Details of Metabolite

General Information of MET (ID: META00648)
Name PGD2 ethanolamide
Synonyms   Click to Show/Hide Synonyms of This Metabolite
N-(9S,15S-Dihydroxy-11-oxo-5Z,13E-prostadienoyl)-ethanolamine; PGD(2) 1-Ethanolamide; PGD2 EA; PGD2 Ethanolamide; PGD2-Ethanolamide; PMD2; Prostaglandin D2 ethanolamide; Prostaglandin D2-ea; Prostaglandin D2-ethanolamide; Prostamide D(2); Prostamide D2
Source Aliphatic homomonocyclic compounds
Structure Type   Eicosanoids  (Click to Show/Hide the Complete Structure Type Hierarchy)
Lipids and lipid-like molecules
Fatty Acyls
Eicosanoids
PubChem CID
5283120
HMDB ID
HMDB0013629
Formula
C22H37NO5
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
85174
FooDB ID
FDB029606
Physicochemical Properties Molecular Weight 395.5 Topological Polar Surface Area 107
XlogP 1.7 Complexity 517
Heavy Atom Count 28 Rotatable Bond Count 14
Hydrogen Bond Donor Count 4 Hydrogen Bond Acceptor Count 5
Function
PGD2 ethanolamide is a N-acylethanolamine. N-acylethanolamines (NAEs) constitute a class of lipid compounds naturally present in both animal and plant membranes as constituents of the membrane-bound phospholipid, N-acylphosphatidylethanolamine (NAPE). NAPE is composed of a third fatty acid moiety linked to the amino head group of the commonly occurring membrane phospholipid, phosphatidylethanolamine. NAEs are released from NAPE by phospholipase D-type hydrolases in response to a variety of stimuli. Transient NAE release and accumulation has been attributed a variety of biological activities, including neurotransmission, membrane protection, and immunomodulation in animals. N-oleoylethanolamine is an inhibitor of the sphingolipid signaling pathway, via specific ceramidase inhibition (ceramidase converts ceramide to sphingosine). N-oleoylethanolamine blocks the effects of TNF- and arachidonic acid on intracellular Ca concentration.
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 Knockout of Pla2g10
                      Induced Change PGD2 ethanolamide concentration: decrease
                      Summary Introduced Variation         Induced Change 
                      Disease Status Acute asthma exacerbations [ICD-11: CA23]
                      Details It is reported that knockout of Pla2g10 leads to the decrease of PGD2 ethanolamide levels compared with control group.
            Monoacylglycerol lipase ABHD6 (ABHD6) 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 [2]
                      Introduced Variation Inhibition (WWL70) of Abhd6
                      Induced Change PGD2 ethanolamide concentration: decrease
                      Summary Introduced Variation         Induced Change 
                      Disease Status Healthy individual
                      Details It is reported that inhibition of Abhd6 leads to the decrease of PGD2 ethanolamide levels compared with control group.
References
1 Importance of group X-secreted phospholipase A2 in allergen-induced airway inflammation and remodeling in a mouse asthma model. J Exp Med. 2007 Apr 16;204(4):865-77.
2 Implication of the anti-inflammatory bioactive lipid prostaglandin D2-glycerol ester in the control of macrophage activation and inflammation by ABHD6. Proc Natl Acad Sci U S A. 2013 Oct 22;110(43):17558-63.

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