A stable transformation product of 13,14-dihydro-15-keto PGE1
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Bicyclo Prostaglandin E1

Item No. 13530

Technical Information
Formal Name
11-deoxy-13,14-dihydro-15-keto-11β,16.xi.-cycloprostaglandin E1
CAS Number
1283861-32-4
Synonyms
  • Bicyclo PGE1
Molecular Formula
C20H32O4
Formula Weight
Purity
≥98%
A 10 mg/ml solution in methyl acetate
DMF: >25 mg/ml (from Bicyclo PGE2)DMSO: >25 mg/ml (from Bicyclo PGE2)Ethanol: >30 mg/ml (from Bicyclo PGE2)PBS pH 7.2: >1.4 mg/ml (from Bicyclo PGE2)
SMILES
CCCCC1([H])C(CC[C@H]([C@H]2CCCCCCC(O)=O)[C@@H]1CC2=O)=O
InChi Code
InChI=1S/C20H32O4/c1-2-3-8-16-17-13-19(22)15(14(17)11-12-18(16)21)9-6-4-5-7-10-20(23)24/h14-17H,2-13H2,1H3,(H,23,24)/t14-,15-,16?,17+/m1/s1
InChi Key
SMKXBJMWSIFUAU-YKNYVSNTSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Wet ice in continental US; may vary elsewhere
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    Product Description

    Bicyclo Prostaglandin E1 (bicyclo PGE1) is a stable, base-catalyzed transformation product of the PGE1 metabolite 13,14-dihydro-15-keto PGE1. 13,14-dihydro-15-keto PGE1 itself is a metabolite of PGE11,2 found in human plasma at a median level of 10 pg/ml.3 Due to the inherent instability of 13,14-dihydro-15-keto PGE1, it is advisable to quantify it as bicyclo PGE1 to estimate PGE1 biosynthesis or metabolism in vivo.

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Hamberg, M., and Samuelsson, B. On the metabolism of prostaglandins E1 and E2 in man. The Journal of Biological Chemisty 246(22), 6713-6721 (1971).

    2. Peskar, B.A., Cawello, W., Rogatti, W., et alOn the metabolism of prostaglandin E1 administered intravenously to human volunteers. J. Physiol. Pharmacol. 42(3), 327-331 (1991).

    3. Leonhardt, A., Krauss, M., Gieler, U., et alIn vivo formation of prostaglandin E1 and prostaglandin E2 in atopic dermatitis. Br. J. Dermatol. 136(3), 337-340 (1997).