5-MeO-DMT

5-MeO-DMT
Clinical data
Routes of; administration	Smoked, Insufflated, Oral (with a MAOI)
Legal status
Legal status	AU: S9 (Prohibited substance); BR: Class F2 (Prohibited psychotropics); DE: Anlage I (Authorized scientific use only); UK: Class A; US: Schedule I; Illegal in China, Sweden, Turkey;
Identifiers
	IUPAC name 2-(5-Methoxy-1H-indol-3-yl)-N,N-dimethylethanamine;
CAS Number	1019-45-0 ;
PubChem CID	1832;
IUPHAR/BPS	145;
ChemSpider	1766 ;
UNII	X0MKX3GWU9;
KEGG	C08309 ;
ChEBI	CHEBI:2086 ;
ChEMBL	ChEMBL7257 ;
CompTox Dashboard (EPA)	DTXSID70144324 ;
ECHA InfoCard	100.012.558
Chemical and physical data
Formula	C13H18N2O
Molar mass	218.300 g·mol−1
3D model (JSmol)	Interactive image;
	SMILES COc2ccc1[nH]cc(CCN(C)C)c1c2;
	InChI InChI=1S/C13H18N2O/c1-15(2)7-6-10-9-14-13-5-4-11(16-3)8-12(10)13/h4-5,8-9,14H,6-7H2,1-3H3 ; Key:ZSTKHSQDNIGFLM-UHFFFAOYSA-N ;
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5-MeO-DMT (5-methoxy-N,N-dimethyltryptamine) or O-methyl-bufotenin is a psychedelic of the tryptamine class. It is found in a wide variety of plant species, and also is secreted by the glands of at least one toad species, the Colorado River toad. Like its close relatives DMT and bufotenin (5-HO-DMT), it has been used as an entheogen in South America.^[2] Slang terms include Five-methoxy, the power, bufo, and toad venom.^[3]

^ Anvisa (2023-07-24). "RDC Nº 804 - Listas de Substâncias Entorpecentes, Psicotrópicas, Precursoras e Outras sob Controle Especial" [Collegiate Board Resolution No. 804 - Lists of Narcotic, Psychotropic, Precursor, and Other Substances under Special Control] (in Brazilian Portuguese). Diário Oficial da União (published 2023-07-25). Archived from the original on 2023-08-27. Retrieved 2023-08-27.
^ Araújo AM, Carvalho F, Bastos M, Guedes de Pinho P, Carvalho M (August 2015). "The hallucinogenic world of tryptamines: an updated review". Archives of Toxicology. 89 (8): 1151–1173. doi:10.1007/s00204-015-1513-x. PMID 25877327. S2CID 4825078.
^ "Ultimate Guide to 5-MeO-DMT - Experience, Benefits, & Side Effects". 29 June 2020.

[1] Anvisa (2023-07-24). "RDC Nº 804 - Listas de Substâncias Entorpecentes, Psicotrópicas, Precursoras e Outras sob Controle Especial" [Collegiate Board Resolution No. 804 - Lists of Narcotic, Psychotropic, Precursor, and Other Substances under Special Control] (in Brazilian Portuguese). Diário Oficial da União (published 2023-07-25). Archived from the original on 2023-08-27. Retrieved 2023-08-27.

[2] Araújo AM, Carvalho F, Bastos M, Guedes de Pinho P, Carvalho M (August 2015). "The hallucinogenic world of tryptamines: an updated review". Archives of Toxicology. 89 (8): 1151–1173. doi:10.1007/s00204-015-1513-x. PMID 25877327. S2CID 4825078.

[3] "Ultimate Guide to 5-MeO-DMT - Experience, Benefits, & Side Effects". 29 June 2020.

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Clinical data


Routes of administration	Smoked, Insufflated, Oral (with a MAOI)
Legal status
Legal status	AU: S9 (Prohibited substance) BR: Class F2 (Prohibited psychotropics)^[1] DE: Anlage I (Authorized scientific use only) UK: Class A US: Schedule I Illegal in China, Sweden, Turkey
Identifiers
IUPAC name 2-(5-Methoxy-1H-indol-3-yl)-N,N-dimethylethanamine
CAS Number	1019-45-0^Y
PubChem CID	1832
IUPHAR/BPS	145
ChemSpider	1766^Y
UNII	X0MKX3GWU9
KEGG	C08309^Y
ChEBI	CHEBI:2086^Y
ChEMBL	ChEMBL7257^Y
CompTox Dashboard (EPA)	DTXSID70144324
ECHA InfoCard	100.012.558
Chemical and physical data
Formula	C₁₃H₁₈N₂O
Molar mass	218.300 g·mol⁻¹
3D model (JSmol)	Interactive image
SMILES COc2ccc1[nH]cc(CCN(C)C)c1c2
InChI InChI=1S/C13H18N2O/c1-15(2)7-6-10-9-14-13-5-4-11(16-3)8-12(10)13/h4-5,8-9,14H,6-7H2,1-3H3^Y Key:ZSTKHSQDNIGFLM-UHFFFAOYSA-N^Y
^NY (what is this?) (verify)