An EPA-derived bronchoconstrictor
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10007848Resolvin E1
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Lipoxin A5

Item No. 10011453

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
5S,6R,15S-trihydroxy-7E,9E,11Z,13E,17Z-eicosapentaenoic acid
CAS Number
110657-98-2
Synonyms
  • LXA5
Molecular Formula
C20H30O5
Formula Weight
350.5
Purity
≥95%
Formulation (Request formulation change)
A 100 µg/ml solution in ethanol
Solubility(Learn about Variance in Solubility)
DMF: 50 mg/mlEthanol: 50 mg/mlPBS (pH 7.2): 1 mg/ml
λmax
302 nm
SMILES
CC/C=C\CC(O)/C=C/C=C/C=C\C=C/[C@@H](O)C(O)CCCC(=O)O
InChi Code
InChI=1S/C20H30O5/c1-2-3-8-12-17(21)13-9-6-4-5-7-10-14-18(22)19(23)15-11-16-20(24)25/h3-10,13-14,17-19,21-23H,2,11-12,15-16H2,1H3,(H,24,25)/b6-4-,7-5+,8-3-,13-9+,14-10+/t17-,18+,19-/m0/s1
InChi Key
ZZMKOZNTEJVKRY-YJUORNCYSA-N
Shipping & Storage Information
Storage
-80°C
Shipping
Dry ice in continental US; may vary elsewhere
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Certificates of Analysis & Batch Specific Data

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    25 µg

    $303

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    50 µg

    $576

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    100 µg

    $1,089

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    Product Description

    Lipoxin A5 (LXA5) is produced by enzymatic transformation of EPA by leukocytes.1 LXA5 slowly contracts pulmonary parenchymal strips from guinea pig with similar potency to that of LXA4 and LXB4.2 However, LXA5 does not exert the vasodilatory effects on aortic smooth muscle exhibited by LXA4 and LXB4.2

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Wong, P.Y.K., Hughes, R., and Lam, B. Lipoxene: A new group of trihydroxy pentaenes of eicosapentaenoic acid derived from porcine leukocytes. Biochem. Biophys. Res. Commun. 126(2), 763-772 (1985).

    2. Stahl, G.L., Tsao, P., Lefer, A.M., et al. Pharmacologic profile of lipoxins A5 and B5: new biologically active eicosanoids. Eur. J. Pharmacol. 163, 55-60 (1989).

    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).

    Roberts, L.M., Schwarz, B., Speranza, E., et al. Pulmonary infection induces persistent, pathogen-specific lipidomic changes influencing trained immunity. iScience 24(9), 103025 (2021).

    Kutzner, L., Rund, K.M., Ostermann, A.I., et al. Development of an optimized LC-MS method for the detection of specialized pro-resolving mediators in biological samples. Front. Pharmacol. 10, 169 (2019).