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H9523

Sigma-Aldrich

Serotonin hydrochloride

≥98%, powder, neurotransmitter

Synonym(s):

3-(2-Aminoethyl)-5-hydroxyindole hydrochloride, 5-HT, 5-Hydroxytryptamine hydrochloride

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About This Item

Empirical Formula (Hill Notation):
C10H12N2O · HCl
CAS Number:
153-98-0
Molecular Weight:
212.68
Beilstein/REAXYS Number:
3570963
MDL number:
MFCD00012686
UNSPSC Code:
12352200
PubChem Substance ID:
24278124
NACRES:
NA.77

product name

Serotonin hydrochloride, powder

assay

≥98%

form

powder

color

white to off-white

mp

149-154 °C (lit.)

solubility

H2O: 17 mg/mL
0.1 M HCl: 22 mg/mL
ethanol: 5.3 mg/mL

storage temp.

2-8°C

SMILES string

Cl[H].NCCc1c[nH]c2ccc(O)cc12

InChI

1S/C10H12N2O.ClH/c11-4-3-7-6-12-10-2-1-8(13)5-9(7)10;/h1-2,5-6,12-13H,3-4,11H2;1H

InChI key

MDIGAZPGKJFIAH-UHFFFAOYSA-N

Gene Information

human ... HTR3A(3359)

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General description

Serotonin is a ubiquitous molecule found in all animals. It shows diverse effects in the central and peripheral nervous system (CAN/PNS). Serotonin acts as a hormone and as a mitogen. It is produced in the axon terminal present in the brain. Action potential induces the release of serotonin that diffuses across the synapse to turn on the post-synaptic receptors. Serotonin plays a crucialrole in development, respiration, thermoregulation, endocrine, cardiovascular, and gastrointestinal functions. It also plays a role in sensory perceptional behaviors such as the sleep-wake cycle, sex, mood, memory, aggression, pain sensitivity, learning, and cognition. Serotonin impacts several psychiatric disorders such as schizophrenia, anorexia nervosa, depression, and a range of anxiety disorders such as obsessive-compulsive disorder, panic attacks, and social phobia. Variations in serotonin levels are associated withimpulse-related disorders or personalities like substance abuse, gambling, attention deficit disorder, obsessive-control, and aggression.

Application

Serotonin hydrochloride hasbeen used: to study the mechanisms of 5-hydroxytryptamine receptor antagonistsregulate fibrosis in liver spheroids, to study its effects on theextracellular-related-kinase (ERK) phosphorylation in human embryonic kidneycells, in transwell assay, wound healing assay and tumor allograft assay incolon carcinoma cell line

Biochem/physiol Actions

Neurotransmitter.

Features and Benefits

This compound is featured on the Biogenic Amine Transporters page of the Handbook of Receptor Classification and Signal Transduction. To browse other handbook pages, click here.

Preparation Note

Solutions should be freshly prepared.

pictograms

Skull and crossbonesHealth hazard
GHS06,GHS08

signalword

Danger

hcodes

H301,H361

Hazard Classifications

Acute Tox. 3 Oral - Repr. 2

Storage Class

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Sara Redenšek Trampuž et al.
Scientific reports, 14(1), 1396-1396 (2024-01-17)
Non-alcoholic steatohepatitis (NASH) is a major health problem leading to liver fibrosis and hepatocellular carcinoma, among other diseases, and for which there is still no approved drug treatment. Previous studies in animal models and in LX-2 cells have indicated a
Soaleha Shams et al.
Behavioral neuroscience, 131(6), 492-504 (2017-12-01)
Social isolation can be used to study behavioral, neural, and hormonal mechanisms that regulate interactions in social animals. Although isolation effects have been reported in social mammals and various fish species, systematic studies with isolated zebrafish are rare. Here, the
Vinay Kumar Sharma et al.
Research square (2023-02-16)
5-Hydroxy tryptamine receptor 1E (5-HTR1E) is reported to activate cAMP and ERK pathways via its ligands and binding partners, but the detailed mechanism underlying the serotonin induced 5-HTR1E signaling is still not known. In the present study, we determined the
Serotonin Receptors
Nichols David E and Nichols Charles D.
Chemical Reviews (2008)
Rhian Stavely et al.
Inflammatory bowel diseases, 24(5), 1021-1034 (2018-04-19)
Serotonin (5-hydroxytryptamine, 5-HT) has been linked with several inflammation-associated intestinal diseases, including ulcerative colitis (UC). The largest pool of 5-HT in the body is in enterochromaffin (EC) cells located throughout the intestinal tract. EC cells are mechanosensitive and detect noxious
View All Related Papers

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Serotonin Synthesis & Metabolism

Serotonin is stored in cells and metabolized by MAO, influencing CNS, GI, and platelet functions.

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