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Mestranol

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Identification
Molecular formula
C21H26O2
CAS number
72-33-3
IUPAC name
17-ethynyl-3-methoxy-13-methyl-7,8,9,11,12,14,15,16-octahydro-6H-cyclopenta[a]phenanthren-17-ol
State
State
Mestranol exists as a solid at room temperature, often found in its crystalline powder form.
Melting point (Celsius)
162.00
Melting point (Kelvin)
435.15
Boiling point (Celsius)
523.30
Boiling point (Kelvin)
796.45
General information
Molecular weight
310.45g/mol
Molar mass
310.4450g/mol
Density
1.2170g/cm3
Appearence

Mestranol typically appears as a white or slightly creamy crystalline powder.

Comment on solubility

Solubility of 17-ethynyl-3-methoxy-13-methyl-7,8,9,11,12,14,15,16-octahydro-6H-cyclopenta[a]phenanthren-17-ol (C21H26O2)

The solubility of 17-ethynyl-3-methoxy-13-methyl-7,8,9,11,12,14,15,16-octahydro-6H-cyclopenta[a]phenanthren-17-ol is influenced by its molecular structure and functional groups. This compound contains both hydrophobic (the cyclopenta[a]phenanthrene portion) and hydrophilic elements (the hydroxyl group), which make its solubility profile particularly noteworthy.

Factors Affecting Solubility:

  • Hydrophobic Interactions: The large hydrocarbon regions of the molecule tend to have limited solubility in polar solvents like water.
  • Hydrophilic Functional Groups: The presence of the hydroxyl (-OH) group can enhance solubility in polar solvents but may not be sufficient to completely solubilize the compound.
  • Solvent Type: The solubility is expected to be higher in organic solvents such as ethanol, methanol, or dichloromethane due to similar nonpolar characteristics.

In summary, while this compound may exhibit some degree of solubility in **polar solvents** due to the hydroxyl group, its overall solubility is likely to be moderate, particularly favoring nonpolar organic solvents. As with many organic compounds, the solvent choice plays a crucial role; thus, experimentation is advised for precise solubility measurements.

Interesting facts

Interesting Facts about 17-ethynyl-3-methoxy-13-methyl-7,8,9,11,12,14,15,16-octahydro-6H-cyclopenta[a]phenanthren-17-ol

This compound is a fascinating member of the steroid family and is known for its intriguing structure and potential biological activities. Here are some notable points about it:

  • Structural Complexity: The compound features a multi-ring structure that's characteristic of steroids, which includes a cyclopenta[a]phenanthrene core that adds to its complexity.
  • Ethynyl Group: The presence of an ethynyl group often suggests *enhanced biological activity*, which could make this compound a candidate for pharmaceutical research.
  • Potential Applications: Its structure shares similarities with certain hormonal compounds, potentially leading to applications in *endocrine studies* and treatments related to hormonal imbalances.
  • Natural Analogues: This compound could be related to natural steroids, engaging interest in how synthetic modifications may improve efficacy or reduce side effects.
  • Research Interest: Scientists are especially intrigued by how modifications, like the methoxy group, might influence the compound's *metabolic stability* and *receptor binding affinity*.

As the field of medicinal chemistry continues to expand, compounds like 17-ethynyl-3-methoxy-13-methyl-7,8,9,11,12,14,15,16-octahydro-6H-cyclopenta[a]phenanthren-17-ol represent a frontier. 

Whether in the lab exploring its synthesis or researching its potential applications, it stands as a tremendous example of how synthetic chemistry can create compounds with exciting possibilities.

Synonyms
Inostral
component of Ovulen
component of Norquen
.delta.-MVE
17-Ethynyl-3-methoxyestra-1,3,5(10)-trien-17-ol
3-Methoxy-17.alpha.-ethynylestradiol
3-Methoxy-17.alpha.-ethinyloestradiol
3-Methoxy-17.alpha.-ethynyloestradiol
17.alpha.-Ethinylestradiol 3-methyl ether
17.alpha.-Ethynylestradiol 3-methyl ether
17.alpha.-Ethynyloestradiol 3-methyl ether
17.alpha.-Ethinyl oestradiol 3-methyl ether
17-ethynyl-3-methoxyestra-1(10),2,4-trien-17-ol
Ethinylestradiol 3-methyl ether
Ethinyloestradiol 3-methyl ether
Ethynyloestradiol 3-methyl ether
NSC84032
8027 C. B.
NCIOpen2_009561
IMSSROKUHAOUJS-UHFFFAOYSA-N
ALBB-025006
NSC98536
BBL023776
NSC-98536
STL146318
3-Methoxy-17.alpha.-ethinylestradiol
AKOS005720799
17.alpha.-Ethynylestradiol methyl ether
17.beta.-Estradiol, 3-(methyl ether)
VS-07510
17.alpha.-Ethinyl estradiol 3-methyl ether
WLN: L E5 B666TTT&J E1 FQ F1UU1 OO1
17-Ethynyl-3-methoxy-1,5(10)-estratrien-17.beta.-ol
17-Ethynyl-3-methoxy-1,5(10)-oestratien-17.beta.-ol
estra-1(10),2,4-trien-17-ol, 17-ethynyl-3-methoxy-
3-Methoxy-17.alpha.-ethynyl-1,5(10)-estratrien-17.beta.-ol
Estra-1,5(10)-trien-17.beta.-ol, 17-ethynyl-3-methoxy-
17.alpha.-19-Norpregna-1,5(10)-trien-20-yn-17-ol, 3-methoxy-
3-Methoxy-17.alpha.-ethynyl-1,5(10)-oestratrien-17.beta.-ol
3-Methoxy-19-nor-17.alpha.-pregna-1,5(10)-trien-20-yn-17-ol
(+)-17.alpha.-Ethynyl-17.beta.-hydroxy-3-methoxy-1,5(10)-estratriene
(+)-17.alpha.-Ethynyl-17.beta.-hydroxy-3-methoxy-1,5(10)-oestratriene
17.alpha.-Ethynyl-3-methoxy-17.beta.-hydroxy-.delta.-1,5(10)-estratriene
19-Nor-17.alpha.-pregna-1,5(10)-trien-20-yn-17-ol, 3-methoxy-
19-Norpregna-1,5(10)-trien-20-yn-17-ol, 3-methoxy-, (17.alpha.)-
17.alpha.-Ethynyl-3-methoxy-17.beta.-hydroxy-.delta.-1,5(10)-oestratriene
1-ethynyl-7-methoxy-11a-methyl-1H,2H,3H,3aH,3bH,4H,5H,9bH,10H,11H,11aH-cyclopenta[a]phenanthren-1-ol