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9,11-methane-epoxy Prostaglandin F1α
Cayman Chemical Item Number 10007850
Description
Prostaglandin (PG) endoperoxides are intermediates in the biosynthesis of PGs, thromboxanes, and prostacyclin. The endoperoxides, PGH2 and PGG2, induce rapid and irreversible aggregation of human platelets.1↗ PGH1 and PGG1 are known to contract smooth muscle preparations, but are lacking in aggregatory effects. 9,11-methane-epoxy PGF1α is a stable epoxymethano analog of PGH1 that produces a strong and dose-related aggregation of washed rabbit platelets (EC50 = 0.88 µM) and contraction of rabbit aortic strips (EC50 = 0.11 µM).1↗ 9,11-methane-epoxy PGF1α induces contraction of guinea pig tracheas (EC50 = 3.4 µM) with a maximal contraction of about 60% of that caused by a submaximal dose of histamine.
Synonyms 9,11-Epoxymethano PGH1
Formal Name 6-(3-hydroxy-1-octenyl)-2-oxabicyclo[2.2.1]heptane-5-heptanoic acid
CAS Number 72517-81-8
Molecular Formula C21H36O4
Formula Weight 352.5
Formulation A solution in methyl acetate
Purity >96%
Stability 1 year
Storage -20°C
Shipping Room temperature in continental US; may vary elsewhere
SMILES CCCCC[C@H](O)/C=C/[C@H]1C2OCC(C2)[C@@H]1CCCCCCC(O)=O
InCHI Code 1S/C21H36O4/c1-2-3-6-9-17(22)12-13-19-18(16-14-20(19)25-15-16)10-7-4-5-8-11-21(23)24/h12-13,16-20,22H,2-11,14-15H2,1H3,(H,23,24)/b13-12+/t16-,17+,18-,19-,20-/m1/s1
InCHI Key VGRVXLWYKKBTNM-CQGVCJOOSA-N |