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Serotonin HCl

Alias: 5-HT HCl; 5-Hydroxytryptamine hydrochloride; 5-HT hydrochloride
Cat No.:V0993 Purity: ≥98%
Serotonin HCl (5-HT HCl; 5-Hydroxytryptamine), the hydrochloride salt of Serotonin, is an endogenous monoamine neurotransmitter found in the brain and also an endogenous agonist of 5-HT receptor.
Serotonin HCl
Serotonin HCl Chemical Structure CAS No.: 153-98-0
Product category: 5-HT Receptor
This product is for research use only, not for human use. We do not sell to patients.
Size Price Stock Qty
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Other Forms of Serotonin HCl:

  • Serotonin (5-Hydroxytryptamine; 5-HT)
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Top Publications Citing lnvivochem Products
Purity & Quality Control Documentation

Purity: ≥98%

Product Description

Serotonin HCl (5-HT HCl; 5-Hydroxytryptamine), the hydrochloride salt of Serotonin, is an endogenous monoamine neurotransmitter found in the brain and also an endogenous agonist of 5-HT receptor.

Biological Activity I Assay Protocols (From Reference)
Targets
Human Endogenous Metabolite; Microbial Metabolite; serotonin
ln Vitro

In vitro activity: Serotonin hydrochloride is an endogenous 5-HT receptor agonist and a monoamine neurotransmitter in the central nervous system. Additionally, catechol O-methyltransferase (COMT), an enzyme that modulates pain perception, is inhibited by serotonin hydrochloride through non-competitive binding to the site bound by catechol substrates, with a binding affinity similar to that of catechol itself (Ki=?44 μM). The addition of 100 μM of serotonin hydrochloride reduces the COMT reaction velocity, according to the results[1].

ln Vivo
Serotonin hydrochloride generates a strong hypersensitivity in comparison to controls treated with saline (p<0.001)[1]. After DSS colitis is induced, IL-13-/-mice receiving serotonin hydrochloride show a markedly higher colonic 5-HT content than IL-13-/-mice receiving a vehicle[2].
Enzyme Assay
The subcutaneous and systemic injection of serotonin reduces cutaneous and visceral pain thresholds and increases responses to noxious stimuli. Different subtypes of 5-hydroxytryptamine (5-HT) receptors are suggested to be associated with different types of pain responses. Here we show that serotonin 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 (K(i) = 44 μM). Using computational modeling, biochemical tests and cellular assays we show that serotonin actively competes with the methyl donor S-adenosyl-L-methionine (SAM) within the catalytic site. Binding of serotonin to the catalytic site inhibits the access of SAM, thus preventing methylation of COMT substrates. The results of in vivo animal studies show that serotonin-induced pain hypersensitivity in mice is reduced by either SAM pretreatment or by the combined administration of selective antagonists for β(2)- and β(3)-adrenergic receptors, which have been previously shown to mediate COMT-dependent pain signaling. Our results suggest that inhibition of COMT via serotonin binding contributes to pain hypersensitivity, providing additional strategies for the treatment of clinical pain conditions [1].
Cell Assay
Peritoneal cavity cells from WT and IL-13-/- mice are harvested and cultured, either with or without dextran sodium sulfate (DSS) treatment, for the purpose of macrophage culture. Following a 24-hour treatment with lipopolysaccharides (LPS; 100 ng/mL) or serotonin hydrochloride (10–10 M), cells are plated at a concentration of 3.0×106 cells per milliliter. After being collected, the culture supernatant is kept at -80°C until the protein array system is used to determine the levels of cytokines[2].
Animal Protocol
Oral administration of 5% DSS in drinking water for five days induces diarrhea caused by dextran sodium sulfate (DSS). A different experiment involves injecting 100 mg/kg of serotonin hydrochloride (5-HTP) subcutaneously into IL-13-/-mice twice a day for 8 days, starting 3 days before DSS colitis is induced. In contrast, saline is used as a vehicle in the IL-13-/-modified mice. Upon reaching a predefined end point (such as losing more than 20% of their body weight or experiencing a notable decline in their physical state), animals are put to sleep before being put to death by cervical dislocation at the end of each experiment[2].
References

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

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

These protocols are for reference only. InvivoChem does not independently validate these methods.
Physicochemical Properties
Molecular Formula
C10H13CLN2O
Molecular Weight
212.68
Exact Mass
212.07
CAS #
153-98-0
Related CAS #
Serotonin; 50-67-9
Appearance
Gray to dark gray powder
LogP
2.87
tPSA
62.04
SMILES
C1=CC2=C(C=C1O)C(=CN2)CCN.Cl
InChi Key
MDIGAZPGKJFIAH-UHFFFAOYSA-N
InChi Code
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
Chemical Name
3-(2-aminoethyl)-1H-indol-5-ol;hydrochloride
Synonyms
5-HT HCl; 5-Hydroxytryptamine hydrochloride; 5-HT hydrochloride
HS Tariff Code
2934.99.9001
Storage

