(+)-5-trans Cloprostenol

(+)-5-trans Cloprostenol
Cayman Chemical Item Number 10004970
Description
Cloprostenol is a synthetic derivative of prostaglandin F2α that is used in veterinary medicine as a luteolytic agent for the induction of estrus and in the treatment of reproductive disorders in cattle, swine, and horses. (+)-5-trans Cloprostenol is a minor impurity produced in the synthesis of (+)-cloprostenol. The (+)-5-trans isomer is 20-fold less active than the 5-cis form in terminating pregnancy in the hamster.1↗
1 Bowler, J., Brown, E.D., Crossley, N.S., et al. Double bond isomers of cloprostenol. Prostaglandins 17(6) 789-800 (1979).
Synonyms D-Cloprostenol
(+)-5-trans-16-m-chlorophenoxy tetranor Prostaglandin F2α
(+)-5,6-trans Cloprostenol
(+)-5-trans-16-m-chlorophenoxy tetranor PGF2α
Formal Name (+)-​9α,​11α,​15R-​trihydroxy-​16-​(3-​chlorophenoxy)-​17,​18,​19,​20-​tetranor-​prosta-​5E,​13E-​dien-​1-​oic acid
CAS Number 57968-81-7
Molecular Formula C22H29ClO6
Formula Weight 424.9
Formulation A solution in ethanol
Purity ≥98%
Stability 1 year
Storage -20°C
Shipping Room temperature in continental US; may vary elsewhere 
SMILES OC1[C@H]​(C/C=C/CCCC(O)​=O)​[C@@H]​(/C=C/[C@@H]​(O)​COC2=CC(Cl)​=CC=C2)​C(O)​C1 
InCHI Code ​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 
InCHI Key VJGGHXVGBSZVMZ-BDFMIYKPSA-N