1. GPCR/G Protein Neuronal Signaling
  2. Cannabinoid Receptor
  3. Eicosapentaenoyl ethanolamide

Eicosapentaenoyl ethanolamide, an omega-3 fatty acid, is one of N-acylethanolamines (NAEs). Eicosapentaenoyl ethanolamide is cannabinoid CB1/CB2 receptor agonist. Eicosapentaenoyl ethanolamide acts as a metabolic signal. Eicosapentaenoyl ethanolamide inhibits dietary restriction (DR)-induced lifespan extension in wild type animals and suppresses lifespan extension in a TOR pathway mutant.

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Eicosapentaenoyl ethanolamide

Eicosapentaenoyl ethanolamide Chemical Structure

CAS No. : 109001-03-8

Size Price Stock Quantity
Solvent
5 mg (144.71 mM * 100 μL in Ethanol) In-stock
Solvent
10 mg (144.71 mM * 200 μL in Ethanol) In-stock

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Based on 1 publication(s) in Google Scholar

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Description

Eicosapentaenoyl ethanolamide, an omega-3 fatty acid, is one of N-acylethanolamines (NAEs). Eicosapentaenoyl ethanolamide is cannabinoid CB1/CB2 receptor agonist. Eicosapentaenoyl ethanolamide acts as a metabolic signal. Eicosapentaenoyl ethanolamide inhibits dietary restriction (DR)-induced lifespan extension in wild type animals and suppresses lifespan extension in a TOR pathway mutant[1][2].

IC50 & Target[1]

CB1

 

CB2

 

Cellular Effect
Cell Line Type Value Description References
RBL-2H3 IC50
24 μM
Compound: 15; EPEA
Antiallergic activity in rat RBL2H3 cells assessed as inhibition of DNP-HSA-mediated degranulation by measuring decrease in beta-hexosaminidase activity preincubated for 30 mins followed by DNP-HSA stimulation and measured after 30 mins by 4-nitrophenyl 2-acetamido-2-deoxy-beta-D-glucopyranoside substrate based assay
Antiallergic activity in rat RBL2H3 cells assessed as inhibition of DNP-HSA-mediated degranulation by measuring decrease in beta-hexosaminidase activity preincubated for 30 mins followed by DNP-HSA stimulation and measured after 30 mins by 4-nitrophenyl 2-acetamido-2-deoxy-beta-D-glucopyranoside substrate based assay
[PMID: 31618024]
In Vitro

Eicosapentaenoyl ethanolamide (EPEA) induces cell death in both LNCaP and PC3 cells (IC50=16.19 μM). EPEA (24 hours) did not result in any significant changes in the G1, S or G2 phases of the cell cycle[1].

MedChemExpress (MCE) has not independently confirmed the accuracy of these methods. They are for reference only.

Molecular Weight

345.52

Formula

C22H35NO2

CAS No.
Appearance

Liquid

Color

Colorless to light yellow

SMILES

O=C(CCC/C=C\C/C=C\C/C=C\C/C=C\C/C=C\CC)NCCO

Shipping

Room temperature in continental US; may vary elsewhere.

Storage

Solution, -20°C, 2 years

Purity & Documentation

Purity: 98.38%

References
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    Species cross-reactivity must be investigated individually for each product. Many human cytokines will produce a nice response in mouse cell lines, and many mouse proteins will show activity on human cells. Other proteins may have a lower specific activity when used in the opposite species.

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Product Name:
Eicosapentaenoyl ethanolamide
Cat. No.:
HY-124089
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