The product of NAD+-dependent dehydrogenase activity on 13-HODE
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Labeled Version(s)
33862013-OxoODE-d3
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Product Categories

Product Type

Biochemicals
Lipids
Octadecanoids

Research Area

Lipid Biochemistry

13-OxoODE

Item No. 38620

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
13-oxo-9Z,11E-octadecadienoic acid
CAS Number
54739-30-9
Synonyms
  • 13-keto-9(Z),11(E)-Octadecadienoic Acid
  • 13-keto-9(Z),11(E)-ODE
  • 13-KODE
  • 13-oxo-cis-9-trans-11-Octadecadienoic Acid
  • 13-oxo-cis-9-trans-11-ODA
Molecular Formula
C18H30O3
Formula Weight
294.4
Purity
≥95%
Formulation (Request formulation change)
A 100 µg/ml solution in ethanol
Solubility(Learn about Variance in Solubility)
DMF: 50 mg/mlDMSO: 50 mg/mlEthanol: 50 mg/mlPBS pH 7.2: 1 mg/ml
λmax
279 nm
SMILES
CCCCCC(=O)/C=C\C=C\CCCCCCCC(=O)O
InChi Code
InChI=1S/C18H30O3/c1-2-3-11-14-17(19)15-12-9-7-5-4-6-8-10-13-16-18(20)21/h7,9,12,15H,2-6,8,10-11,13-14,16H2,1H3,(H,20,21)/b9-7-,15-12+
InChi Key
JHXAZBBVQSRKJR-BSZOFBHHSA-N
Shipping & Storage Information
Storage
-80°C
Shipping
Dry ice in continental US; may vary elsewhere
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    25 µg

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    Product Description

    13-oxoODE is produced from 13-HODE by a NAD+-dependent dehydrogenase present in rat colonic mucosa.1 13-OxoODE stimulates cell proliferation when instilled intrarectally in rats.2 13-OxoODE has also been detected in preparations of rabbit reticulocyte plasma and mitochondrial membranes, mostly esterified to phospholipids. Production of 13-oxoODE is putatively linked to the maturation of reticulocytes to erythrocytes through the activity of 15-LO.3,4

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Earles, S.M., Bronstein, J.C., Winner, D.L., et al. Metabolism of oxidized linoleic acid: Characterization of 13-hydroxyoctadecadienoic acid dehydrogenase activity from rat colonic tissue. Biochim. Biophys. Acta 1081, 174-180 (1991).

    2. Bull, A.W., and Bronstein, J.C. Production of unsaturated carbonyl compounds during metabolism of hydroperoxy fatty acids by colonic homogenates. Carcinogenesis 11, 1699-1704 (1990).

    3. Kühn, H., Belkner, J., Wiesner, R., et al. Occurrence of 9- and 13-keto-octadecadienoic acid in biological membranes oxygenated by the reticulocyte lipoxygenase. Arch. Biochem. Biophys. 279, 218-224 (1990).

    4. Kühn, H., Belkner, J., and Wiesner, R. Subcellular distribution of lipoxygenase products in rabbit reticulocyte membranes. Eur. J. Biochem. 191(1), 221-227 (1990).

    Product Citations

    Wu, Z., Xiao, H., Rao, D., et al. Analytical strategy for oxylipin annotation by combining chemical derivatization-based retention index algorithm and feature tandem mass spectrometric fragmentation as a biomarker discovery tool. Anal. Chem. 95(43), 15933-15942 (2023).

    Archambault, A.-S., Zaid, Y., Rakotoarivelo, V., et al. High levels of eicosanoids and docosanoids in the lungs of intubated COVID-19 patients. FASEB J. 35(6), e21666 (2021).