A metabolite of 20-HETE and PGE2
Related Products
Parent Compound(s)
9003020-HETE14010Prostaglandin E2
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20-hydroxy Prostaglandin E2

Item No. 14950

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
9-oxo-11α,15S,20-trihydroxy-prosta-5Z,13E-dien-1-oic acid
CAS Number
57930-95-7
Synonyms
  • 20-hydroxy PGE2
  • 20-OH PGE2
Molecular Formula
C20H32O6
Formula Weight
368.5
Purity
≥95%
Formulation (Request formulation change)
A 500 µg/ml solution in ethanol
Solubility(Learn about Variance in Solubility)
DMF: >100 mg/ml (from PGE2)DMSO: >100 mg/ml (from PGE2)Ethanol: >100 mg/ml (from PGE2)PBS pH 7.2: >5 mg/ml (from PGE2)
SMILES
O=C1[C@H](C/C=C\CCCC(O)=O)[C@@H](/C=C/[C@@H](O)CCCCCO)[C@H](O)C1
InChi Code
InChI=1S/C20H32O6/c21-13-7-3-4-8-15(22)11-12-17-16(18(23)14-19(17)24)9-5-1-2-6-10-20(25)26/h1,5,11-12,15-17,19,21-22,24H,2-4,6-10,13-14H2,(H,25,26)/b5-1-,12-11+/t15-,16+,17+,19+/m0/s1
InChi Key
AZIGEYVZEVXWAD-NZGURKHLSA-N
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

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    50 µg

    $70

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    100 µg

    $129

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    500 µg

    $535

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    1 mg

    $934

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    Product Description

    20-hydroxy Prostaglandin E2 (PGE2) is a metabolite of 20-HETE (Item No. 90030) and PGE2 (Item No. 14010).1,2 It inhibits IFN-γ-induced kynurenine production in THP-1 cells and primary human monocytes (IC50s = 7.4 and 11.2 µM, respectively).3 20-hydroxy PGE2 (1 µM) induces lipid accumulation and lipid droplet formation in primary human mesenchymal stem cell-derived adipocytes.4 Intra-arterial infusion of 20-hydroxy PGE2 increases cortical and medullary blood flow in rat kidneys.5 Serum levels of 20-hydroxy PGE2 are decreased in patients with rheumatoid arthritis.6

    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. Oliw, E.H., Fahlstadius, P., and Hamberg, M. Isolation and biosynthesis of 20-hydroxyprostaglandins E1 and E2 in ram seminal fluid. The Journal of Biological Chemisty 261, 9216-9221 (1986).

    3. Costabile, M., Bassal, N.K., Gerber, J.P., et al. Inhibition of indoleamine 2,3-dioxygenase activity by fatty acids and prostaglandins: A structure function analysis. Prostaglandins Leukot. Essent. Fatty Acids 122, 7-15 (2017).

    4. Kim, D.H., Puri, N., Sodhi, K., et al. Cyclooxygenase-2 dependent metabolism of 20-HETE increases adiposity and adipocyte enlargement in mesenchymal stem cell-derived adipocytes. J. Lipid Res. 54(3), 786-793 (2013).

    5. Oyekan, A.O. Differential effects of 20-hydroxyeicosatetraenoic acid on intrarenal blood flow in the rat. J Pharmacol Exp Ther. 313(3), 1289-1295 (2005).

    6. Rodríguez-Carrio, J., Coras, R., Alperi-López, M., et al. Profiling of serum oxylipins during the earliest stages of rheumatoid arthritis. Arthritis Rheumatol. 73(3), 401-413 (2021).

    Product Citations

    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).