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4-AcO-DET: Difference between revisions

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{|
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| ''[[4-AcO-DET/Summary|Summary sheet: 4-AcO-DET]]''
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'''4-AcO-DET''' ('''4-Acetoxy-N,N-diethyltryptamine'''; also known as '''Ethacetin''') is an obscure synthetic [[psychoactive class::psychedelic]] [[chemical class::tryptamine]]. It is the acetylated form of [[4-HO-DET]] (also known as '''Ethocin''') and is a higher homolog of [[4-AcO-DMT]] and [[4-AcO-MET]]. Like the aforementioned compounds, it is commonly hypothesized to act principally as a prodrug for their respective hydrolyzed counterparts (e.g. [[4-HO-DMT]], [[4-HO-MET]] and [[4-HO-DET]]), in theory being inactive until they are deacetylated in the body, although there is on-going discussion as to whether they might display their own intrinsic activity.{{citation needed}}


There is very little information on the human pharmacology or toxicity of 4-AcO-DET, although analytical methods have been developed for its detection.<ref>http://www.sciencedirect.com/science/article/pii/S0039914008005808</ref><ref>http://link.springer.com/article/10.1007%2Fs00044-011-9794-y</ref> Today it is either used recreationally as a [[designer drug]] or as an [[entheogen]]ic compound and is typically acquired through the use of online [[research chemical]] vendors. It remains relatively rare and has very little documented history of human usage.
'''4-AcO-DET''' ('''4-Acetoxy-N,N-diethyltryptamine''', '''ethacetin''') is a lesser-known novel [[psychoactive class::psychedelic]] substance of the [[chemical class::tryptamine]] class. It is chemically related to [[psilocin]] and part of a series of substituted tryptamines that includes 4-AcO-MET and 4-AcO-DMT.
 
Today it is either used recreationally as a [[designer drug]] or as an [[entheogen]]ic compound and is typically acquired through the use of online [[research chemical]] vendors.  
 
There is very little data on the human pharmacology or toxicity of 4-AcO-DET, although analytical methods have been developed for its detection.<ref>{{cite journal|title=Creation and application of psychoactive designer drugs data library using liquid chromatography with photodiode array spectrophotometry detector and gas chromatography–mass spectrometry|pmid=19084633|doi=10.1016/j.talanta.2008.07.062|last1=Takahashi|first1=M.|last2=Nagashima|first2=M.|last3=Suzuki|first3=J.|last4=Yasuda|first4=I|last5=Yoshida|first5=T.|volume=77|issue=4|date=February 15, 2009|pages=1245-1272|issn=0039-9140|eissn=1873-3573|oclc=01767116}}</ref> It remains relatively rare and has very little documented history of human usage. It is highly advised to use [[harm reduction practices]] if using this substance.


==Chemistry==
==Chemistry==
4-AcO-DET, or 4-Acetoxy-N.N-diethyltryptamine, is a synthetic indole alkaloid molecule of the [[tryptamine]] class. Tryptamines share a core structure comprised of a bicylic indole heterocycle attached at R<sub>3</sub> to an amino group via an ethyl side chain. 4-AcO-DET 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 isopropyl and methyl chains bound to the terminal amine R<sub>N</sub> of its tryptamine backbone ([[DET]]).  
4-AcO-DET, or 4-Acetoxy-N.N-diethyltryptamine, is a synthetic indole alkaloid molecule of the [[tryptamine]] class. Tryptamines share a core structure comprised of a bicylic indole heterocycle attached at R<sub>3</sub> to an amino group via an ethyl side chain. 4-AcO-DET 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 ethyl chains bound to the terminal amine R<sub>N</sub> of its tryptamine backbone ([[DET]]).  


4-AcO-DET is the N-substituted diethyl homolog of [[4-HO-DMT]] ('''Psilocin'''). 4-AcO-DETis the acetate ester analog of [[DET]] and the N-substituted diethyl analog of [[4-AcO-DMT]].<ref>4-Acetoxy-DET - PubChem | https://pubchem.ncbi.nlm.nih.gov/compound/3-_2-_Diethylamino_ethyl_-1H-indol-4-yl_acetate#section=Top</ref>
4-AcO-DET is the N-substituted diethyl homolog of [[4-HO-DMT]] (psilocin). 4-AcO-DET is the acetate ester analog of [[DET]] and the N-substituted diethyl analog of [[4-AcO-DMT]].<ref>{{cite web|url=https://pubchem.ncbi.nlm.nih.gov/compound/24801867|title=Compound Summary - 3-(2-(Diethylamino)ethyl)-1H-indol-4-yl acetate|website=PubChem|access-date=July 18, 2020}}</ref> It is a higher homolog of [[4-AcO-DMT]] and [[4-AcO-MET]].


