Identity and Structure
| Chemical Name | 5-MeO-DMT |
|---|---|
| Catalog Entity Type | Compound |
| Formula | C13H18N2O |
| Molar Mass | 218.300 g·mol−1 |
| CAS | 1019-45-0 |
| CAS Numbers and Substance Forms | 1019-45-0 |
| Synonyms | 5-Methoxy-N,N-dimethyltryptamine; 5-Methoxy-N,N-DMT; 5-MeO-DMT; 5-OMe-DMT; MDMT; O-Methylbufotenin; Mebufotenin; Methylbufotenin; N,N,O-Trimethylserotonin; CT-4334; BPL-002; BPL-003; LSR-1019 |
| IUPAC Name | 2-(5-Methoxy-1H-indol-3-yl)-N,N-dimethylethanamine |
| 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 |
| InChIKey | ZSTKHSQDNIGFLM-UHFFFAOYSA-N |
| SMILES | COc2ccc1[nH]cc(CCN(C)C)c1c2 |
Chemical Identifiers
| PubChem CID | 1832 |
|---|---|
| ChemSpider ID | 1766 |
| ChEBI ID | CHEBI:2086 |
| KEGG ID | C08309 |
| UNII | X0MKX3GWU9 |
| ChEMBL ID | ChEMBL7257 |
| IUPHAR/BPS ID | 145 |
| CompTox DTXSID | DTXSID70144324 |
| ECHA ID | 100.012.558 |
Clinical Data
| Drug Class | Non-selective serotonin receptor agonist; Serotonin 5-HT1A receptor agonist; Serotonin 5-HT2A receptor agonist; Serotonergic psychedelic; Hallucinogen |
|---|---|
| Routes of Administration | Inhalation, insufflation, sublingual, rectal, intramuscular, intravenous, oral (with an MAOITooltip monoamine oxidase inhibitor like harmaline) |
| ATC Code | None |
Pharmacokinetics
| Bioavailability | Oral: inactive (without an MAOITooltip monoamine oxidase inhibitor) or weak |
|---|---|
| Metabolism | Oxidative deamination (MAOTooltip monoamine oxidase), O-demethylation (CYP2D6) |
| Metabolites | Bufotenin |
| Onset of Action | Inhalation: seconds or 3–4 min (but up to 10–15 min) Intranasal: 3–15 min Intramuscular: 1–6 min Intravenous: ≤1 minute Oral (with harmaline): 15–18 min |
| Elimination Half-life | Intranasal: 15–26 min Sublingual: 28 min |
| Duration of Action | Inhalation: 5–30 min, but up to 1–2 hours Intranasal: 45–70 min Intramuscular: ≤60 min Intravenous: 10 min Oral (with harmaline) ≥3–4 hours |
Legal Status
| Legal Status (Wikipedia Source Text) | 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 |
|---|
Sources and Attribution
| Wikipedia Source URL | https://en.wikipedia.org/?curid=464571 |
|---|---|
| Wikipedia Retrieval Date | 2026-10-21T19:47:09+00:00 |
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