Details of Metabolite

General Information of MET (ID: META00066)
Name LysoPS(18:0/0:0)
Synonyms   Click to Show/Hide Synonyms of This Metabolite
1-Octadecanoyl-sn-glycero-3-phospho-L-serine; 1-Octadecanoyl-sn-glycero-3-phosphoserine; 1-Stearoyl-GPS; 1-Stearoyl-lysophosphatidylserine; 1-Stearoyl-sn-glycero-3-phospho-L-serine; 1-Stearoyl-sn-glycero-3-phosphoserine; GPS(18:0); GPS(18:0/0:0); LPS(18:0); LPS(18:0/0:0); LysoPS(18:0); LysoPS(18:0/0:0); Lysophosphatidylserine C18:0; Lysophosphatidylserine(18:0); Lysophosphatidylserine(18:0/0:0); PS(18:0/0:0)
Source Aliphatic acyclic compounds
Structure Type   Glycerophosphoserines  (Click to Show/Hide the Complete Structure Type Hierarchy)
Lipids and lipid-like molecules
Glycerophospholipids
Glycerophosphoserines
PubChem CID
42607474
HMDB ID
HMDB0240606
Formula
C24H48NO9P
Structure
<iframe style="width: 300px; height: 300px;" frameborder="0" src="https://embed.molview.org/v1/?mode=balls&cid=42607474"></iframe>
3D MOL is unavailable 2D MOL
  Click to Show/Hide the Molecular/Functional Data (External Links/Property/Function) of This Metabolite
ChEBI ID
85403
ChemSpider ID
24640928
Physicochemical Properties Molecular Weight 525.6 Topological Polar Surface Area 166
XlogP 3.1 Complexity 591
Heavy Atom Count 35 Rotatable Bond Count 26
Hydrogen Bond Donor Count 4 Hydrogen Bond Acceptor Count 10
Function
LysoPS(18:0/0:0) is a lysophosphatidylserine. It is a glycerophospholipid in which a phosphorylserine 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. Lysophosphatidylserines 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. LysoPS(18:0/0:0), in particular, consists of one chain of stearic 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 174 (GPR174) 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 LysoPS(18:0/0:0) addition (24 hours)
                      Induced Change GPR174 protein activity levels: increase
                      Summary Introduced Variation         Induced Change 
                      Disease Status Healthy individual
                      Details It is reported that lysoPS(18:0/0:0) addition causes the increase of GPR174 protein activity compared with control group.
            G-protein coupled receptor 34 (GPR34) 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 LysoPS(18:0/0:0) addition (4 hours)
                      Induced Change GPR34 protein activity levels: increase
                      Summary Introduced Variation         Induced Change 
                      Disease Status Anaphylaxis [ICD-11: 4A84]
                      Details It is reported that lysoPS(18:0/0:0) addition causes the increase of GPR34 protein activity compared with control group.
            P2Y purinoceptor 10 (P2RY10) 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 LysoPS(18:0/0:0) addition (1 hours)
                      Induced Change P2RY10 protein activity levels: increase
                      Summary Introduced Variation         Induced Change 
                      Disease Status Healthy individual
                      Details It is reported that lysoPS(18:0/0:0) addition causes the increase of P2RY10 protein activity compared with control group.
            Purinergic receptor P2Y G-protein-coupled 10B (P2RY10B) 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 LysoPS(18:0/0:0) addition (1 hours)
                      Induced Change P2RY10B protein activity levels: increase
                      Summary Introduced Variation         Induced Change 
                      Disease Status Healthy individual
                      Details It is reported that lysoPS(18:0/0:0) addition causes the increase of P2RY10B protein activity compared with control group.
      Transferases (EC 2)
            Extracellular signal-regulated kinase 1 (ERK1) Click to Show/Hide the Full List of Regulating Pair(s):   2 Pair(s)
               Detailed Information Protein   Info click to show the details of this protein
               Regulating Pair (1) Experim Info click to show the details of experiment for validating this pair [2]
                      Introduced Variation LysoPS(18:0/0:0) addition (24 hours)
                      Induced Change MAPK3 protein phosphorylation levels: increase
                      Summary Introduced Variation         Induced Change 
                      Disease Status Anaphylaxis [ICD-11: 4A84]
                      Details It is reported that lysoPS(18:0/0:0) addition causes the increase of MAPK3 protein phosphorylation compared with control group.
