dimethyltryptamine
Chemical compound
Also known as DMT · N,N-dimethyltryptamine · 3-(2-dimethylaminoethyl)indole · N,N-dimethyl-1H-indole-3-ethylamine · 3-[2-(dimethylamino)ethyl]indole · 2-(3-indolyl)ethyldimethylamine
- Formula
- C₁₂H₁₆N₂
1
- C₁₂H₁₆N₂
- Mass
- 188.1313 Da
1
- 188.1313 Da
- Melting point
- 47°C
- Boiling point
- 332.12°C
- Density
- 1.076 g/cm³
Overview
Chemistry
All data
102 statements · 60% with external sources · numbers in brackets are citations
- Canonical SMILES
- CN(C)CCC1=CNC2=CC=CC=C21
1
- CN(C)CCC1=CNC2=CC=CC=C21
- PKa
- 8.68
- Physically interacts with
- 5-hydroxytryptamine receptor 1D subject has role: agonist
1
- 5-hydroxytryptamine receptor 6 subject has role: agonist
1
- 5-hydroxytryptamine receptor 1D subject has role: agonist
- Found in taxon
- Acacia maidenii
4
Sources- 1.Stated in Alkaloids of the Australian Leguminosae. V. The occurrence of methylated tryptamines in Acacia maidenii F. Muell
- 2.Stated in Alkaloids of Acacia. I. NbNb-Dimethyltryptamine in Acacia phlebophylla F. Muell
- 3.Stated in Alcaloides de Acacia simplicifolia
- 4.Stated in Alkaloids of the Australian Leguminosae. VII. Nb-Methyltetrahydroharman from Acacia complanata A. Cunn. ex Benth
- Acacia phlebophylla
4
Sources- 1.Stated in Alkaloids of Acacia. I. NbNb-Dimethyltryptamine in Acacia phlebophylla F. Muell
- 2.Stated in Alcaloides de Acacia simplicifolia
- 3.Stated in Alkaloids of the Australian Leguminosae. V. The occurrence of methylated tryptamines in Acacia maidenii F. Muell
- 4.Stated in Alkaloids of the Australian Leguminosae. VII. Nb-Methyltetrahydroharman from Acacia complanata A. Cunn. ex Benth
- Vachellia rigidula
5
Sources- 1.Stated in Toxic amines and alkaloids from acacia rigidula
- 2.Stated in Alkaloids of Acacia. I. NbNb-Dimethyltryptamine in Acacia phlebophylla F. Muell
- 3.Stated in Alcaloides de Acacia simplicifolia
- 4.Stated in Alkaloids of the Australian Leguminosae. V. The occurrence of methylated tryptamines in Acacia maidenii F. Muell
- 5.Stated in Alkaloids of the Australian Leguminosae. VII. Nb-Methyltetrahydroharman from Acacia complanata A. Cunn. ex Benth
- Acacia simplex
4
Sources- 1.Stated in Alcaloides de Acacia simplicifolia
- 2.Stated in Alkaloids of Acacia. I. NbNb-Dimethyltryptamine in Acacia phlebophylla F. Muell
- 3.Stated in Alkaloids of the Australian Leguminosae. V. The occurrence of methylated tryptamines in Acacia maidenii F. Muell
- 4.Stated in Alkaloids of the Australian Leguminosae. VII. Nb-Methyltetrahydroharman from Acacia complanata A. Cunn. ex Benth
- Stenostomum lucidum
1
- Mimosa tenuiflora
- Smenospongia aurea
- Arisaema decipiens
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- Acacia confusa
3
Sources- 1.Stated in NMR spectral assignments of a new chlorotryptamine alkaloid and its analogues from Acacia confusa
- 2.Stated in Flavonoid Aglycones and Indole Alkaloids from the Roots ofAcacia Confusa
- 3.Stated in Nb-Methylated tryptamines and other constituents ofAcacia confusaMerr. of Hong Kong
- Amanita citrina
- Amanita porphyria
- Arundo donax
- Cacia confusa
3
Sources- 1.Stated in NMR spectral assignments of a new chlorotryptamine alkaloid and its analogues from Acacia confusa
- 2.Stated in Flavonoid Aglycones and Indole Alkaloids from the Roots ofAcacia Confusa
- 3.Stated in Nb-Methylated tryptamines and other constituents ofAcacia confusaMerr. of Hong Kong
- Catharanthus roseus
4
Sources- 1.Stated in Catharanthus alkaloids—XXXIX
- 2.Stated in Alkaloid Production inCatharanthusroseus Cell Cultures. IV. Characterization of the 953 Cell Line
- 3.Stated in Alkaloid production in Catharanthus roseus cell cultures: Isolation and characterization of alkaloids from one cell line
- 4.Stated in EXPLORING ANTI-HYPERGLYCEMIC POTENTIAL OF ALKALOID COMPOUNDS FROM CATHARANTHUS ROSEUS G. DON (L) AGAINST VARIOUS TYPE II DIABETES TARGETS BY IN SILICO VIRTUAL SCREENING
- Phyllodium pulchellum
- Lespedeza bicolor