==Pharmacology==
==Pharmacology==
{{Main|Serotonergic psychedelic}}
{{Further|Serotonergic psychedelic}}
4-substituted acetylated tryptamines such as 4-AcO-DET, [[4-AcO-MET]], and [[4-AcO-DMT]] are hypothesized to principally act as a [[prodrug]] for their respective hydrolyzed counterparts (e.g. [[4-HO-DMT]], [[4-HO-MET]] and [[4-HO-DET]]). In theory, they would become inactive until they are deacetylated in the body, although there is on-going discussion as to whether they might display their own intrinsic activity.{{citation needed}}
 
Like with most [[psychedelic]] tryptamines, 4-AcO-DET is thought to act principally as a [[Serotonin#The_5-HT_system|5-HT<sub>2A</sub>]] [[Agonist#Agonists|partial agonist]]. The psychedelic effects are believed to come from 4-AcO-DET's binding efficacy at the 5-HT<sub>2A</sub> receptors.  
Like with most [[psychedelic]] tryptamines, 4-AcO-DET is thought to act principally as a [[Serotonin#The_5-HT_system|5-HT<sub>2A</sub>]] [[Agonist#Agonists|partial agonist]]. The psychedelic effects are believed to come from 4-AcO-DET's binding efficacy at the 5-HT<sub>2A</sub> receptors.  


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==Subjective effects==
==Subjective effects==
{{Preamble/SubjectiveEffects}}
{{Preamble/SubjectiveEffects}}
{{effects/base


===Physical effects===
|{{effects/physical|
*'''[[Effect::Sedation]]''' and '''[[Effect::Stimulation]]''' - In terms of its effects on the physical energy levels of the user, 4-AcO-DET is typically relaxing, stoning and mildly sedating, although it can also sometimes be very stimulating and give users a "wired" feeling. This sense of sedation is often accompanied by uncontrollable yawning.
*'''[[Effect::Spontaneous physical sensations]]''' - The "body high" of 4-AcO-DET 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. Unlike other 4-substituted tryptamines, 4-AcO-DET is capable of being more stimulating and [[anxiety]]-inducing.
*'''[[Effect::Appetite suppression]]'''
*'''[[Effect::Appetite suppression]]'''
*'''[[Effect::Bodily pressures]]'''
*'''[[Effect::Bodily pressures]]'''
*'''[[Effect::Excessive yawning]]'''
*'''[[Effect::Excessive yawning]]'''
*'''[[Effect::Sedation]]''' and '''[[Effect::Stimulation]]''' - In terms of its effects on the physical energy levels of the tripper, 4-HO-DET is typically relaxing, stoning and mildly sedating, though it can also sometimes be very stimulating and "wired" feeling. This sense of sedation is often accompanied by uncontrollable yawning.
*'''[[Effect::Spontaneous tactile sensations]]''' - The "body high" of 4-AcO-DET 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. Unlike other 4-substituted tryptamines, 4-AcO-DET is capable of being more stimulating and nerve/anxiety-inducing.
*'''[[Effect::Pupil dilation]]'''
*'''[[Effect::Pupil dilation]]'''
*'''[[Effect::Runny nose]]'''
*'''[[Effect::Runny nose]]'''
*'''[[Effect::Watery eyes]]'''
*'''[[Effect::Watery eyes]]'''
===Uncomfortable physical side effects===
*'''[[Effect::Abnormal heartbeat]]'''
*'''[[Effect::Abnormal heartbeat]]'''
*'''[[Effect::Dehydration]]'''
*'''[[Effect::Dehydration]]'''
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*'''[[Effect::Teeth grinding]]'''
*'''[[Effect::Teeth grinding]]'''


===Cognitive effects===
}}
Much like its hydroxylated counterpart 4-HO-DET, the cognitive effects of 4-AcO-DET are described by many as being relatively complex and unpredictable in style when compared to other commonly used [[psychedelic]]s such as [[LSD]] or [[2C-B]] which tend to be energetic and stimulating. It contains a notable number of typical and unique psychedelic cognitive effects.
 
