A 12-oxo derivative of arachidonic acid
Technical Support & Resources

Information provided in the product description is from published literature. Due to the nature of scientific experimentation, your results (e.g., selectivity and effective concentrations) or specific application for this product may differ. If you have questions about how this product fits your application, please contact our technical support staff.

Visit our FAQ

Contact Us

Toll Free Phone (USA and Canada Only): (888) 526-5351
Direct Phone: (734) 975-3888

Request Technical Support

Technical Support Request

To streamline the process attach the appropriate questionnaire to your inquiry.

Download IHC QuestionnaireDownload WB Questionnaire

View Our Privacy Statement for details on how we use and protect your data. In addition, this site is protected by hCaptcha and its Privacy Policy and Terms of Service apply.

12-OxoETE

Item No. 34580

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
12-oxo-5Z,8Z,10E,14Z-eicosatetraenoic acid
CAS Number
108437-64-5
Synonyms
  • 12-KETE
Molecular Formula
C20H30O3
Formula Weight
318.5
Purity
≥90%
Formulation (Request formulation change)
A 100 µg/ml solution in ethanol
Solubility(Learn about Variance in Solubility)
DMF: MiscibleDMSO: MiscibleEthanol: MisciblePBS pH 7.2: 0.8 mg/ml
λmax
280 nm
SMILES
CCCCC/C=C\CC(=O)/C=C\C=C\C/C=C\CCCC(=O)O
InChi Code
InChI=1S/C20H30O3/c1-2-3-4-5-10-13-16-19(21)17-14-11-8-6-7-9-12-15-18-20(22)23/h7-11,13-14,17H,2-6,12,15-16,18H2,1H3,(H,22,23)/b9-7-,11-8-,13-10-,17-14+
InChi Key
GURBRQGDZZKITB-VXBMJZGYSA-N
Shipping & Storage Information
Storage
-80°C
Shipping
Dry ice in continental US; may vary elsewhere
Recommended Products

Certificates of Analysis & Batch Specific Data

Provide batch numbers separated by commas to download or request available product inserts, QC sheets, certificates of analysis, data packs, and GC-MS data.

Download most recent Certificate of Analysis for this product

    25 µg

    $145

    Add

    50 µg

    $271

    Add

    100 µg

    $513

    Add

    250 µg

    $1,133

    Add
    Lipid Resource Center
    Discover Products & Resources for Lipid Research
    • High-purity lipid standards
    • Lipid roles in biology
    • Lipids in health & disease
    • Lipids for pharmaceutical development
    • Protocols, advice, & resources
    EXPLORE NOW
    Product Description

    12-OxoETE is synthesized by human platelets and Aplysia nervous tissue after incubation with arachidonic acid.1,2 Microsomal fractions of various tissues will reduce 12-oxoETE to 12(S)-HETE or a mixture of 12(S)- and 12(R)-HETE.1,3 12-OxoETE induces a rapid, dose dependent increase of cytoplasmic free calcium via a leukotriene B4 receptor or a common activation sequence.4

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Falgueyret, J.P., Leblanc, Y., and Riendeau, D. Stereoselective carbonyl reductases from rat skin and leukocyte microsomes converting 12-ketoeicosatetraenoic acid to 12(S)-HETE. FEBS Lett. 262, 197-200 (1990).

    2. Fruteau De Laclos, B., Maclouf, J., Poubelle, P., et al. Conversion of arachidonic acid into 12-oxo derivatives in human platelets. A pathway possibly involving the heme-catalysed transformation of 12-hydroperoxy-eicosatetraenoic acid. Prostaglandins 33, 315-337 (1987).

    3. Falgueyret, J.P., Leblanc, Y., Rokach, J., et al. NAD(P)H-dependent reduction of 12-ketoeicosatetraenoic acid to 12(R)-hydroxyeicosatetraenoic acid by rat liver microsomes. Biochem. Biophys. Res. Commun. 156, 1083-1089 (1988).

    4. Naccache, P.H., Leblanc, Y., Rokach, J., et al. Calcium mobilization and right-angle light scatter responses to 12-oxo-derivatives of arachidonic acid in neutrophils: Evidence for the involvement of the leukotriene B4 receptor. Biochim. Biophys. Acta 1133, 102-106 (1991).

    Product Citations

    Sorgi, C.A., Peti, A.P.F., Petta, T., et al. Comprehensive high-resolution multiple-reaction monitoring mass spectrometry for targeted eicosanoid assays. Sci. Data 5, 180167 (2018).