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5-MeO-DMT is a psychedelic of the tryptamine class. It is found in a wide variety of plant species, and at least one toad species, the Sonora Desert toad. Like its close relatives DMT and bufotenin, it has been used as an entheogen in South America. .
FormulaC13H18N2O
Molar mass218.298 g/mol
ChEMBL Id7257
IUPHAR ID145
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SKU: 542100 Categories: , Tags: , ,

Description

5-Methoxy-N,N-dimethyltryptamine (commonly known as 5-MeO-DMT) is a naturally occurring psychedelic substance of the tryptamine class. As with its structural relatives DMT and 5-HO-DMT (Bufotenin), 5-MeO-DMT has been used as an entheogenby South American shamans for thousands of years[. and has recently been demonstrated to induce mystical experiences..

It is distributed in a wide variety of plant species, as well as in the venom of a single psychoactive toad species (Bufo Alvaris). It has also been shown to be produced endogenously in the human body in trace amounts, although its biological function is unclear..

In modern times, 5-MeO-DMT is primarily acquired and consumed in its synthetic powder form through the use of online research chemical vendors. When taken in its synthetic powder form, 5-MeO-DMT is typically vaporized, but can also be insufflated (although this is discouraged), and is active at a dose of as little as 2 mg. It has been suggested that it possesses roughly 4-5x the potency of DMT..

As with DMT, 5-MeO-DMT has been demonstrated to be active orally when taken with an MAOI, but according to numerous reports this combination tends to be extremely unpleasant, producing a strong body load in addition to the risk of hypertensive symptoms and serotonin syndrome, and is therefore strongly advised against.. On both physical and psychological levels, it is considered to be substantially less safe than DMT..

Anecdotal reports indicate that this substance is likely to be overly intense for those who are not already extensively experienced with hallucinogens, specifically powerful psychedelic tryptamines like DMTayahuasca and DPT. Therefore it is highly advised to approach this very unpredictable, and powerful hallucinogenic substance with the proper amount of precaution, preparation, and harm reduction practices if one chooses to use it.

 

Chemistry

Generic structure of a tryptamine molecule.

5-MeO-DMT or 5-methoxy-N,N-dimethyltryptamine is a ring-substituted indole alkaloid molecule of the tryptamine class. Tryptamines share a core structure comprised of a bicyclic indole heterocycle attached at R3 to a terminal amine group via an ethyl side chain. 5-MeO-DMT is substituted at R5 of its indole heterocycle with a methoxy (MeO) functional group CH3O−; it also contains two methyl groups CH3– bound to the terminal amine RN of its tryptamine backbone (DMT). 5-MeO-DMT is the N-substituted methyl homologue of 5-MeO-MiPT and 5-MeO-DiPT, although it radically differs in its effects..

 

Pharmacology

Further information: Serotonergic psychedelic

5-Meo-DMT’s psychedelic effects are primarily believed to come from its efficacy at the 5-HT2A receptor as a partial agonist. Specifically, this molecule shows high binding affinity for the 5-HT2A and 5-HT1A subtypes.. However, the role of these interactions and how they result in the psychedelic experience continues to remain elusive.

Additional mechanisms of action such as reuptake inhibition of neurotransmitters such as serotoninnoradrenaline and dopamine are also thought to be involved to an extent.. This can result in 5-MeO-DMT becoming dangerously toxic when combined with MAOIsRIMAsSSRIsstimulants or any substance which acts as a releasing agent or reuptake inhibitor of monoamine neurotransmitters.

5-MeO-DMT is O-demethylated by polymorphic cytochrome P450 2D6 (CYP2D6) to an active metabolite, bufotenin..

Dosage
Threshold 1 – 3 mg
Light 3 – 6 mg
Common 6 – 12 mg
Strong 12 – 20 mg
Heavy 20 mg +
Duration
Total 20 – 40 minutes
Onset 5 – 60 seconds
Come up 30 – 60 seconds
Peak 5 – 15 minutes
Offset 10 – 20 minutes
After effects 15 – 60 minutes
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Additional information

Quantity:

10g, 20g, 50g

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