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{| class="wikitable" align="right"
{{SummarySheet}}
! colspan="2" style="background:lightblue;width:200px;font-size:10pt" | Psilacetin (4-AcO-DMT)
{{SubstanceBox/4-AcO-DMT}}
|-
'''4-Acetoxy-''N'',''N''-dimethyltryptamine''' (also known as '''4-AcO-DMT''', '''4-acetoxy-DMT''', '''''O''-acetylpsilocin''', '''psilacetin''', and "'''synthetic mushrooms'''") is a novel lesser-known [[Psychoactive class::psychedelic]] substance of the [[Chemical class::tryptamine]] class. It is structurally related to [[psilocybin]] and [[psilocin]], the active ingredient in [[psilocybin mushrooms]] ("magic mushrooms"). 4-AcO-DMT is thought to produce its effects by binding to [[serotonin]] [[receptors]] in the brain; however, the precise mechanism is not known.
| colspan="2" style="text-align:center;font-size:7pt" | [[Image:Psilocetin.png|thumb|243px]]<br />The skeletal formula of Psilacetin (4-AcO-DMT).
|-
| colspan="2" style="background:lightblue;text-align:center;font-size:9pt" | '''Dosage'''
|-
| style="font-size:9pt" | Threshold || style="font-size:9pt" | 5 - 10mg
|-
| style="font-size:9pt" | Light || style="font-size:9pt" | 10 - 20mg
|-
| style="font-size:9pt" | Common || style="font-size:9pt" | 20 - 30mg
|-
| style="font-size:9pt" | Strong || style="font-size:9pt" | 30 - 40mg
|-
| style="font-size:9pt" | Heavy || style="font-size:9pt" | 40mg +
|-
| colspan="2" style="background:lightblue;text-align:center;font-size:9pt" | '''Duration'''
|-
| style="font-size:9pt" | Total Duration|| style="font-size:9pt" | 6 - 8 hours
|-
| style="font-size:9pt" | Onset|| style="font-size:9pt" | 20 - 60 minutes
|-
| style="font-size:9pt" | Initial effects|| style="font-size:9pt" | 15 - 30 minutes
|-
| style="font-size:9pt" | Peak|| style="font-size:9pt" | 3 - 6 hours
|-
| style="font-size:9pt" | Coming down|| style="font-size:9pt" | 3 - 5 hours
|-
| style="font-size:9pt" | After effects|| style="font-size:9pt" | 2 - 5 hours


|}
4-AcO-DMT was first synthesized in 1963 by [[wikipedia:Albert Hofmann|Albert Hofmann]] and Franz Troxler as part of a chemical investigation into psilocin analogs.<ref name="Patent">{{cite web|url=https://worldwide.espacenet.com/publicationDetails/biblio?CC=US&NR=3075992&KC=&FT=E&locale=en_EP#|title=Bibliographic data: US3075992 (A) ― 1963-01-29|access-date=July 18, 2020|publisher=European Patent Office}}</ref> However, it was not tested for psychoactivity during this time. It is unknown when it was first explored in humans. A paper authored by [[David E. Nichols]] in 1999 proposed its potential use as an alternative to psilocybin for pharmacological research due to the lower cost of synthesis.<ref>{{cite journal|last1=Nichols|first1=D. E.|author-link1=David E. Nichols|last2=Frescas|first2=S.|date=June 1999|title=Improvements to the Synthesis of Psilocybin and a Facile Method for Preparing the O-Acetyl Prodrug of Psilocin|url=https://www.researchgate.net/profile/David_Nichols3/publication/244566641_Improvements_to_the_Synthesis_of_Psilocybin_and_a_Facile_Method_for_Preparing_the_O-Acetyl_Prodrug_of_Psilocin/links/542af96e0cf27e39fa917ae1/Improvements-to-the-Synthesis-of-Psilocybin-and-a-Facile-Method-for-Preparing-the-O-Acetyl-Prodrug-of-Psilocin.pdf|issn=0039-7881|eissn=1437-210X|journal=Synthesis|volume=1999|issue=6|pages=935-938}}</ref> Reports of recreational use began to surface shortly after its appearance on the online [[research chemical]] market in the 2010s.{{citation needed}}


'''Psilacetin''' (also known as '''O-Acetylpsilocin''', '''4-Acetoxy-DMT''', or '''4-AcO-DMT''') is a synthetically produced psychoactive drug and has been suggested by David Nichols to be a potentially useful alternative to [[Psilocin#Psilocybin|psilocybin]] for pharmacological studies, as they are both believed to be prodrugs of [[psilocin]].<ref>Improvements to the Synthesis of Psilocybin and a Facile Method for
[[Subjective effects]] include [[geometry|geometric visual effects]], [[time distortion]], [[introspection|enhanced introspection]], [[euphoria]], and [[ego loss]]. 4-AcO-DMT's effects are considered to be nearly identical to psilocybin, with some subtle differences. It has been theorized to act as a [[prodrug]] to [[psilocin]] in a manner similar to [[psilocybin]], which may account for this similarity. 4-AcO-DMT's classical psychedelic effects and favorable tolerability profile has led it to become popular among novel psychoactive substance users who seek mystical or [[entheogenic]] experiences. It is occasionally sold in capsules or pressed pills and marketed as "synthetic shrooms".
Preparing the O-Acetyl Prodrug of Psilocin | http://www.erowid.org/archive/rhodium/pdf/nichols/nichols-psilocin.pdf</ref>


In the body psilacetin is deacetylated to psilocin by deacetylases during first pass metabolism and during subsequent passes through the liver (evident as psilacetin is also active via parenteral routes of ingestion).
Very little data exists on the pharmacology, metabolism, and toxicity of 4-AcO-DMT. Although its toxicity profile is believed to be near-identical with psilocybin mushrooms (see [[psilocybin mushrooms#Toxicity and harm potential|this section]]), which are known to be physiologically non-toxic, there is no hard data to support this claim. It is highly advised to use [[harm reduction practices]] if using this substance.


There are however claims of subjective differences in effect between the acetylated and not acetylated forms of psilocin.<ref>http://www.erowid.org/experiences/subs/exp_4AcODMT.shtml</ref> Some users report that psilacetin lasts slightly longer than psilocin; 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 psilacetin more closely resemble those produced by [[DMT]] than those produced by psilocin. These differences could be possible if psilacetin is active itself and not merely as a prodrug. Most users, however, can not tell the difference between these two compounds when ingested.
==History and culture==
{{historyStub}}
4-AcO-DMT and several other esters of psilocin were patented on January 16, 1963 by Sandoz Ltd. via Albert Hofmann & Franz Troxler.<ref name="Patent"></ref> However, its pharmacology and subjective effects were not investigated. It is unknown when 4-AcO-DMT's effects in humans were first explored.  


