General Information of MET (ID: META00576)
Name PE(18:1(9Z)/18:0)
Synonyms   Click to Show/Hide Synonyms of This Metabolite
1-(9Z-Octadecenoyl)-2-octadecanoyl-sn-glycero-3-phosphoethanolamine; 1-Oleoyl-2-stearoyl-sn-glycero-3-phosphoethanolamine; GPEtn(18:1/18:0); GPEtn(36:1); PE (18:1N-9/18:0); PE(18:1(9Z)/18:0); PE(18:1/18:0); PE(36:1); Phophatidylethanolamine(18:1/18:0); Phophatidylethanolamine(36:1)
Source Endogenous;Escherichia Coli Metabolite;Glycerophospholipids;Food;Microbial
Structure Type   Glycerophosphoethanolamines  (Click to Show/Hide the Complete Structure Type Hierarchy)
Lipids and lipid-like molecules
Glycerophospholipids
Glycerophosphoethanolamines
PubChem CID
9546755
HMDB ID
HMDB0009057
Formula
C41H80NO8P
Structure
<iframe style="width: 300px; height: 300px;" frameborder="0" src="https://embed.molview.org/v1/?mode=balls&cid=9546755"></iframe>
3D MOL is unavailable 2D MOL
  Click to Show/Hide the Molecular/Functional Data (External Links/Property/Function) of This Metabolite
ChEBI ID
84234
FooDB ID
FDB026247
Physicochemical Properties Molecular Weight 746 Topological Polar Surface Area 134
XlogP 11.5 Complexity 856
Heavy Atom Count 51 Rotatable Bond Count 42
Hydrogen Bond Donor Count 2 Hydrogen Bond Acceptor Count 9
Function
PE(18:1(9Z)/18:0) is a phosphatidylethanolamine (PE or GPEtn). It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PE(18:1(9Z)/18:0), in particular, consists of one chain of oleic acid at the C-1 position and one chain of stearic acid at the C-2 position. The oleic acid moiety is derived from vegetable oils, especially olive and canola oil, while the stearic acid moiety is derived from animal fats, coco butter and sesame oil. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.
Regulatory Network
Full List of Protein(s) Regulating This Metabolite
      Hydrolases (EC 3)
            GTPase KRas (KRAS) 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 Overexpression of KRAS
                      Induced Change PE(18:1(9Z)/18:0) concentration: increase (FC = 1.73)
                      Summary Introduced Variation         Induced Change 
                      Disease Status Lung cancer [ICD-11: 2C25]
                      Details It is reported that overexpression of KRAS leads to the increase of PE(18:1(9Z)/18:0) levels compared with control group.
References
1 Capturing the metabolomic diversity of KRAS mutants in non-small-cell lung cancer cells. Oncotarget. 2014 Jul 15;5(13):4722-31.

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