2.0 2012-05-31 14:00:10 -0600 2015-09-13 12:56:13 -0600 ECMDB03701 M2MDB000521 Dimethylbenzimidazole Dimethylbenzimidazole is an intermediate in Riboflavin metabolism. 5,6-Dimethyl-1H-Benzimidazole 5,6-Dimethylbenzimidazole Dimedazole Dimesol Dimethylbenzimidazole Dimezol (VAN) DimezolDimedazol DMB C9H10N2 146.1891 146.08439833 5,6-dimethyl-1H-1,3-benzodiazole 5,6-dimethylbenzimidazole 582-60-5 CC1=CC2=C(C=C1C)N=CN2 InChI=1S/C9H10N2/c1-6-3-8-9(4-7(6)2)11-5-10-8/h3-5H,1-2H3,(H,10,11) LJUQGASMPRMWIW-UHFFFAOYSA-N Solid Cytosol Membrane logp 1.88 ALOGPS logs -1.85 ALOGPS solubility 2.08e+00 g/l ALOGPS melting_point 205.5 oC logp 2.29 ChemAxon pka_strongest_acidic 12.73 ChemAxon pka_strongest_basic 6.43 ChemAxon iupac 5,6-dimethyl-1H-1,3-benzodiazole ChemAxon average_mass 146.1891 ChemAxon mono_mass 146.08439833 ChemAxon smiles CC1=CC2=C(C=C1C)N=CN2 ChemAxon formula C9H10N2 ChemAxon inchi InChI=1S/C9H10N2/c1-6-3-8-9(4-7(6)2)11-5-10-8/h3-5H,1-2H3,(H,10,11) ChemAxon inchikey LJUQGASMPRMWIW-UHFFFAOYSA-N ChemAxon polar_surface_area 28.68 ChemAxon refractivity 45.05 ChemAxon polarizability 16.47 ChemAxon rotatable_bond_count 0 ChemAxon acceptor_count 1 ChemAxon donor_count 1 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon Porphyrin and chlorophyll metabolism ec00860 Riboflavin metabolism ec00740 Metabolic pathways eco01100 adenosylcobalamin salvage from cobinamide Cobinamide is incorporated from the extracellular space through a transport system into the cytosol. Once inside the cytosol, cobinamide interacts with ATP through a cobinamide adenosyl transferase resulting in the release of a triphosphate and an adenosylcobinamide. The latter compound is then phosphorylated through an ATP-dependent cobinamide kinase resulting in the release of ADP, a hydrogen ion and adenosyl-cobinamide phosphate. This last compound then interacts with GTP and a hydrogen ion through a cobinamide-P guanylyltransferase resulting in the release of a pyrophosphate and an adenosylcobinamide-GDP. A dimethylbenzimidazole interacts with a nicotinate D-ribonucleotide through a nicotinate-nucleotide dimethylbenzumidazole phosphoribosyltransferase resulting in the release of a nicotinate, a hydrogen ion and an alpha-ribazole 5' phosphate. The adenosylcobinamide-GDP and the alpha-ribazole 5' phosphate interact together through a cobalamin 5' phosphate synthase resulting in the release of a hydrogen ion, a GMP and Adenosylcobalamin 5'-phosphate. The latter compound then interacts with a water molecule through an adenosylcbalamin 5' phosphate phosphatase resulting in the release of a phosphate and a coenzyme B12. Likewise a cobalamin molecule can interact with ATP through a cobalamin adenosyltransferase resulting in the release of a triphosphate and a coenzyme B12 PW001884 Metabolic adenosylcobalamin salvage from cobinamide I COBALSYN-PWY-1 Specdb::CMs 1403 Specdb::CMs 1495 Specdb::CMs 12877 Specdb::CMs 31478 Specdb::CMs 31479 Specdb::CMs 31814 Specdb::CMs 31815 Specdb::CMs 135873 Specdb::CMs 143607 Specdb::NmrOneD 28602 Specdb::NmrOneD 28603 Specdb::NmrOneD 28604 Specdb::NmrOneD 28605 Specdb::NmrOneD 28606 Specdb::NmrOneD 28607 Specdb::NmrOneD 28608 Specdb::NmrOneD 28609 Specdb::NmrOneD 28610 Specdb::NmrOneD 28611 Specdb::NmrOneD 28612 Specdb::NmrOneD 28613 Specdb::NmrOneD 28614 Specdb::NmrOneD 28615 Specdb::NmrOneD 28616 Specdb::NmrOneD 28617 Specdb::NmrOneD 28618 Specdb::NmrOneD 28619 Specdb::NmrOneD 28620 Specdb::NmrOneD 28621 Specdb::MsMs 25598 Specdb::MsMs 25599 Specdb::MsMs 25600 Specdb::MsMs 32156 Specdb::MsMs 32157 Specdb::MsMs 32158 Specdb::MsMs 446048 Specdb::MsMs 446049 Specdb::MsMs 446050 Specdb::MsMs 446051 Specdb::MsMs 446052 Specdb::MsMs 1471158 Specdb::MsMs 1471181 Specdb::MsMs 2236206 Specdb::MsMs 2237158 Specdb::MsMs 2238312 Specdb::MsMs 2239286 Specdb::MsMs 2240429 Specdb::MsMs 2241256 Specdb::MsMs 2242547 Specdb::MsMs 2243323 Specdb::MsMs 2244608 Specdb::MsMs 2245525 Specdb::MsMs 2254454 Specdb::MsMs 2395198 HMDB03701 675 655 C03114 15890 DIMETHYLBENZIMIDAZOLE DMD Keseler, I. 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Nature. 2009 Feb 12;457(7231):910-4. 19212411 http://hmdb.ca/system/metabolites/msds/000/003/282/original/HMDB03701.pdf?1358462358 Nicotinate-nucleotide--dimethylbenzimidazole phosphoribosyltransferase P36562 COBT_ECOLI cobT http://ecmdb.ca/proteins/P36562.xml Dimethylbenzimidazole + Nicotinamide ribotide <> N1-(5-Phospho-a-D-ribosyl)-5,6-dimethylbenzimidazole + Hydrogen ion + Nicotinic acid R04148 DMBPPRIBOSYLTRANS-RXN Nicotinamide ribotide + Dimethylbenzimidazole > Hydrogen ion + Nicotinic acid + N1-(5-Phospho-a-D-ribosyl)-5,6-dimethylbenzimidazole DMBPPRIBOSYLTRANS-RXN Nicotinamide ribotide + Dimethylbenzimidazole > Nicotinic acid + N1-(5-Phospho-a-D-ribosyl)-5,6-dimethylbenzimidazole Dimethylbenzimidazole + nicotinate beta-D-ribonucleotide + Nicotinamide ribotide > Hydrogen ion + Nicotinic acid + N1-(5-Phospho-a-D-ribosyl)-5,6-dimethylbenzimidazole PW_R005142