Powder      -20°C    3 years

                     4°C     2 years

In solvent   -80°C    6 months

                  -20°C    1 month

Note: Please store this product in a sealed and protected environment (e.g. under nitrogen), avoid exposure to moisture and light.
Shipping Condition
Room temperature (This product is stable at ambient temperature for a few days during ordinary shipping and time spent in Customs)
Solubility Data
Solubility (In Vitro)
DMSO: 43~125 mg/mL (202.2~587.7 mM)
Water: ~43 mg/mL (~202.2 mM)
Ethanol: ~2 mg/mL (~9.4 mM)
Solubility (In Vivo)
Solubility in Formulation 1: ≥ 2.08 mg/mL (9.78 mM) (saturation unknown) in 10% DMSO + 40% PEG300 + 5% Tween80 + 45% Saline (add these co-solvents sequentially from left to right, and one by one), clear solution.
For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 20.8 mg/mL clear DMSO stock solution to 400 μL PEG300 and mix evenly; then add 50 μL Tween-80 to the above solution and mix evenly; then add 450 μL normal saline to adjust the volume to 1 mL.
Preparation of saline: Dissolve 0.9 g of sodium chloride in 100 mL ddH₂ O to obtain a clear solution.

Solubility in Formulation 2: ≥ 2.08 mg/mL (9.78 mM) (saturation unknown) in 10% DMSO + 90% (20% SBE-β-CD in Saline) (add these co-solvents sequentially from left to right, and one by one), clear solution.
For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 20.8 mg/mL clear DMSO stock solution to 900 μL of 20% SBE-β-CD physiological saline solution and mix evenly.
Preparation of 20% SBE-β-CD in Saline (4°C,1 week): Dissolve 2 g SBE-β-CD in 10 mL saline to obtain a clear solution.

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Solubility in Formulation 3: ≥ 2.08 mg/mL (9.78 mM) (saturation unknown) in 10% DMSO + 90% Corn Oil (add these co-solvents sequentially from left to right, and one by one), clear solution.
For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 20.8 mg/mL clear DMSO stock solution to 900 μL of corn oil and mix evenly.


 (Please use freshly prepared in vivo formulations for optimal results.)
Preparing Stock Solutions 1 mg 5 mg 10 mg
1 mM 4.7019 mL 23.5095 mL 47.0190 mL
5 mM 0.9404 mL 4.7019 mL 9.4038 mL
10 mM 0.4702 mL 2.3509 mL 4.7019 mL

*Note: Please select an appropriate solvent for the preparation of stock solution based on your experiment needs. For most products, DMSO can be used for preparing stock solutions (e.g. 5 mM, 10 mM, or 20 mM concentration); some products with high aqueous solubility may be dissolved in water directly. Solubility information is available at the above Solubility Data section. Once the stock solution is prepared, aliquot it to routine usage volumes and store at -20°C or -80°C. Avoid repeated freeze and thaw cycles.

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Note: Chemical formula is case sensitive: C12H18N3O4  c12h18n3o4
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In vivo Formulation Calculator (Clear solution)
Step 1: Enter information below (Recommended: An additional animal to make allowance for loss during the experiment)
Step 2: Enter in vivo formulation (This is only a calculator, not the exact formulation for a specific product. Please contact us first if there is no in vivo formulation in the solubility section.)
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Calculation results

Working concentration mg/mL;

Method for preparing DMSO stock solution mg drug pre-dissolved in μL DMSO (stock solution concentration mg/mL). Please contact us first if the concentration exceeds the DMSO solubility of the batch of drug.

Method for preparing in vivo formulation:Take μL DMSO stock solution, next add μL PEG300, mix and clarify, next addμL Tween 80, mix and clarify, next add μL ddH2O,mix and clarify.

(1) Please be sure that the solution is clear before the addition of next solvent. Dissolution methods like vortex, ultrasound or warming and heat may be used to aid dissolving.
             (2) Be sure to add the solvent(s) in order.

Biological Data
  • Inhibition of COMT with serotonin. Mol Pain . 2012 Apr 13:8:25.
  • In silico and in vitro binding of serotonin and COMT. Mol Pain . 2012 Apr 13:8:25.
  • Reduction of serotonin-induced hypersensitivity by SAM and β2/β3antagonism. Mol Pain . 2012 Apr 13:8:25.
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