Details
| Stereochemistry | ACHIRAL |
| Molecular Formula | C12H16N2.C4H4O4 |
| Molecular Weight | 304.341 |
| Optical Activity | NONE |
| Defined Stereocenters | 0 / 0 |
| E/Z Centers | 1 |
| Charge | 0 |
SHOW SMILES / InChI
SMILES
OC(=O)\C=C\C(O)=O.CN(C)CCC1=CNC2=CC=CC=C12
InChI
InChIKey=OHMVTPSXVQQKPA-WLHGVMLRSA-N
InChI=1S/C12H16N2.C4H4O4/c1-14(2)8-7-10-9-13-12-6-4-3-5-11(10)12;5-3(6)1-2-4(7)8/h3-6,9,13H,7-8H2,1-2H3;1-2H,(H,5,6)(H,7,8)/b;2-1+
| Molecular Formula | C12H16N2 |
| Molecular Weight | 188.2688 |
| Charge | 0 |
| Count |
|
| Stereochemistry | ACHIRAL |
| Additional Stereochemistry | No |
| Defined Stereocenters | 0 / 0 |
| E/Z Centers | 0 |
| Optical Activity | NONE |
| Molecular Formula | C4H4O4 |
| Molecular Weight | 116.0722 |
| Charge | 0 |
| Count |
|
| Stereochemistry | ACHIRAL |
| Additional Stereochemistry | No |
| Defined Stereocenters | 0 / 0 |
| E/Z Centers | 1 |
| Optical Activity | NONE |
Approval Year
PubMed
| Title | Date | PubMed |
|---|---|---|
| The hallucinogenic world of tryptamines: an updated review. | 2015-08 |
|
| The chemical basis of pharmacology. | 2010-12-07 |
|
| Neuronal correlates of visual and auditory alertness in the DMT and ketamine model of psychosis. | 2010-10 |
|
| Dimethyltryptamine (DMT): subjective effects and patterns of use among Australian recreational users. | 2010-09-01 |
|
| Psychometric evaluation of the altered states of consciousness rating scale (OAV). | 2010-08-31 |
|
| Characterization of the synthesis of N,N-dimethyltryptamine by reductive amination using gas chromatography ion trap mass spectrometry. | 2010-07 |
|
| Alkaloids from Fissistigma latifolium (Dunal) Merr. | 2010-06-24 |
|
| Tinnitus psychopharmacology: A comprehensive review of its pathomechanisms and management. | 2010-06-24 |
|
| Association between Serotonin-Related Polymorphisms in 5HT2A, TPH1, TPH2 Genes and Bipolar Disorder in Korean Population. | 2010-03 |
|
| Antioxidant effects of ethyl acetate extract of Desmodium gangeticum root on myocardial ischemia reperfusion injury in rat hearts. | 2010-01-22 |
|
| Sigma receptors in oncology: therapeutic and diagnostic applications of sigma ligands. | 2010 |
|
| Dimethyltryptamine and other hallucinogenic tryptamines exhibit substrate behavior at the serotonin uptake transporter and the vesicle monoamine transporter. | 2009-12 |
|
| Predicting new molecular targets for known drugs. | 2009-11-12 |
|
| The neural correlates of religious and nonreligious belief. | 2009-10-01 |
|
| Characterisation of a proposed internet synthesis of N,N-dimethyltryptamine using liquid chromatography/electrospray ionisation tandem mass spectrometry. | 2009-08-14 |
|
| Bioanalytical and clinical evaluation of 103 suspected cases of intoxications with psychoactive plant materials. | 2009-07 |
|
| Comparison of the discriminative stimulus effects of dimethyltryptamine with different classes of psychoactive compounds in rats. | 2009-07 |
|
| [Simple and rapid screening for psychotropic natural products using Direct Analysis in Real Time (DART)-TOFMS]. | 2009-06 |
|
| A multi-component LC-MS/MS method for detection of ten plant-derived psychoactive substances in urine. | 2009-04-15 |
|
| When the endogenous hallucinogenic trace amine N,N-dimethyltryptamine meets the sigma-1 receptor. | 2009-03-10 |
|
| Analysis of toxic alkaloids in body samples. | 2009-03-10 |
|
| The hallucinogen N,N-dimethyltryptamine (DMT) is an endogenous sigma-1 receptor regulator. | 2009-02-13 |
|
| Optimization of separation and online sample concentration of N,N-dimethyltryptamine and related compounds using MEKC. | 2009-02 |
|
| Gas chromatographic analysis of dimethyltryptamine and beta-carboline alkaloids in ayahuasca, an Amazonian psychoactive plant beverage. | 2009-01-14 |
|
