4-Octyl itaconate

Name: 4-Octyl itaconate
Brand: MedChemExpress
SKU: HY-112675
Rating: 5.0 (66 reviews)

Cat. No.: HY-112675 Purity: 99.98%: FAQs
Data Sheet SDS COA Handling Instructions

Molarity Calculator

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

CAS No. : 3133-16-2

Size	Price	Stock	Quantity

Free Sample (0.1 - 0.5 mg)		Apply Now
Solid + Solvent (Highly Recommended)
10 mM * 1 mL in DMSO ready for reconstitution	USD 55	In-stock	Estimated Time of Arrival: December 31
Solution
10 mM * 1 mL in DMSO	USD 55	In-stock	Estimated Time of Arrival: December 31
Solid
10 mg	USD 25	In-stock	Estimated Time of Arrival: December 31
50 mg	USD 50	In-stock	Estimated Time of Arrival: December 31
100 mg	USD 90	In-stock	Estimated Time of Arrival: December 31
200 mg	USD 160	In-stock	Estimated Time of Arrival: December 31
500 mg	USD 360	In-stock	Estimated Time of Arrival: December 31
1 g		Get quote
5 g		Get quote

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Customer Review

Based on 66 publication(s) in Google Scholar

Other Forms of 4-Octyl itaconate:

4-Octyl itaconate-¹³C₅-1 Get quote

51 Publications Citing Use of MCE 4-Octyl itaconate

Proliferation Assay

RT-PCR

: 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]; 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. 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]; 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]; 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 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]; 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.; 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: 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: 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.

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Purity & Documentation
References
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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.

3133-16-2

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
10 mM	0.4127 mL	2.0635 mL	4.1269 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)

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

This equation is commonly abbreviated as: C₁V₁ = C₂V₂

Concentration _(start)

Volume _(start)

Concentration _(final)

Volume _(final)

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.
Protocol 3

Add each solvent one by one: 10% DMSO 90% Corn Oil
Solubility: ≥ 2.5 mg/mL (10.32 mM); Clear solution

This protocol yields a clear solution of ≥ 2.5 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 (25.0 mg/mL) to 900 μL Corn oil, and mix evenly.
Protocol 4

Add each solvent one by one: 5% DMSO 40% PEG300 5% Tween-80 50% Saline
Solubility: ≥ 2.5 mg/mL (10.32 mM); Clear solution
Protocol 5

Add each solvent one by one: 5% DMSO 95% (20% SBE-β-CD in Saline)
Solubility: ≥ 2.5 mg/mL (10.32 mM); Clear solution

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: 50% PEG300 50% Saline
Solubility: 2.5 mg/mL (10.32 mM); Clear solution; Need ultrasonic
Protocol 2

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)

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%

Select Batch:

Data Sheet (268 KB) SDS (393 KB)

COA (240 KB) LCMS (102 KB)

Handling Instructions (2659 KB)

References

[1]. Mills EL, et al. Itaconate is an anti-inflammatory metabolite that activates Nrf2 via alkylation of KEAP1. Nature. 2018 Apr 5;556(7699):113-117. [Content Brief]

Complete Stock Solution Preparation Table

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