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.
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2D Structure
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Physico-chemical Properties
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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
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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
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
Specialist databases
GPCRdb Ligand fluprostenol
Other databases
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
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UniChem Compound Search for chemical match using the InChIKey WWSWYXNVCBLWNZ-QIZQQNKQSA-N
UniChem Connectivity Search for chemical match using the InChIKey WWSWYXNVCBLWNZ-QIZQQNKQSA-N

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