General Information of MET (ID: META00772)
Name O-Phosphoethanolamine
Synonyms   Click to Show/Hide Synonyms of This Metabolite
2-Amino-ethanol dihydrogen phosphate; 2-Amino-ethanol dihydrogen phosphate (ester); 2-Amino-ethanol dihydrogen phosphoric acid; 2-Amino-ethanol phosphate; 2-Amino-ethanol phosphoric acid; 2-Aminoethanol O-phosphate; 2-Aminoethyl dihydrogen phosphate; 2-Aminoethyl dihydrogen phosphate (acd/name 4.0); 2-Aminoethyl phosphate; Calcium 2-aminoethanol phosphate; Colamine acid phosphate; Colamine phosphate; Colamine phosphoric acid; Colaminephosphoric acid; Colaminphosphate; Colaminphosphoric acid; EAP; Ethamp; Ethanolamine O-phosphate; Ethanolamine O-phosphoric acid; Ethanolamine acid phosphate; Ethanolamine acid phosphoric acid; Ethanolamine phosphate; Ethanolamine phosphoric acid; Monoaminoethyl phosphate; Monoaminoethyl phosphoric acid; O-Phosphocolamine; O-Phosphonatoethanaminium; O-Phosphorylethanolamine; OPE; PE; PEA; PETN; Phosphate 2-aminoethyl phenyl ester; Phosphoethanolamine; Phosphonoethanolamine; Phosphoric acid 2-aminoethyl phenyl ester; Phosphoryethanolamine; Phosphoryl-ethanolamine; Phosphorylethanolamine; Phosphorylethanolamine ca (1:1) salt; Phosphorylethanolamine magnesium (1:1) salt; Phosphorylethanolamine zinc salt; Phosphorylethanolamine, 3H-labeled CPD; Phosphorylethanolamine, cobalt (2+) (1:1) salt; mono(2-Aminoethyl) phosphate; mono(2-Aminoethyl) phosphoric acid
Source Endogenous;Escherichia Coli Metabolite;Yeast Metabolite;Food;TCM Ingredients;Microbial
Structure Type   Phosphate esters  (Click to Show/Hide the Complete Structure Type Hierarchy)
Organic acids and derivatives
Organic phosphoric acids and derivatives
Phosphate esters
PubChem CID
1015
HMDB ID
HMDB0000224
Formula
C2H8NO4P
Structure
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3D MOL 2D MOL
  Click to Show/Hide the Molecular/Functional Data (External Links/Property/Function) of This Metabolite
KEGG ID
C00346
DrugBank ID
DB01738
ChEBI ID
17553
FooDB ID
FDB021911
ChemSpider ID
990
METLIN ID
5233
Physicochemical Properties Molecular Weight 141.06 Topological Polar Surface Area 92.8
XlogP -4.8 Complexity 98.2
Heavy Atom Count 8 Rotatable Bond Count 3
Hydrogen Bond Donor Count 3 Hydrogen Bond Acceptor Count 5
Function
Phosphoethanolamine (PE) is a phosphomonoester metabolite of the phospholipid metabolism. PE is a precursor of phospholipid synthesis and a product of phospholipid breakdown. Phosphomonoesters are present at much higher levels in brain than in other organs. In developing brain, phosphomonoesters are normally elevated during the period of neuritic proliferation. This also coincides with the occurrence of normal programmed cell death and synaptic pruning in developing brain. These findings are consistent with the role of phosphomonoesters in membrane biosynthesis. PE shows a strong structural similarity to the inhibitory neurotransmitter, GABA, and the GABAB receptor partial agonist, 3-amino-propylphosphonic acid. PE is a phosphomonoester which is decreased in post-mortem Alzheimer's disease (AD) brain.
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 O-Phosphoethanolamine concentration: increase (Log2 FC=1)
                      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 o-phosphoethanolamine 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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