=Chemistry=
==Chemistry==
[[File:Tryptamine_rests.png|thumb|255px|right|General formula of a tryptamine molecule.]]
4-AcO-DMT is a synthetic member of organic compounds known as [[tryptamines]]. Tryptamines share a core structure that consists of a bicylic indole heterocycle attached at R<sub>3</sub> to a terminal amino group via an ethyl side chain. 4-AcO-DMT is substituted at R<sub>4</sub> of its indole heterocycle with an acetoxy (-AcO) functional group CH<sub>3</sub>COO−. It also contains two methyl groups CH<sub>3</sub>- bound to the terminal amine R<sub>N</sub> of the ethyl side chain.  
[[File:Psilocetin.png|thumb|255px|right|Skeletal formula of Psilacetin molecule.]]
Psilacetin is made up of a tryptamine backbone with an acetoxy group attached to carbon R<sub>4</sub> of the indole ring, and two methyl groups substituted onto the nitrogen R<sub>N1</sub> and R<sub>N2</sub>.


=Pharmacology=
4-AcO-DMT is the acetate ester analog of [[psilocin]] ('''4-HO-DMT''') and the N-substituted methyl homolog of [[4-AcO-MET]]. It is the O-acetylated form of [[psilocin]], whereas psilocybin is the O-phosphorylated form.
Psilacetin acts as a 5-HT<sub>2A</sub>, 5-HT<sub>2C</sub> and 5-HT<sub>1A</sub> [[Agonist#Agonists|partial agonist]]; the psychedelic effects are believed to come from Psilacetin's efficacy at the 5-HT<sub>2A</sub> receptors. At high doses, there is some efficacy to noradrenaline receptors.


=Subjective effects=
==Pharmacology==
==[[Physical effects - Psychedelics|Physical effects]]==
{{Further|Serotonergic psychedelic}}
The physical effects of psilacetin can be broken down into two components all of which progressively intensify proportional to dosage. These are described below and generally include:


*'''[[Physical effects: Spontaneous tactile sensations|Spontaneous tactile sensations]]''' - the body high of psilacetin 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.
Upon entering the body, ''O''-acetylpsilocin, or 4-AcO-DMT, is deacetylated to psilocin by deacetylases/acetyltransferases during first-pass metabolism and during subsequent passes through the liver (evident as psilacetin is also active via parenteral routes of ingestion).  
*'''[[Physical effects: Sedation|Sedation]]''' - in terms of its effects on the physical energy levels of the tripper psilacetin is considered by most to be relaxing, stoning and mildly sedating. This sense of sedation is accompanied by compulsive yawning, a runny nose and watering eyes.


==[[Cognitive effects - Psychedelics|Cognitive effects]]==
The [[psychedelic]] effects of 4-AcO-DMT are believed to come from its activity as a [[Agonist#Agonists|partial agonist]] for the [[Serotonin#The 5-HT system|5-HT<sub>2A</sub> receptor]]. However, the role of these interactions and how they result in the [[psychedelic]] experience is the subject of ongoing scientific investigation.
The head space of psilacetin is described by many as extremely relaxing, profound and stoning in its 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:
Claims of subjective differences in effects between the acetylated and non-acetylated forms of psilocin vary:<ref>"4-AcO-DMT (also 4-acetoxy-N,N-dimethyltryptamine) : Erowid Exp: Main Index". ''www.erowid.org''. Archived from the original on 2010-07-28.</ref> some users report that ''O''-acetylpsilocin lasts slightly longer, whilst others report that it lasts for a considerably shorter time. Many users report less body load and nausea compared with psilocin. Some users find that the visual effects produced by ''O''-acetylpsilocin more closely resemble those produced by DMT than those produced by psilocin or psilocybin. These differences could be possible if psilacetin is psychoactive in itself and not merely as a prodrug. Despite this, there have been no controlled clinical studies to distinguish among the phenomenological effects of psilacetin, psilocin, and psilocybin.


*'''[[Cognitive effects: Enhancement of current mind state|Enhancement of current mind state]]'''
==Subjective effects==
*'''[[Cognitive effects: Connectivity of thought|Connectivity of thought]]'''
Users frequently describe 4-AcO-DMT as being extremely similar to psilocybin mushrooms. It is generally described as euphoric, gentle, warm, and colorful. Visuals are reported by some users to be brighter and more neon in a manner reminiscent of DMT. It is also reported to be less nauseating than psilocybin mushrooms, which may be due to the fact that it does not require digesting mushroom matter.  
*'''[[Cognitive effects: Feelings of fascination, importance and awe|Feelings of fascination, importance and awe]]'''
*'''[[Cognitive effects: Time distortion|Time distortion]]'''
*'''[[Cognitive effects: Outrospection|Outrospection]]'''
*'''[[Cognitive effects: Deja-Vu|Deja-Vu]]'''
*'''[[Cognitive effects: Removal of cultural filter|Removal of cultural filter]]'''
*'''[[Cognitive effects: Feelings of predeterminism|Feelings of predeterminism]]'''
*'''[[Cognitive effects: Conceptual thinking|Conceptual thinking]]'''
*'''[[Cognitive effects: Direct communication with the subconscious|Direct communication with the subconsious]]'''
*'''[[Cognitive effects: Ego suppression, loss and death|Ego suppression, loss and death]]'''
*'''[[Cognitive effects: Feelings of interdependent opposites|Feelings of interdependent opposites]]'''
*'''[[Cognitive effects: Delusions|Delusions]]'''
*'''[[Cognitive effects: States of unity and interconnectedness|States of unity and interconnectedness]]'''
*'''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.


==[[Visual effects - Psychedelics|Visual effects]]==
{{Preamble/SubjectiveEffects}}
===[[Visual effects - Psychedelics#Enhancements|Enhancements]]===
{{effects/base
psilacetin presents a full and complete array of possible visual enhancements which generally includes:
*'''[[Visual effects: Increased visual acuity|Increased visual acuity]]'''
*'''[[Visual effects: Enhancement of colour|Enhancement of colour]]'''
*'''[[Visual effects: Enhanced pattern recognition|Enhanced pattern recognition]]'''


===[[Visual effects - Psychedelics#Distortions|Distortions]]===
|{{effects/physical|
As for visual distortions and alterations, effects experienced are detailed below:
*'''[[Visual effects: Drifting|Drifting]]''' ''([[Visual effects: Drifting#Melting|Melting]], [[Visual effects: Drifting#Flowing|Flowing]], [[Visual effects: Drifting#Breathing|Breathing]] and [[Visual effects: Drifting#morphing|morphing]])'' - in comparison to other psychedelics this effect can be described as highly detailed, realistic, slow and smooth in motion and static in their appearance.
*'''[[Visual effects - Psychedelics#Tracers|Tracers]]'''
*'''[[Visual effects - Psychedelics#After images|After images]]'''
*'''[[Visual effects - Psychedelics#Symmetrical texture repetition|Texture repetition]]'''
*'''[[Visual effects - Psychedelics#Colour shifting|Colour shifting]]'''
*'''[[Visual effects - Psychedelics#Scenery Slicing|Scenery slicing]]'''


