Details of Metabolite

General Information of MET (ID: META00857)
Name Linoelaidic acid
Synonyms   Click to Show/Hide Synonyms of This Metabolite
(9E,12E)-9,12-Octadecadienoate; (9E,12E)-9,12-Octadecadienoic acid; 18:2, N-6,9 all-trans; 9 trans,12 trans Octadecadienoic acid; 9,12 Octadecadienoic acid; 9,12-Octadecadienoic acid; 9-trans,12-trans-Octadecadienoic acid; 9E,12E-Octadecadienoate; 9E,12E-Octadecadienoic acid; Acid, 9,12-octadecadienoic; C18:2, N-6,9 all-trans; Linoelaidate; Linoelaidic acid, (e,Z)-isomer; Linoleate; Linoleic acid; Linoleic acid, (Z,Z)-isomer; Linoleic acid, (Z,Z)-isomer, 14C-labeled; Linoleic acid, (Z,e)-isomer; Linoleic acid, (e,e)-isomer; Linoleic acid, ammonium salt, (Z,Z)-isomer; Linoleic acid, calcium salt, (Z,Z)-isomer; Linoleic acid, potassium salt, (Z,Z)-isomer; Linoleic acid, sodium salt, (Z,Z)-isomer; Linoleic acid, sodium salt, (e,e)-isomer; Linolelaidic acid; cis,cis-9,12-Octadecadienoic acid; trans,trans-9,12-Octadecadienoic acid; trans-9,trans-12-Linoleate; trans-9,trans-12-Linoleic acid
Source Endogenous;Fatty acyls;Food
Structure Type   Lineolic acids and derivatives  (Click to Show/Hide the Complete Structure Type Hierarchy)
Lipids and lipid-like molecules
Fatty Acyls
Lineolic acids and derivatives
PubChem CID
5282457
HMDB ID
HMDB0006270
Formula
C18H32O2
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
75108
FooDB ID
FDB023868
ChemSpider ID
4445609
Physicochemical Properties Molecular Weight 280.4 Topological Polar Surface Area 37.3
XlogP 6.8 Complexity 267
Heavy Atom Count 20 Rotatable Bond Count 14
Hydrogen Bond Donor Count 1 Hydrogen Bond Acceptor Count 2
Function
Linoelaidic acid is an isomer of linoleic acid, or conjugated linoleic acid (CLA), a derivative of a fatty acid linoleic acid. Conjugated linoleic acid (CLA) isomers, a group of positional and geometric isomers of linoleic acid [18:2(n-6)], have been studied extensively due to their ability to modulate cancer, atherosclerosis, obesity, immune function and diabetes in a variety of experimental models. CLA's ability to modulate human obesity remains controversial because data from clinical trials using mixed isomers are conflicting. Trans fatty acids are characteristically produced during industrial hydrogenation of plant oils.
Regulatory Network
Full List of Protein(s) Regulating This Metabolite
      Pore-forming PNC peptide (PNC)
            Cellular tumor antigen p53 (TP53) 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 TP53
                      Induced Change Linoelaidic acid concentration: increase (Log2 FC=1.48)
                      Summary Introduced Variation         Induced Change 
                      Disease Status Colon cancer [ICD-11: 2B90]
                      Details It is reported that knockout of TP53 leads to the increase of linoelaidic acid levels compared with control group.
References
1 Integrative omics analysis of p53-dependent regulation of metabolism. FEBS Lett. 2018 Feb;592(3):380-393.

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