2.02012-07-30 14:55:41 -06002015-09-13 12:56:15 -0600ECMDB21389M2MDB001784RibothymidineRibothymidine is a pyrimidine nucleoside that is also known as 5-methyluridine. (Wikipedia) It is a methylated version of uridine, one of the building blocks of RNA. It also differs from thymidine, one of the building blocks of DNA, by having an extra hydroxyl (OH group) on its ribose ring. (inferred from compound structure)1-(2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl-5-methylpyrimidine-2,4-dione1-(b-D-Ribofuranosyl)thymine1-(beta-D-ribofuranosyl)thymine1-(β-D-Ribofuranosyl)thymine1-b-D-Ribofuranosylthymine1-b-delta-Ribofuranosylthymine1-b-δ-Ribofuranosylthymine1-beta-delta-Ribofuranosylthymine1-β-δ-Ribofuranosylthymine5-Methyl-1-b-D-ribofuranosyl-2,4(1H,3H)-pyrimidinedione5-Methyl-1-b-delta-ribofuranosyl-2,4(1H,3H)-pyrimidinedione5-Methyl-1-b-δ-ribofuranosyl-2,4(1H,3H)-pyrimidinedione5-methyl-1-beta-D-ribofuranosyl-2,4(1H,3H)-Pyrimidinedione5-methyl-1-beta-delta-ribofuranosyl-2,4(1H,3H)-Pyrimidinedione5-Methyl-1-β-D-ribofuranosyl-2,4(1H,3H)-pyrimidinedione5-Methyl-1-β-δ-ribofuranosyl-2,4(1H,3H)-pyrimidinedione5-methyl-Uridine5-Methyluridineb-D-RibofuranosideB-D-Ribofuranoside thymine-1b-delta-Ribofuranosideb-delta-Ribofuranoside thymine-1b-δ-Ribofuranosideb-δ-Ribofuranoside thymine-1Beta-D-RibofuranosideBeta-delta-RibofuranosideBeta-delta-Ribofuranoside thymine-1RibosylthymidineRibosylthymineTThymine ribofuranosideThymine ribonucleosideThymine ribosideThymine-1 b-D-ribofuranosylthymineThymine-1 b-delta-ribofuranosylthymineThymine-1 b-δ-ribofuranosylthymineThymine-1 beta-D-RibofuranosylthymineThymine-1 beta-delta-RibofuranosylthymineThymine-1 β-D-ribofuranosylthymineThymine-1 β-δ-ribofuranosylthymineβ-D-Ribofuranosideβ-δ-Ribofuranosideβ-δ-Ribofuranoside thymine-1C10H14N2O6258.228258.085186191-[(2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-5-methyl-1,2,3,4-tetrahydropyrimidine-2,4-dionethymidin1463-10-1CC1=CN([C@@H]2O[C@H](CO)[C@@H](O)[C@H]2O)C(=O)NC1=OInChI=1S/C10H14N2O6/c1-4-2-12(10(17)11-8(4)16)9-7(15)6(14)5(3-13)18-9/h2,5-7,9,13-15H,3H2,1H3,(H,11,16,17)/t5-,6-,7-,9-/m1/s1DWRXFEITVBNRMK-JXOAFFINSA-NSolidlogp-1.71logs-0.28solubility1.35e+02 g/lmelting_point183-187 oClogp-2pka_strongest_acidic9.95pka_strongest_basic-3iupac1-[(2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-5-methyl-1,2,3,4-tetrahydropyrimidine-2,4-dioneaverage_mass258.228mono_mass258.08518619smilesCC1=CN([C@@H]2O[C@H](CO)[C@@H](O)[C@H]2O)C(=O)NC1=OformulaC10H14N2O6inchiInChI=1S/C10H14N2O6/c1-4-2-12(10(17)11-8(4)16)9-7(15)6(14)5(3-13)18-9/h2,5-7,9,13-15H,3H2,1H3,(H,11,16,17)/t5-,6-,7-,9-/m1/s1inchikeyDWRXFEITVBNRMK-JXOAFFINSA-Npolar_surface_area119.33refractivity56.92polarizability24.1rotatable_bond_count2acceptor_count6donor_count4physiological_charge0formal_charge0Specdb::CMs14227Specdb::CMs37824Specdb::CMs158263Specdb::CMs1080936Specdb::CMs1080938Specdb::CMs1080940Specdb::CMs1080943Specdb::CMs1080944Specdb::CMs1080946Specdb::CMs1080948Specdb::CMs1080950Specdb::CMs1080952Specdb::CMs1080954Specdb::CMs1080956Specdb::CMs1080958Specdb::CMs1080959Specdb::CMs1080961Specdb::CMs1080963Specdb::CMs1080965Specdb::CMs1080967Specdb::CMs1080969Specdb::CMs1080970Specdb::CMs1080972Specdb::CMs1080974Specdb::CMs1080976Specdb::NmrOneD1583Specdb::NmrOneD145690Specdb::NmrOneD145691Specdb::NmrOneD145692Specdb::NmrOneD145693Specdb::NmrOneD145694Specdb::NmrOneD145695Specdb::NmrOneD145696Specdb::NmrOneD145697Specdb::NmrOneD145698Specdb::NmrOneD145699Specdb::NmrOneD145700Specdb::NmrOneD145701Specdb::NmrOneD145702Specdb::NmrOneD145703Specdb::NmrOneD145704Specdb::NmrOneD145705Specdb::NmrOneD145706Specdb::NmrOneD145707Specdb::NmrOneD145708Specdb::NmrOneD145709Specdb::MsMs1247Specdb::MsMs1248Specdb::MsMs1249Specdb::MsMs297373Specdb::MsMs297374Specdb::MsMs297375Specdb::MsMs338884Specdb::MsMs338885Specdb::MsMs338886Specdb::MsMs2227324Specdb::MsMs2227413Specdb::MsMs2229715Specdb::MsMs2229746Specdb::MsMs2234355Specdb::MsMs2236483Specdb::MsMs2236909Specdb::MsMs2238561Specdb::MsMs2239002Specdb::MsMs2240680Specdb::MsMs2242767Specdb::MsMs2243055Specdb::MsMs2343683Specdb::MsMs2343684Specdb::MsMs2343685Specdb::MsMs2595238Specdb::NmrTwoD1525HMDB00884445408393058308215-MethyluridineAvraham Y, Grossowicz N, Yashphe J: Purification and characterization of uridine and thymidine phosphorylase from Lactobacillus casei. 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Biochem Biophys Res Commun. 1998 Oct 20;251(2):416-22.9792789Weisbart RH, Garrett RA, Liebling MR, Barnett EV, Paulus HE, Katz DH: Specificity of anti-nucleoside antibodies in systemic lupus erythematosus. Clin Immunol Immunopathol. 1983 Jun;27(3):403-11.6603316Morris GS, Simmonds HA, Davies PM: Use of biological fluids for the rapid diagnosis of potentially lethal inherited disorders of human purine and pyrimidine metabolism. Biomed Chromatogr. 1986 Jun;1(3):109-18.3506820Cho SH, Jung BH, Lee SH, Lee WY, Kong G, Chung BC: Direct determination of nucleosides in the urine of patients with breast cancer using column-switching liquid chromatography-tandem mass spectrometry. Biomed Chromatogr. 2006 Nov;20(11):1229-36.16799933Yang TH, Hu ML: Intracellular levels of S-adenosylhomocysteine but not homocysteine are highly correlated to the expression of nm23-H1 and the level of 5-methyldeoxycytidine in human hepatoma cells with different invasion activities. Nutr Cancer. 2006;55(2):224-31.17044778Liu Z, Liu S, Xie Z, Blum W, Perrotti D, Paschka P, Klisovic R, Byrd J, Chan KK, Marcucci G: Characterization of in vitro and in vivo hypomethylating effects of decitabine in acute myeloid leukemia by a rapid, specific and sensitive LC-MS/MS method. Nucleic Acids Res. 2007;35(5):e31. Epub 2007 Jan 30.17264127http://hmdb.ca/system/metabolites/msds/000/000/798/original/HMDB00884.pdf?1358461320Nucleoside permease nupCP0AFF2NUPC_ECOLInupChttp://ecmdb.ca/proteins/P0AFF2.xmlNucleoside permease nupGP0AFF4NUPG_ECOLInupGhttp://ecmdb.ca/proteins/P0AFF4.xmlNucleoside permease nupXP33021NUPX_ECOLInupXhttp://ecmdb.ca/proteins/P33021.xml