1. Metabolic Enzyme/Protease Vitamin D Related/Nuclear Receptor Cell Cycle/DNA Damage
  2. Endogenous Metabolite PPAR
  3. Oleoylethanolamide

Oleoylethanolamide  (Synonyms: N-Oleoylethanolamide; Oleamide MEA; Oleic acid monoethanolamide)

Cat. No.: HY-107542 Purity: 98.19%
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Oleoylethanolamide is a high affinity endogenous PPAR-α agonist, which plays an important role in the treatment of obesity and arteriosclerosis.

For research use only. We do not sell to patients.

CAS No. : 111-58-0

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Customer Review

Based on 3 publication(s) in Google Scholar

Other Forms of Oleoylethanolamide:

Top Publications Citing Use of Products

    Oleoylethanolamide purchased from MedChemExpress. Usage Cited in: Autophagy. 2025 Apr 3.  [Abstract]

    Quantification of S1P concentrations in C2C12 myotubes treated with 10 μM FCCP for 4 h with/without 50 μM NOE or 5 μM SKI-II pre-treatment (n = 4).

    Oleoylethanolamide purchased from MedChemExpress. Usage Cited in: Autophagy. 2025 Apr 3.  [Abstract]

    PPARGC1A protein levels in the C2C12 myotubes 48 h after the stimulation of 10 μM FCCP with/without 50 μM NOE (24 h) in the absence or presence of 5 μM S1P (n = 3).

    Oleoylethanolamide purchased from MedChemExpress. Usage Cited in: J Agric Food Chem. 2024 Sep 25;72(38):21052-21064.  [Abstract]

    The PPARα and FGF21 protein expression levels was detected using Western blot after treatment with OEA (10 μM) for 48 h in PA-treated HepG2 cells.

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    • Biological Activity

    • Protocol

    • Purity & Documentation

    • References

    • Customer Review

    Description

    Oleoylethanolamide is a high affinity endogenous PPAR-α agonist, which plays an important role in the treatment of obesity and arteriosclerosis.

    IC50 & Target[1]

    Human Endogenous Metabolite

     

    PPAR-α

     

