8-epi-PGF2alpha
Description
Description of 8-epi-PGF2alpha with associated disease summary
8-isoprostane is a known biomarker of oxidative stress. It is
synthesized in vivo, it is a stable metabolite, and biologically active, which
makes it a favorable biomarker. These characteristics make 8-isoprostane a
promising marker of oxidative stress in inflammatory respiratory diseases (Pediatr Crit Care Med.
(2011)).
8-isoprostane elevation is most notably reported in individuals with
asthma, COPD, obstructive sleep apnea, airway inflammation, and related
pulmonary diseases, but the increased concentration of 8-isoprostane may not
directly correlate to the increase or decrease of other markers, such as
superoxide anion from BALF cells (Inflamm Res. (2010)), or
pH (Br J Dermatol. (2012)).
8-isoprostane is a proposed prognostic lipid mediator that can be
measured to predict an individual's associative risk of developing the
following conditions or diseases: allergic rhinitis, asbestosis, asthma, atopic
dermatitis, chronic cough, COPD, cystic fibrosis, heart failure, obstructive
sleep apnea, primary ciliary dyskinesia, sarcoidosis, status asthmaticus,
steroid-naïve atopic asthmatic, systemic sclerosis.
8-isoprostane is most commonly identified through enzyme
immunoassays (EIA), although many forms of tests (including breath tests,
bronchodilation tests, 6-minute walking test, incremental exercise test etc.)
have been performed to assess the pathophysiologic role of 8-isoprostane in
patients. It is worth mentioning that most studies are limited by the number of
patients enrolled, and although there are a number of studies conducted with
adult healthy volunteers and patients, the number of studies conducted with
children (age 7-18) are far less in number (Pediatr Crit Care Med.
(2012)).
Most of the studies use EIA kit to identify 8-isoprostane, and
validate using mass spectrometry; this method is common used and has acceptable
repeatability. To increase reproducibility of these results, it is recommended
that a condenser system with a silicon or glass coating be used in the
collection and measurement of EBC (Eur Respir J. (2008)).
Description of
disease(s) related to 8-isoprostane:
Asbestosis
Significant increase in the concentration of 8-isoprostane was found in EBC of subjects with asbestosis, compared to normal subjects.Asthma
Airway oxidative stress may be involved in asthma-associated cough, and the increase in 8-isoprostane concentration may be associated with the clinical severity of cough. The direct correlation between 8-isoprostane concentrations and cough severity is unclear, and more studies need to be conducted to understand the mechanism behind asthma associated cough, however, the EBC levels of 8-isoprostane could be used as a marker for post-treatment studies as well. For example, before and after anti-inflammatory drug treatment (inhaled corticosteroids etc.) in childhood asthma.Atopic dermatitis
It was indicated that 1mL of EBC condensate is sufficient for analysis, and the level of 8-isoprostane was noted as doubled in mild asthma and greater in moderate-severe asthma, reflecting small airway inflammation. Study suggests 8-isoprostane could be a sensitive marker for assessing progressive atopic march or lung inflammation too.Chronic cough
While mechanisms of chronic cough are unclear, there is a correlation between significantly higher 8-isoprostane level and chronic cough. This increase is also associated with higher Leicester Cough Questionnaire total score.COPD
Significantly higher concentrations of 8-isoprostane was observed in COPD patients, especially in patients with exacerbated COPD. However, the link between 8-isoprostane increase in COPD patients with other conditions is unclear, for example the level of 8-isoprostane in COPD patients with chronically colonized with H. influenza during stable phase or dynamic hyperinflation is elevated, but interestingly not more so in COPD patients with cardiovascular diseases (CVD).Cystic Fibrosis
