Details of Metabolite

General Information of MET (ID: META00554)
Name 5-HEPE
Synonyms   Click to Show/Hide Synonyms of This Metabolite
(+-)-5-HEPE; (+-)-5-Hydroxy-6E,8Z,11Z,14Z,17Z-eicosapentaenoate; (+-)-5-Hydroxy-6E,8Z,11Z,14Z,17Z-eicosapentaenoic acid; (+/-)-5-hepe; (+/-)-5-hydroxy-6E,8Z,11Z,14Z,17Z-eicosapentaenoate; (+/-)-5-hydroxy-6E,8Z,11Z,14Z,17Z-eicosapentaenoic acid; 5-HEPE; 5-Hydroxy-6,8,11,14,17-eicosapentaenoate; 5-Hydroxy-6,8,11,14,17-eicosapentaenoic acid; 5-Hydroxyeicosapentaenoate; 5-Hydroxyeicosapentaenoic acid
Source Endogenous;Fatty acyls;Food
Structure Type   Eicosanoids  (Click to Show/Hide the Complete Structure Type Hierarchy)
Lipids and lipid-like molecules
Fatty Acyls
Eicosanoids
PubChem CID
6439678
HMDB ID
HMDB0005081
Formula
C20H30O3
Structure
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3D MOL 2D MOL
  Click to Show/Hide the Molecular/Functional Data (External Links/Property/Function) of This Metabolite
ChEBI ID
72801
FooDB ID
FDB023620
ChemSpider ID
4944072
Physicochemical Properties Molecular Weight 318.4 Topological Polar Surface Area 57.5
XlogP 4.6 Complexity 428
Heavy Atom Count 23 Rotatable Bond Count 13
Hydrogen Bond Donor Count 2 Hydrogen Bond Acceptor Count 3
Function
5-HEPE is a major eicosanoid formed from eicosapentaenoic acid (EPA). 5-HEPE is produced in human neutrophils. The eicosanoids are a diverse family of molecules that have powerful effects on cell function. They are best known as intercellular messengers, having autocrine and paracrine effects following their secretion from the cells that synthesize them. The diversity of possible products that can be synthesized from eicosatrienoic acid is due, in part to the variety of enzymes that can act on it. Studies have placed many, but not all, of these enzymes at or inside the nucleus. In some cases, the nuclear import or export of eicosatrienoic acid-processing enzymes is highly regulated. Furthermore, nuclear receptors that are activated by specific eicosanoids are known to exist.
Regulatory Network
Full List of Protein(s) Regulating This Metabolite
      Hydrolases (EC 3)
            Group 10 secretory phospholipase A2 (PLA2G10) 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 Overexpression of Pla2g10
                      Induced Change 5-HEPE concentration: increase
                      Summary Introduced Variation         Induced Change 
                      Disease Status Inflammatory bowel disease [ICD-11: DD72]
                      Details It is reported that overexpression of Pla2g10 leads to the increase of 5-HEPE levels compared with control group.
References
1 Group X Secreted Phospholipase A2 Releases 3 Polyunsaturated Fatty Acids, Suppresses Colitis, and Promotes Sperm Fertility. J Biol Chem. 2016 Mar 25;291(13):6895-911.

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