15(R)-15-methyl Prostaglandin E2
Item № 14725
CAS № 55028-70-1
Purity ≥98%
1 mg $59.00 $0.00
5 mg $266.00 $0.00
10 mg $472.00 $0.00

Pricing updated 2016-05-05. Prices are subject to change without notice.

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  • Arbaprostil
  • 15(R)-15-methyl PGE2

15(R)-15-methyl Prostaglandin E2 (15(R)-15-methyl PGE2) is a prodrug for the potent PGE2 (Item No. 14010) analog 15(S)-15-methyl PGE2 (Item No. 14730).1 Acid-catalyzed epimerization in the stomach produces the 15(S)-hydroxy compound which is biologically active.2 Oral administration of 15(R)-15-methyl PGE2 to dogs or rats at 10-300 µg/kg results in a dose-dependent inhibition of gastric acid secretion and an increase in the rate of duodenal bicarbonate secretion.3,4

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Technical Information
Formal Name 9-oxo-11α,15R-dihydroxy-15-methyl-prosta-5Z,13E-dien-1-oic acid
CAS Number 55028-70-1
  • Arbaprostil
  • 15(R)-15-methyl PGE2
Molecular Formula C21H34O5
Formula Weight 366.5
Purity ≥98%
Formulation A crystalline solid
SMILES O=C1[C@H](C/C=C\CCCC(O)=O)[C@@H](/C=C/[C@](C)(O)CCCCC)[C@H](O)C1
InChI Code 1S/C21H34O5/c1-3-4-9-13-21(2,26)14-12-17-16(18(22)15-19(17)23)10-7-5-6-8-11-20(24)25/h5,7,12,14,16-17,19,23,26H,3-4,6,8-11,13,15H2,1-2H3,(H,24,25)/b7-5-,14-12+/t16-,17-,19-,21-/m1/s1

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

Shipping & Storage
Storage -20°C
Shipping Wet ice in continental US; may vary elsewhere
Stability As supplied, 1 year from the QC date provided on the Certificate of Analysis, when stored properly
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References & Background Reading
Product Description References

1. Yankee, E.W., Axen, U., and Bundy, G.L. Total synthesis of 15-methylprostaglandins. J Am Chem Soc 96 5865-5876 (1974).

2. Takanashi, H., Kawabe, Y., and Akima, M. Acid-promoted epimerization of arbaprostil, 15(R)-15-methylprostaglandin E2, elicits gastric antisecretory activities in rats. Jpn J Pharmacol 57 559-564 (1991).

3. Takanashi, H., and Itoh, Z. Gastric antisecretory activity of 15(R)-15-methylprostaglandin E2, arbaprostil, in dogs. Jpn J Pharmacol 57 447-451 (1991).

4. Li, J., Nagata, T., Yoshida, M., et al. Effect of 15(R)-15-methyl PGE2 (arbaprostil) on duodenal bicarbonate secretion in rat. Gastroenerol Jpn 24 8-11 (1989).

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