1.0 2010-04-08 22:11:26 UTC 2019-11-26 03:10:40 UTC FDB014724 Pseudouridine C Isolated from seeds of Cicer arietinum (chickpea) Pseudouridine is the C-glycoside isomer of the nucleoside uridine, and it is the most prevalent of the over one hundred different modified nucleosides found in RNA. Pseudouridine is found in all species and in all classes of RNA except mRNA. It is formed by enzymes called pseudouridine synthases, which post-transcriptionally isomerize specific uridine residues in RNA . .psi.-uridine (1S)-1,4-Anhydro-1-(2,4-dioxo-1,2,3,4-tetrahydropyrimidin-5-yl)-D-ribitol &beta;-d-pseudouridine &beta;-pseudouridine 2,4(1H,3H)-Pyrimidinedione, 5-&beta;-D-ribofuranosyl- 2,4(1H,3H)-Pyrimidinedione, 5-beta-D-ribofuranosyl 2,4(1H,3H)-Pyrimidinedione, 5-beta-D-ribofuranosyl- 5-(b-D-Ribofuranosyl)uracil 5-(b-delta-Ribofuranosyl)uracil 5-(beta-D-ribofuranosyl)pyrimidine-2,4(1H,3H)-dione 5-(beta-D-Ribofuranosyl)uracil 5-(β-D-ribofuranosyl)uracil 5-b-D-Ribofuranosyl-2,4(1H,3H)-pyrimidinedione, 9CI 5-b-D-ribofuranosyl-Uracil 5-b-D-Ribofuranosyluracil, 8CI 5-beta-delta-ribofuranosyl-Uracil 5-Ribosyluracil B-d-pseudouridine B-pseudouridine Beta-d-pseudouridine Beta-delta-pseudouridine Beta-pseudouridine Pseudouridine Psi-uridine Uracil, 5-&beta;-D-ribofuranosyl- Uracil, 5-beta-D-ribofuranosyl- (6CI,7CI,8CI) y-Uridine β-pseudouridine C9H12N2O6 244.2014 244.069536126 5-[3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]pyrimidine-2,4-diol 5-[3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]pyrimidine-2,4-diol 1445-07-4 OCC1OC(C(O)C1O)C1=CNC(=O)NC1=O InChI=1S/C9H12N2O6/c12-2-4-5(13)6(14)7(17-4)3-1-10-9(16)11-8(3)15/h1,4-7,12-14H,2H2,(H2,10,11,15,16) PTJWIQPHWPFNBW-UHFFFAOYSA-N belongs to the class of organic compounds known as nucleoside and nucleotide analogues. These are analogues of nucleosides and nucleotides. These include phosphonated nucleosides, C-glycosylated nucleoside bases, analogues where the sugar unit is a pyranose, and carbocyclic nucleosides, among others. Nucleoside and nucleotide analogues Organic compounds Nucleosides, nucleotides, and analogues Nucleoside and nucleotide analogues Aromatic heteromonocyclic compounds Azacyclic compounds C-glycosyl compounds Dialkyl ethers Heteroaromatic compounds Hydrocarbon derivatives Hydropyrimidines Lactams Organic oxides Organonitrogen compounds Organopnictogen compounds Oxacyclic compounds Pentoses Primary alcohols Pyrimidones Secondary alcohols Tetrahydrofurans Ureas Vinylogous amides Alcohol Aromatic heteromonocyclic compound Azacycle C-glycosyl compound Dialkyl ether Ether Glycosyl compound Heteroaromatic compound Hydrocarbon derivative Hydropyrimidine Lactam Monosaccharide Organic nitrogen compound Organic oxide Organic oxygen compound Organoheterocyclic compound Organonitrogen compound Organooxygen compound Organopnictogen compound Oxacycle Pentose monosaccharide Primary alcohol Pyrimidine Pyrimidone Secondary alcohol Tetrahydrofuran Urea Vinylogous amide a small molecule Solid logp -1.74 ALOGPS logs -0.74 ALOGPS solubility 4.44e+01 g/l ALOGPS melting_point Mp 222-223° logp -1.4 ChemAxon pka_strongest_acidic 11.54 ChemAxon pka_strongest_basic -1.4 ChemAxon iupac 5-[3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]pyrimidine-2,4-diol ChemAxon average_mass 244.2014 ChemAxon mono_mass 244.069536126 ChemAxon smiles OCC1OC(C(O)C1O)C1=CNC(=O)NC1=O ChemAxon formula C9H12N2O6 ChemAxon inchi InChI=1S/C9H12N2O6/c12-2-4-5(13)6(14)7(17-4)3-1-10-9(16)11-8(3)15/h1,4-7,12-14H,2H2,(H2,10,11,15,16) ChemAxon inchikey PTJWIQPHWPFNBW-UHFFFAOYSA-N ChemAxon polar_surface_area 136.16 ChemAxon refractivity 54.1 ChemAxon polarizability 21.9 ChemAxon rotatable_bond_count 2 ChemAxon acceptor_count 8 ChemAxon donor_count 5 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon Specdb::MsMs 20810 Specdb::MsMs 20811 Specdb::MsMs 20812 Specdb::MsMs 22361 Specdb::MsMs 22362 Specdb::MsMs 22363 HMDB00767 17802 #<Reference:0x000055ce32d56578> #<Reference:0x000055ce32d563c0> #<Reference:0x000055ce32d56208> #<Reference:0x000055ce32d56050> #<Reference:0x000055ce32d55e70> #<Reference:0x000055ce32d55c18> #<Reference:0x000055ce32d55998> Chickpea Type 1 specific Cicer arietinum 3827 Common bean Type 1 specific Phaseolus vulgaris 3885 Green bean Type 1 specific Phaseolus vulgaris 3885 Pulses Unknown generic Yellow wax bean Type 1 specific Phaseolus vulgaris 3885 H/ACA ribonucleoprotein complex subunit 4 O60832 DKC1 Probable tRNA pseudouridine synthase 1 Q8WWH5 TRUB1 Probable tRNA pseudouridine synthase 2 O95900 TRUB2 Pseudouridylate synthase 7 homolog Q96PZ0 PUS7 Pseudouridylate synthase 7 homolog-like protein Q9H0K6 PUS7L Putative tRNA pseudouridine synthase Pus10 Q3MIT2 PUS10 RNA pseudouridylate synthase domain-containing protein 1 Q9UJJ7 RPUSD1 RNA pseudouridylate synthase domain-containing protein 2 Q8IZ73 RPUSD2 RNA pseudouridylate synthase domain-containing protein 3 Q6P087 RPUSD3 RNA pseudouridylate synthase domain-containing protein 4 Q96CM3 RPUSD4 tRNA pseudouridine synthase 3 Q9BZE2 PUS3 tRNA pseudouridine synthase A, mitochondrial Q9Y606 PUS1 tRNA pseudouridine synthase-like 1 Q8N0Z8 PUSL1