A PGE2 metabolite
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13,14-dihydro-15-keto Prostaglandin A2

Item No. 10260

Technical Information
Formal Name
9,15-dioxo-prosta-5Z,10-dien-1-oic acid
CAS Number
74872-89-2
Synonyms
  • 13,14-dihydro-15-keto PGA2
Molecular Formula
C20H30O4
Formula Weight
Purity
≥98%
A 10 mg/ml solution in methyl acetate
DMF: >75 mg/mlDMSO: >50 mg/mlEthanol: >100 mg/mlPBS (pH 7.2): >2.4 mg/ml
λmax
216 nm
SMILES
O=C1[C@H](C/C=C\CCCC(O)=O)[C@@H](CCC(CCCCC)=O)C=C1
InChi Code
InChI=1S/C20H30O4/c1-2-3-6-9-17(21)14-12-16-13-15-19(22)18(16)10-7-4-5-8-11-20(23)24/h4,7,13,15-16,18H,2-3,5-6,8-12,14H2,1H3,(H,23,24)/b7-4-/t16-,18+/m0/s1
InChi Key
FMKLAIBZMCURLI-BFVRRIQPSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Wet ice in continental US; may vary elsewhere
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    Product Description

    PGE2 is metabolized rapidly to 13,14-dihydro-15-keto PGE2, which is present in the plasma of humans and other mammals. 13,14-dihydro-15-keto PGA2 results from the non-enzymatic dehydration of 13,14-dihydro-15-keto PGE2, a process which is accelerated by the presence of albumin.1,2 Further decomposition of 13,14-dihydro-15-keto PGA2 by the intentional addition of base produces bicyclo PGE2, a stable marker of PGE2 biosynthesis.2

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. 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).

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