Cloprostenol

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;
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 prostoglandin F_2α (PGF_2α).^[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]

References

1 2 Cooper, M. (1 January 1981). "Prostaglandins in veterinary practice". In Practice. 3 (1): 30–34. doi:10.1136/inpract.3.1.30.
↑ Plumb, DC (2015). "Cloprostenol Sodium". Plumb's Veterinary Drug Handbook (8th ed.). Wiley. ISBN 9781118911938.

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[Cooper_1981-1] 1 2 Cooper, M. (1 January 1981). "Prostaglandins in veterinary practice". In Practice. 3 (1): 30–34. doi:10.1136/inpract.3.1.30.

[Plumb_2015-2] Plumb, DC (2015). "Cloprostenol Sodium". Plumb's Veterinary Drug Handbook (8th ed.). Wiley. ISBN 9781118911938.

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
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