fluprostenol   Click here for help

GtoPdb Ligand ID: 1940

Synonyms: ICI 81008
Compound class: Synthetic organic
Comment: The INN-assigned compound fluprostenol is a racemic mixture of two enantiomers. The structure shown here shows the stereochemistry of the more active of these enantiomers, and the PubChem and ChEMBL entries linked to in the table above also represent this enantiomer. For an alternative stereoisomers see CID 6436637.
Click here for help
2D Structure
Click here for help
Click here for structure editor
Physico-chemical Properties
Click here for help
Hydrogen bond acceptors 5
Hydrogen bond donors 4
Rotatable bonds 12
Topological polar surface area 107.22
Molecular weight 458.19
XLogP 3.37
No. Lipinski's rules broken 1
SMILES / InChI / InChIKey
Click here for help
Canonical SMILES OC(=O)CCCC=CCC1C(O)CC(C1C=CC(COc1cccc(c1)C(F)(F)F)O)O
Isomeric SMILES OC(=O)CCC/C=C\C[C@H]1[C@@H](O)C[C@H]([C@@H]1/C=C/[C@H](COc1cccc(c1)C(F)(F)F)O)O
InChI InChI=1S/C23H29F3O6/c24-23(25,26)15-6-5-7-17(12-15)32-14-16(27)10-11-19-18(20(28)13-21(19)29)8-3-1-2-4-9-22(30)31/h1,3,5-7,10-12,16,18-21,27-29H,2,4,8-9,13-14H2,(H,30,31)/b3-1-,11-10+/t16-,18-,19-,20+,21-/m1/s1
InChI Key WWSWYXNVCBLWNZ-QIZQQNKQSA-N
Classification Click here for help
Compound class Synthetic organic
IUPAC Name Click here for help
(Z)-7-[(1R,2R,3R,5S)-3,5-dihydroxy-2-[(E,3R)-3-hydroxy-4-[3-(trifluoromethyl)phenoxy]but-1-enyl]cyclopentyl]hept-5-enoic acid
International Nonproprietary Names Click here for help
INN number INN
3794 fluprostenol
Synonyms Click here for help
ICI 81008
Database Links Click here for help
CAS Registry No. 40666-16-8 (source: Scifinder)
ChEMBL Ligand CHEMBL1201379
GtoPdb PubChem SID 135650277
PubChem CID 5311100
Search Google for chemical match using the InChIKey WWSWYXNVCBLWNZ-QIZQQNKQSA-N
Search Google for chemicals with the same backbone WWSWYXNVCBLWNZ
Search PubMed clinical trials fluprostenol
Search PubMed titles fluprostenol
Search PubMed titles/abstracts fluprostenol
UniChem Compound Search for chemical match using the InChIKey WWSWYXNVCBLWNZ-QIZQQNKQSA-N
UniChem Connectivity Search for chemical match using the InChIKey WWSWYXNVCBLWNZ-QIZQQNKQSA-N

Product suppliers

View disclaimer

Tocris
(+)-Fluprostenol (links to external site)
Cat. No. 4542