lubiprostone

Ligand id: 4242

Name: lubiprostone

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Structure and Physico-chemical Properties

2D Structure
Calculated Physico-chemical Properties
Hydrogen bond acceptors 5
Hydrogen bond donors 2
Rotatable bonds 11
Topological polar surface area 83.83
Molecular weight 390.22
XLogP 4.31
No. Lipinski's rules broken 1

Molecular properties generated using the CDK

Classification
Compound class Synthetic organic
Approved drug? Yes (FDA (2006))
IUPAC Name
7-[(2R,4aR,5R,7aR)-2-(1,1-difluoropentyl)-2-hydroxy-6-oxo-3,4,4a,5,7,7a-hexahydrocyclopenta[e]pyran-5-yl]heptanoic acid
International Nonproprietary Names
INN number INN
8254 lubiprostone
Synonyms
Amitiza® | SPI-0211
Database Links
CAS Registry No. 333963-40-9 (source: Scifinder)
ChEMBL Ligand CHEMBL1201134
DrugBank Ligand DB01046
PubChem CID 157920
Search Google for chemical match using the InChIKey WGFOBBZOWHGYQH-MXHNKVEKSA-N
Search Google for chemicals with the same backbone WGFOBBZOWHGYQH
Search PubMed clinical trials lubiprostone
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Search UniChem for chemical match using the InChIKey WGFOBBZOWHGYQH-MXHNKVEKSA-N
Search UniChem for chemicals with the same backbone WGFOBBZOWHGYQH
Wikipedia Lubiprostone
Comments
Chemically lubiprostone is a bicyclic fatty acid derived from prostaglandin E1 (PGE1). It acts as selective activator of ClC-2 chloride channels located at the apical aspect of gastrointestinal epithelial cells.