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Mescaline

3,4,5-Trimethoxyphenethylamine

One of the longest-known psychedelics in the Western world. Phenethylamine that produces rich, long-lasting visual and empathogenic effects.

psychedelicentactogen
Chemical structure of Mescaline
Structure · Wikimedia contributor See Wikimedia
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 4076 · drag to rotate · scroll to zoom
SMILES NOTATION
COC1=CC(=CC(=C1O)OC)CCN
PubChem CID 4076 →
RECEPTOR PROFILE

The pharmacological targets through which this compound exerts its effects.

5-HT2A agonist
NATURAL SOURCES

Living organisms in which this compound is naturally found.

Echinopsis pachanoi (San Pedro)
cactus
Andean
Echinopsis pachanoi
San Pedro

Fast-growing columnar cactus native to the Andes containing mescaline. Central to traditional Andean shamanism for thousands of years.

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Echinopsis peruviana (Peruvian Torch)
cactus
Andean
Echinopsis peruviana
Peruvian Torch

Tall, blue-green columnar cactus closely related to San Pedro and often substantially more potent — one of the major mescaline-bearing cacti of the central Andes.

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Lophophora williamsii (Peyote)
cactus
Chihuahuan Desert
Lophophora williamsii
Peyote

Slow-growing, spineless cactus containing mescaline. One of the most ancient and culturally significant entheogens of the Americas.

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Trichocereus bridgesii (Bolivian Torch)
cactus
Andean
Trichocereus bridgesii
Bolivian Torch

Fast-growing columnar cactus from Bolivia containing mescaline. Popular in both traditional and modern entheogenic use.

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REFERENCES
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  • Shulgin 1979
  • Anderson 1996
RELATED MOLECULES

Other phenethylamines

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Chemical structure of Ephedrine
Phenethylamine
3–5 hours
Ephedrine
stimulant

Naturally occurring phenethylamine of Ephedra. Indirect sympathomimetic — releases norepinephrine and directly agonizes adrenergic receptors, producing stimulation, bronchodilation, and appetite suppression.

Ephedra sinica
Examine →