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4-HO-MiPT

4-HO-MiPT molecule structure4-HO-MiPT molecule structure
Psychoactive Class
Chemical Class
Tryptamine

4-HO-MiPT is a synthetic psychedelic tryptamine structurally related to psilocin, the primary active compound in psilocybin mushrooms. First described in scientific literature in 1981citation needed and later evaluated by Alexander Shulgin,1 it produces psilocin-like effects with a somewhat shorter duration. The substance remains relatively uncommon with limited human use history. No fatalities have been reported despite documented high-dose experiences, suggesting reasonable physiological tolerability, though formal toxicity data remains scarce.

Dosage & Duration

Dosage

Doses are population estimates that vary widely between individuals.

Threshold5-10 mg
Light9-14 mg
Moderate13-20 mg
Strong18-30 mg
Heavy40+ mg

Nausea may be reduced by taking the dose on an empty stomach; onset timing varies with the form taken and with stomach contents. Reported dose ranges are based on a small number of accounts and should be treated as tentative.

Duration

Onset15-45 minutes
Come Up20-60 minutes
Peak1.5-2.5 hours
Offset1-2 hours
After Effects2-12 hours
Total4-6 hours

Subjective Effects

Legacy content. A statistically backed ontology from Mindstate Design Labs is coming soon.

Effects vary widely by individual, dose, and context.

Physical

Runny noseWatery eyes

Cognitive

The cognitive effects of 4-HO-MiPT 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.

Visual

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, unimmersive in depth and consistent in intensity. The visuals 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-HO-MiPT 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.

Transformations

Auditory

The auditory effects of 4-HO-MiPT are common in their occurrence and exhibit a full range of effects.

Forked from Subjective Effect Documentation byJosie Kins July 2014.

See also: Psychedelic Intensity Scale, Effects of psychedelics (visual, cognitive, miscellaneous)

Reagent Testing

Expected colorimetric results for common reagent tests. Colors show reaction change over 1–2 minutes.

Marquis(MQ)
white → yellow2 → blue2 → black3
Mecke(ME)
white → green2 → black3
Mandelin(MD)
yellow2 → black3
Liebermann(LB)
white → yellow2 → green2 → black3
Powered by PROtestkit.eu

Pharmacology

Pharmacodynamics

4-HO-MiPT acts as a non-selective serotonin receptor agonist with its psychedelic effects primarily attributed to activity at the 5-HT2A receptor. It shows the highest potency and efficacy as an agonist of the 5-HT2A receptor, moderate potency as a partial agonist of the 5-HT2B receptor, and low potency with high efficacy as a partial agonist of the 5-HT2C receptor. The compound exhibits approximately 7-fold selectivity for activation of the 5-HT2A receptor over the 5-HT2C receptor. Additionally, 4-HO-MiPT acts as a moderate-potency serotonin reuptake inhibitor, with approximately 4-fold preference for 5-HT2A activation relative to serotonin transporter inhibition. Its low affinity at the 5-HT1A receptor suggests minimal contribution from this target to the drug's overall effects.

Pharmacokinetics

4-HO-MiPT is taken orally and is structurally analogous to psilocin.citation needed The acetate ester prodrug 4-AcO-MiPT may be metabolized to 4-HO-MiPT in the body, similar to how psilocybin is converted to psilocin. The 4-hydroxyl group on the indole ring is believed to contribute to oral activity. Detailed pharmacokinetic parameters in humans have not been established.

Metabolitesnone documented yet

Interactions

Interactions not written up yet

An unlisted combination is an unknown one, not a safe one. Check a dedicated combination chart before mixing.

Check TripSit

Tolerance

Tolerance timelines are rules of thumb, not exact schedules, and vary widely between individuals and use patterns.

Full Tolerance
Tolerance to the effects of 4-HO-MiPT develops almost immediately after ingestion. When used on consecutive days, users typically need to double their dosage each time to achieve comparable effects.
Baseline Reset
Approximately 7 days
Half Tolerance
Approximately 3 days
Cross Tolerance

Psychedelics

Harm Potential

Addiction & Dependence

Psychological

Extremely Low

As a classical psychedelic, 4-HO-MiPT is not considered to have significant abuse potential or habit-forming properties.citation needed There are no reports suggesting psychological dependence develops with use.

Physical

Extremely Low

4-HO-MiPT is not known to produce physical dependence or withdrawal symptoms.citation needed

Psychosis Risk

As with other psychedelics, 4-HO-MiPT may produce confusion, delusions, paranoia, and feelings of impending doom, particularly at higher doses. The risk of psychotic reactions increases when combined with cannabis or stimulants, and in those predisposed to such conditions.

Seizure Risk

Seizures are considered a rare potential effect that may occur in those predisposed to them, particularly under physically taxing conditions such as dehydration, fatigue, or overheating. No documented cases of seizures have been reported with this compound alone.

