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Ethynylestradiol acetate

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Identification
Molecular formula
C24H28O4
CAS number
41498-83-1
IUPAC name
(17-acetoxy-17-ethynyl-13-methyl-2,3,6,7,8,9,10,11,12,14,15,16-dodecahydro-1H-cyclopenta[a]phenanthren-3-yl) acetate
State
State

The compound exists as a solid at room temperature, typically found as a crystalline powder.

Melting point (Celsius)
161.50
Melting point (Kelvin)
434.70
Boiling point (Celsius)
395.30
Boiling point (Kelvin)
668.50
General information
Molecular weight
396.52g/mol
Molar mass
396.5190g/mol
Density
1.2202g/cm3
Appearence

Ethynylestradiol acetate is a white to off-white crystalline powder. It is odorless and has a slightly bitter taste. It is generally insoluble in water but soluble in alcohol and chloroform.

Comment on solubility

Solubility of 17-acetoxy-17-ethynyl-13-methyl-2,3,6,7,8,9,10,11,12,14,15,16-dodecahydro-1H-cyclopenta[a]phenanthren-3-yl acetate

The solubility of the compound C24H28O4 can be characterized by several important factors:

  • Polarity: The presence of the acetate groups likely increases the polarity of the molecule, which can enhance solubility in polar solvents.
  • Hydrophobic Character: Given its complex hydrocarbon structure, the compound may exhibit significant hydrophobic characteristics, making it less soluble in water but more soluble in organic solvents.
  • Solvent Effects: Typically, such compounds show increased solubility in solvents like ethanol, chloroform, and dimethyl sulfoxide (DMSO) while facing challenges in aqueous environments.
  • Concentration Dependence: Solubility can be influenced by concentration, temperature, and the presence of other solutes, making it essential to examine the specific conditions under which the solubility is evaluated.

In summary, while the compound C24H28O4 may demonstrate limited aqueous solubility due to its hydrophobic regions, it is expected to dissolve well in organic solvents due to its polar acetate groups. Overall, the assessment of solubility requires careful consideration of the solvent system and environmental factors.

Interesting facts

Interesting Facts about 17-Acetoxy-17-ethynyl-13-methyl-2,3,6,7,8,9,10,11,12,14,15,16-dodecahydro-1H-cyclopenta[a]phenanthren-3-yl Acetate

This compound is a fascinating example of synthetic chemistry, utilized primarily in the field of medicinal chemistry and hormone research. Its complex structure, rich with multiple rings and functional groups, illustrates the intricate designs chemists can generate to influence biological systems.

Key Highlights:

  • Synthetic Steroids: This compound is related to synthetic steroids, which have therapeutic uses including anti-inflammatory properties and hormonal regulation.
  • Structural Complexity: The presence of both acetoxy and ethynyl groups allows for modification of its biological activity, making it an interesting subject for drug development.
  • Research Significance: It serves as a subject in studies exploring the effects of synthetic analogs of natural hormones, particularly in cancer and metabolic disorder therapies.

Furthermore, the compound's intricate polycyclic structure enhances its interactions at the molecular level, potentially leading to *enhanced efficacy* and *selectivity* in biological activity. As researchers delve into the properties of this compound, they may discover novel therapeutic applications.

Ultimately, compounds like this one underscore the importance of chemistry in creating new solutions for health challenges. As noted by chemists, "the more complex the compound, the more potential it has for unique interactions." This sentiment resonates deeply in the ongoing exploration of medicinal compounds and their dynamic roles in human health.

Synonyms
(17-acetyloxy-17-ethynyl-13-methyl-2,3,6,7,8,9,10,11,12,14,15,16-dodecahydro-1H-cyclopenta[a]phenanthren-3-yl) acetate
Cervicundin
Metrodiol
Luto-metrodiol
Ethynodiol acetate
Metrodiol diacetate
Ovulen 50
Luteonorm
19-Norpregn-4-en-20-yne-3,17-diol, diacetate, (3beta,17alpha)-
NCGC00186466-01
8080 C. B.
Metrulen (Salt/Mix)
.beta.-Ethynodiol diacetate
19-Norpregn-4-en-20-yne-3,17-diol, diacetate, (3.beta.,17.alpha.)-
component of Conova (Salt/Mix)
component of Ovaras (Salt/Mix)
component of Demulon (Salt/Mix)
DTXSID20859310
component of Luteolas (Salt/Mix)
ONKUMRGIYFNPJW-UHFFFAOYSA-N
component of Miniluteolas (Salt/Mix)
AKOS037643318
AS-13770
DB-047648
19-Norpregn-4-en-20-yne-3,17-diyl diacetate
17.alpha.-Ethynyl-4-estrene-3.beta.,17-diol diacetate
17.alpha.-Ethynyl-4-estrene-3.beta.,17.beta.-diol diacetate
17.alpha.-Ethynylestr-4-ene-3.beta.,17.beta.-diol acetate
3.beta., 17.beta.-Diacetoxy-17-.alpha.-ethynyl-4-oestrene
19-Nor-17-.alpha.-pregn-4-en-20-yne-3-.beta.,17-diol diacetate
19-Nor-17.alpha.-pregn-4-en-20-yn-3.beta.,17-diol diacetate
3.beta.,17.beta.-Diacetoxy-19-nor-17-.alpha.-pregn-4-en-20-yne
(3-.beta.,17-.alpha.)-19-Norpregn-4-en-20-yne-3,17-diol diacetate
17.alpha.-Ethynyl-19-norandrost-4-ene-3.beta.,17.beta.-diol diacetate
17-(Acetyloxy)-17.alpha.-ethynylestr-4-en-3-yl acetate, (3.beta.,17.beta.)- #
17.alpha.-Ethynyl-3,17-dihydroxy-4-estrene diacetate, (3.beta.,17.beta.)-
(17 alpha)-19-norpregna-1,3,5(10)-trien-20-yne-3,17-diol, mixt. with (3 beta,17 alpha)-19-norpregn-4-en-20-yne-3,17-diol diacetate