1.02011-09-21 00:19:38 UTC2015-10-09 22:33:26 UTCFDB0227885-Methoxydimethyltryptamine5-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]3-(2-(N,N-Dimethyl)aminoethyl)-5-methoxyindole3-(2-Dimethylaminoethyl)-5-methoxyindole3-[2-(N,N-dimethylamino)Ethyl]-5-methoxy-indole5-MeO-dmt5-methoxy-N,N-dimethyl-1H-Indole-3-ethanamine5-Methoxy-N,N-dimethyl-1H-indole-3-ethylamine5-Methoxy-N,N-dimethyltryptamine5-methoxyindole 3-(2-(N,N-Dimethylamino)ethyl)Bufotenine, 5-MethoxydimethyltryptamineMeODMTMethoxybufoteninMethylbufotenineN,N-Dimethyl-5-methoxy tryptamineN,N-Dimethyl-5-methoxytryptamineO-methylbufotenineC13H18N2O218.2948218.141913208[2-(5-methoxy-1H-indol-3-yl)ethyl]dimethylamine5-MeO-DMT1019-45-0COC1=CC2=C(NC=C2CCN(C)C)C=C1InChI=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,6-7H2,1-3H3ZSTKHSQDNIGFLM-UHFFFAOYSA-N belongs to the class of organic compounds known as tryptamines and derivatives. Tryptamines and derivatives are compounds containing the tryptamine backbone, which is structurally characterized by an indole ring substituted at the 3-position by an ethanamine.Tryptamines and derivativesOrganic compoundsOrganoheterocyclic compoundsIndoles and derivativesTryptamines and derivativesAromatic heteropolycyclic compounds3-alkylindolesAlkaloids and derivativesAlkyl aryl ethersAnisolesAralkylaminesAzacyclic compoundsHeteroaromatic compoundsHydrocarbon derivativesOrganopnictogen compoundsSubstituted pyrrolesTrialkylamines3-alkylindoleAlkaloid or derivativesAlkyl aryl etherAmineAnisoleAralkylamineAromatic heteropolycyclic compoundAzacycleBenzenoidEtherHeteroaromatic compoundHydrocarbon derivativeIndoleOrganic nitrogen compoundOrganic oxygen compoundOrganonitrogen compoundOrganooxygen compoundOrganopnictogen compoundPyrroleSubstituted pyrroleTertiary aliphatic amineTertiary amineTryptamineIndole alkaloidsaromatic ethertertiary amino compoundtryptamine alkaloidSolidlogp2.38logs-2.48solubility7.23e-01 g/llogp2.14pka_strongest_acidic17.44pka_strongest_basic9.58iupac[2-(5-methoxy-1H-indol-3-yl)ethyl]dimethylamineaverage_mass218.2948mono_mass218.141913208smilesCOC1=CC2=C(NC=C2CCN(C)C)C=C1formulaC13H18N2OinchiInChI=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,6-7H2,1-3H3inchikeyZSTKHSQDNIGFLM-UHFFFAOYSA-Npolar_surface_area28.26refractivity66.91polarizability25.47rotatable_bond_count4acceptor_count2donor_count1physiological_charge1formal_charge0Specdb::NmrTwoD1773Specdb::NmrOneD1833Specdb::NmrOneD166596Specdb::CMs19286Specdb::CMs137992Specdb::CMs145726Specdb::MsMs6329Specdb::MsMs6330Specdb::MsMs6331Specdb::MsMs6332Specdb::MsMs6333Specdb::MsMs6334Specdb::MsMs6335Specdb::MsMs308845Specdb::MsMs308846Specdb::MsMs308847Specdb::MsMs353128Specdb::MsMs353129Specdb::MsMs353130Specdb::MsMs374760Specdb::MsMs446580Specdb::MsMs446581Specdb::MsMs446582Specdb::MsMs446583Specdb::MsMs446584Specdb::MsMs447241Specdb::MsMs451429Specdb::MsMs2667280Specdb::MsMs2667281Specdb::MsMs2667282Specdb::MsMs3012086HMDB02004#<Reference:0x0000555675609a98>#<Reference:0x0000555675609868>AnatidaeType 1specificAnatidae8830BeefaloType 1specificBos taurus X Bison bison297284BisonType 1specificBison bison9901BuffaloType 1specificBubalus bubalis89462Cattle (Beef, Veal)Type 1specificBos taurus9913ChickenType 1specificGallus gallus9031Columbidae (Dove, Pigeon)Type 1specificColumbidae8930DeerType 1specificCervidae9850Domestic goatType 1specificCapra aegagrus hircus9925Domestic pigType 1specificSus scrofa domestica9825ElkType 1specificCervus canadensis1574408EmuType 1specificDromaius novaehollandiae8790European rabbitType 1specificOryctolagus9984Greylag gooseType 1specificAnser anser8843Guinea henType 1specificNumida meleagris8996HorseType 1specificEquus caballus9796Mallard duckType 1specificAnas platyrhynchos8839Mountain hareType 1specificLepus timidus62621Mule deerType 1specificOdocoileus9871OstrichType 1specificStruthio camelus8801PheasantType 1specificPhasianus colchicus9054QuailType 1specificPhasianidae9005RabbitType 1specificLeporidae9979Rock ptarmiganType 1specificLagopus muta64668Sheep (Mutton, Lamb)Type 1specificOvis aries9940SquabType 1specificColumba8931TurkeyType 1specificMeleagris gallopavo9103Velvet duckType 1specificMelanitta fusca371864Wild boarType 1specificSus scrofa9823