General Information of MET (ID: META00231)
Name Thymidine
Synonyms   Click to Show/Hide Synonyms of This Metabolite
1-(2-Deoxy-b-D-erythro-pentofuranosyl)-5-methyl-2,4(1H,3H)-pyrimidinedione; 1-(2-Deoxy-beta-D-erythro-pentofuranosyl)-5-methylpyrimidine-2,4(1H,3H)-dione', 2'-Deoxy-5-methyluridine, 2'-Deoxythymidine, 2'-Thymidine, 5-Methyl-2'-deoxyuridine, 'Deoxythymidine; 1-(2-Deoxy-beta-delta-erythro-pentofuranosyl)-5-methyl-2,4(1H,3H)-pyrimidinedione; 1-[4-Hydroxy-5-(hydroxymethyl)oxolan-2-yl]-5-methyl-pyrimidine-2,4-dione', 2'-Deoxy-5-methyl-uridine, '5-Methyldeoxyuridine; DT; DTHD; DThyd; Deoxyribothymidine; Thymidin; Thymine 2-desoxyriboside; Thymine deoxyriboside; Thymine-1 2-deoxy-b-D-ribofuranoside; Thymine-1 2-deoxy-beta-delta-ribofuranoside', 2' Deoxythymidine
Source Endogenous;Escherichia Coli Metabolite;Yeast Metabolite;Food;Cosmetic;TCM Ingredients;Microbial
Structure Type   Pyrimidine 2'-deoxyribonucleosides  (Click to Show/Hide the Complete Structure Type Hierarchy)
Nucleosides, nucleotides, and analogues
Pyrimidine nucleosides
Pyrimidine 2'-deoxyribonucleosides
PubChem CID
5789
HMDB ID
HMDB0000273
Formula
C10H14N2O5
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
C00214
DrugBank ID
DB04485
ChEBI ID
17748
FooDB ID
FDB031201
ChemSpider ID
5585
METLIN ID
3375
Physicochemical Properties Molecular Weight 242.23 Topological Polar Surface Area 99.1
XlogP -1.2 Complexity 381
Heavy Atom Count 17 Rotatable Bond Count 2
Hydrogen Bond Donor Count 3 Hydrogen Bond Acceptor Count 5
Function
Thymidine, also known as deoxythymidine or DTHD, belongs to the class of organic compounds known as pyrimidine 2'-deoxyribonucleosides. Pyrimidine 2'-deoxyribonucleosides are compounds consisting of a pyrimidine linked to a ribose which lacks a hydroxyl group at position 2. Thymidine is an extremely weak basic (essentially neutral) compound (based on its pKa). Thymidine exists in all living species, ranging from bacteria to humans. In cell biology, it is used to synchronize the cells in S phase. Within humans, thymidine participates in a number of enzymatic reactions. In particular, thymidine can be biosynthesized from 5-thymidylic acid through its interaction with the enzyme cytosolic purine 5'-nucleotidase. In addition, thymidine can be converted into 5-thymidylic acid; which is catalyzed by the enzyme thymidine kinase. In humans, thymidine is involved in the metabolic disorder called UMP synthase deficiency (orotic aciduria). Outside of the human body, thymidine has been detected, but not quantified in, several different foods, such as horned melons, Asian pears, brassicas, Japanese chestnuts, and apricots. This could make thymidine a potential biomarker for the consumption of these foods. Thymidine is non-toxic and is a naturally occurring compound that exists in all living organisms and DNA viruses. 25% of DNA is composed of thymidine. RNA does not have thymidine and has uridine instead. Thymidine is the DNA nucleoside T, which pairs with adenosine (A) in double-stranded DNA.
Regulatory Network
Full List of Protein(s) Regulating This Metabolite
      Hydrolases (EC 3)
            Leukotriene-C4 hydrolase (GGT1) 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 (siRNA) of GGT1
                      Induced Change Thymidine concentration: increase
                      Summary Introduced Variation         Induced Change 
                      Disease Status Renal cell carcinoma [ICD-11: 2C90]
                      Details It is reported that knockdown of GGT1 leads to the increase of thymidine 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 Thymidine concentration: increase (Log2 FC=5.4)
                      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 thymidine levels compared with control group.
References
1 Impairment of gamma-glutamyl transferase 1 activity in the metabolic pathogenesis of chromophobe renal cell carcinoma. Proc Natl Acad Sci U S A. 2018 Jul 3;115(27):E6274-E6282.
2 Integrative omics analysis of p53-dependent regulation of metabolism. FEBS Lett. 2018 Feb;592(3):380-393.

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