Details of Metabolite

General Information of MET (ID: META00011)
Name 5-oxo-ETE
Synonyms   Click to Show/Hide Synonyms of This Metabolite
(6E,8Z,11Z,14Z)-5-Oxoicosa-6,8,11,14-tetraenoate; (6E,8Z,11Z,14Z)-5-Oxoicosa-6,8,11,14-tetraenoic acid; 5-Keto-6,8,11,14-eicosatetraenoate; 5-Keto-6,8,11,14-eicosatetraenoic acid; 5-Keto-ete; 5-Ketoeicosatetraenoate; 5-Ketoeicosatetraenoic acid; 5-OxoETE; 5-Oxoeicosatetraenoate; 5-Oxoeicosatetraenoic acid; 5-Oxoicosatetraenoate; 5-Oxoicosatetraenoic acid; 5-oxo, 6t,8C,11C,14C-20:4; 5-oxo-6(e),8(Z),11(Z),14(Z)-Eicosatetraenoate; 5-oxo-6(e),8(Z),11(Z),14(Z)-Eicosatetraenoic acid; 5-oxo-6,8,11,14-ETE; 5-oxo-6,8,11,14-Eicosatetraenoate; 5-oxo-6,8,11,14-Eicosatetraenoic acid; 5-oxo-6,8,11,14-Eicosatetraenoic acid, e,Z,Z,Z isomer; 5-oxo-6E,8Z,11Z,14Z-Eicosatetraenoate; 5-oxo-6E,8Z,11Z,14Z-Eicosatetraenoic acid; 5-oxo-Eicosatetraenoate; 5-oxo-Eicosatetraenoic acid; 5-oxo-Icosa-6,8,11,14-tetraenoate; 5-oxo-Icosa-6,8,11,14-tetraenoic acid; Eicosa-5,8,12,14-tetraenoate; Eicosa-5,8,12,14-tetraenoic acid
Source Endogenous;Fatty acyls;Food
Structure Type   Fatty acids and conjugates  (Click to Show/Hide the Complete Structure Type Hierarchy)
Lipids and lipid-like molecules
Fatty Acyls
Fatty acids and conjugates
PubChem CID
5283159
HMDB ID
HMDB0010217
Formula
C20H30O3
Structure
<iframe style="width: 300px; height: 300px;" frameborder="0" src="https://embed.molview.org/v1/?mode=balls&cid=5283159"></iframe>
3D MOL 2D MOL
  Click to Show/Hide the Molecular/Functional Data (External Links/Property/Function) of This Metabolite
KEGG ID
C14732
ChEBI ID
52449
FooDB ID
FDB027371
ChemSpider ID
4446283
Physicochemical Properties Molecular Weight 318.4 Topological Polar Surface Area 54.4
XlogP 5.1 Complexity 428
Heavy Atom Count 23 Rotatable Bond Count 14
Hydrogen Bond Donor Count 1 Hydrogen Bond Acceptor Count 3
Function
5-oxo-6E,8Z,11Z,14Z-eicosatetraenoic acid (5-oxo-ETE), 5-lipoxygenase product is a potent chemoattractant for neutrophils and eosinophils. Its actions are mediated by the oxoeicosanoid (OXE) receptor, a member of the G protein-coupled receptor family.
Regulatory Network
Full List of Protein(s) Regulated by This Metabolite
      Transferases (EC 2)
            RAC-alpha serine/threonine-protein kinase (AKT1) Click to Show/Hide the Full List of Regulating Pair(s):   1 Pair(s)
               Detailed Information Protein   Info click to show the details of this protein
               Regulating Pair Experim Info click to show the details of experiment for validating this pair [1]
                      Introduced Variation 5-oxo-ETE addition (24 hours)
                      Induced Change AKT1 protein phosphorylation levels: increase
                      Summary Introduced Variation         Induced Change 
                      Disease Status Pulmonary hypertension [ICD-11: BB01]
                      Details It is reported that 5-oxo-ETE addition causes the increase of AKT1 protein phosphorylation compared with control group.
            RAC-beta serine/threonine-protein kinase (AKT2) Click to Show/Hide the Full List of Regulating Pair(s):   1 Pair(s)
               Detailed Information Protein   Info click to show the details of this protein
               Regulating Pair Experim Info click to show the details of experiment for validating this pair [1]
                      Introduced Variation 5-oxo-ETE addition (24 hours)
                      Induced Change AKT2 protein phosphorylation levels: increase
                      Summary Introduced Variation         Induced Change 
                      Disease Status Pulmonary hypertension [ICD-11: BB01]
                      Details It is reported that 5-oxo-ETE addition causes the increase of AKT2 protein phosphorylation compared with control group.
            RAC-gamma serine/threonine-protein kinase (AKT3) Click to Show/Hide the Full List of Regulating Pair(s):   1 Pair(s)
               Detailed Information Protein   Info click to show the details of this protein
               Regulating Pair Experim Info click to show the details of experiment for validating this pair [1]
                      Introduced Variation 5-oxo-ETE addition (0.08 hours)
                      Induced Change AKT3 protein phosphorylation levels: increase
                      Summary Introduced Variation         Induced Change 
                      Disease Status Pulmonary hypertension [ICD-11: BB01]
                      Details It is reported that 5-oxo-ETE addition causes the increase of AKT3 protein phosphorylation compared with control group.
            Signal-regulated kinase 1 (ERK1) Click to Show/Hide the Full List of Regulating Pair(s):   1 Pair(s)
               Detailed Information Protein   Info click to show the details of this protein
               Regulating Pair Experim Info click to show the details of experiment for validating this pair [1]
                      Introduced Variation 5-oxo-ETE addition (0.08 hours)
                      Induced Change MAPK3 protein phosphorylation levels: increase
                      Summary Introduced Variation         Induced Change 
                      Disease Status Pulmonary hypertension [ICD-11: BB01]
                      Details It is reported that 5-oxo-ETE addition causes the increase of MAPK3 protein phosphorylation compared with control group.
            Signal-regulated kinase 2 (ERK2) Click to Show/Hide the Full List of Regulating Pair(s):   1 Pair(s)
               Detailed Information Protein   Info click to show the details of this protein
               Regulating Pair Experim Info click to show the details of experiment for validating this pair [1]
                      Introduced Variation 5-oxo-ETE addition (0.08 hours)
                      Induced Change MAPK1 protein phosphorylation levels: increase
                      Summary Introduced Variation         Induced Change 
                      Disease Status Pulmonary hypertension [ICD-11: BB01]
                      Details It is reported that 5-oxo-ETE addition causes the increase of MAPK1 protein phosphorylation compared with control group.
References
1 TG1019/OXE, a Galpha(i/o)-protein-coupled receptor, mediates 5-oxo-eicosatetraenoic acid-induced chemotaxis. Biochem Biophys Res Commun. 2005 Sep 9;334(4):987-95.

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