4-AcO-DMT

4-AcO-DMT
The skeletal formula of psilacetin
Chemical Nomenclature
Common names	4-AcO-DMT, Psilacetin
Substitutive name	O-Acetylpsilocin, 4-Acetoxy-DMT
Systematic name	3-[2-(Dimethylamino)ethyl]-1H-indol-4-yl acetate
Class Membership
Psychoactive class	Psychedelic
Chemical class	Tryptamine
Routes of Administration
Oral Dosage WARNING: Always start with lower doses due to differences between individual body weight, tolerance, metabolism, and personal sensitivity. See responsible use section. DISCLAIMER: PW's dosage information is a summary of data gathered from users and resources for educational purposes. It is not a recommendation and should be verified with other sources for accuracy. Threshold 5 - 10 mg Light 10 - 20 mg Common 20 - 30 mg Strong 30 - 50 mg Heavy 50 mg + Duration Total 6 - 8 hours Onset 20 - 60 minutes Come up 1 - 2 hours Peak 3 - 6 hours Offset 3 - 5 hours After effects 2 - 5 hours Insufflated Dosage WARNING: Always start with lower doses due to differences between individual body weight, tolerance, metabolism, and personal sensitivity. See responsible use section. DISCLAIMER: PW's dosage information is a summary of data gathered from users and resources for educational purposes. It is not a recommendation and should be verified with other sources for accuracy. Light 10 - 15 mg Common 15 - 25 mg Strong 25 - 40 mg Heavy 40 mg + Duration Total 3 - 5 hours Onset 5 - 25 minutes Come up 30 - 60 minutes Peak ~30 - 60 minutes Offset 4 hours After effects 2+ hours

Summary sheet: 4-AcO-DMT

4-AcO-DMT (also known as O-Acetylpsilocin, 4-Acetoxy-DMT, or Psilacetin) is a synthetically produced psychedelic tryptamine. It is the acetylated form of the psilocybin mushroom alkaloid psilocin and is a lower homolog of 4-AcO-DET, 4-AcO-MiPT and 4-AcO-DiPT. The compound has been suggested by David Nichols to be a potentially useful alternative to psilocybin for pharmacological studies as they are both believed to be prodrugs of psilocin. Its structural similarities to psilocin and psilocybin results in an identical subjective effect profile and the three compounds can be said to feel indistinguishable from each other. This allows 4-AcO-DMT to function as a perfect substitute for psilocybin mushrooms.

4-AcO-DMT and several other esters of psilocin were originally patented on January 16, 1963 by Sandoz Ltd. via Albert Hofmann & Franz Troxler. Despite this fact, 4-AcO-DMT remains a psychedelic with a limited history of use prior to its release as a grey area compound on the online research chemical market.

Chemistry

A colour-coded visualization of 4-acetoxy-N,N-dimethyltryptamine

4-AcO-DMT or 4-acetoxy-N,N-dimethyltryptamine is a synthetic indole alkaloid molecule of the tryptamine class. Tryptamines share a core structure comprised of a bicylic indole heterocycle attached at R₃ to an amino group via an ethyl side chain.

4-AcO-DMT is substituted at R₄ of its indole heterocycle with an acetoxy (AcO) functional group CH₃COO−. It also contains two methyl groups CH₃- bound to the terminal amine R_N of its tryptamine backbone (DMT). 4-AcO-DMT is the acetate ester analogue of psilocin and the N-substituted methyl homologue of 4-AcO-MET.

Pharmacology

Main article: Serotonergic psychedelic

4-AcO-DMT's psychedelic effects are believed to come from its efficacy at the 5-HT_2A receptor as a partial agonist. However, the role of these interactions and how they result in the psychedelic experience continues to remain elusive.

In the body, 4-AcO-DMT / psilacetin is thought to be deacetylated into psilocin during first pass metabolism and subsequent passes through the liver (evident as psilacetin is also active when injected). This has not been formally proven, however, and is based on reports that most users cannot tell the difference between these two compounds when ingested to the point that they are often considered as indistinguishable from each other in terms of their subjective effects.

There are, however, claims of subjective differences in effect between the acetylated and non-acetylated forms of psilocin. Some users report that 4-AcO-DMT lasts slightly longer than psilocin while others report that it lasts for a considerably shorter time. Many users report less body load and nausea compared to psilocin. Some users find that the visual distortions produced by 4-AcO-DMT more closely resemble those produced by DMT than those produced by psilocin. These differences could be possible if 4-AcO-DMT is active itself and not merely as a prodrug.

Subjective effects

The effects listed below are based upon the subjective effects index and personal experiences of PsychonautWiki contributors. The listed effects will rarely (if ever) occur all at once, but heavier dosages will increase the chances and are more likely to induce a full range of effects.

Physical effects

• Spontaneous tactile sensations - The "body high" of 4-AcO-DMT can be described as a pleasurable, warm, soft and all-encompassing tingling sensation. This maintains a consistent presence that steadily rises with the onset and hits its limit once the peak has been reached.
• Excessive yawning
• Pupil dilation
• Runny nose
• Salivation
• Sedation - In terms of its effects on the physical energy levels of the tripper, 4-AcO-DMT is considered by most to be relaxing, stoning and mildly sedating. This sense of sedation is often accompanied by compulsive yawning.
• Teeth grinding - This component can be considered to be less intense when compared with that of MDMA.
• Temperature regulation suppression
• Watery eyes

Cognitive effects

The cognitive effects of 4-AcO-DMT are described by many as extremely relaxing, profound and stoning in style when compared to other commonly used psychedelics such as LSD or 2C-B which tend to be energetic and stimulating. It contains a large number of psychedelic typical and unique cognitive effects.

