Compound: nucleoside Q
SMILES: O=c1nc([nH]c2c1c(cn2[C@@H]3O[C@H](CO)[C@H]([C@H]3O)O)CN[C@H]4C=C[C@@H]([C@@H]4O)O)N
InChIKey: QQXQGKSPIMGUIZ-AEZJAUAXSA-N
Synonyms: nucleoside Q, Queuosine, 57072-36-3, Q (nucleoside), CHEBI:60193, DTXSID50205684, Q Nucleoside, 2-amino-5-({[(1S,4S,5R)-4,5-dihydroxycyclopent-2-en-1-yl]amino}methyl)-7-(beta-D-ribofuranosyl)-1,7-dihydro-4H-pyrrolo[2,3-d]pyrimidin-4-one, 4H-Pyrrolo(2,3-d)pyrimidin-4-one, 2-amino-5-(((4,5-dihydroxy-2-cyclopenten-1-yl)amino)methyl)-1,7-dihydro-7-beta-D-ribofuranosyl-, (1S-(1alpha,4beta,5beta))-, Q Ribonucleoside, Q-Ribonucleoside, 2-amino-5-((((1S,4S,5R)-4,5-dihydroxycyclopent-2-en-1-yl)amino)methyl)-7-(beta-D-ribofuranosyl)-1,7-dihydro-4H-pyrrolo(2,3-d)pyrimidin-4-one, RefChem:166945, DTXCID80128175, 2-amino-5-[[[(1S,4S,5R)-4,5-dihydroxycyclopent-2-en-1-yl]amino]methyl]-7-[(2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-3H-pyrrolo[2,3-d]pyrimidin-4-one, C17H23N5O7, 2-amino-5-[[[(1S,4S,5R)-4,5-dihydroxycyclopent-2-en-1-yl]amino]methyl]-7-[(2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-1H-pyrrolo[2,3-d]pyrimidin-4-one, SCHEMBL15972263, SCHEMBL29353901, QQXQGKSPIMGUIZ-AEZJAUAXSA-N, AT39288, ND157876, Q425950, 7-(4,5-cis-Dihydroxy-1-cyclopenten-3-ylaminomethyl)-7-deazaguanosine, 2-Amino-5-({[(1S,4S,5R)-4,5-dihydroxycyclopent-2-en-1-yl]amino}methyl)-7-beta-D-ribofuranosyl-1,7-dihydro-4H-pyrrolo[2,3-d]pyrimidin-4-one, 2-amino-5-[[[(1S,4S,5R)-4,5-dihydroxycyclopent-2-en-1-yl]amino]methyl]-7-[(2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl]-1H-pyrrolo[2,3-d]pyrimidin-4-one
Theoretical properties:
molecular_formula: C17H23N5O7
molecular_weight: 409.4 g/mol
exact_mass: 409.15974809 g/mol
formal_charge: 0
hydrogen_bond_donor_count: 8
hydrogen_bond_acceptor_count: 9
rotatable_bond_count: 5
heavy_atom_count: 29
topological_polar_surface_area: 195 Å²
isotope_atom_count: 0
covalently_bonded_unit_count: 1
Physical properties:
Descriptions:
pubchem: Queuosine is 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.
chebi: 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.
wikipedia: Queuosine is a modified nucleoside that is present in certain tRNAs in bacteria and eukaryotes. It contains the nucleobase queuine. Originally identified in E. coli, queuosine was found to occupy the first anticodon position of tRNAs for histidine, aspartic acid, asparagine and tyrosine.  The first anticodon position pairs with the third "wobble" position in codons, and queuosine improves accuracy of translation compared to guanosine.  Synthesis of queuosine begins with GTP.  In bacteria, three structurally unrelated classes of riboswitch are known to regulate genes that are involved in the synthesis or transport of pre-queuosine1, a precursor to queuosine: PreQ1-I riboswitches, PreQ1-II riboswitches and PreQ1-III riboswitches.
Queuosine biosynthesis genes have also been found on phage genomes and may be involved in protection from genome degradation by the host.