Details of Metabolite

General Information of MET (ID: META00390)
Name 5-Thymidylic acid
Synonyms   Click to Show/Hide Synonyms of This Metabolite
(DT)1', 5'-Thymidylic acid, 5'-TMP, '5-Methyl-dUMP; 5-Thymidylate', 2'-Deoxythymidine 5'-monophosphate, 5'-dTMP, 'Deoxy TMP', Deoxythymidine 5'-monophosphate, 'Deoxythymidine monophosphate; Acid, thymidylic; Acids, thymidylic; Deoxyribosylthymine monophosphate', Ribothymidine 5'-monophosphate, Thymidine 5'-(dihydrogen phosphate), Thymidine 5'-phosphate, Thymidine 5'-phosphoric acid, 'Thymidine monophosphate', Thymidine-5'-monophosphoric acid, THYMIDINE-5'-phosphATE, 'Thymidylate; Deoxythymydilate; Deoxythymydilic acid; TMP', Deoxythymidine 5'-phosphate, 'Deoxythymidylic acid', 5'-Thymidylate, 'Deoxyribosylthymine monophosphoric acid', Ribothymidine 5'-monophosphoric acid, Thymidine 5'-(dihydrogen phosphoric acid), 'Thymidine monophosphoric acid', Thymidine-5'-monophosphate, THYMIDINE-5'-phosphoric acid, Deoxythymidine 5'-phosphoric acid, 'Deoxythymidylate; Thymidine phosphate', Thymidine-5'-monophosphorate, 'Thymidylic acids; Thymidylic acid; dTMP', Thymidine 5'-monophosphate, Thymidine 5'-phosphorate, Thymidine 5'MP, 'Thymidine mononucleotide; monoPhosphate, thymidine
Source Endogenous;Escherichia Coli Metabolite;Yeast Metabolite;Food;Drug
Structure Type   Pyrimidine deoxyribonucleotides  (Click to Show/Hide the Complete Structure Type Hierarchy)
Nucleosides, nucleotides, and analogues
Pyrimidine nucleotides
Pyrimidine deoxyribonucleotides
PubChem CID
9700
HMDB ID
HMDB0001227
Formula
C10H15N2O8P
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
C00364
DrugBank ID
DB01643
ChEBI ID
17013
FooDB ID
FDB030840
ChemSpider ID
9319
METLIN ID
6092
Physicochemical Properties Molecular Weight 322.21 Topological Polar Surface Area 146
XlogP -2.8 Complexity 529
Heavy Atom Count 21 Rotatable Bond Count 4
Hydrogen Bond Donor Count 4 Hydrogen Bond Acceptor Count 8
Function
5-Thymidylic acid is a thymine nucleotide. Also known as thymidine monophosphate, and abbreviated TMP, is a nucleotide that is found in DNA. It is an ester of phosphoric acid with the nucleoside thymidine. TMP consists of a phosphate group, esterified to the the pentose sugar deoxyribose moiety, and the nucleobase thymine. In mammalian cells, thymidine deprivation induces chromosome aberrations such as chromatid breaks, chromatid interchanges, and chromosome fragmentation.
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 5-Thymidylic acid concentration: decrease (FC = 0.50 / 0.83)
                      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 5-thymidylic acid levels compared with control group.
      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 [2]
                      Introduced Variation Knockout of TP53
                      Induced Change 5-Thymidylic acid concentration: decrease (Log2 FC=0.64)
                      Summary Introduced Variation         Induced Change 
                      Disease Status Colon cancer [ICD-11: 2B90]
                      Details It is reported that knockout of TP53 leads to the decrease of 5-thymidylic acid levels compared with control group.
      Transferases (EC 2)
            Pyridoxal kinase (PDXK) 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 [3]
                      Introduced Variation Knockout (CRISPR/Cas9 sgRNA) of PDXK
                      Induced Change 5-Thymidylic acid concentration: decrease
                      Summary Introduced Variation         Induced Change 
                      Disease Status Acute myeloid leukaemia [ICD-11: 2A60]
                      Details It is reported that knockout of PDXK leads to the decrease of 5-thymidylic acid 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 Integrative omics analysis of p53-dependent regulation of metabolism. FEBS Lett. 2018 Feb;592(3):380-393.
3 Vitamin B6 Addiction in Acute Myeloid Leukemia. Cancer Cell. 2020 Jan 13;37(1):71-84.e7.

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