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H9523

Sigma-Aldrich

Serotonin hydrochloride

powder

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Synonym(s):
3-(2-Aminoethyl)-5-hydroxyindole hydrochloride, 5-HT, 5-Hydroxytryptamine hydrochloride
Empirical Formula (Hill Notation):
C10H12N2O · HCl
CAS Number:
Molecular Weight:
212.68
Beilstein/REAXYS Number:
3570963
MDL number:
PubChem Substance ID:
NACRES:
NA.77

assay

≥98%

Quality Level

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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This Item
H7752M6628SML0640
Serotonin hydrochloride powder

H9523

Serotonin hydrochloride

O-Methylserotonin hydrochloride crystalline

M6628

O-Methylserotonin hydrochloride

2-Methylserotonin maleate ≥95% (HPLC)

SML0640

2-Methylserotonin maleate

form

powder

form

powder

form

crystalline

form

powder

Quality Level

200

Quality Level

-

Quality Level

-

Quality Level

100

storage temp.

2-8°C

storage temp.

2-8°C

storage temp.

2-8°C

storage temp.

2-8°C

solubility

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

solubility

0.1 M HCl: soluble (Solutions should be freshly prepared.), 95% ethanol: very slightly soluble (Solutions should be freshly prepared.), absolute ethanol: insoluble

solubility

-

solubility

H2O: 5 mg/mL, clear

color

white to off-white

color

white to off-white

color

-

color

white to brown

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

signalword

Danger

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


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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
I Lucki
Biological psychiatry, 44(3), 151-162 (1998-08-07)
The diverse array of behavioral effects of serotonin form the basis for understanding its potential role as an etiological marker in psychiatric disorders and for the successful pharmacologic intervention of drugs regulating serotonin neurotransmission in behavior. General theories of the
L F Mohammad-Zadeh et al.
Journal of veterinary pharmacology and therapeutics, 31(3), 187-199 (2008-05-13)
5-Hydroxytryptamine, or serotonin, is a biogenic amine most noted for its role as a neurotransmitter. Manipulation of serotonin in animal models was used as a tool for studying its role in humans. Through such research serotonin has been shown to
Serotonin Receptors
Nichols David E and Nichols Charles D.
Chemical Reviews (2008)
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

Articles

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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