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O-Methylbufotenine

PubChem CID: 1832

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Compound Synonyms N,N-Dimethyl-5-methoxytryptamine, 5-Methoxy-N,N-dimethyltryptamine, 1019-45-0, Methoxybufotenin, O-Methylbufotenine, 5-MeO-DMT, MeODMT, 5-Methoxydimethyltryptamine, Methylbufotenine, Bufotenine, O-methyl-, 3-(2-Dimethylaminoethyl)-5-methoxyindole, 2-(5-Methoxy-1H-indol-3-yl)-N,N-dimethylethanamine, Mebufotenin, 1H-Indole-3-ethanamine, 5-methoxy-N,N-dimethyl-, CT 4334, 5-Methoxy-N,N-dimethyl-1H-indole-3-ethanamine, NSC 88624, EINECS 213-813-2, NSC-88624, 5-Methoxy-N,N-dimethyl-1H-indole-3-ethylamine, 3-(2-(N,N-Dimethyl)aminoethyl)-5-methoxyindole, BRN 0164771, INDOLE, 3-(2-(N,N-DIMETHYLAMINO)ETHYL)-5-METHOXY-, CHEBI:2086, 5-OMe-DMT, X0MKX3GWU9, 5-METHOXY-N-DIMETHYLTRYPTAMINE, Indole, 3-(2-(dimethylamino)ethyl)-5-methoxy-, 3-[2-(N,N-Dimethylamino)ethyl]-5-methoxy-indole, CHEMBL7257, MLS000069438, DTXSID70144324, Indole, 3-[2-(dimethylamino)ethyl]-5-methoxy-, 5-22-12-00027 (Beilstein Handbook Reference), 2-(5-methoxy-1H-indol-3-yl)-N,N-dimethylethan-1-amine, SMR000059066, [2-(5-METHOXY-1H-INDOL-3-YL)-ETHYL]-DIMETHYL-AMINE, 3-(2-(N,N-Dimethylamino)ethyl)-5-methoxy-indole, 3-(2-(N,N-Dimethylamino)ethyl)-5-methoxyindole, 3-[2-(N,N-Dimethylamino)ethyl]-5-methoxyindole, UNII-X0MKX3GWU9, (2-(5-Methoxy-1H-Indol-3-Yl)-Ethyl)-Dimethyl-Amine, Mebufotenina, Mebufotenine, mebufotenin [INN], 5-Methoxy-DMT, Maybridge3_000045, Lopac-M-2381, DMT,5-Me, cid_1832, Lopac0_000724, Oprea1_596468, GTPL145, SCHEMBL132733, 2-(5-methoxy-1H-indol-3-yl)-N,N-dimethyl-ethanamine, DTXCID1066815, BDBM30707, HMS1431C01, HMS2235C20, HMS3370M04, N,N-Dimethyl-5-methoxy tryptamine, NSC88624, MFCD00005658, PDSP1_000032, PDSP1_000447, PDSP2_000032, PDSP2_000445, STK368074, AKOS005203483, Bufotenine, 5-Methoxydimethyltryptamine, CCG-204809, DB14010, SDCCGMLS-0003129.P003, IDI1_011432, WLN: T56 BMJ D2N1&1 GO1, NCGC00015654-01, NCGC00015654-02, NCGC00015654-03, NCGC00015654-04, NCGC00015654-05, NCGC00015654-06, NCGC00023288-03, NCGC00023288-04, Indole,N-dimethylamino)ethyl]-5-methoxy-, DB-005455, 3-[2-(Dimethylamino)ethyl]-5-methoxyindole, NS00023092, C08309, D-5380, [2-(5-methoxy-1H-indol-3-yl)ethyl]dimethylamine, 2-(5-methoxy-1H-indol-3-yl)ethyl-dimethyl-amine, 5-methoxyindole 3-(2-(N,N-Dimethylamino)ethyl), L000724, Q570757, 2-(5-methoxy-1H-indol-3-yl)-ethyl-dimethyl-amine, BRD-K34224286-001-07-1, Indole, 3-(2-(dimethylamino)ethyl)-5-methoxy-(8CI), 1H-Indole-3-ethanamine, 5-methoxy-N,N-dimethyl-(9CI), 2-(5-Methoxy-1H-indol-3-yl)-N,N-dimethylethanamine #, 3-(2-Dimethylaminoethyl)-5-methoxyindole, 2-(5-methoxy-1H-indol-3-yl)-N,N-dimethylethanamine, YFW
Ghose Rule True
Classyfire Kingdom Organic compounds
Topological Polar Surface Area 28.3
Hydrogen Bond Donor Count 1.0
Pfizer 3 75 Rule False
Scaffold Graph Level C1CCC2CCCC2C1
Np Classifier Class Simple indole alkaloids
Deep Smiles COcccccc6)cCCNC)C))))c[nH]5
Heavy Atom Count 16.0
Classyfire Class Indoles and derivatives
Description 5-Methoxydimethyltryptamine, like all Methoxydimethyltryptamines is a compound that contain the biogenic monoamine tryptamine and is substituted with one methoxy group and two methyl groups. Members of this group include several potent serotonergic hallucinogens found in several unrelated plants, skins of certain toads, and in mammalian brains. They are possibly involved in the etiology of schizophrenia. (PubChem) They are formed as metabolites of serotonin (5-hydroxytryptamine) or tryptamine by the enzyme indolethylamine N-methyltransferase (INMT). The physiological significance of the N-methylating pathway of indoleamine metabolism, and of the methylated end products, is unknown. Because of the known psychotropic properties of the dimethylated amines, their possible involvement in the chemical pathogenesis of mental disorders has received wide interest. The hallucinogenic actions of the methylated indoleamines, like those of LSD, are believed to be mediated through the 5HT2 receptor. (PMID 11763413) [HMDB]
