THM

THYMIDINE

Created: 1999-07-08
Last modified:  2024-12-02

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Chemical Details

Formal Charge0
Atom Count31
Chiral Atom Count3
Bond Count32
Aromatic Bond Count0
2D diagram of THM
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Chemical Component Summary

NameTHYMIDINE
SynonymsDEOXYTHYMIDINE; 2'-DEOXYTHYMIDINE
Systematic Name (OpenEye OEToolkits)1-[(2R,4S,5R)-4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]-5-methyl-pyrimidine-2,4-dione
FormulaC10 H14 N2 O5
Molecular Weight242.229
TypeDNA OH 5 PRIME TERMINUS

Chemical Descriptors

TypeProgram Version Descriptor
SMILESACDLabs10.04O=C1NC(=O)N(C=C1C)C2OC(C(O)C2)CO
SMILESCACTVS3.341CC1=CN([CH]2C[CH](O)[CH](CO)O2)C(=O)NC1=O
SMILESOpenEye OEToolkits1.5.0CC1=CN(C(=O)NC1=O)C2CC(C(O2)CO)O
Canonical SMILESCACTVS3.341 CC1=CN([C@H]2C[C@H](O)[C@@H](CO)O2)C(=O)NC1=O
Canonical SMILESOpenEye OEToolkits1.5.0 CC1=CN(C(=O)NC1=O)[C@H]2C[C@@H]([C@H](O2)CO)O
InChIInChI1.03 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
InChIKeyInChI1.03 IQFYYKKMVGJFEH-XLPZGREQSA-N

Drug Info: DrugBank

DrugBank IDDB04485 
NameThymidine
Groups
  • experimental
  • investigational
DescriptionThymidine is a pyrimidine deoxynucleoside. Thymidine 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 S phase.
Synonyms
  • Thymine deoxyriboside
  • Thymidine
  • Thymine 2'-deoxyriboside
  • 2'-deoxythymidine
  • 2'-deoxy-5-methyluridine
Categories
  • Deoxyribonucleosides
  • Nucleic Acids, Nucleotides, and Nucleosides
  • Nucleosides
  • Pyrimidine Nucleosides
  • Pyrimidines
CAS number50-89-5

Drug Targets

NameTarget SequencePharmacological ActionActions
Thymidylate kinaseMLIAIEGVDGAGKRTLVEKLSGAFRAAGRSVATLAFPRYGQSVAADIAAE...unknownsubstrate
Uridine phosphorylaseMSKSDVFHLGLTKNDLQGATLAIVPGDPDRVEKIAALMDKPVKLASHREF...unknown
Thymidine kinaseMAACVPPGEAPRSASGTPTRRQVTIVRIYLDGVYGIGKSTTGRVMASAAS...unknownsubstrate
Thymidine kinase 2, mitochondrialMLLWPLRGWAARALRCFGPGSRGSPASGPGPRRVQRRAWPPDKEQEKEKK...unknownsubstrate
Nucleoside-specific channel-forming protein tsxMKKTLLAAGAVLALSSSFTVNAAENDKPQYLSDWWHQSVNVVGSYHTRFG...unknown
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Drug Info/Drug Targets: DrugBank 3.0: a comprehensive resource for 'omics' research on drugs. Knox C, Law V, Jewison T, Liu P, Ly S, Frolkis A, Pon A, Banco K, Mak C, Neveu V, Djoumbou Y, Eisner R, Guo AC, Wishart DS. Nucleic Acids Res. 2011 Jan; 39 (Database issue):D1035-41. | PMID:21059682

Related Resource References

Resource NameReference
Pharos CHEMBL52609
PubChem 5789
ChEMBL CHEMBL52609
ChEBI CHEBI:17748
CCDC/CSD THYDIN04, THYDIN06, THYDIN02, THYDIN03, THYDIN05, THYDIN01, THYDIN, THYDIN10, THYDIN09, THYDIN08, THYDIN07
COD 2104143, 2022066