The C-15 epimer of PGF2α
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15(R)-Prostaglandin F2α

Item No. 16740

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
9α,11α,15R-trihydroxy-prosta-5Z,13E-dien-1-oic acid
CAS Number
37658-84-7
Synonyms
  • 15-epi PGF2α
  • 15(R)-PGF2α
Molecular Formula
C20H34O5
Formula Weight
354.5
Purity
≥98%
Formulation
A 5 mg/ml solution in methyl acetate
Solubility(Learn about Variance in Solubility)
10 mM Na2CO3: >6.5 mg/mlDMF: >100 mg/mlDMSO: >100 mg/mlEthanol: >100 mg/mlPBS (pH 7.2): >10 mg/ml
SMILES
O[C@@H]1[C@H](C/C=C\CCCC(O)=O)[C@@H](/C=C/[C@H](O)CCCCC)[C@H](O)C1
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/h4,7,12-13,15-19,21-23H,2-3,5-6,8-11,14H2,1H3,(H,24,25)/b7-4-,13-12+/t15-,16-,17-,18+,19-/m1/s1
InChi Key
PXGPLTODNUVGFL-CKXCCYAOSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    500 µg

    $63

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    1 mg

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    5 mg

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    10 mg

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    Product Description

    15(R)-Prostaglandin F2α (15(R)-PGF2α) is the C-15 epimer of the naturally occurring mammalian autacoid PGF2α. It has only 25% of the potency of PGF2α in hamster antifertility studies, which may be due to reduced affinity for FP receptors.1 Compared to PGF2α, 15(R)-PGF2α has a binding affinity of 6.7% to ovine luteal cell receptors.2 Similarly, the binding affinity to rat vascular smooth muscle cells is negligible as compared to PGF2α.3

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

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

    2. Balapure, A.K., Rexroad, C.E., Jr., Kawada, K., et al. Structural requirements for prostaglandin analog interaction with the ovine corpus luteum prostaglandin F2α receptor. Biochem. Pharmacol. 38(14), 2375-2381 (1989).

    3. Hanasaki, K., Kishi, M., and Arita, H. Phorbol ester-induced expression of the common, low-affinity binding site for primary prostanoids in vascular smooth muscle cells. The Journal of Biological Chemisty 265(9), 4871-4875 (1990).