2.0 2012-05-31 14:37:24 -0600 2015-06-03 17:19:42 -0600 ECMDB20288 M2MDB001127 D-Biotin D-sulfoxide D-biotin d-sulfoxide is a member of the chemical class known as Biotin and Derivatives. These are organic compounds containing a ureido (tetrahydroimidizalone) ring fused with a tetrahydrothiophene ring. Biotin sulfoxide is the substance that is formed when biotin is exposed to ultraviolet light in the presence of oxygen. (WikiPedia) 1H-thieno(3,4-D)Imidazole-4-pentanoate, hexahydro-2-oxo-, 5-oxide, (3as,4S,5S,6ar)- 1H-thieno(3,4-D)Imidazole-4-pentanoate, hexahydro-2-oxo-, 5-oxide, (3as-(3aα,4β,5α,6aα))- 1H-thieno(3,4-d)imidazole-4-pentanoic acid, hexahydro-2-oxo-, 5-oxide, (3aS,4S,5S,6aR)- 1H-thieno(3,4-d)imidazole-4-pentanoic acid, hexahydro-2-oxo-, 5-oxide, (3aS-(3aα,4β,5α,6aα))- Biotin sulfoxide Biotin sulphoxide D-Biotin D-sulphoxide D-Biotin-D-sulfoxide D-Biotin-D-sulphoxide Hexahydro-2-oxo-5-oxide(3aS,4S,5S,6aR)-1H-Thieno(3,4-D)imidazole-4-pentanoate Hexahydro-2-oxo-5-oxide(3aS,4S,5S,6aR)-1H-Thieno(3,4-D)imidazole-4-pentanoic acid hexahydro-2-oxo-5-Oxide(3as-(3aalpha,4b,5a,6aalpha))-1H-thieno(3,4-D)imidazole-4-pentanoate hexahydro-2-oxo-5-Oxide(3as-(3aalpha,4b,5a,6aalpha))-1H-thieno(3,4-D)imidazole-4-pentanoic acid Hexahydro-2-oxo-5-oxide(3aS-(3aalpha,4beta,5alpha,6aalpha))-1H-Thieno(3,4-D)imidazole-4-pentanoate Hexahydro-2-oxo-5-oxide(3aS-(3aalpha,4beta,5alpha,6aalpha))-1H-Thieno(3,4-D)imidazole-4-pentanoic acid hexahydro-2-oxo-5-Oxide(3as-(3aalpha,4β,5α,6aalpha))-1H-thieno(3,4-D)imidazole-4-pentanoate hexahydro-2-oxo-5-Oxide(3as-(3aalpha,4β,5α,6aalpha))-1H-thieno(3,4-D)imidazole-4-pentanoic acid C10H16N2O4S 260.31 260.0830777 5-[(3aR,6S,6aS)-2-hydroxy-5-oxo-1H,3aH,4H,6H,6aH-5λ⁴-thieno[3,4-d]imidazol-6-yl]pentanoic acid 5-[(3aS,4S,6aR)-2-hydroxy-5-oxo-3H,3aH,4H,6H,6aH-5λ⁴-thieno[3,4-d]imidazol-4-yl]pentanoic acid 10406-89-0 [H][C@]12CS(=O)[C@@]([H])(CCCCC(O)=O)[C@@]1([H])NC(O)=N2 InChI=1S/C10H16N2O4S/c13-8(14)4-2-1-3-7-9-6(5-17(7)16)11-10(15)12-9/h6-7,9H,1-5H2,(H,13,14)(H2,11,12,15)/t6-,7-,9-,17?/m0/s1 KCSKCIQYNAOBNQ-YBSFLMRUSA-N Cytosol logp -0.94 ALOGPS logs -1.61 ALOGPS solubility 6.41e+00 g/l ALOGPS logp -2 ChemAxon pka_strongest_acidic 3.58 ChemAxon pka_strongest_basic 6.07 ChemAxon iupac 5-[(3aR,6S,6aS)-2-hydroxy-5-oxo-1H,3aH,4H,6H,6aH-5λ⁴-thieno[3,4-d]imidazol-6-yl]pentanoic acid ChemAxon average_mass 260.31 ChemAxon mono_mass 260.0830777 ChemAxon smiles [H][C@]12CS(=O)[C@@]([H])(CCCCC(O)=O)[C@@]1([H])NC(O)=N2 ChemAxon formula C10H16N2O4S ChemAxon inchi InChI=1S/C10H16N2O4S/c13-8(14)4-2-1-3-7-9-6(5-17(7)16)11-10(15)12-9/h6-7,9H,1-5H2,(H,13,14)(H2,11,12,15)/t6-,7-,9-,17?/m0/s1 ChemAxon inchikey KCSKCIQYNAOBNQ-YBSFLMRUSA-N ChemAxon polar_surface_area 98.99 ChemAxon refractivity 62.11 ChemAxon polarizability 25.41 ChemAxon rotatable_bond_count 5 ChemAxon acceptor_count 6 ChemAxon donor_count 3 ChemAxon physiological_charge -1 ChemAxon formal_charge 0 ChemAxon Specdb::CMs 1088262 Specdb::EiMs 5348 Specdb::NmrOneD 338108 Specdb::NmrOneD 338109 Specdb::NmrOneD 338110 Specdb::NmrOneD 338111 Specdb::NmrOneD 338112 Specdb::NmrOneD 338113 Specdb::NmrOneD 338114 Specdb::NmrOneD 338115 Specdb::NmrOneD 338116 Specdb::NmrOneD 338117 Specdb::NmrOneD 338118 Specdb::NmrOneD 338119 Specdb::NmrOneD 338120 Specdb::NmrOneD 338121 Specdb::NmrOneD 338122 Specdb::NmrOneD 338123 Specdb::NmrOneD 338124 Specdb::NmrOneD 338125 Specdb::NmrOneD 338126 Specdb::NmrOneD 338127 Specdb::MsMs 28919 Specdb::MsMs 28920 Specdb::MsMs 28921 Specdb::MsMs 35477 Specdb::MsMs 35478 Specdb::MsMs 35479 83833 75652 CPD-722 Keseler, I. M., Collado-Vides, J., Santos-Zavaleta, A., Peralta-Gil, M., Gama-Castro, S., Muniz-Rascado, L., Bonavides-Martinez, C., Paley, S., Krummenacker, M., Altman, T., Kaipa, P., Spaulding, A., Pacheco, J., Latendresse, M., Fulcher, C., Sarker, M., Shearer, A. G., Mackie, A., Paulsen, I., Gunsalus, R. P., Karp, P. D. (2011). "EcoCyc: a comprehensive database of Escherichia coli biology." Nucleic Acids Res 39:D583-D590. 21097882 van der Werf, M. J., Overkamp, K. M., Muilwijk, B., Coulier, L., Hankemeier, T. (2007). "Microbial metabolomics: toward a platform with full metabolome coverage." Anal Biochem 370:17-25. 17765195 Winder, C. L., Dunn, W. B., Schuler, S., Broadhurst, D., Jarvis, R., Stephens, G. M., Goodacre, R. (2008). "Global metabolic profiling of Escherichia coli cultures: an evaluation of methods for quenching and extraction of intracellular metabolites." Anal Chem 80:2939-2948. 18331064 Biotin sulfoxide reductase P20099 BISC_ECOLI bisC http://ecmdb.ca/proteins/P20099.xml D-Biotin D-sulfoxide + Hydrogen ion + NADH > Biotin + Water + NAD D-Biotin D-sulfoxide + Hydrogen ion + NADPH > Biotin + Water + NADP