History & Culture

Synthesis and Early Research

4-HO-MiPT was first synthesized and described in the scientific literature by David Repke and colleagues in 1981.citation needed The compound's effects in humans were subsequently evaluated and documented by Repke in collaboration with Alexander Shulgin in 1985.1

Trip Reports

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Legality

International

1961 Single Convention: 4-HO-MiPT is not individually scheduled.

1971 Convention on Psychotropic Substances: 4-HO-MiPT is not individually scheduled.

1988 Convention: 4-HO-MiPT is not listed in precursor Tables I or II.

By Country

Illegal5
Brazil flagBrazilIllegal
Japan flagJapanIllegal
Poland flagPolandIllegal
Sweden flagSwedenIllegal
United Kingdom flagUnited KingdomIllegal
Controlled / restricted3
United States flagUnited StatesRestricted
Germany flagGermanyRestricted
Switzerland flagSwitzerlandRestricted

References

Citations

  1. David B. Repke, Douglas B. Grotjahn, & Alexander T. Shulgin. (July 1985). Psychotomimetic N-methyl-N-isopropyltryptamines. Effects of variation of aromatic oxygen substituents. Journal of Medicinal Chemistry, 28(7), 892–896. https://doi.org/10.1021/jm00145a00712
  2. Diário Oficial da União, RESOLUÇÃO - RDC Nº 246, DE 21 DE AGOSTO DE 2018 (ANVISA), Publicado em 22/08/2018, Edição 162, Seção 1, Página 55. in.gov.br (n.d.). https://www.in.gov.br/web/dou/-/resolucao-rdc-n-246-de-21-de-agosto-de-2018-377853691
  3. Anvisa, Lista de substâncias sujeitas a controle especial no Brasil. gov.br (n.d.). https://www.gov.br/anvisa/pt-br/assuntos/medicamentos/controlados/lista-substancias1
  4. Resolução da Diretoria Colegiada Anvisa nº 1.036, de 9 de julho de 2026 (consolidated Anexo I of Portaria SVS/MS nº 344/1998). anvisalegis.datalegis.net (n.d.). https://anvisalegis.datalegis.net/action/ActionDatalegis.php?acao=abrirTextoAto&tipo=RDC&numeroAto=00001036&seqAto=000&valorAno=2026&orgao=RDC/DC/ANVISA/MS&codTipo=&desItem=&desItemFim=&cod_menu=1696&cod_modulo=134&pesquisa=true1
  5. Lei nº 11.343, de 23 de agosto de 2006 (Planalto, served as ISO-8859-1 and transcoded to UTF-8). planalto.gov.br (n.d.). https://www.planalto.gov.br/ccivil_03/_ato2004-2006/2006/lei/l11343.htm1
  6. Resolução RDC nº 246, de 21 de agosto de 2018 — Atualização do Anexo I (Listas de Substâncias Entorpecentes, Psicotrópicas, Precursoras e Outras sob Controle Especial) da Portaria SVS/MS nº 344. ANVISA / Diário Oficial da União (2018-08-21). https://www.in.gov.br/materia/-/asset_publisher/Kujrw0TZC2Mb/content/id/377856711
  7. Neue-psychoaktive-Stoffe-Gesetz, Anlage. gesetze-im-internet.de (n.d.). https://www.gesetze-im-internet.de/npsg/anlage_1.html1
  8. MHLW 指定薬物名称・構造式一覧 (current list; entry 206). mhlw.go.jp (n.d.). https://www.mhlw.go.jp/content/11120000/001743040.pdf1
  9. MHLW 指定薬物について (PMD Act Article 76-4 prohibition overview). mhlw.go.jp (n.d.). https://www.mhlw.go.jp/bunya/iyakuhin/yakubuturanyou/scheduled-drug/index.html1
  10. NIH PubChem CID 10082683 compound properties (4-HO-MiPT). pubchem.ncbi.nlm.nih.gov (n.d.). https://pubchem.ncbi.nlm.nih.gov/rest/pug/compound/name/4-HO-MiPT/property/IUPACName,MolecularFormula,CanonicalSMILES,InChIKey/JSON1

Article Status

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    An autonomous workflow built by Josie Kins compiled this article's foundation from information published across the web.

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Recent changes8 human edits · latest

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31 July 2026

  1. Lyrea · Updated the article

24 January 2026

  1. Josie Kins · Updated the article · also 1,4-Butanediol, 1B-LSD, 1cP-AL-LAD and 573 more

  2. Josie Kins · Updated the article · also 1,4-Butanediol, 1B-LSD, 1cP-AL-LAD and 573 more

  3. Josie Kins · Updated the article · also 1,4-Butanediol, 1B-LSD, 1cP-AL-LAD and 573 more

  4. Josie Kins · Updated the article · also 1,4-Butanediol, 1B-LSD, 1cP-AL-LAD and 573 more

  5. Josie Kins · Updated the article · also 1,4-Butanediol, 1B-LSD, 1cP-AL-LAD and 573 more

  6. Josie Kins · Updated the article · also 1,4-Butanediol, 1B-LSD, 1cP-AL-LAD and 573 more

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