2.0 2012-07-30 14:55:20 -0600 2015-06-03 17:21:10 -0600 ECMDB21330 M2MDB001731 Ethanesulfonate Ethanesulfonate is a member of the chemical class known as Depsipeptides. These are natural or synthetic compounds having sequences of amino and hydroxy carboxylic acid residues (usually -amino and -hydroxy acids), commonly but not necessarily regularly alternating. It is also called Coenzyme M. Coenzyme M is a coenzyme required for methyl-transfer reactions in the metabolism of methanogens. The coenzyme is an anion with the formula HSCH2CH2SO_3. It is named 2-mercaptoethanesulfonate and abbreviated HS 1-THIOETHANEsulfonate 1-THIOETHANESULFONIC ACID 1-THIOETHANEsulphonate 1-THIOETHANEsulphonic acid 2-Mercaptoethanesulfonate 2-Mercaptoethanesulfonic acid 2-Mercaptoethanesulphonate 2-Mercaptoethanesulphonic acid 2-Mercaptoethylsulfonate 2-Mercaptoethylsulfonic acid 2-Mercaptoethylsulphonate 2-Mercaptoethylsulphonic acid 2-Sulfanylethanesulfonate 2-Sulfanylethanesulfonic acid 2-Sulfanylethylsulfonate 2-Sulfanylethylsulfonic acid 2-Sulphanylethanesulphonate 2-Sulphanylethanesulphonic acid 2-Sulphanylethylsulphonate 2-Sulphanylethylsulphonic acid b-Mercaptoethanesulfonate b-Mercaptoethanesulfonic acid b-Mercaptoethanesulphonate b-Mercaptoethanesulphonic acid Beta-Mercaptoethanesulfonate Beta-Mercaptoethanesulfonic acid Beta-Mercaptoethanesulphonate Beta-Mercaptoethanesulphonic acid Camostat mesilate Camostat mesilic acid Camostat mesylate Camostat mesylic acid Camostat monomethanesulfonate Camostat monomethanesulfonic acid Camostat monomethanesulphonate Camostat monomethanesulphonic acid Coenzima M Coenzym M Coenzyme M CoM Ethanesulfonic acid Ethanesulphonate Ethanesulphonic acid HS-CoM Reduced coenzyme M Reduced CoM β-Mercaptoethanesulfonate β-Mercaptoethanesulfonic acid β-Mercaptoethanesulphonate β-Mercaptoethanesulphonic acid C20H22N4O5 398.4125 398.159019834 4-{2-[(dimethylcarbamoyl)methoxy]-2-oxoethyl}phenyl 4-carbamimidamidobenzoate camostat 59721-29-8 CN(C)C(=O)COC(=O)CC1=CC=C(OC(=O)C2=CC=C(NC(N)=N)C=C2)C=C1 InChI=1S/C20H22N4O5/c1-24(2)17(25)12-28-18(26)11-13-3-9-16(10-4-13)29-19(27)14-5-7-15(8-6-14)23-20(21)22/h3-10H,11-12H2,1-2H3,(H4,21,22,23) XASIMHXSUQUHLV-UHFFFAOYSA-N Cytosol Extra-organism Periplasm logp 1.88 ALOGPS logs -3.80 ALOGPS solubility 6.26e-02 g/l ALOGPS logp 1.51 ChemAxon pka_strongest_acidic 19.54 ChemAxon pka_strongest_basic 8.54 ChemAxon iupac 4-{2-[(dimethylcarbamoyl)methoxy]-2-oxoethyl}phenyl 4-carbamimidamidobenzoate ChemAxon average_mass 398.4125 ChemAxon mono_mass 398.159019834 ChemAxon smiles CN(C)C(=O)COC(=O)CC1=CC=C(OC(=O)C2=CC=C(NC(N)=N)C=C2)C=C1 ChemAxon formula C20H22N4O5 ChemAxon inchi InChI=1S/C20H22N4O5/c1-24(2)17(25)12-28-18(26)11-13-3-9-16(10-4-13)29-19(27)14-5-7-15(8-6-14)23-20(21)22/h3-10H,11-12H2,1-2H3,(H4,21,22,23) ChemAxon inchikey XASIMHXSUQUHLV-UHFFFAOYSA-N ChemAxon polar_surface_area 134.81 ChemAxon refractivity 117.77 ChemAxon polarizability 41.93 ChemAxon rotatable_bond_count 9 ChemAxon acceptor_count 6 ChemAxon donor_count 3 ChemAxon physiological_charge 1 ChemAxon formal_charge 0 ChemAxon Specdb::CMs 109195 Specdb::CMs 121924 Specdb::MsMs 26663 Specdb::MsMs 26664 Specdb::MsMs 26665 Specdb::MsMs 33221 Specdb::MsMs 33222 Specdb::MsMs 33223 Specdb::MsMs 3421244 Specdb::MsMs 3421245 Specdb::MsMs 3421246 Specdb::MsMs 3421247 Specdb::MsMs 3421248 Specdb::MsMs 3421249 5284360 2440 17905 CPD-10434 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 Putative aliphatic sulfonates-binding protein P75853 SSUA_ECOLI ssuA http://ecmdb.ca/proteins/P75853.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 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 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 + Ethanesulfonate > ADP + Ethanesulfonate + Hydrogen ion + Phosphate Adenosine triphosphate + Water + Ethanesulfonate > ADP + Ethanesulfonate + Hydrogen ion + Phosphate Ethanesulfonate + FMNH + Oxygen > Acetaldehyde + Flavin Mononucleotide + Hydrogen ion + Water + Sulfite