1. NF-κB
  2. Keap1-Nrf2
  3. 4-Octyl itaconate

4-Octyl Itaconate is a cell-permeable Itaconate derivative. Itaconate is an anti-inflammatory metabolite that activates Nrf2 via alkylation of KEAP1.

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

4-Octyl itaconate Chemical Structure

4-Octyl itaconate Chemical Structure

CAS No. : 3133-16-2

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Solid + Solvent
10 mM * 1 mL in DMSO
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50 mg USD 50 In-stock
100 mg USD 90 In-stock
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Customer Review

Based on 56 publication(s) in Google Scholar

Top Publications Citing Use of Products

41 Publications Citing Use of MCE 4-Octyl itaconate

Proliferation Assay
RT-PCR
WB
IF

    4-Octyl itaconate purchased from MedChemExpress. Usage Cited in: Cell Rep. 2023 Feb 28;42(3):112145.  [Abstract]

    4-Octyl Itaconate (4-OI; 250 µM; 2 h) significantly inhibits the phosphorylation of STING and the activation of downstream signaling molecules in RAW264.7 macrophages.

    4-Octyl itaconate purchased from MedChemExpress. Usage Cited in: Int J Oral Sci. 2022 May 31;14(1):27.  [Abstract]

    4-octyl itaconate (4-OI; 200 μM) induces a shift in polarization phenotype of macrophages in vitro. Expression of M1 and M2-related genes in RAW 264.7 using qRT-PCR (The M1-related IL-1β, IL-6, CCL2, iNOS, CD86, and the M2-related TGF-β, Arg-1 and CD206).

    4-Octyl itaconate purchased from MedChemExpress. Usage Cited in: Int J Oral Sci. 2022 May 31;14(1):27.  [Abstract]

    The role of Nrf2 exerted in the protection of 4-octyl itaconate (4-OI; 200 μM) against periodontal inflammation. a The Nrf2 protein expression in nuclei fraction lysates quantified by Western blotting. The expression of Nrf2 downstream ARE-dependent proteins in RAW264.7 measured by Western blotting.

    4-Octyl itaconate purchased from MedChemExpress. Usage Cited in: Int J Oral Sci. 2022 May 31;14(1):27.  [Abstract]

    Hematoxylin and eosin (H&E) staining indicated 4-octyl itaconate (4-OI) (50 mg/kg; injected locally; daily for 14 days ) could play a pivotal role in decreasing alveolar bone loss in experimental periodontitis models.

    4-Octyl itaconate purchased from MedChemExpress. Usage Cited in: Int J Oral Sci. 2022 May 31;14(1):27.  [Abstract]

    4-octyl itaconate (4-OI; 200 μM) induces a shift in polarization phenotype of macrophages in vitro. Micrographs showing staining of iNOS, CD86 and CD206 obtained using confocal laser scanning microscopy.

    4-Octyl itaconate purchased from MedChemExpress. Usage Cited in: Int J Biol Sci. 2022; 18(16):6189-6209.

    Western blotting confirmes that TNF-α, IL-1β, and IFN-γ expression are significantly higher in RAW264.7 cells treated with LPS and are significantly inhibited by OI (4-Octyl Itaconate) (62.5, 125 µM; 12 h).

    4-Octyl itaconate purchased from MedChemExpress. Usage Cited in: Cell Death Dis. 2022 Feb 10;13(2):140.  [Abstract]

    Evaluated the effect of 4-Octyl Itaconate (4-OI; 20-80 μM) on the LPS-induced inflammation model. The protein expression of iNOS, COX2 and IL-6 are measured by western blot.

    4-Octyl itaconate purchased from MedChemExpress. Usage Cited in: Cell Death Dis. 2022 Feb 10;13(2):140.  [Abstract]

    Cell Counting Kit-8 (CCK-8) results for microglia treated with different concentrations of 4-Octyl Itaconate (4-OI) for 24 and 48 h.

    4-Octyl itaconate purchased from MedChemExpress. Usage Cited in: Cell Death Dis. 2022 Feb 10;13(2):140.  [Abstract]

    Evaluated the effect of 4-Octyl Itaconate (4-OI; 20-80 μM) on the LPS-induced inflammation model. The mRNA expression of iNOS, COX2 and IL-6 are measured by qRT-PCR.

    4-Octyl itaconate purchased from MedChemExpress. Usage Cited in: Cell Death Dis. 2022 Feb 10;13(2):140.  [Abstract]

    After 48 h of co-cultivation with 4-Octyl Itaconate (4-OI; 80 μM)-treated microglia, the proportion of apoptotic PC12 cells decreased significantly, the expression of Cleave-caspase3 decreased, and the expression of Bcl2 increased.

    4-Octyl itaconate purchased from MedChemExpress. Usage Cited in: Free Radic Biol Med. 2022 Aug 1;188:404-418.

    Representative images showing immunofluorescent staining of Nrf2 (red) after valve interstitial cells are treated with 40 μM 4-Octyl Itaconate (OI) for 2 h.

    4-Octyl itaconate purchased from MedChemExpress. Usage Cited in: Free Radic Biol Med. 2022 Aug 1;188:404-418.

    CCK-8 assay of the viability of valve interstitial cells treated with different concentrations of 4-Octyl Itaconate (OI) for 24 h.

    4-Octyl itaconate purchased from MedChemExpress. Usage Cited in: Free Radic Biol Med. 2022 Aug 1;188:404-418.

    Relative quantification of the mRNA expression of Nrf2, Hmox1 and NQO1 after valve interstitial cells are treated with different concentrations of 4-Octyl Itaconate (OI) for 4 h.