Significantly higher 8-isoprostane level was observed in stable CF patients compared to controls, and even higher level of exhaled 8-isoprostane was noted for patients with unstable CF.Heart Failure
Higher 8-isoprostane level was noted for patients with chronic HF compared to healthy control subjects, and even higher 8-isoprostane level was observed for patients with acute HF.Obstructive Sleep Apnoea
8-isoprostane concentration is positively correlated with apnea/hypopnea index, or the overall disease severity of OSA.Primary Ciliary Dyskinesia
8-isoprostane concentrations in EBC of children with stable PCD were significantly increased compared to normal controls.Sarcoidosis
8-isoprostane is increased in sarcoidosis patients, but there was no correlation between 8-isoprostane and spontaneous or stimulated superoxide anion release from BALF cells.Status Asthmaticus
Elevated level of 8-isoprostane was observed in the EBC of children recovering from status asthmaticus. The measurements of 8-isoprostane from EBC could assist in the study of and provide insight into the biochemical changes of oxidative stress in children.Steroid-naïve atopic asthmatic
Asthmatic children have higher concentrations of 8-isoprostane in EBC.Systemic Sclerosis
8-isoprostane levels were increased in patients with systemic sclerosis. This study indicates that collection of EBC is a possible non-invasive assessment method for disease progression and therapy evaluation.Summary of extracted biomedical information
8-epi-pgf2alpha is associated with abnormalities such as Asthma, Chronic Obstructive Airway Disease, Cystic Fibrosis, Obesity and Lung Diseases, Interstitial. The involved biomedical functions are known as Exhalation, Inflammation, Lipid Peroxidation, Respiration and Respiratory physiology. The associated genes/proteins with 8-epi-PGF2alpha are CYP1A1 gene, ANP32B gene, UCP2 gene, LTA gene and NR3C1 gene. 8-epi-pgf2alpha is associated with Carbon, Ozone, Aluminum, Malondialdehyde and Superoxides.Associated references with human 66
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Journal | Year | Authors & PubMed Link |
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Oxidative stress in cystic fibrosis patients with Burkholderia cenocepacia airway colonization: relation of 8-isoprostane concentration in exhaled breath condensate to lung function decline. | Folia Microbiol. (Praha) | 2014 |
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Cysteinyl leukotriene levels correlate with 8-isoprostane levels in exhaled breath condensates of atopic and healthy children. | Pediatr. Res. | 2013 |
GH. Wan, DC. Yan, HY. Tseng, TH. Tung, SJ. Lin, YW. Lin
Pediatr. Res. 2013 Nov;74(5):584-91. PubMed:24153334 |
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E. Bastug, T. Tasliyurt, F. Kutluturk, S. Sahin, A. Yilmaz, H. Sivgin, BM. Yelken, B. Ozturk, A. Yilmaz, S. Sahin
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Measurement of nitric oxide and 8-isoprostane in exhaled breath of children with atopic eczema. | Clin. Exp. Dermatol. | 2009 |
C. Zinelli, C. Caffarelli, J. Strid, A. Jaffe, DJ. Atherton
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B. Kane, Z. Borrill, T. Southworth, A. Woodcock, D. Singh
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Comparison of 8-isoprostane and interleukin-8 in induced sputum and exhaled breath condensate from asymptomatic and symptomatic smokers. | Respiration | 2009 |
W. Mazur, H. Stark, A. Sovijärvi, M. Myllärniemi, VL. Kinnula
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MJ. Cruz, S. Sánchez-Vidaurre, PV. Romero, F. Morell, X. Muñoz
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E. Dalaveris, T. Kerenidi, A. Katsabeki-Katsafli, T. Kiropoulos, K. Tanou, KI. Gourgoulianis, K. Kostikas
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8-Isoprostane in exhaled breath condensate and exercise-induced bronchoconstriction in asthmatic children and adolescents. | Chest | 2009 |
M. Barreto, MP. Villa, C. Olita, S. Martella, G. Ciabattoni, P. Montuschi
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Exhaled breath condensate cytokine level as a diagnostic tool for obstructive sleep apnea syndrome. | Sleep Med. | 2009 |
