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Spirostanol saponin

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Identification
Molecular formula
C22H34O3S
CAS number
474-86-2
IUPAC name
S-[(7R,8R,9S,10R,13S,14S,17R)-10,13-dimethyl-3-oxo-spiro[2,6,7,8,9,11,12,14,15,16-decahydro-1H-cyclopenta[a]phenanthrene-17,2'-tetrahydrofuran]-7-yl] ethanethioate
State
State

This compound is typically a crystalline solid at room temperature.

Melting point (Celsius)
205.00
Melting point (Kelvin)
478.15
Boiling point (Celsius)
520.00
Boiling point (Kelvin)
793.00
General information
Molecular weight
432.67g/mol
Molar mass
432.6720g/mol
Density
1.2200g/cm3
Appearence

The appearance of this compound can vary based on its form, but it typically appears as a crystalline powder. Its color can range from white to off-white or pale yellow, depending on purity and form.

Comment on solubility

Solubility of S-[(7R,8R,9S,10R,13S,14S,17R)-10,13-dimethyl-3-oxo-spiro[2,6,7,8,9,11,12,14,15,16-decahydro-1H-cyclopenta[a]phenanthrene-17,2'-tetrahydrofuran]-7-yl] ethanethioate

The solubility of S-[(7R,8R,9S,10R,13S,14S,17R)-10,13-dimethyl-3-oxo-spiro[2,6,7,8,9,11,12,14,15,16-decahydro-1H-cyclopenta[a]phenanthrene-17,2'-tetrahydrofuran]-7-yl] ethanethioate is influenced by a variety of factors, particularly due to its intricate molecular structure. Here are some noteworthy points regarding its solubility:

  • Polarity: The presence of functional groups such as the thioate moiety may contribute to its solubility in polar solvents. These groups can interact with solvent molecules, enhancing solubility.
  • Hydrophobic Characteristics: Given the hydrocarbon backbone, this compound likely exhibits hydrophobic properties, making it less soluble in water, which is generally a polar solvent.
  • Solvent Dependence: Solubility may vary significantly with different solvents. For instance, it might show higher solubility in organic solvents like methanol, ethanol, or dimethyl sulfoxide (DMSO) compared to aqueous environments.
  • Temperature Influence: Higher temperatures may enhance solubility by providing sufficient energy to overcome intermolecular forces, allowing better dissolution.

In summary, the solubility of this complex compound is multifaceted, influenced by its structural properties and the nature of the solvent used. As with many organic compounds, empirical testing provides the most accurate insight into its solubility behavior.

Interesting facts

Interesting Facts about S-[(7R,8R,9S,10R,13S,14S,17R)-10,13-dimethyl-3-oxo-spiro[2,6,7,8,9,11,12,14,15,16-decahydro-1H-cyclopenta[a]phenanthrene-17,2'-tetrahydrofuran]-7-yl] ethanethioate

This compound, a complex organic molecule, exhibits remarkable structural features and intriguing properties that make it a subject of interest in the fields of organic chemistry and medicinal research.

Chemical Characteristics:

  • Stereochemistry: The specific stereochemical configuration (as indicated by the R and S designations) of this compound plays a crucial role in its biological activity. Stereochemistry can influence how compounds interact with biological targets, making it a vital area of study in drug design.
  • Functional Groups: The presence of both a spiro structure and a thioate group contributes significantly to the compound's reactivity and biological properties. The spiro system introduces unique three-dimensional conformations that can affect how the compound binds to enzymes or receptors.
  • Source: This compound may be derived from natural products or synthesized through complex organic reactions, illustrating the synthetic versatility found in modern chemistry.

Biological Significance:

Compounds of this nature are often examined for their potential biological activities:

  • Anticancer Properties: Research has indicated that certain compounds with similar structures may exhibit anticancer effects, leading to ongoing studies in their potential as therapeutic agents.
  • Antimicrobial Activity: The ability of certain functional groups present in this compound to interact with microbial systems could suggest potential applications in combating infections.

Research Implications:

Continued research on complex compounds like this one can lead to:

  • Insights into new drug development.
  • Understanding of reaction mechanisms at a molecular level.
  • Advancements in synthetic methodologies that facilitate the creation of similarly complex molecules.

In conclusion, S-[(7R,8R,9S,10R,13S,14S,17R)-10,13-dimethyl-3-oxo-spiro[2,6,7,8,9,11,12,14,15,16-decahydro-1H-cyclopenta[a]phenanthrene-17,2'-tetrahydrofuran]-7-yl] ethanethioate not only represents a fascinating example of chemical complexity but also holds promise for future applications in various scientific domains. Its unique structure and potential biological activity make it a compound of significant interest to chemists and pharmacologists alike.

Synonyms
SPIROXASONE
6673-97-8
8P0U2ZA1NQ
S-[(7R,8R,9S,10R,13S,14S,17R)-10,13-dimethyl-3-oxospiro[2,6,7,8,9,11,12,14,15,16-decahydro-1H-cyclopenta[a]phenanthrene-17,2'-oxolane]-7-yl] ethanethioate
Spiroxasone [USAN:INN]
UNII-8P0U2ZA1NQ
Espiroxasona
SPIROXASONE [INN]
Spiroxasone (USAN/INN)
SPIROXASONE [USAN]
CHEMBL2105514
SCHEMBL20017035
CHEBI:177471
XKCGICBTWRNUCL-KIEAKMPYSA-N
DTXSID101024404
Spiro(androst-4-ene-17,2'(3'H)-furan)-3-one, 4',5'-dihydro-7alpha-mercapto-, acetate
Acetic acid, thio-, S-ester with 4',5'-dihydro-7alpha-mercaptospiro(androst-4-ene-17,2'(3'H)-furan)-one
s-[(7R,8R,9S,10R,13S,14S,17R)-10,13-Dimethyl-3-oxospiro[2,6,7,8,9,11,12,14,15,16-decahydro-1H-cyclopenta[a]phenanthrene-17,2'-oxolane]-7-yl]ethanethioate
NS00126636
D05912
Q27270835
4',5'-Dihydro-7alpha-mercaptospiro(androst-4-ene-17,2'-(3'H)-furan)-3-one acetate
4',5'-DIHYDRO-7.ALPHA.-MERCAPTOSPIRO(ANDROST-4-ENE-17,2'-(3'H)-FURAN)-3-ONE ACETATE
SPIRO(ANDROST-4-ENE-17,2'(3'H)-FURAN)-3-ONE, 2-(ACETYLTHIO)-4',5'-DIHYDRO-, (7.ALPHA.,17.BETA.)-
Spiro(androst-4-ene-17,2'(3'H)-furan)-3-one, 2-(acetylthio)-4',5'-dihydro-, (7alpha,17beta)-
Spiro(androst-4-ene-17,2'(3'H)-furan)-3-one, 7-(acetylthio)-4',5'-dihydro-, (7alpha,17beta)-