prostaglandin E2

Also known as Glandin, Prostaglandin E, L-Prostaglandin E2, (5Z,13E)-(15S)-11alpha,15-Dihydroxy-9-oxoprosta-5,13-dienoic acid, (5Z,11alpha,13E,15S)-11,15-dihydroxy-9-oxoprosta-5,13-dien-1-oic acid, Cervidil®, Prepidil, (15S)-prostaglandin E2

chemical compound

Chemical data

Formula: C20H32O5
Molecular weight: 352.5 g/mol
IUPAC name: (Z)-7-[(1R,2R,3R)-3-hydroxy-2-[(E,3S)-3-hydroxyoct-1-enyl]-5-oxocyclopentyl]hept-5-enoic acid
SMILES: CCCCC[C@@H](/C=C/[C@H]1[C@@H](CC(=O)[C@@H]1C/C=C\CCCC(=O)O)O)O
InChIKey: XEYBRNLFEZDVAW-ARSRFYASSA-N
XLogP: 2.8
Polar surface area: 94.8 Å²
H-bond donors: 3
H-bond acceptors: 5
Formal charge: 0

via PubChem

Research

46,023 papers

Role of prostaglandin E2 in tissue repair and regeneration.Theranostics · 2021
Prostaglandin E2 synthesis and secretion: the role of PGE2 synthases.Clinical immunology (Orlando, Fla.) · 2006
Prostaglandin E2 EP receptors in cardiovascular disease: An update.Biochemical pharmacology · 2022
Prostaglandin E2 involvement in mammalian female fertility: ovulation, fertilization, embryo development and early implantation.Reproductive biology and endocrinology : RB&E · 2018
[Role of prostaglandin E2 receptor 4 in cardiovascular diseases].Sheng li xue bao : [Acta physiologica Sinica] · 2019

via PubMed

Wikidata facts

Mass: 352.225

Show 6 more facts

Commons category: Prostaglandin E2
chemical formula: C₂₀H₃₂O₅
isomeric SMILES: CCCCC[C@@H](/C=C/[C@H]1[C@@H](CC(=O)[C@@H]1C/C=C\CCCC(=O)O)O)O
canonical SMILES: CCCCCC(C=CC1C(CC(=O)C1CC=CCCCC(=O)O)O)O
World Health Organisation international non-proprietary name: dinoprostone
defined daily dose: 0.5

Sources (5)

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