A potent inhibitor of platelet aggregation
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16(S)-Iloprost

Item No. 13077

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
5E-[(3aS,4R,5R,6aS)-hexahydro-5-hydroxy-4-[(1E,3S,4S)-3-hydroxy-4-methyl-1-octen-6-yn-1-yl]-2(1H)-pentalenylidene]-pentanoic acid
CAS Number
74843-14-4
Molecular Formula
C22H32O4
Formula Weight
360.5
Purity
≥98%
Formulation
A 5 mg/ml solution in methyl acetate
Solubility(Learn about Variance in Solubility)
DMF: 30 mg/mlDMSO: 25 mg/mlEthanol: 30 mg/mlPBS (pH 7.2): 1 mg/ml
SMILES
O[C@@H]1C[C@H](C/2)[C@H](CC2=C\CCCC(O)=O)[C@H]1/C=C/[C@@H](O)[C@@H](C)CC#CC
InChi Code
InChI=1S/C22H32O4/c1-3-4-7-15(2)20(23)11-10-18-19-13-16(8-5-6-9-22(25)26)12-17(19)14-21(18)24/h8,10-11,15,17-21,23-24H,5-7,9,12-14H2,1-2H3,(H,25,26)/b11-10+,16-8+/t15-,17-,18+,19-,20+,21+/m0/s1
InChi Key
HIFJCPQKFCZDDL-ITQKTNNISA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    500 µg

    $247

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    1 mg

    $467

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    5 mg

    $1,954

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    Product Description

    Iloprost is a second generation structural analog of prostacyclin (PGI2) with about ten-fold greater potency than the first generation stable analogs, typified by carbaprostacyclin.1 Iloprost binds with equal affinity to the recombinant human IP and EP1 receptors with a Ki value of 11 nM.2 Most preparations of iloprost contain 16(S) and 16(R) stereoisomers. 16(S)-Iloprost potently inhibits platelet aggregation with an IC50 value of 3.5 nM.3

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Schrör, K., Darius, H., Matzky, R., et al. The antiplatelet and cardiovascular actions of a new carbacyclin derivative (ZK36374) — equipotent to PGI2 in vitro. Naunyn Schmiedebergs Arch. Pharmacol. 316(3), 252-255 (1981).

    2. 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).

    3. Tsai, A.L., Vijjeswarapu, H., and Wu, K.K. Interaction between platelet receptor and iloprost isomers. Biochim. Biophys. Acta 942(2), 220-226 (1988).