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C6116 Sigma-Aldrich

(+/-)-Cloprostenol sodium salt hydrate

≥98% (HPLC), powder

Synonym: (+/-)-16-(3-Chlorophenoxy)-9,11,15R-trihydroxy-17,18,19,20-tetranorprosta-5Z,13E-dien-1-oic acid sodium salt hydrate

  • CAS Number 55028-72-3 (anhydrous)

  • Empirical Formula (Hill Notation) C22H28ClNaO6 · xH2O

  • Molecular Weight 446.90 (anhydrous basis)

  •  EC Number 259-439-3

  •  PubChem Substance ID 24724446

  •  NACRES NA.77

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Properties

Related Categories Arachidonic Acid Cascade, Bioactive Small Molecule Alphabetical Index, Bioactive Small Molecules, CI-CZ, Cell Biology,
Quality Level   100
assay   ≥98% (HPLC)
form   powder
storage condition   desiccated
color   light brown
mp   68-70 °C
solubility   H2O: >10 mg/mL
storage temp.   −20°C
SMILES string   [Na+].[H]O[H].O[C@@H](COc1cccc(Cl)c1)\C=C\[C@H]2[C@H](O)C[C@H](O)[C@@H]2C\C=C/CCCC([O-])=O
InChI   1S/C22H29ClO6.Na.H2O/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);;1H2/q;+1;/p-1/b3-1-,11-10+;;/t16-,18-,19-,20+,21-;;/m1../s1
InChI key   ZEQHRVULQBYULU-LPFHDDPUSA-M

Description

General description

Cloprostenol is a synthetic analogue of prostaglandin F2α (PGF). Cloprostenol contributes to the induction of estrus in animals and has uterotonic activity. Cloprostenol induces abortion in animals.

Application

(+/-)-Cloprostenol sodium salt hydrate has been used in studying its influence in oestrus synchronisation and uterine development in mice.

Packaging

1, 5 mg in glass bottle

Biochem/physiol Actions

Cloprostenol is a potent FP prostanoid receptor agonist. It is 2- to 3-fold more potent than fluprostenol but less selective. Cloprostenol is similar in potency to PGF at EP and TP prostanoid receptors. It is used for the treatment of infertility in sows and gilts.

Features and Benefits

This compound is featured on the Prostanoid Receptors page of the Handbook of Receptor Classification and Signal Transduction. To browse other handbook pages, click here.

Safety & Documentation

Safety Information

Symbol 
Signal word 
Warning
Hazard statements 
Target organs 
Respiratory system
RIDADR 
NONH for all modes of transport
WGK Germany 
WGK 3
Flash Point(F) 
Not applicable
Flash Point(C) 
Not applicable

Documents

Certificate of Analysis (COA)

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Protocols & Articles
Peer-Reviewed Papers
15

References

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