15(R)-Prostaglandin F2α • 15-<wbr/><span class="foreign">epi</span> PGF<sub>2α</sub> (CAS 37658-84-7) (Inchi key PXGPLTODNUVGFL-CKXCCYAOSA-N) || Cayman Chemical | Supplier
15(R)-Prostaglandin F
Item № 16740
CAS № 37658-84-7
Purity ≥98%
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SIZE PRICE QUANTITY SUBTOTAL
CART TOTAL $0.00
500 µg $45.00 $0.00
1 mg $77.00 $0.00
5 mg $360.00 $0.00
10 mg $630.00 $0.00

Pricing updated 2015-08-29. Prices are subject to change without notice.

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Description
Synonyms
  • 15-epi PGF

15(R)-PGF is the C-15 epimer of the naturally occurring mammalian autacoid PGF. It has only 25% of the potency of PGF in hamster antifertility studies,1 which may be due to reduced affinity for FP receptors. Compared to PGF, 15(R)-PGF 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 PGF.3

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Technical Information
Formal Name 9α,​11α,​15R-​trihydroxy-​prosta-​5Z,​13E-​dien-​1-​oic acid
CAS Number 37658-84-7
Synonyms
  • 15-epi PGF
Molecular Formula C20H34O5
Formula Weight 354.5
Purity ≥98%
Formulation A solution in methyl acetate
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 ​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

WARNING - This product is not for human or veterinary use.

Shipping & Storage
Storage -20°C
Shipping Room temperature in continental US; may vary elsewhere
Stability 1 year
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References & Background Reading
Product Description References

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

2. Balapure, A.K., Rexroad, C.E., Kawada, K., et al. Structural requirements for prostaglandin analog interaction with the ovine corpus luteum prostaglandin F receptor. Biochem Pharmacol 38 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. J Biol Chem 265 4871-4875 (1990).

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