4-Octyl itaconate

SKU: orb1302740

Description

4-Octyl Itaconate is a cell-permeable anti-inflammatory metabolite derivative. It functions by alkylating KEAP1 to activate the Nrf2 pathway and inhibiting STING phosphorylation. This compound is widely used in research to study inflammation, oxidative stress, and innate immunity in both cellular and animal models.

Research Area

Immunology & Inflammation

Key Properties

• CAS Number: 3133-16-2
• MW: 242.31
• Purity: 99.94% (May vary between batches)
• Formula: C₁₃H₂₂O₄
• SMILES: C(CC(C(O)=O)=C)(OCCCCCCCC)=O
• Target: Nrf2
• Solubility: 10% DMSO+40% PEG300+5% Tween 80+45% Saline:12.2 mg/mL (50.35 mM);DMSO:237.5 mg/mL (980.15 mM)

Bioactivity

• In Vivo:
  METHODS: To test the anti-inflammatory activity in vivo, 4-Octyl Itaconate (50 mg/kg in 40% cyclodextrin in PBS) was intraperitoneally injected into mice, and 2 h later LPS (2.5 mg/kg) was intraperitoneally injected. RESULTS: 4-Octyl Itaconate counteracted the pro-inflammatory response to LPS in vivo. 4-Octyl Itaconate activated Nrf2, prolonged survival, decreased clinical scores and improved thermoregulation, and decreased IL-1β and TNF levels, but not IL-10, in the LPS model of sepsis. METHODS: To investigate the role in immunosuppressive impairment in sepsis, 4-Octyl Itaconate (25-50 mg/kg) was injected intraperitoneally into a C57bl/6 mouse model of sepsis established by cecum ligation and puncture (CLP). RESULTS: 4-Octyl Itaconate inhibits the early release of inflammatory and oxidative stress-related factors to reduce tissue and organ damage in septic mice.
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• In Vitro:
  METHODS: Human PBMC cells were pretreated with 4-Octyl Itaconate (62.5-125 μM) for 3 h. The expression levels of target proteins were detected by Western Blot. RESULTS: 4-Octyl Itaconate decreased LPS-induced pro-IL-1β and HIF-1α protein levels. METHODS: Macrophage THP1 cells were treated with 4-Octyl Itaconate (200 ng/mL) for 2 h, then stimulated with 2′,3′cGAMP for 1 h. The level of p-STING was detected by Immunofluorescence. RESULTS: 4-Octyl Itaconate pretreatment resulted in a significant inhibition of STING phosphorylation.
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Storage & Handling

• Storage: -20°C
• Expiration Date: 12 months from date of receipt.
• Disclaimer: For research use only

Alternative Names

4 Octyl itaconate, 4Octyl itaconate, 4-Octyl itaconate, 4-Octyl Itaconate, inhibit, Keap1-Nrf2, Inhibitor

Compound Identifiers

PubChem CID

14239884