Chemistry:Cloprostenol

Short description: Chemical compound

Cloprostenol

Clinical data
Trade names	Cyclomate, Estrumate
Routes of administration	Intramuscular
ATCvet code	QG02AD90 (WHO)
Pharmacokinetic data
Excretion	67% renal, 25% fecal
Identifiers
IUPAC 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
CAS Number	40665-92-7
PubChem CID	5311053
ChemSpider	4470590
UNII	4208238832
Chemical and physical data
Formula	C22H29ClO6
Molar mass	424.915
3D model (JSmol)	Interactive image
SMILES c1cc(cc(c1)Cl)OC[C@@H](/C=C/[C@H]2[C@@H](C[C@@H]([C@@H]2C/C=C\CCCC(=O)O)O)O)O
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 Key:VJGGHXVGBSZVMZ-QIZQQNKQSA-N

Cloprostenol is a synthetic analogue of prostaglandin F_2α (PGF_2α). It is a potent luteolytic agent; this means that, within hours of administration, it causes the corpus luteum to stop production of progesterone, and to reduce in size over several days. This effect is used in animals to induce estrus and to cause abortion.