    Cellular Effect
    Cell Line Type Value Description References
    786-0 GI50
    35.4 μg/mL
    Compound: 4c
    Antiproliferative activity against human 786-0 cells after 48 hrs by sulforhodamine B assay
    Antiproliferative activity against human 786-0 cells after 48 hrs by sulforhodamine B assay
    [PMID: 25510639]
    HEK293 EC50
    0.89 μM
    Compound: 2a, OEA
    Agonist activity on human recombinant TRPV1-mediated enhancement of intracellular calcium concentration in HEK293 cells
    Agonist activity on human recombinant TRPV1-mediated enhancement of intracellular calcium concentration in HEK293 cells
    [PMID: 16570929]
    HEK293 EC50
    2.2 μM
    Compound: OEA
    Agonist activity at human GPR119 expressed in HEK293 cells assessed as cAMP accumulation after 60 mins
    Agonist activity at human GPR119 expressed in HEK293 cells assessed as cAMP accumulation after 60 mins
    [PMID: 23357035]
    HEK293 EC50
    2.2 μM
    Compound: OEA
    Agonist activity at human GPR119 expressed in HEK293 cells assessed as stimulation of cAMP level measured after 60 mins by HTRF assay
    Agonist activity at human GPR119 expressed in HEK293 cells assessed as stimulation of cAMP level measured after 60 mins by HTRF assay
    [PMID: 27825553]
    HEK293 EC50
    2.2 μM
    Compound: OEA
    Agonist activity at human GPR119 expressed in HEK293 cells assessed as increase in cAMP stimulation measured after 60 mins by TR-FRET assay
    Agonist activity at human GPR119 expressed in HEK293 cells assessed as increase in cAMP stimulation measured after 60 mins by TR-FRET assay
    [PMID: 28408218]
    HEK293 EC50
    2200 nM
    Compound: OEA
    Agonist activity at human GPR119 transfected in HEK293 cells assessed as concentration for 50 % cAMP stimulation of oleylethanolamine
    Agonist activity at human GPR119 transfected in HEK293 cells assessed as concentration for 50 % cAMP stimulation of oleylethanolamine
    [PMID: 23374864]
    HEK293 EC50
    3.65 μM
    Compound: 3b, OEA
    Agonist activity at human recombinant TRPV1 expressed in HEK293 cells assessed as increase in intracellular calcium level
    Agonist activity at human recombinant TRPV1 expressed in HEK293 cells assessed as increase in intracellular calcium level
    [PMID: 19361197]
    HeLa EC50
    0.12 μM
    Compound: OEA
    Transactivation of human Gal4 fused PPARalpha LBD transfected in human HeLa cells after 7 hrs by dual-luciferase reporter gene assay
    Transactivation of human Gal4 fused PPARalpha LBD transfected in human HeLa cells after 7 hrs by dual-luciferase reporter gene assay
    [PMID: 27622746]
    HeLa EC50
    1.1 μM
    Compound: OEA
    Transactivation of human Gal4 fused PPARdelta LBD transfected in human HeLa cells after 7 hrs by dual-luciferase reporter gene assay
    Transactivation of human Gal4 fused PPARdelta LBD transfected in human HeLa cells after 7 hrs by dual-luciferase reporter gene assay
    [PMID: 27622746]
    MCF7 EC50
    152 nM
    Compound: OEA
    Agonist activity at human PPARalpha expressed in MCF7 cells co-transfected CPTI DR1-type RE after 16 hrs by luciferase reporter gene assay
    Agonist activity at human PPARalpha expressed in MCF7 cells co-transfected CPTI DR1-type RE after 16 hrs by luciferase reporter gene assay
    [PMID: 24936232]
    MCF7 EC50
    152 nM
    Compound: OEA
    Agonist activity at human PPARalpha transfected in human MCF7 cells after 16 hrs by luciferase reporter gene assay
    Agonist activity at human PPARalpha transfected in human MCF7 cells after 16 hrs by luciferase reporter gene assay
    [PMID: 26226490]
    MCF7 EC50
    185 nM
    Compound: OEA
    Agonist activity at human PPARalpha expressed in MCF7 cells co-transfected CPTI DR1-type RE after 6 hrs by luciferase reporter gene assay
    Agonist activity at human PPARalpha expressed in MCF7 cells co-transfected CPTI DR1-type RE after 6 hrs by luciferase reporter gene assay
    [PMID: 24936232]
    MCF7 GI50
    25.9 μg/mL
    Compound: 4c
    Antiproliferative activity against human MCF7 cells after 48 hrs by sulforhodamine B assay
    Antiproliferative activity against human MCF7 cells after 48 hrs by sulforhodamine B assay
    [PMID: 25510639]
    NCI-H460 GI50
    36.5 μg/mL
    Compound: 4c
    Antiproliferative activity against human NCI-H460 cells after 48 hrs by sulforhodamine B assay
    Antiproliferative activity against human NCI-H460 cells after 48 hrs by sulforhodamine B assay
    [PMID: 25510639]
    NCI/ADR-RES GI50
    9.1 μg/mL
    Compound: 4c
    Antiproliferative activity against human NCI/ADR-RES cells after 48 hrs by sulforhodamine B assay
    Antiproliferative activity against human NCI/ADR-RES cells after 48 hrs by sulforhodamine B assay
    [PMID: 25510639]
    OVCAR-3 GI50
    35.4 μg/mL
    Compound: 4c
    Antiproliferative activity against human OVCAR3 cells after 48 hrs by sulforhodamine B assay
    Antiproliferative activity against human OVCAR3 cells after 48 hrs by sulforhodamine B assay
    [PMID: 25510639]
    PC-3 GI50
    16.9 μg/mL
    Compound: 4c
    Antiproliferative activity against human PC3 cells after 48 hrs by sulforhodamine B assay
    Antiproliferative activity against human PC3 cells after 48 hrs by sulforhodamine B assay
    [PMID: 25510639]
    RBL-2H3 IC50
    20 μM
    Compound: 2a, OEA
    Inhibition of AEA uptake in RBL2H3 cells
    Inhibition of AEA uptake in RBL2H3 cells
    [PMID: 16570929]
    RBL-2H3 IC50
    > 50 μM
    Compound: 10
    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]
    SK-OV-3 IC50
    24 μM
    Compound: N-oleylethanolamine
    Inhibition of ceramidase in human SKOV3 cells assessed as hydrolysis of N-((2S,3R)-1,3-dihydroxy-5-((2-oxo-2H-chromen-7- yl)oxy)pentan-2-yl)palmitamide at 16 uM after 24 hrs at 37 degC by HPLC
    Inhibition of ceramidase in human SKOV3 cells assessed as hydrolysis of N-((2S,3R)-1,3-dihydroxy-5-((2-oxo-2H-chromen-7- yl)oxy)pentan-2-yl)palmitamide at 16 uM after 24 hrs at 37 degC by HPLC
    [PMID: 20085856]
    SK-OV-3 IC50
    28 μM
    Compound: N-oleylethanolamine
    Inhibition of ceramidase in human SKOV3 cells assessed as hydrolysis of N-((2S,3R)-1,3-dihydroxy-5-((2-oxo-2H-chromen-7- yl)oxy)pentan-2-yl)palmitamide at 16 uM after 24 hrs at 37 degC by umbelliferone formation based fluorescence intensity assay
    Inhibition of ceramidase in human SKOV3 cells assessed as hydrolysis of N-((2S,3R)-1,3-dihydroxy-5-((2-oxo-2H-chromen-7- yl)oxy)pentan-2-yl)palmitamide at 16 uM after 24 hrs at 37 degC by umbelliferone formation based fluorescence intensity assay
    [PMID: 20085856]
    U-251 GI50
    27.3 μg/mL
    Compound: 4c
    Antiproliferative activity against human U251 cells after 48 hrs by sulforhodamine B assay
    Antiproliferative activity against human U251 cells after 48 hrs by sulforhodamine B assay
    [PMID: 25510639]
    In Vitro

