Details of the Drug Metabolized by Drug-Metabolizing Enzyme (DME)

General Information of Drug (ID: DR0021)
Drug Name
Methoxybufotenin
Synonyms
Bufotenine, O-methyl-; MeODMT; 5-Methoxy-N,N-Dimethyltryptamine; Methoxydimethyltryptamines; Methylbufotenine; N,N-Dimethyl-5-methoxytryptamine; O-Methylbufotenine; 1019-45-0; 1H-Indole-3-ethanamine, 5-methoxy-N,N-dimethyl-; 2-(5-Methoxy-1H-indol-3-yl)-N,N-dimethylethanamine; 3-(2-Dimethylaminoethyl)-5-methoxyindole; 5-MeO-DMT; 5-Methoxy-N,N-dimethyl-1H-indole-3-ethanamine; 5-Methoxy-N,N-dimethyltryptamine; 5-Methoxydimethyltryptamine; 5-OMe-DMT; CT 4334; INDOLE, 3-(2-(N,N-DIMETHYLAMINO)ETHYL)-5-METHOXY-; NSC 88624; UNII-X0MKX3GWU9
Indication Discovery agent Investigative [1]
Structure
3D MOL 2D MOL
Pharmaceutical Properties Molecular Weight 218.29 Topological Polar Surface Area 28.3
Heavy Atom Count 16 Rotatable Bond Count 4
Hydrogen Bond Donor Count 1 Hydrogen Bond Acceptor Count 2
Cross-matching ID
PubChem CID
1832
PubChem SID
10507 ; 396190 ; 855873 ; 3133037 ; 5496810 ; 8151306 ; 10502422 ; 11111436 ; 11388126 ; 11536794 ; 14773502 ; 24278119 ; 26751543 ; 29221031 ; 46530517 ; 47291301 ; 47440455 ; 47589168 ; 47810950 ; 48035331 ; 48185166 ; 48259441 ; 49747340 ; 49830131 ; 49983965 ; 50100273 ; 50104133 ; 57321042 ; 58004968 ; 76623346 ; 81040716 ; 81093165 ; 85209445 ; 92265408 ; 99381478 ; 103165737 ; 104298854 ; 118048564 ; 124438278 ; 124749945 ; 124801106 ; 124880659 ; 124880660 ; 124880661 ; 124880662 ; 124999880 ; 125336666 ; 126524284 ; 126566690 ; 126572697
ChEBI ID
CHEBI:2086
CAS Number
1019-45-0
TTD Drug ID
D0C5XQ
Formula
C13H18N2O
Canonical SMILES
CN(C)CCC1=CNC2=C1C=C(C=C2)OC
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
The Metabolic Roadmap of This Drug
The Full List of Drug Metabolites (DM) of This Drug
DM Name DM ID PubChem ID Reaction DM Level REF
5-methoxyindoleacetic acid DM005466
18986
Unclear 1 [2]
Bufotenine DM002636
10257
Oxidation - O-demethylation 1 [2]
5-hydroxyindoleacetic acid DM005465
1826
Unclear 2 [2]
The Full List of Metabolic Reaction (MR) of This Drug
MR ID Reactant Product MR Type DME REF
MR005816 Methoxybufotenin Bufotenine Oxidation - O-demethylation CYP2D6 [2]
MR005818 Methoxybufotenin 5-methoxyindoleacetic acid Unclear Unclear [2]
MR005817 Bufotenine 5-hydroxyindoleacetic acid Unclear Unclear [2]
Drug-Metabolizing Enzyme(s) (DME) Metabolizing This Drug
DME Name DME Info Species Uniprot ID EC Number REF
Cytochrome P450 2D6 (CYP2D6) DME0009 Homo sapiens
CP2D6_HUMAN
1.14.14.1
[2]
References
1 The IUPHAR/BPS Guide to PHARMACOLOGY in 2020: extending immunopharmacology content and introducing the IUPHAR/MMV Guide to MALARIA PHARMACOLOGY. Nucleic Acids Res. 2020 Jan 8;48(D1):D1006-D1021. (Ligand id: 145).
2 Psychedelic 5-methoxy-N,N-dimethyltryptamine: metabolism, pharmacokinetics, drug interactions, and pharmacological actions. Curr Drug Metab. 2010 Oct;11(8):659-66.

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