General Information of MET (ID: META00599)
Name LysoPE(18:0/0:0)
Synonyms   Click to Show/Hide Synonyms of This Metabolite
1-C18:0-Phosphatidylethanolamine zwitterion; 1-Octadecanoyl-2-hydroxy-sn-glycero-3-phosphoethanolamine; 1-Octadecanoyl-2-hydroxy-sn-glycerol-3-phosphatidyl ethanolamine; 1-Octadecanoyl-sn-glycero-3-phosphoethanolamine; 1-Octadecanoyl-sn-glycero-3-phosphoethanolamine zwitterion; 1-Octadecanoylglycerophosphoethanolamine; 1-Stearoyl-2-hydroxy-sn-glycero-3-phosphoethanolamine; 1-Stearoyl-3-glycerylphosphorylethanolamine; 1-Stearoyl-gpe; 1-Stearoyl-lysophosphatidylethanolamine; 1-Stearoyl-sn-glycero-3-phosphoethanolamine; 1-Stearoylglycerophosphoethanolamine; 2-Azaniumylethyl (2R)-2-hydroxy-3-(stearoyloxy)propyl phosphate; 2-Azaniumylethyl (2R)-2-hydroxy-3-(stearoyloxy)propyl phosphoric acid; GPE(18:0); GPE(18:0/0:0); LPE(18:0); LPE(18:0/0:0); Lyso-pe(18:0); Lyso-pe(18:0/0:0); LysoPE(18:0); LysoPE(18:0/0:0); Lysophosphatidylethanolamine(18:0); Lysophosphatidylethanolamine(18:0/0:0); Octadecanoyl-lysophosphatidylethanolamine; Stearoyl lysophophatidylethanolamine; Stearoyl phosphatidylethanolamine
Source Endogenous;Yeast Metabolite;Glycerophospholipids;Food;Microbial
Structure Type   Glycerophosphoethanolamines  (Click to Show/Hide the Complete Structure Type Hierarchy)
Lipids and lipid-like molecules
Glycerophospholipids
Glycerophosphoethanolamines
PubChem CID
9547068
HMDB ID
HMDB0011130
Formula
C23H48NO7P
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
75036
FooDB ID
FDB027909
ChemSpider ID
7826018
Physicochemical Properties Molecular Weight 481.6 Topological Polar Surface Area 128
XlogP 3.4 Complexity 479
Heavy Atom Count 32 Rotatable Bond Count 25
Hydrogen Bond Donor Count 3 Hydrogen Bond Acceptor Count 8
Function
LysoPE(18:0/0:0) or LPE(18:0/0:0) is a lysophospholipid. 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. Some LPLs serve important signaling functions such as lysophosphatidic acid. Lysophosphatidylethanolamines (LPEs) can function as plant growth regulators with several diverse uses. (LPEs) are approved for outdoor agricultural use to accelerate ripening and improve the quality of fresh produce. They are also approved for indoor use to preserve stored crops and commercial cut flowers. As a breakdown product of phosphatidylethanolamine (PE), LPE is present in cells of all organisms.
Regulatory Network
Full List of Protein(s) Regulating This Metabolite
      Hydrolases (EC 3)
            Sulfatase sulf-1 (SULF1) 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 Knockdown (shRNA) of SULF1
                      Induced Change LysoPE(18:0/0:0) concentration: decrease (FC = 0.68)
                      Summary Introduced Variation         Induced Change 
                      Disease Status Ovarian cancer [ICD-11: 2C73]
                      Details It is reported that knockdown of SULF1 leads to the decrease of lysoPE(18:0/0:0) levels compared with control group.
      Transcription factor (TF)
            R2R3-MYB (AN2) 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 Overexpression of AN2
                      Induced Change LysoPE(18:0/0:0) concentration: decrease (FC = 0.34)
                      Summary Introduced Variation         Induced Change 
                      Disease Status Healthy individual
                      Details It is reported that overexpression of AN2 leads to the decrease of lysoPE(18:0/0:0) levels compared with control group.
References
1 Erratum to: Loss of HSulf-1 promotes altered lipid metabolism in ovarian cancer. Cancer Metab. 2014 Nov 4;2:24.
2 Comprehensive Influences of Overexpression of a MYB Transcriptor Regulating Anthocyanin Biosynthesis on Transcriptome and Metabolome of Tobacco Leaves. Int J Mol Sci. 2019 Oct 16;20(20):5123.

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