(+)-Cloprostenol

• CAT Number: R065329
• CAS Number: 54276-21-0
• Molecular Formula: C22H29ClO6
• Molecular Weight: 424.918
• Purity: ≥95%
• Synonyms: D-Cloprostenol;(+)-16-m-chlorophenoxy tetranor PGF2α;(+)-16-m-chlorophenoxy tetranor Prostaglandin F2α
• Storage: -20°C
• IUPAC Name: (Z)-7-[(1R,2R,3R,5S)-2-[(E,3R)-4-(3-chlorophenoxy)-3-hydroxybut-1-enyl]-3,5-dihydroxycyclopentyl]hept-5-enoic acid
• InChI: InChI=1S/C22H29ClO6/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)/b3-1-,11-10+/t16-,18-,19-,20+,21-/m1/s1
• InChIKey: VJGGHXVGBSZVMZ-QIZQQNKQSA-N
• SMILES: C1C(C(C(C1O)C=CC(COC2=CC(=CC=C2)Cl)O)CC=CCCCC(=O)O)O

(+)-<wbr></wbr>Cloprostenol is a synthetic analog of prostaglandin F2α (PGF2α). It is an FP receptor agonist and a potent luteolytic agent in rats and hamsters. (+)-<wbr></wbr>Cloprostenol is the optically active, 15(R) enantiomer of cloprostenol responsible for the majority of its biological activity. It is 200 times more potent than PGF2α in terminating pregnancy when given subcutaneously at a daily dose of 0.125 μg/kg in rats and hamsters, without the side effects associated with PGF2α. (+)-<wbr></wbr>Cloprostenol was also shown to be a potent inhibitor of rat adipose precursor differentiation in primary cultures with an IC50 value of 3 x 10-<wbr></wbr>12 M.

Reference

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