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Ethinylestradiol

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Identification
Molecular formula
C20H24O2
CAS number
57-63-6
IUPAC name
(3S,8R,9S,10R,13S,14S,17R)-17-ethynyl-13-methyl-2,3,6,7,8,9,10,11,12,14,15,16-dodecahydro-1H-cyclopenta[a]phenanthrene-3,17-diol
State
State

At room temperature, ethinylestradiol is in a solid state as a crystalline powder.

Melting point (Celsius)
182.00
Melting point (Kelvin)
455.00
Boiling point (Celsius)
505.90
Boiling point (Kelvin)
779.10
General information
Molecular weight
296.40g/mol
Molar mass
296.4070g/mol
Density
1.1655g/cm3
Appearence

Ethinylestradiol is a white to creamy white crystalline powder, practically odorless.

Comment on solubility

Solubility of (3S,8R,9S,10R,13S,14S,17R)-17-ethynyl-13-methyl-2,3,6,7,8,9,10,11,12,14,15,16-dodecahydro-1H-cyclopenta[a]phenanthrene-3,17-diol

The solubility of complex organic compounds like (3S,8R,9S,10R,13S,14S,17R)-17-ethynyl-13-methyl-2,3,6,7,8,9,10,11,12,14,15,16-dodecahydro-1H-cyclopenta[a]phenanthrene-3,17-diol can be influenced by several factors. The unique stereochemistry and structural features of this molecule suggest specific solubility behaviors that can be categorized as follows:

  • Polarity: The presence of hydroxyl (–OH) groups generally increases solubility in polar solvents, such as water. However, the rigidity and hydrophobic characteristics of the overall structure could limit this effect.
  • Steric Hindrance: The complex multiple ring system and bulky substituents may present steric hindrance issues, which can further affect solubility.
  • Solvent Interaction: This compound may show varying solubility profiles in organic solvents like ethanol or methanol compared to water, highlighting the importance of solvent choice.

As a general rule, organic compounds with significant nonpolar character (like those with large hydrocarbon backbones) tend to have low solubility in water while being more soluble in nonpolar organic solvents. Therefore, it is crucial to perform specific solubility tests to determine the precise solubility behavior for practical applications.

In summary, while predicting solubility can be complex, understanding the structural characteristics of molecules often provides valuable insights into their expected behavior in different solvents.

Interesting facts

Exploring the Unique Structure of (3S,8R,9S,10R,13S,14S,17R)-17-ethynyl-13-methyl-2,3,6,7,8,9,10,11,12,14,15,16-dodecahydro-1H-cyclopenta[a]phenanthrene-3,17-diol

This compound is a member of the cyclopenta[a]phenanthrene family, characterized by its intricate polycyclic structure. Its fascinating stereochemistry, indicated by the multiple chiral centers, plays a crucial role in determining its biological activity and potential applications in medicinal chemistry.

Key Features and Facts:

  • Chirality: With several chiral centers, this compound's specific three-dimensional arrangement influences its interaction with biological molecules, making stereochemistry a key area of study.
  • Biological Relevance: Compounds of this type have been researched for their activity as hormonal modulators, particularly in steroid pathways. This opens up avenues for pharmacological applications.
  • Synthetic Challenge: The synthesis of such compounds can be intricate and requires advanced organic chemistry techniques, showcasing the skill involved in modern synthetic chemistry.
  • Applications in Research: Ongoing studies focus on understanding this compound’s binding mechanisms and effects on cellular processes, contributing to new drug development strategies.

This compound exemplifies the blend of complexity and utility found in organic chemistry, where understanding its properties can lead to innovative solutions in health and medicine. As we continue to decode the mysteries of such compounds, the potential for new discoveries remains vast.

Synonyms
ethynodiol
Etynodiol
Etinodiolo [DCIT]
Etinodiolo
Etynodiol [INN:BAN]
Etinodiol [INN-Spanish]
Etynodiolum [INN-Latin]
EINECS 214-971-5
Etynodiol (INN)
UNII-9E01C36A9S
CHEBI:50785
HSDB 7897
ETHYNODIOL [MI]
ETYNODIOL [INN]
3beta-hydroxynorethisterone
(3beta,17beta)-17-ethynylestr-4-ene-3,17-diol
ETYNODIOL [WHO-DD]
(3-beta,17-alpha)-19-Norpregn-4-en-20-yne-3,17-diol
DTXSID1023025
17alpha-ethynylestr-4-ene-3beta,17beta-diol
17alpha-Ethynyl-estra-4-ene-3beta,17beta-diol
3.BETA.-HYDROXYLYNESTRENOL
19-Nor-17-alpha-pregn-4-en-20-yne-3-beta,17-diol
19-Norpregn-4-en-20-yne-3,17-diol, (3-beta,17-alpha)-
19-Norpregn-4-en-20-yne-3,17-diol, (3.beta.,17.alpha.)-
Etinodiol (INN-Spanish)
Etynodiolum (INN-Latin)
17.ALPHA.-ETHYNYL-4-OESTRENE-3.BETA.,17.BETA.-DIOL
(3.BETA.,17.BETA.)-17-ETHYNYLESTR-4-ENE-3,17-DIOL
ESTR-4-ENE-3,17-DIOL, 17-ETHYNYL-, (3.BETA.,17.BETA.)-
Etynodol
17 alpha-ethynyl-estra-4-ene-3 beta,17 beta-diol
3BETA-HYDROXYLYNESTRENOL
DTXCID903025
17ALPHA-ETHYNYL-4-OESTRENE-3BETA,17BETA-DIOL
19-Norpregn-4-en-20-yne-3,17-diol, (3-beta,17-alpha)-(9CI)
19-NORPREGN-4-EN-20-YNE-3,17-DIOL, (3BETA,17ALPHA)-
ESTR-4-ENE-3,17-DIOL, 17-ETHYNYL-, (3BETA,17BETA)-
(3beta,17beta)-17-ethynylestr-4-ene-3,17-diol;17alpha-ethynylestr-4-ene-3beta,17beta-diol
Ethinodiol
1231-93-2
Aethynodiolum
Etynodiolum
Etinodiol
(3beta,17alpha)-19-Norpregn-4-en-20-yne-3,17-diol
9E01C36A9S
17alpha-Ethynyl-19-norandrost-4-ene-3beta,17beta-diol
17-alpha-Ethynyl-19-norandrost-4-ene-3-beta,17-beta-diol
SCHEMBL140933
CHEMBL1201406
JYILPERKVHXLNF-QMNUTNMBSA-N
DB13866
(3S,8R,9S,10R,13S,14S,17R)-17-ethynyl-13-methyl-2,3,6,7,8,9,10,11,12,14,15,16-dodecahydro-1H-cyclopenta[a]phenanthrene-3,17-diol
1ST10468
D07939
Q5405158