2.0 2012-10-10 12:17:30 -0600 2015-06-03 17:25:58 -0600 ECMDB23121 M2MDB003511 L-3,4-Dihydroxybutan-2-one 4-phosphate L-3,4-Dihydroxybutan-2-one 4-phosphate is an intermediate involved in riboflavin metabolism. It is a substrate for the enzyme 6,7-dimethyl-8-ribityllumazine synthase which atalyzes the formation of 6,7-dimethyl-8-ribityllumazine by condensation of 5-amino-6-(D-ribitylamino)uracil with 3,4-dihydroxy-2-butanone 4-phosphate. This is the penultimate step in the biosynthesis of riboflavin. (2S)-2-hydroxy-3-oxobutyl dihydrogen phosphate (2S)-2-Hydroxy-3-oxobutyl dihydrogen phosphoric acid (3S)-3-hydroxy-4-(phosphonooxy)butan-2-one (S)-3-hydroxy-4-(phosphonooxy)-2-butanone 1-deoxy-L-glycero-tetrulose 4-phosphate 1-Deoxy-L-glycero-tetrulose 4-phosphoric acid 2-Butanone, 3-hydroxy-4-(phosphonooxy)-, (S)- 3,4-Dhbp 3,4-Dihydroxy-2-butanone-4-phosphate 3,4-Dihydroxy-2-butanone-4-phosphoric acid L-3,4-dihydroxybutan-2-one 4-phosphate L-3,4-Dihydroxybutan-2-one 4-phosphoric acid C4H9O6P 184.0844 184.013674532 [(2S)-2-hydroxy-3-oxobutoxy]phosphonic acid (2S)-2-hydroxy-3-oxobutoxyphosphonic acid CC(=O)[C@@H](O)COP(O)(O)=O InChI=1S/C4H9O6P/c1-3(5)4(6)2-10-11(7,8)9/h4,6H,2H2,1H3,(H2,7,8,9)/t4-/m0/s1 OKYHYXLCTGGOLM-BYPYZUCNSA-N logp -1.62 ALOGPS logs -0.87 ALOGPS solubility 2.49e+01 g/l ALOGPS logp -1.3 ChemAxon pka_strongest_acidic 1.39 ChemAxon pka_strongest_basic -3.8 ChemAxon iupac [(2S)-2-hydroxy-3-oxobutoxy]phosphonic acid ChemAxon average_mass 184.0844 ChemAxon mono_mass 184.013674532 ChemAxon smiles CC(=O)[C@@H](O)COP(O)(O)=O ChemAxon formula C4H9O6P ChemAxon inchi InChI=1S/C4H9O6P/c1-3(5)4(6)2-10-11(7,8)9/h4,6H,2H2,1H3,(H2,7,8,9)/t4-/m0/s1 ChemAxon inchikey OKYHYXLCTGGOLM-BYPYZUCNSA-N ChemAxon polar_surface_area 104.06 ChemAxon refractivity 34.81 ChemAxon polarizability 14.38 ChemAxon rotatable_bond_count 4 ChemAxon acceptor_count 5 ChemAxon donor_count 3 ChemAxon physiological_charge -2 ChemAxon formal_charge 0 ChemAxon Specdb::CMs 2839 Specdb::MsMs 24689 Specdb::MsMs 24690 Specdb::MsMs 24691 Specdb::MsMs 31247 Specdb::MsMs 31248 Specdb::MsMs 31249 C15556 50608 6,7-dimethyl-8-ribityllumazine synthase P61714 RISB_ECOLI ribH http://ecmdb.ca/proteins/P61714.xml L-3,4-Dihydroxybutan-2-one 4-phosphate + 5-amino-6-ribitylamino-2,4(1h,3h)-pyrimidinedione > 6,7-dimethyl-8-(D-ribityl)lumazine +2 Water + Inorganic phosphate