A unique analog of U-46619
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U-46619 Glycine methyl ester

Item No. 10010522

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
9,11-dideoxy-9α,11α-methanoepoxy-prosta-5Z,13E-dien-1-oic acid, methyl ester
Molecular Formula
C24H39NO5
Formula Weight
421.6
Purity
≥98%
Formulation (Request formulation change)
A 100 µg/ml solution in methyl acetate
Solubility(Learn about Variance in Solubility)
DMF: 30 mg/mlDMSO: 30 mg/mlEthanol: 50 mg/mlPBS (pH 7.2): 0.5 mg/ml
SMILES
CCCCCC(O)/C=C/[C@H]1C2OCC(C2)C1C/C=C\CCCC(=O)NCC(=O)OC
InChi Code
InChI=1S/C24H39NO5/c1-3-4-7-10-19(26)13-14-21-20(18-15-22(21)30-17-18)11-8-5-6-9-12-23(27)25-16-24(28)29-2/h5,8,13-14,18-22,26H,3-4,6-7,9-12,15-17H2,1-2H3,(H,25,27)/b8-5-,14-13+/t18-,19+,20-,21-,22-/m1/s1
InChi Key
STIYTIWKJAUJKK-WUXVMKFXSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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Certificates of Analysis & Batch Specific Data

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    25 µg

    $46

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    50 µg

    $77

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    100 µg

    $145

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    Product Description

    U-46619 is a stable analog of the endoperoxide PGH2, and a TP receptor agonist.1 It exhibits properties similar to TXA2, causing platelet shape change, aggregation, and contraction of vascular smooth muscle.2,3 Mean EC50 values for shape change in human, rat, and rabbit platelets are 4.8, 6.0, and 7.3 nM respectively, and for aggregation, are 82, 145, and 65 nM, respectively.4 U-46619 glycine methyl ester contains a modification at the C-1 position of U-46619 that may uniquely alter its binding properties to the TP receptor or any of the PGH2-metabolizing enzymes. As a stable PGH2 analog, it could therefore be a useful tool to explore the inhibition of various enzymes in the arachidonic acid metabolic pathway. U-46619 glycine methyl ester may also serve as a lipophilic prodrug form of U-46619 that will alter its distribution and pharmacokinetic properties. There are no published reports on the biological activity of U-46619 glycine methyl ester.

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Abramovitz, M., Adam, M., Boie, Y., et al. The utilization of recombinant prostanoid receptors to determine the affinities and selectivities of prostaglandins and related analogs. Biochim. Biophys. Acta 1483(2), 285-293 (2000).

    2. Coleman, R.A., Humphrey, P.P.A., Kennedy, I., et al. Comparison of the actions of U-46619, a prostaglandin H2-analogue, with those of prostaglandin H2 and thromboxane A2 on some isolated smooth muscle preparations. Br. J. Pharmacol. 73(3), 773-778 (1981).

    3. Liel, N., Mais, D.E., and Halushka, P.V. Binding of a thromboxane A2/prostaglandin H2 agonist [3H]U46619 to washed human platelets. Prostaglandins 33(6), 789-797 (1987).

    4. Tymkewycz, P.M., Jones, R.L., Wilson, N.H., et al. Heterogeneity of thromboxane A2 (TP-) receptors: Evidence from antagonist but not agonist potency measurements. Br. J. Pharmacol. 102(3), 607-614 (1991).