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Tryptamine

CAT: 0804-HY-B2132-05Size: 5 gDry Ice: NoHazardous: No
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CAT#:0804-HY-B2132-05Size:5 g
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Description
Tryptamine is a selective, blood-brain-penetrating 5-HT4 receptor agonist (EC50=1-3 mM) and an endogenous ligand of the aryl hydrocarbon receptor (AHR) (Kd=10-50 nM) . Tryptamine promotes intestinal anion secretion and fluid transport by activating G protein-coupled receptors (GPCRs) and accelerates gastrointestinal motility. Tryptamine regulates Th17/Treg balance to inhibit neuroinflammation, competitively binds to 5-HT receptors to regulate central nervous system activity, and participates in temperature regulation and spinal reflex regulation as a neuromodulator. Tryptamine can be used to study intestinal motility disorders such as functional constipation, and has shown significant efficacy in multiple sclerosis models[1][2][3].
CAS Number
61-54-1
Product Name Alternative
3- (2-Aminoethyl) indole~2- (3-Indolyl) ethylamine
UNSPSC
12352005
Hazard Statement
H302, H315, H318, H335
Target
5-HT Receptor; Aryl Hydrocarbon Receptor; Endogenous Metabolite
Type
Natural Products
Related Pathways
GPCR/G Protein; Immunology/Inflammation; Metabolic Enzyme/Protease; Neuronal Signaling
Field of Research
Metabolic Disease; Neurological Disease
Assay Protocol
https://www.medchemexpress.com/Tryptamine.html
Purity
99.95
Solubility
DMSO : ≥ 150 mg/mL
Smiles
NCCC1=CNC2=C1C=CC=C2
Molecular Formula
C10H12N2
Molecular Weight
160.22
Precautions
H302, H315, H318, H335
References & Citations
[1]Jones RS, et al. Tryptamine: a neuromodulator or neurotransmitter in mammalian brain? Prog Neurobiol. 1982;19 (1-2) :117-39.|[2]Dopkins N, et al. Tryptamine Attenuates Experimental Multiple Sclerosis Through Activation of Aryl Hydrocarbon Receptor. Front Pharmacol. 2021 Jan 25;11:619265.|[3]Bhattarai Y, et al. Gut Microbiota-Produced Tryptamine Activates an Epithelial G-Protein-Coupled Receptor to Increase Colonic Secretion. Cell Host Microbe. 2018 Jun 13;23 (6) :775-785.e5.
Shipping Conditions
Room Temperature
Storage Conditions
4°C (Powder, protect from light)
Scientific Category
Natural Products
Clinical Information
Phase 3
Isoform
Microbial Metabolite

Chemical Information

Tryptamine

Tryptamine is an aminoalkylindole consisting of indole having a 2-aminoethyl group at the 3-position. It has a role as a mouse metabolite, a plant metabolite and a human metabolite. It is a member of tryptamines, an aminoalkylindole, an indole alkaloid and an aralkylamino compound. It is a conjugate base of a tryptaminium.

CAS Number61-54-1
PubChem CID1150
IUPAC Name2-(1H-indol-3-yl)ethanamine
Molecular FormulaC10H12N2
Molecular Weight160.22
XLogP1.6
Topological Polar Surface Area41.8
Hydrogen Bond Donor Count2
Hydrogen Bond Acceptor Count1
Rotatable Bond Count2
Heavy Atom Count12
Formal Charge0
Complexity147
SMILES
C1=CC=C2C(=C1)C(=CN2)CCN
InChI
InChI=1S/C10H12N2/c11-6-5-8-7-12-10-4-2-1-3-9(8)10/h1-4,7,12H,5-6,11H2
InChIKey
APJYDQYYACXCRM-UHFFFAOYSA-N
Chemical Structure
2D Structure
2D structure of Tryptamine
CAS: 61-54-1
CID: 1150
Formula: C10H12N2
MW: 160.22
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight160.22
XLogP31.6
Hydrogen Bond Donor Count2
Hydrogen Bond Acceptor Count1
Rotatable Bond Count2
Exact Mass160.100048391
Monoisotopic Mass160.100048391
Topological Polar Surface Area41.8 Ų
Heavy Atom Count12
Formal Charge0
Complexity147
Isotope Atom Count0
Defined Atom Stereocenter Count0
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes

Alternative Products

CatalogName
T0647Tryptamine
TRC-T894604-5MGTryptamine-d5
290823-01Tryptamine hydrochloride

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