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4-Octyl itaconate

A Nrf2 activator
Catalog #: B2171

In stock

SKU-Size Size Price Qty
B2171-10 10 mg
$75.00
B2171-50 50 mg
$295.00
More Sizes Get Quote

Product Details

Alternate Name 2-methylene-butanedioic acid, 4-octyl ester
Appearance Crystalline solid
CAS # 3133-16-2
Molecular Formula C₁₃H₂₂O₄
Molecular Weight 242.3
Purity ≥98%
Solubility DMSO (~30 mg/ml)
SMILES CCCCC(CCC)OC(=O)C(=C)CC(=O)[O-]
InChi InChI=1S/C13H22O4/c1-4-6-8-11(7-5-2)17-13(16)10(3)9-12(14)15/h11H,3-9H2,1-2H3,(H,14,15)/p-1
InChi Key GIRJEIMINMHXQS-UHFFFAOYSA-M
PubChem CID 71360202
Handling Protect from air and light
Storage Conditions -20°C
Shipping Conditions Gel Pack
USAGE For Research Use Only! Not For Use in Humans.

Details

4-Octyl itaconate is an endogenous metabolite of itaconate that activates the anti-inflammatory transcription factor Nrf2 (also known as NFE2L2) by lipopolysaccharide in mouse and human macrophages. Itaconate alkylates cysteine residues 151, 257, 288, 273 and 297 on the protein KEAP1, enabling Nrf2 to increase the expression of downstream gene. 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.


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