               Regulating Pair (2) Experim Info click to show the details of experiment for validating this pair [2]
                      Introduced Variation LysoPS(18:0/0:0) addition (8.3310^-4 hours)
                      Induced Change MAPK3 protein phosphorylation levels: increase
                      Summary Introduced Variation         Induced Change 
                      Disease Status Anaphylaxis [ICD-11: 4A84]
                      Details It is reported that lysoPS(18:0/0:0) addition causes the increase of MAPK3 protein phosphorylation compared with control group.
            Extracellular signal-regulated kinase 2 (ERK2) Click to Show/Hide the Full List of Regulating Pair(s):   2 Pair(s)
               Detailed Information Protein   Info click to show the details of this protein
               Regulating Pair (1) Experim Info click to show the details of experiment for validating this pair [2]
                      Introduced Variation LysoPS(18:0/0:0) addition (8.3310^-4 hours)
                      Induced Change MAPK1 protein phosphorylation levels: increase
                      Summary Introduced Variation         Induced Change 
                      Disease Status Anaphylaxis [ICD-11: 4A84]
                      Details It is reported that lysoPS(18:0/0:0) addition causes the increase of MAPK1 protein phosphorylation compared with control group.
               Regulating Pair (2) Experim Info click to show the details of experiment for validating this pair [2]
                      Introduced Variation LysoPS(18:0/0:0) addition (8.3310^-4 hours)
                      Induced Change MAPK1 protein phosphorylation levels: increase
                      Summary Introduced Variation         Induced Change 
                      Disease Status Anaphylaxis [ICD-11: 4A84]
                      Details It is reported that lysoPS(18:0/0:0) addition causes the increase of MAPK1 protein phosphorylation compared with control group.
            Signal-regulated kinase 1 (ERK1) Click to Show/Hide the Full List of Regulating Pair(s):   2 Pair(s)
               Detailed Information Protein   Info click to show the details of this protein
               Regulating Pair (1) Experim Info click to show the details of experiment for validating this pair [3]
                      Introduced Variation LysoPS(18:0/0:0) addition (0.5 hour)
                      Induced Change MAPK3 protein phosphorylation levels: increase
                      Summary Introduced Variation         Induced Change 
                      Disease Status Inflammatory bowel disease [ICD-11: DD72]
                      Details It is reported that lysoPS(18:0/0:0) addition causes the increase of MAPK3 protein phosphorylation compared with control group.
               Regulating Pair (2) Experim Info click to show the details of experiment for validating this pair [2]
                      Introduced Variation LysoPS(18:0/0:0) addition (0.08 hours)
                      Induced Change MAPK3 protein phosphorylation levels: increase
                      Summary Introduced Variation         Induced Change 
                      Disease Status Anaphylaxis [ICD-11: 4A84]
                      Details It is reported that lysoPS(18:0/0:0) 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):   2 Pair(s)
               Detailed Information Protein   Info click to show the details of this protein
               Regulating Pair (1) Experim Info click to show the details of experiment for validating this pair [2]
                      Introduced Variation LysoPS(18:0/0:0) addition (0.08 hours)
                      Induced Change MAPK1 protein phosphorylation levels: increase
                      Summary Introduced Variation         Induced Change 
                      Disease Status Anaphylaxis [ICD-11: 4A84]
                      Details It is reported that lysoPS(18:0/0:0) addition causes the increase of MAPK1 protein phosphorylation compared with control group.
               Regulating Pair (2) Experim Info click to show the details of experiment for validating this pair [3]
                      Introduced Variation LysoPS(18:0/0:0) addition (0.5 hour)
                      Induced Change MAPK1 protein phosphorylation levels: increase
                      Summary Introduced Variation         Induced Change 
                      Disease Status Inflammatory bowel disease [ICD-11: DD72]
                      Details It is reported that lysoPS(18:0/0:0) addition causes the increase of MAPK1 protein phosphorylation compared with control group.
References
1 TGF shedding assay: an accurate and versatile method for detecting GPCR activation. Nat Methods. 2012 Oct;9(10):1021-9.
2 Identification of a lysophosphatidylserine receptor on mast cells. Biochem Biophys Res Commun. 2006 Mar 24;341(4):1078-87.
3 Kynurenic acid as a ligand for orphan G protein-coupled receptor GPR35. J Biol Chem. 2006 Aug 4;281(31):22021-22028.

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