5-oxo-15-hydroxy-6,8,11,13-eicosatetraenoic acid: a potent eosinophil chemotactic lipid formed by incubating human eosinophils with arachidonic acid [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]
(6E,8Z,11Z,13E,15S)-15-hydroxy-5-oxoicosatetraenoic acid : An icosanoid that is (6E,8Z,11Z,13E)-icosatetraenoic acid substituted at positions 5 and 15 by oxo and hydroxy groups respectively. [Chemical Entities of Biological Interest (ChEBI), Hastings J, Owen G, Dekker A, Ennis M, Kale N, Muthukrishnan V, Turner S, Swainston N, Mendes P, Steinbeck C. (2016). ChEBI in 2016: Improved services and an expanding collection of metabolites. Nucleic Acids Res]
| ID Source | ID |
|---|---|
| PubMed CID | 6438757 |
| CHEMBL ID | 1682258 |
| CHEBI ID | 137746 |
| MeSH ID | M0203291 |
| Synonym |
|---|
| 5-oxo-15-hydroxy-6,8,11,13-eicosatetraenoic acid |
| 142828-12-4 |
| (6e,8z,11z,13e,15s)-15-hydroxy-5-oxoicosa-6,8,11,13-tetraenoic acid |
| (6e,8z,11z,13e,15s)-15-hydroxy-5-oxoicosatetraenoic acid |
| CHEBI:137746 |
| 5-oxo-15-hete |
| CHEMBL1682258 , |
| 15-hydroxy-5-oxo-eicosa-6(e),8(z),11(z),13(e)tetraenoic acid |
| bdbm50338299 |
| 6,8,11,13-eicosatetraenoic acid, 15-hydroxy-5-oxo-, (s-(e,e,z,z))- |
| 5-oxo-15-hydroxy-(6e,8z,11z,13e)-eicosatetraenoic acid |
| gtpl6167 |
| Q27073999 |
| PD047594 |
| DTXSID201158737 |
| (6e,8z,11z,13e,15s)-15-hydroxy-5-oxo-6,8,11,13-eicosatetraenoic acid |
| Role | Description |
|---|---|
| human xenobiotic metabolite | Any human metabolite produced by metabolism of a xenobiotic compound in humans. |
| [role information is derived from Chemical Entities of Biological Interest (ChEBI), Hastings J, Owen G, Dekker A, Ennis M, Kale N, Muthukrishnan V, Turner S, Swainston N, Mendes P, Steinbeck C. (2016). ChEBI in 2016: Improved services and an expanding collection of metabolites. Nucleic Acids Res] | |
| Class | Description |
|---|---|
| icosanoid | Any member of the group of signalling molecules arising from oxidation of the three C20 essential fatty acids (EFAs) icosapentaenoic acid (EPA), arachidonic acid (AA) and dihomo-gamma-linolenic acid (DGLA). |
| long-chain fatty acid | A fatty acid with a chain length ranging from C13 to C22. |
| oxo fatty acid | Any fatty acid containing at least one aldehydic or ketonic group in addition to the carboxylic acid group. |
| enone | An alpha,beta-unsaturated ketone of general formula R(1)R(2)C=CR(3)-C(=O)R(4) (R(4) =/= H) in which the C=O function is conjugated to a C=C double bond at the alpha,beta position. |
| secondary allylic alcohol | An allylic alcohol in which the carbon atom that links the double bond to the hydroxy group is also attached to one other carbon and one hydrogen. |
| hydroxy polyunsaturated fatty acid | Any polyunsaturated fatty acid carrying one or more hydroxy substituents. |
| [compound class information is derived from Chemical Entities of Biological Interest (ChEBI), Hastings J, Owen G, Dekker A, Ennis M, Kale N, Muthukrishnan V, Turner S, Swainston N, Mendes P, Steinbeck C. (2016). ChEBI in 2016: Improved services and an expanding collection of metabolites. Nucleic Acids Res] | |
| Protein | Taxonomy | Measurement | Average | Min (ref.) | Avg (ref.) | Max (ref.) | Bioassay(s) |
|---|---|---|---|---|---|---|---|
| Oxoeicosanoid receptor 1 | Homo sapiens (human) | EC50 (µMol) | 0.0560 | 0.0070 | 0.0943 | 0.2200 | AID579486 |
| [prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023] | |||||||
| Process | via Protein(s) | Taxonomy |
|---|---|---|
| adenylate cyclase-inhibiting G protein-coupled receptor signaling pathway | Oxoeicosanoid receptor 1 | Homo sapiens (human) |
| G protein-coupled receptor signaling pathway | Oxoeicosanoid receptor 1 | Homo sapiens (human) |