===[[Visual effects - Psychedelics#Geometry|Geometry]]===
*'''[[Effect::Sedation]]''' - 4-AcO-DMT is typically reported to be relaxing, stoning, and mildly sedating. This sense of sedation is often accompanied by [[excessive yawning]] and watery eyes.
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]]. They can be comprehensively described as structured in their organization, organic in geometric style, intricate in complexity, large in size, fast and smooth in motion, colourful in scheme, glossy in colour, blurred in their edges and rounded in their corners. They have a very "natural" feel to them and at higher dosages are significantly more likely to result in states of [[Visual effects - Psychedelics#7B - Exposure to inner mechanics of human consciousness|Level 7B]] visual geometry over [[Visual effects - Psychedelics#7A - Exposure to entirety of neurological structure|Level 7A]].
*'''[[Effect::Perception of bodily heaviness]]'''
*'''[[Effect::Spontaneous bodily sensations]]''' - The general "body high" of 4-AcO-DMT can be described as 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. Once the peak of the experience or sensation is reached it can produce feelings of pronounced [[euphoria|physical and cognitive euphoria]] along with tranquility, a sense of lethargy or sedation, or total immobilization depending on the dose.
*'''[[Effect::Tactile enhancement]]''' - This effect is less prominent than with that of [[LSD]] or [[2C-B]] but is still present and unique in its character. It is repeatedly described as feeling very primitive in its nature oftentimes with the small hairs on the user's arms or legs feeling slightly [[itchiness|itchy]] or even ticklish against the skin.
*'''[[Effect::Changes in felt bodily form]]''' - This effect is often accompanied by a sense of warmth and usually occurs around or directly after the peak of the experience. Users can feel as if they are physically part of or conjoined with other objects in a seamless continuity. This is usually reported as feeling comfortable, tranquil, and mindful, though it can also manifest in the form of bodily tension.
*'''[[Effect::Changes in felt gravity]]'''
*'''[[Effect::Nausea]]''' - This effect can be greatly lessened or even completely avoided if the individual has an empty stomach prior to ingestion. It is sometimes recommended that one either refrain from eating for approximately 6 to 8 hours beforehand or to eat a light meal 3 to 4 hours before if the user is feeling physically fatigued and undernourished. The nausea produced by 4-AcO-DMT is generally considered to be much less prominent than it is with [[Psilocybin#Psilocybin-containing mushrooms|psilocybin mushrooms]], perhaps owing to the fact that there is no fungal-matter the body has to digest when the isolated synthetic form is consumed.
*'''[[Effect::Temperature regulation suppression]]''' - 4-AcO-DMT can cause fluctuations in the user's internal sense of temperature, which can manifest as sudden bouts of uncomfortable coldness or warmth, which is why a climate-controllable environment is strongly recommended.
*'''[[Effect::Muscle contractions]]''' - The muscle contractions that can occur on 4-AcO-DMT tend to be transient and benign feeling in nature, compared to many other [[tryptamines]], [[phenethylamines]] and [[lysergamides]].
*'''[[Effect::Muscle relaxation]]'''
*'''[[Effect::Excessive yawning]]''' - This effect seems to be uniquely pronounced among psilocin and related tryptamines. It can occur to a lesser degree on [[LSD]] and very rarely on psychedelic [[phenethylamines]] like [[mescaline]]. It typically occurs in conjunction with [[watery eyes]].
*'''[[Effect::Watery eyes]]'''
*'''[[Effect::Frequent urination]]'''
*'''[[Effect::Gustatory enhancement]]'''
*'''[[Effect::Olfactory enhancement]]'''
*'''[[Effect::Olfactory hallucination]]'''
*'''[[Effect::Pupil dilation]]'''
*'''[[Effect::Runny nose]]'''
*'''[[Effect::Increased salivation]]'''
*'''[[Effect::Teeth grinding]]''' - This effect is considerably less intense when compared with substances like [[MDMA]] when it occurs.
*'''[[Effect::Brain zaps]]'''  - This effect is uncommon and thought to only occur in those who are predisposed to them. It is much less prevalent and intense than those that occur with serotonin releasing agents such as [[MDMA]].
*'''[[Effect::Seizure]]'''{{citation needed}} - This is a rarely observed effect and is thought to primarily be a risk factor in those already predisposed to them, particularly while in physically taxing conditions such as being overheated, dehydrated, undernourished or fatigued.


===[[Visual effects - Psychedelics#Hallucinatory States|Hallucinatory states]]===
}}
psilacetin 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:
{{effects/visual|


*'''[[Visual effects: External hallucinations (psychedelic)|External hallucinations]]'''
====Enhancements====
*'''[[Visual effects: Internal hallucinations (psychedelic)|Internal hallucinations]]''' - this particular effect commonly contains hallucinations with scenarios, landscapes, settings, concepts and autonomous entity contact. They are more common within dark environments and can be described as internal in their manifestation, lucid in believability, interactive in style and almost exclusively of religious, spiritual, mystical or a transcendental nature in their overall theme.
*'''[[Effect::Visual acuity enhancement]]'''
*'''[[Effect::Colour enhancement]]'''
*'''[[Effect::Pattern recognition enhancement]]'''
*'''[[Effect::Magnification]]'''


==[[Auditory effects - Psychedelics|Auditory effects]]==
====Distortions====
The auditory effects of psilacetin are common in their occurrence and exhibit a full range of effects which commonly includes:
*'''[[Effect::Visual drifting|Drifting]]''' ''([[Visual drifting#Melting|melting]], [[Visual drifting#Flowing|flowing]], [[Visual drifting#Breathing|breathing]] and [[Visual drifting#morphing|morphing]])'' - In comparison to other psychedelics, this effect can be described as highly detailed, realistic, slow and smooth in motion and static in appearance.
*'''[[Auditory effects: Enhancements|Enhancements]]'''
*'''[[Effect::Colour shifting]]'''
*'''[[Auditory effects: Distortions|Distortions]]'''
*'''[[Effect::Colour tinting]]'''
*'''[[Auditory effects: Hallucinations|Hallucinations]]'''
*'''[[Effect::Visual haze]]'''
*'''[[Effect::Diffraction]]'''
*'''[[Effect::Tracers]]'''
*'''[[Effect::After images]]'''
*'''[[Effect::Symmetrical texture repetition]]'''
*'''[[Effect::Perspective distortions]]'''
*'''[[Effect::Depth perception distortions]]'''
*'''[[Effect::Environmental orbism]]'''
*'''[[Effect::Scenery slicing]]'''
*'''[[Effect::Environmental patterning]]'''


=Toxicity and Harm Potential=
====[[Effect::Geometry]]====
==Lethal Dosage==
The visual geometry of 4-AcO-DMT can be described as more similar in appearance to that of [[psilocin]], low-medium dose [[DMT]], and [[ayahuasca]] as opposed to [[LSD]] or [[2C-B]]. It can be comprehensively described through its [[Visual_effects:_Geometry#Variations|variations]] as intricate in complexity, abstract in form, organic in style, structured in organization, brightly lit and multicolored 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 can be described as having a "natural" feel and, at higher doses, are significantly more likely to result in states of [[Effect::Level 8B]] visual geometry over [[Level 8A]].
The LD<sub>50</sub> of Psilacetin has been extrapolated from animal results to 800mg for an adult human. Human testing has determined the most likely cause of death in overdose to be hypothermia.


