TRYPTAMINE

Details

Stereochemistry	ACHIRAL
Molecular Formula	C10H12N2
Molecular Weight	160.2157
Optical Activity	NONE
Defined Stereocenters	0 / 0
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

NCCC1=CNC2=C1C=CC=C2

InChI

InChIKey=APJYDQYYACXCRM-UHFFFAOYSA-N

InChI=1S/C10H12N2/c11-6-5-8-7-12-10-4-2-1-3-9(8)10/h1-4,7,12H,5-6,11H2

HIDE SMILES / InChI

Molecular Formula	C10H12N2
Molecular Weight	160.2157
Charge	0
Count

Stereochemistry	ACHIRAL
Additional Stereochemistry	No
Defined Stereocenters	0 / 0
E/Z Centers	0
Optical Activity	NONE

Approval Year

Targets

Primary Target	Pharmacology	Potency
Monoamine oxidase A 49 Target ID: CHEMBL1951 Sources: https://www.ncbi.nlm.nih.gov/pubmed/3094536	Substrate 661
Monoamine oxidase B 72 Target ID: CHEMBL2039 Sources: https://www.ncbi.nlm.nih.gov/pubmed/3094536	Substrate 661
Trace amine-associated receptor 1 47 Target ID: CHEMBL5857 Sources: https://www.ncbi.nlm.nih.gov/pubmed/27424325	Agonist 2678	46.9 µM [EC50]

