Global InformationU46619 information
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| Preferred IUPAC name
(5Z)-7-{(1R,4S,5S,6R)-6-[(1E,3S)-3-Hydroxyoct-1-en-1-yl]-2-oxabicyclo[2.2.1]heptan-5-yl}hept-5-enoic acid | |
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CAS Number
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3D model (JSmol)
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| ChEMBL |
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| ECHA InfoCard | 100.164.944 |
IUPHAR/BPS
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PubChem CID
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CompTox Dashboard (EPA)
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SMILES
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| Properties | |
Chemical formula
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C21H34O4 |
| Molar mass | 350.49 g/mol |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Infobox references
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U46619 is a stable synthetic analog of the endoperoxide prostaglandin PGH2 first prepared in 1975,[1] and acts as a thromboxane A2 (TP) receptor agonist. It potently stimulates TP receptor-mediated, but not other prostaglandin receptor-mediated responses in various in vitro preparations and exhibits many properties similar to thromboxane A2, including shape change and aggregation of platelets [2] and smooth muscle contraction. U46619 is a vasoconstrictor that mimics the hydroosmotic effect of vasopressin.[3]
- ^ Bundy, G. L. (1975). "Synthesis of prostaglandin endoperoxide analogs". Tetrahedron Letters. 16 (24): 1957–1960. doi:10.1016/S0040-4039(00)72333-1.
- ^ Liel, N.; Mais, D.E.; Halushka, P.V (1987). "Binding of a thromboxane A2/prostaglandin H2 agonist [3H]U46619 to washed human platelets". Prostaglandins. 33 (6): 789–797. doi:10.1016/0090-6980(87)90107-9. PMID 2959986.
- ^ Burch, Ronald M.; Halushka, Perry V. (1983). "Calcium-45 fluxes in isolated toad bladder epithelial cells: effects of agents which alter water or sodium transport". Journal of Pharmacology and Experimental Therapeutics. 224 (1): 108–17. PMID 6294273.