The most prominent of these typical effects generally include:


*'''[[Effect::Analysis enhancement]]'''
{{effects/visual|
*'''[[Effect::Conceptual thinking]]'''
*'''[[Effect::Delusions]]'''
*'''[[Effect::Subconscious communication]]'''
*'''[[Effect::Déjà vu]]'''
*'''[[Effect::Emotion enhancement]]'''
*'''[[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 - 60 minutes.
*'''[[Effect::Feelings of interdependent opposites]]'''
*'''[[Effect::Feelings of predeterminism]]'''
*'''[[Effect::Immersion enhancement]]'''
*'''[[Effect::Increased music appreciation]]'''
*'''[[Effect::Memory suppression]]'''
**'''[[Effect::Ego death]]'''
*'''[[Effect::Novelty enhancement]]'''
*'''[[Effect::Personal bias suppression]]'''
*'''[[Effect::Thought connectivity]]'''
*'''[[Effect::Thought loops]]'''
*'''[[Effect::Time distortion]]'''
*'''[[Effect::Unity and interconnectedness]]'''
*'''[[Effect::Wakefulness]]'''
 
===Visual effects===
====Enhancements====
====Enhancements====
*'''[[Effect::Colour enhancement]]'''
*'''[[Effect::Colour enhancement]]'''
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*'''[[Effect::Transformations]]'''
*'''[[Effect::Transformations]]'''
*'''[[Effect::Internal hallucinations]]''' (''[[effect::autonomous entities]]''; ''[[effect::settings, sceneries, and landscapes]]''; ''[[effect::alterations in perspective]]'' and ''[[effect::scenarios and plots]]'') - This effect is very consistent in dark environments at appropriately high dosages. They can be comprehensively described through their [[Internal_hallucinations#Variations|variations]] as lucid in believability, interactive in style, new experiences in content, autonomous in controllability, [[Effect::geometry]]-based in style and almost exclusively of a personal, religious, spiritual, science-fiction, fantasy, surreal, nonsensical or transcendental nature in their overall theme.
*'''[[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 dosages. They can be comprehensively described through their [[Internal_hallucinations#Variations|variations]] as lucid in believability, interactive in style, new experiences in content, autonomous in controllability, [[Effect::geometry]]-based in style and almost exclusively of a personal, religious, spiritual, science-fiction, fantasy, surreal, nonsensical or transcendental nature in their overall theme.
 
}}
 
|{{effects/cognitive|
Much like its hydroxylated counterpart 4-HO-DET, the cognitive effects of 4-AcO-DET are described by many as being relatively complex and unpredictable in style when compared to other commonly used [[psychedelic]]s such as [[LSD]] or [[2C-B]] which tend to be energetic and stimulating. It contains a notable number of typical and unique psychedelic cognitive effects.
 
The most prominent of these typical effects generally include:


===Auditory effects===
*'''[[Effect::Analysis enhancement]]'''
*'''[[Effect::Conceptual thinking]]'''
*'''[[Effect::Delusion]]'''
*'''[[Effect::Autonomous voice communication]]'''
*'''[[Effect::Déjà vu]]'''
*'''[[Effect::Emotion enhancement]]'''
*'''[[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 - 60 minutes.
*'''[[Effect::Feelings of interdependent opposites]]'''
*'''[[Effect::Perception of predeterminism]]'''
*'''[[Effect::Immersion enhancement]]'''
*'''[[Effect::Increased music appreciation]]'''
*'''[[Effect::Memory suppression]]'''
**'''[[Effect::Ego death]]'''
*'''[[Effect::Novelty enhancement]]'''
*'''[[Effect::Personal bias suppression]]'''
*'''[[Effect::Thought connectivity]]'''
*'''[[Effect::Thought loops]]'''
*'''[[Effect::Time distortion]]'''
*'''[[Effect::Unity and interconnectedness]]'''
*'''[[Effect::Wakefulness]]'''
 
}}
 
{{effects/auditory|
*'''[[Effect::Auditory enhancement|Enhancements]]'''
*'''[[Effect::Auditory enhancement|Enhancements]]'''
*'''[[Effect::Auditory distortion|Distortions]]'''
*'''[[Effect::Auditory distortion|Distortions]]'''
*'''[[Effect::Auditory hallucinations|Hallucinations]]'''
*'''[[Effect::Auditory hallucinations|Hallucinations]]'''
}}
}}


