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MedKoo Cat#: 326674 | Name: DL-Cloprostenol sodium
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Description:

WARNING: This product is for research use only, not for human or veterinary use.

Cloprostenol, also known as ICI 80996, is a synthetic analog of prostaglandin F2α (PGF2α). It is 200 times and 100 times more potent than PGF2α in terminating pregnancy in hamsters and rats, respectively, without the side effects associated with PGF2α.

Chemical Structure

DL-Cloprostenol sodium
DL-Cloprostenol sodium
CAS#55028-72-3

Theoretical Analysis

MedKoo Cat#: 326674

Name: DL-Cloprostenol sodium

CAS#: 55028-72-3

Chemical Formula: C22H28ClNaO6

Exact Mass: 0.0000

Molecular Weight: 446.90

Elemental Analysis: C, 59.13; H, 6.32; Cl, 7.93; Na, 5.14; O, 21.48

Price and Availability

Size Price Availability Quantity
5mg USD 450.00 2 Weeks
10mg USD 750.00 2 Weeks
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Related CAS #
No Data
Synonym
ICI 80996; ICI-80996; ICI 80996; ICI 80,996; ICI-80,996; ICI 80,996; Cloprostenol sodium; Estroplan; Estrumate.
IUPAC/Chemical Name
sodium (Z)-7-(2-((E)-4-(3-chlorophenoxy)-3-hydroxybut-1-en-1-yl)-3,5-dihydroxycyclopentyl)hept-5-enoate
InChi Key
IFEJLMHZNQJGQU-SZXUFNIVSA-M
InChi Code
InChI=1S/C22H29ClO6.Na/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);/q;+1/p-1/b3-1-,11-10+;
SMILES Code
OC1C(C(C(C1)O)/C=C/C(COC2=CC=CC(Cl)=C2)O)C/C=C\CCCC([O-])=O.[Na+]
Appearance
Solid powder
Purity
>98% (or refer to the Certificate of Analysis)
Shipping Condition
Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.
Storage Condition
Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).
Solubility
Soluble in DMSO, not in water
Shelf Life
>2 years if stored properly
Drug Formulation
This drug may be formulated in DMSO
Stock Solution Storage
0 - 4 C for short term (days to weeks), or -20 C for long term (months).
HS Tariff Code
2934.99.9001
More Info
Product Data
Product Data
Instruction
View handling instruction
Biological target:
Cloprostenol, also known as ICI 80996, is a synthetic analog of prostaglandin F2α (PGF2α).
In vitro activity:
This study investigated the effect of FP receptor agonists cloprostenol and fluprostenol on the differentiation of newborn rat adipocyte precursors in primary culture. The results show that cloprostenol and fluprostenol are very potent inhibitors of adipose differentiation. Dose response studies indicate that both agonists are more potent than PGF2alpha in inhibiting adipocyte precursors differentiation. Reference: Biochem Biophys Res Commun. 1997 Apr 7;233(1):200-2. https://pubmed.ncbi.nlm.nih.gov/9144422/
In vivo activity:
Overall, injection of Cloprostenol at this dosage and frequency increased libido, semen volume, sperm concentration and plasma testosterone concentration in low libido Holstein bulls. Reference: Pak J Biol Sci. 2008 Apr 1;11(7):1027-31. https://pubmed.ncbi.nlm.nih.gov/18810973/
Solvent mg/mL mM
Solubility
DMF 50.0 111.88
DMSO 50.0 111.88
Ethanol 50.0 111.88
PBS (pH 7.2) 1.0 2.24
Water 150.0 335.65
Note: There can be variations in solubility for the same chemical from different vendors or different batches from the same vendor. The following factors can affect the solubility of the same chemical: solvent used for crystallization, residual solvent content, polymorphism, salt versus free form, degree of hydration, solvent temperature. Please use the solubility data as a reference only. Warming and sonication will facilitate dissolving. Still have questions? Please contact our Technical Support scientists.

