Details of Metabolite

General Information of MET (ID: META00788)
Name PC(18:1(9Z)/18:1(9Z))
Synonyms   Click to Show/Hide Synonyms of This Metabolite
(R-(Z,Z))-(7-Oleoyl-4-oxido-10-oxo-3,5,9-trioxa-4-phosphaheptacos-18-enyl)trimethylammonium 4-oxide; 1,2-DOCPC; 1,2-Di-(9Z)-octadecenoyl-sn-glycero-3-phosphocholine; 1,2-Di-(9Z-octadecenoyl)-sn-glycero-3-phosphocholine; 1,2-Dioleoyl glycerophosphocholine; 1,2-Dioleoyl-3-sn-phosphatidylcholine; 1,2-Dioleoyl-GPC; 1,2-Dioleoyl-L-alpha-lecithin; 1,2-Dioleoyl-sn-glycero-3-phosphochline; 1,2-Dioleoyl-sn-glycero-3-phosphocholine; 1,2-Dioleoyl-sn-glycero-3-phosphorylcholine; 1,2-Dioleoyl-sn-glycero-phosphatidylcholine; 1,2-Dioleoyl-sn-glycerol-3-ethylphosphocholine; 1,2-Dioleoyl-sn-phosphatidylcholine; 1,2-Dioleoylglycerol-3-phosphorylcholine; 1,2-Dioleoylglycerophosphocholine; 1,2-Dioleoylglyceryl-3-phosphorylcholine; 1,2-Dioleoyllecithin; 1,2-Dioleoylphosphatidylcholine; 1,2-Dioleyl-L-lecithin; 1,2-Oleoyl-sn-glycero-3-phosphocholine; 1,2-Oleoylphosphatidylcholine; 1,2-Oleoylphosphatidylcholine, (L-alpha)-(R-(Z,Z))-isomer; 1-(9Z)-Octadecenoyl-2-(9Z)-octadecenoyl-sn-glycero-3-phosphocholine; 1-C18:1(Omega-9)-2-C18:1(omega-9)-phosphatidylcholine; DOPC; Dielaidinoyl lecithin; Dielaidoylphosphatidylcholine; Dioleoyl lecithin; Dioleoyl phosphatidylcholine; Dioleoyl-3-sn-phosphatidylcholine; Dioleoyl-L-alpha-glycerophosphocholine; Dioleoyl-L-alpha-glycerophosphorylcholine; Dioleoylglycerophosphocholine; Dioleoylglycerophosphorylcholine; Dioleoylglycerylphosphorylcholine; Dioleoyllecithin; Dioleoylphosphatidylcholine; Dioleyl lecithin; Dioleyl phosphatidylcholine; Dioleylphosphatidylcholine; GPC(18:1(9Z)/18:1(9Z)); GPC(18:1/18:1); GPC(18:1n9/18:1n9); GPC(18:1w9/18:1w9); GPC(36:2); GPCho(18:1(9Z)/18:1(9Z)); GPCho(18:1/18:1); GPCho(18:1n9/18:1n9); GPCho(18:1w9/18:1w9); GPCho(36:2); L-Dioleoyl lecithin; L-Dioleoylphosphatidylcholine; L-alpha-Di(cis-9-octadecanoyl) lecithin; L-alpha-Dioleoyl phosphatidylcholine; L-alpha-Dioleoyllecithin; PC 18:1; PC(18:1(9Z)/18:1(9Z)); PC(18:1/18:1); PC(18:1n9/18:1n9); PC(18:1w9/18:1w9); PC(36:2); Phosphatidylcholine 18:1; Phosphatidylcholine(18:1(9Z)/18:1(9Z)); Phosphatidylcholine(18:1/18:1); Phosphatidylcholine(18:1n9/18:1n9); Phosphatidylcholine(18:1w9/18:1w9); Phosphatidylcholine(36:2); sn-3-Dioleoyllecithin
Source Endogenous;Yeast Metabolite;Food;Microbial
Structure Type   Glycerophosphocholines  (Click to Show/Hide the Complete Structure Type Hierarchy)
Lipids and lipid-like molecules
Glycerophospholipids
Glycerophosphocholines
PubChem CID
10350317
HMDB ID
HMDB0000593
Formula
C44H84NO8P
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
74669
ChemSpider ID
8525772
Physicochemical Properties Molecular Weight 786.1 Topological Polar Surface Area 111
XlogP 13.8 Complexity 972
Heavy Atom Count 54 Rotatable Bond Count 42
Hydrogen Bond Donor Count N.A. Hydrogen Bond Acceptor Count 8
Function
PC(18:1(9Z)/18:1(9Z)) 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(18:1(9Z)/18:1(9Z)), in particular, consists of two chains of oleic acid at the C-1 and C-2 positions. The oleic acid moieties are derived from vegetable oils, especially olive and canola 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. Dioleoylphosphatidylcholine is found in human platelets and red blood cells, in mitochondria from skeletal muscle, lung, umbilical artery and vein endothelial cells.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
      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 PC(18:1(9Z)/18:1(9Z)) concentration: increase (Log2 FC=1.41)
                      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 PC(18:1(9Z)/18:1(9Z)) 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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