Compound: thymidine
SMILES: O=c1n(cc(C)c([nH]1)=O)[C@@H]2O[C@H](CO)[C@H](C2)O
InChIKey: IQFYYKKMVGJFEH-XLPZGREQSA-N
Synonyms: thymidine, 50-89-5, 2'-Deoxythymidine, DThyd, Thymidin, Thymine-2-desoxyriboside, 5-Methyl-2'-deoxyuridine, Thyminedeoxyriboside, Deoxyribothymidine, Doxribtimine, dThd, 2'-thymidine, 1-[(2R,4S,5R)-4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]-5-methyl-1,2,3,4-tetrahydropyrimidine-2,4-dione, DTXSID5023661, thymine 2'-deoxyriboside, VC2W18DGKR, 1-[(2R,4S,5R)-4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]-5-methylpyrimidine-2,4-dione, 2'-deoxy-5-methyluridine, CHEBI:17748, NSC-21548, DTXCID703661, MT-1621 COMPONENT 2'-DEOXYTHYMIDINE, 1-(2-deoxy-beta-D-erythro-pentofuranosyl)-5-methylpyrimidine-2,4(1H,3H)-dione, 2' Deoxythymidine, 1-((2R,4S,5R)-4-hydroxy-5-(hydroxymethyl)oxolan-2-yl)-5-methylpyrimidine-2,4-dione, 1-((2R,4S,5R)-4-hydroxy-5-(hydroxymethyl)oxolan-2-yl)-5-methyl-1,2,3,4-tetrahydropyrimidine-2,4-dione, RefChem:189836, 200-070-4, deoxythymidine, 5-Methyldeoxyuridine, Beta-Thymidine, 5-Methyldeoxyurindine, Thymine-2-deoxyriboside, Uridine, 2'-deoxy-5-methyl-, Thymine deoxyriboside, MFCD00006537, 1-((2R,4S,5R)-4-Hydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl)-5-methylpyrimidine-2,4(1H,3H)-dione, dT, 157049-39-3, AI3-52267, beta-D-Ribofuranoside, thymine-1 2-deoxy-, 1-(2-Deoxy-beta-D-erythro-pentofuranosyl)-5-methyl-2,4(1H,3H)-pyrimidinedione, 2,4(1H,3H)-Pyrimidinedione, 1-(2-deoxy-beta-D-erythro-pentofuranosyl)-5-methyl-, Thymine 2-desoxyriboside, 146183-25-7, NCGC00142484-03, alpha-tritiated thymidine, THM, 1-(2-Deoxy-beta-D-ribofuranosyl)-5-methyluracil, 1-(2-Deoxy-beta-D-erythro-pentofuranosyl)-5-methylpyrimidine-2,4(1H,3H)-dione (Thymidine), 1-[(2R,4S,5R)-4-hydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl]-5-methyl-pyrimidine-2,4-dione, 1-[(4S,2R,5R)-4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]-5-methyl-1,3-dihydropyri midine-2,4-dione, 157049-40-6, CCRIS 1283, EINECS 200-070-4, UNII-VC2W18DGKR, NSC 21548, 2'deoxythymidine, deoxyribosylthymine, 4qsv, [3H]-Thymidine, Thymidinedeoxyriboside, Thymidine(2'-dT), Thymidine (Standard), 30819-56-8, beta-Methyldeoxyuridine, 1w2g, Thymidine, >=99%, BDBM1, THYMIDINE [MI], Thymidine (8CI,9CI), Doxribtimine (USAN/INN), DOXRIBTIMINE [INN], 2-dT, bmse000244, Epitope ID:138113, THYMIDINE [MART.], DOXRIBTIMINE [USAN], EC 200-070-4, THYMIDINE [WHO-DD], THYMIDINE [WHO-IP], 2'-deoxy-5-methyl-Uridine, SCHEMBL19894, 50-88-4, 2'-dT, CHEMBL52609, SCHEMBL655193, SCHEMBL932666, Thymidine,labeledwithcarbon-14, GTPL4718, orb1296048, SCHEMBL2722555, HY-N1150R, IMPURITY C [EP IMPURITY], MSK6808, MT1621 (dT), HY-N1150, STR05630, Thymidine, >=99.0% (HPLC), Tox21_111560, EBC-29026, HG1139, KYGEVVI COMPONENT DOXRIBTIMINE, s4803, SBB003204, Thymidine, Pyrimidine deoxynucleoside, AKOS015895360, STAVUDINE IMPURITY C [WHO-IP], thymine-1 2-deoxy-b-D-Ribofuranoside, AC-1475, CCG-266886, CS-W019644, DB04485, NT02592, 2'-DEOXY-3,4-DIHYDROTHYMIDINE, CAS-50-89-5, DEOXYTHYMIDINE; 2'-DEOXYTHYMIDINE, NCGC00142484-01, 1-(2-Deoxy-beta-D-ribofuranosyl)thymine, BP-58693, ST056941, SY005232, STAVUDINE IMPURITY C [EP IMPURITY], Thymidine, Vetec(TM) reagent grade, 99%, DB-030432, ZIDOVUDINE IMPURITY E [EP IMPURITY], NS00068173, thymine-1 2-deoxy-beta-delta-Ribofuranoside, 1-(2-Deoxy-beta-ribofuranosyl)-5-methyluracil, C00214, D12466, EN300-378408, F078885, Q422464, SR-01000883981, 1-(2-Deoxy-.beta.-D-ribofuranosyl)-5-methyluracil, Q-201829, SR-01000883981-1, Zidovudine EP Impurity E; Stavudine EP Impurity C, BRD-K28309349-001-02-4, Q27124084, D7E43A69-265B-4DAA-BC8F-193FB357140F, Thymidine, powder, BioReagent, suitable for cell culture, Z1741976665, 1-[4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]-5-methyl-pyrimidine-2,4-dione, 1-(2-Deoxy-b-D-erythro-pentofuranosyl)-5-methyl-2,4(1H,3H)-pyrimidinedione, 1-(2-Deoxy-beta-delta-erythro-pentofuranosyl)-5-methyl-2,4(1H,3H)-pyrimidinedione, 1-[(2R,4S,5R)-4-Hydroxy-5-(hydroxymethyl)oxolan-2-yl]-5-methyl-pyrimidine-2,4-dione, 1-(2-DEOXY-.BETA.-D-ERYTHRO-PENTOFURANOSYL)-5-METHYLPYRIMIDINE-2,4(1H,3H)-DIONE [WHO-IP], 1211376-53-2, dT; 5-Methyldeoxyuridine; 1-(2-deoxy-|A-D-erythro-pentofuranosyl)-5- methylpyrimidine-2,4(1H,3H)-dione (thymidine); 1-((2R,4S,5R)-4-hydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl)-5-methylpyrimidine-2,4(1H,3H)-dione
Theoretical properties:
molecular_formula: C10H14N2O5
molecular_weight: 242.23 g/mol
exact_mass: 242.09027155 g/mol
formal_charge: 0
hydrogen_bond_donor_count: 3
hydrogen_bond_acceptor_count: 5
rotatable_bond_count: 2
heavy_atom_count: 17
topological_polar_surface_area: 99.1 Å²
isotope_atom_count: 0
covalently_bonded_unit_count: 1
Physical properties:
melting_point: 187-189
solubility: 73.5 mg/mL
Descriptions:
pubchem: Thymidine is a pyrimidine 2'-deoxyribonucleoside having thymine as the nucleobase. It has a role as a metabolite, a mouse metabolite, an Escherichia coli metabolite and a human metabolite. It is functionally related to a thymine. It is an enantiomer of a telbivudine.
chebi: A pyrimidine 2'-deoxyribonucleoside having thymine as the nucleobase.
chembl: DOXRIBTIMINE is a small molecule listed in the ChEMBL database and has reached clinical trial phase 2.0.
wikipedia: Thymidine (symbol dT or dThd), also known as deoxythymidine 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.