1.02011-09-21 01:31:33 UTC2015-07-21 06:59:16 UTCFDB027894N1-(alpha-D-Ribosyl)-5,6-dimethyl-benzimidazoleN1-(alpha-D-ribosyl)-5,6-dimethyl-benzimidazole is an intermediate in riboflavin metabolism. It is converted from N1-(5-Phospho-alpha-D-ribosyl)-5,6-dimethylbenzimidazole via dephosphorylation by the enzyme phosphohistidine phosphatase 1 (EC 3.1.3.-). Humans do not have all the enzymes needed to synthesize or metabolize riboflavin. However, gut microflora do have the necessary enzymatic machinery to produce and metabolize this vitamin. Riboflavin (or vitamin B2) is an easily absorbed micronutrient with a key role in maintaining health in humans and animals. It is the central component of the cofactors FAD and FMN, and is therefore required by all flavoproteins. Riboflavin is yellow or yellow-orange in color and in addition to being used as a food coloring it is also used to fortify some foods including baby foods, breakfast cereals, pastas, sauces, processed cheese, fruit drinks, vitamin-enriched milk products, some energy drinks, and vitamin supplements. [HMDB](2S,5R)-2-(5,6 dimethylbenzimidazol-1-yl)-5 (hydroxymethyl)oxolane-3,4-diola-Ribazolealpha-RibazoleN1-(alpha-D-ribosyl)-5,6-dimethylbenzimidazoleN1-(alpha-delta-ribosyl)-5,6-dimethylbenzimidazoleC14H18N2O4278.3037278.126657074(2S,5R)-2-(5,6-dimethyl-1H-1,3-benzodiazol-1-yl)-5-(hydroxymethyl)oxolane-3,4-diol(2S,5R)-2-(5,6-dimethyl-1,3-benzodiazol-1-yl)-5-(hydroxymethyl)oxolane-3,4-diolCC1=CC2=C(C=C1C)N(C=N2)[C@H]1O[C@H](CO)C(O)C1OInChI=1S/C14H18N2O4/c1-7-3-9-10(4-8(7)2)16(6-15-9)14-13(19)12(18)11(5-17)20-14/h3-4,6,11-14,17-19H,5H2,1-2H3/t11-,12?,13?,14+/m1/s1HLRUKOJSWOKCPP-RYSNWHEDSA-N belongs to the class of organic compounds known as benzimidazole ribonucleosides and ribonucleotides. These are nucleosides with a structure that consists of an imidazole moiety of benzimidazole is N-linked to a ribose (or deoxyribose). Nucleotides have a phosphate group linked to the C5 carbon of the ribose (or deoxyribose) moiety.Benzimidazole ribonucleosides and ribonucleotidesOrganic compoundsNucleosides, nucleotides, and analoguesBenzimidazole ribonucleosides and ribonucleotidesAromatic heteropolycyclic compoundsAzacyclic compoundsBenzenoidsBenzimidazolesGlycosylaminesHeteroaromatic compoundsHydrocarbon derivativesN-substituted imidazolesOrganonitrogen compoundsOrganopnictogen compoundsOxacyclic compoundsPentosesPrimary alcoholsSecondary alcoholsTetrahydrofurans1-ribofuranosylbenzimidazoleAlcoholAromatic heteropolycyclic compoundAzacycleAzoleBenzenoidBenzimidazoleGlycosyl compoundHeteroaromatic compoundHydrocarbon derivativeImidazoleMonosaccharideN-glycosyl compoundN-substituted imidazoleOrganic nitrogen compoundOrganic oxygen compoundOrganoheterocyclic compoundOrganonitrogen compoundOrganooxygen compoundOrganopnictogen compoundOxacyclePentose monosaccharidePrimary alcoholSecondary alcoholTetrahydrofuranSolidlogp0.35logs-1.84solubility4.03e+00 g/llogp0.73pka_strongest_acidic12.46pka_strongest_basic6iupac(2S,5R)-2-(5,6-dimethyl-1H-1,3-benzodiazol-1-yl)-5-(hydroxymethyl)oxolane-3,4-diolaverage_mass278.3037mono_mass278.126657074smilesCC1=CC2=C(C=C1C)N(C=N2)[C@H]1O[C@H](CO)C(O)C1OformulaC14H18N2O4inchiInChI=1S/C14H18N2O4/c1-7-3-9-10(4-8(7)2)16(6-15-9)14-13(19)12(18)11(5-17)20-14/h3-4,6,11-14,17-19H,5H2,1-2H3/t11-,12?,13?,14+/m1/s1inchikeyHLRUKOJSWOKCPP-RYSNWHEDSA-Npolar_surface_area87.74refractivity71.65polarizability29.38rotatable_bond_count2acceptor_count5donor_count3physiological_charge0formal_charge0Specdb::CMs24233Specdb::CMs39549Specdb::CMs131416Specdb::CMs139150Specdb::NmrOneD92712Specdb::NmrOneD92713Specdb::NmrOneD92714Specdb::NmrOneD92715Specdb::NmrOneD92716Specdb::NmrOneD92717Specdb::NmrOneD92718Specdb::NmrOneD92719Specdb::NmrOneD92720Specdb::NmrOneD92721Specdb::NmrOneD92722Specdb::NmrOneD92723Specdb::NmrOneD92724Specdb::NmrOneD92725Specdb::NmrOneD92726Specdb::NmrOneD92727Specdb::NmrOneD92728Specdb::NmrOneD92729Specdb::NmrOneD92730Specdb::NmrOneD92731Specdb::MsMs25490Specdb::MsMs25491Specdb::MsMs25492Specdb::MsMs32048Specdb::MsMs32049Specdb::MsMs32050Specdb::MsMs2795597Specdb::MsMs2795598Specdb::MsMs2795599Specdb::MsMs2886938Specdb::MsMs2886939Specdb::MsMs2886940HMDB1111210329AnatidaeType 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 scrofa982314 kDa phosphohistidine phosphataseQ9NRX4PHPT1