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CHEBI:60193 - queuosine

ChEBI IDCHEBI:60193
ChEBI Namequeuosine
Stars
DefinitionA nucleoside found in tRNA that has an additional cyclopentenyl ring added via an NH group to the methyl group of 7-methyl-7-deazaguanosine. The cyclopentenyl ring may carry other substituents.
Last Modified24 June 2025
SubmitterJane Lomax
DownloadsMolfile
FormulaC17H23N5O7
Net Charge0
Average Mass409.399
Monoisotopic Mass409.15975
SMILESNc1nc(=O)c2c(CN[C@H]3C=C[C@H](O)[C@@H]3O)cn([C@@H]3O[C@H](CO)[C@@H](O)[C@H]3O)c2n1
InChIInChI=1S/C17H23N5O7/c18-17-20-14-10(15(28)21-17)6(3-19-7-1-2-8(24)11(7)25)4-22(14)16-13(27)12(26)9(5-23)29-16/h1-2,4,7-9,11-13,16,19,23-27H,3,5H2,(H3,18,20,21,28)/t7-,8-,9+,11+,12+,13+,16+/m0/s1
InChIKeyQQXQGKSPIMGUIZ-AEZJAUAXSA-N
ChEBI Ontology
Outgoing Relation(s)
queuosine (CHEBI:60193) is a 7-deazaguanine ribonucleoside (CHEBI:50660)
Incoming Relation(s)
O-4''-α-D-mannosylqueuosine (CHEBI:64306) has functional parent queuosine (CHEBI:60193)
O-5''-β-D-galactosylqueuosine (CHEBI:64309) has functional parent queuosine (CHEBI:60193)
queuosine residue (CHEBI:64299) is substituent group from queuosine (CHEBI:60193)
IUPAC Name 
2-amino-5-({[(1S,4S,5R)-4,5-dihydroxycyclopent-2-en-1-yl]amino}methyl)-7-(β-D-ribofuranosyl)-1,7-dihydro-4H-pyrrolo[2,3-d]pyrimidin-4-one
Synonyms  Source
Q (nucleoside)ChemIDplus
Nucleoside QChemIDplus
qChEBI
UniProt Name  Source
queuosineUniProt
Manual XrefsDatabases
HMDB0011596HMDB
Registry NumbersSources
CAS:57072-36-3ChemIDplus
Citations