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Estradiol

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Identification
Molecular formula
C18H24O2
CAS number
50-28-2
IUPAC name
(2R,3aS,3bS,5aS,6S,8aS,8bR,10aS)-2-ethynyl-3a,5a,6-trimethyl-1,3,3b,4,5,7,8,8a,8b,9,10,10a-dodecahydroindeno[5,4-e]indene-2,6-diol
State
State
Solid at room temperature.
Melting point (Celsius)
173.00
Melting point (Kelvin)
446.15
Boiling point (Celsius)
444.70
Boiling point (Kelvin)
717.90
General information
Molecular weight
272.39g/mol
Molar mass
272.3840g/mol
Density
1.1760g/cm3
Appearence

Estradiol appears as white or almost white crystalline powder.

Comment on solubility

Solubility of (2R,3aS,3bS,5aS,6S,8aS,8bR,10aS)-2-ethynyl-3a,5a,6-trimethyl-1,3,3b,4,5,7,8,8a,8b,9,10,10a-dodecahydroindeno[5,4-e]indene-2,6-diol (C18H24O2)

The solubility of this complex organic compound exhibits intriguing characteristics that are influenced by its unique structural configuration and functional groups. Here are some key points regarding its solubility:

  • Solubility in Organic Solvents: The compound is likely to be soluble in non-polar organic solvents such as hexane or heptane, given its extensive hydrocarbon framework. The presence of ethynyl and multiple methyl groups enhances its hydrophobic nature.
  • Limited Water Solubility: Due to the overall hydrophobic characteristics, it is anticipated that C18H24O2 will have a low solubility in water. The presence of only two hydroxyl (-OH) groups indicates that hydrogen bonding potential with water is limited.
  • Influence of Functional Groups: The hydroxyl groups may impart some degree of polarity, which could enable very slight solubility in polar solvents—but again, this will be overshadowed by the dominant non-polar regions of the molecule.

In summary, it is essential to consider the structural attributes that dictate solubility. The compound is expected to be insoluble in water while showing better solubility in organic solvents, making it compatible for use in various applications that require non-aqueous environments.

Interesting facts

Interesting Facts about (2R,3aS,3bS,5aS,6S,8aS,8bR,10aS)-2-ethynyl-3a,5a,6-trimethyl-1,3,3b,4,5,7,8,8a,8b,9,10,10a-dodecahydroindeno[5,4-e]indene-2,6-diol

This complex organic compound belongs to the class of terpenes, recognized for their role in various biological functions and applications. Here are some intriguing aspects of this compound:

  • Stereo-specific Structure: The detailed stereochemistry indicated by the multiple chiral centers showcases a nuanced arrangement that contributes to its biological activity.
  • Potential Applications: Due to its structural complexity, this compound may exhibit properties relevant in pharmaceuticals and natural product chemistry, specifically in the development of novel therapeutic agents.
  • Natural Origins: Compounds with similar structures can often be found in essential oils and natural resins, emphasizing the connection between plant metabolism and synthetic organic chemistry.
  • Biochemical Significance: Such dodecahydroindene derivatives may play roles in signaling pathways, making them worthwhile for studies in biochemistry and pharmacology.
  • Stereochemical Diversity: The presence of multiple stereocenters allows for a wide variety of potential isomers, enriching the compound's study in conformational analysis and molecular interactions.

In the words of James D. Watson: "To be a successful scientist, one must always be motivated by curiosity." The exploration of compounds like this one fuels the essential curiosity that drives advancement in chemical science.

This compound, embodying intricate natural and synthetic chemistry, is a testament to the beauty and complexity of molecular structures encountered in the realm of organic chemistry.

Synonyms
52-73-3
A-NORANDROSTANE-2-beta,17-beta-DIOL, 2-alpha-ETHYNYL-17-alpha-METHYL-
521UMF9BM9
UNII-521UMF9BM9
2-alpha-Ethynyl-17-alpha-methyl-A-norandrostane-2-beta,17-beta-diol
NIOSH/RB5876650
DTXSID10966325
Dicyclopenta(a,f)naphthalene, A-norandrostane-2,17-diol deriv
2-Ethynyl-17-methyl-a-norandrostane-2,17-diol, (2beta,5alpha,17beta)-
RB58766500
Q27260946
2-Ethynyl-17-methyl-A-norandrostane-2-beta,17-beta-diol
A-Norandrostane-2-beta,17-beta-diol, 2-ethynyl-17-methyl-
(2beta,5alpha,17beta)-2-ethynyl-17-methyl-a-norandrostane-2,17-diol
2-ETHYNYL-17-METHYL-A-NOR-5.ALPHA.-ANDROSTANE-2.BETA.,17.BETA.-DIOL
2-ETHYNYL-17-METHYL-A-NORANDROSTANE-2,17-DIOL, (2.BETA.,5.ALPHA.,17.BETA.)-
7-Ethynyl-1,8a,10a-trimethylhexadecahydrodicyclopenta[a,f]naphthalene-1,7-diol
A-NOR-5.ALPHA.-ANDROSTANE-2.BETA.,17.BETA.-DIOL, 2-ETHYNYL-17-METHYL-
A-NORANDROSTANE-2,17-DIOL, 2-ETHYNYL-17-METHYL-, (2.BETA.,5.ALPHA.,17.BETA.)-