Details of Metabolite

General Information of MET (ID: META00449)
Name DL-O-Phosphoserine
Synonyms   Click to Show/Hide Synonyms of This Metabolite
2-Amino-3-(phosphonooxy)propanoate; 2-Amino-3-(phosphonooxy)propanoic acid; 3-Phospho-1-serine; 3-Phospho-serine; 3-Phosphoserine; DL-O-Phosphorylserine; DL-O-Serine phosphate; DL-Serine dihydrogen phosphate; DL-Serine dihydrogen phosphoric acid; DL-Serine monophosphorate; DL-Serine monophosphoric acid; DL-Serine, dihydrogen phosphate (ester); DL-Serine, dihydrogen phosphoric acid (ester); Energoserina; O-Phospho-DL-serine; O-Phospho-L-serine; O-Phosphonoserine; Phosphate, serine; Phosphate, seryl; Phosphorylserine; Phosphoserine; Serine phosphate; Serine-3-phosphate; Serophen; Seryl phosphate; p-Serine
Source Endogenous;Escherichia Coli Metabolite;Yeast Metabolite;Food;Cosmetic;Food additives;Microbial
Structure Type   Amino acids, peptides, and analogues  (Click to Show/Hide the Complete Structure Type Hierarchy)
Organic acids and derivatives
Carboxylic acids and derivatives
Amino acids, peptides, and analogues
PubChem CID
106
HMDB ID
HMDB0001721
Formula
C3H8NO6P
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
C01005
ChEBI ID
37712
FooDB ID
FDB022700
ChemSpider ID
104
METLIN ID
6338
Physicochemical Properties Molecular Weight 185.07 Topological Polar Surface Area 130
XlogP -5.1 Complexity 186
Heavy Atom Count 11 Rotatable Bond Count 4
Hydrogen Bond Donor Count 4 Hydrogen Bond Acceptor Count 7
Function
It is a normal metabolite found in human biofluids. The phosphoric ester of serine. -- Pubchem. Serine is one of three amino acid residues that are commonly phosphorylated by kinases during cell signalling in eukaryotes. Phosphorylated serine residues are often referred to as phosphoserine. Serine proteases are a common type of protease. - Wikipedia.
Regulatory Network
Full List of Protein(s) Regulating This Metabolite
      Transcription factor (TF)
            Forkhead box protein O1 (FOXO1) 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 Overexpression of Foxo1
                      Induced Change DL-O-Phosphoserine concentration: decrease (FC = 0.40)
                      Summary Introduced Variation         Induced Change 
                      Disease Status Healthy individual
                      Details It is reported that overexpression of Foxo1 leads to the decrease of DL-O-Phosphoserine levels compared with control group.
      Transmembrane protein (TMEM)
            Extracellular matrix receptor III (CD44) 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 Knockdown (shRNA) of CD44
                      Induced Change DL-O-Phosphoserine concentration: increase
                      Summary Introduced Variation         Induced Change 
                      Disease Status Colon cancer [ICD-11: 2B90]
                      Details It is reported that knockdown of CD44 leads to the increase of DL-O-Phosphoserine levels compared with control group.
References
1 Metabolomic analysis of C2C12 myoblasts induced by the transcription factor FOXO1. FEBS Lett. 2019 Jun;593(12):1303-1312.
2 Gold-nanofve surface-enhanced Raman spectroscopy visualizes hypotaurine as a robust anti-oxidant consumed in cancer survival. Nat Commun. 2018 Apr 19;9(1):1561.

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