2.02012-05-31 14:37:24 -06002015-06-03 17:19:42 -0600ECMDB20288M2MDB001127D-Biotin D-sulfoxideD-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 sulfoxideBiotin sulphoxideD-Biotin D-sulphoxideD-Biotin-D-sulfoxideD-Biotin-D-sulphoxideHexahydro-2-oxo-5-oxide(3aS,4S,5S,6aR)-1H-Thieno(3,4-D)imidazole-4-pentanoateHexahydro-2-oxo-5-oxide(3aS,4S,5S,6aR)-1H-Thieno(3,4-D)imidazole-4-pentanoic acidhexahydro-2-oxo-5-Oxide(3as-(3aalpha,4b,5a,6aalpha))-1H-thieno(3,4-D)imidazole-4-pentanoatehexahydro-2-oxo-5-Oxide(3as-(3aalpha,4b,5a,6aalpha))-1H-thieno(3,4-D)imidazole-4-pentanoic acidHexahydro-2-oxo-5-oxide(3aS-(3aalpha,4beta,5alpha,6aalpha))-1H-Thieno(3,4-D)imidazole-4-pentanoateHexahydro-2-oxo-5-oxide(3aS-(3aalpha,4beta,5alpha,6aalpha))-1H-Thieno(3,4-D)imidazole-4-pentanoic acidhexahydro-2-oxo-5-Oxide(3as-(3aalpha,4β,5α,6aalpha))-1H-thieno(3,4-D)imidazole-4-pentanoatehexahydro-2-oxo-5-Oxide(3as-(3aalpha,4β,5α,6aalpha))-1H-thieno(3,4-D)imidazole-4-pentanoic acidC10H16N2O4S260.31260.08307775-[(3aR,6S,6aS)-2-hydroxy-5-oxo-1H,3aH,4H,6H,6aH-5λ⁴-thieno[3,4-d]imidazol-6-yl]pentanoic acid5-[(3aS,4S,6aR)-2-hydroxy-5-oxo-3H,3aH,4H,6H,6aH-5λ⁴-thieno[3,4-d]imidazol-4-yl]pentanoic acid10406-89-0[H][C@]12CS(=O)[C@@]([H])(CCCCC(O)=O)[C@@]1([H])NC(O)=N2InChI=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/s1KCSKCIQYNAOBNQ-YBSFLMRUSA-NCytosollogp-0.94logs-1.61solubility6.41e+00 g/llogp-2pka_strongest_acidic3.58pka_strongest_basic6.07iupac5-[(3aR,6S,6aS)-2-hydroxy-5-oxo-1H,3aH,4H,6H,6aH-5λ⁴-thieno[3,4-d]imidazol-6-yl]pentanoic acidaverage_mass260.31mono_mass260.0830777smiles[H][C@]12CS(=O)[C@@]([H])(CCCCC(O)=O)[C@@]1([H])NC(O)=N2formulaC10H16N2O4SinchiInChI=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/s1inchikeyKCSKCIQYNAOBNQ-YBSFLMRUSA-Npolar_surface_area98.99refractivity62.11polarizability25.41rotatable_bond_count5acceptor_count6donor_count3physiological_charge-1formal_charge0Specdb::CMs1088262Specdb::EiMs5348Specdb::NmrOneD338108Specdb::NmrOneD338109Specdb::NmrOneD338110Specdb::NmrOneD338111Specdb::NmrOneD338112Specdb::NmrOneD338113Specdb::NmrOneD338114Specdb::NmrOneD338115Specdb::NmrOneD338116Specdb::NmrOneD338117Specdb::NmrOneD338118Specdb::NmrOneD338119Specdb::NmrOneD338120Specdb::NmrOneD338121Specdb::NmrOneD338122Specdb::NmrOneD338123Specdb::NmrOneD338124Specdb::NmrOneD338125Specdb::NmrOneD338126Specdb::NmrOneD338127Specdb::MsMs28919Specdb::MsMs28920Specdb::MsMs28921Specdb::MsMs35477Specdb::MsMs35478Specdb::MsMs354798383375652CPD-722Keseler, 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-D590.21097882van 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 370:17-25.17765195Winder, 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 80:2939-2948.18331064Biotin sulfoxide reductaseP20099BISC_ECOLIbisChttp://ecmdb.ca/proteins/P20099.xmlD-Biotin D-sulfoxide + Hydrogen ion + NADH > Biotin + Water + NADD-Biotin D-sulfoxide + Hydrogen ion + NADPH > Biotin + Water + NADP