Record Information
Version1.0
Creation date2015-10-09 22:28:47 UTC
Update date2017-01-19 02:36:14 UTC
FoodComEx IDPC000138
FoodDB RecordFDB012757
Chemical Information
NameThymine 2-desoxyriboside
DescriptionIsolated from seedlings of Phaseolus vulgaris (kidney bean) Deoxythymidine is non-toxic and as part of one of the four nucleotides in DNA it is a naturally occurring compound that exists in all living organisms and DNA viruses. RNA has uridine (uracil joined to ribose) instead. Uracil is chemically very similar to thymine, the latter being 5-methyluracil. Since thymine nucleotides are precursors of DNA, not RNA, the prefix "deoxy" is often left out, i.e., deoxythymidine is often just called thymidine.; In its composition, deoxythymidine is a nucleoside composed of deoxyribose (a pentose sugar) joined to the pyrimidine base thymine.; Iododeoxyuridine is a radiosensitizer and increases the amount of DNA damage received from ionizing radiation.; Thymidine (more precisely called deoxythymidine; can also be labelled deoxyribosylthymine, and thymine deoxyriboside) is a chemical compound, more precisely 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 S phase.; 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 a chemical compound which is a pyrimidine nucleoside. Thymidine is the DNA base T, which pairs with adenosine in double stranded DNA. Thymine 2-desoxyriboside is found in pulses, yellow wax bean, and green bean.
CAS Number50-89-5
Structure
Thumb
Synonyms
SynonymSource
(3H)Thymidinebiospider
β-D-Ribofuranoside, thymine-1 2-deoxy-biospider
1-(2-Deoxy-b-D-erythro-pentofuranosyl)-5-methyl-2,4(1H,3H)-pyrimidinedioneHMDB
1-(2-Deoxy-b-D-erythro-pentofuranosyl)-5-methyl-2,4(1H,3H)-pyrimidinedione, 9CIdb_source
1-(2-Deoxy-b-D-erythro-pentofuranosyl)-5-methylpyrimidine-2,4(1H,3H)-dioneGenerator
1-(2-Deoxy-b-D-ribofuranosyl)-5-methyluracildb_source
1-(2-Deoxy-beta-D-erythro-pentofuranosyl)-5-methylpyrimidine-2,4(1H,3H)-dioneChEBI
1-(2-Deoxy-beta-D-ribofuranosyl)-5-methyluracilbiospider
1-(2-Deoxy-beta-D-ribofuranosyl)thyminebiospider
1-(2-Deoxy-beta-delta-erythro-pentofuranosyl)-5-methyl-2,4(1H,3H)-pyrimidinedioneHMDB
1-(2-Deoxy-beta-ribofuranosyl)-5-methyluracilbiospider
1-(2-Deoxy-β-D-erythro-pentofuranosyl)-5-methylpyrimidine-2,4(1H,3H)-dioneGenerator
1-[4-Hydroxy-5-(hydroxymethyl)oxolan-2-yl]-5-methyl-pyrimidine-2,4-dioneHMDB
2-deoxythymidinebiospider
2-Desoxy-thymidinebiospider
2'-deoxy-5-methyl-Uridinebiospider
2'-deoxy-5-methyluridinebiospider
2'-Deoxythymidinebiospider
2'-thymidinebiospider
5-Methyl-2'-deoxyuridinebiospider
5-Methyldeoxyuridinebiospider
5-Methyldeoxyurindinebiospider
beta-D-Ribofuranoside, thymine-1 2-deoxy-biospider
Deoxyribothymidinebiospider
Deoxythymidinbiospider
Deoxythymidinebiospider
Desoxy-thymidinbiospider
DTbiospider
DTHDbiospider
Dthydbiospider
NSC 21548db_source
THMbiospider
Thymidinbiospider
ThymidineChEBI
Thymidine (8CI,9CI)biospider
Thymidine-(H-3)biospider
Thymidine, 2'-deoxy-biospider
Thymidine, labeled with tritiumbiospider
Thymine 2-desoxyribosidedb_source
thymine 2'-deoxyribosidebiospider
Thymine deoxyribosidebiospider
thymine-1 2-deoxy-b-D-Ribofuranosidebiospider
thymine-1 2-deoxy-beta-delta-Ribofuranosidebiospider
Thymine-2-deoxyribosidebiospider
Thymine-2-desoxyribosidebiospider
Thyminedeoxyribosidebiospider
Thymosinedb_source
Tritiated thymidinebiospider
Uridine, 2'-deoxy-5-methyl-biospider
Chemical FormulaC10H14N2O5
IUPAC name4-hydroxy-1-[4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]-5-methyl-1,2-dihydropyrimidin-2-one
InChI IdentifierInChI=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)
InChI KeyIQFYYKKMVGJFEH-UHFFFAOYSA-N
Isomeric SMILESCC1=CN(C2CC(O)C(CO)O2)C(=O)N=C1O
Average Molecular Weight242.2286
Monoisotopic Molecular Weight242.090271568
Chemical Taxonomy
Description 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.
KingdomOrganic compounds
Super ClassNucleosides, nucleotides, and analogues
ClassPyrimidine nucleosides
Sub ClassPyrimidine 2'-deoxyribonucleosides
Direct ParentPyrimidine 2'-deoxyribonucleosides
Alternative Parents
Substituents
  • Pyrimidine 2'-deoxyribonucleoside
  • Pyrimidone
  • Hydropyrimidine
  • Pyrimidine
  • Heteroaromatic compound
  • Tetrahydrofuran
  • Vinylogous amide
  • Lactam
  • Secondary alcohol
  • Urea
  • Oxacycle
  • Azacycle
  • Organoheterocyclic compound
  • Hydrocarbon derivative
  • Organic oxide
  • Organopnictogen compound
  • Primary alcohol
  • Organooxygen compound
  • Organonitrogen compound
  • Organic oxygen compound
  • Alcohol
  • Organic nitrogen compound
  • Aromatic heteromonocyclic compound
Molecular FrameworkAromatic heteromonocyclic compounds
External Descriptors
Physico-Chemical Properties - Experimental
PropertyValueReference
Experimental logP-0.93SANGSTER (1993)
Experimental Water SolubilityNot Available
Melting PointMp 186-187°DFC
Foods of Origin
FoodContent Range AverageReference
FoodReference
Production Data
Production Methodcommercial
Production Method ReferenceNot Available
Production Method Reference FileNot Available
Quantity AvailableProduction upon request, up to 20 mg
Delivery TimeNot Available
Storage Formsolid
Storage Conditions-80°C
StabilityNot Available
PurityNot Available
Spectra
Spectral Data Upon RequestNot Available
Provider Information
Contact NameContact InstitutionContact Email
Rosa Vazquez Fresnovazquezf@ualberta.ca
Commercial Vendors
AKSci C514
AKSci J10255
AKSci J93106
Cayman Chemical 20519
Glentham GE6597
MetaSci HMDB0000273
Sigma-Aldrich HMDB0000273
Toronto Research Chemicals T412000