Name: 13,14-dihydro-15-keto Prostaglandin E2
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HIT ID:HIT218832635
Cas No:
Common Name:13,14-dihydro-15-keto Prostaglandin E2
Common Name:13,14-dihydro-15-keto Prostaglandin E2
alias:13,14-dihydro-15-keto PGE2
IUPAC:7-[3-hydroxy-5-oxo-2-(3-oxooctyl)cyclopentyl]hept-5-enoic acid
IUPAC:7-[3-hydroxy-5-oxo-2-(3-oxooctyl)cyclopentyl]hept-5-enoic acid
InChI key:CUJMXIQZWPZMNQ-UHFFFAOYSA-N

Molecular Formula:C20H32O5
Molecular Weight:352.471
Hydrogen Bond Donor (HBD):
Hydrogen Bond Acceptor (HBA):
LogP:
SMILES:CCCCCC(=O)CCC1C(O)CC(=O)C1CC=CCCCC(O)=O
SMILES:CCCCCC(=O)CCC1C(O)CC(=O)C1CC=CCCCC(O)=O

13,14-dihydro-15-keto Prostaglandin E2 (13,14-dihydro-15-keto PGE2) serves as the predominant metabolite of PGE2 in plasma, created through a 15-keto PGE2 intermediate by the action of 15-oxo-PG Δ13 reductase. Unlike its precursor PGE2, this compound exhibits poor binding affinity towards EP2 and EP4 PGE2 receptors (Ki values of 12 and 57 µM, respectively) in CHO cells and fails to stimulate adenylate cyclase activity therein (EC50s >18 and >38 µM, respectively). Concentrations of 13,14-dihydro-15-keto PGE2 are notably higher in the plasma of pregnant women during their third trimester and at labor and delivery stages, whereas its levels are found to be reduced in the tumor tissues of patients with non-small cell lung cancer (NSCLC) compared to adjacent healthy tissue.

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