    Oleoylethanolamide (OEA), an endogenous PPAR-α ligand, attenuates liver fibrosis targeting hepatic stellate cells. Oleoylethanolamide suppresses TGF-β1 induced hepatic stellate cells (HSCs) activation in vitro via PPAR-α. To assess the impact of Oleoylethanolamide on HSCs activation, the expression levels of α-SMA and Col1a in TGF-β1-stimulated HSCs are examined by qPCR. The mRNA levels of α-SMA and Col1a are markedly induced in the group of CFSC cells with TGF-β1 (5 ng/mL) stimulation for 48h, while the mRNA levels are suppressed when treated with Oleoylethanolamide in a dose-dependent manner. Immunofluorescence and western blot results show that Oleoylethanolamide treatment dose-dependently inhibits the protein expression of α-SMA, the marker of HSC activation. The inhibitory effects of Oleoylethanolamide on HSCs activation are completely blocked by PPAR-α antagonist MK886 (10 μM). Moreover, the mRNA and protein expression levels of PPAR-α are down-regulated with TGF-β1 stimulation, while Oleoylethanolamide treatment restores these changes in dose-dependent manner. In addition, the phosphorylation of Smad 2/3 is upregulated in the presence of TGF-β1 stimulation, consistent with the observed effects on HSC activation, while Oleoylethanolamide (10 μM) reduces the phosphorylation of Smad2/3 in CFSC simulated with TGF-β1[1].

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

    In Vivo

    Oleoylethanolamide (OEA) can significantly suppress the pro-fibrotic cytokine TGF-β1 negatively regulate genes in the TGF-β1 signaling pathway (α-SMA, collagen 1a, and collagen 3a) in mice models of hepatic fibrosis. Treatment with Oleoylethanolamide (5 mg/kg/day, intraperitoneal injection, i.p.) significantly attenuates the progress of liver fibrosis in both two experimental animal models by blocking the activation of hepatic stellate cells (HSCs)[1].

