Prostaglandin B2 (BioCAD00000016778)

blood cerebrospinal fluid (csf) plant natural products microbial natural products

Metabolite Card

Formula: C20H30O4 (334.2144)
SMILES: CCCCC[C@@H](O)\C=C\C1=C(C\C=C/CCCC(O)=O)C(=O)CC1

Synonyms [en]

prostaglandin B2; PGB2; 15S-hydroxy-9-oxo-5Z,8(12),13E-prostatrienoic acid; PGB2 (Prostaglandin B2); (5Z,13E,15S)-15-hydroxy-9-oxoprosta-5,8(12),13-trien-1-oic acid; BCBcMAP01_000173

Reviewed

Last reviewed on 2024-06-28.

Cite this Page

Prostaglandin B2. 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: BioCAD00000016778). Licensed under the Attribution-Noncommercial 4.0 International License (CC BY-NC 4.0).

Note

Prostaglandin B2 (PGB2) is a prostanoid. Prostanoids is a term that collectively describes prostaglandins, prostacyclines and thromboxanes. Prostanoids are a subclass of the lipid mediator group known as eicosanoids. They derive from C-20 polyunsaturated fatty acids, mainly dihomo-gamma-linoleic (20:3n-6), arachidonic (20:4n-6), and eicosapentaenoic (20:5n-3) acids, through the action of cyclooxygenases-1 and -2 (COX-1 and COX-2). The reaction product of COX is the unstable endoperoxide prostaglandin H (PGH) that is further transformed into the individual prostanoids by a series of specific prostanoid synthases. Prostanoids are local-acting mediators formed and inactivated within the same or neighbouring cells prior to their release into circulation as inactive metabolites (15-keto- and 13,14-dihydroketo metabolites). Non-enzymatic peroxidation of arachidonic acid and other fatty acids in vivo can result in prostaglandin-like substances isomeric to the COX-derived prostaglandins that are termed isoprostanes. Prostanoids take part in many physiological and pathophysiological processes in practically every organ, tissue and cell, including the vascular, renal, gastrointestinal and reproductive systems. Their activities are mediated through prostanoid-specific receptors and intracellular signalling pathways, whilst their biosynthesis and action are blocked by nonsteroidal antiinflammatory drugs (NSAID). Isoprostanes are considered to be reliable markers of oxidant stress status and have been linked to inflammation, ischaemia-reperfusion, diabetes, cardiovascular disease, reproductive disorders and diabetes. (PMID: 16986207). 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.

Extracellular Membrane
Entity Information

DBLinks

Other DBLinks
  • CAS Registry Number: 13367-85-6
  • PubChem: 5280881
  • PubChem: 5288144
  • ChEBI: ChEBI:28099
  • HMDB: HMDB0004236
  • HMDB: HMDB04236
  • LipidMaps: LMFA03010018
  • KEGG: C05954
  • NCBI MeSH: prostaglandin B2
  • DrugBank: DB02304
  • RefMet: RM0152847
  • MoNA: IA000109
  • MoNA: IA000110
  • MoNA: IA000111
  • MoNA: IA000283
  • MoNA: IA000284
  • MoNA: IA000285
  • MoNA: IA000433
  • MoNA: IA000434
  • MoNA: IA000435
  • Metlin: METLIN_3466
  • Coconut NaturalProduct: CNP0346263.1
  • Coconut NaturalProduct: CNP0346263.2
  • Coconut NaturalProduct: CNP0346263.3
  • Coconut NaturalProduct: CNP0370115.0
  • Coconut NaturalProduct: CNP0523108.0

Class / Ontology

Metabolic Network
ID EC Number Name
KEGG:R05057 C05954<=>C05955
View More
Organism Source

