CHEBI:20480 - 4-thiouridine

Main ChEBI Ontology Automatic Xrefs Reactions Pathways Models
ChEBI Name 4-thiouridine
ChEBI ID CHEBI:20480
Definition A thiouridine in which the oxygen replaced by sulfur is that at C-4.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
Download Molfile XML SDF
Formula C9H12N2O5S
Net Charge 0
Average Mass 260.26700
Monoisotopic Mass 260.04669
InChI InChI=1S/C9H12N2O5S/c12-3-4-6(13)7(14)8(16-4)11-2-1-5(17)10-9(11)15/h1-2,4,6-8,12-14H,3H2,(H,10,15,17)/t4-,6-,7-,8-/m1/s1
InChIKey ZLOIGESWDJYCTF-XVFCMESISA-N
SMILES OC[C@H]1O[C@H]([C@H](O)[C@@H]1O)n1ccc(=S)[nH]c1=O
Roles Classification
Biological Role(s): affinity label
An enzyme inhibitor, generally irreversible, that is similar in structure to a particular substrate for a specific enzyme.
antimetabolite
A substance which is structurally similar to a metabolite but which competes with it or replaces it, and so prevents or reduces its normal utilization.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing 4-thiouridine (CHEBI:20480) has role affinity label (CHEBI:60788)
4-thiouridine (CHEBI:20480) has role antimetabolite (CHEBI:35221)
4-thiouridine (CHEBI:20480) is a nucleoside analogue (CHEBI:60783)
4-thiouridine (CHEBI:20480) is a thiouridine (CHEBI:26978)
IUPAC Name
1-(β-D-ribofuranosyl)-4-thioxo-3,4-dihydropyrimidin-2(1H)-one
Synonyms Sources
1-β-D-ribofuranosyl-4-thiouracil ChEBI
4-thiouridine UniProt
s4u ChEBI
thiouridine ChemIDplus
Registry Numbers Types Sources
13957-31-8 CAS Registry Number ChemIDplus
28750 Reaxys Registry Number Reaxys
Last Modified
03 April 2020
General Comment
2010-12-08 A photoactivable uridine analogue that is used as an affinity label.