Structure via PubChem · Public domain (PubChem)
prostaglandin E2
Sign in to saveAlso 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 Ų
- 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
- Subclass of
- prostaglandins
- Mass
- 352.225
- Has use
- medication
Show 9 more facts
- found in taxon
- Populus alba
- Commons category
- Prostaglandin E2
- chemical formula
- C₂₀H₃₂O₅
- medical condition treated
- uterine cancer
- 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
- subject has role
- primary metabolite
- defined daily dose
- 0.5
via Wikidata · CC0