A metabolite of arachidonic acid
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Hepoxilin A3 methyl ester

Item No. 22151

Technical Information
Formal Name
methyl (5Z,9E)-8-hydroxy-10-((2S,3S)-3-((Z)-oct-2-en-1-yl)oxiran-2-yl)deca-5,9-dienoate
Synonyms
  • HxA3 methyl ester​
  • SFE 21:4;O2
Molecular Formula
C21H34O4
Formula Weight
Purity
≥98% (mixture of isomers)
A 100 µg/ml solution in hexane/1% TEA
DMF: 50 mg/mlEthanol: 50 mg/mlPBS (pH 7.2): 1 mg/ml
SMILES
OC(/C=C/[C@H]1[C@@H](O1)C/C=C\CCCCC)C/C=C\CCCC(OC)=O
InChi Code
InChI=1S/C21H34O4/c1-3-4-5-6-7-11-14-19-20(25-19)17-16-18(22)13-10-8-9-12-15-21(23)24-2/h7-8,10-11,16-20,22H,3-6,9,12-15H2,1-2H3/b10-8-,11-7-,17-16+/t18?,19-,20-/m0/s1
InChi Key
KRXDYAIKBGMXKW-YHLBDPABSA-N
Shipping & Storage Information
Storage
-80°C
Shipping
Dry ice in continental US; may vary elsewhere
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    Product Description

    Hepoxilin A3 (HxA3) methyl ester is an ester version of HxA3 that more potently induces calcium release from intracellular stores and then induces calcium influx in suspended human neutrophils.1 HxA3 is produced from the intermediate 12-HpETE (Item Nos. 10138 | 44570) in the metabolic pathway for arachidonic acid (Item No. 90010).2

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Reynaud, D., Demin, P.M., Sutherland, M., et alHepoxilin signaling in intact human neutrophils: Biphasic elevation of intracellular calcium by unesterified hepoxilin A3. FEBS Lett. 446(2-3), 236-238 (1999).

    2. Nigam, S., and Zafiriou, M.-P. Hepoxilin A3 synthase. Biochem. Biophys. Res. Commun. 338(1), 161-168 (2005).