12-HETE

Description

Description of 12-HETE with associated disease summary

12-hydroxyeicosatetraenoic acid (12-HETE) is one of specialized proresolving mediators (SPMs), which play a critical role in the active resolution of inflammation without immunosuppression. Endogenous 12-HETE is produced by enzymatic oxygenation of polyunsaturated fatty acids. It is known to participate in a chemotaxis of neutrophils in the inflammatory process. Level of 12-HETE is reported to be dysregulated in patients with chronic obstructive pulmonary disease (COPD). 12-HETE level decreases in EBC, but increases in bronchoalveolar lavage fluid (BALF) (Am J Physiol Lung Cell Mol Physiol. (2015)). Level of EBC 12-HETE increase in asthma subjects. However, no significance difference in the level of EBC 12-HETE is observed between asthma and aspirin-induced asthma subjects (J Allergy Clin Immunol. (2011)). Churg-Strauss syndrome (CSS) can be clearly distinguished from healthy controls, bronchial asthma, and hypereosinophilic syndrome (HES) by a significant increase in EBC 12-HETE concentration. Clinical activity of CSS does not correlate to 12-HETE levels in EBC (Clin Exp Allergy. (2012)). Most of the studies use high-performance liquid chromatography-tandem mass spectrometry (HPLC-MS/MS) to identify EBC 12-HETE. Gas chromatography-mass spectrometry (GC-MS) and lipid-mediator metabolipidomics followed by MS/MS are also used in detection of EBC 12-HETE. The non-invasive detection of 12-HETE level in EBC may monitor anti-inflammatory intervention and the progress of asthma. EBC 12-HETE is proved to be a highly efficient biomarker differentiating CSS and shows a potential to be utilized in diagnosis of CCS in the early-stage. Description of disease(s) related to 12-hydroxyeicosatetraenoic acid (12-HETE):

Disease summary

Asthma

Concentration of EBC 12-HETE increases in asthma subjects.

Aspirin-induced asthma

EBC 12-HETE increases in aspirin-induced asthma subjects. There is no significance difference in the level of 12-HETE between asthma and aspirin-induced asthma subjects.

Chronic obstructive pulmonary disease (COPD)

EBC 12-HETE level decreases in COPD subjects. However, 12-HETE level is reported to be dysregulated in COPD subjects.

Churg-Strauss syndrome (CSS)

A significant elevation of 12-HETE EBC is observed in CSS subjects in contrast to healthy controls, asthma and HES. The increase in 12-HETE is independent of the activity of CSS.

Summary of extracted biomedical information

Associated references with human 2

Download references
Reference title

with link to reference page

Journal Year Authors & PubMed Link
Distinct eicosanoid profile in exhaled breath condensates from granulomatosis with polyangiitis (Wegener's) patients. Clin. Rheumatol. 2013 W. Szczeklik, M. Sanak, B. Sokołowska, B. Jakieła, J. Sznajd, A. Gielicz, M. Kaszuba, A. Sawina, J. Musiał
Clin. Rheumatol. 2013 Oct;32(10):1549-52. PubMed:23728497
Eicosanoids in sickle cell disease: potential relevance of 12(S)-hydroxy-5,8,10,14-eicosatetraenoic acid to the pathophysiology of vaso-occlusion. J. Lab. Clin. Med. 1998 BN. Setty, D. Chen, P. O'Neal, JB. Littrell, MH. Grossman, MJ. Stuart
J. Lab. Clin. Med. 1998 Apr;131(4):344-53. PubMed:9579388

Associated curated diseases 4

Download diseases

Associated disease mapping

Mapping of all associated diseases to 12-HETE is displayed in red.

Heart Lung Airway Esophagus Kidney Intestine
Disease Name

with link to disease page

Description of MeSH term

with link to MeSH Database

Number of references
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
Churg Strauss Syndrome MeSH: Churg-Strauss Syndrome
Widespread necrotizing angiitis with granulomas. Pulmonary involvement is frequent. Asthma or other respiratory infection may precede evidence of vasculitis. Eosinophilia and lung involvement differentiate this disease from POLYARTERITIS NODOSA. Year introduced: 1989
Link to MeSH Database: D015267 		1
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
Aspirin Sensitive Asthma MeSH: Asthma, Aspirin-Induced
Asthmatic adverse reaction (e.g., BRONCHOCONSTRICTION) to conventional NSAIDS including aspirin use. Year introduced: 2010
Link to MeSH Database: D055963 		2

Associated abnormalities 0

No associated abnormalities are detected in current reference collection.

There are 2 associated references with 12-HETE. Due to lack of full text of references or no associated abnormalities are detected in our text-mining workflow, we cannot extract any abnormality terms from the associated reference collection.

Associated chemicals 0

No associated chemicals are detected in current reference collection.

There are 2 associated references with 12-HETE. Due to lack of full text of references or no associated chemicals are detected in our text-mining workflow, we cannot extract any chemical terms from the associated reference collection.

Associated functions 0

No associated functions are detected in current reference collection.

There are 2 associated references with 12-HETE. Due to lack of full text of references or no associated functions are detected in our text-mining workflow, we cannot extract any function terms from the associated reference collection.

Associated genes 0

No associated genes are detected in current reference collection.

There are 2 associated references with 12-HETE. 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.

Chemical Information

Formula C20H32O3
Mass 320.473
Synonyms 12-Hete
12-Hydroxyeicosatetraenoic acid
5,8,10,14-Eicosatetraenoic acid, 12-hydroxy-, (E,Z,Z,Z)-
12-hydroxy-5E,8Z,10Z,14Z-eicosatetraenoic acid
12-HYDROXY-5,8,10,14-EICOSATETRAENOIC ACID
12-hydroxyeicosatetraenoate
12-hydroxy-5,8,10,14-eicosatetraenoate
12-hydroxy-5E,8Z,10Z,14Z-eicosatetraenoate
AC1NSO0E
(E,Z,Z,Z)-12-hydroxy-5,8,10,14-Eicosatetraenoate
(E,Z,Z,Z)-12-hydroxy-5,8,10,14-Eicosatetraenoic acid
(5E,8Z,10Z,14Z)-12-hydroxyicosa-5,8,10,14-tetraenoic acid
SCHEMBL12970667
HMDB06111
LMFA03060063
LP003605
LS-63794
100313-27-7
PubChem CID 5312983