Structure via PubChem · Public domain (PubChem)
Symbescaline
Sign in to saveSymbescaline (SB), also known as 3,5-diethoxy-4-methoxyphenethylamine, is a psychoactive drug of the phenethylamine and scaline families related to mescaline. It is the analogue of mescaline in which the methoxy groups at the 3 and 5 positions have been replaced with ethoxy groups. In addition, symbescaline is a positional isomer of asymbescaline.
Chemical data
- Formula
- C13H21NO3
- Molecular weight
- 239.31 g/mol
- IUPAC name
- 2-(3,5-diethoxy-4-methoxyphenyl)ethanamine
- SMILES
- CCOC1=CC(=CC(=C1OC)OCC)CCN
- InChIKey
- ROKMKYBLAPLLER-UHFFFAOYSA-N
- XLogP
- 1.5
- Polar surface area
- 53.7 Ų
- H-bond donors
- 1
- H-bond acceptors
- 4
- Formal charge
- 0
via PubChem
Drug data · ChEMBL
- Molecule type
- Small molecule
via ChEMBL · EBI
Wikidata facts
- Subclass of
- chemical compound
- Mass
- 239.152143532
Show 2 more facts
- canonical SMILES
- COc1c(cc(cc1OCC)CCN)OCC
- chemical formula
- C₁₃H₂₁NO₃
Sources (2)
via Wikidata · CC0
~1 min read
Encyclopedic overview
3 sectionsContents
- See also
- References
- External links
Symbescaline (SB), also known as 3,5-diethoxy-4-methoxyphenethylamine, is a psychoactive drug of the phenethylamine and scaline families related to mescaline. It is the analogue of mescaline in which the methoxy groups at the 3 and 5 positions have been replaced with ethoxy groups. In addition, symbescaline is a positional isomer of asymbescaline.
In his book PiHKAL (Phenethylamines I Have Known and Loved) and other publications, Alexander Shulgin lists symbescaline's dose as above 240mg orally and its duration as unknown. The effects of symbescaline have been reported to include no effects, a vague threshold, a slight chill, and strange and disrupted sleep. It is said to have a very unpleasant taste. Shulgin concluded that symbescaline is "probably not active".
Excerpted from Wikipedia’s “Symbescaline” article, available under the CC BY-SA 4.0 licence.