2.0 2012-10-10 12:16:46 -0600 2015-06-03 17:25:56 -0600 ECMDB23102 M2MDB003492 S-Carboxymethyl-L-cysteine S-Carboxymethyl-L-cysteine is the side-chain carboxymethyl derivative of cysteine. It is produced during the metabolism of 3-chloro-L-alanine via the enzyme Cysteine synthase A. The reaction is 3-chloro-alanine + thioglycolate = S-carboxymethyl-L-cysteine + chloride. (2R)-2-amino-3-(Carboxymethylsulfanyl)propanoate (2R)-2-amino-3-(carboxymethylsulfanyl)propanoic acid (2R)-2-amino-3-(Carboxymethylsulphanyl)propanoate (2R)-2-amino-3-(Carboxymethylsulphanyl)propanoic acid (L)-2-amino-3-(carboxymethylthio)Propionate (L)-2-Amino-3-(carboxymethylthio)propionic acid (R)-S-(carboxymethyl)cysteine 1-Carboxymethylcysteine 2-amino-3-(carboxymethylthio)Propionate 2-Amino-3-(carboxymethylthio)propionic acid 2-amino-3-[(Carboxymethyl)sulfanyl]propanoate 2-amino-3-[(carboxymethyl)sulfanyl]propanoic acid 2-amino-3-[(Carboxymethyl)sulphanyl]propanoate 2-amino-3-[(Carboxymethyl)sulphanyl]propanoic acid 3-((Carboxymethyl)thio)alanine 3-(Carboxymethylthio)-L-alanine 3-(Carboxymethylthio)alanine 3-[(Carboxymethyl)thio]-L-alanine 3-[(Carboxymethyl)thio]alanine 5-amino-3-Thiadihexanoate 5-Amino-3-thiadihexanoic acid Carbocisteine Carbocysteine Carboxymethylated cysteine Carboxymethylcysteine Carboxymethylenecysteine L-3-((carboxymethyl)thio)alanine L-Carbocisteine L-Carboxymethylcysteine L-form Loviscol Muciclar Mucocis Mucodine Mucodyne Mucofan Reomucil Rhinathiol S-(carboxymethyl)-(R)-cysteine S-(carboxymethyl)-L-cysteine S-(Carboxymethyl)cysteine S-Carboxylmethyl-L-cysteine S-Carboxymethylcysteine S-Carboxymethylcysteine, 9CI Thiodril C5H9NO4S 179.194 179.025228471 (2R)-2-amino-3-[(carboxymethyl)sulfanyl]propanoic acid carbocisteine 2387-59-9 N[C@@H](CSCC(O)=O)C(O)=O InChI=1S/C5H9NO4S/c6-3(5(9)10)1-11-2-4(7)8/h3H,1-2,6H2,(H,7,8)(H,9,10)/t3-/m0/s1 GBFLZEXEOZUWRN-VKHMYHEASA-N Extracellular Cytoplasm logp -3.20 ALOGPS logs -0.92 ALOGPS solubility 2.16e+01 g/l ALOGPS melting_point 204 - 207 C logp -3.3 ChemAxon pka_strongest_acidic 1.84 ChemAxon pka_strongest_basic 9.14 ChemAxon iupac (2R)-2-amino-3-[(carboxymethyl)sulfanyl]propanoic acid ChemAxon average_mass 179.194 ChemAxon mono_mass 179.025228471 ChemAxon smiles N[C@@H](CSCC(O)=O)C(O)=O ChemAxon formula C5H9NO4S ChemAxon inchi InChI=1S/C5H9NO4S/c6-3(5(9)10)1-11-2-4(7)8/h3H,1-2,6H2,(H,7,8)(H,9,10)/t3-/m0/s1 ChemAxon inchikey GBFLZEXEOZUWRN-VKHMYHEASA-N ChemAxon polar_surface_area 100.62 ChemAxon refractivity 39.11 ChemAxon polarizability 16.69 ChemAxon rotatable_bond_count 5 ChemAxon acceptor_count 5 ChemAxon donor_count 3 ChemAxon physiological_charge -1 ChemAxon formal_charge 0 ChemAxon Specdb::CMs 30929 Specdb::MsMs 26927 Specdb::MsMs 26928 Specdb::MsMs 26929 Specdb::MsMs 33485 Specdb::MsMs 33486 Specdb::MsMs 33487 Specdb::MsMs 437173 Specdb::MsMs 437174 Specdb::MsMs 437175 Specdb::MsMs 437176 Specdb::MsMs 437177 Specdb::MsMs 440110 Specdb::MsMs 445616 Specdb::MsMs 445617 Specdb::MsMs 445618 Specdb::MsMs 445619 Specdb::MsMs 445620 Specdb::MsMs 448063 Specdb::MsMs 451946 HMDB29415 193653 C03727 16163 CCS FDB000507 Cysteine synthase A P0ABK5 CYSK_ECOLI cysK http://ecmdb.ca/proteins/P0ABK5.xml 3-chloro-D-alanine + Thioglycolate > S-Carboxymethyl-L-cysteine + Chloride