Metabolite Card

Formula: C20H32O5 (352.225)
SMILES: [H][C@](O)(CCCCC)\C=C\[C@@]1([H])C(=O)C[C@]([H])(O)[C@]1([H])C\C=C/CCCC(O)=O

Synonyms [en]

prostaglandin D2; PGD2; (5Z,13E,15S)-9alpha,15-Dihydroxy-11-oxoprosta-5,13-dienoate; 11-Dehydroprostaglandin F2-alpha; 9S,15S-dihydroxy-11-oxo-5Z,13E-prostadienoic acid; (5Z,13E)-(15S)-9alpha,15-Dihydroxy-11-oxoprosta-5,13-dienoate

Reviewed

Last reviewed on 2024-06-28.

Cite this Page

Prostaglandin D2. 数据之源,洞见之始. SMRUCC genomics institute, a synthetic life researcher from China. https://biocad_registry.innovation.ac.cn/s/(-)-arctiin (retrieved 2026-01-03) (CAD Registry RN: BioCAD00000016781). Licensed under the Attribution-Noncommercial 4.0 International License (CC BY-NC 4.0).

Note

Prostaglandin D2 (or PGD2) is a prostaglandin that is actively produced in various organs such as the brain, spleen, thymus, bone marrow, uterus, ovary, oviduct, testis, prostate and epididymis, and is involved in many physiological events. PGD2 binds to the prostaglandin D2 receptor (PTGDR) which is a G-protein-coupled receptor. Its activity is mainly mediated by G-S proteins that stimulate adenylate cyclase resulting in an elevation of intracellular cAMP and Ca2+. PGD2 promotes sleep; regulates body temperature, olfactory function, hormone release, and nociception in the central nervous system; prevents platelet aggregation; and induces vasodilation and bronchoconstriction. PGD2 is also released from mast cells as an allergic and inflammatory mediator. Prostaglandin H2 is an unstable intermediate formed from PGG2 by the action of cyclooxygenase (COX) in the arachidonate cascade. In mammalian systems, it is efficiently converted into more stable arachidonate metabolites, such as PGD2, PGE2, PGF2a by the action of three groups of enzymes, PGD synthases (PGDS), PGE synthases and PGF synthases, respectively. PGDS catalyzes the isomerization of PGH2 to PGD2. Two types of PGD2 synthase are known. Lipocalin-type PGD synthase is present in cerebrospinal fluid, seminal plasma and may play an important role in male reproduction. Another PGD synthase, hematopoietic PGD synthase is present in the spleen, fallopian tube, endometrial gland cells, extravillous trophoblasts and villous trophoblasts, and perhaps plays an important role in female reproduction. Recent studies demonstrate that PGD2 is probably involved in multiple aspects of inflammation through its dual receptor systems, DP and CRTH2. (PMID:12148545)Prostaglandins are eicosanoids. The eicosanoids consist of the prostaglandins (PGs), thromboxanes (TXs), leukotrienes (LTs), and lipoxins (LXs). The PGs and TXs are collectively identified as prostanoids. Prostaglandins were originally shown to be synthesized in the prostate gland, thromboxanes from platelets (thrombocytes), and leukotrienes from leukocytes, hence the derivation of their names. All mammalian cells except erythrocytes synthesize eicosanoids. These molecules are extremely potent, able to cause profound physiological effects at very dilute concentrations. All eicosanoids function locally at the site of synthesis, through receptor-mediated G-protein linked signalling pathways.

Entity Information

DBLinks

Other DBLinks
  • CAS Registry Number: 41598-07-6
  • PubChem: 448457
  • ChEBI: ChEBI:15555
  • HMDB: HMDB0001403
  • LipidMaps: LMFA03010004
  • KEGG: C00696
  • NCBI MeSH: Prostaglandin D2
  • Wikipedia: Prostaglandin_D2
  • DrugBank: DB02056
  • RefMet: RM0153759
  • MoNA: HMDB0001403_c_ms_2102
  • MoNA: HMDB0001403_c_ms_2117
  • MoNA: IA000118
  • MoNA: IA000119
  • MoNA: IA000120
  • MoNA: IA000292
  • MoNA: IA000293
  • MoNA: IA000294
  • MoNA: IA000391
  • MoNA: IA000392
  • MoNA: IA000393
  • MoNA: MSJ00045
  • MoNA: UT000334
  • MoNA: UT000335
  • MoNA: UT000336
  • MoNA: UT000337
  • MoNA: UT000338
  • MoNA: UT000339
  • MoNA: UT000340
  • MoNA: UT000341
  • MoNA: UT000342
  • Metlin: METLIN_36087
  • Coconut NaturalProduct: CNP0323187.1
  • Coconut NaturalProduct: CNP0323187.2

Class / Ontology

Metabolic Network
ID EC Number Name
KEGG:R02266 5.3.99.2 (5Z,13E)-(15S)-9alpha,11alpha-epidioxy-15-hydroxyprosta-5,13- dienoate D-isomerase
KEGG:R02684 1.1.1.188 (5Z,13E)-(15S)-9alpha,11alpha,15-trihydroxyprosta-5,13-dienoate:NADP+ 11-oxidoreductase
KEGG:R02799 1.1.1.188 11-epi-prostaglandin F2alpha:NADP+ 11-oxidoreductase
KEGG:R02800 1.1.1.196 (5Z,13E)-(15S)-9alpha,15-dihydroxy-11-oxoprosta-5,13-dienoate:NADP+ 15-oxidoreductase
KEGG:R02801 C00696<=>C05957 + C00001
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Organism Source

Taxonomy Source

  1. Gersemia fruticosa [ncbi taxid: 134440]
  2. Homo sapiens [ncbi taxid: 9606]
  3. Mus musculus [ncbi taxid: 10090]

Pathway Synthetic

pathway id name
WikiPathways:WP4842 Mammalian disorder of sexual development
WikiPathways:WP5122 Prostaglandin and leukotriene metabolism in senescence
WikiPathways:WP1311 Folic acid network
WikiPathways:WP1272 Selenium micronutrient network
WikiPathways:WP318 Eicosanoid synthesis
WikiPathways:WP4347 Eicosanoid metabolism via cyclooxygenases (COX)
WikiPathways:WP3167 Quercetin and Nf-kB / AP-1 induced cell apoptosis
WikiPathways:WP5321 Prostaglandin and leukotriene metabolism in senescence
WikiPathways:WP15 Selenium micronutrient network
WikiPathways:WP1310 Selenium micronutrient network
WikiPathways:WP854 Eicosanoid synthesis
WikiPathways:WP1090 Eicosanoid synthesis
WikiPathways:WP1318 Eicosanoid synthesis
WikiPathways:WP4719 Eicosanoid metabolism via cyclooxygenases (COX)
WikiPathways:WP5155 Arachidonic acid (AA, ARA) oxylipin metabolism
WikiPathways:WP293 Eicosanoid synthesis
WikiPathways:WP1273 Folic acid network
WikiPathways:WP98 Prostaglandin synthesis and regulation
WikiPathways:WP2435 Quercetin and Nf-kB / AP-1 induced apoptosis
WikiPathways:WP3257 Selenium micronutrient network
View All Pathways