Details of Metabolite

General Information of MET (ID: META00625)
Name Linoleoyl ethanolamide
Synonyms   Click to Show/Hide Synonyms of This Metabolite
(9Z,12Z)-N-(2-Hydroxyethyl)octadeca-9,12-dien-1-amide; Anandamide (18:2, N-6); LEA; Linoleamide mea; Linoleic ethanolamide; Linoleoyl ethanolamide; Linoleoyl monoethanolamide; Linoleoylethanolamide; Monoethanolamine linoleate amide; Monoethanolamine linoleic acid amide; N-(2-Hydroxyethyl)-9,12-octadecadienamide; N-(2-Hydroxyethyl)-linoleamide; N-(2-Hydroxyethyl)linoleamide; N-(9Z,12Z-Octadecadienoyl)-ethanolamine; N-cis-9-cis-12-Octadecadienoylethanolamine
Source Endogenous;Fatty acyls;Food;Cosmetic
Structure Type   Amines  (Click to Show/Hide the Complete Structure Type Hierarchy)
Organic nitrogen compounds
Organonitrogen compounds
Amines
PubChem CID
5283446
HMDB ID
HMDB0012252
Formula
C20H37NO2
Structure
<iframe style="width: 300px; height: 300px;" frameborder="0" src="https://embed.molview.org/v1/?mode=balls&cid=5283446"></iframe>
3D MOL is unavailable 2D MOL
  Click to Show/Hide the Molecular/Functional Data (External Links/Property/Function) of This Metabolite
ChEBI ID
64032
FooDB ID
FDB028893
ChemSpider ID
4446566
Physicochemical Properties Molecular Weight 323.5 Topological Polar Surface Area 49.3
XlogP 5.6 Complexity 311
Heavy Atom Count 23 Rotatable Bond Count 16
Hydrogen Bond Donor Count 2 Hydrogen Bond Acceptor Count 2
Function
Linoleoyl ethanolamide inhibits arachidonoylethanolamide amidohydrolase.
Regulatory Network
Full List of Protein(s) Regulating This Metabolite
      Apolipoprotein (Apo)
            Apolipoprotein A-II (APOA2) 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 Mutation (-265T >C(rs5082)) of APOA2
                      Induced Change Linoleoyl ethanolamide concentration: increase (FC = 1.55)
                      Summary Introduced Variation         Induced Change 
                      Disease Status Obesity [ICD-11: 5B81]
                      Details It is reported that mutation (-265T >C(rs5082)) of APOA2 leads to the increase of linoleoyl ethanolamide levels compared with control group.
References
1 Epigenomics and metabolomics reveal the mechanism of the APOA2-saturated fat intake interaction affecting obesity. Am J Clin Nutr. 2018 Jul 1;108(1):188-200.

If you find any error in data or bug in web service, please kindly report it to Dr. Zhang and Dr. Mou.