An ω-6 polyunsaturated fatty acid, precursor of eicosanoids
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Alternative(s)
9000477Arachidonic Acid-d5 390010Arachidonic Acid-d8
Unlabeled Version(s)
90010Arachidonic Acid
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Arachidonic Acid-d11

Item No. 10006758

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
5Z,8Z,11Z,14Z-eicosatetraenoic-16,16,17,17,18,18,19,19,20,20,20-d11 acid
CAS Number
2692624-11-4
Synonyms
  • AA-d11
  • FA 20:4-d11
Molecular Formula
C20H21D11O2
Formula Weight
315.5
Purity
≥99% deuterated forms (d1-d11)
Formulation
A 1 mg/ml solution in ethanol
Solubility(Learn about Variance in Solubility)
0.1 M Na2CO3: 1.7 mg/mlDMF: >100 mg/mlDMSO: >100 mg/mlEthanol: Miscible
SMILES
[2H]C(C([2H])([2H])C([2H])([2H])C([2H])([2H])[2H])([2H])C([2H])([2H])/C=C\C/C=C\C/C=C\C/C=C\CCCC(O)=O
InChi Code
InChI=1S/C20H32O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20(21)22/h6-7,9-10,12-13,15-16H,2-5,8,11,14,17-19H2,1H3,(H,21,22)/b7-6-,10-9-,13-12-,16-15-/i1D3,2D2,3D2,4D2,5D2
InChi Key
YZXBAPSDXZZRGB-MBZQHBQHSA-N
Side Chain Carbon Sum
20:4
Shipping & Storage Information
Storage
-20°C
Shipping
Wet ice in continental US; may vary elsewhere
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    100 µg

    $58

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    250 µg

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    500 µg

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    1 mg

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    Product Description

    Arachidonic acid-d11 contains 11 deuterium atoms at the 16, 16, 17, 17, 18, 18, 19, 19, 20, 20, and 20 positions. It is intended for use as an internal standard for the quantification of arachidonic acid (Item No. 90010) by GC- or LC-mass spectrometry. Arachidonic acid is an essential fatty acid and a precursor for all prostaglandins, thromboxanes, and leukotrienes. Virtually all cellular arachidonic acid is esterified in membrane phospholipids where its presence is tightly regulated through multiple interconnected pathways.1 Free arachidonic acid is a transient, critical substrate for the biosynthesis of eicosanoid second messengers. Receptor-stimulated release, metabolism, and re-uptake of free arachidonate are all important aspects of cell signaling and inflammation.2

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Nixon, A.B., Greene, D.G., and Wykle, R.L. Comparison of acceptor and donor substrates in the CoA-independent transacylase reaction in human neutrophils. Biochim. Biophys. Acta 1300(3), 187-196 (1996).

    2. Burgoyne, R.D., and Morgan, A. The control of free arachidonic acid levels. Trends Biochem. Sci. 15(10), 365-366 (1990).

    Product Citations

    Tufail, Y.Z., Guijas, C., Kummer, D.A., et al. Suppression of pain transmission and behavior by inhibition of peripheral diacylglycerol metabolism. Cell Chem. Bio. 33(1), 74-90.e19 (2025).

    von Krusenstiern, A.N., Robson, R.N., Qian, N., et al. Identification of essential sites of lipid peroxidation in ferroptosis. Nat. Chem. Biol. 19(6), 719-730 (2023).

    Veglia, F., Tyurin, V.A., Blasi, M., et al. Fatty acid transport protein 2 reprograms neutrophils in cancer. Nature 569(7754), 73-78 (2019).