The active isomer of cloprostenol, a potent IP receptor agonist
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Alternative(s)
16765(+)-Cloprostenol
API Version(s)
30004GMP (+)-Cloprostenol sodium salt
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(+)-Cloprostenol (sodium salt)

Item No. 16766

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
(5Z)-7-[(1R,2R,3R,5S)-2-[(1E,3R)-4-(3-chlorophenoxy)-3-hydroxy-1-buten-1-yl]-3,5-dihydroxycyclopentyl]-5-heptenoic acid, monosodium salt
CAS Number
62561-03-9
Synonyms
  • D-Cloprostenol
  • (+)-16-m-chlorophenoxy tetranor PGF2α
  • (+)-16-m-chlorophenoxy tetranor Prostaglandin F2α
Molecular Formula
C22H28ClO6 • Na
Formula Weight
446.9
Purity
≥98%
Formulation
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: 130 mg/mlDMSO: 60 mg/mlEthanol: 50 mg/mlPBS (7.2 pH): 35 mg/ml
λmax
275, 282 nm
SMILES
O[C@@H]1[C@H](C/C=C\CCCC([O-])=O)[C@@H](/C=C/[C@@H](O)COC2=CC=CC(Cl)=C2)[C@H](O)C1.[Na+]
InChi Code
InChI=1S/C22H29ClO6.Na/c23-15-6-5-7-17(12-15)29-14-16(24)10-11-19-18(20(25)13-21(19)26)8-3-1-2-4-9-22(27)28;/h1,3,5-7,10-12,16,18-21,24-26H,2,4,8-9,13-14H2,(H,27,28);/q;+1/p-1/b3-1-,11-10+;/t16-,18-,19-,20+,21-;/m1./s1
InChi Key
IFEJLMHZNQJGQU-KXXGZHCCSA-M
Shipping & Storage Information
Storage
-20°C
Shipping
Wet ice in continental US; may vary elsewhere
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    Product Description

    (+)-Cloprostenol (sodium salt) is a more water soluble, crystalline form of (+)-cloprostenol. (+)-Cloprostenol is a synthetic analog of prostaglandin F2α (PGF2α). It is an FP receptor agonist and a potent luteolytic agent in rats and hamsters. (+)-Cloprostenol is the optically active, 15(R) enantiomer of cloprostenol responsible for the majority of its biological activity. Cloprostenol is 200 times and 100 times more potent than PGF2α in terminating pregnancy in hamsters and rats, respectively without the side effects associated with PGF2α.1 The subcutaneous dose required for interrupting early pregnancy is species dependent, requiring approximately 1.25 µg/kg and 270 µg/kg in hamsters and rats, respectively.1 Cloprostenol is also a potent inhibitor of rat adipose precursor differentiation in primary cultures with an IC50 of 3 x 10−12 M.2

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Dukes, M., Russell, W., and Walpole, A.L. Potent luteolytic agents related to prostaglandin F2α. Nature 250(464), 330-331 (1974).

    2. Serrero, G., and Lepak, N.M. Prostaglandin F2α receptor (FP receptor) agonists are potent adipose differentiation inhibitors for primary culture of adipocyte precursors in defined medium. Biochem. Biophys. Res. Commun. 233(1), 200-202 (1997).