Eicosapentaenoyl serotonin
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Eicosapentaenoyl serotonin (EPA-5-HT) is an endogenous fatty acid-serotonin conjugate lipid mediator. Eicosapentaenoyl serotonin acts as an inhibitor of fatty acid amide hydrolase (FAAH). Eicosapentaenoyl serotonin suppresses IL-17 release in Concanavalin A (HY-P2149)-stimulated human peripheral blood mononuclear cells. Eicosapentaenoyl serotonin is regulated by polyunsaturated fatty acids and modulates intestinal immunity and Th17 signaling. Eicosapentaenoyl serotonin can be used for the study of inflammatory bowel disease-related mechanisms.
For research use only. We do not sell to patients.
- Purity: 99.0%
- CAS No.: 199875-71-3
- Formula: C30H40N2O2
- Molecular Weight:460.65
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Storage:
Solution, -20°C, 2 years
All Endogenous Metabolite Isoforms
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Biological Activity
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IL-17 |
Eicosapentaenoyl serotonin (EPA-5-HT) (0-555 μM) inhibits FAAH activity in vitro in a concentration-dependent manner, with similar potency to eicosapentaenoic acid[1].
Eicosapentaenoyl serotonin (5 μM; 30 min pre-incubation; 24 h incubation with ConA) significantly inhibits Concanavalin A (HY-P2149)-induced IL-17 production by human peripheral blood mononuclear cells, with no effect on IL-6 production[2].
MedChemExpress (MCE) has not independently confirmed the accuracy of these methods. They are for reference only.
MedChemExpress (MCE) has not independently confirmed the accuracy of these methods. They are for reference only.
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Animal Model:C57Bl/6 (male, 6 weeks old at study start)[1]
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Dosage:1% fish oil; 3% fish oil
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Administration:dietary; ad libitum; 6 weeks
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Result:Demonstrated statistically significant increase in jejunal eicosapentaenoyl serotonin levels relative to standard diet.
Showed higher statistically significant increase in jejunal eicosapentaenoyl serotonin levels relative to standard diet, indicating dose-dependent induction of endogenous formation.
Chemical Information
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CAS No. 199875-71-3
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Appearance Liquid
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Molecular Weight 460.65
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Formula C30H40N2O2
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Color Colorless to light yellow
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SMILES
O=C(CCC/C=C\C/C=C\C/C=C\C/C=C\C/C=C\CC)NCCC1=CNC2=CC=C(C=C12)O
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Synonyms
EPA-5-HT
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Shipping
Room temperature in continental US; may vary elsewhere.
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Storage
Solution, -20°C, 2 years
Purity & Documentation
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Data Sheet (266 KB)
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SDS (393 KB)
- English - EN (393 KB)
- Français - FR (393 KB)
- Deutsch - DE (393 KB)
- Norwegian - NO (393 KB)
- Español - ES (393 KB)
- Swedish - SV (393 KB)
- Italian - IT (393 KB)
- Korean - KR (393 KB)
- Portuguese - PT (393 KB)
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Handling Instructions (2659 KB)
References
[1]. Verhoeckx KC, et al. Presence, formation and putative biological activities of N-acyl serotonins, a novel class of fatty-acid derived mediators, in the intestinal tract. Biochim Biophys Acta. 2011;1811(10):578-586. [Content Brief]
[2]. Wang Y, et al. Docosahexaenoyl serotonin emerges as most potent inhibitor of IL-17 and CCL-20 released by blood mononuclear cells from a series of N-acyl serotonins identified in human intestinal tissue. Biochim Biophys Acta Mol Cell Biol Lipids. 2017;1862(9):823-831. [Content Brief]
Calculators
Concentration (start) × Volume (start) = Concentration (final) × Volume (final)