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 52 Target ID: CHEMBL1951 Sources: https://www.ncbi.nlm.nih.gov/pubmed/3094536	Substrate 661
Monoamine oxidase B 75 Target ID: CHEMBL2039 Sources: https://www.ncbi.nlm.nih.gov/pubmed/3094536	Substrate 661
Trace amine-associated receptor 1 48 Target ID: CHEMBL5857 Sources: https://www.ncbi.nlm.nih.gov/pubmed/27424325	Agonist 2752	46.9 µM [EC50]

PubMed

Title	Date	PubMed
SER-7b, a constitutively active Galphas coupled 5-HT7-like receptor expressed in the Caenorhabditis elegans M4 pharyngeal motorneuron.	2003-10	12969249
Determination of biogenic amines as their benzoyl derivatives after cloud point extraction with micellar liquid chromatographic separation.	2003-08-29	12974291
Foxy, a designer tryptamine hallucinogen.	2003-08-12	12908946
Relative reactivities of histamine and indoleamines with acetaldehyde.	2003-08	12913282
Characterization of the serotoninergic system in the C57BL/6 mouse skin.	2003-08	12899690
Qualitative determination of false-positive effects in the acetylcholinesterase assay using thin layer chromatography.	2003-06-10	12793457
Functional study of rat 5-HT2A receptors using antisense oligonucleotides.	2003-06	12753068
[Neurological syndromes associated with the ingestion of plants and fungi with a toxic component (II). Hallucinogenic fungi and plants, mycotoxins and medicinal herbs].	2003-05-27	12766871
Determination of biogenic amines by 3-(2-furoyl)quinoline-2-carboxaldehyde and capillary electrophoresis with laser-induced fluorescence detection.	2003-05-23	12862385
Total synthesis of debromoflustramine B via biomimetic alkylative cyclization.	2003-05-15	12735781
The influence of the brewing process on the formation of biogenic amines in beers.	2003-05	12677337
Characterization of a functional bacterial homologue of sodium-dependent neurotransmitter transporters.	2003-04-11	12569103
Highly efficient Lewis acid-catalysed Pictet-Spengler reactions discovered by parallel screening.	2003-04-07	12739676
Multiple forms of arylalkylamine N-acetyltransferase (NAT) from cockroach female colleterial glands and activity changes during oocyte maturation.	2003-04	12814788
Tryptamine-induced resistance in tryptophan decarboxylase transgenic poplar and tobacco plants against their specific herbivores.	2003-04	12775143
Determination of the amino acid tryptophan and the biogenic amine tryptamine in foods by the heavy atom induced-room temperature phosphorescence methodology.	2003-04	12741649
Diurnal regulation of arylalkylamine N-acetyltransferase activity in chicken retinal cells in vitro: analysis of culture conditions.	2003-03-05	12629487
Uptake of 5-hydroxytryptamine by equine digital vein endothelial cells: inhibition by amines found in the equine caecum.	2003-03	12638793
Two chromone-secoiridoid glycosides and three indole alkaloid glycosides from Neonauclea sessilifolia.	2003-02	12620349
Monitoring volatile and nonvolatile amines in dried and salted roes of tuna (Thunnus thynnus L.) during manufacture and storage.	2003-02	12597499
The relative contribution of monoamine oxidase and cytochrome p450 isozymes to the metabolic deamination of the trace amine tryptamine.	2003-02	12538805
Characterization of the 5-hydroxytryptamine receptors mediating contraction in the pig isolated intravesical ureter.	2003-01	12522083
Serotonin 5-hydroxytryptamine 2A receptor-coupled phospholipase C and phospholipase A2 signaling pathways have different receptor reserves.	2003-01	12490596
Screening for biologically active metabolites with endosymbiotic bacilli isolated from arthropods.	2002-12-17	12480104
A versatile linkage strategy for solid-phase synthesis of N,N-dimethyltryptamines and beta-carbolines.	2002-11-14	12423079
Pharacine, a natural p-cyclophane and other indole derivatives from Cytophaga sp. strain AM13.1.	2002-11	12444694
Transient expression of strictosidine synthase in tobacco leaves by vacuum infiltration.	2002-11	12417910
Phylogenetic analysis of 277 human G-protein-coupled receptors as a tool for the prediction of orphan receptor ligands.	2002-10-17	12429062
Influence of starter and nonstarter on the formation of biogenic amine in goat cheese during ripening.	2002-10	12416798
Serotoninergic system in hamster skin.	2002-10	12406341
The use of restraints in Rietveld refinement of molecular compounds; a case study using the crystal structure determination of tryptamine free base.	2002-10	12324696
Stimulation of the catecholaminergic and serotoninergic neurons in the rat brain by R-(-)-1-(benzofuran-2-yl)-2-propylaminopentane, (-)-BPAP.	2002-09-20	12204771
Safety and mechanism of appetite suppression by a novel hydroxycitric acid extract (HCA-SX).	2002-09	12349913
Formation of biogenic amines in a typical semihard Italian cheese.	2002-09	12233866
High-performance liquid chromatographic determination of biogenic amines in poultry carcasses.	2002-08-28	12188600
Ionic strength has a greater effect than does transmembrane electric potential difference on permeation of tryptamine and indoleacetic acid across Caco-2 cells.	2002-08-19	12101007
The biosynthesis of beta-carboline and quinolizidine alkaloids of Alangium lamarckii.	2002-08	12150812
Melatonin's unique radical scavenging properties - roles of its functional substituents as revealed by a comparison with its structural analogs.	2002-08	12121482
Characterization of selected Spanish table wine samples according to their biogenic amine content from liquid chromatographic determination.	2002-07-31	12137502
Role of 5-HT(2) receptors in the tryptamine-induced 5-HT syndrome in rats.	2002-07	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.	2002-07	12114570
1-Trichloromethyl-1,2,3,4-tetrahydro-beta-carboline (TaClo) and related derivatives: chemistry and biochemical effects on catecholamine biosynthesis.	2002-07	11983518
Effect of precursor feeding on alkaloid accumulation by a tryptophan decarboxylase over-expressing transgenic cell line T22 of Catharanthus roseus.	2002-06-26	12039535
In vitro and in vivo assessment of the antioxidant activity of melatonin and related indole derivatives.	2002-06	12236544
Investigation of Pictet-Spengler type reactions of secologanin with histamine and its benzyl derivative.	2002-05	12027735
Pharmacological characterization of the 5-HT receptors mediating contraction and relaxation of canine isolated proximal stomach smooth muscle.	2002-05	12010782
Screening of Catharanthus roseus secondary metabolites by high-performance liquid chromatography.	2002-04-26	12061566
Melatonin, serotonin, and tryptamine in some egyptian food and medicinal plants.	2002	12495587
Genotoxicity of naturally occurring indole compounds: correlation between covalent DNA binding and other genotoxicity tests.	2002	12211071
[Diversity and selectivity in biomolecules].	2001-12	12113180

Patents

Substance Class	Chemical Created by `admin` on `Mon Mar 31 20:02:59 GMT 2025` Edited by `admin` on `Mon Mar 31 20:02:59 GMT 2025`
Record UNII	422ZU9N5TV
Record Status	`Validated (UNII)`
Record Version

Download

Name

Type

Language

NSC-165212

Preferred Name

English

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

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