Research any topic before you write.

Find related topics. | Discover entities. | See connections. | Build a topical map.

Bufotenin: History, Applications & Research

Bufotenin, also known as dimethylserotonin or as 5-hydroxy-N,N-dimethyltryptamine (5-HO-DMT), is a serotonergic psychedelic of the tryptamine family. It is a derivative of the psychedelic dimethyltryptamine (DMT) and of the neurotransmitter serotonin (5-hydroxytryptamine; 5-HT). The compound is an alkaloid found in some species of mushrooms, plants, and…

Language: English [EN]
Use the mouse wheel or two fingers (on touchscreens) to zoom in and out of the map.
100%
More settings
100% 100% 100% 100% 100%

Bufotenin topic overview

The analysis highlights History, Applications and Research as prominent areas in the source structure around Bufotenin.

Related topics
220
Source areas
9
Connected nodes
230
Extracted relationships
175
Related term clusters
43
Bridge connections
230

What this topic covers Research coverage

Source areas are shown by the number of related topics found in each part of the analysis. Use smaller areas too: they can reveal specialized angles and content gaps.

Pharmacology · 65 topics
Overview · 54 topics
Use and effects · 31 topics
Natural occurrence · 26 topics
History · 23 topics
Chemistry · 10 topics
Research · 6 topics
Overdose · 4 topics
Side effects · 1 topics

Smaller areas are not necessarily less important. They contain fewer connections in this analysis and can be useful for finding specialized angles or coverage gaps.

Key facts & relationships

High-confidence facts extracted from structured source data. Use them as anchors for further research.

3D model (JSmol)
Interactive image
ATC code
None
Bioavailability
Weakly active (with or without MAOITooltip monoamine oxidase inhibitor)
Boiling point
320 °C (608 °F)
CAS Number
487-93-4 Y
ChEBI
CHEBI:3210 Y

Start with your topic. Discover where to go next.

Explore different angles and find fresh ideas to shape your next piece of content.

Bufotenin
4Brain-to-blood ratio · 5-MeO-DMT · Psilocin
3Vomiting · Nausea · Hamilton Morris
3Hallucinogen · Toxicity · David E. Nichols
4Substituted tryptamine · Chemical derivative · Dimethyltryptamine
12Serotonergic psychedelic · Neurotransmitter · Alkaloid

Explore all related topics Closing gaps

Browse the complete topic structure, not only the most central items. Less prominent entities and concepts can reveal missing angles, specialized context and useful research gaps. Each item opens a new analysis centered on that subject.

Overview

Use and effects

Side effects

Overdose

Pharmacology

Chemistry

Natural occurrence

History

Research

For the semantics nerds

You can skip this section if you’re here for content ideas and keyword inspiration.

Advanced semantic analysis

How Bufotenin connects Entity context

The extracted context around Bufotenin shows recurring relationship patterns in the source. For example, Bufotenin → Comparing, DMT, EC50, EC50Tooltip, Findings, HO-DMT, HO-T, HT1A, HT1B, HT1D, HT1F, HT2A, HT2C, HT3, HT4, HT6, HT7, IC50, Ki, MeO-DMT Another extracted example is Bufotenin → AcO-DMT, AMS, BuCO-DMT, DMT, HO-AMT, HO-DET, HO-DiPT, HO-DMT, HO-DPT, HO-MET, MeO-DMT, N-methylbufotenin, O-acetylbufotenine, O-methylbufotenin, O-pivalylbufotenine, O-sulfate. Use these groups to spot repeated connection types before inspecting the individual relationships.

