The “unnatural” C-15 stereoisomer of PGE1
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15(R)-Prostaglandin E1

Item No. 13710

Technical Information
Formal Name
9-oxo-11α,15R-dihydroxy-prost-13E-en-1-oic acid
CAS Number
20897-91-0
Synonyms
  • 15(R)-PGE1
  • 15-epi PGE1
Molecular Formula
C20H34O5
Formula Weight
Purity
≥95%
Formulation
A 10 mg/ml solution in methyl acetate
DMF: 100 mg/mlDMSO: 50 mg/mlEthanol: 50 mg/mlPBS pH 7.2: 1.6 mg/ml
SMILES
CCCCC[C@@H](O)/C=C/[C@H]1C(O)CC(=O)C1CCCCCCC(=O)O
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/h12-13,15-17,19,21,23H,2-11,14H2,1H3,(H,24,25)/b13-12+/t15-,16-,17-,19-/m1/s1
InChi Key
GMVPRGQOIOIIMI-CHCORRSHSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Wet ice in continental US; may vary elsewhere
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    Product Description

    15(R)-PGE1 is the “unnatural” C-15 stereoisomer of PGE1. It is essentially inactive biologically when compared to PGE1.1 It is a non-competitive inhibitor of 15-hydroxy PGDH with an IC50 of 189 µM.2

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Nakano, J. Relationship between the chemical structure of prostaglandins and their vasoactivities in dogs. Br. J. Pharmacol. 44(1), 63-70 (1972).

    2. Jarabak, J., and Braithwaite, S.S. Kinetic studies on a 15-hydroxyprostaglandin dehydrogenase from human placenta. The reaction mechanism and the mechanism of action of various inhibitors. Arch. Biochem. Biophys. 177, 245-254 (1976).