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15(R)-Prostaglandin E2

Cayman Chemical Item Number 14710

15-epi PGE2; 15(R)-PGE2 (CAS 38873-82-4)

15(R)-Prostaglandin E2 (CAS 38873-82-4)

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Description

15(R)-PGE2 is the C-15 epimer of the naturally occurring 15(S)-PGE2. 15(R)-PGE2 is much less potent than the natural stereoisomer in most biological assays. In hamsters, a dose of 0.20 mg of PGE2 inhibits fertility by 100%, whereas a dose of 1.0 mg of 15(R)-PGE2 inhibits fertility by only 17%.1 15(R)-PGE2 occurs as a minor impurity in some pharmaceutical formulations of PGE2 used in obstetrics.

1 Miller, W.L., and Sutton, M.J. Relative biological activity of certain prostaglandins and their enantiomers. Prostaglandins 11 77-84 (1976).

Synonyms
  • 15-epi PGE2
  • 15(R)-PGE2
Formal Name 9-​oxo-​11α,​15R-​dihydroxy-​prosta-​5Z,​13E-​dien-​1-​oic acid
CAS Number 38873-82-4
Molecular Formula C20H32O5
Formula Weight 352.5
Formulation A solution in methyl acetate
Purity >98%
Stability 1 year
Storage -20°C
Shipping Wet ice in continental US; may vary elsewhere
SMILES
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O=C1[C@H]​(C/C=C\CCCC(O)​=O)​[C@@H]​(/C=C/[C@H]​(O)​CCCCC)​[C@H]​(O)​C1

Background Reading

Stehle, R.G., and Oesterling, T.O. Stability of prostaglandin E1 and dinoprostone (prostaglandin E2) under strongly acidic and basic conditions. J Pharm Sci 66 1590-1595 (1977).

Stehle, R.G. Physical chemistry, stability, and handling of prostaglandins E2, F, D2 and I2: A critical summary. Methods Enzymol 86 436-459 (1982).

Miller, W.L., and Sutton, M.J. Relative biological activity of certain prostaglandins and their enantiomers. Prostaglandins 11 77-84 (1976).

Jones, R.L. Cardiovascular actions of prostaglandins D and E in the sheep: Evidence for two distinct receptors. Adv Prostaglandin Thromboxane Res 1 221-231 (1976).

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15(R)-Prostaglandin E2 is available in the following screening libraries:

Size Price Quantity Subtotal
1 mg $46.00 $0.00
5 mg $207.00 $0.00
10 mg $368.00 $0.00
50 mg $1,610.00 $0.00
Bulk Contact
Cart Total $0.00

This product is available in custom sizes and/or larger quantities.

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Pricing updated 2012-05-26. Prices are subject to change without notice.

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Warning This product is not for human or veterinary use.

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