Aeruginascin or N,N,N-trimethyl-4-phosphoryloxytryptamine

Tryptamine

Tryptamine is a monoamine alkaloid found in plants, fungi, and animals. It is based around the indole ring structure, and is chemically related to the amino acid tryptophan, from which its name is derived...

 is a indoleamine derivative which occurs naturally only within the mushroom Inocybe aeruginascens

Inocybe aeruginascens

Inocybe aeruginascens is a member of the genus Inocybe which is widely distributed in Europe. The species was first documented by J. Ferencz in Osca, Hungary on June 15, 1965.-Description:...

. Aeruginascin is the N-trimethyl analogue

Analog (chemistry)

In chemistry, a structural analog , also known as chemical analog or simply analog, is a compound having a structure similar to that of another one, but differing from it in respect of a certain component. It can differ in one or more atoms, functional groups, or substructures, which are replaced...

 of psilocybin

Psilocybin

Psilocybin is a naturally occurring psychedelic prodrug, with mind-altering effects similar to those of LSD and mescaline, after it is converted to psilocin. The effects can include altered thinking processes, perceptual distortions, an altered sense of time, and spiritual experiences, as well as...

. It is closely related to the frog skin toxin bufotenidine

Bufotenidine

Bufotenidine is a toxin found in the venom of a variety of toads. It is a derivative of bufotenin....

 (5-HTQ), a potent 5-HT₃ receptor agonist

Agonist

An agonist is a chemical that binds to a receptor of a cell and triggers a response by that cell. Agonists often mimic the action of a naturally occurring substance...

, and has been found exclusively in Inocybe aeruginascens.