(+)-Cloprostenol


CAS No. : 54276-21-0

(+)-Cloprostenol,54276-21-0
Product Details
Cat No:R065329
Synonyms:D-Cloprostenol;(+)-16-m-chlorophenoxy tetranor PGF2α;(+)-16-m-chlorophenoxy tetranor Prostaglandin F2α
Molecular Formula:C22H29ClO6
Molecular Weight:424.918
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Cat No:R065329
Cas No:54276-21-0
Product-Name:(+)-Cloprostenol
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
(+)-Cloprostenol is a synthetic analog of prostaglandin F (PGF). 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. It is 200 times more potent than PGF 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 PGF. (+)-Cloprostenol was also shown to be a potent inhibitor of rat adipose precursor differentiation in primary cultures with an IC50 value of 3 x 10-12 M.
1.Dukes, M.,Russell, W., and Walpole, A.L. Potent luteolytic agents related to prostaglandin F2α. Nature 250, 330-331 (1974).
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