alprostadil

Also known as Alprostadil®, MR-256, prostaglandin E1, PGE1, PGE-1, 11alpha,15alpha-dihydroxy-9-oxo-13-trans-prostenoic acid, (11alpha,13E,15S)-11,15-dihydroxy-9-oxoprost-13-en-1-oic acid, (13E)-(15S)-11alpha,15-Dihydroxy-9-oxoprost-13-enoate

chemical compound

Chemical data

Formula: C20H34O5
Molecular weight: 354.5 g/mol
IUPAC name: 7-[(1R,2R,3R)-3-hydroxy-2-[(E,3S)-3-hydroxyoct-1-enyl]-5-oxocyclopentyl]heptanoic acid
SMILES: CCCCC[C@@H](/C=C/[C@H]1[C@@H](CC(=O)[C@@H]1CCCCCCC(=O)O)O)O
InChIKey: GMVPRGQOIOIIMI-DWKJAMRDSA-N
XLogP: 3.2
Polar surface area: 94.8 Å²
H-bond donors: 3
H-bond acceptors: 5
Formal charge: 0

via PubChem

Research

7,653 papers

Alprostadil for the treatment of impotence.Expert opinion on pharmacotherapy · 2014
Efficacy of Alprostadil in Preventing Contrast-Induced Nephropathy: A Systematic Review and Meta-Analysis.Angiology · 2021
Alprostadil for erectile impotence.Drug and therapeutics bulletin · 1995
Intraurethral alprostadil for erectile dysfunction: a review of the literature.Drugs · 2012
Alprostadil: modes of actions in peripheral arterial occlusive disease.American journal of therapeutics · 1997

via PubMed

Wikidata facts

Mass: 354.241

Show 6 more facts

Commons category: Alprostadil
defined daily dose: 0.5
chemical formula: C₂₀H₃₄O₅
isomeric SMILES: CCCCC[C@@H](/C=C/[C@H]1[C@@H](CC(=O)[C@@H]1CCCCCCC(=O)O)O)O
canonical SMILES: CCCCCC(C=CC1C(CC(=O)C1CCCCCCC(=O)O)O)O
World Health Organisation international non-proprietary name: alprostadil

Sources (5)

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