Y. Li, V. Chongsuvivatwong, A. Geater, A. Liu
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N. Louhelainen, P. Rytilä, T. Haahtela, VL. Kinnula, R. Djukanović
BMC Pulm Med 2009 May;9:25. PubMed:19473482 |
Increased 8-isoprostane, a marker of oxidative stress in exhaled breath condensate in subjects with asbestos exposure. | Ind Health | 2008 |
D. Pelclová, Z. Fenclová, P. Kacer, M. Kuzma, T. Navrátil, J. Lebedová
Ind Health 2008 Oct;46(5):484-9. PubMed:18840939 |
Leukotrienes and 8-isoprostane in exhaled breath condensate in bronchoprovocation tests with occupational allergens. | Prostaglandins Leukot. Essent. Fatty Acids | 2008 |
P. Klusackova, J. Lebedova, P. Kacer, M. Kuzma, M. Brabec, D. Pelclova, Z. Fenclova, T. Navratil
Prostaglandins Leukot. Essent. Fatty Acids 2008 Apr-May;78(4-5):281-92. PubMed:18513935 |
Chronic obstructive pulmonary disease phenotyping: a possible role for 8-isoprostane measurement in exhaled breath condensate? | Respiration | 2008 |
P. Montuschi
Respiration 2008 ;75(2):134-5. PubMed:18332620 |
Are biomarker levels a good follow-up tool for evaluating obstructive sleep apnea syndrome treatments? | Respiration | 2008 |
Y. Li, V. Chongsuvivatwong, A. Geater, A. Liu
Respiration 2008 ;76(3):317-23. PubMed:18311073 |
The value of sputum 8-isoprostane in detecting oxidative stress in mild asthma. | J Asthma | 2008 |
N. Louhelainen, P. Rytilä, Y. Obase, M. Mäkelä, T. Haahtela, VL. Kinnula, A. Pelkonen
J Asthma 2008 Mar;45(2):149-54. PubMed:18350407 |
Collection devices influence the constituents of exhaled breath condensate. | Eur. Respir. J. | 2007 |
J. Liu, DH. Conrad, S. Chow, VH. Tran, DH. Yates, PS. Thomas
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Proton pump inhibitor improves breath marker in moderate asthma with gastroesophageal reflux disease. | Respiration | 2007 |
Y. Shimizu, K. Dobashi, JJ. Zhao, T. Kawata, A. Ono, N. Yanagitani, K. Kaira, M. Utsugi, T. Hisada, T. Ishizuka, M. Mori
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Inflammatory proteins in patients with obstructive sleep apnea with and without daytime sleepiness. | Sleep Breath | 2007 |
Mde L. Bravo, LD. Serpero, A. Barceló, F. Barbé, A. Agustí, D. Gozal
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PP. Rosias, CM. Robroeks, HJ. Niemarkt, AD. Kester, JH. Vernooy, J. Suykerbuyk, J. Teunissen, J. Heynens, HJ. Hendriks, Q. Jöbsis, E. Dompeling
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WG. Muller, F. Morini, S. Eaton, M. Peters, A. Jaffe
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AJ. Thomson, GB. Drummond, WS. Waring, DJ. Webb, SR. Maxwell
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Inflammatory mediators in exhaled breath, induced sputum and saliva. | Clin. Exp. Allergy | 2005 |
JL. Simpson, LG. Wood, PG. Gibson
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8-Isoprostane, a marker of oxidative stress, is increased in the expired breath condensate of patients with pulmonary sarcoidosis. | Chest | 2004 |
K. Psathakis, G. Papatheodorou, M. Plataki, P. Panagou, S. Loukides, NM. Siafakas, D. Bouros
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8-Isoprostane, a marker of oxidative stress, is increased in exhaled breath condensate of patients with obstructive sleep apnea after night and is reduced by continuous positive airway pressure therapy. | Chest | 2003 |
GE. Carpagnano, SA. Kharitonov, O. Resta, MP. Foschino-Barbaro, E. Gramiccioni, PJ. Barnes
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Increased exhaled 8-isoprostane in childhood asthma. | Chest | 2003 |
E. Baraldi, L. Ghiro, V. Piovan, S. Carraro, G. Ciabattoni, PJ. Barnes, P. Montuschi
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Ozone-induced increase in exhaled 8-isoprostane in healthy subjects is resistant to inhaled budesonide. | Free Radic. Biol. Med. | 2002 |
P. Montuschi, JA. Nightingale, SA. Kharitonov, PJ. Barnes
Free Radic. Biol. Med. 2002 Nov;33(10):1403-8. PubMed:12419472 |
