A selective DP1 receptor antagonist
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S-5751

Item No. 10004030

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
(5Z)-7-[(1R,2R,3S,5S)-2-[[(5-hydroxybenzo[b]thien-3-yl)carbonyl]amino]-6,6-dimethylbicyclo[3.1.1]hept-3-yl]-5-heptenoic acid
CAS Number
209268-36-0
Molecular Formula
C25H31NO4S
Formula Weight
441.6
Purity
≥95%
Formulation
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMSO: 36 mg/ml
λmax
221, 269, 317 nm
SMILES
OC(CCC/C=C\C[C@H]1C[C@@H]2C(C)(C)[C@@H](C2)[C@@H]1NC(C3=CSC4=C3C=C(O)C=C4)=O)=O
InChi Code
InChI=1S/C25H31NO4S/c1-25(2)16-11-15(7-5-3-4-6-8-22(28)29)23(20(25)12-16)26-24(30)19-14-31-21-10-9-17(27)13-18(19)21/h3,5,9-10,13-16,20,23,27H,4,6-8,11-12H2,1-2H3,(H,26,30)(H,28,29)/b5-3-/t15-,16-,20-,23+/m0/s1
InChi Key
ZXBHFWFKSIYJEK-MFJOXFORSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    500 µg

    $54

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    1 mg

    $102

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    5 mg

    $418

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    Product Description

    S-5751 is an antagonist of the prostaglandin D2 (PGD2) receptor DP1 (Ki = 1.6 nM) that shows at least 20-fold selectivity over receptors for thromboxane and prostacyclin, as well as the PGE2 receptor EP2.1,2 Orally administered S-5751 blocks PGD2-induced plasma exudation in the conjunctiva (ED50 = 0.099 mg/kg) and suppresses antigen-induced allergic responses in guinea pigs.1 S-5751 has been used to distinguish signaling of PGD2 through its two receptors, DP1 and DP2 (also known as CRTH2).3

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Arimura, A., Yasui, K., Kishino, J., et al. Prevention of allergic inflammation by a novel prostaglandin receptor antagonist, S-5751. J. Pharmacol. Exp. Ther. 298(2), 411-419 (2001).

    2. Tsuri, T., Honma, T., Hiramatsu, Y., et al. Bicyclo[2.2.1]heptane and 6,6-dimethylbicyclo[3.1.1]heptane derivatives: Orally active, potent, and selective prostaglandin D2 receptor antagonists. J. Med. Chem. 40(22), 3504-3507 (1997).

    3. Choi, Y.H., Lee, S.-N., Aoyahi, H., et al. The extracellular signal-regulated kinase mitogen-activated protein kinase/ribosomal S6 protein kinase 1 cascade phosphorylates cAMP response element-binding protein to induce MUC5B gene expression via D-prostanoid receptor signaling. The Journal of Biological Chemisty 286(39), 34199-33214 (2011).