2.0 2012-07-30 14:55:03 -0600 2015-09-13 15:15:31 -0600 ECMDB21233 M2MDB001641 Isethionic acid Isethionic acid (C2H6O4S) is a short chain alkane sulfonate containing hydroxy group, is a water soluble liquid used in the manufacture of mild, biodegradable and high foaming anionic surfactants which provides gentle cleansing and soft skin feel.; A colorless, syrupy, strongly acidic liquid that can form detergents with oleic acid. The Escherichia coli ssuEADCB gene cluster is required for the utilization of alkanesulfonates (such as isethionic acid) as sulfur sources, and is expressed under conditions of sulfate or cysteine starvation. (2-Hydroxyethyl)sulfonate (2-Hydroxyethyl)sulfonic acid (2-Hydroxyethyl)sulphonate (2-Hydroxyethyl)sulphonic acid 2-Hydroxy-Ethanesulfonate 2-Hydroxy-Ethanesulfonic acid 2-Hydroxy-Ethanesulphonate 2-Hydroxy-Ethanesulphonic acid 2-Hydroxyethane-1-sulfonate 2-Hydroxyethane-1-sulfonic acid 2-Hydroxyethane-1-sulphonate 2-Hydroxyethane-1-sulphonic acid 2-Hydroxyethanesulfonate 2-Hydroxyethanesulfonic acid 2-Hydroxyethanesulphonate 2-Hydroxyethanesulphonic acid 2-Hydroxyethylsulfonate 2-Hydroxyethylsulfonic acid 2-Hydroxyethylsulphonate 2-Hydroxyethylsulphonic acid b-Hydroxyethanesulfonate b-Hydroxyethanesulfonic acid b-Hydroxyethanesulphonate b-Hydroxyethanesulphonic acid Beta-Hydroxyethanesulfonate Beta-Hydroxyethanesulfonic acid Beta-Hydroxyethanesulphonate Beta-Hydroxyethanesulphonic acid Ethanolsulfonate Ethanolsulfonic acid Ethanolsulphonate Ethanolsulphonic acid Hydroxyethylsulfonate Hydroxyethylsulfonic acid Hydroxyethylsulphonate Hydroxyethylsulphonic acid Isethionate Isethionate sodium salt Isethionic acid Isethionic acid sodium salt Kyselina isethionova Potassium 2-hydroxyethanesulfonate Potassium 2-hydroxyethanesulfonic acid Potassium 2-hydroxyethanesulphonate Potassium 2-hydroxyethanesulphonic acid Potassium isethionate Potassium isethionic acid Sodium 2-hydroxyethanesulfonate Sodium 2-hydroxyethanesulfonic acid Sodium 2-hydroxyethanesulphonate Sodium 2-hydroxyethanesulphonic acid Sodium 2-hydroxyethyl sulfonate Sodium 2-hydroxyethyl sulfonic acid Sodium 2-hydroxyethyl sulphonate Sodium 2-hydroxyethyl sulphonic acid Sodium b-hydroxyethanesulfonate Sodium b-hydroxyethanesulfonic acid Sodium b-hydroxyethanesulphonate Sodium b-hydroxyethanesulphonic acid Sodium beta-hydroxyethanesulfonate Sodium beta-hydroxyethanesulfonic acid Sodium beta-hydroxyethanesulphonate Sodium beta-hydroxyethanesulphonic acid Sodium isethionate Sodium isethionic acid Sodium β-hydroxyethanesulfonate Sodium β-hydroxyethanesulfonic acid Sodium β-hydroxyethanesulphonate Sodium β-hydroxyethanesulphonic acid β-Hydroxyethanesulfonate β-Hydroxyethanesulfonic acid β-Hydroxyethanesulphonate β-Hydroxyethanesulphonic acid C2H6O4S 126.132 125.99867937 2-hydroxyethane-1-sulfonic acid sodium isethionate 107-36-8 OCCS(O)(=O)=O InChI=1S/C2H6O4S/c3-1-2-7(4,5)6/h3H,1-2H2,(H,4,5,6) SUMDYPCJJOFFON-UHFFFAOYSA-N Solid Cytosol Extra-organism Periplasm logp -2.17 ALOGPS logs -0.09 ALOGPS solubility 1.03e+02 g/l ALOGPS melting_point < 25 oC logp -2.9 ChemAxon pka_strongest_acidic -1.4 ChemAxon pka_strongest_basic -2.9 ChemAxon iupac 2-hydroxyethane-1-sulfonic acid ChemAxon average_mass 126.132 ChemAxon mono_mass 125.99867937 ChemAxon smiles OCCS(O)(=O)=O ChemAxon formula C2H6O4S ChemAxon inchi InChI=1S/C2H6O4S/c3-1-2-7(4,5)6/h3H,1-2H2,(H,4,5,6) ChemAxon inchikey SUMDYPCJJOFFON-UHFFFAOYSA-N ChemAxon polar_surface_area 74.6 ChemAxon refractivity 22.95 ChemAxon polarizability 10.43 ChemAxon rotatable_bond_count 2 ChemAxon