An anti-inflammatory lipid produced by macrophages
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Labeled Version(s)
900276414(S)-HDHA-d5
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14(S)-HDHA

Item No. 15253

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
14S-hydroxy-4Z,7Z,10Z,12E,16Z,19Z-docosahexaenoic acid
CAS Number
119433-37-3
Synonyms
  • 14(S)-hydroxy Docosahexaenoic Acid
  • FA 22:6
  • 14(S)-HDoHE
Molecular Formula
C22H32O3
Formula Weight
344.5
Purity
≥98%
Formulation (Request formulation change)
A 100 µg/ml solution in ethanol
Solubility(Learn about Variance in Solubility)
0.1 M Na2CO3: 2 mg/mlDMF: MiscibleDMSO: MiscibleEthanol: MisciblePBS (pH 7.2): 0.5 mg/ml
λmax
236 nm
SMILES
CC/C=C\C/C=C\C[C@H](O)/C=C/C=C\C/C=C\C/C=C\CCC(O)=O
InChi Code
InChI=1S/C22H32O3/c1-2-3-4-5-12-15-18-21(23)19-16-13-10-8-6-7-9-11-14-17-20-22(24)25/h3-4,6-7,10-16,19,21,23H,2,5,8-9,17-18,20H2,1H3,(H,24,25)/b4-3-,7-6-,13-10-,14-11-,15-12-,19-16+/t21-/m0/s1
InChi Key
ZNEBXONKCYFJAF-OUKOMXQNSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Wet ice in continental US; may vary elsewhere
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    25 µg

    $90

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    50 µg

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    100 µg

    $315

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    Product Description

    14(S)-HDHA is an oxygenation product formed by 12-lipoxygenase (12-LO) or 15-LO processing of docosahexaenoic acid (DHA; Item No. 90310).1 It is a precursor to the pro-resolving mediator maresin 1 (Item No. 10878) and has been found in peritoneal exudates isolated from a mouse model of zymosan-induced peritonitis.

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Serhan, C.N., Yang, R., Martinod, K., et al. Maresins: Novel macrophage mediators with potent antiinflammatory and proresolving actions. J. Exp. Med. 206(1), 15-23 (2009).

    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).

    Meriwether, D., Sulaiman, D., Volpe, C., et al. Apolipoprotein A-I mimetics mitigate intestinal inflammation in COX2-dependent inflammatory bowel disease model. J. Clin. Invest. 130, 3670-3685 (2019).