← DISCOVERY / TRYPTAMINE

N,N-Dimethyltryptamine

DMT

Extremely potent serotonergic psychedelic. Rapidly metabolized by MAO when taken orally, hence the need for MAO inhibitors in ayahuasca.

psychedelic
THREE-DIMENSIONAL STRUCTURE

The molecule, in space.

Atoms positioned in their lowest-energy 3D geometry, sourced from PubChem. Drag to rotate · scroll to zoom · switch between stick, sphere, and line representations to feel the shape from different angles.

3D structure · PubChem CID 6089 · drag to rotate · scroll to zoom
SMILES NOTATION
CN(C)CC1=CNC2=CC=CC=C21
PubChem CID 6089 →
RECEPTOR PROFILE

The pharmacological targets through which this compound exerts its effects.

5-HT2A agonist5-HT2CSigma-1
NATURAL SOURCES

Living organisms in which this compound is naturally found.

Acacia acuminata (Raspberry Jam Wattle)
plant
Australasian
Acacia acuminata
Raspberry Jam Wattle

Hardy Western Australian wattle named for the raspberry-jam scent of its freshly cut wood. The bark contains exceptionally high concentrations of N,N-DMT.

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Acacia confusa (Formosan Acacia)
plant
Indomalayan
Acacia confusa
Formosan Acacia

Fast-growing tree native to Southeast Asia whose root bark and phyllodes are rich in N,N-DMT and other tryptamines.

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Acacia obtusifolia (Stick Wattle)
plant
Australasian
Acacia obtusifolia
Stick Wattle

Eastern Australian wattle whose phyllode and bark are among the richest known natural sources of N,N-DMT, with a chemical profile that also includes NMT and trace beta-carbolines.

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Anadenanthera colubrina (Cebil)
plant
Andean
Anadenanthera colubrina
Cebil

South American tree whose seeds have been prepared into psychoactive snuff (vilca) and brews for at least three thousand years. Closely related to yopo but distributed further south, across the central Andes and the Gran Chaco.

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Anadenanthera peregrina (Yopo)
plant
Neotropical
Anadenanthera peregrina
Yopo

Tree native to the Caribbean and northern South America whose seeds contain a powerful mix of bufotenine, DMT, and 5-MeO-DMT. The seeds are roasted and ground into the snuff known as yopo, used in shamanic ceremonies of the Orinoco basin.

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Desmanthus illinoensis (Illinois Bundleflower)
plant
Nearctic
Desmanthus illinoensis
Illinois Bundleflower

Hardy North American prairie legume whose root bark contains substantial N,N-DMT — making it a temperate ecological analog of the Amazonian DMT-rich Mimosas.

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Diplopterys cabrerana (Chagropanga)
plant
Amazonian
Diplopterys cabrerana
Chagropanga

Amazonian vine whose leaves are a potent source of N,N-DMT, frequently used as an alternative or complement to Psychotria viridis in ayahuasca.

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Mimosa tenuiflora (Jurema)
plant
Neotropical
Mimosa tenuiflora
Jurema

Shrub or small tree native to Brazil and Mexico whose root bark is rich in N,N-DMT. Used in traditional Jurema rituals.

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Phalaris arundinacea (Reed Canary Grass)
plant
Palearctic
Phalaris arundinacea
Reed Canary Grass

Widespread temperate grass with extremely variable alkaloid chemistry — depending on the strain and growing conditions, it can produce N,N-DMT, 5-MeO-DMT, bufotenine, and the toxic gramine in differing ratios.

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Psychotria viridis (Chacruna)
plant
Amazonian
Psychotria viridis
Chacruna

Small shrub whose leaves are the most common source of N,N-DMT in traditional ayahuasca brews.

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Virola theiodora (Epená)
plant
Amazonian
Virola theiodora
Epená

Tall Amazonian rainforest tree whose red resin is processed into a powerful DMT-rich snuff used by Yanomami, Tukano, and several other northwest-Amazonian peoples.

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REFERENCES
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