| [Information is prepared from geneontology information from the June-17-2024 release] | ||
| Process | via Protein(s) | Taxonomy |
|---|---|---|
| G protein-coupled receptor activity | Oxoeicosanoid receptor 1 | Homo sapiens (human) |
| protein binding | Oxoeicosanoid receptor 1 | Homo sapiens (human) |
| 5-oxo-6E,8Z,11Z,14Z-icosatetraenoic acid binding | Oxoeicosanoid receptor 1 | Homo sapiens (human) |
| 5-hydroxy-6E,8Z,11Z,14Z-icosatetraenoic acid binding | Oxoeicosanoid receptor 1 | Homo sapiens (human) |
| 5(S)-hydroxyperoxy-6E,8Z,11Z,14Z-icosatetraenoic acid binding | Oxoeicosanoid receptor 1 | Homo sapiens (human) |
| [Information is prepared from geneontology information from the June-17-2024 release] | ||
| Process | via Protein(s) | Taxonomy |
|---|---|---|
| plasma membrane | Oxoeicosanoid receptor 1 | Homo sapiens (human) |
| plasma membrane | Oxoeicosanoid receptor 1 | Homo sapiens (human) |
| [Information is prepared from geneontology information from the June-17-2024 release] | ||
| Assay ID | Title | Year | Journal | Article |
|---|---|---|---|---|
| AID579485 | Agonist activity at 5-oxo-ETE receptor in human neutrophils assessed as stimulation of ca2+ mobilization at 100 nM in presence of 5-oxo-ETE | 2011 | Bioorganic & medicinal chemistry letters, Mar-15, Volume: 21, Issue:6 | 5-oxo-15-HETE: total synthesis and bioactivity. |
| AID579487 | Stability of the compound at -80 degC after 3 years by reversed-phase HPLC | 2011 | Bioorganic & medicinal chemistry letters, Mar-15, Volume: 21, Issue:6 | 5-oxo-15-HETE: total synthesis and bioactivity. |
| AID579486 | Agonist activity at 5-oxo-ETE receptor in human neutrophils assessed as stimulation of ca2+ mobilization | 2011 | Bioorganic & medicinal chemistry letters, Mar-15, Volume: 21, Issue:6 | 5-oxo-15-HETE: total synthesis and bioactivity. |
| AID1346064 | Human OXE receptor (Leukotriene receptors) | 1996 | Journal of immunology (Baltimore, Md. : 1950), Jan-01, Volume: 156, Issue:1 | Metabolism and biologic effects of 5-oxoeicosanoids on human neutrophils. |
| AID1346064 | Human OXE receptor (Leukotriene receptors) | 1995 | The Journal of biological chemistry, Jun-23, Volume: 270, Issue:25 | 5-Oxo-eicosanoids are potent eosinophil chemotactic factors. Functional characterization and structural requirements. |
| AID1346064 | Human OXE receptor (Leukotriene receptors) | 1993 | The Journal of biological chemistry, May-05, Volume: 268, Issue:13 | Stimulation of human neutrophils by 5-oxo-6,8,11,14-eicosatetraenoic acid by a mechanism independent of the leukotriene B4 receptor. |
| AID1346064 | Human OXE receptor (Leukotriene receptors) | 1994 | Biochimica et biophysica acta, Dec-15, Volume: 1201, Issue:3 | Chemical and biological characterization of oxo-eicosatetraenoic acids. |
| [information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023] | ||||
| Timeframe | Studies, This Drug (%) | All Drugs % |
|---|---|---|
| pre-1990 | 0 (0.00) | 18.7374 |
| 1990's | 6 (75.00) | 18.2507 |
| 2000's | 1 (12.50) | 29.6817 |
| 2010's | 1 (12.50) | 24.3611 |
| 2020's | 0 (0.00) | 2.80 |
| [information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023] | ||
According to the monthly volume, diversity, and competition of internet searches for this compound, as well the volume and growth of publications, there is estimated to be weak demand-to-supply ratio for research on this compound.
| This Compound (12.16) All Compounds (24.57) |
| Publication Type | This drug (%) | All Drugs (%) |
|---|---|---|
| Trials | 0 (0.00%) | 5.53% |
| Reviews | 0 (0.00%) | 6.00% |
| Case Studies | 0 (0.00%) | 4.05% |
| Observational | 0 (0.00%) | 0.25% |
| Other | 8 (100.00%) | 84.16% |
| [information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023] | ||