===Experience reports===
===Experience reports===
There are currently no anecdotal reports which describe the effects of this compound within our [[experience index]]. Additional experience reports can be found here:
{{Experience reports|erowid_experience_substance_label=4-AcO-DET}}
* [https://www.erowid.org/experiences/subs/exp_4AcODET.shtml Erowid Experience Vaults: 4-AcO-DET]


==Toxicity and harm potential==
==Toxicity and harm potential==
{|  
{{further|Research chemicals#Toxicity and harm potential|Responsible use #Hallucinogens}}
|-
The toxicity and long-term health effects of recreational 4-AcO-DET has not been studied in any scientific context and the exact [[Toxicity::toxic dose is unknown]].  
| [[File:Lolol.png|17px]]''Main articles: [[Research chemicals#Toxicity and harm potential|Research chemicals § Toxicity and harm potential]]'' ''&'' ''[[Responsible use #Hallucinogens|Responsible use § Hallucinogens]]''
This is because 4-AcO-DET is a [[research chemical]] with a very limited history of human usage.  
|}
However, it is assumed to have a similar toxicity profile as [[psilocybin]] due to their structural similarity.
The toxicity and long-term health effects of recreational 4-AcO-DET use do not seem to have been studied in any scientific context and the exact [[Toxicity::toxic dose is unknown]]. This is because 4-AcO-DET is a [[research chemical]] with very little history of human usage. Anecdotal evidence from people within the psychonaut community who have tried 4-AcO-DET 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). [https://www.google.com/ Independent research] should always be done to ensure that a combination of two or more substances is safe before consumption.  
 
Anecdotal reports from those who have tried 4-AcO-DET suggests that there are no negative health effects attributed to simply trying the substance 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 drug.
It is strongly recommended that one use [[responsible drug use|harm reduction practices]] when using this substance.


===Tolerance and addiction potential===
===Tolerance and addiction potential===
4-AcO-DET is [[Addiction potential::not habit-forming]] and the desire to use it can actually decrease with regular consumption. Like with most [[psychedelics]] it is most often thought to be self-regulating.  
Although no formal studies have been conducted, it is believed that 4-AcO-DET is [[Addiction potential::not habit-forming]] and the desire to use it can actually decrease with use.  
 
Tolerance to the effects of 4-AcO-DET is built [[Time to full tolerance::almost immediately after ingestion]].
After that, it takes about [[Time to half tolerance::3 days]] for the tolerance to be reduced to half and [[Time to zero tolerance::7 days]] to be back at baseline (in the absence of further consumption).
4-AcO-DET presents cross-tolerance with [[Cross-tolerance::all [[psychedelic]]s]], meaning that after the consumption of 4-AcO-DET all psychedelics will have a reduced effect.


Tolerance to the effects of 4-AcO-DET are built [[Time to full tolerance::almost immediately after ingestion]]. After that, it takes about [[Time to half tolerance::3 days]] for the tolerance to be reduced to half and [[Time to zero tolerance::7 days]] to be back at baseline (in the absence of further consumption). 4-AcO-DET presents cross-tolerance with [[Cross-tolerance::all [[psychedelic]]s]], meaning that after the consumption of 4-AcO-DET all psychedelics will have a reduced effect.
===Dangerous interactions===
{{DangerousInteractions/Intro}}
{{DangerousInteractions/Psychedelics}}


==Legal issues==
==Legal status==
{{LegalStub}}
{{LegalStub}}
Due to its relative obscurity, the possession and sale of 4-AcO-DET is unscheduled in most countries.  
Due to its relative obscurity, the possession and sale of 4-AcO-DET is unscheduled in most countries.


