1.0 2011-09-21 01:31:33 UTC 2015-07-21 06:59:16 UTC FDB027894 N1-(alpha-D-Ribosyl)-5,6-dimethyl-benzimidazole N1-(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-diol a-Ribazole alpha-Ribazole N1-(alpha-D-ribosyl)-5,6-dimethylbenzimidazole N1-(alpha-delta-ribosyl)-5,6-dimethylbenzimidazole C14H18N2O4 278.3037 278.126657074 (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-diol CC1=CC2=C(C=C1C)N(C=N2)[C@H]1O[C@H](CO)C(O)C1O InChI=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/s1 HLRUKOJSWOKCPP-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 ribonucleotides Organic compounds Nucleosides, nucleotides, and analogues Benzimidazole ribonucleosides and ribonucleotides Aromatic heteropolycyclic compounds Azacyclic compounds Benzenoids Benzimidazoles Glycosylamines Heteroaromatic compounds Hydrocarbon derivatives N-substituted imidazoles Organonitrogen compounds Organopnictogen compounds Oxacyclic compounds Pentoses Primary alcohols Secondary alcohols Tetrahydrofurans 1-ribofuranosylbenzimidazole Alcohol Aromatic heteropolycyclic compound Azacycle Azole Benzenoid Benzimidazole Glycosyl compound Heteroaromatic compound Hydrocarbon derivative Imidazole Monosaccharide N-glycosyl compound N-substituted imidazole Organic nitrogen compound Organic oxygen compound Organoheterocyclic compound Organonitrogen compound Organooxygen compound Organopnictogen compound Oxacycle Pentose monosaccharide Primary alcohol Secondary alcohol Tetrahydrofuran Solid logp 0.35 ALOGPS logs -1.84 ALOGPS solubility 4.03e+00 g/l ALOGPS logp 0.73 ChemAxon pka_strongest_acidic 12.46 ChemAxon pka_strongest_basic 6 ChemAxon iupac (2S,5R)-2-(5,6-dimethyl-1H-1,3-benzodiazol-1-yl)-5-(hydroxymethyl)oxolane-3,4-diol ChemAxon average_mass 278.3037 ChemAxon mono_mass 278.126657074 ChemAxon smiles CC1=CC2=C(C=C1C)N(C=N2)[C@H]1O[C@H](CO)C(O)C1O ChemAxon formula C14H18N2O4 ChemAxon inchi InChI=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/s1 ChemAxon inchikey HLRUKOJSWOKCPP-RYSNWHEDSA-N ChemAxon polar_surface_area 87.74 ChemAxon refractivity 71.65 ChemAxon polarizability 29.38 ChemAxon rotatable_bond_count 2 ChemAxon acceptor_count 5 ChemAxon donor_count 3 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon Specdb::CMs 24233 Specdb::CMs 39549 Specdb::CMs 131416 Specdb::CMs 139150 Specdb::MsMs 25490 Specdb::MsMs 25491 Specdb::MsMs 25492 Specdb::MsMs 32048 Specdb::MsMs 32049 Specdb::MsMs 32050 Specdb::MsMs 2795597 Specdb::MsMs 2795598 Specdb::MsMs 2795599 Specdb::MsMs 2886938 Specdb::MsMs 2886939 Specdb::MsMs 2886940 Specdb::NmrOneD 92712 Specdb::NmrOneD 92713 Specdb::NmrOneD 92714 Specdb::NmrOneD 92715 Specdb::NmrOneD 92716 Specdb::NmrOneD 92717 Specdb::NmrOneD 92718 Specdb::NmrOneD 92719 Specdb::NmrOneD 92720 Specdb::NmrOneD 92721 Specdb::NmrOneD 92722 Specdb::NmrOneD 92723 Specdb::NmrOneD 92724 Specdb::NmrOneD 92725 Specdb::NmrOneD 92726 Specdb::NmrOneD 92727 Specdb::NmrOneD 92728 Specdb::NmrOneD 92729 Specdb::NmrOneD 92730 Specdb::NmrOneD 92731 HMDB11112 10329 Anatidae Type 1 specific Anatidae 8830 Beefalo Type 1 specific Bos taurus X Bison bison 297284 Bison Type 1 specific Bison bison 9901 Buffalo Type 1 specific Bubalus bubalis 89462 Cattle (Beef, Veal) Type 1 specific Bos taurus 9913 Chicken Type 1 specific Gallus gallus 9031 Columbidae (Dove, Pigeon) Type 1 specific Columbidae 8930 Deer Type 1 specific Cervidae 9850 Domestic goat Type 1 specific Capra aegagrus hircus 9925 Domestic pig Type 1 specific Sus scrofa domestica 9825 Elk Type 1 specific Cervus canadensis 1574408 Emu Type 1 specific Dromaius novaehollandiae 8790 European rabbit Type 1 specific Oryctolagus 9984 Greylag goose Type 1 specific Anser anser 8843 Guinea hen Type 1 specific Numida meleagris 8996 Horse Type 1 specific Equus caballus 9796 Mallard duck Type 1 specific Anas platyrhynchos 8839 Mountain hare Type 1 specific Lepus timidus 62621 Mule deer Type 1 specific Odocoileus 9871 Ostrich Type 1 specific Struthio camelus 8801 Pheasant Type 1 specific Phasianus colchicus 9054 Quail Type 1 specific Phasianidae 9005 Rabbit Type 1 specific Leporidae 9979 Rock ptarmigan Type 1 specific Lagopus muta 64668 Sheep (Mutton, Lamb) Type 1 specific Ovis aries 9940 Squab Type 1 specific Columba 8931 Turkey Type 1 specific Meleagris gallopavo 9103 Velvet duck Type 1 specific Melanitta fusca 371864 Wild boar Type 1 specific Sus scrofa 9823 14 kDa phosphohistidine phosphatase Q9NRX4 PHPT1