An aspirin-induced DHA metabolite
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17(R)-HDHA

Item No. 10005099

Technical Information
Formal Name
17R-hydroxy-4Z,7Z,10Z,13Z,15E,19Z-docosahexaenoic acid
CAS Number
155976-53-7
Synonyms
  • 17(R)-hydroxy Docosahexaenoic Acid
  • 17(R)-HDoHE
Molecular Formula
C22H32O3
Formula Weight
Purity
≥98%
A 100 µg/ml solution in ethanol
DMF: MiscibleDMSO: MiscibleEthanol: MisciblePBS (pH 7.2): 0.8 mg/ml
λmax
236 nm
SMILES
CC/C=C\C[C@@H](O)\C=C\C=C\C/C=C\C/C=C\C/C=C\CCC(=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/h3,5-8,11-16,19,21,23H,2,4,9-10,17-18,20H2,1H3,(H,24,25)/b7-5-,8-6-,13-11-,14-12-,15-3-,19-16+/t21-/m1/s1
InChi Key
SWTYBBUBEPPYCX-NGHKTGSUSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Wet ice in continental US; may vary elsewhere
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    Product Description

    17(R)-HDHA is the primary oxygenation product of DHA when exposed to aspirin-inhibited cyclooxygenase-2. 17(R)-HDHA serves as a precursor to resolvins and has intrinsic biological activity, such as the inhibition of TNFα-induced IL-1β expression in human glioma cells.1

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Serhan, C.N., Hong, S., Gronert, K., et alResolvins: A family of bioactive products of ω-3 fatty acid transformation circuits by aspirin treatment that counter proinflammation signals. J. Exp. Med. 196(8), 1025-1037 (2002).

    Product Citations

    Mainka, M., George, S., Angioni, C., et alOn the biosynthesis of specialized pro-resolving mediators in human neutrophils and the influence of cell integrit. Biochim. Biophys. Acta Mol. Cell Biol. Lipids 1867(3), 159093 (2022).

    Brouwers, H., Jónasdóttir, H.S., Kuipers, M.E., et alAnti-inflammatory and proresolving effects of the omega-6 polyunsaturated fatty acid adrenic acid. J. Immunol. 205(10), 2840-2849 (2020).