Prostaglandin E2
(Z)-7-[(1R,2R,3R)-3-hydroxy-2-[(E,3S)-3-hydroxyoct-1-enyl]-5-oxocyclopentyl]hept-5-enoic acid
Molecular Identity
Prostaglandin E2
(Z)-7-[(1R,2R,3R)-3-hydroxy-2-[(E,3S)-3-hydroxyoct-1-enyl]-5-oxocyclopentyl]hept-5-enoic acid
PubChem CID: 5280360
Prostaglandin E2 is prostaglandin F2alpha in which the hydroxy group at position 9 has been oxidised to the corresponding ketone. Prostaglandin E2 is the most common and most biologically potent of mammalian prostaglandins. It has a role as an oxytocic, a mouse metabolite and a human metabolite. It is a conjugate acid of a prostaglandin E2(1-).
2D Structure
Properties
C20H32O5
Molecular Formula
352.50
Molecular Weight
g/mol
352.2250
Exact Mass
Da
2.8
XLogP
Drug-like (Lipinski: < 5)
94.8
TPSA
Good oral absorption (< 140 A²)
3
H-Bond Donors
5
H-Bond Acceptors
469
Complexity
SMILES
Canonical SMILES
SMILES: CCCCCC(C=CC1C(CC(=O)C1CC=CCCCC(=O)O)O)OIsomeric SMILES
SMILES: CCCCC[C@@H](/C=C/[C@H]1[C@@H](CC(=O)[C@@H]1C/C=C\CCCC(=O)O)O)OSynonyms(20)
Prostaglandin E2Dinoprostone363-24-6PGE2Prostin E2PrepidilCervidilMinprostin E2PropessMinprositin E2DinoprostonDinoprostonumCerviprostDinoprostonaEnzaprost E
Data from PubChem (NCBI)
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Drug Network
Trials and conditions connected to Prostaglandin E2
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