Lubiprostone

Names

[ Name ]:
Lubiprostone

[Synonym ]:
Prostan-1-oic acid, 11,15-epoxy-16,16-difluoro-15-hydroxy-9-oxo-, (11α,15R)-
13,14-dihydro-15-keto-16,16-difluoro-Prostaglandin E1
9ALPHA-HYDROXY-11,15-DIOXO-PROST-5Z-EN-1-OIC ACID
13,14-dihydro-15-keto Prostaglandin D2 Lipid Maps MS Standard
DK-PGD2
(3aR,4R,5R,6aS)-4-[(1E)-4,4-Difluoro-3-oxo-1-octen-1-yl]-2-oxohexahydro-2H-cyclopenta[b]furan-5-yl 4-biphenylcarboxylate
13,14-dihydro-15-keto-prostaglandin D2
[1,1'-Biphenyl]-4-carboxylic acid, (3aR,4R,5R,6aS)-4-[(1E)-4,4-difluoro-3-oxo-1-octen-1-yl]hexahydro-2-oxo-2H-cyclopenta[b]furan-5-yl ester
13,14-Dihydro-15-keto-PGD2
7-[(2R,4aR,5R,7aR)-2-(1,1-difluoropentyl)-2-hydroxy-6-oxooctahydrocyclopenta[b]pyran-5-yl]heptanoic acid
13,14-Dihydro-15-ketoprostadlandin D2
Lubiprostone
(11α,15R)-16,16-Difluoro-15-hydroxy-9-oxo-11,15-epoxyprostan-1-oic acid
13,14-dihydro-15-keto PD2
13,14-dihydro-15-keto-16,16-difluoro-PGE1

Biological Activity

[Description]:

Lubiprostone(SPI-0211;RU0211) is a gastrointestinal agent used for the treatment of idiopathic chronic constipation.Target: OthersLubiprostone is a bicyclic fatty acid derived from prostaglandin E1 that acts by specifically activating ClC-2 chloride channels on the apical aspect of gastrointestinal epithelial cells, producing a chloride-rich fluid secretion. These secretions soften the stool, increase motility, and promote spontaneous bowel movements (SBM). From Wikipedia.

[Related Catalog]:

Signaling Pathways >> Membrane Transporter/Ion Channel >> Chloride Channel

Research Areas >> Metabolic Disease

[References]

[1]. http://en.wikipedia.org/wiki/Lubiprostone

[Related Small Molecules]

Chemical & Physical Properties

[ Density]:
1.2±0.1 g/cm3

[ Boiling Point ]:
532.3±50.0 °C at 760 mmHg

[ Melting Point ]:
56-59ºC

[ Molecular Formula ]:
C₂₀H₃₂F₂O₅

[ Molecular Weight ]:
390.462

[ Flash Point ]:
275.7±30.1 °C

[ Exact Mass ]:
390.221771

[ PSA ]:
83.83000

[ LogP ]:
2.85

[ Vapour Pressure ]:
0.0±3.2 mmHg at 25°C

[ Index of Refraction ]:
1.486

[ Storage condition ]:
-20°C Freezer

Safety Information

[ Symbol ]:

GHS07

[ Signal Word ]:
Warning

[ Hazard Statements ]:
H315-H319-H335

[ Precautionary Statements ]:
P261-P305 + P351 + P338

[ Hazard Codes ]:
Xi

[ RIDADR ]:
NONH for all modes of transport

[ RTECS ]:
UK8257750

[ HS Code ]:
2918990090

Synthetic Route

Click to get detail synthetic route

Precursor & DownStream

Precursor

DownStream

Customs

[ HS Code ]: 2918990090

[ Summary ]:
2918990090. other carboxylic acids with additional oxygen function and their anhydrides, halides, peroxides and peroxyacids; their halogenated, sulphonated, nitrated or nitrosated derivatives. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:30.0%