The most prominent of these typical effects generally include:

• Analysis enhancement - This effect is consistent in its manifestation and outrospection dominant.
• Conceptual thinking
• Creativity enhancement
• Delusions
• Direct communication with the subconscious
• Déjà vu
• Emotion enhancement
• Catharsis
• Enhancement and suppression cycles - This can be described as constant waves of extremely stimulated and profound thinking which are spontaneously surpassed in a cyclic fashion by waves of general thought suppression and mental intoxication. These two states seem to switch between each other in a consistent loop once every 20 - 60 minutes.
• Existential self-realization
• Exposure to inner mechanics of consciousness
• Feelings of impending doom
• Feelings of interdependent opposites
• Feelings of predeterminism
• Feelings of self-design
• Immersion enhancement
• Increased music appreciation
• Memory suppression
  • Ego death
• Mindfulness
• Novelty enhancement
• Personal bias suppression
• Personal meaning enhancement
• Rejuvenation
• Spirituality enhancement
• Thought connectivity
• Thought disorganization
• Time distortion
• Unity and interconnectedness
• Wakefulness

Visual effects

Enhancements

• Colour enhancement
• Pattern recognition enhancement
• Visual acuity enhancement

Distortions

• Drifting (Melting, Flowing, Breathing and morphing) - In comparison to other psychedelics, this effect can be described as highly detailed, realistic, slow and smooth in motion and static in appearance.
• After images
• Colour shifting
• External geometry
• Recursion
• Scenery slicing
• Symmetrical texture repetition
• Tracers

Geometry

The visual geometry that is present throughout this trip can be described as more similar in appearance to that of Psilocin, ayahuasca and 2C-E than LSD or 2C-B. It can be comprehensively described through its variations as intricate in complexity, abstract in form, organic in style, structured in organization, brightly lit and multicoloured in scheme, glossy in shading, soft in edges, large in size, slow in speed, smooth in motion, rounded in corners, non-immersive in depth and consistent in intensity. They have a very "natural" feel to them and at higher dosages are significantly more likely to result in states of Level 8B visual geometry over Level 8A.

Hallucinatory states

4-AcO-DMT and its various other forms produce a full range of high level hallucinatory states in a fashion that is more consistent and reproducible than that of many other commonly used psychedelics. These effects generally include:

• Machinescapes
• Transformations
• External hallucinations (autonomous entities; settings, sceneries, and landscapes; alterations in perspective and scenarios and plots)
• Internal hallucinations (autonomous entities; settings, sceneries, and landscapes; alterations in perspective and scenarios and plots) - This effect is very consistent in dark environments at appropriately high dosages. They can be comprehensively described through their variations as lucid in believability, interactive in style, new experiences in content, autonomous in controllability, geometry-based in style and almost exclusively of a personal, religious, spiritual, science-fiction, fantasy, surreal, nonsensical or transcendental nature in their overall theme.

Auditory effects

• Enhancements
• Distortions
• Hallucinations

Multi-sensory effects

• Synaesthesia

Toxicity and harm potential

Main article: Responsible use § Hallucinogens

The toxicity and long-term health effects of recreational 4-AcO-DMT use do not seem to have been studied in any scientific context and the exact toxic dose is unknown. This is because 4-AcO-DMT is a research chemical with very little history of human usage. Anecdotal evidence from people within the psychonaut community who have tried 4-AcO-DMT suggests that there are no negative health effects attributed to simply trying the drug by itself at low to moderate doses and using it very sparingly (but nothing can be completely guaranteed). Independent research should always be done to ensure that a combination of two or more substances is safe before consumption. It is strongly recommended that one use harm reduction practices when using this drug.

Tolerance and addiction potential

4-AcO-DMT is not habit-forming and the desire to use it can actually decrease with use. It is most often self-regulating.

Tolerance to the effects of 4-AcO-DMT are built almost immediately after ingestion. After that, it takes about 3 days for the tolerance to be reduced to half and 7 days to be back at baseline (in the absence of further consumption). 4-AcO-DMT presents cross-tolerance with all psychedelics, meaning that after the consumption of 4-AcO-DMT all psychedelics will have a reduced effect.

Legal issues

This legality section is a stub. As such, it likely contains incomplete or wrong information. You can help by expanding it.

The possession and sale of psilacetin is unscheduled in most countries.

• Belgium: The import of 4-AcO-DMT is illegal.
• USA: 4-AcO-DMT is unscheduled in the United States. It may be considered an analog of psilocin (which is a Schedule I drug under the Controlled Substances Act). As such, the sale for human consumption or the use for illicit non-medical or industrial intents and purposes could be prosecuted as crimes under the Federal Analog Act.
• United Kingdom: This drug is illegal under the Psychoactive Substance Act, which came into effect on May 26th, 2016.

Experience reports

Anecdotal reports which describe this compound within our experience index include:

Additional experience reports can be found here:

• Erowid Experience Vaults: 4-AcO-DMT

See also

• Responsible use
• Psychedelics
• Tryptamines
• Psilocin

External links

• Psilacetin (Wikipedia)
• 4-AcO-DMT (Erowid)
• 4-AcO-DMT (TripSit)
• 4-AcO-DMT (Bluelight)
• 4-AcO-DMT (TiHKAL)
• 4-AcO-DMT experiences (Erowid)