Record Information
Version1.0
Creation date2011-09-21 00:04:16 UTC
Update date2020-09-17 15:38:09 UTC
Primary IDFDB021870
Secondary Accession NumbersNot Available
Chemical Information
FooDB NameDeoxyuridine
DescriptionDeoxyuridine, also known as dU, 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. Deoxyuridine is an extremely weak basic (essentially neutral) compound (based on its pKa). Deoxyuridine exists in all living organisms, ranging from bacteria to humans. Within humans, deoxyuridine participates in a number of enzymatic reactions. In particular, deoxyuridine can be biosynthesized from deoxycytidine through its interaction with the enzyme cytidine deaminase. In addition, deoxyuridine can be converted into uracil and deoxyribose 1-phosphate through its interaction with the enzyme thymidine phosphorylase. In humans, deoxyuridine is involved in the metabolic disorder called ump synthase deficiency (orotic aciduria). Outside of the human body, Deoxyuridine is found, on average, in the highest concentration within beers. Deoxyuridine has also been detected, but not quantified in, several different foods, such as cornmints, globe artichokes, lotus, conchs, and lambsquarters. This could make deoxyuridine a potential biomarker for the consumption of these foods. Deoxyuridine is a potentially toxic compound. A pyrimidine 2'-deoxyribonucleoside having uracil as the nucleobase.
CAS Number951-78-0
Structure
Thumb
Synonyms
SynonymSource
1-(2-deoxy-beta-D-erythro-pentofuranosyl)-2,4(1H,3H)-Pyrimidinedionehmdb
1-(2-deoxy-beta-D-ribofuranosyl)-2,4(1H,3H)-Pyrimidinedionehmdb
1-(2-deoxy-beta-delta-erythro-pentofuranosyl)-2,4(1H,3H)-Pyrimidinedionehmdb
1-(2-deoxy-beta-delta-ribofuranosyl)-2,4(1H,3H)-Pyrimidinedionehmdb
1-(2-Deoxy-D-erythro-pentofuranosyl)uracilhmdb
1-(2-Deoxy-delta-erythro-pentofuranosyl)uracilhmdb
2-DeoxyuridineChEBI
2'-Deoxyuridinehmdb
2'-Desoxyuridinehmdb
Deoxyribose uracilhmdb
Desoxyuridinehmdb
Uracil deoxyribosidehmdb
Uracil desoxyuridinehmdb
Predicted PropertiesNot Available
Chemical FormulaC9H12N2O5
IUPAC name
InChI IdentifierInChI=1S/C9H12N2O5/c12-4-6-5(13)3-8(16-6)11-2-1-7(14)10-9(11)15/h1-2,5-6,8,12-13H,3-4H2,(H,10,14,15)/t5-,6+,8+/m0/s1
InChI KeyMXHRCPNRJAMMIM-SHYZEUOFSA-N
Isomeric SMILESOC[C@H]1O[C@H](C[C@@H]1O)N1C=CC(=O)NC1=O
Average Molecular Weight228.202
Monoisotopic Molecular Weight228.074621504
Classification
ClassificationNot classified
Ontology
Disposition

Route of exposure:

Source:

Biological location:

Role

Industrial application:

Physico-Chemical Properties - Experimental
Physico-Chemical Properties - Experimental
PropertyValueReference
Physical stateSolid
Physical DescriptionNot Available
Mass CompositionNot Available
Melting PointNot Available
Boiling PointNot Available
Experimental Water SolubilityNot Available
Experimental logPNot Available
Experimental pKaNot Available
Isoelectric pointNot Available
ChargeNot Available
Optical RotationNot Available
Spectroscopic UV DataNot Available
DensityNot Available
Refractive IndexNot Available
Spectra
Spectra
EI-MS/GC-MSNot Available
MS/MSNot Available
NMRNot Available
ChemSpider ID13118
ChEMBL IDCHEMBL353955
KEGG Compound IDC00526
Pubchem Compound ID13712
Pubchem Substance IDNot Available
ChEBI ID16450
Phenol-Explorer IDNot Available
DrugBank IDNot Available
HMDB IDHMDB00012
CRC / DFC (Dictionary of Food Compounds) IDNot Available
EAFUS IDNot Available
Dr. Duke IDNot Available
BIGG ID35251
KNApSAcK IDNot Available
HET IDDUR
Food Biomarker OntologyNot Available
VMH IDNot Available
Flavornet IDNot Available
GoodScent IDNot Available
SuperScent IDNot Available
Wikipedia IDDeoxyuridine
Phenol-Explorer Metabolite IDNot Available
Duplicate IDSNot Available
Old DFC IDSNot Available
Associated Foods
FoodContent Range AverageReference
FoodReference
Biological Effects and Interactions
Health Effects / BioactivitiesNot Available
Enzymes
NameGene NameUniProt ID
Purine nucleoside phosphorylasePNPP00491
AIDAIDQ546Y9
Thymidine phosphorylaseTYMPP19971
Uridine-cytidine kinase-like 1UCKL1Q9NWZ5
Thymidine kinase, cytosolicTK1P04183
Thymidine kinase 2, mitochondrialTK2O00142
Pathways
NameSMPDB LinkKEGG Link
Pyrimidine MetabolismSMP00046 map00240
MetabolismNot Available
BiosynthesisNot Available
Organoleptic Properties
FlavoursNot Available
Files
MSDSshow
References
Synthesis ReferenceNot Available
General ReferenceNot Available
Content Reference