Serotonin hydrochloride

Names

[ CAS No. ]:
153-98-0

[ Name ]:
Serotonin hydrochloride

[Synonym ]:
3-(2-aminoethyl)-1H-indol-5-ol,hydrochloride
3-(2-Aminoethyl)-1H-indol-5-ol hydrochloride
3-(2-Aminoethyl)-5-hydroxyindole hydrochloride,5-HT,5-Hydroxytryptamine hydrochloride
5-hydroxytryptamine hydrochloride
Serotonin HCl
1H-Indol-5-ol, 3-(2-aminoethyl)-, hydrochloride (1:1)
3-(2-Aminoethyl)-1H-indol-5-ol hydrochloride (1:1)
EINECS 244-464-4
MFCD00012686
5-Hydroxytryptamine HCl

Biological Activity

[Description]:

Serotonin hydrochloride is a monoamine neurotransmitter in the CNS and an endogenous 5-HT receptor agonist. Serotonin hydrochloride is also a catechol O-methyltransferase (COMT) inhibitor with a Ki of 44 μM.

[Related Catalog]:

Signaling Pathways >> GPCR/G Protein >> 5-HT Receptor

Signaling Pathways >> Neuronal Signaling >> 5-HT Receptor

Signaling Pathways >> Metabolic Enzyme/Protease >> COMT

Signaling Pathways >> Neuronal Signaling >> COMT

Research Areas >> Neurological Disease

[Target]

5-HT receptor[1] Ki: 44 μM (COMT)[1]

[In Vitro]

Serotonin hydrochloride is a monoamine neurotransmitter in the CNS and an endogenous 5-HT receptor agonist. Serotonin hydrochloride also inhibits catechol O-methyltransferase (COMT), an enzyme that contributes to modultion the perception of pain, via non-competitive binding to the site bound by catechol substrates with a binding affinity comparable to the binding affinity of catechol itself (Ki= 44 μM). Results show that addition of 100 μM of Serotonin hydrochloride decreases the reaction velocity of COMT[1].

[In Vivo]

Serotonin hydrochloride produces robust hypersensitivity compare to saline-treated controls (p<0.001)[1]. A significant increase in colonic 5-HT content is observed in IL-13-/- mice receiving Serotonin hydrochloride compare to IL-13-/- receiving vehicle following induction of DSS colitis[2].

[Cell Assay]

For macrophage culture, peritoneal cavity cells are collected from WT and IL-13-/- mice with or without dextran sodium sulfate (DSS) treatment and cultured. Cells are plated at a concentration of 3.0×106 cells per millilitre, and treated with either lipopolysaccharides (LPS); (100 ng/mL) or Serotonin hydrochloride (10-10 M) for 24 hours. The culture supernatant are collected and stored in -80°C until determination of cytokine levels using protein array system[2].

[Animal admin]

Dextran sodium sulfate (DSS) colitis is induced by orally administering 5% DSS in drinking water for 5 days. In a separate experiment, IL-13-/- mice are injected subcutaneously with 100 mg/kg of Serotonin hydrochloride (5-HTP) twice daily for 8 days beginning 3 days prior to induction of DSS colitis; whereas, the control IL-13-/- mice receive saline as vehicle. Animals are anaesthetized prior to euthanization via cervical dislocation at the conclusion of each experiment or if they reach a predetermined end point (ie, loss of ≥20% body weight and/or significant deterioration of body condition)[2].

[References]

[1]. Tsao D, et al. Serotonin-induced hypersensitivity via inhibition of catechol O-methyltransferase activity. Mol Pain. 2012 Apr 13;8:25.

[2]. Shajib MS, et al. Interleukin 13 and serotonin: linking the immune and endocrine systems in murine models of intestinal inflammation. PLoS One. 2013 Aug 28;8(8):e72774.

[Related Small Molecules]

Chemical & Physical Properties

[ Boiling Point ]:
416.1ºC at 760 mmHg

[ Melting Point ]:
149-154 °C(lit.)

[ Molecular Formula ]:
C₁₀H₁₃ClN₂O

[ Molecular Weight ]:
212.676

[ Flash Point ]:
205.4ºC

[ Exact Mass ]:
212.071640

[ PSA ]:
62.04000

[ LogP ]:
2.87700

[ Vapour Pressure ]:
1.63E-07mmHg at 25°C

[ Storage condition ]:
2-8°C

[ Stability ]:
Stable, but light sensitive and hygroscopic. Incompatible with strong oxidizing agents.

[ Water Solubility ]:
soluble

MSDS

Click to get detail MSDS

Safety Information

[ Symbol ]:

GHS07

[ Signal Word ]:
Warning

[ Hazard Statements ]:
H302-H312-H315-H319-H332-H335

[ Precautionary Statements ]:
P261-P280-P305 + P351 + P338

[ Personal Protective Equipment ]:
dust mask type N95 (US);Eyeshields;Gloves

[ Hazard Codes ]:
Xn:Harmful;

[ Risk Phrases ]:
R20/21/22;R36/37/38

[ Safety Phrases ]:
S22-S26-S36

[ RIDADR ]:
UN2811

[ WGK Germany ]:
3

[ RTECS ]:
NM2571000

[ Packaging Group ]:
III

[ Hazard Class ]:
6.1

[ HS Code ]:
2933990090

Precursor & DownStream

Precursor

DownStream

Customs

[ HS Code ]: 2933990090

[ Summary ]:
2933990090. heterocyclic compounds with nitrogen hetero-atom(s) only. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:20.0%

Articles

Chemical genetics reveals a complex functional ground state of neural stem cells.

Nat. Chem. Biol. 3(5) , 268-273, (2007)

The identification of self-renewing and multipotent neural stem cells (NSCs) in the mammalian brain holds promise for the treatment of neurological diseases and has yielded new insight into brain canc...

Simultaneous determination of the repertoire of classical neurotransmitters released from embryonal carcinoma stem cells using online microdialysis coupled with hydrophilic interaction chromatography–tandem mass spectrometry

Anal. Chim. Acta 849 , 70-9, (2014)

[Display omitted]

Evaluation of thein vitro/in vivodrug interaction potential of BST204, a purified dry extract of ginseng, and its four bioactive ginsenosides through cytochrome P450 inhibition/induction and UDP-glucuronosyltransferase inhibition

Food Chem. Toxicol. 68 , 117-27, (2014)

• BST204 is a purified dry extract of ginseng containing high amounts of Rh2 and Rg3. • BST204 had only weak inhibitory effects on nine CYPs and five UGTs. • It is unlikely that BST204 alter pharmacok...