==Tolerance and Addiction Potential==
====Hallucinatory states====
Psilacetin tolerance lasts for approximately a week, meaning that it is very difficult to form an addiction to this substance. It also has a high cross-tolerance, affecting the potency of other tryptamines.
4-AcO-DMT produces 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:


=Legal Issues=
*'''[[Effect::Transformations]]'''
Possession and sale of Psilacetin is unscheduled in most countries.
*'''[[Effect::Machinescapes]]''' - This effect is a rare effect that typically only occurs at very strong to heavy doses, and not as consistently as with notably visual psychedelics like [[DMT]], [[ETH-LAD]], and [[2C-P]], and atypical psychedelics like [[salvia]].
*'''USA:''' O-Acetylpsilocin 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 of the USA, and as such sale for human consumption or possession to ingest or use for illicit non-medical or industrial intents and purposes could be prosecuted as crimes under the Federal Analog Act.
*'''[[Effect::Internal hallucination]]''' (''[[effect::autonomous entities]]''; ''[[effect::settings, sceneries, and landscapes]]''; ''[[effect::perspective hallucinations]]'' and ''[[effect::scenarios and plots]]'') - This effect is very consistent in dark environments at appropriately high doses. They can be comprehensively described through their [[Visual_effects:_Internal_hallucinations#Variations|variations]] as lucid in believability, interactive in style, new experiences in content, autonomous in controllability, [[Geometry|geometry]]-based in style and almost exclusively of a personal, religious, spiritual, science-fiction, fantasy, surreal, nonsensical or transcendental nature in their overall theme.
*'''UK:''' O-Acetylpsilocin could also be considered illegal in the UK under the Misuse of Drugs Act 1971. Ester derivatives of prohibited substances also hold criminal penalties. O-Acetylpsilocin is an ester of psilocin, to which it metabolizes. This means that it potentially carries the same penalty as any Class A drug, such as heroin or cocaine.
*'''[[Effect::External hallucination]]''' (''[[effect::autonomous entities]]''; ''[[effect::settings, sceneries, and landscapes]]''; ''[[effect::perspective hallucinations]]'' and ''[[effect::scenarios and plots]]'') - These are more common within dark environments and can be comprehensively described through their [[External_hallucinations#Variations|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.


=See Also=
}}
*[[Portal:Trip Reports#4-AcO-DMT|Psilacetin Trip Reports]]
|{{effects/cognitive|
*[[Psychedelics]]
The cognitive effects and general head space of 4-AcO-DMT are commonly described as extremely relaxing, profound and slow-paced in style when compared to other commonly used [[psychedelics]], such as [[LSD]] or [[2C-B]], which have a distinct energetic and stimulating push. It is also generally regarded as being notably more lucid than [[Psilocybin#Psilocybin-containing mushrooms|psilocybin mushrooms]].
*[[Tryptamines]]
*[[Psilocin]]


=References=
*'''[[Effect::Analysis enhancement]]''' - This effect is consistent in its manifestation with a tendency to be [[outrospection|outrospective]] in nature, but may also manifest as [[introspection]] depending on one's set and setting.
<references/>
*'''[[Effect::Novelty enhancement]]'''
*'''[[Effect::Immersion enhancement]]'''
*'''[[Effect::Creativity enhancement]]'''
*'''[[Effect::Conceptual thinking]]'''
*'''[[Effect::Personal bias suppression]]'''
*'''[[Effect::Multiple thought streams]]'''
*'''[[Effect::Emotion enhancement]]''' - This effect can be described as being more prominent, consistent and profound when compared to other traditional psychedelics such as [[mescaline]] or [[LSD]]. This can lead to strong feelings of compassion, urgency and even completely sporadic moments of intense emotional significance that can also be periodically affected by [[enhancement and suppression cycles]].
*'''[[Effect::Simultaneous emotions]]'''
*'''[[Effect::Empathy, affection, and sociability enhancement]]''' - This effect differs from [[MDMA]] and other [[entactogens]] in that it isn't as central to the experience, feels less forced and more natural and is experienced at a less consistent rate. While the substance consistently produces heightened empathy and affection, sociability enhancement in particular only occurs rarely if at all due to the language and memory suppressing cognitive effects that accompany the experience.
*'''[[Effect::Language suppression]]''' - This effect can be described as a perceived inability or general unwillingness to talk aloud despite feeling perfectly capable of formulating coherent thoughts within one's internal narrative. It is much more common among inexperienced users.
*'''[[Effect::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 to 60 minutes when present.
*'''[[Effect::Increased sense of humor]]'''
**'''[[Effect::Laughter fits]]'''
*'''[[Effect::Increased music appreciation]]'''
*'''[[Effect::Cognitive euphoria]]'''
*'''[[Effect::Memory suppression]]'''
**'''[[Effect::Ego death]]
*'''[[Effect::Feelings of impending doom]]''' - This effect is usually only experienced during the [[Duration#Come up|come up]] phase but typically completely passes or subsides once the primary effects begin. It should be noted that this effect is relatively consistent and normal for psilocin and related [[tryptamines]] which is why a [[Set and setting|positive and well-informed mindset]] is key. Less regularly this aspect can also occur during the peak but will most often be met after with sensations of [[cognitive euphoria|euphoria]] and [[rejuvenation]].
*'''[[Effect::Catharsis]]'''
*'''[[Effect::Rejuvenation]]''' - While this effect can occur spontaneously at any point, it typically follows a difficult phase of the experience, if not the entire experience itself.
*'''[[Effect::Thought connectivity]]'''
*'''[[Effect::Thought deceleration]]'''
*'''[[Effect::Thought organization]]'''
*'''[[Effect::Thought loops]]'''
*'''[[Effect::Time distortion]]'''
*'''[[Effect::Confusion]]'''
*'''[[Effect::Delusion]]'''
*'''[[Effect::Déjà vu]]'''
*'''[[Effect::Mindfulness]]'''
*'''[[Effect::Ego replacement]]''' - Although this effect is rare and more likely to occur with certain psychedelics like [[DMT]] or [[ayahuasca]], it can still occur spontaneously, typically with higher doses.
*'''[[Effect::Personality regression]]''' - While this effect is not typically observed, it can still spontaneously manifest and is thought to depend primarily on the user's [[set and setting]].
 
}}
{{effects/auditory|
 
*'''[[Effect::Auditory enhancement]]'''
*'''[[Effect::Auditory distortion]]'''
*'''[[Effect::Auditory hallucination]]'''
 
}}
{{effects/multisensory|
 
*'''[[Effect::Synaesthesia]]''' - In its fullest manifestation, this is a very rare and non-reproducible effect. Increasing the dose can increase the likelihood of this occurring, but seems to only be a prominent part of the experience among those who are already predisposed to synaesthetic states.
*'''[[Effect::Dosage independent intensity]]'''{{citation needed}}
 
}}
{{effects/transpersonal|
 
*'''[[Effect::Existential self-realization]]'''
*'''[[Effect::Identity alteration]]'''
*'''[[Effect::Spirituality enhancement]]'''
*'''[[Effect::Unity and interconnectedness]]'''
}}
}}
===Combination effects===
 
