CHEBI:16704 - uridine

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ChEBI Name uridine
ChEBI ID CHEBI:16704
Definition A ribonucleoside composed of a molecule of uracil attached to a ribofuranose moiety via a β‒N1-glycosidic bond.
Stars This entity has been manually annotated by the ChEBI Team.
Secondary ChEBI IDs CHEBI:46391, CHEBI:46460, CHEBI:46463, CHEBI:46386, CHEBI:9893, CHEBI:15296, CHEBI:27227
Supplier Information ChemicalBook:CB0330400, eMolecules:533118, Selleckchem:uridine, ZINC000002583633
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Uridine (symbol U or Urd) is a glycosylated pyrimidine analog containing uracil attached to a ribose ring (or more specifically, a ribofuranose) via a β-N1-glycosidic bond. The analog is one of the five standard nucleosides which make up nucleic acids, the others being adenosine, thymidine, cytidine and guanosine. The five nucleosides are commonly abbreviated to their symbols, U, A, dT, C, and G, respectively. However, thymidine is more commonly written as 'dT' ('d' represents 'deoxy') as it contains a 2'-deoxyribofuranose moiety rather than the ribofuranose ring found in uridine. This is because thymidine is found in deoxyribonucleic acid (DNA) and usually not in ribonucleic acid (RNA). Conversely, uridine is found in RNA and not DNA. The remaining three nucleosides may be found in both RNA and DNA. In RNA, they would be represented as A, C and G whereas in DNA they would be represented as dA, dC and dG.
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Formula C9H12N2O6
Net Charge 0
Average Mass 244.20146
Monoisotopic Mass 244.06954
InChI InChI=1S/C9H12N2O6/c12-3-4-6(14)7(15)8(17-4)11-2-1-5(13)10-9(11)16/h1-2,4,6-8,12,14-15H,3H2,(H,10,13,16)/t4-,6-,7-,8-/m1/s1
InChIKey DRTQHJPVMGBUCF-XVFCMESISA-N
SMILES OC[C@H]1O[C@H]([C@H](O)[C@@H]1O)n1ccc(=O)[nH]c1=O
Metabolite of Species Details
Mus musculus (NCBI:txid10090) Source: BioModels - MODEL1507180067 See: PubMed
Daphnia magna (NCBI:txid35525) See: Mixtures of similarly acting compounds in Daphnia magna: From gene to metabolite and beyondTine Vandenbrouck, Oliver A.H. Jones, Nathalie Dom, Julian L. Griffin, Wim De CoenEnvironment International 36 (2010) 254-268
Saccharomyces cerevisiae (NCBI:txid4932) Source: yeast.sf.net See: PubMed
Escherichia coli (NCBI:txid562) See: PubMed
Homo sapiens (NCBI:txid9606) See: DOI
Roles Classification
Biological Role(s): human metabolite
Any mammalian metabolite produced during a metabolic reaction in humans (Homo sapiens).
drug metabolite

fundamental metabolite
Any metabolite produced by all living cells.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing uridine (CHEBI:16704) has functional parent uracil (CHEBI:17568)
uridine (CHEBI:16704) has role drug metabolite (CHEBI:49103)
uridine (CHEBI:16704) has role fundamental metabolite (CHEBI:78675)
uridine (CHEBI:16704) has role human metabolite (CHEBI:77746)
uridine (CHEBI:16704) is a uridines (CHEBI:27242)
Incoming (5'S,6'R)-C-glycyluridine zwitterion (CHEBI:195553) has functional parent uridine (CHEBI:16704)
(5'S,6'S)-C-glycyluridine zwitterion (CHEBI:229461) has functional parent uridine (CHEBI:16704)
3'-(enolpyruvyl)uridine 5'-monophosphate (CHEBI:133864) has functional parent uridine (CHEBI:16704)
5'-O-(dihydroxyphosphanyl)-2'-O-{2-[2-(dimethylamino)ethoxy]ethyl}-5-methyluridine (CHEBI:39913) has functional parent uridine (CHEBI:16704)
5-aminomethyl-2-thiouridine (CHEBI:73768) has functional parent uridine (CHEBI:16704)
nikkomycin Z (CHEBI:623918) has functional parent uridine (CHEBI:16704)
uridine-5'-carboxamide (CHEBI:195554) has functional parent uridine (CHEBI:16704)
uridine residue (CHEBI:73747) is substituent group from uridine (CHEBI:16704)
IUPAC Name
uridine
Synonyms Sources
1-β-D-ribofuranosylpyrimidine-2,4(1H,3H)-dione ChEBI
1-β-D-ribofuranosyluracil HMDB
β-Uridine HMDB
u ChEBI
Urd CBN
Uridin ChemIDplus
Uridine KEGG COMPOUND
URIDINE PDBeChem
uridine UniProt
Manual Xrefs Databases
C00019674 KNApSAcK
C00299 KEGG COMPOUND
DB02745 DrugBank
ECMDB00296 ECMDB
HMDB0000296 HMDB
URI PDBeChem
Uridine Wikipedia
URIDINE MetaCyc
YMDB00127 YMDB
View more database links
Registry Numbers Types Sources
397474 Gmelin Registry Number Gmelin
58-96-8 CAS Registry Number ChemIDplus
754904 Reaxys Registry Number Reaxys
Citations Waiting for Citations
Last Modified
03 March 2017