A potent PGI2 analog
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Product Categories

Product Type

Biochemicals

Research Area

Lipid Biochemistry
Cyclooxygenase Pathway

15(R)-Iloprost

Item No. 10043

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
(5E)-5-[(3aS,4R,5R,6aS)-hexahydro-5-hydroxy-4-[(1E,3R)-3-hydroxy-4-methyl-1-octen-6-ynyl]-2(1H)-pentalenylidene]-pentanoic acid
CAS Number
85026-51-3
Molecular Formula
C22H32O4
Formula Weight
360.5
Purity
≥97%
Formulation (Request formulation change)
A 5 mg/ml solution in methyl acetate
Solubility(Learn about Variance in Solubility)
DMF: 25 mg/mlDMSO: 25 mg/mlEthanol: 30 mg/mlPBS (pH 7.2): 0.5 mg/ml
SMILES
O[C@H]1[C@H](/C=C/[C@H](O)C(C)CC#CC)[C@@H](C/C(C2)=C/CCCC(O)=O)[C@@H]2C1
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-GAGQTBDJSA-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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    500 µg

    $193

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    1 mg

    $367

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    5 mg

    $1,060

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    10 mg

    $1,925

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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 EP receptors with a Ki of 11 nM.2 15(R)-Iloprost is the “unnatural” or inverted C-15 epimer of iloprost. This transformation frequently attenuates the biological agonist activity of prostaglandin analogs by several orders of magnitude. There are no literature reports of the biological activity of 15(R)-iloprost.

    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).