Details of Metabolite

General Information of MET (ID: META00271)
Name PC(16:0/16:0)
Synonyms   Click to Show/Hide Synonyms of This Metabolite
(R)-4-Hydroxy-N,N,N-trimethyl-10-oxo-7-[(1-oxohexadecyl)oxy]-3,5,9-trioxa-4-phosphapentacosan-1-aminium 4-oxide hydroxide inner salt; (R)-4-Hydroxy-N,N,N-trimethyl-10-oxo-7-[(1-oxohexadecyl)oxy]-3,5,9-trioxa-4-phosphapentacosan-1-aminium 4-oxide inner salt; 1,2-Bis(hexadecanoyl)-sn-glycero-3-phosphocholine; 1,2-Bis(palmitoyl)-sn-glycero-3-phosphocholine; 1,2-Dihexadecanoyl-rac-glycero-3-phosphocholine; 1,2-Dihexadecanoyl-sn-glycerol-3-phosphorylcholine; 1,2-Dipalmitoyl-3-sn-phosphatidylcholine; 1,2-Dipalmitoyl-GPC; 1,2-Dipalmitoyl-L-3-phosphatidylcholine; 1,2-Dipalmitoyl-L-a-lecithin; 1,2-Dipalmitoyl-L-a-phosphatidylcholine; 1,2-Dipalmitoyl-L-alpha-lecithin; 1,2-Dipalmitoyl-L-alpha-phosphatidylcholine; 1,2-Dipalmitoyl-L-lecithin; 1,2-Dipalmitoyl-L-phosphatidylcholine; 1,2-Dipalmitoyl-rac-glycero-3-phosphocholine; 1,2-Dipalmitoyl-sn-3-glycerophosphocholine; 1,2-Dipalmitoyl-sn-glycero-3-phosphatidylcholine; 1,2-Dipalmitoyl-sn-glycero-3-phosphocholine; 1,2-Dipalmitoyl-sn-glycero-3-phosphorylcholine; 1,2-Dipalmitoyl-sn-glycerol-3-phosphocholine; 1,2-Dipalmitoyl-sn-glycerophosphocholine; 1,2-Dipalmitoyl-sn-glycerophosphorylcholine; 1,2-Dipalmitoyl-sn-glyceryl-3-phosphocholine; 1,2-Dipalmitoyl-sn-phosphatidylcholine; 1,2-Dipalmitoylglycero-3-phosphocholine; 1,2-Dipalmitoylphosphatidylcholine; 1,2-L-a-Dipalmitoylphosphatidylcholine; 1,2-L-alpha-Dipalmitoylphosphatidylcholine; 1-16:0-2-16:0-Phosphatidylcholine; 16:0-16:0-PC; Colfosceril palmitate; Colfosceril palmitic acid; Colfoscerili palmitas; DPPC; Dihexadecanoyl-sn-glycero-3-phosphocholine; Dipalmitoyl L-a-phosphatidylcholine; Dipalmitoyl L-alpha-phosphatidylcholine; Dipalmitoyl phosphatidylcholine; Dipalmitoyl-GPC; Dipalmitoyl-L-3-glycerylphosphorylcholine; Dipalmitoyl-L-a-lecithin; Dipalmitoyl-L-a-phosphatidylcholine; Dipalmitoyl-L-alpha-lecithin; Dipalmitoyl-L-alpha-phosphatidylcholine; Dipalmitoyl-sn-3-phosphatidylcholine; Dipalmitoylphosphatidylcholine; GPC(16:0/16:0); GPCho 16:0/16:0; GPCho(16:0/16:0); GPCho(32:0); L-1,2-Dipalmitoyl-a-lecithin; L-1,2-Dipalmitoyl-alpha-lecithin; L-1,2-Dipalmitoylphosphatidylcholine; L-DPPC; L-Dipalmitoyl lecithin; L-a-1,2-Dipalmitoyl lecithin; L-a-DPPC; L-a-Dipalmitoylecithin; L-a-Dipalmitoyllecithin; L-a-Dipalmitoylphosphatidylcholine; L-alpha-1,2-Dipalmitoyl lecithin; L-alpha-DPPC; L-alpha-Dipalmitoylecithin; L-alpha-Dipalmitoyllecithin; L-alpha-Dipalmitoylphosphatidylcholine; L-b,g-Dipalmitoyl-a-lecithin; L-b,g-Dipalmitoyl-a-phosphatidylcholine; L-b,g-Dipalmitoyl-alpha-lecithin; L-b,g-Dipalmitoyl-alpha-phosphatidylcholine; L-b,g-Dipalmitoylphosphatidylcholine; Lecithin; PC 16:0/16:0; PC Aa C32:0; PC(16:0/16:0); PC(32:0); Palmitate de colfosceril; Palmitato de colfoscerilo; Palmitic acid de colfosceril; Phosphatidylcholine 16:0/16:0; Phosphatidylcholine(16:0/16:0); Phosphatidylcholine(32:0); b,g-Dipalmitoyl L-a-phosphatidylcholine; b,g-Dipalmitoyl L-alpha-phosphatidylcholine; b,g-Dipalmitoyl-L-(a)-lecithin; b,g-Dipalmitoyl-L-phosphatidylcholine; sn-3-Dipalmitoyllecithin
Source Endogenous;Yeast Metabolite;Glycerophospholipids;Food;Drug
Structure Type   Glycerophosphocholines  (Click to Show/Hide the Complete Structure Type Hierarchy)
Lipids and lipid-like molecules
Glycerophospholipids
Glycerophosphocholines
PubChem CID
452110
HMDB ID
HMDB0000564
Formula
C40H80NO8P
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
KEGG ID
C00157
DrugBank ID
DB09114
ChEBI ID
72999
FooDB ID
FDB022121
ChemSpider ID
398235
METLIN ID
5548
Physicochemical Properties Molecular Weight 734 Topological Polar Surface Area 111
XlogP 13.5 Complexity 826
Heavy Atom Count 50 Rotatable Bond Count 40
Hydrogen Bond Donor Count N.A. Hydrogen Bond Acceptor Count 8
Function
PC(16:0/16:0) 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(16:0/16:0), in particular, consists of two chains of palmitic acid at the C-1 and C-2 positions. The palmitic acid moieties are derived from fish oils, milk fats, vegetable oils and animal fats. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling. Dipalmitoylphosphatidylcholine (DPPC) is the major constituent of pulmonary surfactant. It is also used for research purposes in studying liposomes, lipid bilayers, and model biological membranes. 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
      Lyases (EC 4)
            Cystathionine gamma-lyase (CTH) 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 Cth
                      Induced Change PC(16:0/16:0) concentration: increase (FC = 2.07)
                      Summary Introduced Variation         Induced Change 
                      Disease Status Organic acid disorderss [ICD-11: 5C50]
                      Details It is reported that knockout of Cth leads to the increase of PC(16:0/16:0) levels compared with control group.
      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 [2]
                      Introduced Variation Knockout of TP53
                      Induced Change PC(16:0/16:0) concentration: increase (Log2 FC=2.85)
                      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(16:0/16:0) levels compared with control group.
References
1 Hydrogen Sulfide Is a Regulator of Hemoglobin Oxygen-Carrying Capacity via Controlling 2,3-BPG Production in Erythrocytes. Oxid Med Cell Longev. 2021 Feb 13;2021:8877691.
2 Integrative omics analysis of p53-dependent regulation of metabolism. FEBS Lett. 2018 Feb;592(3):380-393.

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