Thymidine

Thymidine

Names
IUPAC name Thymidine
Systematic IUPAC name 1-[(2R,4S,5R)-4-Hydroxy-5-(hydroxymethyl)oxolan-2-yl]-5-methylpyrimidine-2,4(1H,3H)-dione
Other names Deoxythymidine, Td, dT, 1-[(2R,4S,5R)-4-Hydroxy-5-(hydroxymethyl)tetrahydrofur-2-yl]-5-methyl-1,3-dihydropyrimidine-2,4-dione
Identifiers
CAS Number	50-89-5 Y
3D model (JSmol)	Interactive image
ChEMBL	ChEMBL52609 N
ChemSpider	5585 N
DrugBank	DB04485 N
ECHA InfoCard	100.000.065
IUPHAR/BPS	4718
MeSH	Deoxythymidine
PubChem CID	1134
UNII	VC2W18DGKR N
CompTox Dashboard (EPA)	DTXSID5023661
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 N Key: IQFYYKKMVGJFEH-XLPZGREQSA-N N InChI=1/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 Key: IQFYYKKMVGJFEH-XLPZGREQBQ
SMILES Cc1cn(c(=O)[nH]c1=O)[C@H]2C[C@@H]([C@H](O2)CO)O
Properties
Chemical formula	C10H14N2O5
Molar mass	242.231 g·mol−1
Melting point	185 °C
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). N verify (what is YN ?) Infobox references

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.^[1] Thymidine occurs almost exclusively in DNA but it also occurs in the T-loop of tRNA.