Details of Metabolite

General Information of MET (ID: META00061)
Name LysoPG(16:0/0:0)
Synonyms   Click to Show/Hide Synonyms of This Metabolite
1-Palmitoyl-GPG; 1-Palmitoyl-sn-glycero-3-phospho-(1'-sn-glycerol), 'LPG(16:0/0:0); 1-Palmitoyl-sn-glycero-3-phosphoglycerol; GPG(16:0); GPG(16:0/0:0); LPG(16:0); LysoPG(16:0); LysoPG(16:0/0:0); Lysophosphatidylglycerol(16:0); Lysophosphatidylglycerol(16:0/0:0); PG(16:0/0:0)
Source Aliphatic acyclic compounds
Structure Type   Glycerophosphoglycerols  (Click to Show/Hide the Complete Structure Type Hierarchy)
Lipids and lipid-like molecules
Glycerophospholipids
Glycerophosphoglycerols
PubChem CID
42607483
HMDB ID
HMDB0240601
Formula
C22H45O9P
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
75376
ChemSpider ID
24823104
Physicochemical Properties Molecular Weight 484.6 Topological Polar Surface Area 143
XlogP 4.3 Complexity 490
Heavy Atom Count 32 Rotatable Bond Count 24
Hydrogen Bond Donor Count 4 Hydrogen Bond Acceptor Count 9
Function
LysoPG(16:0/0:0) is a lysophosphatidylglycerol. It is a glycerophospholipid in which a phosphoglycerol moiety occupies a glycerol substitution site. The term 'lysophospholipid' (LPL) refers to any phospholipid that is missing one of its two O-acyl chains. Thus, LPLs have a free alcohol in either the sn-1 or sn-2 position. The prefix 'lyso-' comes from the fact that lysophospholipids were originally found to be hemolytic. However, it is now used to refer generally to phospholipids missing an acyl chain. LPLs are usually the result of phospholipase A-type enzymatic activity on regular phospholipids such as phosphatidylcholine or phosphatidic acid, although they can also be generated by the acylation of glycerophospholipids or the phosphorylation of monoacylglycerols. Lysophosphatidylglycerols can have different combinations of fatty acids of varying lengths and saturation attached at the C-1 (sn-1) or C-2 (sn-2) position. LysoPG(16:0/0:0), in particular, consists of one chain of palmitic acid at the C-1 position.
Regulatory Network
Full List of Protein(s) Regulated by This Metabolite
      GPCR rhodopsin (GPCR-1)
            G-protein coupled receptor 55 (GPR55) 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 LysoPG(16:0/0:0) addition (48 hours)
                      Induced Change GPR55 protein activity levels: increase
                      Summary Introduced Variation         Induced Change 
                      Disease Status Healthy individual
                      Details It is reported that lysoPG(16:0/0:0) addition causes the increase of GPR55 protein activity compared with control group.
      Transferases (EC 2)
            Signal-regulated kinase 1 (ERK1) 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 LysoPG(16:0/0:0) addition (0.08 hours)
                      Induced Change MAPK3 protein phosphorylation levels: increase
                      Summary Introduced Variation         Induced Change 
                      Disease Status Healthy individual
                      Details It is reported that lysoPG(16:0/0:0) addition causes the increase of MAPK3 protein phosphorylation compared with control group.
            Signal-regulated kinase 2 (ERK2) 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 LysoPG(16:0/0:0) addition (0.08 hours)
                      Induced Change MAPK1 protein phosphorylation levels: increase
                      Summary Introduced Variation         Induced Change 
                      Disease Status Healthy individual
                      Details It is reported that lysoPG(16:0/0:0) addition causes the increase of MAPK1 protein phosphorylation compared with control group.
References
1 2-Arachidonoyl-sn-glycero-3-phosphoinositol: a possible natural ligand for GPR55. J Biochem. 2009 Jan;145(1):13-20.

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