thymidine (CHEBI:17748)

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ChEBI Name	thymidine

ChEBI ID	CHEBI:17748

Definition	A pyrimidine 2'-deoxyribonucleoside having thymine as the nucleobase.

Stars	This entity has been manually annotated by the ChEBI Team.

Secondary ChEBI IDs	CHEBI:19273, CHEBI:45834, CHEBI:45917, CHEBI:45918, CHEBI:45782, CHEBI:9579, CHEBI:15244

Supplier Information	ChemicalBook:CB3106527, eMolecules:888818, ZINC000001680828

Download	Molfile XML SDF

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Wikipedia	License
Thymidine (symbol dT or dThd), also known as deoxythymidine, deoxyribosylthymine, or thymine deoxyriboside, is a pyrimidine deoxynucleoside. Deoxythymidine is the DNA nucleoside T, which pairs with deoxyadenosine (A) in double-stranded DNA. In cell biology it is used to synchronize the cells in G1/early S phase. The prefix deoxy- is often left out since there are no precursors of thymine nucleotides involved in RNA synthesis. Before the boom in thymidine use caused by the need for thymidine in the production of the antiretroviral drug azidothymidine (AZT), much of the world's thymidine production came from herring sperm. Thymidine occurs almost exclusively in DNA but it also occurs in the T-loop of tRNA.
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Formula

C10H14N2O5

Net Charge

Average Mass

242.22860

Monoisotopic Mass

242.09027

InChI

InChI=1S/C10H14N2O5/c1-5-3-12(10(16)11-9(5)15)8-2-6(14)7(4-13)17-8/h3,6-8,13-14H,2,4H2,1H3,(H,11,15,16)/t6-,7+,8+/m0/s1

InChIKey

IQFYYKKMVGJFEH-XLPZGREQSA-N

SMILES

Cc1cn([C@H]2C[C@H](O)[C@@H](CO)O2)c(=O)[nH]c1=O

Metabolite of Species	Details
Mus musculus (NCBI:txid10090)	Source: BioModels - MODEL1507180067 See: PubMed
Escherichia coli (NCBI:txid562)	See: PubMed
Homo sapiens (NCBI:txid9606)	See: DOI

Roles Classification
Biological Role(s):	Escherichia coli metabolite Any bacterial metabolite produced during a metabolic reaction in Escherichia coli. human metabolite Any mammalian metabolite produced during a metabolic reaction in humans (Homo sapiens). metabolite Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites. mouse metabolite Any mammalian metabolite produced during a metabolic reaction in a mouse (Mus musculus).

ChEBI Ontology
Outgoing	thymidine (CHEBI:17748) has functional parent thymine (CHEBI:17821) thymidine (CHEBI:17748) has role Escherichia coli metabolite (CHEBI:76971) thymidine (CHEBI:17748) has role human metabolite (CHEBI:77746) thymidine (CHEBI:17748) has role metabolite (CHEBI:25212) thymidine (CHEBI:17748) has role mouse metabolite (CHEBI:75771) thymidine (CHEBI:17748) is a pyrimidine 2'-deoxyribonucleoside (CHEBI:19255) thymidine (CHEBI:17748) is enantiomer of telbivudine (CHEBI:63624)

Incoming	α-tritiated thymidine (CHEBI:53527) has functional parent thymidine (CHEBI:17748) 5'-O-{[3-(benzoyloxy)-3-oxopropyl]carbamoyl}thymidine (CHEBI:71524) has functional parent thymidine (CHEBI:17748) 5,6-dihydrothymidine (CHEBI:132171) has functional parent thymidine (CHEBI:17748) polyoxin (CHEBI:26194) has functional parent thymidine (CHEBI:17748) thymidine phosphate (CHEBI:27001) has functional parent thymidine (CHEBI:17748) tritiated thymidine (CHEBI:53526) has functional parent thymidine (CHEBI:17748) telbivudine (CHEBI:63624) is enantiomer of thymidine (CHEBI:17748)

IUPAC Name

thymidine

Synonyms	Sources
1-(2-deoxy-β-D-erythro-pentofuranosyl)-5-methylpyrimidine-2,4(1H,3H)-dione	ChEBI
2'-deoxy-5-methyluridine	ChemIDplus
2'-deoxythymidine	ChemIDplus
2'-thymidine	ChEBI
5-methyl-2'-deoxyuridine	ChemIDplus
Deoxythymidine	KEGG COMPOUND
dThd	CBN
T	ChEBI
Thymidine	KEGG COMPOUND
THYMIDINE	PDBeChem
thymidine	UniProt
thymine 2'-deoxyriboside	ChEBI

Last Modified

23 January 2025