An internal standard for the quantification of 5(Z),8(Z),11(Z)-eicosatrienoic acid
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Unlabeled Version(s)
901905(Z),8(Z),11(Z)-Eicosatrienoic Acid
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5(Z),8(Z),11(Z)-Eicosatrienoic Acid-d6

Item No. 10742

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
5Z,8Z,11Z-eicosatrienoic -5,6,8,9,11,12-d6 acid
CAS Number
2692624-12-5
Synonyms
  • FA 20:3-d6
  • Mead Acid-d6
Molecular Formula
C20H28D6O2
Formula Weight
312.5
Purity
≥99% deuterated forms (d1-d6)
Formulation
A 1 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
CCCCCCCC/C([2H])=C([2H])\C/C([2H])=C([2H])\C/C([2H])=C([2H])\CCCC(O)=O
InChi Code
InChI=1S/C20H34O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20(21)22/h9-10,12-13,15-16H,2-8,11,14,17-19H2,1H3,(H,21,22)/b10-9-,13-12-,16-15-/i9D,10D,12D,13D,15D,16D
InChi Key
UNSRRHDPHVZAHH-LWXKFBBMSA-N
Side Chain Carbon Sum
20:3
Shipping & Storage Information
Storage
-20°C
Shipping
Wet ice in continental US; may vary elsewhere
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    Product Description

    5(Z),8(Z),11(Z)-Eicosatrienoic Acid-d6 contains six deuterium atoms at the 5, 6, 8, 9, 11, and 12 positions. It is intended for use as an internal standard for the quantification of 5(Z),8(Z),11(Z)-eicosatrienoic acid by GC- or LC-mass spectrometry. Eicosatrienoic acid accumulates in the tissues of animals fed diets deficient in both ω-3 and ω-6 fatty acids. It can be converted to 3-series cysteinyl-leukotrienes but cannot serve as a COX substrate.1 The kidneys from essential fatty acid deficient rats are less immunogenic when transplanted, and the metabolites of eicosatrienoic acid are believed to play a role in altering the immune status of these organs.2

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Lefkowith, J.B. Essential fatty acid deficiency: Probing the role of arachidonate in biology. Adv. Prostaglandin Thromboxane Leukot. Res. 20, 224-231 (1990).

    2. Schreiner, G.F., Flye, W., Brunt, E., et al. Essential fatty acid depletion of renal allografts and prevention of rejection. Science 240(4855), 1032-1033 (1988).