Home > Compound List > Compound details
136790-76-6 molecular structure
click picture or here to close

7-[(2R,4aR,5R,7aR)-2-(1,1-difluoropentyl)-2-hydroxy-6-oxo-octahydrocyclopenta[b]pyran-5-yl]heptanoic acid

ChemBase ID: 72777
Molecular Formular: C20H32F2O5
Molecular Mass: 390.4618864
Monoisotopic Mass: 390.22178056
SMILES and InChIs

SMILES:
C1(=O)C[C@@H]2[C@@H]([C@H]1CCCCCCC(=O)O)CC[C@@](O2)(C(F)(CCCC)F)O
Canonical SMILES:
CCCCC([C@@]1(O)CC[C@H]2[C@H](O1)CC(=O)[C@@H]2CCCCCCC(=O)O)(F)F
InChI:
InChI=1S/C20H32F2O5/c1-2-3-11-19(21,22)20(26)12-10-15-14(16(23)13-17(15)27-20)8-6-4-5-7-9-18(24)25/h14-15,17,26H,2-13H2,1H3,(H,24,25)/t14-,15-,17-,20-/m1/s1
InChIKey:
WGFOBBZOWHGYQH-MXHNKVEKSA-N

Cite this record

CBID:72777 http://www.chembase.cn/molecule-72777.html

Collapse All Expand All

NAMES AND DATABASE IDS

NAMES AND DATABASE IDS

Names Database IDs
IUPAC name
7-[(2R,4aR,5R,7aR)-2-(1,1-difluoropentyl)-2-hydroxy-6-oxo-octahydrocyclopenta[b]pyran-5-yl]heptanoic acid
IUPAC Traditional name
@lubiprostone
Synonyms
Amitiza
RU-0211
SPI-0211
Lubiprostone
CAS Number
136790-76-6
PubChem SID
162037698
PubChem CID
157920

DATA SOURCES

DATA SOURCES

All Sources Commercial Sources Non-commercial Sources
Data Source Data ID Price
Selleck Chemicals
S1675 external link Add to cart Please log in.
Data Source Data ID
PubChem 157920 external link

CALCULATED PROPERTIES

CALCULATED PROPERTIES

JChem
Acid pKa 4.3044786  H Acceptors
H Donor LogD (pH = 5.5) 3.343517 
LogD (pH = 7.4) 1.6019012  Log P 4.5638967 
Molar Refractivity 95.6009 cm3 Polarizability 37.576176 Å3
Polar Surface Area 83.83 Å2 Rotatable Bonds 11 
Lipinski's Rule of Five true 

PROPERTIES

PROPERTIES

Safety Information Product Information Bioassay(PubChem)
Storage Condition
-20°C expand Show data source
Salt Data
Free Base expand Show data source

DETAILS

DETAILS

Selleck Chemicals Selleck Chemicals
Selleck Chemicals - S1675 external link
Research Area: Metabolic Disease
Biological Activity:
Lubiprostone(Amitiza) is a gastrointestinal agent used for the treatment of idiopathic chronic constipation. It is a bicyclic fatty acid (more precisely, prostaglandin E1) derivative 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). [1]

REFERENCES

REFERENCES

From Suppliers Google Scholar IconGoogle Scholar PubMed iconPubMed Google Books IconGoogle Books
  • • http://en.wikipedia.org/wiki/Lubiprostone
  • Searching...Please wait...

PATENTS

PATENTS

PubChem iconPubChem Patent Google Patent Search IconGoogle Patent

INTERNET

INTERNET

Baidu iconBaidu google iconGoogle