Structure via PubChem · Public domain (PubChem)
4-thiouridine
Sign in to saveAlso known as 1-beta-D-ribofuranosyl-4-thiouracil, thiouridine, s4u
4-Thiouridine is an atypical nucleoside formed with the 4-thiouracil base found in transfer RNA (tRNA). Its biosynthesis has been determined.
Chemical data
- Formula
- C9H12N2O5S
- Molecular weight
- 260.27 g/mol
- IUPAC name
- 1-[(2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-4-sulfanylidenepyrimidin-2-one
- SMILES
- C1=CN(C(=O)NC1=S)[C@H]2[C@@H]([C@@H]([C@H](O2)CO)O)O
- InChIKey
- ZLOIGESWDJYCTF-XVFCMESISA-N
- XLogP
- -1.4
- Polar surface area
- 134 Ų
- H-bond donors
- 4
- H-bond acceptors
- 6
- Formal charge
- 0
via PubChem
Research
981 papersvia PubMed
Wikidata facts
- Mass
- 260.047
Show 4 more facts
- subject has role
- antimetabolite
- chemical formula
- C₉H₁₂N₂O₅S
- isomeric SMILES
- C1=CN(C(=O)NC1=S)[C@H]2[C@@H]([C@@H]([C@H](O2)CO)O)O
- canonical SMILES
- C1=CN(C(=O)NC1=S)C2C(C(C(O2)CO)O)O
Sources (2)
via Wikidata · CC0
~1 min read
Encyclopedic overview
1 sectionsContents
- References
4-Thiouridine is an atypical nucleoside formed with the 4-thiouracil base found in transfer RNA (tRNA). Its biosynthesis has been determined.
The IUPAC reserved the single-letter nucleobase code "S" for thiouridine in 1970, but the convention does not appear very common. "S" was repurposed to mean "C or G" in 1984.
Excerpted from Wikipedia’s “4-thiouridine” article, available under the CC BY-SA 4.0 licence.