Summary
4-HO-MET, also known as melatonin or methylcybin, is a relatively lesser-known psychedelic substance. This compound shares structural and functional similarities with psilocin and is the 4-hydroxyl analog of methylethyltryptamine (MET). Notably, 4-HO-MET was initially synthesized by Alexander Shulgin. His book “TiHKAL” (Tryptamines I Have Known and Loved) provides a recommended dosage range of 10-20 mg.
Psilocin-like alterations in color perception, sound, and the perception of shapes and forms characterize the effects of 4-HO-MET. However, it is essential to note that limited data is available regarding the pharmacological properties, metabolism, and toxicity of 4-HO-MET.
Despite anecdotal reports of individuals consuming doses as high as 150 mg, which is more than an order of magnitude above the adequate amount, there have been no reported deaths associated with using 4-HO-MET. Nonetheless, it is crucial to exercise caution and responsible use when dealing with any psychedelic substance.
| Identifiers | |
|---|---|
| IUPAC name | |
| CAS Number | 77872-41-4 |
|---|---|
| PubChem CID | 21786582 |
| ChemSpider | 10513072 |
| UNII | 6RN01B78NY |
| CompTox Dashboard (EPA) | DTXSID70228491 |
| Chemical and physical data | |
| Formula | C13H18N2O |
| Molar mass | 218.300 g·mol−1 |
Effects
Users commonly describe experiencing effects similar to those of psilocin when using 4-HO-MET. These effects include mydriasis (dilation of the pupils), both closed and open-eye visuals, feelings of euphoria, time distortion, and a noticeable shift in thought processes.
The onset of these effects often follows a wavelike pattern akin to the experience associated with psilocybin. Users may alternate between near-normal perception and periods of heightened results, with these fluctuations occurring rapidly.
Following oral administration, the effects of 4-HO-MET typically endure for approximately 4 to 6 hours. When administered intranasally, the duration is generally shorter, spanning around 3 to 4 hours.
Pharmacology
| Binding Sites | Binding Affinity Ki (μM)[7] |
|---|---|
| 5-HT1A | 0.228 |
| 5-HT2A | 0.057 |
| 5-HT2C | 0.141 |
| D1 | >25 |
| D2 | 4 |
| D3 | 6.7 |
| α1A | 9.7 |
| α2A | 2.4 |
| TAAR1 | 3.1 |
| H1 | 0.82 |
| SERT | 0.2 |
| DAT | >26 |
| NET | 13 |
Drug prohibition laws
Sweden:
The Swedish parliament, Sveriges Riksdag, categorized 4-HO-MET as a Schedule I substance, which includes “substances, plant materials, and fungi which normally do not have a medical use.” This classification took effect on May 1, 2012, and was published by the Medical Products Agency in their regulation LVFS 2012:6. It is listed as 4-HO-MET 3-[2-[ethyl(methyl)amino]ethyl]-1H-indol-4-ol.
United Kingdom:
In the United Kingdom, 4-HO-MET is classified as a Class A drug. This categorization results from the inclusion of 4-HO-MET in the tryptamine catch-all clause.
United States:
At the federal level in the United States, 4-HO-MET is not officially scheduled. However, it could be considered an analog of psilocin. In such a case, the purchase, sale, or possession of 4-HO-MET could be prosecuted under the Federal Analogue Act.[citation needed] Some states, like South Dakota and West Virginia, have classified it as a Schedule I substance.
Germany:
As of July 18, 2019, 4-HO-MET falls under the Neue-psychoaktive-Stoffe-Gesetz (NpSG) in Germany. The production and import intending to distribute this substance are punishable offenses. While possession is prohibited, it is not punishable. However, ordering 4-HO-MET in small quantities may still be regarded as an intent to distribute and can result in legal consequences.
FAQ
- What is 4-HO-MET?
