An internal standard for the quantification of 20-HETE
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Unlabeled Version(s)
9003020-HETE
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20-HETE-d6

Item No. 390030

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
20-hydroxy-5Z,8Z,11Z,14Z-eicosatetraenoic-16,16,17,17,18,18-d6 acid
CAS Number
2548939-89-3
Synonyms
  • 20-Hydroxyeicosatetraenoic Acid-d6
  • 20-hydroxy Arachidonic Acid-d6
Molecular Formula
C20H26D6O3
Formula Weight
326.5
Purity
≥99% deuterated forms (d1-d6)
Formulation
A 100 µg/ml solution in acetonitrile
Solubility(Learn about Variance in Solubility)
DMF: 10 mg/mlDMSO: 10 mg/mlEthanol: 10 mg/mlPBS (pH 7.2): 500 µg/ml
SMILES
OCCC([2H])([2H])C([2H])([2H])C([2H])([2H])/C=C\C/C=C\C/C=C\C/C=C\CCCC(O)=O
InChi Code
InChI=1S/C20H32O3/c21-19-17-15-13-11-9-7-5-3-1-2-4-6-8-10-12-14-16-18-20(22)23/h1,3-4,6-7,9-10,12,21H,2,5,8,11,13-19H2,(H,22,23)/b3-1-,6-4-,9-7-,12-10-/i11D2,13D2,15D2
InChi Key
NNDIXBJHNLFJJP-KVJJYFOZSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Wet ice in continental US; may vary elsewhere
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    25 µg

    $201

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    50 µg

    $378

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    100 µg

    $712

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    Product Description

    20-HETE-d6 contains six deuterium atoms at the 16, 16', 17, 17', 18 and 18' positions. It is intended for use as an internal standard for the quantification of 20-HETE (Item No. 90030) by GC- or LC-MS. 20-HETE is a cytochrome P450 (CYP450) metabolite postulated to play an autacoid role in the renal and cerebral vasculature.1 In rat cerebral microvessels, 20-HETE is a vasoconstrictor that mediates pressure-induced autoregulatory vasoconstriction.2 20-HETE is excreted mainly as the glucuronide conjugate. The concentration of free 20-HETE (20-40 pg/ml in human urine) is about 10-fold lower than the corresponding concentration of the 20-glucuronide.3

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. McGiff, J.C., and Quilley, J. 20-HETE and the kidney: Resolution of old problems and new beginnings. Am. J. Physiol. 277(3), R607-R623 (1999).

    2. Gebremedhin, D., Lange, A.R., Lowry, T.F., et al. Production of 20-HETE and its role in autoregulation of cerebral blood flow. Circ. Res. 87(1), 60-65 (2000).

    3. Prakash, C., Zhang, J.Y., Falck, J.R., et al. 20-Hydroxyeicosatetraenoic acid is excreted as a glucuronide conjugate in human urine. Biochem. Biophys. Res. Commun. 185(2), 728-733 (1992).

    Product Citations

    Hirata, T., Ohara, H., Kojima, N., et al. Renoprotective effect of TP0472993, a novel and selective 20-hydroxyeicosatetraenoic acid synthesis inhibitor, in mouse models of renal fibrosis. J. Pharmacol. Exp. Ther. 386(1), 56-69 (2023).

    Cheng, D., Zinker, B.A., Luo, Y., et al. MGAT2 inhibitor decreases liver fibrosis and inflammation in murine NASH models and reduces body weight in human adults with obesity. Cell Metab. 34(11), 1732-1748 (2022).

    Maric, J., Ravindran, A., Mazzurana, L., et al. Cytokine-induced endogenous production of prostaglandin D2 is essential for human group 2 innate lymphoid cell activation. J. Allergy Clin. Immunol. 143(6), 2202-2214 (2019).