Preparing Stock Solutions

The following data is based on the product molecular weight 446.90 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Recalculate based on batch purity %
Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
1 mM 1.15 mL 5.76 mL 11.51 mL
5 mM 0.23 mL 1.15 mL 2.3 mL
10 mM 0.12 mL 0.58 mL 1.15 mL
50 mM 0.02 mL 0.12 mL 0.23 mL
Formulation protocol:
1. Hryciuk MM, Jewgenow K, Braun BC. Cloprostenol, a synthetic analog of prostaglandin F2α induces functional regression in cultured luteal cells of felids†. Biol Reprod. 2021 Jul 2;105(1):137-147. doi: 10.1093/biolre/ioab070. PMID: 33864060. 2. Serrero G, Lepak NM. Prostaglandin F2alpha receptor (FP receptor) agonists are potent adipose differentiation inhibitors for primary culture of adipocyte precursors in defined medium. Biochem Biophys Res Commun. 1997 Apr 7;233(1):200-2. doi: 10.1006/bbrc.1997.6433. PMID: 9144422. 3. Masoumi R, Towhidi A, Javaremi AN, Nabizadeh H, Zhandi M. Cloprostenol injection improves reproductive characteristics in low libido Iranian Holstein bulls. Pak J Biol Sci. 2008 Apr 1;11(7):1027-31. doi: 10.3923/pjbs.2008.1027.1031. PMID: 18810973. 4. Michael AE, Webley GE. Roles of cyclic AMP and inositol phosphates in the luteolytic action of cloprostenol, a prostaglandin F2 alpha analogue, in marmoset monkeys (Callithrix jacchus). J Reprod Fertil. 1993 Mar;97(2):425-31. doi: 10.1530/jrf.0.0970425. PMID: 8388957.
In vitro protocol:
1. Hryciuk MM, Jewgenow K, Braun BC. Cloprostenol, a synthetic analog of prostaglandin F2α induces functional regression in cultured luteal cells of felids†. Biol Reprod. 2021 Jul 2;105(1):137-147. doi: 10.1093/biolre/ioab070. PMID: 33864060. 2. Serrero G, Lepak NM. Prostaglandin F2alpha receptor (FP receptor) agonists are potent adipose differentiation inhibitors for primary culture of adipocyte precursors in defined medium. Biochem Biophys Res Commun. 1997 Apr 7;233(1):200-2. doi: 10.1006/bbrc.1997.6433. PMID: 9144422.
In vivo protocol:
1. Masoumi R, Towhidi A, Javaremi AN, Nabizadeh H, Zhandi M. Cloprostenol injection improves reproductive characteristics in low libido Iranian Holstein bulls. Pak J Biol Sci. 2008 Apr 1;11(7):1027-31. doi: 10.3923/pjbs.2008.1027.1031. PMID: 18810973. 2. Michael AE, Webley GE. Roles of cyclic AMP and inositol phosphates in the luteolytic action of cloprostenol, a prostaglandin F2 alpha analogue, in marmoset monkeys (Callithrix jacchus). J Reprod Fertil. 1993 Mar;97(2):425-31. doi: 10.1530/jrf.0.0970425. PMID: 8388957.
1: Trevisol E, Ferreira JC, Ackermann CL, Destro FC, Marques Filho WC, Carmagos AS, Biehl MV, do Amaral JB, de Figueiredo Pantoja JC, Sartori R, Ferreira JC. Luteal changes after treatment with sub-luteolytic doses of prostaglandin (cloprostenol sodium) in cattle. Anim Reprod Sci. 2015 Feb;153:8-12. doi: 10.1016/j.anireprosci.2014.12.005. Epub 2014 Dec 26. PubMed PMID: 25578505. 2: de Moraes CN, Maia L, de Lima PF, Dias MC, Raposo-Ferreira TM, Sudano MJ, Junior JB, Oba E. Temporal analysis of prostaglandin F2α receptor, caspase 3, and cyclooxygenase 2 messenger RNA expression and prostaglandin F2α receptor and cyclooxygenase 2 protein expression in endometrial tissue from multiparous Nelore (Bos taurus indicus) cows treated with cloprostenol sodium during puerperium. Theriogenology. 2015 Jan 15;83(2):276-84. doi: 10.1016/j.theriogenology.2014.09.022. Epub 2014 Sep 23. PubMed PMID: 25442016. 3: Pursley JR, Martins JP, Wright C, Stewart ND. Compared to dinoprost tromethamine, cloprostenol sodium increased rates of estrus detection, conception and pregnancy in lactating dairy cows on a large commercial dairy. Theriogenology. 2012 Sep 1;78(4):823-9. doi: 10.1016/j.theriogenology.2012.03.032. Epub 2012 May 22. PubMed PMID: 22626771. 4: Martins JP, Policelli RK, Neuder LM, Raphael W, Pursley JR. Effects of cloprostenol sodium at final prostaglandin F2α of Ovsynch on complete luteolysis and pregnancy per artificial insemination in lactating dairy cows. J Dairy Sci. 2011 Jun;94(6):2815-24. doi: 10.3168/jds.2010-3652. PubMed PMID: 21605751. 5: Martins JP, Policelli RK, Pursley JR. Luteolytic effects of cloprostenol sodium in lactating dairy cows treated with G6G/Ovsynch. J Dairy Sci. 2011 Jun;94(6):2806-14. doi: 10.3168/jds.2010-3650. PubMed PMID: 21605750. 6: Whang HS, Vendeix FA, Gracz HS, Gadsby J, Tonelli A. NMR studies of the inclusion complex of cloprostenol sodium salt with beta-cyclodextrin in aqueous solution. Pharm Res. 2008 May;25(5):1142-9. Epub 2007 Dec 5. PubMed PMID: 18064541. 7: Tenhagen BA, Birkelbach E, Heuwieser W. Serum progesterone levels in post-partum dairy cows after repeated application of the prostaglandin F2 alpha analogue D (+) cloprostenol sodium. J Vet Med A Physiol Pathol Clin Med. 2000 May;47(4):213-20. PubMed PMID: 10887752. 8: Hu Y, Wright MD, Dyer RM, Nephew KP, Bolze RP, Day ML. Effects of cloprostenol sodium and clenbuterol HCl on reproductive performance in postpartum anestrous cows. Theriogenology. 1990 Jul;34(1):127-32. PubMed PMID: 16726822. 9: Turner TB, Peterson GA, Davis ME, Wilson GR, Irvin KM, Forry JT. Synchronization of estrus in beef cows and heifers with fenprostalene, cloprostenol sodium, and prostaglandin F2 alpha. Theriogenology. 1987 Jul;28(1):15-24. PubMed PMID: 16726288.

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