| Serotonin 5-HT(2A) Receptor Function as a Contributing Factor to Both Neuropsychiatric and Cardiovascular Diseases. | 2009 |
|
| Pharmacological modulation of the neural basis underlying inhibition of return (IOR) in the human 5-HT2A agonist and NMDA antagonist model of psychosis. | 2008-11 |
|
| Modification of the effects of 5-methoxy-N,N-dimethyltryptamine on exploratory behavior in rats by monoamine oxidase inhibitors. | 2008-11 |
|
| Identification of N,N-dimethyltryptamine and beta-carbolines in psychotropic ayahuasca beverage. | 2008-10 |
|
| [Studies on constituents of rootsanel leaves from Desmodium blandum and their cytotoxic activity against growth of several tumor cells]. | 2008-09 |
|
| Reassessing the cultural and psychopharmacological significance of Banisteriopsis caapi: preparation, classification and use among the Piaroa of Southern Venezuela. | 2008-09 |
|
| The globalization of ayahuasca: harm reduction or benefit maximization? | 2008-08 |
|
| Halogenated solvent interactions with N,N-dimethyltryptamine: formation of quaternary ammonium salts and their artificially induced rearrangements during analysis. | 2008-07-04 |
|
| Mismatch negativity generation in the human 5HT2A agonist and NMDA antagonist model of psychosis. | 2008-07 |
|
| The "vine of the soul" vs. the Controlled Substances Act: implications of the hoasca case. | 2008-06 |
|
| [Inhibition of return in schizophrenia: a review]. | 2008-06 |
|
| [Hallucinogen-induced psychological disorders]. | 2008-06 |
|
| Indolealkylamines: biotransformations and potential drug-drug interactions. | 2008-06 |
|
| N,N-Dimethyltryptamine and dichloromethane: rearrangement of quaternary ammonium salt product during GC-EI and CI-MS-MS analysis. | 2008-05-12 |
|
| Ayahuasca versus violence--a case report. | 2008-05 |
|
| Comparison of the separation of nine tryptamine standards based on gas chromatography, high performance liquid chromatography and capillary electrophoresis methods. | 2008-02-15 |
|
| Secondary metabolites from three Florida sponges with antidepressant activity. | 2008-02 |
|
| A general approach to the screening and confirmation of tryptamines and phenethylamines by mass spectral fragmentation. | 2008-01-15 |
|
| A quantitative synthesis of the medicinal ethnobotany of the Malinké of Mali and the Asháninka of Peru, with a new theoretical framework. | 2007-12-05 |
|
| DMT at fifty. | 2007-12 |
|
| Psychedelic effects of ketamine in healthy volunteers: relationship to steady-state plasma concentrations. | 1998-01 |
|
| Alniditan, a new 5-hydroxytryptamine1D agonist and migraine-abortive agent: ligand-binding properties of human 5-hydroxytryptamine1D alpha, human 5-hydroxytryptamine1D beta, and calf 5-hydroxytryptamine1D receptors investigated with [3H]5-hydroxytryptamine and [3H]alniditan. | 1996-12 |
|
| Cloning, characterization, and chromosomal localization of a human 5-HT6 serotonin receptor. | 1996-01 |
|
| Dose-response study of N,N-dimethyltryptamine in humans. I. Neuroendocrine, autonomic, and cardiovascular effects. | 1994-02 |
|
| [Antimycobacterial indole derivatives]. | 1994-02 |
|
| A proposed mechanism for the visions of dream sleep. | 1988-06 |
Patents
| Substance Class |
Chemical
Created
by
admin
on
Edited
Mon Mar 31 22:18:28 GMT 2025
by
admin
on
Mon Mar 31 22:18:28 GMT 2025
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| Record UNII |
EP5189LWFM
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| Record Status |
Validated (UNII)
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| Record Version |
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EP5189LWFM
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60196335
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300000047760
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