- Phalaris aquatica
- Vepris ampody
1
- Virola sebifera
2
- Zanthoxylum arborescens
- Huperzia phlegmaria
1
- Fissistigma latifolium
1
- Mimosa zimapanensis
- Senegalia polyacantha
4
Sources- 1.Stated in Alkaloids of Acacia. I. NbNb-Dimethyltryptamine in Acacia phlebophylla F. Muell
- 2.Stated in Alcaloides de Acacia simplicifolia
- 3.Stated in Alkaloids of the Australian Leguminosae. V. The occurrence of methylated tryptamines in Acacia maidenii F. Muell
- 4.Stated in Alkaloids of the Australian Leguminosae. VII. Nb-Methyltetrahydroharman from Acacia complanata A. Cunn. ex Benth
- Vachellia oerfota
4
Sources- 1.Stated in Alkaloids of Acacia. I. NbNb-Dimethyltryptamine in Acacia phlebophylla F. Muell
- 2.Stated in Alcaloides de Acacia simplicifolia
- 3.Stated in Alkaloids of the Australian Leguminosae. V. The occurrence of methylated tryptamines in Acacia maidenii F. Muell
- 4.Stated in Alkaloids of the Australian Leguminosae. VII. Nb-Methyltetrahydroharman from Acacia complanata A. Cunn. ex Benth
- Senegalia senegal
4
Sources- 1.Stated in Alkaloids of the Australian Leguminosae. VII. Nb-Methyltetrahydroharman from Acacia complanata A. Cunn. ex Benth
- 2.Stated in Alkaloids of Acacia. I. NbNb-Dimethyltryptamine in Acacia phlebophylla F. Muell
- 3.Stated in Alcaloides de Acacia simplicifolia
- 4.Stated in Alkaloids of the Australian Leguminosae. V. The occurrence of methylated tryptamines in Acacia maidenii F. Muell
- Anadenanthera peregrina
3
Sources- 1.Stated in Bases derived from tryptamine in argentine Piptadenia species
- 2.Stated in Indole Alkaloids of Acer saccharinum (the Silver Maple), Dictyoloma incanescens, Piptadenia colubrina, and Mimosa hostilis
- 3.Stated in Organic bases from Brazilian Piptadenia species
- Phalaris coerulescens
- Phlegmariurus phlegmaria
1
- Acacia maidenii
- Substance control status
- Schedule I (Russia) applies to jurisdiction: Russia
1
Sources- 1.Stated in Government Decree No. 681 of 30 June 1998 (Russia)consultant.ru/document/cons_doc_LAW_19243/Retrieved 2026-08-31
- Schedule 9 (Australia) applies to jurisdiction: Australia
- Schedule III (Canada) applies to jurisdiction: Canada
- Anlage I (Germany) applies to jurisdiction: Germany
- Class A (United Kingdom) applies to jurisdiction: United Kingdom
- Schedule I (United States) applies to jurisdiction: United States
- Schedule I (Convention on Psychotropic Substances 1971)
- Schedule I (Russia) applies to jurisdiction: Russia
On other databases
44 identifiers linking dimethyltryptamine across the web's reference databases
- Bibliothèque nationale de France ID14651008s
- BNCF Thesaurus ID68108
- CAS Registry Number61-50-7
- ChEBI ID28969
- ChEMBL IDCHEMBL12420
- ChemSpider ID5864
- Dewey Decimal Classification615.7883
- DrugBank IDDB01488
- DSSTOX compound identifierDTXCID4065313
- DSSTox substance IDDTXSID60110053
- EC number200-508-4
- ECHA Substance Infocard ID100.000.463
- Encyclopædia Britannica Online IDscience/DMT
- Freebase ID/m/02f8v
- GND ID4779583-9
- Guide to Pharmacology Ligand ID141
- Harper's tagdmt
- HSDB ID8017
- Human Metabolome Database IDHMDB0005973
- InChIInChI=1S/C12H16N2/c1-14(2)8-7-10-9-13-12-6-4-3-5-11(10)12/h3-6,9,13H,7-8H2,1-2H3
- InChIKeyDMULVCHRPCFFGV-UHFFFAOYSA-N
- J9U entity ID987007290699105171
- KBpedia IDDimethyltryptamine
- KEGG IDC08302
- KNApSAcK IDC00001407
- Library of Congress Authorities IDsh00000063
- MassBank accession IDMSBNK-Fac_Eng_Univ_Tokyo-JP003741
- MeSH descriptor IDD004130
- MeSH tree codeD02.092.211.215.801.451
- Microsoft Academic ID (discontinued)2778835838
- NL CR AUT IDph327625
- NMRShiftDB structure ID10017644
- NSC number63795
- PDB ligand IDA1AFV
- Probes And Drugs IDPD008831
- PubChem CID6089
- Reaxys registry number138259
- SPLASHsplash10-0a4l-9600000000-10c02a794409bc80866e
- SubredditDMT
- SureChEMBL ID335710
- SVKKL authority ID0229530-DMT-halucinogen
- UMLS CUIC0027183
- UniChem compound ID106965
- UNIIWUB601BHAA