Butanedioic acid, methylene-, 4-octyl ester

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CAS:3133-16-2
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CAS:3133-16-2
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CAS:3133-16-2
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  • 4-Octyl itaconate
  • 4-Octyl itaconate pictures
  • $40.00 / 50mg
  • 2025-07-16
  • CAS:3133-16-2
  • Min. Order:
  • Purity: 99.94%
  • Supply Ability: 10g
Butanedioic acid, methylene-, 4-octyl ester Basic information
Product Name:Butanedioic acid, methylene-, 4-octyl ester
Synonyms:Butanedioic acid, methylene-, 4-octyl ester;Monooctyl Itaconate;4-Octyl itaconate;4-Octyl itaconate(CTK1B2911);2-Methylenebutanedioic acid 4-octyl ester;Itaconate;itaconate(CTK1B2911);Butanedioic acid, 2-methylene-, 4-octyl ester
CAS:3133-16-2
MF:C13H22O4
MW:242.32
EINECS:681-695-3
Product Categories:
Mol File:3133-16-2.mol
Butanedioic acid, methylene-, 4-octyl ester Structure
Butanedioic acid, methylene-, 4-octyl ester Chemical Properties
Boiling point 377.2±25.0 °C(Predicted)
density 1.026±0.06 g/cm3(Predicted)
storage temp. Keep in dark place,Inert atmosphere,Store in freezer, under -20°C
solubility DMF: 30 mg/ml; DMSO: 30 mg/ml; Ethanol: 30 mg/ml
form A crystalline solid
pka3.84±0.11(Predicted)
color White to off-white
Safety Information
MSDS Information
Butanedioic acid, methylene-, 4-octyl ester Usage And Synthesis
Uses4-Octyl Itaconate increases nuclear factor erythroid 2-related factor 2 (Nrf2) protein levels and expression of Nrf2 target genes and enhances LPS-induced Nrf2 stabilization in mouse macrophages. In vivo, 4-octyl itaconate (50 mg/kg) decreases serum levels of IL-1β and TNF-α, increases Nrf2 protein expression, and protects against LPS-induced lethality in wild-type, but not Nrf2 knockout, mice.
Biological Activity4-Octyl itaconate (4-OI) possesses anti-inflammatory effects. It can obstruct glyceraldehyde 3-phosphate dehydrogenase (GAPDH) and glycolysis in macrophages. It can be a good substitute to itaconate due to its thiol reactivity. The electrophilic α and β-unsaturated moieties of 4-OI might help to alkylate the thiol in cysteine residues of proteins through Michael reaction.', 'The endogenous metabolite itaconate has recently emerged as a regulator of macrophage function. 4-Octyl itaconate is a cell-permeable itaconate derivative th at decreases cytokine production and is protective against lipopolysaccharide-induced lethality in vivo. Esterases in mouse myoblast cells and macrophages hydrolyze it to itaconate, which alkylates cysteine residues on KEAP1, allowing the transcription factor Nrf2 to increase the expression of anti-oxidant and anti-inflammatory downstream genes.
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].

storageStore at -20°C
Butanedioic acid, methylene-, 4-octyl ester Preparation Products And Raw materials
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