Exhaled 8-isoprostane as an in vivo biomarker of lung oxidative stress in patients with COPD and healthy smokers. | Am. J. Respir. Crit. Care Med. | 2000 |
P. Montuschi, JV. Collins, G. Ciabattoni, N. Lazzeri, M. Corradi, SA. Kharitonov, PJ. Barnes
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Exhaled 8-isoprostane as a new non-invasive biomarker of oxidative stress in cystic fibrosis. | Thorax | 2000 |
P. Montuschi, SA. Kharitonov, G. Ciabattoni, M. Corradi, L. van Rensen, DM. Geddes, ME. Hodson, PJ. Barnes
Thorax 2000 Mar;55(3):205-9. PubMed:10679539 |
Exhaled breath condensate isoprostanes are elevated in patients with acute lung injury or ARDS. | Chest | 1998 |
CT. Carpenter, PV. Price, BW. Christman
Chest 1998 Dec;114(6):1653-9. PubMed:9872202 |
The efficacy of single-high dose inhaled corticosteroid versus oral prednisone treatment on exhaled leukotriene and 8-isoprostane levels in mild to moderate asthmatic children with asthma exacerbation. | Allergol Immunopathol (Madr) |
O. Keskin, U. Uluca, M. Keskin, B. Gogebakan, E. Kucukosmanoglu, MY. Ozkars, S. Kul, H. Bayram, Y. Coskun
Allergol Immunopathol (Madr) 2016 Mar-Apr;44(2):138-48. PubMed:26318413 |
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Evaluation of oxidative stress using exhaled breath 8-isoprostane levels on chronic kidney disease. | Niger J Clin Pract |
BS. Tiryaki, T. Tasliyurt, BM. Yelken, S. Sahin, F. Kutluturk, HI. Koseoglu, B. Ozturk, A. Yilmaz, S. Sahin
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ROCK activation in lung of idiopathic pulmonary fibrosis with oxidative stress. | Int J Immunopathol Pharmacol |
Y. Shimizu, K. Dobashi, T. Sano, M. Yamada
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Associated curated diseases 18
Download diseasesAssociated disease mapping
Mapping of all associated diseases to 8-epi-PGF2alpha is displayed in red.
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with link to MeSH Database |
Number of references |
---|---|---|
Asbestosis |
MeSH:
Asbestosis
A form of pneumoconiosis caused by inhalation of asbestos fibers which elicit potent inflammatory responses in the parenchyma of the lung. The disease is
characterized by interstitial fibrosis of the lung, varying from scattered sites
to extensive scarring of the alveolar interstitium.
Link to MeSH Database: D001195
|
4 |
Asthma |
MeSH:
Asthma
A form of bronchial disorder with three distinct components: airway hyper-responsiveness (RESPIRATORY HYPERSENSITIVITY), airway INFLAMMATION, and
intermittent AIRWAY OBSTRUCTION. It is characterized by spasmodic contraction of
airway smooth muscle, WHEEZING, and dyspnea (DYSPNEA, PAROXYSMAL).
Link to MeSH Database: D001249
|
91 |
Occupational Asthma (Oa) |
MeSH:
Asthma, Occupational
Asthma attacks caused, triggered, or exacerbated by OCCUPATIONAL EXPOSURE. Year introduced: 2012
Link to MeSH Database: D059366
|
1 |
Status Asthmaticus |
MeSH:
Status Asthmaticus
A sudden intense and continuous aggravation of a state of asthma, marked by dyspnea to the point of exhaustion and collapse and not responding to the usual
therapeutic efforts.
Year introduced: 1991(1985)
Link to MeSH Database: D013224
|
2 |
Chronic Cough |
MeSH:
Chronic Disease
Diseases which have one or more of the following characteristics: they are permanent, leave residual disability, are caused by nonreversible pathological
alteration, require special training of the patient for rehabilitation, or may be
expected to require a long period of supervision, observation, or care.
(Dictionary of Health Services Management, 2d ed)
Link to MeSH Database: D002908
|
2 |
Cystic Fibrosis |
MeSH:
Cystic Fibrosis
An autosomal recessive genetic disease of the EXOCRINE GLANDS. It is caused by mutations in the gene encoding the CYSTIC FIBROSIS TRANSMEMBRANE CONDUCTANCE
REGULATOR expressed in several organs including the LUNG, the PANCREAS, the
BILIARY SYSTEM, and the SWEAT GLANDS. Cystic fibrosis is characterized by
epithelial secretory dysfunction associated with ductal obstruction resulting in
AIRWAY OBSTRUCTION; chronic RESPIRATORY INFECTIONS; PANCREATIC INSUFFICIENCY;
maldigestion; salt depletion; and HEAT PROSTRATION.