    4-Octyl itaconate purchased from MedChemExpress. Usage Cited in: Free Radic Biol Med. 2022 Aug 1;188:404-418.

    Representative Western blot images and quantification of Hmox1 and NQO1 protein expression after valve interstitial cells are treated with different concentrations of 4-Octyl Itaconate (OI) for 24 h.

    4-Octyl itaconate purchased from MedChemExpress. Usage Cited in: Front Pharmacol. 2021 May 25;12:651444.  [Abstract]

    Nrf2 knockdown attenuates the protective effect of 4-Octyl Itaconate (OI) in CCl4-treated NCTC 1469 cells.
    • Biological Activity

    • Purity & Documentation

    • References

    • Customer Review

    Description

    4-Octyl Itaconate is a cell-permeable Itaconate derivative. Itaconate is an anti-inflammatory metabolite that activates Nrf2 via alkylation of KEAP1[1].

    IC50 & Target

    Nrf2[1]

    In Vivo

    4-Octyl Itaconate (OI) is a cell-permeable itaconate derivative. 4-Octyl Itaconate is protective against lipopolysaccharide-induced lethality in vivo and decreases cytokine production[1].

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

    Molecular Weight

    242.31

    Formula

    C13H22O4

    CAS No.
    Appearance

    Solid

    Color

    White to off-white

    SMILES

    O=C(OCCCCCCCC)CC(C(O)=O)=C

    Shipping

    Room temperature in continental US; may vary elsewhere.

    Storage
    Powder -20°C 3 years
    4°C 2 years
    In solvent -80°C 6 months
    -20°C 1 month
    Solvent & Solubility
    In Vitro: 

    DMSO : 100 mg/mL (412.69 mM; Need ultrasonic; Hygroscopic DMSO has a significant impact on the solubility of product, please use newly opened DMSO)

    H2O : < 0.1 mg/mL (insoluble)

    Preparing
    Stock Solutions
    Concentration Solvent Mass 1 mg 5 mg 10 mg
    1 mM 4.1269 mL 20.6347 mL 41.2694 mL
    5 mM 0.8254 mL 4.1269 mL 8.2539 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.

    • Molarity Calculator

    • Dilution Calculator

    Mass (g) = Concentration (mol/L) × Volume (L) × Molecular Weight (g/mol)

    Mass
    =
    Concentration
    ×
    Volume
    ×
    Molecular Weight *

    Concentration (start) × Volume (start) = Concentration (final) × Volume (final)

    This equation is commonly abbreviated as: C1V1 = C2V2

    Concentration (start)

    C1

    ×
    Volume (start)

    V1

    =
    Concentration (final)

    C2

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    Volume (final)

    V2

    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: ≥ 2.5 mg/mL (10.32 mM); Clear solution

      This protocol yields a clear solution of ≥ 2.5 mg/mL (saturation unknown).

      Taking 1 mL working solution as an example, add 100 μL DMSO stock solution (25.0 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% (20% SBE-β-CD in Saline)

      Solubility: ≥ 2.5 mg/mL (10.32 mM); Clear solution

      This protocol yields a clear solution of ≥ 2.5 mg/mL (saturation unknown).

      Taking 1 mL working solution as an example, add 100 μL DMSO stock solution (25.0 mg/mL) to 900 μL 20% SBE-β-CD in Saline, and mix evenly.

      Preparation of 20% SBE-β-CD in Saline (4°C, storage for one week): 2 g SBE-β-CD powder is dissolved in 10 mL Saline, completely dissolve until clear.

    For the following dissolution methods, please prepare the working solution directly. It is recommended to prepare fresh solutions and use them promptly within a short period of time.
    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:  20% HP-β-CD in Saline

      Solubility: 10 mg/mL (41.27 mM); Suspended solution; Need ultrasonic

    In Vivo Dissolution Calculator
    Please enter the basic information of animal experiments:

    Dosage

    mg/kg

    Animal weight
    (per animal)

    g

    Dosing volume
    (per animal)

    μL

    Number of animals

    Recommended: Prepare an additional quantity of animals to account for potential losses during experiments.
    Please enter your animal formula composition:
    %
    DMSO +
    +
    %
    Tween-80 +
    %
    Saline
    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: 99.98%

    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 4.1269 mL 20.6347 mL 41.2694 mL 103.1736 mL
    5 mM 0.8254 mL 4.1269 mL 8.2539 mL 20.6347 mL
    10 mM 0.4127 mL 2.0635 mL 4.1269 mL 10.3174 mL
    15 mM 0.2751 mL 1.3756 mL 2.7513 mL 6.8782 mL
    20 mM 0.2063 mL 1.0317 mL 2.0635 mL 5.1587 mL
    25 mM 0.1651 mL 0.8254 mL 1.6508 mL 4.1269 mL
    30 mM 0.1376 mL 0.6878 mL 1.3756 mL 3.4391 mL
    40 mM 0.1032 mL 0.5159 mL 1.0317 mL 2.5793 mL
    50 mM 0.0825 mL 0.4127 mL 0.8254 mL 2.0635 mL
    60 mM 0.0688 mL 0.3439 mL 0.6878 mL 1.7196 mL
    80 mM 0.0516 mL 0.2579 mL 0.5159 mL 1.2897 mL
    100 mM 0.0413 mL 0.2063 mL 0.4127 mL 1.0317 mL
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    4-Octyl itaconate Related Classifications

    Help & FAQs
    • Do most proteins show cross-species activity?

      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:
    4-Octyl itaconate
    Cat. No.:
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