prostaglandin D2

Also known as 11-dehydroprostaglandin F2-α, BRN 2170623, PGD2, 11-Dehydroprostaglandin F2-alpha, (5Z,13E)-(15S)-9alpha,15-Dihydroxy-11-oxoprosta-5,13-dienoate, (5Z,13E,15S)-9alpha,15-Dihydroxy-11-oxoprosta-5,13-dienoate, (5z,13e)-(15S)-9-alpha,15-dihydroxy-11-oxoprosta-5,13-dienoic acid, (5Z,9alpha,13E,15S)-9,15-dihydroxy-11-oxo-prosta-5,13-dien-1-oic acid

chemical compound

In the Vinony graph

Within Vinony's link graph, prostaglandin D2 is referenced by 271 other articles, and connects out to prostaglandin F2α, SOX9 and clonixin.

It sits within the topics ECHA InfoCard ID from Wikidata and Prostaglandins.

Its subject is documented across 12 Wikipedia language editions.

Chemical data

Formula: C20H32O5
Molecular weight: 352.5 g/mol
IUPAC name: (Z)-7-[(1R,2R,5S)-5-hydroxy-2-[(E,3S)-3-hydroxyoct-1-enyl]-3-oxocyclopentyl]hept-5-enoic acid
SMILES: CCCCC[C@@H](/C=C/[C@@H]1[C@H]([C@H](CC1=O)O)C/C=C\CCCC(=O)O)O
InChIKey: BHMBVRSPMRCCGG-OUTUXVNYSA-N
XLogP: 2.6
Polar surface area: 94.8 Å²
H-bond donors: 3
H-bond acceptors: 5
Formal charge: 0

via PubChem

Drug data · ChEMBL

Molecule type: Small molecule

via ChEMBL · EBI

Research

5,761 papers

Prostaglandin D2 and sleep regulation.Biochimica et biophysica acta · 1999
Prostaglandin D2 and reproduction.American journal of reproductive immunology (New York, N.Y. : 1989) · 2002
Investigational prostaglandin D2 receptor antagonists for airway inflammation.Expert opinion on investigational drugs · 2016
Prostaglandin D2 and sleep--a molecular genetic approach.Journal of sleep research · 1999
Prostaglandin D2 in sleep-wake regulation: recent progress and perspectives.The Neuroscientist : a review journal bringing neurobiology, neurology and psychiatry · 2002

via PubMed

Wikidata facts

Subclass of: prostaglandins
Mass: 352.225

Show 6 more facts

chemical formula: C₂₀H₃₂O₅
canonical SMILES: CCCCCC(C=CC1C(C(CC1=O)O)CC=CCCCC(=O)O)O
isomeric SMILES: CCCCC[C@@H](/C=C/[C@@H]1[C@H]([C@H](CC1=O)O)C/C=C\CCCC(=O)O)O
found in taxon: Homo sapiens
subject has role: primary metabolite
Commons category: Prostaglandin D2

Sources (4)

via Wikidata · CC0