An 8-isoprostane metabolite
Technical Support & Resources

Information provided in the product description is from published literature. Due to the nature of scientific experimentation, your results (e.g., selectivity and effective concentrations) or specific application for this product may differ. If you have questions about how this product fits your application, please contact our technical support staff.

Visit our FAQ

Contact Us

Toll Free Phone (USA and Canada Only): (888) 526-5351
Direct Phone: (734) 975-3888

Request Technical Support

Technical Support Request

To streamline the process attach the appropriate questionnaire to your inquiry.

Download IHC QuestionnaireDownload WB Questionnaire

View Our Privacy Statement for details on how we use and protect your data. In addition, this site is protected by hCaptcha and its Privacy Policy and Terms of Service apply.

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

Item No. 16380

Technical Information
Formal Name
(8β)-9α,11α-dihydroxy-15-oxo-prost-5Z-en-1-oic acid
CAS Number
191919-02-5
Synonyms
  • 8-iso-13,14-dihydro-15-keto PGF
Molecular Formula
C20H34O5
Formula Weight
Purity
≥98%
A 500 µg/ml solution in methyl acetate
10 mM Na2CO3: >6.5 mg/mlDMF: >100 mg/mlDMSO: >100 mg/mlEthanol: >100 mg/mlPBS (pH 7.2): >10 mg/ml
SMILES
O[C@@H]1[C@@H](C/C=C\CCCC(O)=O)[C@@H](CCC(CCCCC)=O)[C@H](O)C1
InChi Code
InChI=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
VKTIONYPMSCHQI-JPRPWBOBSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
Recommended Products

Certificates of Analysis & Batch Specific Data

Provide batch numbers separated by commas to download or request available product inserts, QC sheets, certificates of analysis, data packs, and GC-MS data.

    Add

    Add

    Add

    Lipid Resource Center
    Discover Products & Resources for Lipid Research
    • High-purity lipid standards
    • Lipid roles in biology
    • Lipids in health & disease
    • Lipids for pharmaceutical development
    • Protocols, advice, & resources
    EXPLORE NOW
    Product 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

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Chiabrando, C., Valagussa, A., Rivalta, C., et alIdentification and measurement of endogenous β-oxidation metabolites of 8-epi-prostaglandin F. The Journal of Biological Chemisty 274(3), 1313-1319 (1999).

    2. Morrow, J.D., Hill, K.E., Burk, R.F., et alA 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(23), 9383-9387 (1990).

    3. Basu, S. Metabolism of 8-iso-prostaglandin F. FEBS Lett. 428(112), 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(8), 1699-1706 (2001).