1.0 2011-09-21 00:37:25 UTC 2015-07-21 06:57:57 UTC FDB023951 3-Mercaptolactate-cysteine disulfide 3-mercaptolactate-cysteine disulfide is a compound analog of cysteine excreted in the urine of patients affected by Mercaptolactate-cysteine disulfiduria (MCDU, OMIM 249650), the product of disorder of sulfur amino acid metabolism and a reduced activity of the enzyme mercaptopyruvate sulfurtransferase (MST, EC 2.8.1.2). Reduction of protein in the diet, addition of pyridoxine or of neomycin did not affect the urinary excretion of beta-mercaptolactate-cysteine disulfide of a mentally defective patient who was excreting this mixed disulfide. Addition of cysteine to the diet did increase the excretion of this disulfide (PMID: 3888441, 527218, 6945862, 5644041) [HMDB] 3-((2-carboxy-2-hydroxyethyl)dithio)-L-Alanine Beta-mercaptolactate cysteine disulfide Hcetc S-(2-Hydroxy-2-carboxyethylthio)cysteine C6H11NO5S2 241.285 241.007863847 3-{[(2R)-2-amino-2-carboxyethyl]disulfanyl}-2-hydroxypropanoic acid hcetc 18841-42-4 N[C@@H](CSSCC(O)C(O)=O)C(O)=O InChI=1S/C6H11NO5S2/c7-3(5(9)10)1-13-14-2-4(8)6(11)12/h3-4,8H,1-2,7H2,(H,9,10)(H,11,12)/t3-,4?/m0/s1 MAFDYIDMXCXBRB-WUCPZUCCSA-N belongs to the class of organic compounds known as l-cysteine-s-conjugates. L-cysteine-S-conjugates are compounds containing L-cysteine where the thio-group is conjugated. L-cysteine-S-conjugates Organic compounds Organic acids and derivatives Carboxylic acids and derivatives Amino acids, peptides, and analogues Aliphatic acyclic compounds Alpha hydroxy acids and derivatives Amino acids Carbonyl compounds Carboxylic acids Dialkyldisulfides Dicarboxylic acids and derivatives Hydrocarbon derivatives L-alpha-amino acids Monoalkylamines Monosaccharides Organic oxides Organopnictogen compounds Secondary alcohols Sulfenyl compounds Alcohol Aliphatic acyclic compound Alpha-amino acid Alpha-hydroxy acid Amine Amino acid Carbonyl group Carboxylic acid Dialkyldisulfide Dicarboxylic acid or derivatives Hydrocarbon derivative Hydroxy acid L-alpha-amino acid L-cysteine-s-conjugate Monosaccharide Organic disulfide Organic nitrogen compound Organic oxide Organic oxygen compound Organonitrogen compound Organooxygen compound Organopnictogen compound Organosulfur compound Primary aliphatic amine Primary amine Secondary alcohol Sulfenyl compound Solid logp -3.08 ALOGPS logs -0.93 ALOGPS solubility 2.83e+01 g/l ALOGPS logp -3.6 ChemAxon pka_strongest_acidic 1.68 ChemAxon pka_strongest_basic 9.04 ChemAxon iupac 3-{[(2R)-2-amino-2-carboxyethyl]disulfanyl}-2-hydroxypropanoic acid ChemAxon average_mass 241.285 ChemAxon mono_mass 241.007863847 ChemAxon smiles N[C@@H](CSSCC(O)C(O)=O)C(O)=O ChemAxon formula C6H11NO5S2 ChemAxon inchi InChI=1S/C6H11NO5S2/c7-3(5(9)10)1-13-14-2-4(8)6(11)12/h3-4,8H,1-2,7H2,(H,9,10)(H,11,12)/t3-,4?/m0/s1 ChemAxon inchikey MAFDYIDMXCXBRB-WUCPZUCCSA-N ChemAxon polar_surface_area 120.85 ChemAxon refractivity 53.21 ChemAxon polarizability 22.11 ChemAxon rotatable_bond_count 7 ChemAxon acceptor_count 6 ChemAxon donor_count 4 ChemAxon physiological_charge -1 ChemAxon formal_charge 0 ChemAxon Specdb::CMs 17107 Specdb::CMs 39032 Specdb::CMs 151961 Specdb::MsMs 67623 Specdb::MsMs 67624 Specdb::MsMs 67625 Specdb::MsMs 125481 Specdb::MsMs 125482 Specdb::MsMs 125483 Specdb::MsMs 2280541 Specdb::MsMs 2280542 Specdb::MsMs 2280543 Specdb::MsMs 3084637 Specdb::MsMs 3084638 Specdb::MsMs 3084639 Specdb::NmrOneD 74692 Specdb::NmrOneD 74693 Specdb::NmrOneD 74694 Specdb::NmrOneD 74695 Specdb::NmrOneD 74696 Specdb::NmrOneD 74697 Specdb::NmrOneD 74698 Specdb::NmrOneD 74699 Specdb::NmrOneD 74700 Specdb::NmrOneD 74701 Specdb::NmrOneD 74702 Specdb::NmrOneD 74703 Specdb::NmrOneD 74704 Specdb::NmrOneD 74705 Specdb::NmrOneD 74706 Specdb::NmrOneD 74707 Specdb::NmrOneD 74708 Specdb::NmrOneD 74709 Specdb::NmrOneD 74710 Specdb::NmrOneD 74711 HMDB06512 #<Reference:0x000055ce32002020> #<Reference:0x000055ce32001e18> #<Reference:0x000055ce32001bc0> #<Reference:0x000055ce32001a08> 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 3-mercaptopyruvate sulfurtransferase P25325 MPST