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4-Octyl itaconate

Catalog No. T4580   CAS 3133-16-2

4-Octyl Itaconate is a cell-permeable derivative of Itaconate, an anti-inflammatory metabolite. 4-Octyl Itaconate activates Nrf2 via alkylation of KEAP1 and also inhibits phosphorylation of STING. 4-Octyl Itaconate is an anti-inflammatory metabolite.

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4-Octyl itaconate Chemical Structure
4-Octyl itaconate, CAS 3133-16-2
Pack Size Availability Price/USD Quantity
25 mg In stock $ 30.00
50 mg In stock $ 40.00
100 mg In stock $ 58.00
1 mL * 10 mM (in DMSO) In stock $ 44.00
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Purity: 99.82%
Purity: 99.59%
Purity: 99.3%
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Biological Description
Chemical Properties
Storage & Solubility Information
Description 4-Octyl Itaconate is a cell-permeable derivative of Itaconate, an anti-inflammatory metabolite. 4-Octyl Itaconate activates Nrf2 via alkylation of KEAP1 and also inhibits phosphorylation of STING. 4-Octyl Itaconate is an anti-inflammatory metabolite.
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. [1]
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. [2]
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. [1]
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. [3]
Molecular Weight 242.31
Formula C13H22O4
CAS No. 3133-16-2

Storage

Powder: -20°C for 3 years | In solvent: -80°C for 1 year

Solubility Information

DMSO: 121.95 (503mM)

TargetMolReferences and Literature

1. Mills EL, et al. Itaconate is an anti-inflammatory metabolite that activates Nrf2 via alkylation of KEAPNature. 2018 Apr 5;556(7699):113-117. 2. Li W, et al. 4-octyl itaconate as a metabolite derivative inhibits inflammation via alkylation of STING. Cell Rep. 2023 Mar 28;42(3):112145. 3. Zhang P, et al. 4-Octyl itaconate regulates immune balance by activating Nrf2 and negatively regulating PD-L1 in a mouse model of sepsis. Int J Biol Sci. 2022 Oct 24;18(16):6189-6209.

TargetMolCitations

1. Wang S J, Ye W, Li W Y, et al.Effects and mechanisms of Xiaochaihu Tang against liver fibrosis: An integration of network pharmacology, molecular docking and experimental validation.Journal of Ethnopharmacology.2022: 116053.

Related compound libraries

This product is contained In the following compound libraries:
Anti-Neurodegenerative Disease Compound Library Anti-Aging Compound Library Anti-Obesity Compound Library PPI Inhibitor Library Immunology/Inflammation Compound Library HIF-1 Signaling Pathway Compound Library Target-Focused Phenotypic Screening Library Bioactive Compound Library Anti-Fibrosis Compound Library Ferroptosis Compound Library

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Keywords

4-Octyl itaconate 3133-16-2 Immunology/Inflammation Nrf2 Keap1-Nrf2 inhibit Inhibitor 4 Octyl itaconate 4Octyl itaconate 4-Octyl Itaconate inhibitor

 

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