Potential metabolite of PGE2
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13,14-dihydro-15-keto-tetranor Prostaglandin E2

Item No. 13101

Technical Information
Formal Name
[1R-(1α,2β,3α)]-3-hydroxy-5-oxo-2-(3-oxooctyl)-cyclopentanepropanoic acid
CAS Number
20675-85-8
Synonyms
  • 13,14-dihydro-15-keto-tetranor PGE2
Molecular Formula
C16H26O5
Formula Weight
Purity
≥95%
A 100 µg/ml solution in ethanol
DMF: 50 mg/mlDMSO: 50 mg/mlEthanol: 50 mg/mlPBS (pH 7.2): 1 mg/ml
SMILES
CCCCCC(CC[C@H]([C@H]1CCC(O)=O)[C@H](O)CC1=O)=O
InChi Code
InChI=1S/C16H26O5/c1-2-3-4-5-11(17)6-7-12-13(8-9-16(20)21)15(19)10-14(12)18/h12-14,18H,2-10H2,1H3,(H,20,21)/t12-,13-,14-/m1/s1
InChi Key
FGACPXKRXBKDQL-MGPQQGTHSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Wet ice in continental US; may vary elsewhere
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    Product Description

    A common metabolic pathway for several prostaglandins (PG), including PGE2, involves the reduction of the double bond between C-13 and C-14 and oxidation of the hydroxyl group at C-15, producing 13,14-dihydro-15-keto PGs. The removal of four carbons at the α-terminus and oxidation of the terminal ω-carbon produces the abundant urinary metabolites, including tetranor PGEM.1 13,14-dihydro-15-keto-tetranor PGE2 is a potential metabolite of PGE2. It would be produced from the known metabolite 13,14-dihydro-15-keto PGE2 (Item No. 14650), which is known to have a short plasma half-life.2,3,4

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Hamberg, M. Inhibition of prostaglandin synthesis in man. Biochem. Biophys. Res. Commun. 49(3), 720-726 (1972).

    2. Bothwell, W., Verburg, M., Wynalda, M., et alA radioimmunoassay for the unstable pulmonary metabolites of prostaglandin E1 and E2: An indirect index of their in vivo disposition and pharmacokinetics. J. Pharmacol. Exp. Ther. 220(2), 229-235 (1982).

    3. Fitzpatrick, F.A., Aguirre, R., Pike, J.E., et alThe stability of 13,14-dihydro-15 keto-PGE2. Prostaglandins 19(6), 917-931 (1980).

    4. Granström, E., Hamberg, M., Hansson, G., et alChemical instability of 15-keto-13,14-dihydro-PGE2: The reason for low assay reliability. Prostaglandins 19(6), 933-945 (1980).