Details of Metabolite

General Information of MET (ID: META00743)
Name (10E,12Z)-9-HODE
Synonyms   Click to Show/Hide Synonyms of This Metabolite
(10E,12Z)-9-HODE; 9-Hydroxy-10,12-octadecadienoic acid; 9-Hydroxy-10,12-octadecadienoic acid, (R-(e,Z))-isomer; 9-Hydroxy-10,12-octadecadienoic acid, (S-(e,Z))-isomer; 9-Hydroxy-10,12-octadecadienoic acid, (e,Z)-(+-)-isomer; 9-Hydroxy-10,12-octadecadienoic acid, (e,e)-(+-)-isomer; 9-Hydroxy-10,12-octadecadienoic acid, (e,e)-isomer; 9-Hydroxy-10E,12Z-octadecadienoate; 9-Hydroxy-10E,12Z-octadecadienoic acid; 9-Hydroxy-trans-10,cis-12-octadecadienoate; 9-Hydroxy-trans-10,cis-12-octadecadienoic acid; 9-Hydroxylinoleic acid; 9-OH-18:2DElta(10t,12t); Dimorphecolic acid
Source Endogenous;Fatty acyls
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
5282944
HMDB ID
HMDB0062652
Formula
C18H32O3
Structure
<iframe style="width: 300px; height: 300px;" frameborder="0" src="https://embed.molview.org/v1/?mode=balls&cid=5282944"></iframe>
3D MOL 2D MOL
  Click to Show/Hide the Molecular/Functional Data (External Links/Property/Function) of This Metabolite
ChEBI ID
72651
Physicochemical Properties Molecular Weight 296.4 Topological Polar Surface Area 57.5
XlogP 5.3 Complexity 295
Heavy Atom Count 21 Rotatable Bond Count 14
Hydrogen Bond Donor Count 2 Hydrogen Bond Acceptor Count 3
Function
(10E,12Z)-9-HODE, also known as 9-Hydroxy-10E,12Z-octadecadienoic acid or 9-Hydroxylinoleic acid, is classified as a lineolic acid or a Lineolic acid derivative. Lineolic acids are derivatives of lineolic acid. Lineolic acid is a polyunsaturated omega-6 18 carbon long fatty acid, with two CC double bonds at the 9- and 12-positions. (10E,12Z)-9-HODE is considered to be practically insoluble (in water) and acidic. (10E,12Z)-9-HODE is an octadecanoid lipid molecule
Regulatory Network
Full List of Protein(s) Regulating This Metabolite
      Hydrolases (EC 3)
            Group 3 secretory phospholipase A2 (PLA2G3) Click to Show/Hide the Full List of Regulating Pair(s):   2 Pair(s)
               Detailed Information Protein   Info click to show the details of this protein
               Regulating Pair (1) Experim Info click to show the details of experiment for validating this pair [1]
                      Introduced Variation Knockout of Pla2g3
                      Induced Change (10E,12Z)-9-HODE concentration: decrease
                      Summary Introduced Variation         Induced Change 
                      Disease Status Healthy individual
                      Details It is reported that knockout of Pla2g3 leads to the decrease of (10E,12Z)-9-HODE levels compared with control group.
               Regulating Pair (2) Experim Info click to show the details of experiment for validating this pair [2]
                      Introduced Variation Knockout of Pla2g3
                      Induced Change (10E,12Z)-9-HODE concentration: increase
                      Summary Introduced Variation         Induced Change 
                      Disease Status Colorectal cancer [ICD-11: 2B91]
                      Details It is reported that knockout of Pla2g3 leads to the increase of (10E,12Z)-9-HODE levels compared with control group.
References
1 Group III secreted phospholipase A2 regulates epididymal sperm maturation and fertility in mice. J Clin Invest. 2010 May;120(5):1400-14.
2 Group III phospholipase A 2 promotes colitis and colorectal cancer. Sci Rep. 2017 Sep 25;7(1):12261.

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