(8R,11R,12R,16RS)-Misoprostol Acid-d5

For research use only. Not for therapeutic Use.

  • CAT Number: R011444
  • CAS Number: 1337917-44-8
  • Molecular Formula: C21H36O5
  • Molecular Weight: 373.545
  • Purity: ≥95%
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Misoprostol (free acid)-<wbr></wbr>d<sub>5</sub> contains five deuterium atoms at the 16 methyl, 17, and 17/’ positions. It is intended for use as an internal standard for the quantification of misoprostol (free acid) by GC-<wbr></wbr> or LC-<wbr></wbr>mass spectrometry (MS). Misoprostol is a PGE<sub>1</sub> analog with agonist activity mediated by EP<sub>2</sub>, EP<sub>3</sub>, and EP<sub>4</sub> receptors. It has been shown to inhibit the formation of gastric lesions in rats (ED<sub>50</sub> = 0.31 µg/kg), inhibit superoxide generation in human neutrophils (EC<sub>50</sub> = 0.35 µM), and relax fetal rabbit ductus arteriosus (EC<sub>50</sub> = 0.36 nM) in a concentration dependent manner. Misoprostol is commonly used in clinical medicine for the prevention of peptic ulcer disease. It has also been used in conjunction with RU-<wbr></wbr>486 for the oral induction of first trimester abortion. Misoprostol contains a C-<wbr></wbr>1 methyl ester and is readily absorbed and rapidly hydrolyzed in humans to the active free acid.


Catalog Number R011444
CAS Number 1337917-44-8
Synonyms

(11α,13E)-11,16-Dihydroxy-16-methyl-9-oxo-prost-13-en-1-oic Acid-d5; Misoprostol-d5 Free Acid; (+/-)-15-Deoxy-(16RS)-16-hydroxy?-16-methylprogestaglandin E1-d5;

Molecular Formula C21H36O5
Purity ≥95%
Storage -20°C
IUPAC Name 7-[(1R,2R,3R)-2-[(E)-5,5-dideuterio-4-hydroxy-4-(trideuteriomethyl)oct-1-enyl]-3-hydroxy-5-oxocyclopentyl]heptanoic acid
InChI InChI=1S/C21H36O5/c1-3-4-13-21(2,26)14-9-11-17-16(18(22)15-19(17)23)10-7-5-6-8-12-20(24)25/h9,11,16-17,19,23,26H,3-8,10,12-15H2,1-2H3,(H,24,25)/b11-9+/t16-,17-,19-,21?/m1/s1/i2D3,13D2
InChIKey CNWGPXZGIIOYDL-CTASGXJISA-N
SMILES CCCCC(C)(CC=CC1C(CC(=O)C1CCCCCCC(=O)O)O)O

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