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Digoxin

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Identification
Molecular formula
C41H64O14
CAS number
20830-75-5
IUPAC name
(2S,3R,5R,9R,10R,13R,14S,17R)-17-[(1S,2R)-2,5-dihydroxy-1,5-dimethyl-hexyl]-2,3,14-trihydroxy-10,13-dimethyl-2,3,4,5,9,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-6-one
State
State
At room temperature, Digoxin is in the form of a solid, specifically appearing as a crystalline powder.
Melting point (Celsius)
249.30
Melting point (Kelvin)
522.45
Boiling point (Celsius)
262.00
Boiling point (Kelvin)
535.15
General information
Molecular weight
780.94g/mol
Molar mass
780.9440g/mol
Density
1.2800g/cm3
Appearence

Digoxin appears as a white to off-white crystalline powder. It is odorless and has a bitter taste. The crystals can vary slightly in appearance based on the form and purity, but generally, they are fine and powdery.

Comment on solubility

Solubility of (2S,3R,5R,9R,10R,13R,14S,17R)-17-[(1S,2R)-2,5-dihydroxy-1,5-dimethyl-hexyl]-2,3,14-trihydroxy-10,13-dimethyl-2,3,4,5,9,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-6-one

Determining the solubility of complex organic compounds like (2S,3R,5R,9R,10R,13R,14S,17R)-17-[(1S,2R)-2,5-dihydroxy-1,5-dimethyl-hexyl]-2,3,14-trihydroxy-10,13-dimethyl-2,3,4,5,9,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-6-one can present unique challenges and insights. Here are some important considerations:

  • Polarity: The presence of multiple hydroxyl groups in the structure suggests that the compound may exhibit hydrophilic characteristics, enhancing its solubility in polar solvents such as water.
  • Solvent Interactions: Its solubility could also vary significantly in non-polar solvents. As a general rule, "like dissolves like," meaning the compound is likely to be more soluble in organic solvents compared to water.
  • Temperature Dependence: Solubility often increases with temperature. Conducting tests at varying temperatures could yield more comprehensive insights.
  • Concentration Effects: At higher concentrations, solubility may decrease due to potential self-aggregation or precipitation.

In conclusion, while the specific solubility data for this compound may not be readily available, it is reasonable to expect that factors such as its complex structure, polarity, and specific solvent interactions will play pivotal roles in dictating its overall solubility characteristics. The insights gathered can be critical for further applications and research.

Interesting facts

Interesting Facts about (2S,3R,5R,9R,10R,13R,14S,17R)-17-[(1S,2R)-2,5-dihydroxy-1,5-dimethyl-hexyl]-2,3,14-trihydroxy-10,13-dimethyl-2,3,4,5,9,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-6-one

This compound, while complex in structure, holds significant importance in the field of organic chemistry and biochemistry. Often associated with steroid synthesis, its unique configuration allows it to fulfill various biological roles. Here are some interesting points:

  • Steroidal Backbone: The compound is rooted in a steroidal framework, which is crucial for the structure and function of various hormones in the body.
  • Chirality: The presence of multiple chiral centers contributes to its biological activity. Each stereoisomer can exhibit different levels of potency, making stereochemistry essential in the development of pharmaceutical applications.
  • Hydroxyl Groups: The multiple hydroxyl (_-OH_) groups influence solubility, reactivity, and interaction with biological receptors, which is vital for its function as a potential drug or hormone.
  • Natural Occurrence: Compounds of this class can often be isolated from natural sources, including plants and certain marine organisms, indicating their evolutionary significance in biological systems.
  • Therapeutic Potential: Given its structural attributes, this compound could have implications in treating conditions related to hormonal imbalance or disorders due to its steroid-like properties.

As researchers continue to explore the properties and mechanisms of such compounds, the understanding of their role in human health and disease is an ever-expanding field. The complexity and diversity in the functional groups attached to the carbon skeleton exemplify the rich tapestry of organic chemistry, where form intricately connects to function.

