Metabolite Card

Formula: C20H40 (280.313)
SMILES: [H][C@@]1(CCCCCCC)CCC[C@]1([H])CCCCCCCC

Synonyms [en]

8-Isoprostane; (1R,2S)-1-heptyl-2-octylcyclopentane; 15-F(2t)-IsoP; 8-epi-PGF2alpha; 15-F2t-Isoprostane; 8-Epi-PGF2 alpha

Reviewed

Last reviewed on 2024-06-28.

Cite this Page

8-Isoprostane. 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: BioCAD00000020348). Licensed under the Attribution-Noncommercial 4.0 International License (CC BY-NC 4.0).

Note

8-isoprostane concentrations are elevated in asthma and increase with the clinical severity and during acute asthma episodes. Isoprostane is formed in the airways of asthmatic patients from peroxidation of poly-unsaturated fatty acids in cell membranes, the effect of reactive oxygen species resulting of the NADPH oxidase of eosinophils, neutrophils and alveolar macrophages, which produces superoxide anion which undergoes dismutation to H2O2. (PMID 16354413). 8-isoprostane is also elevated in Bronchopulmonary dysplasia, which remains an important cause of morbidity and mortality in extremely premature newborn infants receiving intensive care and is the most common contributing factor to severe respiratory morbidity and mortality in early childhood. (PMID 14980283). 8-Isoprostaglandin F(2a) is a marker of oxidative stress in the aqueous humour of patients with exfoliation syndrome (XFS) (PubMed ID 12598453).

Entity Information

DBLinks

Other DBLinks
  • CAS Registry Number: 155976-51-5
  • PubChem: 107873
  • ChEBI: ChEBI:33023
  • HMDB: HMDB0004659
  • KEGG: C13809
  • NCBI MeSH: 8-epi-prostaglandin F2alpha
  • Wikipedia: Isoprostane
  • RefMet: RM0153375
  • Coconut NaturalProduct: CNP0415712.2

Class / Ontology

Metabolic Network
ID EC Number Name
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Organism Source

Taxonomy Source

Pathway Synthetic

pathway id name
WikiPathways:WP1311 Folic acid network
WikiPathways:WP1272 Selenium micronutrient network
WikiPathways:WP1310 Selenium micronutrient network
WikiPathways:WP1273 Folic acid network
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
View All Pathways