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Cayman is a manufacturer, supplier, and vendor of biochemical reagents, assay kits, forensic chemistry standards, antibodies, and proteins for scientific research. Analytical testing services and custom synthesis are also available.

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8-iso-13,14-dihydro-15-keto Prostaglandin F

Cayman Chemical Item Number 16380

8-iso-13,14-dihydro-15-keto PGF (CAS 191919-02-5)

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Description

8-iso-13,14-dihydro-15-keto Prostaglandin F (8-iso-13,14-dihydro-15-keto PGF) is a metabolite of the isoprostane, 8-isoprostane (8-iso PGF), in rabbits, monkeys and humans.1 8-iso PGF is a PG-like product of non-specific lipid peroxidation.2 In both humans and monkeys, exogenously infused 8-isoprostane is converted primarily to metabolites having 2 or 4 carbon atoms removed from the top side chain by β-oxidation.1 A similar pattern is observed when tritiated 8-isoprostane is infused into rabbits.3 Early in the infusion (within 10 minutes) 8-iso-13,14-dihydro-15-keto PGF was a significant component of the metabolite profile, which was comprised mostly of dinor 8-isoprostane metabolites. 8-iso-13,14-dihydro-15-keto PGF weakly inhibits the U-46619 or collagen-induced aggregation of human platelets, although a number of the E-series isoprostanes are much more potent in this assay.4

1. Chiabrando, C., Valagussa, A., Rivalta, C., et al. Identification and measurement of endogenous β-oxidation metabolites of 8-epi-prostaglandin F2a. J Biol Chem 274 1313-1319 (1999).

2. Morrow, J.D., Hill, K.E., Burk, R.F., et al. A series of prostaglandin F2-like compounds are produced in vivo in humans by a non-cyclooxygenase, free radical-catalyzed mechanism. Proc Natl Acad Sci USA 87 9383-9387 (1990).

3. Basu, S. Metabolism of 8-iso-prostaglandin F. FEBS Lett 428 32-36 (1998).

4. Cranshaw, J.H., Evans, T.W., and Mitchell, J.A. Charcterization of the effects of isoprostanes on platelet aggregation in human whole blood. Br J Pharmacol 132 1699-1706 (2001).

Synonyms
  • 8-iso-13,14-dihydro-15-keto PGF
Formal Name 9α,​11α-​dihydroxy-​15-​oxo-​(8β)-​prost-​5Z-​en-​1-​oic acid
CAS Number 191919-02-5
Molecular Formula C20H34O5
Formula Weight 354.5
Formulation A solution in methyl acetate
Purity ≥98%
Stability 1 year
Storage -20°C
Shipping Wet ice in continental US; may vary elsewhere
SMILES
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O[C@@H]​1[C@@H]​(C/C=C\CCCC(O)​=O)​[C@@H]​(CCC(CCCCC)​=O)​[C@H]​(O)​C1
InCHI Code
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​1S/C20H34O5/c1-2-3-6-9-15(21)​12-13-17-16(18(22)​14-19(17)​23)​10-7-4-5-8-11-20(24)​25/h4,7,16-19,22-23H,2-3,5-6,8-14H2,1H3,(H,24,25)​/b7-4-/t16-,17+,18-,19+/m0/s1
InCHI Key
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VKTIONYPMSCHQI-JPRPWBOBSA-N

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8-iso-13,14-dihydro-15-keto Prostaglandin F is available in the following screening library:

Size Price Quantity Subtotal
50 µg $62.00 $0.00
100 µg $99.00 $0.00
500 µg $465.00 $0.00
1 mg $868.00 $0.00
Bulk Contact
Cart Total $0.00

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Cayman Chemical Company regularly evaluates our shipping methods to ensure product stability is maintained and our corporate environmental impact is minimized. Products selected for review are evaluated and shipping methods are certified by our Scientists. While occasionally our method of shipping a product may change, rest assured the shipping conditions on all Cayman Chemical products have been reviewed and validated.

Upon receipt, it is important to check the storage requirements of your products and place them at the appropriate temperature. Products shipped without ice may require frozen storage for long term stability.

Cayman Chemical was formed over thirty years ago by demonstrating the value of naturally growing gorgonian corals as a renewable, economically viable source of prostaglandins. Today we operate our business knowing that we owe our start to the renewable resources our environment had provided. As Cayman Chemical continues to grow we consistently evaluate our business processes to ensure we are operating at the highest environmental standards.

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