Taxonomy Source

  1. Acanthosyris spinescens [ncbi taxid: ]
  2. Acinos thymoides [ncbi taxid: ]
  3. Agrimonia eupatoria [ncbi taxid: 57912]
  4. Alluaudia humbertii [ncbi taxid: 86290]
  5. Alstonia lanceolifera [ncbi taxid: ]
  6. Artemisia caerulescens [ncbi taxid: 72336]
  7. Buccinum undatum [ncbi taxid: 37541]
  8. Cailliea cinerea [ncbi taxid: ]
  9. Campanula medium [ncbi taxid: 56154]
  10. Cheilanthes tenuifolia [ncbi taxid: ]
  11. Cladocroce incurvata [ncbi taxid: ]
  12. Corydendrium parasiticum [ncbi taxid: 1899529]
  13. Culicinomyces clavisporus [ncbi taxid: 3043269]
  14. Cystofilobasidium infirmominiatum [ncbi taxid: 89913]
  15. Dermocybe cinnabarina [ncbi taxid: ]
  16. Echinops spinosissimus [ncbi taxid: 143198]
  17. Ecteinascidia thurstoni [ncbi taxid: 1841246]
  18. Eruca vesicaria subsp. sativa [ncbi taxid: 29727]
  19. Euphorbia nivulia [ncbi taxid: 334690]
  20. Formica polyctena [ncbi taxid: 145467]
  21. Gleditsia triacanthos [ncbi taxid: 54874]
  22. Gouania ulmifolia [ncbi taxid: 3089872]
  23. Hedyotis lawsoniae [ncbi taxid: 497234]
  24. Helipterum venustum [ncbi taxid: ]
  25. Hermidium alipes [ncbi taxid: ]
  26. Homo sapiens [ncbi taxid: 9606]
  27. Humboldtia laurifolia [ncbi taxid: 162796]
  28. Ilex macropoda [ncbi taxid: 58305]
  29. Lecidea lithophila [ncbi taxid: 2547280]
  30. Lycium cestroides [ncbi taxid: 33116]
  31. Magnolia salicifolia [ncbi taxid: 3411]
  32. Monostroma fuscum [ncbi taxid: ]
  33. Paepalanthus hilairei [ncbi taxid: ]
  34. Palhinhaea cernua [ncbi taxid: 73621]
  35. Pieris formosa [ncbi taxid: 49158]
  36. Pseudanabaena persicina [ncbi taxid: 945773]
  37. Pseudomonas aeruginosa [ncbi taxid: 287]
  38. Pterocaulon alopecuroides [ncbi taxid: 1548644]
  39. Rhabdodendron amazonicum [ncbi taxid: 63102]
  40. Saccharopolyspora erythraea [ncbi taxid: 1836]
  41. Sarcophyton crassocaule [ncbi taxid: 358797]
  42. Selaginella uncinata [ncbi taxid: 307165]
  43. Senna siamea [ncbi taxid: 346999]
  44. Sloanea zuliaensis [ncbi taxid: ]
  45. Tetracera rosiflora [ncbi taxid: ]
  46. Teucrium montanum [ncbi taxid: 1000430]
  47. Tillandsia fragrans [ncbi taxid: ]
  48. Udotea cyathiformis [ncbi taxid: 189440]
  49. Umbilicaria indica [ncbi taxid: 1246586]
  50. Uvariopsis tripetala [ncbi taxid: ]
  51. Streptomyces sp. CNR-698 [ncbi taxid: ]

Pathway Synthetic

pathway id name
PathBank:SMP0120730 Leukotriene C4 Synthesis Deficiency
PathBank:SMP0000083 Acetylsalicylic Acid Action Pathway
PathBank:SMP0000087 Rofecoxib Action Pathway
PathBank:SMP0000094 Sulindac Action Pathway
PathBank:SMP0000104 Indomethacin Action Pathway
PathBank:SMP0000120 Naproxen Action Pathway
PathBank:SMP0000106 Meloxicam Action Pathway
PathBank:SMP0000693 Antrafenine Action Pathway
PathBank:SMP0000697 Flurbiprofen Action Pathway
PathBank:SMP0000701 Phenylbutazone Action Pathway
PathBank:SMP0000705 Tiaprofenic Acid Action Pathway
PathBank:SMP0000709 Salicylic Acid Action Pathway
PathBank:SMP0000075 Arachidonic Acid Metabolism
PathBank:SMP0000086 Ibuprofen Action Pathway
PathBank:SMP0000093 Diclofenac Action Pathway
PathBank:SMP0000098 Ketorolac Action Pathway
PathBank:SMP0000102 Bromfenac Action Pathway
PathBank:SMP0000114 Nabumetone Action Pathway
PathBank:SMP0000692 Antipyrine Action Pathway
PathBank:SMP0000696 Fenoprofen Action Pathway
View All Pathways