← DISCOVERY / PHENETHYLAMINE

Ephedrine

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

stimulant
Chemical structure of Ephedrine
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 9294 · drag to rotate · scroll to zoom
SMILES NOTATION
CC(C(C1=CC=CC=C1)O)NC
PubChem CID 9294 →
RECEPTOR PROFILE

The pharmacological targets through which this compound exerts its effects.

α-adrenergic agonistβ-adrenergic agonistNorepinephrine releasing agent
NATURAL SOURCES

Living organisms in which this compound is naturally found.

Ephedra sinica (Ma Huang)
plant
Palearctic
Ephedra sinica
Ma Huang

Ancient gymnosperm shrub of the central-Asian steppe whose jointed green stems have been used in Chinese medicine for over 5000 years and which provide one of the oldest known plant-derived stimulants — ephedrine.

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REFERENCES
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  • Chen & Schmidt 1930
  • Bensky et al. 2004
RELATED MOLECULES

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psychedelicentactogen

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

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