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Structure Database (LMSD)

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Common Name

13-Oxo-ODE

Systematic Name

13-keto-9Z,11E-octadecadienoic acid

Synonyms

13-KODE

LM ID

LMFA02000016

Formula

C₁₈H₃₀O₃

Exact Mass

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294.219495

Sum Composition

FA 18:3;O

Status

Curated

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Classification

Biological Context

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

This information has been provided by Cayman Chemical

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).