A potent aldose reductase inhibitor
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EBPC

Item No. 14183

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
2,5-dihydro-4-hydroxy-5-oxo-1-(phenylmethyl)-1H-pyrrole-3-carboxylic acid, ethyl ester
CAS Number
4450-98-0
Synonyms
  • NSC 229530
Molecular Formula
C14H15NO4
Formula Weight
261.3
Purity
≥98%
Formulation
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: 20 mg/mlDMSO: 14 mg/mlEthanol: 14 mg/mlPBS (pH 7.2): 0.2 mg/ml
λmax
247 nm
SMILES
O=C(C(O)=C(C(OCC)=O)C1)N1CC2=CC=CC=C2
InChi Code
InChI=1S/C14H15NO4/c1-2-19-14(18)11-9-15(13(17)12(11)16)8-10-6-4-3-5-7-10/h3-7,16H,2,8-9H2,1H3
InChi Key
IGYRPDIWSYGHMY-UHFFFAOYSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    1 mg

    $36

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    5 mg

    $103

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    10 mg

    $153

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    Cayman Chemical
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    Product Description

    EBPC is a potent, selective inhibitor of aldose reductase with an IC50 value of 47 nM in vitro.1 Through its regulation of glucose metabolism, EBPC has been used to improve the cytotoxic effects of the anticancer agents doxorubicin and cisplatin in HeLa cervical carcinoma cells.2 EBPC also inhibits prostaglandin F2α (PGF2α) and PGE2 production in human endometrial cells with an EC50 value of 10 μM.3

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Mylari, B.L., Beyer, T.A., and Siegel, T.W. A highly specific aldose reductase inhibitor, ethyl 1-benzyl-3-hydroxy-2(5H)-oxopyrrole-4-carboxylate, and its congeners. J. Med. Chem. 34, 1011-1018 (1991).

    2. Lee, E.K., Regenold, W.T., and Shapiro, P. Inhibition of aldose reductase enhances HeLa cell sensitivity to chemotherapeutic drugs and involves activation of extracellular signal-regulated kinases. Anticancer Drugs 13(8), 859-868 (2002).

    3. Bresson, E., Lacroix-Pépin, N., Boucher-Kovalik, S., et al. The prostaglandin F synthase activity of the human aldose reductase AKR1B1 brings new lenses to look at pathologic conditions. Front. Pharmacol. 3(98), (2012).