1. Immunology/Inflammation NF-κB Metabolic Enzyme/Protease
  2. NOD-like Receptor (NLR) Keap1-Nrf2 Reactive Oxygen Species (ROS)
  3. Citraconic acid

Citraconic acid  (Synonyms: Methylmaleic acid)

Cat. No.: HY-113298 Purity: 98.73%
Handling Instructions Technical Support

Citraconic acid (Methylmaleic acid) is an orally active inhibitor targeting the NLRP3 inflammasome and Keap1-Nrf2 pathway. Citraconic acid reduces reactive oxygen species (ROS) generation by inhibiting succinate dehydrogenase (SDH) activity. Citraconic acid also modifies the conformation of Keap1 protein, relieves its inhibition of Nrf2, promotes antioxidant gene expression, and inhibits NLRP3 activation and the release of pro-inflammatory factors such as IL-1β and IL-18. Citraconic acid has anti-inflammatory and antioxidant activities, can reduce oxidative stress and cell pyroptosis, improve tissue damage, and can be used for the research of inflammation-related diseases such as acute renal ischemia-reperfusion injury. Citraconic acid is an isomer of Itaconic acid (HY-Y052).

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

Citraconic acid Chemical Structure

Citraconic acid Chemical Structure

CAS No. : 498-23-7

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Based on 2 publication(s) in Google Scholar

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Description

Citraconic acid (Methylmaleic acid) is an orally active inhibitor targeting the NLRP3 inflammasome and Keap1-Nrf2 pathway. Citraconic acid reduces reactive oxygen species (ROS) generation by inhibiting succinate dehydrogenase (SDH) activity. Citraconic acid also modifies the conformation of Keap1 protein, relieves its inhibition of Nrf2, promotes antioxidant gene expression, and inhibits NLRP3 activation and the release of pro-inflammatory factors such as IL-1β and IL-18. Citraconic acid has anti-inflammatory and antioxidant activities, can reduce oxidative stress and cell pyroptosis, improve tissue damage, and can be used for the research of inflammation-related diseases such as acute renal ischemia-reperfusion injury. Citraconic acid is an isomer of Itaconic acid (HY-Y052)[1][2][3].

IC50 & Target

NLRP3

 

In Vitro

Hydrogel preparation and enzyme immobilization experiments:
Citraconic acid (molar ratio of acrylamide to 1:3; polymerization reaction time 24 h) can be used to prepare chitosan-polyacrylamide-citraconic acid semi-IPN hydrogels and significantly improve the hydrogel swelling rate (240%-400%). The yield of lipase immobilization in the encapsulation method is high[3].

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

In Vivo

Citraconic acid (50 mg/kg; intraperitoneal injection; once a day; 3 days) significantly reduces the levels of serum creatinine (Cr), urea (Urea) and cystatin C (Cys-C) in the rat renal ischemia-reperfusion injury model, alleviates renal tubular epithelial cell damage, inflammatory cell infiltration and oxidative stress, and inhibits NLRP3 inflammasome activation and IL-1β and IL-18 release[1].

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

Animal Model: Sprague-Dawley rat renal ischemia-reperfusion injury model (250-300 g,8-10 weeks old)[1]
Dosage: 50 mg/kg
Administration: Intraperitoneal injection, once daily for 3 consecutive days, starting 3 days before ischemia-reperfusion surgery
Result: Significantly improved renal function compared to the ischemia-reperfusion (IRI) group.
Decreased Serum Cr from 1.82 ± 0.23 mg/dL (IRI) to 1.25 ± 0.18 mg/dL, urea from 72.3 mg/dL to 51.6 mg/dL, and Cys-C from 1.57 ± 0.19.
Molecular Weight

130.10

Synonyms

Methylmaleic acid

Formula

C5H6O4

CAS No.
Appearance

Solid

Color

White to off-white

SMILES

O=C(O)/C(C)=C\C(O)=O

Structure Classification
Initial Source
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 (768.64 mM; Hygroscopic DMSO has a significant impact on the solubility of product, please use newly opened DMSO)

H2O : ≥ 100 mg/mL (768.64 mM)

*"≥" means soluble, but saturation unknown.

Preparing
Stock Solutions
Concentration Solvent Mass 1 mg 5 mg 10 mg
1 mM 7.6864 mL 38.4320 mL 76.8639 mL
5 mM 1.5373 mL 7.6864 mL 15.3728 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.

* Note: If you choose water as the stock solution, please dilute it to the working solution, then filter and sterilize it with a 0.22 μm filter before use.

  • Molarity Calculator

  • Dilution Calculator

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

Mass
=
Concentration
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Volume
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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 (19.22 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 (19.22 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.
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.
Calculation results:
Working solution concentration: mg/mL
This product has good water solubility, please refer to the measured solubility data in water/PBS/Saline for details.
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).
Purity & Documentation

Purity: 98.73%

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 / H2O 1 mM 7.6864 mL 38.4320 mL 76.8639 mL 192.1599 mL
5 mM 1.5373 mL 7.6864 mL 15.3728 mL 38.4320 mL
10 mM 0.7686 mL 3.8432 mL 7.6864 mL 19.2160 mL
15 mM 0.5124 mL 2.5621 mL 5.1243 mL 12.8107 mL
20 mM 0.3843 mL 1.9216 mL 3.8432 mL 9.6080 mL
25 mM 0.3075 mL 1.5373 mL 3.0746 mL 7.6864 mL
30 mM 0.2562 mL 1.2811 mL 2.5621 mL 6.4053 mL
40 mM 0.1922 mL 0.9608 mL 1.9216 mL 4.8040 mL
50 mM 0.1537 mL 0.7686 mL 1.5373 mL 3.8432 mL
60 mM 0.1281 mL 0.6405 mL 1.2811 mL 3.2027 mL
80 mM 0.0961 mL 0.4804 mL 0.9608 mL 2.4020 mL
100 mM 0.0769 mL 0.3843 mL 0.7686 mL 1.9216 mL

* Note: If you choose water as the stock solution, please dilute it to the working solution, then filter and sterilize it with a 0.22 μm filter before use.

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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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Citraconic acid
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