DT-Web

DB01488 - Dimethyltryptamine


Identification
Name Dimethyltryptamine
Accession Number DB01488
Type small molecule
Description An N-methylated indoleamine derivative, a serotonergic hallucinogen found in several plants, especially Prestonia amazonica (Apocynaceae) and in mammalian brain, blood, and urine. It apparently acts as an agonist at some types of serotonin receptors and an antagonist at others. [PubChem]
Structure
MOL SDF PDB SMILES InChI
Categories (*)
Molecular Weight 188.2688
Groups illicit
Monoisotopic Weight 188.131348522
Pharmacology
Indication Some people use this compound as a psychedelic inducing agent.
Mechanism of action DMT acts as a non-selective agonist at most or all of the serotonin receptors.
Absorption Not Available
Protein binding Not Available
Biotransformation Not Available
Route of elimination Not Available
Toxicity Not Available
Affected organisms Not Available
Interactions
Drug Interactions Not Available
Food Interactions Not Available

Targets


5-hydroxytryptamine 6 receptor
Name 5-hydroxytryptamine 6 receptor
Gene Name HTR6
Pharmacological action yes
Actions Not Available
References
  • Glennon RA, Lee M, Rangisetty JB, Dukat M, Roth BL, Savage JE, McBride A, Rauser L, Hufeisen S, Lee DK: 2-Substituted tryptamines: agents with selectivity for 5-HT(6) serotonin receptors. J Med Chem. 2000 Mar 9;43(5):1011-8. - Pubmed
  • Nyandege A, Kolanos R, Roth BL, Glennon RA: Further studies on the binding of N1-substituted tryptamines at h5-HT6 receptors. Bioorg Med Chem Lett. 2007 Mar 15;17(6):1691-4. Epub 2007 Jan 4. - Pubmed
  • Glennon RA, Gessner PK: The electronic and serotonin receptor binding affinity properties of N,N-dimethyltryptamine analogs. Res Commun Chem Pathol Pharmacol. 1977 Nov;18(3):453-65. - Pubmed
  • Glennon RA, Liebowitz SM, Mack EC: Serotonin receptor binding affinities of several hallucinogenic phenylalkylamine and N,N-dimethyltryptamine analogues. J Med Chem. 1978 Aug;21(8):822-5. - Pubmed
DTHybrid score 0.204
5-hydroxytryptamine 2A receptor
Name 5-hydroxytryptamine 2A receptor
Gene Name HTR2A
Pharmacological action unknown
Actions Not Available
References
  • Pierce PA, Peroutka SJ: Hallucinogenic drug interactions with neurotransmitter receptor binding sites in human cortex. Psychopharmacology (Berl). 1989;97(1):118-22. - Pubmed
  • Su TP, Hayashi T, Vaupel DB: When the endogenous hallucinogenic trace amine N,N-dimethyltryptamine meets the sigma-1 receptor. Sci Signal. 2009 Mar 10;2(61):pe12. - Pubmed
DTHybrid score 0.2882
Sigma 1-type opioid receptor
Name Sigma 1-type opioid receptor
Gene Name SIGMAR1
Pharmacological action unknown
Actions Not Available
References
  • Su TP, Hayashi T, Vaupel DB: When the endogenous hallucinogenic trace amine N,N-dimethyltryptamine meets the sigma-1 receptor. Sci Signal. 2009 Mar 10;2(61):pe12. - Pubmed
DTHybrid score 0.4562

