Details of Metabolite

General Information of MET (ID: META00726)
Name Docosadienoate (22:2n6)
Synonyms   Click to Show/Hide Synonyms of This Metabolite
(13Z,16Z)-13,16-Docosadienoate; (13Z,16Z)-13,16-Docosadienoic acid; (13Z,16Z)-Docosa-13,16-dienoate; (13Z,16Z)-Docosa-13,16-dienoic acid; (13Z,16Z)-Docosadienoate; (13Z,16Z)-Docosadienoic acid; 13Z,16Z-Docosadienoate; 13Z,16Z-Docosadienoic acid; C22:2N-6,9; Docosadienoate; Docosadienoic acid; FA(22:2(13Z,16Z)); FA(22:2n6); all-cis-13,16-Docosadienoate; all-cis-13,16-Docosadienoic acid; cis-13,16 Docosadienoate; cis-13,16 Docosadienoic acid; cis-13,cis-16-Docosadienoate; cis-13,cis-16-Docosadienoic acid
Source Endogenous
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
5312554
HMDB ID
HMDB0061714
Formula
C22H40O2
Structure
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3D MOL is unavailable 2D MOL
  Click to Show/Hide the Molecular/Functional Data (External Links/Property/Function) of This Metabolite
KEGG ID
C16533
ChEBI ID
75117
ChemSpider ID
4471979
Physicochemical Properties Molecular Weight 336.6 Topological Polar Surface Area 37.3
XlogP 8 Complexity 318
Heavy Atom Count 24 Rotatable Bond Count 18
Hydrogen Bond Donor Count 1 Hydrogen Bond Acceptor Count 2
Function
(13Z,16Z)-Docosadienoic acid, also known as docosadienoate or C22:2N-6,9, belongs to the class of organic compounds known as very-long-chain fatty acids. These are fatty acids with an aliphatic tail that contains at least 22 carbon atoms. (13Z,16Z)-Docosadienoic acid is a very hydrophobic molecule that is practically insoluble (in water) and is relatively neutral. (13Z,16Z)-Docosadienoic acid can be found in feces.
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 Docosadienoate (22:2n6) concentration: increase (FC = 1.39)
                      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 docosadienoate (22:2n6) levels compared with control group.
      Hydrolases (EC 3)
            Sulfatase sulf-1 (SULF1) 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 Knockdown (shRNA) of SULF1
                      Induced Change Docosadienoate (22:2n6) concentration: increase (FC = 5.01 / 7.30)
                      Summary Introduced Variation         Induced Change 
                      Disease Status Ovarian cancer [ICD-11: 2C73]
                      Details It is reported that knockdown of SULF1 leads to the increase of docosadienoate (22:2n6) 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.
2 Erratum to: Loss of HSulf-1 promotes altered lipid metabolism in ovarian cancer. Cancer Metab. 2014 Nov 4;2:24.

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