Bufotenin

Top relations

related to Pharmacodynamics · 24
Bufotenin → Comparing, DMT, EC50, EC50Tooltip, Findings, HO-DMT, HO-T, HT1A, HT1B, HT1D, HT1F, HT2A, HT2C, HT3, HT4, HT6, HT7, IC50, Ki, MeO-DMT
related to Analogues and derivatives · 16
Bufotenin → AcO-DMT, AMS, BuCO-DMT, DMT, HO-AMT, HO-DET, HO-DiPT, HO-DMT, HO-DPT, HO-MET, MeO-DMT, N-methylbufotenin, O-acetylbufotenine, O-methylbufotenin, O-pivalylbufotenine, O-sulfate
related to history · 16
Bufotenin → Anadenanthera, Austrian, Bufo, Bufotenine, Clinical, Césaire Phisalix, French, Gabriel Bertrand, German, Hans Handovsky, Heinrich Wieland, Japanese, Kenya Shimodaira, Schedule, Toshio Hoshino, United States
related to Overdose · 8
Bufotenin → Asian, Central Formosa, Death, Dec, In April, LD50, South Korean, Taiwanese
related to Toads · 8
Bufotenin → Bufo, China, Colorado River, Extracts, Incilius, Mesoamerica, Mesoamerican, Rhinella
Legal status · 6
Bufotenin → AU: S9 (Prohibited substance), CA: Unscheduled, DE: NpSG (Industrial and scientific use only), Illegal in Sweden, UK: Class A, US: Schedule I
related to Morris (2020s) · 6
Bufotenin → DMT, Hamilton Morris, HT3, MeO-DMT, Morris, Zofran
related to Anadenanthera seeds · 5
Bufotenin → Anadenanthera, Caribbean, Central, Columbian, South America
related to Chemistry · 5
Bufotenin → DMT, HO-DMT, HT, MeO-DMT, N-dimethyltryptamine
related to Isbell (1956) · 5
Bufotenin → Anadenanthera, Harris Isbell, Kentucky, Lexington, Public Health Service Hospital

Important terminology

Use these terms to understand the vocabulary surrounding the topic, not as a checklist for keyword stuffing.

Important terminology

effects psychedelic serotonin also 5-meo-dmt toad dmt bufo drug reported found psilocin use mg peripheral receptor morris toads doses higher

Bufotenin relationships Subject–Predicate–Object triples

TTTA extracted 175 structured relationships around Bufotenin. Examples in this analysis include Bufotenin → 3D model (JSmol) → Interactive image and Bufotenin → ATC code → None. The table shows each extracted connection, where it came from and its confidence.

SubjectPredicateObjectConfidenceSrc
Bufotenin3D model (JSmol)Interactive image1.00infobox
BufoteninATC codeNone1.00infobox
BufoteninBioavailabilityWeakly active (with or without MAOITooltip monoamine oxidase inhibitor)1.00infobox
BufoteninBoiling point320 °C (608 °F)1.00infobox
BufoteninCAS Number487-93-4 Y1.00infobox
BufoteninChEBICHEBI:3210 Y1.00infobox
BufoteninChEMBLChEMBL416526 Y1.00infobox
BufoteninChemSpider9839 Y1.00infobox
BufoteninCompTox Dashboard (EPA)DTXSID00488941.00infobox
BufoteninDrug classSerotonergic psychedelic; Hallucinogen; Serotonin receptor agonist; Serotonin 5-HT2A receptor agonist1.00infobox
BufoteninDrugBankDB01445 Y1.00infobox
BufoteninDuration of actionPOTooltip Oral administration: ~2 hours INTooltip Intranasal administration: 30–90 min SLTooltip Sublingual administration: 30–90 min RECTooltip Rectal administration: ~1 hour I…1.00infobox
BufoteninECHA InfoCard100.006.9711.00infobox
BufoteninFormulaC12H16N2O1.00infobox
BufoteninIUPHAR/BPS1441.00infobox
BufoteninKEGGC08299 Y1.00infobox
BufoteninLegal statusAU: S9 (Prohibited substance)1.00infobox
BufoteninLegal statusCA: Unscheduled1.00infobox
BufoteninLegal statusDE: NpSG (Industrial and scientific use only)1.00infobox
BufoteninLegal statusUK: Class A1.00infobox
BufoteninLegal statusUS: Schedule I1.00infobox
BufoteninLegal statusIllegal in Sweden1.00infobox
BufoteninMelting point146 to 147 °C (295 to 297 °F)1.00infobox
BufoteninMetabolismDeamination via MAO-ATooltip monoamine oxidase A and conjugation (glucuronidation, sulfation)1.00infobox
BufoteninMetabolites• 5-HIAATooltip 5-Hydroxyindoleacetic acid • Glucuronide and sulfate conjugates1.00infobox
BufoteninMolar mass204.273 g·mol−11.00infobox
BufoteninOnset of actionPOTooltip Oral administration: 20 min INTooltip Intranasal administration: 5–15 min SLTooltip Sublingual administration: 5–15 min RECTooltip Rectal administration: ~15 min INHTo…1.00infobox
BufoteninOther namesBufotenine; 5-Hydroxy-N,N-dimethyltryptamine; 5-HO-DMT; 5-OH-DMT; N,N-Dimethyl-5-hydroxytryptamine; N,N-Dimethylserotonin; Dimethylserotonin; Dimethyl-5-HT; Cebilcin; Mappine1.00infobox
BufoteninPubChem CID102571.00infobox
BufoteninRoutes of administrationOral, intranasal/insufflation, inhalation, sublingual, rectal, intravenous1.00infobox

