An internal standard for the quantification of arachidonic acid
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Arachidonic Acid-d8

Item No. 390010

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
5Z,8Z,11Z,14Z-eicosatetraenoic-5,6,8,9,11,12,14,15-d8 acid
CAS Number
69254-37-1
Synonyms
  • AA-d8
  • FA 20:4-d8
Molecular Formula
C20H24D8O2
Formula Weight
312.5
Purity
≥99% deuterated forms (d1-d8)
Formulation
A 10 mg/ml solution in methyl acetate
Solubility(Learn about Variance in Solubility)
0.1 M Na2CO3: 1.7 mg/mlDMF: >100 mg/mlDMSO: >100 mg/mlEthanol: Miscible
SMILES
CCCCC/C([2H])=C([2H])\C/C([2H])=C([2H])\C/C([2H])=C([2H])\C/C([2H])=C([2H])\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-/i6D,7D,9D,10D,12D,13D,15D,16D
InChi Key
YZXBAPSDXZZRGB-FBFLGLDDSA-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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Certificates of Analysis & Batch Specific Data

Provide batch numbers separated by commas to download or request available product inserts, QC sheets, certificates of analysis, data packs, and GC-MS data.

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    1 mg

    $142

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    5 mg

    $461

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    10 mg

    $781

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    Product Description

    Arachidonic acid-d8 is intended for use as an internal standard for the quantification of arachidonic acid (Item No. 90010) by GC- or LC-MS. 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. Burgoyne, R.D., and Morgan, A. The control of free arachidonic acid levels. Trends Biochem. Sci. 15(10), 365-366 (1990).

    2. 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).

    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).

    Archambault, A.-S., Zaid, Y., Rakotoarivelo, V., et al. Lipid storm within the lungs of severe COVID-19 patients: Extensive levels of cyclooxygenase and lipoxygenase-derived inflammatory metabolites. medRxiv (2020).

    Yan, B., Chu, H., Yang, D., et al. Characterization of the lipidomic profile of human coronavirus-infected cells: Implications for lipid metabolism remodeling upon coronavirus replication. Viruses 11(1), 73 (2019).

    Shin, M., Buckner, A., Prince, J., et al. Diacylglycerol lipase-b is required for TNF-a response but not CD8+ T cell priming capacity of dendritic cells. Cell Chem. Bio. 26, 1-6 (2019).

    Sorgi, C.A., Peti, A.P.F., Petta, T., et al. Comprehensive high-resolution multiple-reaction monitoring mass spectrometry for targeted eicosanoid assays. Sci. Data 5, 180167 (2018).

    Lin, N., Shay, J.E.S., Xie, H., et al. Myeloid cell hypoxia-inducible factors promote resolution of inflammation in experimental colitis. Front. Immunol. 9(2565), (2018).

    Kagan, V.E., Mao, G., Qu, F., et al. Oxidized arachidonic and adrenic PEs navigate cells to ferroptosis. Nat. Chem. Biol. 13(1), 81-90 (2017).

    Ercan, S., Kencebay, C., Basaranlar, G., et al. Induction of omega 6 inflammatory pathway by sodium metabisulfite in rat liver and its attenuation by ghrelin. Lipids Health Dis. 14:7, (2015).

    Jovanović, V., Aziz, N.A., Lim, Y.T., et al. Lipid anti-lipid antibody responses correlate with disease activity in systemic lupus erythematosus. PLoS one 8(2), e55639 (2013).

    Rouzer, C.A., and Marnett, L.J. Glycerylprostaglandin synthesis by resident peritoneal macrophages in response to a zymosan stimulus. The Journal of Biological Chemisty 280(29), 26690-26700 (2005).