During oxidative stress, the abundant unsaturated fatty acid linoleic acid undergoes lipid peroxidation to produce α,β-unsaturated epoxy-keto-octadecenoic acids (EKODEs). Nonenzymatic autooxidation of linoleic acid generates six major EKODE isomers, which differ from one another in the positioning and the orientation of the epoxy group relative to the keto moiety. trans-EKODE-(E)-Ib is a biologically active peroxidation product of linoleic acid that is characterized, structurally, by having a trans carbon-carbon double bond between the 9-keto and 12,13-epoxy groups. It activates an antioxidant response element (ARE) in neuronal cells and induces the expression of ARE-regulated cytoprotective genes like NQO1. This EKODE also stimulates the synthesis of aldosterone and corticosterone in adrenal cells when supplied at 1-5 μM. This effect appears to be mediated by a rise in intracellular calcium.
trans-EKODE-(E)-Ib
Catalog No.: GC45071Purity:>98.00%Synonyms: 12,13epoxy9keto10(trans)Octadecenoic Acid
During oxidative stress, the abundant unsaturated fatty acid linoleic acid undergoes lipid peroxidation to produce α,β-unsaturated epoxy-keto-octadecenoic acids (EKODEs).
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Cas No.: 478931-82-7
25μgIn Stock
$76.00
1
50μgIn Stock
$142.00
1
100μgIn Stock
$265.00
1
500μgIn Stock
$1,167.00
1
| Pack Size | Price | Availability | Quantity | Action |
|---|---|---|---|---|
| 25μg | $76.00 | In Stock | 1 | |
| 50μg | $142.00 | In Stock | 1 | |
| 100μg | $265.00 | In Stock | 1 | |
| 500μg | $1,167.00 | In Stock | 1 |
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Citations
No citations are currently available for this product. Below are selected publications citing GlpBio products.
Nature641, 529–536 (2025)
Nature628, 630–638 (2024)
Nature632, 686–694 (2024)
Nature618, 1017–1023 (2023)
Nature610, 366–372 (2022)
Cell187(9):2288-2304 (2024)
Cell183(7):1867-1883 (2020)
Science388(6745) (2025)
Science387(6739) (2025)
Science387(6734) (2025)
Cell Research35, 97–116 (2025)
Cell Research34, 683–706 (2024)
Cell Research33, 273–287 (2023)
Cell Research33, 546–561 (2023)
Cell Research33, 904–922 (2023)
Cell Research31, 1291–1307 (2021)
Description
Product Documents
Purity:>98.00%Appearance:A solution in ethanol
Chemical Properties
CAS No.
478931-82-7
Synonyms
12,13epoxy9keto10(trans)Octadecenoic Acid
SMILES
CCCCCC(O1)C1/C=C/C(CCCCCCCC(O)=O)=O
Molecular Formula
C18H30O4
Molecular Weight
310.4
Solubility
DMF: 50 mg/ml,DMSO: 50 mg/ml,Ethanol: 50 mg/ml,PBS (pH 7.2): .5 mg/ml
Storage
Store at -20°C
General tips
Select a suitable solvent according to the product solubility data. Once prepared, aliquot the stock solution to avoid repeated freeze-thaw cycles.
Use stock solutions within 6 months when stored at -80°C or within 1 month when stored at -20°C.
To improve solubility, warm the tube to 37°C and sonicate it for an appropriate period.
Use stock solutions within 6 months when stored at -80°C or within 1 month when stored at -20°C.
To improve solubility, warm the tube to 37°C and sonicate it for an appropriate period.
Shipping Condition
Evaluation samples are shipped with blue ice. Other available sizes are shipped at room temperature or with blue ice upon request.
CalculatorsMolarity / Dilution / Molecular Weight / Unit Conversion / In Vivo Formulation / Solubility
g/mol
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