1.0 2016-09-30 22:39:39 UTC 2020-05-21 16:28:30 UTC BMDB0000996 BMDB00996 3-Sulfinoalanine 3-Sulfinoalanine, also known as cysteine-S-dioxide or cysteine sulfinate, belongs to the class of organic compounds known as l-alpha-amino acids. These are alpha amino acids which have the L-configuration of the alpha-carbon atom. 3-Sulfinoalanine is possibly soluble (in water) and a very strong basic compound (based on its pKa). 3-Sulfinoalanine exists in all living species, ranging from bacteria to humans. 3-Sulfinoalanine participates in a number of enzymatic reactions, within cattle. In particular, 3-Sulfinoalanine can be biosynthesized from L-cysteine; which is mediated by the enzyme cysteine dioxygenase type 1. Furthermore, 3-Sulfinoalanine can be converted into hypotaurine through the action of the enzyme cysteine sulfinic acid decarboxylase. Furthermore, 3-Sulfinoalanine and oxoglutaric acid can be converted into 3-sulfinylpyruvic acid and L-glutamic acid through its interaction with the enzyme aspartate aminotransferase, cytoplasmic. Finally, 3-Sulfinoalanine can be biosynthesized from L-cysteine through its interaction with the enzyme cysteine dioxygenase type 1. In cattle, 3-sulfinoalanine is involved in a couple of metabolic pathways, which include the taurine and hypotaurine metabolism pathway and the cysteine metabolism pathway. (2R)-2-Amino-3-sulfinopropanoic acid 3-Sulphino-L-alanine L-Cysteinesulfinic acid (2R)-2-Amino-3-sulfinopropanoate (2R)-2-Amino-3-sulphinopropanoate (2R)-2-Amino-3-sulphinopropanoic acid 3-Sulfino-L-alanine L-Cysteinesulfinate L-Cysteinesulphinate L-Cysteinesulphinic acid 3-Sulphinoalanine 3-Sulfinato-L-alaninic acid 3-Sulphinato-L-alaninate 3-Sulphinato-L-alaninic acid Cysteine hydrogen sulfite ester Alanine 3-sulfinic acid Cysteine sulfinate Cysteine sulfinic acid 3-Sulfinato-L-alaninate Alanine-3-sulfinic acid Alaninesulfinic acid Cysteinesulfinate Cysteinesulfinic acid L-2-Amino-3-sulfinopropionic acid 3-Sulfinoalanine C3H7NO4S 153.157 153.009578407 (2R)-2-amino-3-[(R)-sulfino]propanoic acid 3-sulfinoalanine 1115-65-7 N[C@@H](CS(O)=O)C(O)=O InChI=1S/C3H7NO4S/c4-2(3(5)6)1-9(7)8/h2H,1,4H2,(H,5,6)(H,7,8)/t2-/m0/s1 ADVPTQAUNPRNPO-REOHCLBHSA-N belongs to the class of organic compounds known as l-alpha-amino acids. These are alpha amino acids which have the L-configuration of the alpha-carbon atom. Organic compounds Organic acids and derivatives Carboxylic acids and derivatives Amino acids, peptides, and analogues L-alpha-amino acids Alkanesulfinic acids Amino acids Carbonyl compounds Carboxylic acids Hydrocarbon derivatives Monoalkylamines Monocarboxylic acids and derivatives Organic oxides Organopnictogen compounds Organosulfur compounds Sulfinic acids Aliphatic acyclic compound Alkanesulfinic acid Alkanesulfinic acid or derivatives Amine Amino acid Carbonyl group Carboxylic acid Hydrocarbon derivative L-alpha-amino acid Monocarboxylic acid or derivatives Organic nitrogen compound Organic oxide Organic oxygen compound Organonitrogen compound Organooxygen compound Organopnictogen compound Organosulfur compound Primary aliphatic amine Primary amine Sulfinic acid Sulfinic acid derivative Aliphatic acyclic compounds Other amino acids S-substituted L-cysteine organosulfinic acid Solid logp -2.06 ALOGPS logs -0.70 ALOGPS logp -3.8 ChemAxon pka_strongest_acidic 1.12 ChemAxon pka_strongest_basic 9.09 ChemAxon iupac (2R)-2-amino-3-[(R)-sulfino]propanoic