Tetrahydrochrysene
Tetrahydrochrysene
Tetrahydrochrysene (THC) is a synthetic, nonsteroidal estrogen that is used in scientific research. It is part of the phenanthrene group and is structurally related to the endogenous estrogen, estradiol. THC has been found to have both estrogenic and antiestrogenic properties, depending on the specific tissue it is acting upon.
Structure and Synthesis
Tetrahydrochrysene is a polycyclic aromatic hydrocarbon, specifically a tetrahydrophenanthrene. Its structure consists of four fused cyclohexene rings, which are fully saturated. The synthesis of THC involves the cyclization of a naphthalene derivative, followed by hydrogenation to saturate the rings.
Pharmacology
THC acts as a selective estrogen receptor modulator (SERM). This means it can have both estrogenic and antiestrogenic effects, depending on the tissue it is acting upon. In some tissues, such as the breast and uterus, THC acts as an estrogen agonist, promoting the growth and proliferation of cells. In other tissues, such as the bone and liver, THC acts as an estrogen antagonist, inhibiting the actions of endogenous estrogens.
Research Use
Due to its selective estrogenic and antiestrogenic properties, THC has been used in scientific research to study the effects of estrogens on various tissues. It has also been used to study the mechanisms of action of SERMs, and to develop new drugs with similar properties.
Safety and Toxicity
As with all synthetic estrogens, there are potential risks associated with the use of THC. These include the potential for estrogen-dependent cancers, such as breast and uterine cancer, and cardiovascular risks, such as blood clots and strokes. However, these risks are generally considered to be low, as THC is typically used in a controlled research setting.
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Contributors: Prab R. Tumpati, MD