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Digitoxin

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Identification
Molecular formula
C41H64O13
CAS number
71-63-6
IUPAC name
3-[(1R,3S,5S,10R,11R,13R,14S,17R)-1,5,11,14-tetrahydroxy-10-(hydroxymethyl)-13-methyl-3-[(2R,3R,4R,5R,6S)-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]phenanthren-17-yl]-2H-furan-5-one
State
State

At room temperature, digitoxin is typically in a solid state.

Melting point (Celsius)
252.00
Melting point (Kelvin)
525.15
Boiling point (Celsius)
438.00
Boiling point (Kelvin)
711.15
General information
Molecular weight
764.96g/mol
Molar mass
764.9640g/mol
Density
1.2901g/cm3
Appearence

Color: White

Form: Crystalline powder

Odor: Odorless

Comment on solubility

Solubility of the Compound

The solubility of complex organic compounds such as 3-[(1R,3S,5S,10R,11R,13R,14S,17R)-1,5,11,14-tetrahydroxy-10-(hydroxymethyl)-13-methyl-3-[(2R,3R,4R,5R,6S)-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]phenanthren-17-yl]-2H-furan-5-one can be rather intricate due to its structural complexity.

Key factors influencing solubility include:

  • Functional Groups: The presence of multiple hydroxyl (–OH) groups generally enhances solubility in polar solvents, such as water.
  • Hydrophobic Regions: Hydrophobic portions (non-polar areas) of the molecule can lead to lower solubility in aqueous solutions.
  • Conformation: The three-dimensional conformation of the molecule might restrict or facilitate solubility.

As a rule of thumb, these compounds tend to exhibit:

  • High solubility in polar solvents due to hydrogen bonding capabilities.
  • Limited solubility in non-polar solvents, primarily due to hydrophobic areas.

In summary, one could quote that "a compound's solubility can serve as a window into its reactivity and interaction with its environment." Thus, understanding the solubility of such a complex molecule is essential for predicting its behavior in various chemical, biological, and environmental contexts.

Interesting facts

Interesting Facts About 3-[(1R,3S,5S,10R,11R,13R,14S,17R)-1,5,11,14-tetrahydroxy-10-(hydroxymethyl)-13-methyl-3-[(2R,3R,4R,5R,6S)-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]phenanthren-17-yl]-2H-furan-5-one

This compound represents a fascinating example of complex organic chemistry and may often be encountered in the molecular landscape of natural products. Its lengthy and intricate structure reflects a high degree of stereoisomerism, showcasing the importance of chirality in biological activity.

Key Characteristics:

  • Natural Origin: Many compounds with similar structures are derived from plant or marine sources and often exhibit significant medicinal properties.
  • Applications: Research into compounds like this one reveals potential use in pharmacology, particularly in drug development targeting specific biological pathways.
  • Structural Complexity: The presence of multiple hydroxyl groups typically implies enhanced reactivity and interactions with biological systems, making it a subject of interest in studies of drug interactions and mechanisms of action.
  • Stereochemistry: The configuration of this compound indicates it has multiple chiral centers, which is critical when evaluating its potential interactions in a biological context.

As chemistry students or scientists, it's crucial to appreciate how the structural nuances translate into functional potential. Analyzing such compounds not only aids in the understanding of natural products but also fosters innovation in synthetic pathways to create these complex molecules synthetically. To quote a famous chemist, “The greatest discoveries are made by those who are not afraid to explore the intricate beauty of nature.” This compound exemplifies that exploration.

In summary, compounds like this one are a treasure trove for scientific investigation, with their complex architecture symbolizing both the challenges and delights of organic synthesis and pharmacology. We continue to unravel their secrets to benefit humankind. Exploring the full suite of properties and applications remains one of the most exciting areas of study in modern chemistry.

Synonyms
SR-05000002064
Pharmakon1600-01500676
Spectrum2_001084
Spectrum3_001097
Spectrum4_001926
Spectrum5_000849
BSPBio_002774
KBioGR_002272
DivK1c_000905
SPECTRUM1500676
SPBio_001128
SCHEMBL18922524
HMS502N07
KBio1_000905
KBio3_001994
NINDS_000905
HMS1921A22
HMS2092I06
CCG-39760
NSC757425
SDCCGMLS-0066608.P001
IDI1_000905
NCGC00178479-01
NCGC00178479-02
SBI-0051590.P003
AB00052153_02
SR-05000002064-1
SR-05000002064-2
BRD-A68930007-001-02-3
BRD-A68930007-001-03-1
BRD-A68930007-331-01-6