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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:
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

Signal Word

Danger

Hazard Statements

H301,H361

Hazard Classifications

Acute Tox. 3 Oral - Repr. 2

Storage Class Code

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

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
SLCK2864
SLCJ8484
SLCF8411
SLCF8396
SLCC3073

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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
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
Kiyono Sekii et al.
Scientific reports, 9(1), 6132-6132 (2019-04-18)
Many flatworms can alternate between asexual and sexual reproduction. This is a powerful reproductive strategy enabling them to benefit from the features of the two reproductive modes, namely, rapid multiplication and genetic shuffling. The two reproductive modes are enabled by
Amber S Moody et al.
ACS chemical neuroscience, 9(6), 1380-1387 (2018-03-31)
The development of a sensor for the rapid and sensitive detection of neurotransmitters could provide a pathway for the diagnosis of neurological diseases, leading to the discovery of more effective treatment methods. We investigate the use of surface enhanced Raman
Sara Ellinor Johansson et al.
European journal of pharmacology, 846, 109-118 (2019-01-18)
Subarachnoid hemorrhage (SAH) is associated with increased cerebral artery sensitivity to vasoconstrictors and release of the perivascular sensory vasodilator CGRP. In the current study the constrictive phenotype and the vasodilatory effects of exogenous and endogenous perivascular CGRP were characterized in
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Articles

Serotonin Synthesis and Metabolism

Serotonin (5-hydroxytryptamine) is principally found stored in three main cell types - i) serotonergic neurons in the CNS and in the intestinal myenteric plexus, ii) enterochromaffin cells in the mucosa of the gastrointestinal tract, and iii) in blood platelets. Metabolism of serotonin is carried out primarily by the outer mitochondrial membrane enzyme monoamine oxidase (MAO), which occurs as two molecular subtypes called MAO-A and MAO-B.

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