PGF   Click here for help

GtoPdb Ligand ID: 1884

Synonyms: prostaglandin F
Immunopharmacology Ligand
Comment: PGF is a naturally-occurring prostanoid which functions as a potent vasoconstrictor. The synthetically produced drug, dinoprost, is chemically identical to the endogenous prostaglandin [3].
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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 97.99
Molecular weight 354.24
XLogP 3.2
No. Lipinski's rules broken 1
SMILES / InChI / InChIKey
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Canonical SMILES CCCCCC(C=CC1C(O)CC(C1CC=CCCCC(=O)O)O)O
Isomeric SMILES CCCCC[C@@H](/C=C/[C@H]1[C@H](O)C[C@@H]([C@@H]1C/C=C\CCCC(=O)O)O)O
InChI InChI=1S/C20H34O5/c1-2-3-6-9-15(21)12-13-17-16(18(22)14-19(17)23)10-7-4-5-8-11-20(24)25/h4,7,12-13,15-19,21-23H,2-3,5-6,8-11,14H2,1H3,(H,24,25)/b7-4-,13-12+/t15-,16+,17+,18-,19+/m0/s1
InChI Key PXGPLTODNUVGFL-YNNPMVKQSA-N
Classification Click here for help
Compound class Metabolite or derivative
IUPAC Name Click here for help
(Z)-7-[(1R,2R,3R,5S)-3,5-dihydroxy-2-[(E,3S)-3-hydroxyoct-1-enyl]cyclopentyl]hept-5-enoic acid
International Nonproprietary Names Click here for help
INN number INN
3074 dinoprost
Synonyms Click here for help
prostaglandin F
Database Links Click here for help
CAS Registry No. 551-11-1 (source: Scifinder)
ChEBI CHEBI:15553
ChEMBL Ligand CHEMBL815
DrugCentral Ligand 912
GtoPdb PubChem SID 135651540
PubChem CID 5280363
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Search PubMed clinical trials dinoprost
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Wikipedia Prostaglandin_F2alpha