5-Methoxytryptamine
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5-Methoxytryptamine (5-MT), also known as mexamine, is a
tryptamine Tryptamine is an indolamine metabolite of the essential amino acid, tryptophan. The chemical structure is defined by an indole ─ a fused benzene and pyrrole ring, and a 2-aminoethyl group at the second carbon (third aromatic atom, with the f ...
derivative In mathematics, the derivative of a function of a real variable measures the sensitivity to change of the function value (output value) with respect to a change in its argument (input value). Derivatives are a fundamental tool of calculus. F ...
closely related to the
neurotransmitter A neurotransmitter is a signaling molecule secreted by a neuron to affect another cell across a synapse. The cell receiving the signal, any main body part or target cell, may be another neuron, but could also be a gland or muscle cell. Neuro ...
s
serotonin Serotonin () or 5-hydroxytryptamine (5-HT) is a monoamine neurotransmitter. Its biological function is complex and multifaceted, modulating mood, cognition, reward, learning, memory, and numerous physiological processes such as vomiting and vas ...
and
melatonin Melatonin is a natural product found in plants and animals. It is primarily known in animals as a hormone released by the pineal gland in the brain at night, and has long been associated with control of the sleep–wake cycle. In vertebrates ...
. 5-MT has been shown to occur naturally in the body in low levels. It is biosynthesized via the deacetylation of
melatonin Melatonin is a natural product found in plants and animals. It is primarily known in animals as a hormone released by the pineal gland in the brain at night, and has long been associated with control of the sleep–wake cycle. In vertebrates ...
in the
pineal gland The pineal gland, conarium, or epiphysis cerebri, is a small endocrine gland in the brain of most vertebrates. The pineal gland produces melatonin, a serotonin-derived hormone which modulates sleep, sleep patterns in both circadian rhythm, circ ...
. 5-MT acts as a
full agonist An agonist is a chemical that activates a receptor to produce a biological response. Receptors are cellular proteins whose activation causes the cell to modify what it is currently doing. In contrast, an antagonist blocks the action of the ago ...
at the 5-HT1, 5-HT2, 5-HT4, 5-HT6, and 5-HT7 receptors. It has no affinity for the 5-HT3 receptor and its affinity for the 5-HT1E receptor is very weak in comparison to the other 5-HT1 receptors. Its affinity for the 5-HT5A receptor is unknown. Measured affinity for some receptors (not a complete list): * 5-HT1B receptors (Ki = 35 nM) S. Nigra / Domenech T, et al., 1997 * 5-HT1D receptors (Ki = 7.3 nM)Cortex / PEROUTKA ET AL., 1989 * 5-HT1E receptors (Ki = 3151 nM)Cloned / ZGOMBICK JM, ET AL., 1992 * 5-HT1F receptors (Ki = 1166 nM)Cloned / Adham N, et al., 1992 * 5-HT2A receptors (Ki = 295 nM)Cortex / HOYER ET AL., 1987 * 5-HT2B receptors (Ki = 16.4 nM)Cortex / WAINSCOTT DB, ET AL., 1996 * 5-HT2C receptors (Ki = 52.48 nM) Cloned / BONHAUS DW, ET AL., 1997 * 5-HT4 receptors (Ki = 501.18 nM)Caudate / ANSANAY H, ET AL.,1996 * 5-HT6 receptors (Ki = 69.18 nM)Cloned / Hirst WD, et.al.,2003 * 5-HT7 receptors (Ki = 5.01 nM)Cloned / BOESS FG, ET AL., 1994


See also

* 2-Methyl-5-hydroxytryptamine * 5-Benzyloxytryptamine *
5-Carboxamidotryptamine 5-Carboxamidotryptamine (5-CT) is a tryptamine derivative closely related to the neurotransmitter serotonin. 5-CT acts as a non-selective, high-affinity full agonist at the 5-HT1A, 5-HT1B, 5-HT1D, 5-HT5A, and 5-HT7 receptors, as well as ...
* α-Methyl-5-hydroxytryptamine *
Melatonin Melatonin is a natural product found in plants and animals. It is primarily known in animals as a hormone released by the pineal gland in the brain at night, and has long been associated with control of the sleep–wake cycle. In vertebrates ...


References

5-HT6 agonists Serotonin receptor agonists Mexamines {{nervous-system-drug-stub