General Information of MET (ID: META00573)
Name PC(18:0/20:4(5Z,8Z,11Z,14Z))
Synonyms   Click to Show/Hide Synonyms of This Metabolite
(2R)-2-[(5Z,8Z,11Z,14Z)-Icosa-5,8,11,14-tetraenoyloxy]-3-(stearoyloxy)propyl 2-(trimethylazaniumyl)ethyl phosphate; (2R)-2-[(5Z,8Z,11Z,14Z)-Icosa-5,8,11,14-tetraenoyloxy]-3-(stearoyloxy)propyl 2-(trimethylazaniumyl)ethyl phosphoric acid; 1-C18:0-2-C20:4(Omega-6)-phosphatidylcholine; 1-Octadecanoyl-2-(5Z,8Z,11Z,14Z)-eicosatetraenoyl-sn-glycero-3-phosphocholine; 1-Octadecanoyl-2-(5Z,8Z,11Z,14Z)-icosatetraenoyl-sn-glycero-3-phosphocholine; 1-Octadecanoyl-2-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-sn-glycero-3-phosphocholine; 1-Octadecanoyl-2-arachidonyl-sn-glycero-3-phosphocholine; 1-Stearoyl-2-arachidonoyl phosphatidylcholine; 1-Stearoyl-2-arachidonoyl-3-phosphorylcholine; 1-Stearoyl-2-arachidonoyl-GPC; 1-Stearoyl-2-arachidonoyl-GPC (18:0/20:4); 1-Stearoyl-2-arachidonoyl-sn-glycero-3-phosphocholine; 1-Stearoyl-2-arachidonoyl-sn-glycero-3-phosphorylcholine; 1-Stearoyl-2-arachidonoyl-sn-glycero-phosphatidylcholine; 1-Stearoyl-2-arachidonoylphosphatidylcholine; 1-Stearoyl-2-archidonyl-3-sn-phosphatidylcholine; 18:0/20:4 Phosphatidylcholine; GPC(18:0/20:4(5Z,8Z,11Z,14Z)); GPC(18:0/20:4); GPC(18:0/20:4n6); GPC(18:0/20:4w6); GPC(38:4); GPCho(18:0/20:4(5Z,8Z,11Z,14Z)); GPCho(18:0/20:4); GPCho(18:0/20:4n6); GPCho(18:0/20:4w6); GPCho(38:4); Lecithin; PC(18:0/20:4(5Z,8Z,11Z,14Z)); PC(18:0/20:4); PC(18:0/20:4W6); PC(18:0/20:4n6); PC(18:0/20:4omega6); PC(38:4); Phosphatidylcholine(18:0/20:4(5Z,8Z,11Z,14Z)); Phosphatidylcholine(18:0/20:4); Phosphatidylcholine(18:0/20:4W6); Phosphatidylcholine(18:0/20:4n6); Phosphatidylcholine(18:0/20:4omega6); Phosphatidylcholine(38:4)
Source Endogenous;Yeast Metabolite;Glycerophospholipids;Food
Structure Type   Glycerophosphocholines  (Click to Show/Hide the Complete Structure Type Hierarchy)
Lipids and lipid-like molecules
Glycerophospholipids
Glycerophosphocholines
PubChem CID
16219824
HMDB ID
HMDB0008048
Formula
C46H84NO8P
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
ChEBI ID
74965
Physicochemical Properties Molecular Weight 810.1 Topological Polar Surface Area 111
XlogP 13.7 Complexity 1090
Heavy Atom Count 56 Rotatable Bond Count 42
Hydrogen Bond Donor Count N.A. Hydrogen Bond Acceptor Count 8
Function
PC(18:0/20:4(5Z,8Z,11Z,14Z)) is a phosphatidylcholine (PC or GPCho). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphocholines 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. PC(18:0/20:4(5Z,8Z,11Z,14Z)), in particular, consists of one chain of stearic acid at the C-1 position and one chain of arachidonic acid at the C-2 position. The stearic acid moiety is derived from animal fats, coco butter and sesame oil, while the arachidonic acid moiety is derived from animal fats and eggs. 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. PCs can be synthesized via three different routes. In one route, choline is activated first by phosphorylation and then by coupling to CDP prior to attachment to phosphatidic acid. PCs can also synthesized by the addition of choline to CDP-activated 1,2-diacylglycerol. A third route to PC synthesis involves the conversion of either PS or PE to PC.
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 PC(18:0/20:4(5Z,8Z,11Z,14Z)) concentration: increase (FC = 2.20)
                      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 PC(18:0/20:4(5Z,8Z,11Z,14Z)) 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.

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