A metabolite of linoleic acid and linolenic acid
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12-oxo-9(Z)-Dodecenoic Acid

Item No. 37713

Technical Information
Formal Name
(9Z)-12-oxo-9-dodecenoic acid
CAS Number
60485-39-4
Synonyms
  • FA 12:2;O
  • 12-keto-9Z-Dodecenoic Acid
  • 12-oxo-9-cis-Dodecenoic Acid
Molecular Formula
C12H20O3
Formula Weight
Purity
≥95%
A solution in acetonitrile
Acetonitrile: Soluble
SMILES
O=CC/C=C\CCCCCCCC(O)=O
InChi Code
InChI=1S/C12H20O3/c13-11-9-7-5-3-1-2-4-6-8-10-12(14)15/h5,7,11H,1-4,6,8-10H2,(H,14,15)/b7-5-
InChi Key
KIHXTOVLSZRTHJ-ALCCZGGFSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    12-oxo-9(Z)-Dodecenoic acid is an ω-oxoacid and a metabolite of the ω-6 PUFA linoleic acid (Item Nos. 90150 | 90150.1 | 21909) and the ω-3 PUFA α-linolenic acid (Item Nos. 90210 | 21910).1 It is formed from these PUFAs via lipoxygenase-produced 13-hydroperoxy intermediates by hydroperoxide lyase in plants. 12-oxo-9(Z)-Dodecenoic acid (100 µM) is active against the plant pathogenic oomycete P. parasitica.2

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Vick, B.A., and Zimmerman, D.C. Oxidative systems for modification of fatty acids: The lipoxygenase pathway. The biochemistry of plants: A comprehensive treatise 9, 53-90 (1987).

    2. Prost, I., Dhondt, S., Rothe, G., et alEvaluation of the antimicrobial activities of plant oxylipins supports their involvement in defense against pathogens. Plant Physiol. 139(4), 1902-1913 (2005).