Details
Stereochemistry | RACEMIC |
Molecular Formula | C22H29ClO6 |
Molecular Weight | 424.915 |
Optical Activity | ( + / - ) |
Defined Stereocenters | 5 / 5 |
E/Z Centers | 2 |
Charge | 0 |
SHOW SMILES / InChI
SMILES
O[C@@H](COC1=CC=CC(Cl)=C1)\C=C\[C@H]2[C@H](O)C[C@H](O)[C@@H]2C\C=C/CCCC(O)=O
InChI
InChIKey=VJGGHXVGBSZVMZ-QIZQQNKQSA-N
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
Cloprostenol is a synthetic prostaglandin analogue structurally related to Prostaglandin F2α (PGF2α), for use in cattle and horses. As a potent luteolytic agent it causes functional and morphological regression of the corpus luteum (luteolysis) in cattle and horses followed by return to oestrus and normal ovulation.
CNS Activity
Sources: https://www.ncbi.nlm.nih.gov/pubmed/12213132
Curator's Comment: Cloprostenol doesn`t cross the blood-brain barrier in pigs
Approval Year
Targets
Primary Target | Pharmacology | Condition | Potency |
---|---|---|---|
Target ID: P43088 Gene ID: 5737.0 Gene Symbol: PTGFR Target Organism: Homo sapiens (Human) |
10.0 nM [EC50] |
Conditions
Condition | Modality | Targets | Highest Phase | Product |
---|---|---|---|---|
Preventing | GONABREED Approved UseGONABREED, for estrous synchrony in lactating dairy cows and beef cows. GONABREED (Abbreviated New Animal Application 200-541) is a sterile injectable solution of gonadorelin acetate, and when used with cloprostenol sodium as part of a synchronization regimen, the drug can be used to synchronize estrous cycles to allow for fixed time artificial insemination in lactating dairy cows and beef cows. Launch Date2013 |
|||
Primary | Cloprochem Approved UseCattle:
- Functional ovarian disorders such as anoestrus due to persistent corpus luteum, suboestrus, luteal or follicular cysts.
- Synchronisation of oestrus.
- Induction of parturition or abortion (associated increased incidence of retained foetal membranes, retentio secundinarum). Postpuerperium disorders of the uterus (e.g. pyometra, endometritis).
Mares:
- Induction of luteolysis following early foetal death and resorption
- Termination of persistent dioestrus
- Termination of pseudopregnancy
- Treatment of lactation anoestrus
- Induction of oestrus cycling in mares
- Aid to stud management |
Sample Use Guides
In Vivo Use Guide
Sources: https://www.ncbi.nlm.nih.gov/pubmed/15971828
2 ml per single or repeated dose in cattle and horses
Route of Administration:
Intramuscular
In Vitro Use Guide
Sources: https://www.ncbi.nlm.nih.gov/pubmed/24268486
In the cultured bovine luteal cells, [Ca2+]i increased after treatment with 1 ug/mL of Cloprostenol 15 s after treatment with 140% of the control.
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QG02AD90
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Cloprostenol
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ACTIVE MOIETY
SALT/SOLVATE (PARENT)