This figure is a representation of the minimized structures of 5-methoxy-DMT free base (on the left) and its protonated form (on the right). Again, these were minimized using the semi-empirical methods employed in the Spartan software package, with the AM1 Hamiltonian. The free base was minimized in vacuum, while the protonated molecule was minimized in water. The electron density surface is plotted as a mesh, with the molecular electrostatic potential mapped on the surface. Blue regions are positive, while red regions are negative. On the upper left part of the molecule, the electron pair of the free base imparts negative character to the potential surface, while in the protonated form, this area is quite positive (as reflected by the blue color). The relatively more negative regions around the methoxy oxygen and the pi surfaces of the aromatic indole ring system are more evident in the protonated molecule on the right. 5-Methoxy-DMT is a component of several snuffs used by Amazonian Indians and is reported to have a very brief duration of action, but there is actually very little literature concerning the clinical effects of this material. Anecdotal reports suggest, however, that low doses, administered by smoking or nasal insufflation, are highly anxiogenic and unpleasant, while larger doses can produce an overpowering experience that involves ego loss and the feeling that one has died. Like the other tryptamines, this compound is known to stimulate serotonin receptors of the 5-HT2A and 5-HT1A subtypes.
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