An EP and DP receptor antagonist
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AH 6809

Item No. 14050

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
6-isopropoxy-9-oxoxanthene-2-carboxylic acid
CAS Number
33458-93-4
Molecular Formula
C17H14O5
Formula Weight
298.3
Purity
≥97%
Formulation
A crystalline solid
Solubility(Learn about Variance in Solubility)
0.1 M Na2CO3: 4 mg/mlDMF: 8 mg/mlDMSO: 1 mg/mlEthanol: 0.5 mg/mlPBS (pH 7.2): 0.34 mg/ml
λmax
244, 305 nm
SMILES
CC(OC1=CC(OC2=CC=C(C(O)=O)C=C2C3=O)=C3C=C1)C
InChi Code
InChI=1S/C17H14O5/c1-9(2)21-11-4-5-12-15(8-11)22-14-6-3-10(17(19)20)7-13(14)16(12)18/h3-9H,1-2H3,(H,19,20)
InChi Key
AQFFXPQJLZFABJ-UHFFFAOYSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    1 mg

    $21

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    5 mg

    $86

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    10 mg

    $152

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    50 mg

    $655

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    Product Description

    AH 6809 is an EP and DP receptor antagonist with nearly equal affinity for the cloned human EP1, EP2, EP3-III, and DP1 receptors.1 AH 6809 blocks the PGE2-induced accumulation of cAMP in COS cells transfected with the human EP2 receptor.2 It also blocks the accumulation of Ca2+ in Xenopus oocytes expressing the human EP1 receptor.3 In the human and guinea pig, the activity profile of AH 6809 is similar to that of SC-19220, but it is somewhat more potent.4 In the mouse, AH 6809 has the highest affinity for the EP2 receptor, but also acts as a weak ligand at the murine EP1 and DP1 receptors.5 In whole human platelets, AH 6809 is an effective antagonist of the antiaggregatory actions of PGD2, but not PGI2, with an EC50 of about 5 x 10−5 M.6

    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. Woodward, D.F., Pepperl, D.J., Burkey, T.H., et al. 6-Isopropoxy-9-oxoxanthene-2-carboxylic acid (AH 6809), a human EP2 receptor antagonist. Biochem. Pharmacol. 50(10), 1731-1733 (1995).

    3. Funk, C.D., Furci, L., Fitzgerald, G.A., et al. Cloning and expression of a cDNA for the human prostaglandin E receptor EP1 subtype. The Journal of Biological Chemisty 268(35), 26767-26772 (1993).

    4. Coleman, R.A., Kennedy, I., and Sheldrick, R.L.G. AH6809, a prostanoid EP1 receptor blocking drug. Br. J. Pharmacol. 85, 273P (1985).

    5. Kiriyama, M., Ushikubi, F., Kobayashi, T., et al. Ligand binding specificities of the eight types and subtypes of the mouse prostanoid receptors expressed in Chinese hamster ovary cells. Br. J. Pharmacol. 122(2), 217-224 (1997).

    6. Keery, R.J., and Lumley, P. AH6809, a prostaglandin DP-receptor blocking drug on human platelets. Br. J. Pharmacol. 94(3), 745-754 (1988).

    Product Citations

    Lin, A., Wang, G., Zhao, H., et al. TLR4 signaling promotes a COX-2/PGE2/STAT3 positive feedback loop in hepatocellular carcinoma (HCC) cells. Oncoimmunology 5(2), e1074376 (2015).

    Lejeune, M., Moreau, F., and Chadee, K. Loss of EP2 receptor subtype in colonic cells compromise epithelial barrier integrity by altering claudin-4. PLoS One 9(11), e113270 (2014).

    Opere, C.A., Zheng, W.D., Huang, J., et al. Dual effect of isoprostanes on the release of [3H]D-aspartate from isolated bovine retinae: Role of arachidonic acid metabolites. Neurochem. Res. 30(1), 129-137 (2005).