A furan fatty acid
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Product Categories

Product Type

Biochemicals
Lipids
Fatty Acids

Research Area

Lipid Biochemistry
Fatty Acids

10,13-epoxy-10,12-Octadecadienoic Acid

Item No. 26767

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
5-pentyl-2-furannonanoic acid
CAS Number
4179-43-5
Synonyms
  • FA 18:2;O
  • 10,12-furan-FA
  • 10,12-Furannonanoic Acid
Molecular Formula
C18H30O3
Formula Weight
294.4
Purity
≥98%
Formulation (Request formulation change)
A solution in ethanol
Solubility(Learn about Variance in Solubility)
Ethanol: soluble
SMILES
OC(CCCCCCCCC1=CC=C(CCCCC)O1)=O
InChi Code
InChI=1S/C18H30O3/c1-2-3-8-11-16-14-15-17(21-16)12-9-6-4-5-7-10-13-18(19)20/h14-15H,2-13H2,1H3,(H,19,20)
InChi Key
BJTONYHCPUUWFX-UHFFFAOYSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Wet ice in continental US; may vary elsewhere
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Certificates of Analysis & Batch Specific Data

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    500 µg

    $347

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    1 mg

    $658

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    Product Description

    10,13-epoxy-10,12-Octadecadienoic acid is a furan fatty acid produced by oxidation of 10(E),12(Z)-conjugated linoleic acid (Item No. 90145).1,2 It upregulates the expression of PLIN2, TPD52L2, and SEC13, which are involved in the formation of lipid droplets, and downregulates a variety of genes involved in general cellular processes in Caco-2 cells.2 10,13-epoxy-10,12-Octadecadienoic acid is cytotoxic to Caco-2 and HepG2 cells when used concentrations greater than or equal to 100 µM.

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Yurawecz, M.P., Hood, J.K., Mossoba, M.M., et al. Furan fatty acids determined as oxidation products of conjugated octadecadienoic acid. Lipids 30(7), 595-598 (1995).

    2. Lengler, I., Buhrke, T., Scharmach, E., et al. In-vitro toxicological and proteomic analysis of furan fatty acids which are oxidative metabolites of conjugated linoleic acids. Lipids 47(11), 1085-1097 (2012).