U.S. Department of Health & Human Services Divider Arrow National Institutes of Health Divider Arrow NCATS

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 of TRYPTAMINE

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

Targets

Primary TargetPharmacologyConditionPotency
46.9 µM [EC50]
PubMed

PubMed

TitleDatePubMed
[Diversity and selectivity in biomolecules].
2001 Dec
Genotoxicity of naturally occurring indole compounds: correlation between covalent DNA binding and other genotoxicity tests.
2002
Characterisation and determination of indole alkaloids in frog-skin secretions by electrospray ionisation ion trap mass spectrometry.
2002
Poly(dimethylsiloxane) microchip for precolumn reaction and micellar electrokinetic chromatography of biogenic amines.
2002 Apr
Haploscleridamine, a novel tryptamine-derived alkaloid from a sponge of the order haplosclerida: an inhibitor of cathepsin K.
2002 Apr
1,2-bis(1H-indol-3-yl)ethane-1,2-dione, an indole alkaloid from the marine sponge Smenospongia sp.
2002 Apr
Screening of Catharanthus roseus secondary metabolites by high-performance liquid chromatography.
2002 Apr 26
The biosynthesis of beta-carboline and quinolizidine alkaloids of Alangium lamarckii.
2002 Aug
Melatonin's unique radical scavenging properties - roles of its functional substituents as revealed by a comparison with its structural analogs.
2002 Aug
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
High-performance liquid chromatographic determination of biogenic amines in poultry carcasses.
2002 Aug 28
Screening for biologically active metabolites with endosymbiotic bacilli isolated from arthropods.
2002 Dec 17
Melatonin, serotonin, and tryptamine in some egyptian food and medicinal plants.
2002 Fall
Redox intermediates of plant and mammalian peroxidases: a comparative transient-kinetic study of their reactivity toward indole derivatives.
2002 Feb 1
Endogenous alkaloids in man. XXXVIII. "Chiral" and "achiral" determination of the neurotoxin TaClo (1-trichloromethyl-1,2,3,4-tetrahydro-beta-carboline) from blood and urine samples by high-performance liquid chromatography--electrospray ionization tandem mass spectrometry.
2002 Feb 15
Role of 5-HT(2) receptors in the tryptamine-induced 5-HT syndrome in rats.
2002 Jul
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
1-Trichloromethyl-1,2,3,4-tetrahydro-beta-carboline (TaClo) and related derivatives: chemistry and biochemical effects on catecholamine biosynthesis.
2002 Jul
Characterization of selected Spanish table wine samples according to their biogenic amine content from liquid chromatographic determination.
2002 Jul 31
In vitro and in vivo assessment of the antioxidant activity of melatonin and related indole derivatives.
2002 Jun
Vomilenine reductase--a novel enzyme catalyzing a crucial step in the biosynthesis of the therapeutically applied antiarrhythmic alkaloid ajmaline.
2002 Jun
Effect of precursor feeding on alkaloid accumulation by a tryptophan decarboxylase over-expressing transgenic cell line T22 of Catharanthus roseus.
2002 Jun 26
2-Arylindoles as gonadotropin releasing hormone (GnRH) antagonists: optimization of the tryptamine side chain.
2002 Mar 11
X-ray crystallographic studies of serotonin N-acetyltransferase catalysis and inhibition.
2002 Mar 22
Investigation of Pictet-Spengler type reactions of secologanin with histamine and its benzyl derivative.
2002 May
Pharmacological characterization of the 5-HT receptors mediating contraction and relaxation of canine isolated proximal stomach smooth muscle.
2002 May
Synthesis of functionalized indole- and benzo-fused heterocyclic derivatives through anionic benzyne cyclization.
2002 May 3
Pharacine, a natural p-cyclophane and other indole derivatives from Cytophaga sp. strain AM13.1.
2002 Nov
Transient expression of strictosidine synthase in tobacco leaves by vacuum infiltration.
2002 Nov
A versatile linkage strategy for solid-phase synthesis of N,N-dimethyltryptamines and beta-carbolines.
2002 Nov 14
Influence of starter and nonstarter on the formation of biogenic amine in goat cheese during ripening.
2002 Oct
The use of restraints in Rietveld refinement of molecular compounds; a case study using the crystal structure determination of tryptamine free base.
2002 Oct
