General Information of MET (ID: META01264)
Name 5-Hydroxymethylcytosine
Synonyms   Click to Show/Hide Synonyms of This Metabolite
5-Hydroxymethylcytosine; 1123-95-1; 4-amino-5-(hydroxymethyl)pyrimidin-2-ol; 5-(hydroxymethyl)cytosine; 4-Amino-5-(hydroxymethyl)-2(1H)-pyrimidinone; 6-amino-5-(hydroxymethyl)-1H-pyrimidin-2-one; UNII-6CD2RLN1NK; 6CD2RLN1NK; 5-HYDROXYMETHYL CYTOSINE; 5-Oxymethylcytosin; HMC; NSC 27368; SCHEMBL26506; 2(1H)-Pyrimidinone, 4-amino-5-(hydroxymethyl)-; CHEBI:76792; 2(1H)-Pyrimidinone, 4-amino-5-(hydroxymethyl)- (9CI); DTXSID70149990; ZINC399529; ALBB-023625; NSC27368; ANW-46087
Structure Type   Pyrimidines and pyrimidine derivatives  (Click to Show/Hide the Complete Structure Type Hierarchy)
Organoheterocyclic compounds
Diazines
Pyrimidines and pyrimidine derivatives
PubChem CID
69867
Formula
C5H7N3O2
Structure
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3D MOL 2D MOL
  Click to Show/Hide the Molecular/Functional Data (External Links/Property/Function) of This Metabolite
Physicochemical Properties Molecular Weight 141.13 Topological Polar Surface Area 87.7
XlogP -1.5 Complexity 219
Heavy Atom Count 10 Rotatable Bond Count 1
Hydrogen Bond Donor Count 3 Hydrogen Bond Acceptor Count 3
Regulatory Network
Full List of Protein(s) Regulating This Metabolite
      Fatty acid binding protein (FABP)
            Fatty acid-binding protein 4 (FABP4) 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 FABP4
                      Induced Change 5-Hydroxymethylcytosine concentration: increase
                      Summary Introduced Variation         Induced Change 
                      Disease Status Ovarian cancer [ICD-11: 2C73]
                      Details It is reported that knockdown of FABP4 leads to the increase of 5-hydroxymethylcytosine levels compared with control group.
      Transferases (EC 2)
            Lipoyl synthase (LIAS) 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 Knockout of LIAS
                      Induced Change 5-Hydroxymethylcytosine concentration: decrease
                      Summary Introduced Variation         Induced Change 
                      Disease Status Cervical Cancer [ICD-11: 2C77]
                      Details It is reported that knockout of LIAS leads to the decrease of 5-hydroxymethylcytosine levels compared with control group.
References
1 Adipocyte-Induced FABP4 Expression in Ovarian Cancer Cells Promotes Metastasis and Mediates Carboplatin Resistance. Cancer Res. 2020 Apr 15;80(8):1748-1761.
2 Mitochondrial Protein Lipoylation and the 2-Oxoglutarate Dehydrogenase Complex Controls HIF1 Stability in Aerobic Conditions. Cell Metab. 2016 Nov 8;24(5):740-752.

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