Name: 13,14-dihydro-16,16-difluoro Prostaglandin E1
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HIT ID:HIT218832587
Cas No:
Common Name:13,14-dihydro-16,16-difluoro Prostaglandin E1
Common Name:13,14-dihydro-16,16-difluoro Prostaglandin E1
alias:15-hydroxy Lubiprostone
IUPAC:7-[2-(4,4-difluoro-3-hydroxyoctyl)-3-hydroxy-5-oxocyclopentyl]heptanoic acid
IUPAC:7-[2-(4,4-difluoro-3-hydroxyoctyl)-3-hydroxy-5-oxocyclopentyl]heptanoic acid
InChIKey:PNVYHTHOCKTJCO-UHFFFAOYSA-N

Molecular Formula:C20H34F2O5
Molecular Weight:392.484
Hydrogen Bond Donor (HBD):
Hydrogen Bond Acceptor (HBA):
LogP:
SMILES:CCCCC(F)(F)C(O)CCC1C(O)CC(=O)C1CCCCCCC(O)=O
SMILES:CCCCC(F)(F)C(O)CCC1C(O)CC(=O)C1CCCCCCC(O)=O

Prostaglandin E1 (PGE1), synthesized through cyclooxygenase-mediated metabolism of dihomo-γ-linolenic acid (DGLA), functions by inhibiting platelet aggregation (IC₅₀= 40 nM) and enhancing vasodilation. Its analog, 13,14-dihydro-16,16-difluoro PGE1, and the metabolite, 13,14-dihydro PGE1, both retain similar anti-aggregatory properties to the original compound. The inclusion of two electron-withdrawing fluorine atoms in 13,14-dihydro-16,16-difluoro PGE1 is believed to increase molecular stability and potentially extend bioavailability by resisting hydrolytic degradation.

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