Details of Metabolite

General Information of MET (ID: META00551)
Name Eicosadienoic acid
Synonyms   Click to Show/Hide Synonyms of This Metabolite
(11Z,14Z)-11,14-Eicosadienate; (11Z,14Z)-11,14-Eicosadienic acid; (11Z,14Z)-11,14-Eicosadienoate; (11Z,14Z)-11,14-Eicosadienoic acid; (11Z,14Z)-Eicosa-11,14-dienoate; (11Z,14Z)-Eicosa-11,14-dienoic acid; (11Z,14Z)-Eicosadienoate; (11Z,14Z)-Eicosadienoic acid; (11Z,14Z)-Icosa-11,14-dienoate; (11Z,14Z)-Icosa-11,14-dienoic acid; (11Z,14Z)-Icosadienoate; 11, 14-Icosadienoate; 11, 14-Icosadienoic acid; 11,14-Eicosadienoate; 11,14-Eicosadienoic acid; 11,14-Icosadienoate; 11,14-Icosadienoic acid; 11,14-all-cis-Eicosadienoate; 11,14-all-cis-Eicosadienoic acid; 11,14-trans-Eicosadienoic acid; 11-cis,14-cis-Eicosadienoate; 11-cis,14-cis-Eicosadienoic acid; Bishomolinoleate; Bishomolinoleic acid; Dihomo-linoleate (20:2n6); Dihomo-linoleic acid (20:2n6); Dihomolinoleate; Eicosa-11,14-dienoic acid; Eicosa-11,14-dienoic acid, (Z,Z)-isomer; Eicosadienoate; Eicosadienoic acid; FA(20:2(11Z,14Z)); FA(20:2n6); Homo-gamma-linoleate; N-6 Eicosadienoic acid; all-cis-11,14-Eicosadienoate; all-cis-11,14-Eicosadienoic acid; cis,cis-Eicosa-11,14-dienoate; cis,cis-Eicosa-11,14-dienoic acid; cis,cis-delta11,14-Eicosadienoate; cis-11,cis-14-Eicosadienoate; cis-11,cis-14-Eicosadienoic acid; delta11,14-20:2; delta11,14-Eicosadienoate
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
6439848
HMDB ID
HMDB0005060
Formula
C20H36O2
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
C16525
ChEBI ID
73731
FooDB ID
FDB012619
ChemSpider ID
4944228
Physicochemical Properties Molecular Weight 308.5 Topological Polar Surface Area 37.3
XlogP 7.9 Complexity 292
Heavy Atom Count 22 Rotatable Bond Count 16
Hydrogen Bond Donor Count 1 Hydrogen Bond Acceptor Count 2
Function
Eicosadienoic acid is an omega-6 fatty acid found in human milk. Omega-6 fatty acids are a family of unsaturated fatty acids which have in common a carbon-carbon double bond in the n-6 position; that is, the sixth bond from the end of the fatty acid. The biological effects of the omega-6 fatty acids are largely mediated by their conversion to n-6 eicosanoids that bind to diverse receptors found in every tissue of the body. Eicosadienoic acid has been identified in the human placenta.
Regulatory Network
Full List of Protein(s) Regulating This Metabolite
      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 [1]
                      Introduced Variation Knockdown (shRNA) of SULF1
                      Induced Change Eicosadienoic acid concentration: increase (FC = 2.17 / 5.56)
                      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 eicosadienoic acid levels compared with control group.
References
1 Erratum to: Loss of HSulf-1 promotes altered lipid metabolism in ovarian cancer. Cancer Metab. 2014 Nov 4;2:24.

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