Phylogenetic analysis of 277 human G-protein-coupled receptors as a tool for the prediction of orphan receptor ligands.
2002 Oct 17
Formation of biogenic amines in a typical semihard Italian cheese.
2002 Sep
Stimulation of the catecholaminergic and serotoninergic neurons in the rat brain by R-(-)-1-(benzofuran-2-yl)-2-propylaminopentane, (-)-BPAP.
2002 Sep 20
Tryptamine-induced resistance in tryptophan decarboxylase transgenic poplar and tobacco plants against their specific herbivores.
2003 Apr
Determination of the amino acid tryptophan and the biogenic amine tryptamine in foods by the heavy atom induced-room temperature phosphorescence methodology.
2003 Apr
Highly efficient Lewis acid-catalysed Pictet-Spengler reactions discovered by parallel screening.
2003 Apr 7
Relative reactivities of histamine and indoleamines with acetaldehyde.
2003 Aug
Determination of biogenic amines as their benzoyl derivatives after cloud point extraction with micellar liquid chromatographic separation.
2003 Aug 29
Two chromone-secoiridoid glycosides and three indole alkaloid glycosides from Neonauclea sessilifolia.
2003 Feb
Characterization of the 5-hydroxytryptamine receptors mediating contraction in the pig isolated intravesical ureter.
2003 Jan
Serotonin 5-hydroxytryptamine 2A receptor-coupled phospholipase C and phospholipase A2 signaling pathways have different receptor reserves.
2003 Jan
Functional study of rat 5-HT2A receptors using antisense oligonucleotides.
2003 Jun
Diurnal regulation of arylalkylamine N-acetyltransferase activity in chicken retinal cells in vitro: analysis of culture conditions.
2003 Mar 5
Total synthesis of debromoflustramine B via biomimetic alkylative cyclization.
2003 May 15
[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
Determination of biogenic amines by 3-(2-furoyl)quinoline-2-carboxaldehyde and capillary electrophoresis with laser-induced fluorescence detection.
2003 May 23
Qualitative determination of false-positive effects in the acetylcholinesterase assay using thin layer chromatography.
2003 May-Jun
SER-7b, a constitutively active Galphas coupled 5-HT7-like receptor expressed in the Caenorhabditis elegans M4 pharyngeal motorneuron.
2003 Oct
Patents
Substance Class Chemical
Created
by admin
on Fri Dec 15 20:02:07 GMT 2023
Edited
by admin
on Fri Dec 15 20:02:07 GMT 2023
Record UNII
422ZU9N5TV
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
TRYPTAMINE
MI  
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
Created by admin on Fri Dec 15 20:02:07 GMT 2023 , Edited by admin on Fri Dec 15 20:02:07 GMT 2023
Code System Code Type Description
WIKIPEDIA
TRYPTAMINE
Created by admin on Fri Dec 15 20:02:07 GMT 2023 , Edited by admin on Fri Dec 15 20:02:07 GMT 2023
PRIMARY
EPA CompTox
DTXSID2075340
Created by admin on Fri Dec 15 20:02:07 GMT 2023 , Edited by admin on Fri Dec 15 20:02:07 GMT 2023
PRIMARY
DRUG BANK
DB08653
Created by admin on Fri Dec 15 20:02:07 GMT 2023 , Edited by admin on Fri Dec 15 20:02:07 GMT 2023
PRIMARY
NSC
165212
Created by admin on Fri Dec 15 20:02:07 GMT 2023 , Edited by admin on Fri Dec 15 20:02:07 GMT 2023
PRIMARY
MESH
C030820
Created by admin on Fri Dec 15 20:02:07 GMT 2023 , Edited by admin on Fri Dec 15 20:02:07 GMT 2023
PRIMARY
ECHA (EC/EINECS)
200-510-5
Created by admin on Fri Dec 15 20:02:07 GMT 2023 , Edited by admin on Fri Dec 15 20:02:07 GMT 2023
PRIMARY
PUBCHEM
1150
Created by admin on Fri Dec 15 20:02:07 GMT 2023 , Edited by admin on Fri Dec 15 20:02:07 GMT 2023
PRIMARY
CHEBI
57887
Created by admin on Fri Dec 15 20:02:07 GMT 2023 , Edited by admin on Fri Dec 15 20:02:07 GMT 2023
PRIMARY
CHEBI
16765
Created by admin on Fri Dec 15 20:02:07 GMT 2023 , Edited by admin on Fri Dec 15 20:02:07 GMT 2023
PRIMARY
CAS
61-54-1
Created by admin on Fri Dec 15 20:02:07 GMT 2023 , Edited by admin on Fri Dec 15 20:02:07 GMT 2023
PRIMARY
FDA UNII
422ZU9N5TV
Created by admin on Fri Dec 15 20:02:07 GMT 2023 , Edited by admin on Fri Dec 15 20:02:07 GMT 2023
PRIMARY
MERCK INDEX
m11246
Created by admin on Fri Dec 15 20:02:07 GMT 2023 , Edited by admin on Fri Dec 15 20:02:07 GMT 2023
PRIMARY Merck Index
Related Record Type Details
DERIVATIVE -> PARENT
DERIVATIVE -> PARENT
DERIVATIVE -> PARENT
DERIVATIVE -> PARENT
DERIVATIVE -> PARENT
SALT/SOLVATE -> PARENT
DERIVATIVE -> PARENT
DERIVATIVE -> PARENT
DERIVATIVE -> PARENT
Related Record Type Details
ACTIVE MOIETY