9,11-methane-epoxy Prostaglandin F
Item № 10007850
CAS № 72517-81-8
Purity >96%
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100 µg $36.00 $0.00
500 µg $162.00 $0.00
1 mg $288.00 $0.00

Pricing updated 2015-09-03. Prices are subject to change without notice.

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Description
Synonyms
  • 9,11-Epoxymethano PGH1

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 Prostaglandin F (9,11-methane-epoxy PGF) 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 PGF 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.

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Technical Information
Formal Name 6-​(3-​hydroxy-​1-​octenyl)-​2-​oxabicyclo[2.2.1]heptane-​5-​heptanoic acid
CAS Number 72517-81-8
Synonyms
  • 9,11-Epoxymethano PGH1
Molecular Formula C21H36O4
Formula Weight 352.5
Purity >96%
Formulation A solution in methyl acetate
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

WARNING - This product is not for human or veterinary use.

Shipping & Storage
Storage -20°C
Shipping Room temperature in continental US; may vary elsewhere
Stability 1 year
Product Downloads & Resources
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Download Product Insert 106 Kb PDF

Download Safety Data Sheet (SDS) 31 Kb PDF

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Additional Information

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References & Background Reading
Product Description References

1. Morita, A., Nishino, H., Hasegawa, K., et al. Biological activities of prostaglandin H1 analogs. Prostaglandins 18(4) 529-540 (1979).

Background Reading

Morita, A., Nishino, H., Hasegawa, K., et al. Biological activities of prostaglandin H1 analogs. Prostaglandins 18(4) 529-540 (1979).

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