Overview

  • Product name

    Lubiprostone, Bicyclic fatty acid
  • Description

    Bicyclic fatty acid. ClC-2/CFTR channel activator.
  • Biological description

    Bicyclic fatty acid. ClC-2/CFTR channel activator. Stimulates intestinal mucin and chloride secretion. Prostaglandin E1 derivative. Shows laxative effects in vivo. Orally active.
  • Purity

    > 99%
  • CAS Number

    333963-40-9
  • Chemical structure

    Chemical Structure

Properties

  • Chemical name

    7-[(2R,4aR,5R,7aR)-2-(1,1-Difluoropentyl)-2-hydroxy-6-oxo-3,4,4a,5,7,7a-hexahydrocyclopenta[b]pyran-5-yl]heptanoic acid
  • Molecular weight

    390.46
  • Molecular formula

    C20H32F2O5
  • PubChem identifier

    157920
  • Storage instructions

    Store at -20°C. Store under desiccating conditions. The product can be stored for up to 12 months.
  • Solubility overview

    Soluble in ethanol to 100 mM and in DMSO to 100 mM
  • Handling

    Wherever possible, you should prepare and use solutions on the same day. However, if you need to make up stock solutions in advance, we recommend that you store the solution as aliquots in tightly sealed vials at -20°C. Generally, these will be useable for up to one month. Before use, and prior to opening the vial we recommend that you allow your product to equilibrate to room temperature for at least 1 hour.

    Need more advice on solubility, usage and handling? Please visit our frequently asked questions (FAQ) page for more details.

  • SMILES

    CCCCC([C@]1(CC[C@H]2[C@H](O1)CC(=O)[C@@H]2CCCCCCC(=O)O)O)(F)F
  • Source

    Synthetic

  • Research areas

References

This product has been referenced in:

  • Hayashi S  et al. Lubiprostone prevents nonsteroidal anti-inflammatory drug-induced small intestinal damage by suppressing the expression of inflammatory mediators via EP4 receptors. J Pharmacol Exp Ther 349:470-9 (2014). Read more (PubMed: 24713141) »
  • Musch MW  et al. Lubiprostone decreases mouse colonic inner mucus layer thickness and alters intestinal microbiota. Dig Dis Sci 58:668-77 (2013). Read more (PubMed: 23329012) »
  • De Lisle RC Lubiprostone stimulates small intestinal mucin release. BMC Gastroenterol 12:156 (2012). Read more (PubMed: 23130661) »
See 1 Publication for this product

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