A water soluble form of a PGF analog
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(±)-Cloprostenol (sodium salt)

Item No. 16764

Technical Information
Formal Name
(±)-9α,11α,15R-trihydroxy-16-(3-chlorophenoxy)-17,18,19,20-tetranor-prosta-5Z,13E-dien-1-oic acid, sodium salt
CAS Number
55028-72-3
Synonyms
  • (±)-16-m-chlorophenoxy tetranor PGF
  • (±)-16-m-chlorophenoxy tetranor Prostaglandin F
  • DL-Cloprostenol
Molecular Formula
C22H28ClO6 • Na
Formula Weight
Purity
≥98%
A crystalline solid
DMF: 50 mg/mlDMSO: 50 mg/mlEthanol: 50 mg/mlPBS (pH 7.2): 1 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 solute, crystalline form of cloprostenol than the free acid. Cloprostenol is a synthetic analog of prostaglandin F (PGF; Item No. 16010). It is 200 times and 100 times more potent than PGF in terminating pregnancy in hamsters and rats, respectively, without the side effects associated with PGF.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 F. Nature 250(464), 330-331 (1974).

    2. Serrero, G., and Lepak, N.M. Prostaglandin F 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).