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

    Clinical Trial
    Molecular Weight

    325.53

    Formula

    C20H39NO2

    CAS No.
    Appearance

    Solid

    Color

    White to light yellow

    SMILES

    CCCCCCCC/C=C\CCCCCCCC(NCCO)=O

    Structure Classification
    Initial Source
    Shipping

    Room temperature in continental US; may vary elsewhere.

    Storage
    Powder -20°C 3 years
    In solvent -80°C 6 months
    -20°C 1 month
    Solvent & Solubility
    In Vitro: 

    DMSO : 20.83 mg/mL (63.99 mM; Need ultrasonic; Hygroscopic DMSO has a significant impact on the solubility of product, please use newly opened DMSO)

    Preparing
    Stock Solutions
    Concentration Solvent Mass 1 mg 5 mg 10 mg
    1 mM 3.0719 mL 15.3596 mL 30.7191 mL
    5 mM 0.6144 mL 3.0719 mL 6.1438 mL
    View the Complete Stock Solution Preparation Table

    * Please refer to the solubility information to select the appropriate solvent. Once prepared, please aliquot and store the solution to prevent product inactivation from repeated freeze-thaw cycles.
    Storage method and period of stock solution: -80°C, 6 months; -20°C, 1 month. When stored at -80°C, please use it within 6 months. When stored at -20°C, please use it within 1 month.

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    This equation is commonly abbreviated as: C1V1 = C2V2

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    In Vivo:

    Select the appropriate dissolution method based on your experimental animal and administration route.

    For the following dissolution methods, please ensure to first prepare a clear stock solution using an In Vitro approach and then sequentially add co-solvents:
    To ensure reliable experimental results, the clarified stock solution can be appropriately stored based on storage conditions. As for the working solution for in vivo experiments, it is recommended to prepare freshly and use it on the same day.
    The percentages shown for the solvents indicate their volumetric ratio in the final prepared solution. If precipitation or phase separation occurs during preparation, heat and/or sonication can be used to aid dissolution.

    • Protocol 1

      Add each solvent one by one:  10% DMSO    40% PEG300    5% Tween-80    45% Saline

      Solubility: ≥ 2.08 mg/mL (6.39 mM); Clear solution

      This protocol yields a clear solution of ≥ 2.08 mg/mL (saturation unknown).

      Taking 1 mL working solution as an example, add 100 μL DMSO stock solution (20.8 mg/mL) to 400 μL PEG300, and mix evenly; then add 50 μL Tween-80 and mix evenly; then add 450 μL Saline to adjust the volume to 1 mL.

      Preparation of Saline: Dissolve 0.9 g sodium chloride in ddH₂O and dilute to 100 mL to obtain a clear Saline solution.
    • Protocol 2

      Add each solvent one by one:  10% DMSO    90% Corn Oil

      Solubility: ≥ 2.08 mg/mL (6.39 mM); Clear solution

      This protocol yields a clear solution of ≥ 2.08 mg/mL (saturation unknown). If the continuous dosing period exceeds half a month, please choose this protocol carefully.

      Taking 1 mL working solution as an example, add 100 μL DMSO stock solution (20.8 mg/mL) to 900 μL Corn oil, and mix evenly.

    In Vivo Dissolution Calculator
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    Please enter your animal formula composition:
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    Recommended: Keep the proportion of DMSO in working solution below 2% if your animal is weak.
    The co-solvents required include: DMSO, . All of co-solvents are available by MedChemExpress (MCE). , Tween 80. All of co-solvents are available by MedChemExpress (MCE).
    Calculation results:
    Working solution concentration: mg/mL
    Method for preparing stock solution: mg drug dissolved in μL  DMSO (Stock solution concentration: mg/mL).
    The concentration of the stock solution you require exceeds the measured solubility. The following solution is for reference only. If necessary, please contact MedChemExpress (MCE).
    Method for preparing in vivo working solution for animal experiments: Take μL DMSO stock solution, add μL . μL , mix evenly, next add μL Tween 80, mix evenly, then add μL Saline.
     If the continuous dosing period exceeds half a month, please choose this protocol carefully.
    Please ensure that the stock solution in the first step is dissolved to a clear state, and add co-solvents in sequence. You can use ultrasonic heating (ultrasonic cleaner, recommended frequency 20-40 kHz), vortexing, etc. to assist dissolution.
    Purity & Documentation

