5-Bromo-DMT (5-bromo-''N'',''N''-dimethyltryptamine) is a psychedelic
brominated
Bromine is a chemical element with the symbol Br and atomic number 35. It is the third-lightest element in group 17 of the periodic table (halogens) and is a volatile red-brown liquid at room temperature that evaporates readily to form a simila ...
indole
Indole is an aromatic heterocyclic organic compound with the formula C8 H7 N. It has a bicyclic structure, consisting of a six-membered benzene ring fused to a five-membered pyrrole ring. Indole is widely distributed in the natural environmen ...
alkaloid
Alkaloids are a class of basic, naturally occurring organic compounds that contain at least one nitrogen atom. This group also includes some related compounds with neutral and even weakly acidic properties. Some synthetic compounds of similar ...
found in the
sponges
Sponges, the members of the phylum Porifera (; meaning 'pore bearer'), are a basal animal clade as a sister of the diploblasts. They are multicellular organisms that have bodies full of pores and channels allowing water to circulate through ...
''
Smenospongia aurea
''Smenospongia aurea'' is a species of sea sponge found in the Caribbean in the class Demospongiae. The scientific name of the species was first validly published in 1875 by Alpheus Hyatt, as ''Aplysina aurea''.
See also
*''Smenospongia echina'' ...
'' and ''
Smenospongia echina
''Smenospongia echina'' is a species of sea sponge in the class Demospongiae. The scientific name of the species was first validly published in 1934 by Max Walker de Laubenfels, as ''Polyfibrospongia echina''.Laubenfels, M.W. de. (1934). New spon ...
'', as well as in ''
Verongula rigida
''Verongula rigida'' is a sponge species in the class Demospongiae. The scientific name of the species was first validly published in 1794 by Eugenius Johann Christoph Esper, as ''Spongia rigida''.
See also
* 5-Bromo-DMT
* 5-6-Dibromo-DMT
*Hallu ...
'' (0.00142% dry weight) alongside
5,6-Dibromo-DMT (0.35% dry weight) and seven other alkaloids. It is the 5-
bromo derivative
In mathematics, the derivative of a function of a real variable measures the sensitivity to change of the function value (output value) with respect to a change in its argument (input value). Derivatives are a fundamental tool of calculus. F ...
of
DMT, a psychedelic found in many plants and animals.
5-Bromo-DMT has a pEC50 value of 5.51 for the
5-HT2A receptor.
Animal studies on 5-Bromo-DMT showed that it produces effects suggestive of
sedative
A sedative or tranquilliser is a substance that induces sedation by reducing irritability or excitement. They are CNS depressants and interact with brain activity causing its deceleration. Various kinds of sedatives can be distinguished, but t ...
and
antidepressant
Antidepressants are a class of medication used to treat major depressive disorder, anxiety disorders, chronic pain conditions, and to help manage addictions. Common side-effects of antidepressants include dry mouth, weight gain, dizziness, hea ...
activity and caused significant reduction of locomotor activity in the rodent FST model.
5-Bromo-DMT was reported to be psychoactive at 20–50 mg via vaporization with mild psychedelic-like activity.
Legality
5-Bromo-DMT is specifically listed as a controlled drug in Singapore.
Related compounds
*
5-Chloro-αMT
*
5-Fluoro-AMT
5-Fluoro-α-methyltryptamine (5-Fluoro-αMT, 5F-AMT), also known as PAL-544, is a putative stimulant, entactogen, and psychedelic tryptamine derivative related to α-methyltryptamine (αMT). It has been found to act as a well-balanced seroto ...
*
5-Fluoro-DMT
5-Fluoro-''N'',''N''-dimethyltryptamine (5-fluoro-DMT, 5F-DMT) is a tryptamine derivative related to compounds such as 5-bromo-DMT and 5-MeO-DMT. Fluorination of psychedelic tryptamines either reduces or has little effect on 5-HT2A/C receptor af ...
*
Convolutindole A
Convolutindole A (2,4,6-tribromo-1,7-dimethoxy-''N'',''N''-dimethyltryptamine) is a brominated tryptamine alkaloid that was first identified in 2001 in '' Amathia convoluta'', a marine bryozoan. Bryozoans are aquatic invertebrates that grow in c ...
*
Desformylflustrabromine
*
Plakohypaphorine Plakohypaphorines are halogenated indolic non-proteinogenic amino acids named for their similarity to hypaphorine (''N,N,N''-trimethyltryptophan). First reported in the Caribbean sponge
Sponges, the members of the phylum Porifera (; meaning ...
References
Biological sources of psychoactive drugs
Bromoarenes
Halogen-containing alkaloids
Psychedelic tryptamines
Serotonin receptor agonists
Tryptamine alkaloids
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