Related concept clusters Related term clusters

The concept neighborhoods around Bufotenin bring nearby vocabulary together. In this analysis, examples include Effects, Serotonin and Psychedelic. Use the clusters to find adjacent concepts and terminology that may deserve separate research.

  • serotonergic psychedelic
    • Effects
    • Active
    • Use
    • Morris
    • Produce
    • Humans
    • Ott
    • Anadenanthera
    • Serotonin
    • Bufo
    • Found
    • Higher
  • psychedelic
    • Effects
    • Active
    • Morris
    • Produce
    • Humans
    • Ott
    • Anadenanthera
    • Use
    • Serotonin
    • Bufo
    • Found
    • Higher
  • Bufotenin
    • Effects
    • Serotonin
    • Psychedelic
    • 5-meo-dmt
    • Receptor
    • Drug
    • Mg
    • Dmt
    • Morris
    • Ott
    • Like
    • Others
  • bufotenin
    • Effects
    • Serotonin
    • Psychedelic
    • 5-meo-dmt
    • Receptor
    • Drug
    • Mg
    • Dmt
    • Morris
    • Ott
    • Like
    • Others
  • 5-meo-dmt
    • Dmt
    • Serotonin
    • Like
    • Psilocin
    • Receptor
    • 5-ht1a
    • Higher
    • Effects
    • Bufotenin
    • Brain
    • Psychedelic
    • Species
  • side effects
    • Psychedelic
    • Produce
    • Doses
    • Mg
    • Like
    • Peripheral
    • Ott
    • Reported
    • Serotonergic
    • Humans
    • Bufotenine
    • Others
  • bufo alvarius: the psychedelic toad of the sonoran desert
    • Toad
    • Species
    • Effects
    • Active
    • Morris
    • Produce
    • Many
    • Toads
    • Bufotenine
    • Humans
    • Orally
    • Ott
  • adverse effects
    • Psychedelic
    • Produce
    • Doses
    • Mg
    • Like
    • Peripheral
    • Ott
    • Reported
    • Serotonergic
    • Humans
    • Bufotenine
    • Others

Connections between topic areas Semantic bridges

For Bufotenin, one of the stronger structural bridges in this analysis connects Bufotenin with Pharmacology. Bridges highlight paths between different parts of the map and can reveal research angles that are easy to miss in a flat list.

Min side: 3
Bufotenin — Pharmacology · splits 165 ⟂ 66
Bufotenin — Overview · splits 176 ⟂ 55
Bufotenin — Use and effects · splits 199 ⟂ 32
Bufotenin — Natural occurrence · splits 203 ⟂ 28
Bufotenin — History · splits 207 ⟂ 24
Bufotenin — Chemistry · splits 220 ⟂ 11
Bufotenin — Research · splits 224 ⟂ 7
Bufotenin — Overdose · splits 226 ⟂ 5

Map overview Semantic statistics

Bufotenin

Nodes231
Edges230
Triples175
Avg. degree1.99
Density0.008658
Components1

Source & methodology

TTTA analyzes the structure around Bufotenin to surface related topics, entities, relationships, concept neighborhoods and bridge connections. Use the map to explore areas such as History, Applications & Research, including less central topics that may reveal useful research gaps. Automatically extracted connections are research leads rather than rewritten encyclopedia content.

Source: Wikipedia — Bufotenin · EN edition · Analysis: TopicsToTalkAbout

For writers, content strategists, SEOs, marketers and creators — from quick topic research to advanced semantic analysis.

Monitor your Domain Rating with FrogDR