-14-hydroxy-3-[(2R,5R)-5-hydroxy-4-methoxy-6-methyl-tetrahydropyran-2-yl]oxy-13-methyl-17-(5-oxo-2H-furan-3-yl)-1,2,3,4,5,6,7,8,9,11,12,15,16,17-tetradecahydrocyclopenta[a]phenanthrene-10-carbaldehyde

The solubility of complex organic compounds like (3S,5R,10R,13R,14S,17R)-14-hydroxy-3-[(2R,5R)-5-hydroxy-4-methoxy-6-methyl-tetrahydropyran-2-yl]oxy-13-methyl-17-(5-oxo-2H-furan-3-yl)-1,2,3,4,5,6,7,8,9,11,12,15,16,17-tetradecahydrocyclopenta[a]phenanthrene-10-carbaldehyde is intricate and varies with several factors. Here are some key points to consider:

  • Polarity: The presence of multiple hydroxyl (-OH) groups increases polarity, enhancing solubility in polar solvents, especially water.
  • Functional Groups: The methoxy and furan moieties may exhibit distinct solubility properties, often soluble in organic solvents such as ethanol or DMSO.
  • Temperature: Higher temperatures can generally increase solubility for many compounds; however, this is dependent on the specific interactions of the functional groups.
  • pH Sensitivity: The solubility may alter with changes in pH, particularly due to the reactive hydroxyl groups which can ionize.

Because of these varied factors, it’s essential to conduct experimental determinations of solubility to ascertain specific behaviors. As the compound features intricate stereochemistry and multiple functional groups, predicting its solubility profile can be challenging yet fascinating. Understanding its solubility not only aids in applications but also in synthesizing similar compounds for research and development.

Interesting facts

Interesting Facts about (3S,5R,10R,13R,14S,17R)-14-hydroxy-3-[(2R,5R)-5-hydroxy-4-methoxy-6-methyl-tetrahydropyran-2-yl]oxy-13-methyl-17-(5-oxo-2H-furan-3-yl)-1,2,3,4,5,6,7,8,9,11,12,15,16,17-tetradecahydrocyclopenta[a]phenanthrene-10-carbaldehyde

This compound is a fascinating example of a complex organic molecule that plays a pivotal role in the field of natural product chemistry. Here are some intriguing aspects:

  • Stereochemistry: The specific configuration of the stereocenters (3S, 5R, 10R, etc.) indicates a remarkable level of synthetic precision. This highlights the importance of chirality in biological activity, as even minor alterations can lead to significant changes in the compound's behavior.
  • Natural Sources: Compounds similar to this one are often derived from plant sources, particularly those known for their medicinal properties. This highlights the connection between traditional herbal remedies and modern pharmacology.
  • Potential Biological Activity: Although extensive research may still be needed to fully understand its functions, compounds of this type are often explored for their potential anti-inflammatory, anti-cancer, or antimicrobial properties. Researchers are keen to investigate its mechanisms of action at the molecular level.
  • Complexity: The structure includes various functional groups such as hydroxyls and a methoxy group, contributing to its chemical reactivity and potential interactions with biological macromolecules like proteins and nucleic acids.
  • Research Applications: This compound serves as a valuable template for synthetic chemists. Understanding how to synthesize such complex molecules can pave the way for new drug discovery and the development of novel therapeutic agents.

In addition to these points, the intricate nature of this compound reflects the beauty of chemical diversity that exists in both natural and synthetic realms, making it a captivating subject for ongoing research.
As stated by renowned chemists, "The study of such compounds not only unveils the secrets of nature but also inspires innovation in chemistry."

Synonyms
Aminopocannoside
Apocannosid
Apocannosid [German]
Apocannoside
Cannogenin + D-cymarose
Cannogenin + D-cymarose [German]
5-beta-Card-20(22)-enolide, 3-beta-((2,6-dideoxy-3-O-methyl-ribo-hexopyranosyl)oxy)-14-hydroxy-19-oxo-
3751-87-9
DTXSID00904817
DTXCID501333932