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Ouabain

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Identification
Molecular formula
C29H44O12
CAS number
630-60-4
IUPAC name
[(2S,4R,5R,6R,7R,11S,14S,16R)-5-acetoxy-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, ouabain is typically found in a solid state. In its pure form, it is a crystalline powder.

Melting point (Celsius)
195.00
Melting point (Kelvin)
468.15
Boiling point (Celsius)
210.00
Boiling point (Kelvin)
483.15
General information
Molecular weight
728.83g/mol
Molar mass
728.8330g/mol
Density
1.3800g/cm3
Appearence

Ouabain appears as a white crystalline solid. It is known for its potent biological activity and can occur in powder form when isolated and purified for study purposes.

Comment on solubility

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

The solubility of the compound [(2S,4R,5R,6R,7R,11S,14S,16R)-5-acetoxy-7,11-dimethyl-6-(6-oxopyran-3-yl)-3-oxapentacyclo[8.8.0.02,4.02,7.011,16]octadecan-14-yl] acetate may exhibit interesting characteristics due to its complex structure.

When considering its solubility:

  • Polar vs. Nonpolar: The presence of functional groups such as the acetoxy group implies that the compound may possess some polar characteristics, which could contribute to its solubility in polar solvents like water and alcohols.
  • Hydrophobic Regions: The intricate hydrocarbon portions of the compound indicate that it may also have significant hydrophobic regions, which could contribute to solubility in nonpolar solvents, such as oils and organic solvents.
  • Complex Structure: As a pentacyclic compound, its solubility is likely to be influenced by steric hindrance and conformation, making it less predictable.

Generally, compounds with such intricate structures can display:

  1. Limited solubility in water, often requiring cosolvents.
  2. Higher solubility in organic solvents, due to the hydrophobic nature of vast portions of the structure.

In conclusion, while predicting the precise solubility of this particular compound without experimental data can be challenging, its solubility is expected to be a delicate balance between its polar and nonpolar characteristics, making it an intriguing subject for further investigation.

Interesting facts

Interesting Facts About the Compound

This compound is a fascinating example of a complex organic molecule that belongs to the class of steroids and terpenoids. Here are some intriguing aspects:

  • Structural Integrity: Its intricate configuration reveals a pentacyclic structure that is characteristic of many natural products, demonstrating the versatility of carbon-based compounds.
  • Biological Relevance: Compounds with similar structural frameworks often exhibit significant biological activity, making them potential candidates for pharmaceutical applications.
  • Stereochemistry: This compound showcases multiple chiral centers, indicating that its spatial arrangement could lead to various isomers, each potentially possessing different properties and activities.
  • Derived from Nature: Many compounds of this type are derived from plants and fungi, highlighting the importance of natural sources in drug discovery.
  • Functional Groups: The presence of acetoxy and oxopyran groups indicates potential reactivity that can be tailored for synthetic modifications, leaving room for new derivatives and analogs.

As a scientist or a chemistry student, exploring such compounds enhances our understanding of molecular diversity and its implications in fields ranging from medicinal chemistry to natural product synthesis. With ongoing research, this compound could pave the way for innovative therapeutic agents or novel materials.

In summary, the exploration of this compound not only reinforces key concepts in organic chemistry but also inspires further investigation into the myriad possibilities offered by complex molecular architectures.

Synonyms
Acetylcinobufagin
4026-97-5
Cinobufagin, 3-acetyl-
Cinobufagin acetate
Bufa-20,22-dienolide, 3,16-dihydroxy-14,15-epoxy-, 3,16-diacetate
3-beta,16-beta-Dihydroxy-14,15-beta-epoxy-5-beta-bufa-20,22-dienolide 3,16-diacetate
5-beta-Bufa-20,22-dienolide, 14,15-beta-epoxy-3-beta,16-beta-dihydroxy-, 3,16-diacetate
DTXSID10960661
3,16-Bis(acetyloxy)-14,15-epoxybufa-20,22-dienolide