1.02011-09-21 01:37:42 UTC2015-07-21 06:59:22 UTCFDB028309QueuosineQueuosine is a modified nucleoside that is present in certain tRNAs in bacteria and eukaryotes. 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. Synthesis of queuosine begins with GTP. In bacteria, two 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 and PreQ1-II riboswitches.
from wikipedia [HMDB](7-(((4,5-cis-dihydroxy-2-cyclopenten-1-yl)amino)methyl)-7-deazaguanosine)(imidazol-4-yl)acetaldehydeC17H23N5O7409.3938409.1597481152-amino-7-[(3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-5-({[(1S,4S,5R)-4,5-dihydroxycyclopent-2-en-1-yl]amino}methyl)-1H,4H,7H-pyrrolo[2,3-d]pyrimidin-4-one2-amino-7-[(3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-5-({[(1S,4S,5R)-4,5-dihydroxycyclopent-2-en-1-yl]amino}methyl)-1H-pyrrolo[2,3-d]pyrimidin-4-one57072-36-3NC1=NC(=O)C2=C(N1)N(C=C2CN[C@H]1C=C[C@H](O)[C@@H]1O)C1O[C@H](CO)[C@@H](O)[C@H]1OInChI=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/s1QQXQGKSPIMGUIZ-FSIZVHFJSA-N belongs to the class of organic compounds known as pyrrolopyrimidine nucleosides and nucleotides. These are nucleoside derivatives containing a ribose derivative which is n-glycosylated to a pyrrolopyrimidine. Also called deazapurine nucleosides, they are analogs of purine nucleosides with the N atom of the purine being replaced by a C atom at position 7.Pyrrolopyrimidine nucleosides and nucleotidesOrganic compoundsNucleosides, nucleotides, and analoguesPyrrolopyrimidine nucleosides and nucleotidesAromatic heteropolycyclic compoundsAminopyrimidines and derivativesAralkylaminesAzacyclic compoundsDialkylaminesGlycosylaminesHeteroaromatic compoundsHydrocarbon derivativesOrganic oxidesOrganopnictogen compoundsOxacyclic compoundsPentosesPrimary alcoholsPrimary aminesPyrimidonesPyrrolo[2,3-d]pyrimidinesSecondary alcoholsSubstituted pyrrolesTetrahydrofuransVinylogous amidesAlcoholAmineAminopyrimidineAralkylamineAromatic heteropolycyclic compoundAzacycleGlycosyl compoundHeteroaromatic compoundHydrocarbon derivativeMonosaccharideN-glycosyl compoundOrganic nitrogen compoundOrganic oxideOrganic oxygen compoundOrganoheterocyclic compoundOrganonitrogen compoundOrganooxygen compoundOrganopnictogen compoundOxacyclePentose monosaccharidePrimary alcoholPrimary aminePyrimidinePyrimidonePyrrolePyrrolo[2,3-d]pyrimidinePyrrolopyrimidinePyrrolopyrimidine ribonucleosideSecondary alcoholSecondary aliphatic amineSecondary amineSubstituted pyrroleTetrahydrofuranVinylogous amideSolidlogp-1.85logs-1.71solubility7.96e+00 g/llogp-2.8pka_strongest_acidic9.06pka_strongest_basic7.21iupac2-amino-7-[(3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-5-({[(1S,4S,5R)-4,5-dihydroxycyclopent-2-en-1-yl]amino}methyl)-1H,4H,7H-pyrrolo[2,3-d]pyrimidin-4-oneaverage_mass409.3938mono_mass409.159748115smilesNC1=NC(=O)C2=C(N1)N(C=C2CN[C@H]1C=C[C@H](O)[C@@H]1O)C1O[C@H](CO)[C@@H](O)[C@H]1OformulaC17H23N5O7inchiInChI=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/s1inchikeyQQXQGKSPIMGUIZ-FSIZVHFJSA-Npolar_surface_area194.82refractivity99.56polarizability40.65rotatable_bond_count5acceptor_count11donor_count8physiological_charge1formal_charge0Specdb::CMs26405Specdb::CMs39715Specdb::CMs132150Specdb::CMs139884Specdb::NmrOneD93312Specdb::NmrOneD93313Specdb::NmrOneD93314Specdb::NmrOneD93315Specdb::NmrOneD93316Specdb::NmrOneD93317Specdb::NmrOneD93318Specdb::NmrOneD93319Specdb::NmrOneD93320Specdb::NmrOneD93321Specdb::NmrOneD93322Specdb::NmrOneD93323Specdb::NmrOneD93324Specdb::NmrOneD93325Specdb::NmrOneD93326Specdb::NmrOneD93327Specdb::NmrOneD93328Specdb::NmrOneD93329Specdb::NmrOneD93330Specdb::NmrOneD93331Specdb::MsMs324535Specdb::MsMs324536Specdb::MsMs324537Specdb::MsMs372967Specdb::MsMs372968Specdb::MsMs372969Specdb::MsMs2463159Specdb::MsMs2463160Specdb::MsMs2463161Specdb::MsMs2499710Specdb::MsMs2499711Specdb::MsMs2499712HMDB11596AnatidaeType 1specificAnatidae8830BeefaloType 1specificBos taurus X Bison bison297284BisonType 1specificBison bison9901BuffaloType 1specificBubalus bubalis89462Cattle (Beef, Veal)Type 1specificBos taurus9913ChickenType 1specificGallus gallus9031Columbidae (Dove, Pigeon)Type 1specificColumbidae8930DeerType 1specificCervidae9850Domestic goatType 1specificCapra aegagrus hircus9925Domestic pigType 1specificSus scrofa domestica9825ElkType 1specificCervus canadensis1574408EmuType 1specificDromaius novaehollandiae8790European rabbitType 1specificOryctolagus9984Greylag gooseType 1specificAnser anser8843Guinea henType 1specificNumida meleagris8996HorseType 1specificEquus caballus9796Mallard duckType 1specificAnas platyrhynchos8839Mountain hareType 1specificLepus timidus62621Mule deerType 1specificOdocoileus9871OstrichType 1specificStruthio camelus8801PheasantType 1specificPhasianus colchicus9054QuailType 1specificPhasianidae9005RabbitType 1specificLeporidae9979Rock ptarmiganType 1specificLagopus muta64668Sheep (Mutton, Lamb)Type 1specificOvis aries9940SquabType 1specificColumba8931TurkeyType 1specificMeleagris gallopavo9103Velvet duckType 1specificMelanitta fusca371864Wild boarType 1specificSus scrofa9823