*'''[[Cannabis]]''' - Cannabis is reported to strongly intensify the visual, sensory, and cognitive effects of 4-AcO-DMT. This combination should be used with extreme caution, as anecdotal reports suggest it increases the risk of experiencing a [[bad trip]], characterized by [[anxiety]], [[confusion]], and [[psychosis]].
*'''[[Dissociatives]]''' - 4-AcO-DMT enhances the geometry, euphoria, dissociation and hallucinatory effects of all dissociatives, especially dissociative-induced [[Visual_disconnection#Holes.2C_spaces_and_voids|holes, spaces, and voids]]. It may also significantly increase [[internal hallucinations]], [[confusion]], [[nausea]], [[delusions]] and the chance of a [[psychosis|psychotic reaction]].
*'''[[MDMA]]''' - 4-AcO-DMT strongly amplifies the visual, physical and cognitive effects of [[MDMA]]. The synergy between these substances is unpredictable, and it is best to start with lower doses than one would take for both substances individually. The toxicity risk of this combination is unknown, although there is some evidence that suggests this may increase the the neurotoxic effects of MDMA.<ref>{{cite journal|last1=Armstrong|first1=B. D.|last2=Paik|first2=E.|last3=Chhith|first3=S.|last4=Lelievre|first4=V.|last5=Waschek|first5=J. A.|last6=Howard|first6=S. G.|date=October 26, 2004|title=Potentiation of (DL)‐3, 4‐methylenedioxymethamphetamine (MDMA)‐induced toxicity by the serotonin 2A receptior partial agonist d‐lysergic acid diethylamide (LSD), and the protection of same by the serotonin 2A/2C receptor antagonist MDL 11,939|journal=Neuroscience Research Communications|volume=35|issue=2|pages=83-95|doi=10.1002/nrc.20023|eissn=1520-6769}}</ref><ref>{{cite journal|last1=Gudelsky|first1=G. A.|last2=Yamamoto|first2=B. K.|last3=Nash|first3=F.|pages=325-330|volume=264|issue=3|journal=European Journal of Pharmacology|date=November 3, 1994|doi=10.1016/0014-2999(94)90669-6|issn=0014-2999|eissn=1879-0712|oclc=01568459|title=Potentiation of 3,4-methylenedioxymethamphetamine-induced dopamine release and serotonin neurotoxicity by 5-HT<sub>2</sub> receptor agonists}}</ref><ref>{{cite journal|pmid=17572501|doi=10.1016/j.neuro.2007.04.005|journal=NeuroToxicology|issn=0161-813X|oclc=47153737|title=Ecstasy induces apoptosis via 5-HT<sub>2A</sub>-receptor stimulation in cortical neurons|first1=J. P.|last1=Capela|first2=E.|last2=Fernandes|first3=F.|last3=Remião|first4=M. L.|last4=Bastos|first5=A.|last5=Meisel|first6=F.|last6=Carvalhoa|volume=28|issue=4|date=July 2007|pages=868-875}}</ref>
*'''[[Alcohol]]''' - This combination is not typically advised due to alcohol’s potential to produce [[dehydration]], [[nausea]], and [[physical fatigue]], which can negatively affect the experience (for moderate to high doses). This combination is, however, considered to be reasonably safe in low doses and, when used responsibly, can often "take the edge off" the experience by dulling 4-AcO-DMT's psychedelic effects in a manner somewhat similar to benzodiazepines.
*'''[[Benzodiazepines]]''' - Depending on the dose, benzodiazepines can moderately to completely decrease the intensity of the cognitive, physical, and visual effects of a 4-AcO-DMT experience. They can be effective at mitigating [[bad trips]] by reducing excessive anxiety and hallucinations. Caution is advised when obtaining them for this purpose due to their high abuse potential.
 
===Experience reports===
Anecdotal reports which describe the effects of this compound within our [[experience index]] include:
{{#ask: [[Category:4-AcO-DMT]][[Category:Experience]]|format=ul|Columns=2}}
Additional experience reports can be found here:
 
*[https://www.erowid.org/experiences/subs/exp_4AcODMT.shtml Erowid Experience Vaults: 4-AcO-DMT]
 
==Toxicity and harm potential==
{{further|Research chemicals#Toxicity and harm potential|Responsible use #Hallucinogens}}
The toxicity and long-term health effects of 4-AcO-DMT have not been studied and the exact [[Toxicity::toxic dose is unknown]].
This is because 4-AcO-DMT is a [[research chemical]] with a very short history of human usage.
4-AcO-DMT is assumed to have a similar safety profile as [[psilocybin mushrooms]] due to their similar chemical structures, although there is currently no data to support this.
 
Anecdotal evidence suggests that there are no negative health effects attributed to simply trying 4-AcO-DMT by itself at low to moderate doses and using it very sparingly (but nothing can be completely guaranteed). [https://www.google.com/ 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 [[responsible drug use|harm reduction practices]] when using this substance.
 
===Dependence and abuse potential===
Like other psychedelics, 4-AcO-DMT is considered to be [[Addiction potential::non-addictive with low potential for abuse]].
 
Tolerance to the effects of 4-AcO-DMT is built [[Time to full tolerance::almost immediately after ingestion]].
After that, it takes about [[Time to zero tolerance::7 days]] for tolerance to return to baseline (in the absence of further consumption).
4-AcO-DMT produces cross-tolerance with [[Cross-tolerance::all [[psychedelic]]s]], meaning that after the consumption of 4-AcO-DMT all psychedelics will have a reduced effect.
 
===Dangerous interactions===
{{DangerousInteractions/Intro}}
{{DangerousInteractions/Psychedelics}}
 
==Legal status==
4-AcO-DMT is not listed under any international drug schedules such as the UN Convention on Psychotropic Substances. As a result, it exists in a legal grey area in many countries, meaning that while it is not specifically illegal, individuals may still be charged for its possession under certain circumstances such as under analogue laws and with the intent to sell or consume.
 
