Cloprostenol

Cloprostenol is a synthetic analogue of prostaglandin F2α (PGF2α).[1] 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.[1] This effect is used in animals to induce estrus and to cause abortion.[2]

Cloprostenol
Clinical data
Trade namesCyclomate, Estrumate
Routes of
administration		Intramuscular
ATCvet code
Pharmacokinetic data
Excretion67% 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
PubChem CID
ChemSpider
UNII
CompTox Dashboard (EPA)
ECHA InfoCard100.050.009
Chemical and physical data
FormulaC22H29ClO6
Molar mass424.915
3D model (JSmol)
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

References
  1. Cooper M (January 1981). "Prostaglandins in veterinary practice". In Practice. 3 (1): 30, 32–4. doi:10.1136/inpract.3.1.30. PMID 7346485. S2CID 6197103.
  2. Plumb DC (2015). "Cloprostenol Sodium". Plumb's Veterinary Drug Handbook (8th ed.). Wiley. ISBN 9781118911938.
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