Scaffold Graph Node Level C1CCC2NCCC2C1
Classyfire Subclass Tryptamines and derivatives
Isotope Atom Count 0.0
Molecular Complexity 220.0
Database Name cmaup_ingredients;fooddb_chem_all;hmdb_chem_all;imppat_phytochem;npass_chem_all;pubchem
Defined Atom Stereocenter Count 0.0
Uniprot Id P50406, P34969, P19327, P28564, P14842, P28565, P08909, P28223, P28335, P28221, P30994, P32305, P08908, P28222, Q60484, P41595, Q9Y468, P10635, P11712, Q9QUQ5, P05177, O42275, Q8WXA8, P48039, P49286, n.a.
Iupac Name 2-(5-methoxy-1H-indol-3-yl)-N,N-dimethylethanamine
Prediction Hob 1.0
Class Indoles and derivatives
Veber Rule True
Classyfire Superclass Organoheterocyclic compounds
Target Id NPT294, NPT1785, NPT290, NPT974, NPT92, NPT973, NPT292, NPT291, NPT864, NPT110, NPT212, NPT208, NPT4046, NPT4047
Xlogp 1.5
Superclass Alkaloids and derivatives
Subclass Tryptamines and derivatives
Gsk 4 400 Rule True
Molecular Formula C13H18N2O
Scaffold Graph Node Bond Level c1ccc2[nH]ccc2c1
Prediction Swissadme 1.0
Inchi Key ZSTKHSQDNIGFLM-UHFFFAOYSA-N
Silicos It Class Moderately soluble
Fcsp3 0.3846153846153846
Logs -1.88
Rotatable Bond Count 4.0
State Solid
Logd 1.873
Synonyms 3-(2-(N,N-Dimethyl)aminoethyl)-5-methoxyindole, 3-(2-Dimethylaminoethyl)-5-methoxyindole, 3-[2-(N,N-dimethylamino)Ethyl]-5-methoxy-indole, 5-MeO-dmt, 5-methoxy-N,N-dimethyl-1H-Indole-3-ethanamine, 5-Methoxy-N,N-dimethyl-1H-indole-3-ethylamine, 5-Methoxy-N,N-dimethyltryptamine, 5-methoxyindole 3-(2-(N,N-Dimethylamino)ethyl), Bufotenine, 5-Methoxydimethyltryptamine, MeODMT, Methoxybufotenin, Methylbufotenine, N,N-Dimethyl-5-methoxy tryptamine, N,N-Dimethyl-5-methoxytryptamine, O-methylbufotenine, 3-[2-(N,N-Dimethylamino)ethyl]-5-methoxy-indole, 5-MeO-DMT, 5-Methoxy-N,N-dimethyl-1H-indole-3-ethanamine, O-Methylbufotenine, 5-Methoxyindole 3-(2-(N,N-dimethylamino)ethyl), Bufotenine, 5-methoxydimethyltryptamine, Methoxydimethyltryptamines, Methoxydimethyltryptamine, Methylbufotenin, 5 Methoxy N,N dimethyltryptamine, N,N Dimethyl 5 methoxytryptamine, 5-methoxy-n,n-dimethyltryptamin, 5-methoxy-n,n-dimethyltryptamine, n,n-dimethyl-5-methoxytryptamine
Substituent Name Bufotenine, Serotonin, Tryptamine, Alkaloid or derivatives, Hydroxyindole, Indole or derivatives, Indole, Anisole, Aralkylamine, Alkyl aryl ether, Benzenoid, Substituted pyrrole, Heteroaromatic compound, Pyrrole, Tertiary aliphatic amine, Tertiary amine, Azacycle, Organoheterocyclic compound, Ether, Hydrocarbon derivative, Organooxygen compound, Organonitrogen compound, Amine, Aromatic heteropolycyclic compound
Esol Class Soluble
Functional Groups CN(C)C, cOC, c[nH]c
Compound Name O-Methylbufotenine
Kingdom Organic compounds
Prediction Hob Swissadme 1.0
Exact Mass 218.142
Formal Charge 0.0
Monoisotopic Mass 218.142
Hydrogen Bond Acceptor Count 2.0
Molecular Weight 218.29
Gi Absorption True
Covalent Unit Count 1.0
Total Atom Stereocenter Count 0.0
Total Bond Stereocenter Count 0.0
Molecular Framework Aromatic heteropolycyclic compounds
Lipinski Rule Of 5 True
Esol -3.1034099999999993
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
Smiles CN(C)CCC1=CNC2=C1C=C(C=C2)OC
Nring 2.0
Np Classifier Biosynthetic Pathway Alkaloids
Defined Bond Stereocenter Count 0.0
Egan Rule True
Taxonomy Direct Parent Tryptamines and derivatives
Np Classifier Superclass Tryptophan alkaloids

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