*'''Australia''': 4-AcO-DMT can be considered an analog of psilocin, making it a Schedule 9 controlled substance in Australia under the Poisons Standard.<ref name="Poisons Standard">{{cite web |title = Poisons Standard | date = October 2020| work = Federal Register of Legislation | publisher = Australian Government | url = https://www.legislation.gov.au/Details/F2020L01255|access-date=October 23, 2020}}</ref> A Schedule 9 substance is a substance which may be abused or misused, the manufacture, possession, sale or use of which should be prohibited by law except when required for medical or scientific research, or for analytical, teaching or training purposes with approval of Commonwealth and/or State or Territory Health Authorities.
*'''Belgium''': 4-AcO-DMT is illegal to import in Belgium.{{citation needed}}
*'''Brazil''': 4-AcO-DMT is illegal to possess, produce, and sell as it is listed on Portaria SVS/MS nº 344.<ref>{{cite web|url=http://portal.anvisa.gov.br/documents/10181/3115436/%281%29RDC_130_2016_.pdf/fc7ea407-3ff5-4fc1-bcfe-2f37504d28b7|title=RESOLUÇÃO DA DIRETORIA COLEGIADA - RDC N° 130, DE 2 DE DEZEMBRO DE 2016|publication-date=December 5, 2016|publisher=Agência Nacional de Vigilância Sanitária (ANVISA) [Brazilian Health Regulatory Agency (ANVISA)]|language=pt}}</ref>
*'''Germany''': Because it is an ester of DMT, 4-AcO-DMT is controlled under Anlage I BtMG (Narcotics Act, Schedule I)<ref>{{cite web|url=https://www.gesetze-im-internet.de/btmg_1981/anlage_i.html|title=Betäubungsmittelgesetz (BtMG) Anlage I|trans-title=Narcotics Act (BtMG) Schedule I|publisher=Bundesamt für Justiz [Federal Office of Justice]|access-date=December 10, 2019|language=de}}</ref> as of January 24, 1974.<ref>{{cite web|url=http://www.bgbl.de/xaver/bgbl/start.xav?startbk=Bundesanzeiger_BGBl&jumpTo=bgbl174s0097.pdf|work=Bundesgesetzblatt Jahrgang 1974 Teil I Nr. 6|pages=97-98|publication-date=January 23, 1974|date=January 17, 1974|eissn=0344-7634|title=Sechste Verordnung über die den Betäubungsmitteln gleichgestellten Stoffe|publisher=Bundesanzeiger Verlag|language=de}}</ref> It is illegal to manufacture, possess, import, export, buy, sell, procure or dispense it without a license.<ref>{{cite web|url=https://www.gesetze-im-internet.de/btmg_1981/__29.html|title=Betäubungsmittelgesetz (BtMG) § 29|trans-title=Narcotics Act (BtMG) § 29|publisher=Bundesamt für Justiz [Federal Office of Justice]|access-date=December 10, 2019|language=de}}</ref>
*'''Italy''': 4-AcO-DMT is illegal in Italy as it is an ester of an illegal substance.{{citation needed}}
*'''Japan''': 4-AcO-DMT is a controlled substance in Japan effective July 29th, 2015.<ref>{{cite web|url=https://www.mhlw.go.jp/stf/houdou/0000092698.html|title=危険ドラッグの成分4物質を新たに指定薬物に指定|publisher=厚生労働省 [Ministry of Health, Labour and Welfare (MHLW)]|access-date=May 2, 2022|language=ja}}</ref>
*'''Sweden''': 4-AcO-DMT is a Schedule I controlled substance as of January 25, 2017<ref>{{cite web |url=https://lakemedelsverket.se/upload/lvfs/HSLF-FS_2017_1.pdf |title=Gemensamma författningssamlingen avseende hälso- och sjukvård, socialtjänst, läkemedel, folkhälsa m.m.|issn=2002-1054|archive-url=https://web.archive.org/web/20171031012708/https://lakemedelsverket.se/upload/lvfs/HSLF-FS_2017_1.pdf |archive-date=October 31, 2017|id=HSLF-FS 2017:1|date=January 10, 2017|publication-date=January 16, 2017|publisher=Läkemedelsverket [Medical Products Agency]}}</ref>
*'''Switzerland''': 4-AcO-DMT could be considered an ester analog of Psilocin, which would make it illegal according to Buchstabe B.<ref>{{cite web|url=https://www.admin.ch/opc/de/classified-compilation/20101220/index.html|title=Verordnung des EDI über die Verzeichnisse der Betäubungsmittel, psychotropen Stoffe, Vorläuferstoffe und Hilfschemikalien|publisher=Bundeskanzlei [Federal Chancellery of Switzerland]|access-date=January 1, 2020|language=de}}</ref>
*'''Turkey:''' 4-AcO-DMT is a classed as drug and is illegal to possess, produce, supply, or import.<ref name="Bakanlar Kurulu Kararı - Karar Sayısı : 2013/5742">https://resmigazete.gov.tr/eskiler/2014/01/20140125-3.htm</ref> <ref name="List of illegal substances for law"> https://resmigazete.gov.tr/eskiler/2014/01/20140125-3-1.pdf</ref>
*'''United Kingdom''': 4-AcO-DMT is a Class A drug in the UK as it is an ester of the Class A drug psilocin.<ref>{{cite web|title=Part I: Class A Drugs|url=http://www.legislation.gov.uk/ukpga/1971/38/schedule/2/part/I|work="Misuse of Drugs Act 1971"|access-date=January 7, 2020|publisher=UK Government}}</ref>
*'''United States''': 4-AcO-DMT is not scheduled in the United States. It may be considered an analogue of psilocin,  a Schedule I drug under the Controlled Substances Act, which means the sale for human consumption or the use for non-medical or research purposes could be prosecuted as crimes under the Federal Analogue Act.{{citation needed}}
 
==See also==
 
*[[Responsible use]]
*[[Psychedelic]]
*[[Tryptamine]]
*[[Psilocybin mushrooms]]
*[[DMT]]
 
==External links==
 
*[https://en.wikipedia.org/wiki/O-Acetylpsilocin O-Acetylpsilocin (Wikipedia)]
*[https://erowid.org/chemicals/4_acetoxy_dmt/4_acetoxy_dmt.shtml 4-AcO-DMT (Erowid Vault)]
*[https://isomerdesign.com/PiHKAL/explore.php?id=5370 4-AcO-DMT (Isomer Design)]
 
===Forum discussion===
 
*[http://www.bluelight.org/vb/threads/262868-The-Big-and-Dandy-4-AcO-DMT-Thread The Big and Dandy 4-AcO-DMT Thread (Bluelight)]
 
==Literature==
 
*Vargas‐Perez, H., Grieder, T. E., Ting‐A‐Kee, R., Maal‐Bared, G., Chwalek, M., & van der Kooy, D. (2017). A single administration of the hallucinogen, 4‐acetoxy‐dimethyltryptamine, prevents the shift to a drug‐dependent state and the expression of withdrawal aversions in rodents. European Journal of Neuroscience, 45(11), 1410-1417. https://doi.org/10.1111/ejn.13572
 
==References==
<references />
 
[[Category:Substance]]
[[Category:Psychoactive substance]]
[[Category:Hallucinogen]]
[[Category:Entheogen]]
[[Category:Psychedelic]]
[[Category:Tryptamine]]
[[Category:Research chemical]]
 
{{#set:Featured=true}}

Latest revision as of 23:56, 2 May 2025

Summary sheet: 4-AcO-DMT
4-AcO-DMT
Chemical Nomenclature
Common names 4-AcO-DMT, 4-Acetoxy-DMT, Psilacetin, O-Acetylpsilocin, Synthetic mushrooms
Substitutive name 4-Acetoxy-N,N-dimethyltryptamine
Systematic name 3-[2-(Dimethylamino)ethyl]-1H-indol-4-yl acetate
Class Membership
Psychoactive class Psychedelic
Chemical class Tryptamine
Routes of Administration

WARNING: Always start with lower doses due to differences between individual body weight, tolerance, metabolism, and personal sensitivity. See responsible use section.



Oral
Dosage
Threshold 5 mg
Light 7.5 - 15 mg
Common 15 - 25 mg
Strong 25 - 45 mg
Heavy 45 mg +
Duration
Total 4 - 7 hours
Onset 15 - 40 minutes
Come up 30 - 75 minutes
Peak 2 - 3.5 hours
Offset 1 - 2 hours
After effects 4 - 48 hours



Insufflated
Dosage
Threshold 5 mg
Light 10 - 15 mg
Common 15 - 25 mg
Strong 25 - 50 mg
Heavy 50 mg +
Duration
Total 3 - 5 hours
Onset 5 - 25 minutes
Come up 30 - 60 minutes
Peak 1.5 - 2.5 hours
Offset 1 - 1.5 hours
After effects 2 hours






DISCLAIMER: PW's dosage information is gathered from users and resources for educational purposes only. It is not a recommendation and should be verified with other sources for accuracy.