    Purity: 98.19%

    References
    Cell Assay
    [1]

    CFSC, HSC cell lines are first obtained from cirrhotic rat liver, and have a similar phenotype to that of early passage primary HSCs. CFSC cells are cultured in Dulbecco's modified Eagle's medium (DMEM) supplemented with 10% fetal bovine serum (FBS) and 1% penicillin/streptomycin. All cells are cultured in 6-well culture plates under 37°C and 5% CO2 in an incubator. The medium is replaced every two days, and the cells are harvested and diluted at a ratio of 1:3 twice a week. In experiments, HSCs are pretreated with the experimental concentration of Oleoylethanolamide (30 μM, 10 μM, 3 μM) before stimulation with 5 ng/mL TGF-β1. mRNA expression levels of α-SMA (A) and Col1a (B) are analyzed by real-time PCR[1].

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

    Animal Administration
    [1]

    Mice[1]
    The Sv/129 mice and PPAR-α knockout mice are maintained in a room with controlled temperature (21-23°C), humidity (55-60%) and lighting (12 h light/dark cycles) and given water ad libitum. Mice are randomly divided for methionine choline-deficient (MCD) and thioacetamide (TAA) experiments. In the MCD-diet feeding experiment, wild-type Sv/129 mice and PPAR-α knockout mice are each divided into three groups (n=8 /group): (i) control group receive normal diet; (ii) fed with MCD diet and injected with the vehicle (5% Tween-80+5% PEG400+90% saline, 5 mL/kg/day, 8 weeks, intraperitoneal injection, i.p.); (iii) fed with MCD diet along with Oleoylethanolamide administration (5 mg/kg/day; 8 weeks, i.p.). In another set of experiment, all the wild-type mice and PPAR-α knockout mice are given standard chow diet, and are randomly separated into three groups: the control group is not administrated TAA or Oleoylethanolamide but is injected with the saline; the TAA group is injected with TAA (160 mg/kg, three times per week, 6 weeks, dissolved in saline, i.p.) plus the corresponding vehicle; the Oleoylethanolamide group is both injected with TAA and Oleoylethanolamide (5 mg/kg/day; 6 weeks, i.p.)[1].

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

    References

    Complete Stock Solution Preparation Table

    * Please refer to the solubility information to select the appropriate solvent. Once prepared, please aliquot and store the solution to prevent product inactivation from repeated freeze-thaw cycles.
    Storage method and period of stock solution: -80°C, 6 months; -20°C, 1 month. When stored at -80°C, please use it within 6 months. When stored at -20°C, please use it within 1 month.

    Optional Solvent Concentration Solvent Mass 1 mg 5 mg 10 mg 25 mg
    DMSO 1 mM 3.0719 mL 15.3596 mL 30.7191 mL 76.7978 mL
    5 mM 0.6144 mL 3.0719 mL 6.1438 mL 15.3596 mL
    10 mM 0.3072 mL 1.5360 mL 3.0719 mL 7.6798 mL
    15 mM 0.2048 mL 1.0240 mL 2.0479 mL 5.1199 mL
    20 mM 0.1536 mL 0.7680 mL 1.5360 mL 3.8399 mL
    25 mM 0.1229 mL 0.6144 mL 1.2288 mL 3.0719 mL
    30 mM 0.1024 mL 0.5120 mL 1.0240 mL 2.5599 mL
    40 mM 0.0768 mL 0.3840 mL 0.7680 mL 1.9199 mL
    50 mM 0.0614 mL 0.3072 mL 0.6144 mL 1.5360 mL
    60 mM 0.0512 mL 0.2560 mL 0.5120 mL 1.2800 mL
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    Product Name:
    Oleoylethanolamide
    Cat. No.:
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