In the words of a famous chemist, “Chemistry is the mother of all sciences.” The study of compounds like this one clearly illustrates the impact chemistry has on our understanding of life itself.

Synonyms
ECDYSONE
alpha-Ecdysone
CCRIS 6931
EINECS 222-760-4
UNII-RH692X7B7B
(2beta,3beta,5beta,22R)-2,3,14,22,25-Pentahydroxycholest-7-en-6-one
BRN 2422986
RH692X7B7B
CHEBI:16688
AI3-44726
ECDYSONE [MI]
.ALPHA.-ECDYSONE
ECDYSONE, .ALPHA.-
5-beta-Cholest-7-en-6-one, 2-beta,3-beta,14,22,25-pentahydroxy-, (20S,22R)-
2beta,3beta,14alpha,22R,25-pentahydroxy-5beta-cholest-7-en-6-one
(22R)-2beta,3beta,14alpha,22,25-pentahydroxy-5beta-cholest-7-en-6-one
4-08-00-03613 (Beilstein Handbook Reference)
Cholest-7-en-6-one, 2,3,14,22,25-pentahydroxy-, (2.beta.,3.beta.,5.beta.,22R)-
Cholest-7-en-6-one, 2,3,14,22,25-pentahydroxy-, (2beta,3beta,5beta,22R)-
Cholest-7-en-6-one, 2,3,14,22,25-pentahydroxy-, (2-beta,3-beta,5-beta,22R)-
(2S,3R,5R,9R,10R,13R,14S,17R)-17-[(2S,3R)-3,6-dihydroxy-6-methylheptan-2-yl]-2,3,14-trihydroxy-10,13-dimethyl-2,3,4,5,9,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-6-one
(22R)-2beta,3beta,14,22,25-pentahydroxy-5beta-cholest-7-en-6-one
(2.BETA.,3.BETA.,5.BETA.,22R)-2,3,14,22,25-PENTAHYDROXYCHOLEST-7-EN-6-ONE
DTXSID2020553
(2S,3R,5R,9R,10R,13R,14S,17R)-17-((2S,3R)-3,6-dihydroxy-6-methylheptan-2-yl)-2,3,14-trihydroxy-10,13-dimethyl-2,3,4,5,9,11,12,15,16,17-decahydro-1H-cyclopenta(a)phenanthren-6-one
ECDYSONE, ALPHA-
DTXCID40553
(22R)-2b,3b,14,22,25-Pentahydroxy-5b-cholest-7-en-6-one
(22R)-2b,3b,14a,22,25-Pentahydroxy-5b-cholest-7-en-6-one
Cholest-7-en-6-one, 2,3,14,22,25-pentahydroxy-, (2-beta,3-beta,5-beta,22R)-(9CI)
3604-87-3
a-Ecdysone ( >90%)
(2ss,3ss,5ss,22R)-2,3,14,22,25-pentahydroxycholest-7-en-6-one
-Ecdysone
A-ECDYSONE
Cholest-7-en-6-one, 2,3,14,22,25-pentahydroxy-, (2b,3b,5b,22R)-
alpha-Ecdysone, >=90%
Alpha-Ecdysone ( >90%)
SCHEMBL23780
CHEMBL549300
BCBcMAP01_000123
GLXC-21718
HY-N0179
alpha-Ecdysone, >=99.0% (UV)
HB3881
LMST01010210
MFCD00042683
AKOS015951280
CCG-208571
FE71507
SMP1_000109
CS-0007889
NS00029970
C00477
G12108
Q139085
SR-05000002190
SR-05000002190-3
2b,3b,14a,22(R),25-Pentahydroxy-7-cholesten-6-one
2beta,3beta,14alpha,22(R),25-Pentahydroxy-7-cholesten-6-one
7, (5alpha)-Cholesten-2beta, 3beta, 14alpha, 22r, 25-pentol-6-one