A stable analog of PGI2
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Ciprostene (calcium salt)

Item No. 18216

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
6,9α-methylene-9β-methyl-11α,15S-dihydroxy-prosta-5Z,13E-dien-1-oic acid, monocalcium salt
CAS Number
81703-55-1
Synonyms
  • Ciprostene calcium
  • U-61431F
Molecular Formula
[C22H35O4]2 • Ca2+
Formula Weight
767.1
Purity
≥98%
Formulation
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: 25 mg/mlDMSO: 16.8 mg/mlethanol: 34 mg/mlPBS pH 7.2: 0.29 µg/ml
SMILES
CCCCC[C@H](O)/C=C/[C@H]1[C@H](O)C[C@@]2(C)[C@@H]1C/C(C2)=C/CCCC([O-])=O.CCCCC[C@H](O)/C=C\[C@H]3[C@H](O)C[C@@]4(C)[C@@H]3C/C(C4)=C\CCCC([O-])=O.[Ca+2]
InChi Code
InChI=1S/3C22H36O4.Ca/c3*1-3-4-5-9-17(23)11-12-18-19-13-16(8-6-7-10-21(25)26)14-22(19,2)15-20(18)24;/h3*8,11-12,17-20,23-24H,3-7,9-10,13-15H2,1-2H3,(H,25,26);/q;;;+2/p-3/b3*12-11+,16-8-;/t3*17-,18+,19+,20+,22-;/m000./s1
InChi Key
FWIIJCPYORKGGH-LOWTZELISA-K
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    1 mg

    $153

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    5 mg

    $689

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    10 mg

    $1,071

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    Product Description

    Ciprostene is the 9β-methyl analog of carbaprostacyclin and a stable analog of PGI2. Ciprostene exhibits biological activity similar to PGI2, but is 30-fold less potent. In patas monkeys, ciprostene induces hypotension and causes tachycardia when administered at a dose of 0.16 µg/kg/min.1 In addition, ciprostene inhibits ADP-induced platelet aggregation ex vivo and in vitro with ID50 values of 9.1 µg/kg/min and 60 ng/ml, respectively.1,2

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Allan, G., Follenfant, M.J., Lidbury, P., et al. The cardiovascular and platelet actions of 9β-methyl carbacyclin (ciprostene), a chemically stable analogue of prostacyclin, in the dog and monkey. Br. J. Pharmacol. 85(2), 547-555 (1985).

    2. Aristoff, P.A., Johnson, P.D., and Harrison, A.W. Synthesis of 9-substituted carbacyclin analogues. The Journal of Organic Chemistry 48(26), 5341-5348 (1983).