Year introduced: 1967
Link to MeSH Database: D003550
|
20 |
Upper And Lower Airway Inflammation In Atopic Dermatitis (Ad) |
MeSH:
Dermatitis, Atopic
A chronic inflammatory genetically determined disease of the skin marked by increased ability to form reagin (IgE), with increased susceptibility to allergic
rhinitis and asthma, and hereditary disposition to a lowered threshold for
pruritus. It is manifested by lichenification, excoriation, and crusting, mainly
on the flexural surfaces of the elbow and knee. In infants it is known as
infantile eczema.
Link to MeSH Database: D003876
|
4 |
Heart Failure |
MeSH:
Heart Failure
A heterogeneous condition in which the heart is unable to pump out sufficient blood to meet the metabolic need of the body. Heart failure can be caused by
structural defects, functional abnormalities (VENTRICULAR DYSFUNCTION), or a
sudden overload beyond its capacity. Chronic heart failure is more common than
acute heart failure which results from sudden insult to cardiac function, such as
MYOCARDIAL INFARCTION.
Year introduced: 2008 (1966)
Link to MeSH Database: D006333
|
1 |
Primary Ciliary Dyskinesia |
MeSH:
Kartagener Syndrome
An autosomal recessive disorder characterized by a triad of DEXTROCARDIA; INFERTILITY; and SINUSITIS. The syndrome is caused by mutations of DYNEIN genes
encoding motility proteins which are components of sperm tails, and CILIA in the
respiratory and the reproductive tracts.
Year introduced: 2002 (1963)
Link to MeSH Database: D007619
|
2 |
Cough |
MeSH:
Cough
A sudden, audible expulsion of air from the lungs through a partially closed glottis, preceded by inhalation. It is a protective response that serves to clear
the trachea, bronchi, and/or lungs of irritants and secretions, or to prevent
aspiration of foreign materials into the lungs.
Link to MeSH Database: D003371
|
2 |
Non Small Cell Lung Cancer, Lung Neoplasms |
MeSH:
Lung Neoplasms
Tumors or cancer of the LUNG.
Link to MeSH Database: D008175
|
4 |
Occupational Respiratory Diseases |
MeSH:
Respiration Disorders
Diseases of the respiratory system in general or unspecified or for a specific respiratory disease not available.
Year introduced: 1977
Link to MeSH Database: D012120
|
1 |
Allergic Rhinitis With Asthma |
MeSH:
Rhinitis, Allergic, Perennial
Inflammation of the mucous membrane of the nose similar to that found in hay fever except that symptoms persist throughout the year. The causes are usually
air-borne allergens, particularly dusts, feathers, molds, animal fur, etc.
Year introduced: 1980
Link to MeSH Database: D012221
|
5 |
Sarcoidosis |
MeSH:
Sarcoidosis
An idiopathic systemic inflammatory granulomatous disorder comprised of epithelioid and multinucleated giant cells with little necrosis. It usually
invades the lungs with fibrosis and may also involve lymph nodes, skin, liver,
spleen, eyes, phalangeal bones, and parotid glands.
Year introduced: PSEUDOTUBERCULOSIS use SARCOIDOSIS 1963-1992
Link to MeSH Database: D012507
|
4 |
Systemic Sclerosis |
MeSH:
Scleroderma, Systemic
A chronic multi-system disorder of CONNECTIVE TISSUE. It is characterized by SCLEROSIS in the SKIN, the LUNGS, the HEART, the GASTROINTESTINAL TRACT, the
KIDNEYS, and the MUSCULOSKELETAL SYSTEM. Other important features include
diseased small BLOOD VESSELS and AUTOANTIBODIES. The disorder is named for its
most prominent feature (hard skin), and classified into subsets by the extent of
skin thickening: LIMITED SCLERODERMA and DIFFUSE SCLERODERMA.
