CHEBI:60193 - queuosine

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ChEBI Name queuosine
ChEBI ID CHEBI:60193
Definition A 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.
Stars This entity has been manually annotated by the ChEBI Team.
Submitter Jane Lomax
Supplier Information
Download Molfile XML SDF
Formula C17H23N5O7
Net Charge 0
Average Mass 409.39380
Monoisotopic Mass 409.160
InChI InChI=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
InChIKey QQXQGKSPIMGUIZ-AEZJAUAXSA-N
SMILES Nc1nc2n(cc(CN[C@H]3C=C[C@H](O)[C@@H]3O)c2c(=O)[nH]1)[C@@H]1O[C@H](CO)[C@@H](O)[C@H]1O
ChEBI Ontology
Outgoing queuosine (CHEBI:60193) is a 7-deazaguanine ribonucleoside (CHEBI:50660)
Incoming O-5''-β-D-galactosylqueuosine (CHEBI:64309) has functional parent queuosine (CHEBI:60193)
O-5''-β-D-mannosylqueuosine (CHEBI:64306) 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 Sources
Nucleoside Q ChemIDplus
q ChEBI
Q (nucleoside) ChemIDplus
Manual Xref Database
HMDB0011596 HMDB
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Registry Number Type Source
57072-36-3 CAS Registry Number ChemIDplus
Citations Waiting for Citations Types Sources
19285444 PubMed citation Europe PMC
19414587 PubMed citation Europe PMC
19925456 PubMed citation Europe PMC
20333371 PubMed citation Europe PMC
21487017 PubMed citation Europe PMC
388227 PubMed citation Europe PMC
Last Modified
28 March 2012