Reverse triiodothyronine

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Reverse triiodothyronine
IUPAC name (2S)-2-Amino-3-[4-(4-hydroxy-3,5-diiodophenoxy)-3-iodophenyl]propanoic acid
Identifiers
CAS number [5817-39-0]
PubChem 22069
MeSH Reverse+triiodothyronine
SMILES C1=CC(=C(C=C1C[C@@H](C(=O)O)N)I)OC2=CC(=C(C(=C2)I)O)I
Properties
Molecular formula C15H12I3NO4
Molar mass 650.974
Except where noted otherwise, data are given for
materials in their standard state
(at 25 °C, 100 kPa)

Infobox disclaimer and references

Reverse triiodothyronine (reverse T3, or rT3) is a molecule which is an isomer of triiodothyronine (T3). It is derived from thyroxine (T4) through the use of deiodinase.

rT3, unlike T3, does not stimulate thyroid hormone receptors. However, rT3 nonetheless binds to these receptors, thereby blocking the action of T3. Under stress conditions, the adrenal glands produce excess amounts of cortisol. Cortisol inhibits the conversion of T4 to T3, thus shunting T4 conversion from T3 towards rT3. Consequently, there is a widespread shutdown in T3 binding across the body. This condition is termed Reverse T3 Dominance. It results in reduced body temperature, which slows the action of many enzymes, leading to a clinical syndrome, Multiple Enzyme Dysfunction, which produces the effects seen in hypothyroidism. Effects include: fatigue, headache, migraine, PMS, irritability, fluid retention, anxiety and panic.

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Synthesis
Synthesis


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