Year introduced: 1971
Link to MeSH Database: D012595
|
1 |
Obstructive Sleep Apnea |
MeSH:
Sleep Apnea, Obstructive
A disorder characterized by recurrent apneas during sleep despite persistent respiratory efforts. It is due to upper airway obstruction. The respiratory
pauses may induce HYPERCAPNIA or HYPOXIA. Cardiac arrhythmias and elevation of
systemic and pulmonary arterial pressures may occur. Frequent partial arousals
occur throughout sleep, resulting in relative SLEEP DEPRIVATION and daytime
tiredness. Associated conditions include OBESITY; ACROMEGALY; MYXEDEMA;
micrognathia; MYOTONIC DYSTROPHY; adenotonsilar dystrophy; and NEUROMUSCULAR
DISEASES. (From Adams et al., Principles of Neurology, 6th ed, p395)
Year introduced: 2000
Link to MeSH Database: D020181
|
7 |
Chronic Obstructive Pulmonary Disease (Copd) |
MeSH:
Pulmonary Disease, Chronic Obstructive
A disease of chronic diffuse irreversible airflow obstruction. Subcategories of COPD include CHRONIC BRONCHITIS and PULMONARY EMPHYSEMA.
Year introduced: 2002
Link to MeSH Database: D029424
|
31 |
Non Small Cell Lung Cancer, Carcinoma |
MeSH:
Carcinoma, Non-Small-Cell Lung
A heterogeneous aggregate of at least three distinct histological types of lung cancer, including SQUAMOUS CELL CARCINOMA; ADENOCARCINOMA; and LARGE CELL
CARCINOMA. They are dealt with collectively because of their shared treatment
strategy.
Year introduced: 1994
Link to MeSH Database: D002289
|
2 |
Associated abnormalities 14
Concept Name | External ID | Weighted Score | Hits | References | |
Asthma | ICD9-CM:493.9 | 1000.0 | 11 |
|
|
Chronic Obstructive Airway Disease | 739.04 | 5 |
|
||
Cystic Fibrosis | ICD9-CM:277.0 | 1000.0 | 5 |
|
|
Respiratory Distress Syndrome, Adult | 523.36 | 2 |
|
||
Lung Diseases, Interstitial | 972.22 | 2 |
|
||
Obesity | 777.14 | 2 |
|
||
Rhinitis | 1000.0 | 2 |
|
||
Bronchitis | ICD9-CM:490 | 1000.0 | 1 |
|
|
Cardiovascular Diseases | ICD9-CM:429.2 | 975.25 | 1 |
|
|
Sleep Apnea Syndromes | 696.73 | 1 |
|
||
Lung diseases | 1000.0 | 1 |
|
||
Respiratory morbidity | 1000.0 | 1 |
|
||
Respiration Disorders | ICD9-CM:519.9 | 951.44 | 1 |
|
|
Childhood asthma | 987.63 | 1 |
|
Associated chemicals 5
Concept Name | External ID | Definition | Weighted Score | Hits | References | |
Aluminum | CHEBI:28984 | 1000.0 | 2 |
|
||
Saline | 1000.0 | 1 |
|
|||
Nitrate | 956.75 | 1 |
|
|||
Deuterium | 848.25 | 1 |
|
|||
Carbon | CHEBI:33415 | 914.75 | 1 |
|
Associated functions 24
Associated genes 0
No associated genes are detected in current reference collection.
There are 66 associated references with 8-epi-PGF2alpha. Due to lack of full text of references or no associated genes are detected in our text-mining workflow, we cannot extract any gene terms from the associated reference collection.
NCBI Entrez Crosslinks
Chemical Information
Formula | C20H34O5 |
Mass | 354.487 |
Synonyms | 8-epi-PGF2alpha 8-isoprostane 8-Epi-prostaglandin F2alpha 8-iso-PGF2alpha 8-Epiprostaglandin F2alpha 8-Isoprostaglandin F2alpha 15-F2t-IsoP 27415-26-5 8-Epi PGF-2alpha CHEBI:34505 9,11,15-Trihydroxy-prosta-5,13-dien-1-oic acid 9S,11R,15S-trihydroxy-5Z,13E-prostadienoic acid-cyclo[8S,12R] Prosta-5,13-dien-1-oic acid, 9,11,15-trihydroxy-, (5Z,8beta,9alpha,11alpha,13E,15S)- C20H34O5 15(S)-8-Iso-PGF2|A (5Z,13E,15S)-9alpha,11alpha,15-trihydroxy-8beta-prosta-5,13-dien-1-oic acid 8-Iso prostaglandin F2beta 15-F2t-Isoprostane 8-iso-PGF2a AC1NQZQY (5Z,13E,15S)-9alpha,11alpha,15-trihydroxy-8beta-prosta-5,13-dien-1-oate |
PubChem CID | 5282263 |