A metabolite of DPA with anti-inflammatory properties
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17-oxo-7(Z),10(Z),13(Z),15(E),19(Z)-Docosapentaenoic Acid

Item No. 9000347

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
7Z,10Z,13Z,15E,19Z-17-oxo-docosapentaenoic acid
CAS Number
1233715-33-7
Synonyms
  • EFOX
  • 17-oxo-DPA
  • 17-oxo-7(Z),10(Z),13(Z),15(E),19(Z)-DPA
Molecular Formula
C22H32O3
Formula Weight
344.5
Purity
≥95%
Formulation
A 1 mg/ml solution in ethanol
Solubility(Learn about Variance in Solubility)
DMF: 15 mg/mlDMSO: 10 mg/mlEthanol: 20 mg/ml
λmax
282 nm
SMILES
CC/C=C\CC(=O)/C=C\C=C\C/C=C\C/C=C\CCCCCC(=O)O
InChi Code
InChI=1S/C22H32O3/c1-2-3-15-18-21(23)19-16-13-11-9-7-5-4-6-8-10-12-14-17-20-22(24)25/h3,5-8,11,13,15-16,19H,2,4,9-10,12,14,17-18,20H2,1H3,(H,24,25)/b7-5-,8-6-,13-11-,15-3-,19-16+
InChi Key
PWVSFTLICCBISU-UCMLWGQMSA-N
Shipping & Storage Information
Storage
-80°C
Shipping
Dry ice in continental US; may vary elsewhere
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    100 µg

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    Product Description

    17-oxo-7(Z),10(Z),13(Z),15(E),19(Z)-docosapentaenoic acid is a metabolite of lipoxygenase-mediated oxidation of DPA that is produced endogenously by aspirin-enhanced COX-2 activity.1,2 It has been shown to activate Nrf2-dependent antioxidant gene expression, to act as a PPARγ agonist (EC50 = ~200 nM), and to inhibit pro-inflammatory cytokine and nitric oxide production at biological concentration ranges (5-25 µM).2

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Jie, M.S.F.L.K., and Pasha, M.K. Fatty acids, fatty acid analogues and their derivatives. Nat. Prod. Rep. 607-629 (1998).

    2. Groeger, A.L., Cipollina, C., Cole, M.P., et al. Cyclooxygenase-2 generates anti-inflammatory mediators from omega-3 fatty acids. Nat. Chem. Biol. (2010).

    Product Citations

    Hartling, I., Cremonesi, A., Osuna, E., et al. Quantitative profiling of inflammatory and pro-resolving lipid mediators in human adolescents and mouse plasma using UHPLC-MS/MS. Clin. Chem. Lab. Med. 59(11), 1811-1823 (2021).