1.0 2011-09-21 00:26:30 UTC 2025-11-19 02:43:31 UTC FDB023220 Mesna Mesna is a chemoprotectant. Chemoprotectants have been developed as a means of ameliorating the toxicity associated with cytotoxic agents by providing site-specific protection for normal tissues, without compromising antitumour efficacy. Mesna eliminates the risk of therapy-limiting urotoxic side effects of oxazaphosphorines. Mesna is widely used for the prevention of cyclophosphamide-related hemorrhagic cystitis. It has been associated with hypersensitivity-like cutaneous and systemic reactions in adult patients. Mesna offers significant uroprotection in patients receiving high dose cyclophosphamide, and is widely used in paediatric oncology practice It is, therefore, important to recognize that it may be associated with a rare but significant systemic adverse reaction. A hypersensitivity-like reaction to mesna was first reported in a young adult receiving treatment for Hodgkin disease over 20 years ago. Oral administration of mesna can facilitate outpatient ifosfamide therapy. Blood and urinary mesna concentrations are more steady and prolonged after oral delivery compared with after intravenous delivery. (PMID: 16333822, 10193684, 1485175) [HMDB] 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-Sulfanylethylsulfonate 2-Sulfanylethylsulfonic 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 Coenzima m Coenzym m Coenzyme M CoM HS-CoM Reduced coenzyme m Reduced com β-mercaptoethanesulfonate β-mercaptoethanesulfonic acid β-mercaptoethanesulphonate β-mercaptoethanesulphonic acid C2H6O3S2 142.197 141.975835438 2-sulfanylethane-1-sulfonic acid HS-CoM 3375-50-6 OS(=O)(=O)CCS InChI=1S/C2H6O3S2/c3-7(4,5)2-1-6/h6H,1-2H2,(H,3,4,5) ZNEWHQLOPFWXOF-UHFFFAOYSA-N belongs to the class of organic compounds known as organosulfonic acids. Organosulfonic acids are compounds containing the sulfonic acid group, which has the general structure RS(=O)2OH (R is not a hydrogen atom). Organosulfonic acids Organic compounds Organic acids and derivatives Organic sulfonic acids and derivatives Organosulfonic acids and derivatives Aliphatic acyclic compounds Alkanesulfonic acids Alkylthiols Hydrocarbon derivatives Organic oxides Sulfonyls Aliphatic acyclic compound Alkanesulfonic acid Alkylthiol Hydrocarbon derivative Organic oxide Organic oxygen compound Organosulfonic acid Organosulfur compound Sulfonyl organosulfonic acid thiol Solid logp -1.53 ALOGPS logs -1.05 ALOGPS solubility 1.27e+01 g/l ALOGPS logp -0.4 ChemAxon pka_strongest_acidic -1.2 ChemAxon pka_strongest_basic -9.6 ChemAxon iupac 2-sulfanylethane-1-sulfonic acid ChemAxon average_mass 142.197 ChemAxon mono_mass 141.975835438 ChemAxon smiles OS(=O)(=O)CCS ChemAxon formula C2H6O3S2 ChemAxon inchi InChI=1S/C2H6O3S2/c3-7(4,5)2-1-6/h6H,1-2H2,(H,3,4,5) ChemAxon inchikey ZNEWHQLOPFWXOF-UHFFFAOYSA-N ChemAxon polar_surface_area 54.37 ChemAxon refractivity 29.13 ChemAxon polarizability 12.54 ChemAxon rotatable_bond_count 2 ChemAxon acceptor_count 3 ChemAxon donor_count 2 ChemAxon physiological_charge -1 ChemAxon formal_charge 0 ChemAxon Specdb::MsIr 2055 Specdb::MsIr 2056 Specdb::MsIr 2057 Specdb::CMs 1327 Specdb::CMs 6649 Specdb::CMs 31480 Specdb::CMs 32280 Specdb::CMs 32281 Specdb::CMs 147144 Specdb::NmrOneD 28642 Specdb::NmrOneD 28643 Specdb::NmrOneD 28644 Specdb::NmrOneD 28645 Specdb::NmrOneD 28646 Specdb::NmrOneD 28647 Specdb::NmrOneD 28648 Specdb::NmrOneD 28649 Specdb::NmrOneD 28650 Specdb::NmrOneD 28651 Specdb::NmrOneD 28652 Specdb::NmrOneD 28653 Specdb::NmrOneD 28654 Specdb::NmrOneD 28655 Specdb::NmrOneD 28656 Specdb::NmrOneD 28657 Specdb::NmrOneD 28658 Specdb::NmrOneD 28659 Specdb::NmrOneD 28660 Specdb::NmrOneD 28661 Specdb::MsMs 248919 Specdb::MsMs 248920 Specdb::MsMs 248921 Specdb::MsMs 268860 Specdb::MsMs 268861 Specdb::MsMs 268862 Specdb::MsMs 439193 Specdb::MsMs 2438362 Specdb::MsMs 2438363 Specdb::MsMs 2438364 Specdb::MsMs 2523417 Specdb::MsMs 2523418 Specdb::MsMs 2523419 HMDB03745 17905 COM #<Reference:0x000055ce3077b1a0> #<Reference:0x000055ce3077af98> #<Reference:0x000055ce3077ad90> #<Reference:0x000055ce3077ab88> Anatidae Type 1 specific Anatidae 8830 Beefalo Type 1 specific Bos taurus X Bison bison 297284 Bison Type 1 specific Bison bison 9901 Buffalo Type 1 specific Bubalus bubalis 89462 Cattle (Beef, Veal) Type 1 specific Bos taurus 9913 Chicken Type 1 specific Gallus gallus 9031 Columbidae (Dove, Pigeon) Type 1 specific Columbidae 8930 Deer Type 1 specific Cervidae 9850 Domestic goat Type 1 specific Capra aegagrus hircus 9925 Domestic pig Type 1 specific Sus scrofa domestica 9825 Elk Type 1 specific Cervus canadensis 1574408 Emu Type 1 specific Dromaius novaehollandiae 8790 European rabbit Type 1 specific Oryctolagus 9984 Greylag goose Type 1 specific Anser anser 8843 Guinea hen Type 1 specific Numida meleagris 8996 Horse Type 1 specific Equus caballus 9796 Mallard duck Type 1 specific Anas platyrhynchos 8839 Mountain hare Type 1 specific Lepus timidus 62621 Mule deer Type 1 specific Odocoileus 9871 Ostrich Type 1 specific Struthio camelus 8801 Pheasant Type 1 specific Phasianus colchicus 9054 Quail Type 1 specific Phasianidae 9005 Rabbit Type 1 specific Leporidae 9979 Rock ptarmigan Type 1 specific Lagopus muta 64668 Sheep (Mutton, Lamb) Type 1 specific Ovis aries 9940 Squab Type 1 specific Columba 8931 Turkey Type 1 specific Meleagris gallopavo 9103 Velvet duck Type 1 specific Melanitta fusca 371864 Wild boar Type 1 specific Sus scrofa 9823