PubMed

Title	Date	PubMed
[Diversity and selectivity in biomolecules].	2001 Dec	12113180
Genotoxicity of naturally occurring indole compounds: correlation between covalent DNA binding and other genotoxicity tests.	2002	12211071
Screening of Catharanthus roseus secondary metabolites by high-performance liquid chromatography.	2002 Apr 26	12061566
The biosynthesis of beta-carboline and quinolizidine alkaloids of Alangium lamarckii.	2002 Aug	12150812
Melatonin's unique radical scavenging properties - roles of its functional substituents as revealed by a comparison with its structural analogs.	2002 Aug	12121482
Ionic strength has a greater effect than does transmembrane electric potential difference on permeation of tryptamine and indoleacetic acid across Caco-2 cells.	2002 Aug 19	12101007
High-performance liquid chromatographic determination of biogenic amines in poultry carcasses.	2002 Aug 28	12188600
Screening for biologically active metabolites with endosymbiotic bacilli isolated from arthropods.	2002 Dec 17	12480104
Melatonin, serotonin, and tryptamine in some egyptian food and medicinal plants.	2002 Fall	12495587
Role of 5-HT(2) receptors in the tryptamine-induced 5-HT syndrome in rats.	2002 Jul	12218512
Targeting tryptophan decarboxylase to selected subcellular compartments of tobacco plants affects enzyme stability and in vivo function and leads to a lesion-mimic phenotype.	2002 Jul	12114570
1-Trichloromethyl-1,2,3,4-tetrahydro-beta-carboline (TaClo) and related derivatives: chemistry and biochemical effects on catecholamine biosynthesis.	2002 Jul	11983518
Characterization of selected Spanish table wine samples according to their biogenic amine content from liquid chromatographic determination.	2002 Jul 31	12137502
In vitro and in vivo assessment of the antioxidant activity of melatonin and related indole derivatives.	2002 Jun	12236544
Effect of precursor feeding on alkaloid accumulation by a tryptophan decarboxylase over-expressing transgenic cell line T22 of Catharanthus roseus.	2002 Jun 26	12039535
Investigation of Pictet-Spengler type reactions of secologanin with histamine and its benzyl derivative.	2002 May	12027735
Pharmacological characterization of the 5-HT receptors mediating contraction and relaxation of canine isolated proximal stomach smooth muscle.	2002 May	12010782
Pharacine, a natural p-cyclophane and other indole derivatives from Cytophaga sp. strain AM13.1.	2002 Nov	12444694
Transient expression of strictosidine synthase in tobacco leaves by vacuum infiltration.	2002 Nov	12417910
A versatile linkage strategy for solid-phase synthesis of N,N-dimethyltryptamines and beta-carbolines.	2002 Nov 14	12423079
Influence of starter and nonstarter on the formation of biogenic amine in goat cheese during ripening.	2002 Oct	12416798
Serotoninergic system in hamster skin.	2002 Oct	12406341
The use of restraints in Rietveld refinement of molecular compounds; a case study using the crystal structure determination of tryptamine free base.	2002 Oct	12324696
Phylogenetic analysis of 277 human G-protein-coupled receptors as a tool for the prediction of orphan receptor ligands.	2002 Oct 17	12429062
Safety and mechanism of appetite suppression by a novel hydroxycitric acid extract (HCA-SX).	2002 Sep	12349913
Formation of biogenic amines in a typical semihard Italian cheese.	2002 Sep	12233866
Stimulation of the catecholaminergic and serotoninergic neurons in the rat brain by R-(-)-1-(benzofuran-2-yl)-2-propylaminopentane, (-)-BPAP.	2002 Sep 20	12204771
Multiple forms of arylalkylamine N-acetyltransferase (NAT) from cockroach female colleterial glands and activity changes during oocyte maturation.	2003 Apr	12814788
Tryptamine-induced resistance in tryptophan decarboxylase transgenic poplar and tobacco plants against their specific herbivores.	2003 Apr	12775143
Determination of the amino acid tryptophan and the biogenic amine tryptamine in foods by the heavy atom induced-room temperature phosphorescence methodology.	2003 Apr	12741649
Characterization of a functional bacterial homologue of sodium-dependent neurotransmitter transporters.	2003 Apr 11	12569103
Highly efficient Lewis acid-catalysed Pictet-Spengler reactions discovered by parallel screening.	2003 Apr 7	12739676
Relative reactivities of histamine and indoleamines with acetaldehyde.	2003 Aug	12913282
Characterization of the serotoninergic system in the C57BL/6 mouse skin.	2003 Aug	12899690
Determination of biogenic amines as their benzoyl derivatives after cloud point extraction with micellar liquid chromatographic separation.	2003 Aug 29	12974291
Two chromone-secoiridoid glycosides and three indole alkaloid glycosides from Neonauclea sessilifolia.	2003 Feb	12620349
Monitoring volatile and nonvolatile amines in dried and salted roes of tuna (Thunnus thynnus L.) during manufacture and storage.	2003 Feb	12597499
The relative contribution of monoamine oxidase and cytochrome p450 isozymes to the metabolic deamination of the trace amine tryptamine.	2003 Feb	12538805
Characterization of the 5-hydroxytryptamine receptors mediating contraction in the pig isolated intravesical ureter.	2003 Jan	12522083
Serotonin 5-hydroxytryptamine 2A receptor-coupled phospholipase C and phospholipase A2 signaling pathways have different receptor reserves.	2003 Jan	12490596
Foxy, a designer tryptamine hallucinogen.	2003 Jul-Aug	12908946
Functional study of rat 5-HT2A receptors using antisense oligonucleotides.	2003 Jun	12753068
Uptake of 5-hydroxytryptamine by equine digital vein endothelial cells: inhibition by amines found in the equine caecum.	2003 Mar	12638793
Diurnal regulation of arylalkylamine N-acetyltransferase activity in chicken retinal cells in vitro: analysis of culture conditions.	2003 Mar 5	12629487
The influence of the brewing process on the formation of biogenic amines in beers.	2003 May	12677337
Total synthesis of debromoflustramine B via biomimetic alkylative cyclization.	2003 May 15	12735781
[Neurological syndromes associated with the ingestion of plants and fungi with a toxic component (II). Hallucinogenic fungi and plants, mycotoxins and medicinal herbs].	2003 May 16-31	12766871
Determination of biogenic amines by 3-(2-furoyl)quinoline-2-carboxaldehyde and capillary electrophoresis with laser-induced fluorescence detection.	2003 May 23	12862385
Qualitative determination of false-positive effects in the acetylcholinesterase assay using thin layer chromatography.	2003 May-Jun	12793457
SER-7b, a constitutively active Galphas coupled 5-HT7-like receptor expressed in the Caenorhabditis elegans M4 pharyngeal motorneuron.	2003 Oct	12969249

Patents

Substance Class	Chemical Created by `admin` on `Fri Dec 15 20:02:07 UTC 2023` Edited by `admin` on `Fri Dec 15 20:02:07 UTC 2023`
Record UNII	422ZU9N5TV
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

TRYPTAMINE

Systematic Name

English

2-(3-INDOLYL)ETHYLAMINE

Systematic Name

English

2-(1H-INDOL-3-YL)ETHANAMINE

Systematic Name

English

3-(2-AMINOETHYL)INDOLE

Systematic Name

English

2-(1H-INDOL-3-YL)ETHAN-1-AMINE

Systematic Name

English

3-INDOLEETHYLAMINE

Systematic Name

English

3-(2-AMINOETHYL)-1H-INDOLE

Systematic Name

English

INDOLE, 3-(2-AMINOETHYL)-

Systematic Name

English

TRYPTAMINE [MI]

Common Name

English

.BETA.-(3-INDOLYL)ETHYLAMINE

Systematic Name

English

NSC-165212

Code

English

2-(1H-INDOL-3-YL)ETHYLAMINE

Systematic Name

English

1H-INDOLE-3-ETHANAMINE

Systematic Name

English

3-INDOLEETHANAMINE

Systematic Name

English

Classification Tree Code System Code

WIKIPEDIA

TiHKAL