- 4-HO-MET, or Metocin, is a psychedelic compound in the tryptamine class. It shares structural similarities with psilocin and is the 4-hydroxyl analog of methylethyltryptamine (MET).
- What are the effects of 4-HO-MET?
- Users commonly report effects similar to psilocin, including mydriasis (pupil dilation), visual and auditory hallucinations, euphoria, altered time perception, and changes in thought processes. These effects often occur in waves, alternating periods of heightened and near-normal perception.
- How long do the effects of 4-HO-MET last?
- When taken orally, the effects of 4-HO-MET typically last approximately 4 to 6 hours. Intranasal use may result in a shorter duration, usually around 3 to 4 hours.
- Is 4-HO-MET legal?
- The legal status of 4-HO-MET varies by country and region. It is essential to research and understand local regulations regarding the possession and use of this substance.
- What is the legal status of 4-HO-MET in Sweden?
- In Sweden, 4-HO-MET is classified as a Schedule I substance, categorized as “substances, plant materials, and fungi which normally do not have medical use.” This classification took effect on May 1, 2012.
- Is 4-HO-MET a controlled substance in the United Kingdom?
- Yes, 4-HO-MET is classified as a Class A drug in the United Kingdom due to its inclusion in the tryptamine catch-all clause.
- What is the legal status of 4-HO-MET in the United States?
- At the federal level in the United States, 4-HO-MET is not officially scheduled. However, it could be considered an analog of psilocin, subjecting it to prosecution under the Federal Analogue Act. Some states, such as South Dakota and West Virginia, have classified it as a Schedule I substance.
- How is 4-HO-MET typically consumed?
- 4-HO-MET is commonly taken orally in pure form or as part of a prepared solution. The dosage and method of consumption can influence the onset and duration of its effects.
- Are there any known risks or side effects associated with 4-HO-MET use?
- Like all psychedelic substances, potential risks and side effects may include anxiety, paranoia, confusion, and adverse physical reactions. These effects can vary from person to person. Responsible and informed use is crucial.
- Is 4-HO-MET addictive?
- Psychedelics like 4-HO-MET are generally not considered physically addictive. However, they can be psychologically habit-forming in some cases. Responsible and moderate use is recommended to minimize any potential for misuse or dependence.
References
- Shulgin A, Shulgin A (September 1997). TiHKAL: The Continuation. Berkeley, California: Transform Press. ISBN 0-9630096-9-9. OCLC 38503252.
- “Erowid Experience Vaults / Cosmic Mind Orgy”. Erowid. 2008-07-22. Retrieved 2014-02-25.
- “Search Results : Erowid Experience Vaults”. www.erowid.org. Retrieved 6 April 2018.
- “4-HO-MET”. The Drug Classroom. Retrieved 2022-07-09.
- “4-HO-MET Effects”. Erowid. Retrieved 2014-02-25.
- Kjellgren A, Soussan C (2011). “Heaven and Hell—A Phenomenological Study of Recreational Use of 4-HO-MET in Sweden” (PDF). J Psychoactive Drugs. PMID 22111404. Retrieved 2019-08-16.
- Rickli A, Moning OD, Hoener MC, Liechti ME (August 2016). “Receptor interaction profiles of novel psychoactive tryptamines compared with classic hallucinogens” (PDF). European Neuropsychopharmacology. 26 (8): 1327–1337. doi:10.1016/j.euroneuro.2016.05.001. PMID 27216487. S2CID 6685927.
- “Föreskrifter om ändring i Läkemedelsverkets föreskrifter (LVFS 2011:10) om förteckningar över narkotika;” (PDF) (in Swedish). Elanders Sverige AB. 2012-04-20. Archived from the original (PDF) on 2013-09-28. Retrieved 2014-02-25.
- “Chapter 34-20B Drugs and Substances Control”. South Dakota Legislature. Retrieved 2023-10-09.
- “Chapter 60A. Uniform Controlled Substances Act”. West Dakota Legislature. Retrieved 2023-10-09.