Interactions

4-Acetoxy-N,N-dimethyltryptamine (also known as 4-AcO-DMT, 4-acetoxy-DMT, O-acetylpsilocin, psilacetin, and "synthetic mushrooms") is a novel lesser-known psychedelic substance of the tryptamine class. It is structurally related to psilocybin and psilocin, the active ingredient in psilocybin mushrooms ("magic mushrooms"). 4-AcO-DMT is thought to produce its effects by binding to serotonin receptors in the brain; however, the precise mechanism is not known.

4-AcO-DMT was first synthesized in 1963 by Albert Hofmann and Franz Troxler as part of a chemical investigation into psilocin analogs.[1] However, it was not tested for psychoactivity during this time. It is unknown when it was first explored in humans. A paper authored by David E. Nichols in 1999 proposed its potential use as an alternative to psilocybin for pharmacological research due to the lower cost of synthesis.[2] Reports of recreational use began to surface shortly after its appearance on the online research chemical market in the 2010s.[citation needed]

Subjective effects include geometric visual effects, time distortion, enhanced introspection, euphoria, and ego loss. 4-AcO-DMT's effects are considered to be nearly identical to psilocybin, with some subtle differences. It has been theorized to act as a prodrug to psilocin in a manner similar to psilocybin, which may account for this similarity. 4-AcO-DMT's classical psychedelic effects and favorable tolerability profile has led it to become popular among novel psychoactive substance users who seek mystical or entheogenic experiences. It is occasionally sold in capsules or pressed pills and marketed as "synthetic shrooms".

Very little data exists on the pharmacology, metabolism, and toxicity of 4-AcO-DMT. Although its toxicity profile is believed to be near-identical with psilocybin mushrooms (see this section), which are known to be physiologically non-toxic, there is no hard data to support this claim. It is highly advised to use harm reduction practices if using this substance.

History and culture

This History and culture section is a stub.

As a result, it may contain incomplete or wrong information. You can help by expanding it.

4-AcO-DMT and several other esters of psilocin were patented on January 16, 1963 by Sandoz Ltd. via Albert Hofmann & Franz Troxler.[1] However, its pharmacology and subjective effects were not investigated. It is unknown when 4-AcO-DMT's effects in humans were first explored.

Chemistry

4-AcO-DMT is a synthetic member of organic compounds known as tryptamines. Tryptamines share a core structure that consists of a bicylic indole heterocycle attached at R3 to a terminal 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 RN of the ethyl side chain.

4-AcO-DMT is the acetate ester analog of psilocin (4-HO-DMT) and the N-substituted methyl homolog of 4-AcO-MET. It is the O-acetylated form of psilocin, whereas psilocybin is the O-phosphorylated form.

Pharmacology

Further information: Serotonergic psychedelic

Upon entering the body, O-acetylpsilocin, or 4-AcO-DMT, is deacetylated to psilocin by deacetylases/acetyltransferases during first-pass metabolism and during subsequent passes through the liver (evident as psilacetin is also active via parenteral routes of ingestion).

The psychedelic effects of 4-AcO-DMT are believed to come from its activity as a partial agonist for the 5-HT2A receptor. However, the role of these interactions and how they result in the psychedelic experience is the subject of ongoing scientific investigation.

Claims of subjective differences in effects between the acetylated and non-acetylated forms of psilocin vary:[3] some users report that O-acetylpsilocin lasts slightly longer, whilst others report that it lasts for a considerably shorter time. Many users report less body load and nausea compared with psilocin. Some users find that the visual effects produced by O-acetylpsilocin more closely resemble those produced by DMT than those produced by psilocin or psilocybin. These differences could be possible if psilacetin is psychoactive in itself and not merely as a prodrug. Despite this, there have been no controlled clinical studies to distinguish among the phenomenological effects of psilacetin, psilocin, and psilocybin.

Subjective effects

Users frequently describe 4-AcO-DMT as being extremely similar to psilocybin mushrooms. It is generally described as euphoric, gentle, warm, and colorful. Visuals are reported by some users to be brighter and more neon in a manner reminiscent of DMT. It is also reported to be less nauseating than psilocybin mushrooms, which may be due to the fact that it does not require digesting mushroom matter.

Disclaimer: The effects listed below cite the Subjective Effect Index (SEI), an open research literature based on anecdotal user reports and the personal analyses of PsychonautWiki contributors. As a result, they should be viewed with a healthy degree of skepticism.

It is also worth noting that these effects will not necessarily occur in a predictable or reliable manner, although higher doses are more liable to induce the full spectrum of effects. Likewise, adverse effects become increasingly likely with higher doses and may include addiction, severe injury, or death ☠.

Physical effects

Visual effects

Cognitive effects

Multi-sensory effects

Combination effects

  • Cannabis - Cannabis is reported to strongly intensify the visual, sensory, and cognitive effects of 4-AcO-DMT. This combination should be used with extreme caution, as anecdotal reports suggest it increases the risk of experiencing a bad trip, characterized by anxiety, confusion, and psychosis.
  • Dissociatives - 4-AcO-DMT enhances the geometry, euphoria, dissociation and hallucinatory effects of all dissociatives, especially dissociative-induced holes, spaces, and voids. It may also significantly increase internal hallucinations, confusion, nausea, delusions and the chance of a psychotic reaction.
  • MDMA - 4-AcO-DMT strongly amplifies the visual, physical and cognitive effects of MDMA. The synergy between these substances is unpredictable, and it is best to start with lower doses than one would take for both substances individually. The toxicity risk of this combination is unknown, although there is some evidence that suggests this may increase the the neurotoxic effects of MDMA.[4][5][6]
  • Alcohol - This combination is not typically advised due to alcohol’s potential to produce dehydration, nausea, and physical fatigue, which can negatively affect the experience (for moderate to high doses). This combination is, however, considered to be reasonably safe in low doses and, when used responsibly, can often "take the edge off" the experience by dulling 4-AcO-DMT's psychedelic effects in a manner somewhat similar to benzodiazepines.
  • Benzodiazepines - Depending on the dose, benzodiazepines can moderately to completely decrease the intensity of the cognitive, physical, and visual effects of a 4-AcO-DMT experience. They can be effective at mitigating bad trips by reducing excessive anxiety and hallucinations. Caution is advised when obtaining them for this purpose due to their high abuse potential.

Experience reports

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

Additional experience reports can be found here:

Toxicity and harm potential

The toxicity and long-term health effects of 4-AcO-DMT have not been studied and the exact toxic dose is unknown. This is because 4-AcO-DMT is a research chemical with a very short history of human usage. 4-AcO-DMT is assumed to have a similar safety profile as psilocybin mushrooms due to their similar chemical structures, although there is currently no data to support this.

Anecdotal evidence suggests that there are no negative health effects attributed to simply trying 4-AcO-DMT 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 substance.

Dependence and abuse potential

Like other psychedelics, 4-AcO-DMT is considered to be non-addictive with low potential for abuse.