*'''United Kingdom''' - It is illegal to produce, supply, or import this drug under the Psychoactive Substance Act, which came into effect on May 26th, 2016.<ref>Psychoactive Substances Act 2016 (Legislation.gov.uk) | http://www.legislation.gov.uk/ukpga/2016/2/contents/enacted</ref>
*'''Germany''': Because it is an ester of DET, 4-AcO-DET 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|title=Sechste Verordnung über die den Betäubungsmitteln gleichgestellten Stoffe|publisher=Bundesanzeiger Verlag [Federal Gazette]|language=de|eissn=0344-7634|page=97|work=Bundesgesetzblatt Jahrgang 1974 Teil I Nr. 6|date=January 17, 1974|publication-date=January 23, 1974}}</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>
*'''Japan''': 4-AcO-DET is a controlled substance in Japan effective July 29th, 2015.<ref>{{Citation | 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)] | url=https://www.mhlw.go.jp/stf/houdou/0000092698.html | language=japanese | access-date=2 May 2022}}</ref>
*'''Switzerland''': 4-AcO-DET is a controlled substance specifically named under Verzeichnis E.<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>
*'''Sweden''':  4-AcO-DET was classified under the Act on the Prohibition of Certain Goods Dangerous to Health on November 1, 2005, making it illegal to sell or possess.<ref name="notisum">{{cite web|url=http://www.notisum.se/rnp/sls/sfs/20050733.pdf|date=October 6, 2005|publication-date=October 18, 2005|title=Förordning om ändring i förordningen (1999:58) om förbud mot vissa hälsofarliga varor|publisher=Läkemedelsverket [Medical Products Agency]|id=SFS 2005:733|language=sv|work=Svensk författningssamling|issn=1101-5225}}</ref>
*'''Turkey:''' 4-AcO-DET is a classed as drug and is illegal to possess, produce, supply, or import.<ref>{{cite web|title=Bakanlar Kurulu Kararı - Karar Sayısı : 2013/5742|url=https://resmigazete.gov.tr/eskiler/2014/01/20140125-3.htm|publisher=Başbakanlık Mevzuatı Geliştirme ve Yayın Genel Müdürlüğü [General Directorate of Legislation Development and Publication]|publication-date=January 25, 2014|date=December 16, 2013|language=tr}}</ref><ref>{{cite web|title=Kararnamenin Eki: Liste|url=https://resmigazete.gov.tr/eskiler/2014/01/20140125-3-1.pdf|publisher=Başbakanlık Mevzuatı Geliştirme ve Yayın Genel Müdürlüğü [General Directorate of Legislation Development and Publication]|publication-date=January 25, 2014|date=December 16, 2013|language=tr|id=2013/5742|work=Resmî Gazete, Sayı: 28893}}</ref>
*'''United Kingdom''': 4-AcO-DET is a Class A drug in the UK as it is an ester of the drug [[4-HO-DET]], which is a Class A drug as a result of the tryptamine catch-all clause.<ref>{{cite web|title=Schedule 2: 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-DET is unscheduled in the United States. It may be considered an analogue of [[psilocin]] (''4-HO-DMT'') 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 Analogue Act.{{citation needed}}


==See also==
==See also==
*[[Responsible use]]
*[[Responsible use]]
*[[Research chemical]]
*[[Research chemical]]
*[[Hallucinogen]]
*[[Tryptamine]]
*[[Tryptamine]]
*[[4-HO-DET]]
*[[4-HO-DET]]
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==External links==
==External links==
*[https://en.wikipedia.org/wiki/4-AcO-DET 4-AcO-DET (Wikipedia)]
*[https://en.wikipedia.org/wiki/4-AcO-DET 4-AcO-DET (Wikipedia)]
*[https://www.erowid.org/chemicals/4_acetoxy_det/4_acetoxy_det.shtml 4-AcO-DET (Erowid)]
*[https://erowid.org/chemicals/4_acetoxy_det/4_acetoxy_det.shtml 4-AcO-DET (Erowid Vault)]
*[http://drugs.tripsit.me/4-ho-det 4-AcO-DET (TripSit)]
*[https://isomerdesign.com/PiHKAL/explore.php?id=5368 4-AcO-DET (Isomer Design)]
 
===Discussion===
 
*[https://www.bluelight.org/xf/threads/101364 The Big & Dandy 4-AcO-DET Thread (Bluelight)]


==References==
==References==
<references/>
<references />
[[Category:Substance]]
 
[[Category:Psychoactive substance]]
[[Category:Psychoactive substance]]
[[Category:Tryptamine]]
[[Category:Psychedelic]]
[[Category:Research chemical]]
[[Category:Research chemical]]
[[Category:Psychedelic]]
[[Category:Tryptamine]]


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{{#set:Featured=true}}
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