acceptor_count 4 ChemAxon donor_count 2 ChemAxon physiological_charge -1 ChemAxon formal_charge 0 ChemAxon Specdb::CMs 24397 Specdb::CMs 38671 Specdb::CMs 167555 Specdb::NmrOneD 34862 Specdb::NmrOneD 34863 Specdb::NmrOneD 34864 Specdb::NmrOneD 34865 Specdb::NmrOneD 34866 Specdb::NmrOneD 34867 Specdb::NmrOneD 34868 Specdb::NmrOneD 34869 Specdb::NmrOneD 34870 Specdb::NmrOneD 34871 Specdb::NmrOneD 34872 Specdb::NmrOneD 34873 Specdb::NmrOneD 34874 Specdb::NmrOneD 34875 Specdb::NmrOneD 34876 Specdb::NmrOneD 34877 Specdb::NmrOneD 34878 Specdb::NmrOneD 34879 Specdb::NmrOneD 34880 Specdb::NmrOneD 34881 Specdb::MsMs 25655 Specdb::MsMs 25656 Specdb::MsMs 25657 Specdb::MsMs 32213 Specdb::MsMs 32214 Specdb::MsMs 32215 Specdb::MsMs 437992 Specdb::MsMs 437993 Specdb::MsMs 437994 Specdb::MsMs 437995 Specdb::MsMs 437996 Specdb::MsMs 2252417 Specdb::MsMs 2254427 Specdb::MsMs 2256135 Specdb::MsMs 2786563 Specdb::MsMs 2786564 Specdb::MsMs 2786565 Specdb::MsMs 2918603 Specdb::MsMs 2918604 Specdb::MsMs 2918605 HMDB03903 7866 7578 C05123 1157 CPD-3745 Isethionic_acid Kersten A, Althaus C, Seitz HM, Pfahl HG, Sundmacher R: [Bilateral microsporidial keratitis in an HIV-positive patient with AIDS stage infection] Klin Monatsbl Augenheilkd. 1998 Jun;212(6):476-9. 9715470 Chen, Zhiwen; Liao, Xiangxu; Qian, Weiqiang; et al. Process for preparation of hydroxyalkanesulfonic acids for plating solutions. Faming Zhuanli Shenqing Gongkai Shuomingshu (1990), 6 pp. http://hmdb.ca/system/metabolites/msds/000/003/484/original/HMDB03903.pdf?1358461645 Alkanesulfonate monooxygenase P80645 SSUD_ECOLI ssuD http://ecmdb.ca/proteins/P80645.xml Putative aliphatic sulfonates transport permease protein ssuC P75851 SSUC_ECOLI ssuC http://ecmdb.ca/proteins/P75851.xml Taurine transport system permease protein tauC Q47539 TAUC_ECOLI tauC http://ecmdb.ca/proteins/Q47539.xml Putative aliphatic sulfonates-binding protein P75853 SSUA_ECOLI ssuA http://ecmdb.ca/proteins/P75853.xml Taurine import ATP-binding protein TauB Q47538 TAUB_ECOLI tauB http://ecmdb.ca/proteins/Q47538.xml Taurine-binding periplasmic protein Q47537 TAUA_ECOLI tauA http://ecmdb.ca/proteins/Q47537.xml Aliphatic sulfonates import ATP-binding protein SsuB P0AAI1 SSUB_ECOLI ssuB http://ecmdb.ca/proteins/P0AAI1.xml Putative aliphatic sulfonates transport permease protein ssuC P75851 SSUC_ECOLI ssuC http://ecmdb.ca/proteins/P75851.xml Taurine transport system permease protein tauC Q47539 TAUC_ECOLI tauC http://ecmdb.ca/proteins/Q47539.xml Putative aliphatic sulfonates-binding protein P75853 SSUA_ECOLI ssuA http://ecmdb.ca/proteins/P75853.xml Outer membrane protein N P77747 OMPN_ECOLI ompN http://ecmdb.ca/proteins/P77747.xml Outer membrane pore protein E P02932 PHOE_ECOLI phoE http://ecmdb.ca/proteins/P02932.xml Outer membrane protein F P02931 OMPF_ECOLI ompF http://ecmdb.ca/proteins/P02931.xml Taurine import ATP-binding protein TauB Q47538 TAUB_ECOLI tauB http://ecmdb.ca/proteins/Q47538.xml Taurine-binding periplasmic protein Q47537 TAUA_ECOLI tauA http://ecmdb.ca/proteins/Q47537.xml Aliphatic sulfonates import ATP-binding protein SsuB P0AAI1 SSUB_ECOLI ssuB http://ecmdb.ca/proteins/P0AAI1.xml Outer membrane protein C P06996 OMPC_ECOLI ompC http://ecmdb.ca/proteins/P06996.xml Adenosine triphosphate + Water + Isethionic acid > ADP + Hydrogen ion + Isethionic acid + Phosphate Adenosine triphosphate + Water + Isethionic acid > ADP + Hydrogen ion + Isethionic acid + Phosphate FMNH + Isethionic acid + Oxygen > Flavin Mononucleotide + Glycolaldehyde + Hydrogen ion + Water + Sulfite RXN-13418