Tolerance to the effects of 4-AcO-DMT is built almost immediately after ingestion. After that, it takes about 7 days for tolerance to return to baseline (in the absence of further consumption). 4-AcO-DMT produces cross-tolerance with [[Cross-tolerance::all psychedelics]], meaning that after the consumption of 4-AcO-DMT all psychedelics will have a reduced effect.

Dangerous interactions

Warning: Many psychoactive substances that are reasonably safe to use on their own can suddenly become dangerous and even life-threatening when combined with certain other substances. The following list provides some known dangerous interactions (although it is not guaranteed to include all of them).

Always conduct independent research (e.g. Google, DuckDuckGo, PubMed) to ensure that a combination of two or more substances is safe to consume. Some of the listed interactions have been sourced from TripSit.

  • [[Wikipedia:Lithium_(medication)|DangerousInteraction::Lithium]] - Lithium is commonly prescribed for the treatment of bipolar disorder. There is a large body of anecdotal evidence that suggests taking it with psychedelics significantly increases the risk of psychosis and seizures. As a result, this combination is strictly discouraged.
  • "[[UncertainInteraction" contains a listed "[" character as part of the property label and has therefore been classified as invalid.]] - Cannabis may have an unexpectedly strong and unpredictable synergy with the effects of 4-AcO-DMT. Caution is advised with this combination as it can significantly increase the risk of adverse psychological reactions like anxiety, paranoia, panic attacks, and psychosis. Users are advised to start off with only a fraction of their normal cannabis dose and take long breaks between hits to avoid unintentional overdose.
  • "[[UncertainInteraction" contains a listed "[" character as part of the property label and has therefore been classified as invalid.]] - Stimulants like amphetamine, cocaine or methylphenidate affect many parts of the brain and alter dopaminergic function. This combination can increase the risk of anxiety, paranoia, panic attacks, and thought loops. This interaction may also result in an elevated risk of mania and psychosis.[citation needed]
  • "[[UnsafeInteraction" contains a listed "[" character as part of the property label and has therefore been classified as invalid.]] - Tramadol is well-documented to lower the seizure threshold[7] and psychedelics may act to trigger seizures in susceptible individuals.[citation needed]

4-AcO-DMT is not listed under any international drug schedules such as the UN Convention on Psychotropic Substances. As a result, it exists in a legal grey area in many countries, meaning that while it is not specifically illegal, individuals may still be charged for its possession under certain circumstances such as under analogue laws and with the intent to sell or consume.

  • Australia: 4-AcO-DMT can be considered an analog of psilocin, making it a Schedule 9 controlled substance in Australia under the Poisons Standard.[8] A Schedule 9 substance is a substance which may be abused or misused, the manufacture, possession, sale or use of which should be prohibited by law except when required for medical or scientific research, or for analytical, teaching or training purposes with approval of Commonwealth and/or State or Territory Health Authorities.
  • Belgium: 4-AcO-DMT is illegal to import in Belgium.[citation needed]
  • Brazil: 4-AcO-DMT is illegal to possess, produce, and sell as it is listed on Portaria SVS/MS nº 344.[9]
  • Germany: Because it is an ester of DMT, 4-AcO-DMT is controlled under Anlage I BtMG (Narcotics Act, Schedule I)[10] as of January 24, 1974.[11] It is illegal to manufacture, possess, import, export, buy, sell, procure or dispense it without a license.[12]
  • Italy: 4-AcO-DMT is illegal in Italy as it is an ester of an illegal substance.[citation needed]
  • Japan: 4-AcO-DMT is a controlled substance in Japan effective July 29th, 2015.[13]
  • Sweden: 4-AcO-DMT is a Schedule I controlled substance as of January 25, 2017[14]
  • Switzerland: 4-AcO-DMT could be considered an ester analog of Psilocin, which would make it illegal according to Buchstabe B.[15]
  • Turkey: 4-AcO-DMT is a classed as drug and is illegal to possess, produce, supply, or import.[16] [17]
  • United Kingdom: 4-AcO-DMT is a Class A drug in the UK as it is an ester of the Class A drug psilocin.[18]
  • United States: 4-AcO-DMT is not scheduled in the United States. It may be considered an analogue of psilocin, a Schedule I drug under the Controlled Substances Act, which means the sale for human consumption or the use for non-medical or research purposes could be prosecuted as crimes under the Federal Analogue Act.[citation needed]

See also

Forum discussion

Literature

  • Vargas‐Perez, H., Grieder, T. E., Ting‐A‐Kee, R., Maal‐Bared, G., Chwalek, M., & van der Kooy, D. (2017). A single administration of the hallucinogen, 4‐acetoxy‐dimethyltryptamine, prevents the shift to a drug‐dependent state and the expression of withdrawal aversions in rodents. European Journal of Neuroscience, 45(11), 1410-1417. https://doi.org/10.1111/ejn.13572

References

  1. 1.0 1.1 "Bibliographic data: US3075992 (A) ― 1963-01-29". European Patent Office. Retrieved July 18, 2020. 
  2. Nichols, D. E.; Frescas, S. (June 1999). "Improvements to the Synthesis of Psilocybin and a Facile Method for Preparing the O-Acetyl Prodrug of Psilocin" (PDF). Synthesis. 1999 (6): 935–938. eISSN 1437-210X. ISSN 0039-7881. 
  3. "4-AcO-DMT (also 4-acetoxy-N,N-dimethyltryptamine) : Erowid Exp: Main Index". www.erowid.org. Archived from the original on 2010-07-28.
  4. Armstrong, B. D.; Paik, E.; Chhith, S.; Lelievre, V.; Waschek, J. A.; Howard, S. G. (October 26, 2004). "Potentiation of (DL)‐3, 4‐methylenedioxymethamphetamine (MDMA)‐induced toxicity by the serotonin 2A receptior partial agonist d‐lysergic acid diethylamide (LSD), and the protection of same by the serotonin 2A/2C receptor antagonist MDL 11,939". Neuroscience Research Communications. 35 (2): 83–95. doi:10.1002/nrc.20023. eISSN 1520-6769. 
  5. Gudelsky, G. A.; Yamamoto, B. K.; Nash, F. (November 3, 1994). "Potentiation of 3,4-methylenedioxymethamphetamine-induced dopamine release and serotonin neurotoxicity by 5-HT2 receptor agonists". European Journal of Pharmacology. 264 (3): 325–330. doi:10.1016/0014-2999(94)90669-6. eISSN 1879-0712. ISSN 0014-2999. OCLC 01568459. 
  6. Capela, J. P.; Fernandes, E.; Remião, F.; Bastos, M. L.; Meisel, A.; Carvalhoa, F. (July 2007). "Ecstasy induces apoptosis via 5-HT2A-receptor stimulation in cortical neurons". NeuroToxicology. 28 (4): 868–875. doi:10.1016/j.neuro.2007.04.005. ISSN 0161-813X. OCLC 47153737. PMID 17572501. 
  7. Talaie, H.; Panahandeh, R.; Fayaznouri, M. R.; Asadi, Z.; Abdollahi, M. (2009). "Dose-independent occurrence of seizure with tramadol". Journal of Medical Toxicology. 5 (2): 63–67. doi:10.1007/BF03161089. ISSN 1556-9039. 
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