Predictions


Id Partner name Gene Name Score
831 D(2) dopamine receptor DRD2 0.131
4119 Cytochrome P450 2D6 CYP2D6 0.089
638 D(3) dopamine receptor DRD3 0.084
590 5-hydroxytryptamine 2C receptor HTR2C 0.0806
432 D(4) dopamine receptor DRD4 0.0792
23 D(1A) dopamine receptor DRD1 0.0716
706 Glutamate [NMDA] receptor subunit 3A GRIN3A 0.0714
320 5-hydroxytryptamine 1A receptor HTR1A 0.0707
556 Alpha-1A adrenergic receptor ADRA1A 0.0665
696 Kappa-type opioid receptor OPRK1 0.0584
716 5-hydroxytryptamine 7 receptor HTR7 0.0563
6030 Cytochrome P450 2B6 CYP2B6 0.0558
4512 Cytochrome P450 3A4 CYP3A4 0.0546
847 Mu-type opioid receptor OPRM1 0.0534
318 Alpha-2A adrenergic receptor ADRA2A 0.0509
378 Alpha-2C adrenergic receptor ADRA2C 0.0481
632 Alpha-1B adrenergic receptor ADRA1B 0.0478
492 Histamine H1 receptor HRH1 0.0462
629 Alpha-2B adrenergic receptor ADRA2B 0.0401
885 5-hydroxytryptamine 1B receptor HTR1B 0.0361
4200 Cytochrome P450 1A2 CYP1A2 0.0361
103 Muscarinic acetylcholine receptor M1 CHRM1 0.0353
725 5-hydroxytryptamine 1D receptor HTR1D 0.0336
436 5-hydroxytryptamine 2B receptor HTR2B 0.0313
824 Sodium-dependent serotonin transporter SLC6A4 0.0311
163 D(1B) dopamine receptor DRD5 0.0306
274 Muscarinic acetylcholine receptor M5 CHRM5 0.0303
450 Muscarinic acetylcholine receptor M4 CHRM4 0.0295
51 Muscarinic acetylcholine receptor M3 CHRM3 0.0288
617 Muscarinic acetylcholine receptor M2 CHRM2 0.0282
1588 Multidrug resistance protein 1 ABCB1 0.0281
6107 Cytochrome P450 3A7 CYP3A7 0.0271
4118 Cytochrome P450 3A5 CYP3A5 0.027
789 Alpha-1D adrenergic receptor ADRA1D 0.0267
528 5-hydroxytryptamine 1E receptor HTR1E 0.0262
319 Opioid receptor, sigma 1 OPRS1 0.0242
341 5-hydroxytryptamine 3 receptor HTR3A 0.0238
4757 Cytochrome P450 2C9 CYP2C9 0.0234
6016 Cytochrome P450 2C19 CYP2C19 0.0233
6013 Cytochrome P450 2E1 CYP2E1 0.0219
540 Sodium-dependent noradrenaline transporter SLC6A2 0.0171
101 Potassium voltage-gated channel subfamily H member 2 KCNH2 0.0159
4924 Cytochrome P450 2C8 CYP2C8 0.0157
94 5-hydroxytryptamine 4 receptor HTR4 0.0145
587 Serum albumin ALB 0.013
6145 Solute carrier family 22 member 1 SLC22A1 0.0113
813 Neuronal acetylcholine receptor subunit alpha-2 CHRNA2 0.0111
6025 UDP-glucuronosyltransferase 1-4 UGT1A4 0.0103
124 Histamine H2 receptor HRH2 0.0094
750 Voltage-dependent calcium channel gamma-1 subunit CACNG1 0.0089
6101 Dimethylaniline monooxygenase [N-oxide-forming] 3 FMO3 0.0084
1181 Alpha-1-acid glycoprotein 1 ORM1 0.0082
713 Sodium-dependent dopamine transporter SLC6A3 0.0081
923 Glutamate receptor 3 GRIA3 0.0075
131 Synaptic vesicular amine transporter SLC18A2 0.0071
734 D1 dopamine receptor-interacting protein calcyon CALY 0.0071
193 Beta-1 adrenergic receptor ADRB1 0.0055
474 Acetylcholinesterase ACHE 0.0055
766 Beta-2 adrenergic receptor ADRB2 0.0054
164 Histamine H4 receptor HRH4 0.0052
3941 Amine oxidase [flavin-containing] A MAOA 0.0048
921 Glutamate receptor 2 GRIA2 0.0047
3426 Glutamine synthetase glnA 0.0043
3987 Glutamine synthetase GLUL 0.0043
5718 Cytochrome P450 2A6 CYP2A6 0.0043
6432 Transporter snf 0.0042
3876 Aromatic-L-amino-acid decarboxylase DDC 0.0037
6024 Cytochrome P450 1A1 CYP1A1 0.0034
6176 UDP-glucuronosyltransferase 1-3 UGT1A3 0.003
1898 Cytochrome P450 1B1 CYP1B1 0.0029
3939 Amine oxidase [flavin-containing] B MAOB 0.0028
872 Gamma-aminobutyric-acid receptor subunit alpha-1 GABRA1 0.0027
6144 Solute carrier family 22 member 2 SLC22A2 0.0023
6098 Potassium voltage-gated channel subfamily D member 2 KCND2 0.002
6099 Potassium voltage-gated channel subfamily D member 3 KCND3 0.002
1656 CYP2B protein CYP2B 0.0019
464 Glutamate [NMDA] receptor subunit epsilon-2 GRIN2B 0.0017
5251 Carbonyl reductase [NADPH] 1 CBR1 0.0017
904 Glutathione S-transferase P GSTP1 0.0016
465 Calmodulin CALM1 0.0015
6106 Cytochrome P450 2C18 CYP2C18 0.0014
1360 Sphingomyelin phosphodiesterase SMPD1 0.0014
833 Organic cation/carnitine transporter 1 SLC22A4 0.0014
6147 Solute carrier family 22 member 3 SLC22A3 0.0014
6018 UDP-glucuronosyltransferase 1-9 UGT1A9 0.0013
6100 BDNF/NT-3 growth factors receptor NTRK2 0.0012
776 Bile salt export pump ABCB11 0.0012
3923 Cholinesterase BCHE 0.0011
1618 High affinity nerve growth factor receptor NTRK1 0.001
1086 Potassium voltage-gated channel subfamily KQT member 2 KCNQ2 0.0009
858 Potassium voltage-gated channel subfamily A member 1 KCNA1 0.0007
20 Prostaglandin G/H synthase 1 PTGS1 0.0007
467 Delta-type opioid receptor OPRD1 0.0006
118 Organic cation/carnitine transporter 2 SLC22A5 0.0006
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