3-O-Desmethylmescaline
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| Other names | 3,4-Dimethoxy-5-hydroxyphenethylamine; 3-Hydroxy-4,5-dimethoxyphenethylamine; 3-Desmethylmescaline |
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| Formula | C10H15NO3 |
| Molar mass | 197.234 g·mol−1 |
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3-O-Desmethylmescaline, also known as 3-hydroxy-4,5-dimethoxyphenethylamine or 3-DESMETHYL, is an alkaloid of the phenethylamine and scaline families related to mescaline.[1][2][3] It is the analogue of mescaline in which the methyl ether at the 3-position hydroxyl group has been removed.[1][2][3]
The compound occurs naturally in various cacti species, for instance those of the genera Lophophora and Trichocereus, among others.[1][3] It also occurs in certain Acacia species.[1][3] 3-O-Desmethylmescaline may be a biosynthetic precursor of mescaline in cacti and is also known to be a minor metabolite of mescaline.[1][3] The compound is also a biosynthetic precursor of several mescaline-related tetrahydroisoquinolines found in cacti, for instance anhalamine and anhalonidine.[1][3]
The pharmacology of 3-O-desmethylmescaline is unknown.[1] In addition, according to Alexander Shulgin, the effects of 3-O-desmethylmescaline in humans are unknown, and it is unclear whether it might have psychedelic effects in humans similarly to mescaline.[1]
See also
[edit]References
[edit]- ^ a b c d e f g h Shulgin A, Manning T, Daley P (2011). The Shulgin Index, Volume One: Psychedelic Phenethylamines and Related Compounds. Vol. 1. Berkeley: Transform Press. pp. 45–46. ISBN 978-0-9630096-3-0. Retrieved 2 November 2024.
- ^ a b Trachsel D, Lehmann D, Enzensperger C (2013). Phenethylamine: von der Struktur zur Funktion [Phenethylamines: From Structure to Function]. Nachtschatten-Science (in German) (1 ed.). Solothurn: Nachtschatten-Verlag. p. 742. ISBN 978-3-03788-700-4. OCLC 858805226. Retrieved 31 January 2025.
- ^ a b c d e f [[Keeper Trout & friends|Trout K]], et al. (2013). Trout's Notes on The Cactus Alkaloids Nomenclature, Physical properties, Pharmacology & Occurrences (Sacred Cacti Fourth Edition, Part C: Cactus Chemistry: Section 1) (PDF). Mydriatic Productions/Better Days Publishing. pp. 76–77.
External links
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