acid ChemAxon average_mass 153.157 ChemAxon mono_mass 153.009578407 ChemAxon smiles N[C@@H](CS(O)=O)C(O)=O ChemAxon formula C3H7NO4S ChemAxon inchi InChI=1S/C3H7NO4S/c4-2(3(5)6)1-9(7)8/h2H,1,4H2,(H,5,6)(H,7,8)/t2-/m0/s1 ChemAxon inchikey ADVPTQAUNPRNPO-REOHCLBHSA-N ChemAxon polar_surface_area 100.62 ChemAxon refractivity 28.99 ChemAxon polarizability 12.95 ChemAxon rotatable_bond_count 3 ChemAxon acceptor_count 5 ChemAxon donor_count 3 ChemAxon physiological_charge -1 ChemAxon formal_charge 0 ChemAxon number_of_rings 0 ChemAxon bioavailability 1 ChemAxon rule_of_five Yes ChemAxon ghose_filter Yes ChemAxon veber_rule Yes ChemAxon mddr_like_rule Yes ChemAxon Cysteine Metabolism SMP0087189 Taurine and Hypotaurine Metabolism SMP0087214 Specdb::MsIr 1025 Specdb::MsIr 1026 Specdb::MsIr 1027 Specdb::CMs 1352 Specdb::CMs 9048 Specdb::CMs 30083 Specdb::CMs 30593 Specdb::CMs 48102 Specdb::CMs 146653 Specdb::CMs 1083207 Specdb::CMs 1083208 Specdb::CMs 1083209 Specdb::CMs 1083210 Specdb::CMs 1083211 Specdb::CMs 1083212 Specdb::MsMs 263424 Specdb::MsMs 263425 Specdb::MsMs 263426 Specdb::MsMs 283353 Specdb::MsMs 283354 Specdb::MsMs 283355 Specdb::MsMs 437385 Specdb::MsMs 437386 Specdb::MsMs 437387 Specdb::MsMs 437388 Specdb::MsMs 437389 Specdb::MsMs 438785 Specdb::MsMs 438862 Specdb::MsMs 440061 Specdb::MsMs 445860 Specdb::MsMs 445861 Specdb::MsMs 445862 Specdb::MsMs 445863 Specdb::MsMs 445864 Specdb::MsMs 447645 Specdb::MsMs 447726 Specdb::MsMs 451893 Specdb::MsMs 2226677 Specdb::MsMs 2228029 Specdb::MsMs 2229111 Specdb::NmrOneD 8182 Specdb::NmrOneD 8183 Specdb::NmrOneD 8184 Specdb::NmrOneD 8185 Specdb::NmrOneD 8186 Specdb::NmrOneD 8187 Specdb::NmrOneD 8188 Specdb::NmrOneD 8189 Specdb::NmrOneD 8190 Specdb::NmrOneD 8191 Specdb::NmrOneD 8192 Specdb::NmrOneD 8193 Specdb::NmrOneD 8194 Specdb::NmrOneD 8195 Specdb::NmrOneD 8196 Specdb::NmrOneD 8197 Specdb::NmrOneD 8198 Specdb::NmrOneD 8199 Specdb::NmrOneD 8200 Specdb::NmrOneD 8201 Milk By UPLC-Q-TOF Pan L, Yu J, Mi Z, Mo L, Jin H, Yao C, Ren D, Menghe B: A Metabolomics Approach Uncovers Differences between Traditional and Commercial Dairy Products in Buryatia (Russian Federation). Molecules. 2018 Mar 22;23(4). pii: molecules23040735. doi: 10.3390/molecules23040735. 29565828 Placenta Wishart DS, Feunang YD, Marcu A, Guo AC, Liang K, Vazquez-Fresno R, Sajed T, Johnson D, Li C, Karu N, Sayeeda Z, Lo E, Assempour N, Berjanskii M, Singhal S, Arndt D, Liang Y, Badran H, Grant J, Serra-Cayuela A, Liu Y, Mandal R, Neveu V, Pon A, Knox C, Wilson M, Manach C, Scalbert A: HMDB 4.0: the human metabolome database for 2018. Nucleic Acids Res. 2018 Jan 4;46(D1):D608-D617. doi: 10.1093/nar/gkx1089. 29140435 C00606 1266065 FDB022358 1549098 DB02153 16345 CSD Cysteine_sulfinic_acid Kissman, Henry M.; Baker, B. R. Preparation of various amides of p-methoxy-L-phenylalanine. Journal of Medicinal & Pharmaceutical Chemistry (1960), 2 415-23. Pan L, Yu J, Mi Z, Mo L, Jin H, Yao C, Ren D, Menghe B: A Metabolomics Approach Uncovers Differences between Traditional and Commercial Dairy Products in Buryatia (Russian Federation). Molecules. 2018 Mar 22;23(4). pii: molecules23040735. doi: 10.3390/molecules23040735. 29565828 BMDBP00567 Aspartate aminotransferase, cytoplasmic P33097 GOT1 Enzyme BMDBP00683 Cysteine dioxygenase type 1 Q3SZU4 CDO1 Enzyme BMDBP00862 Glutamate decarboxylase 1 Q0VCA1 GAD1 Enzyme BMDBP01376 Acidic amino acid decarboxylase GADL1 A6QM00 GADL1 Enzyme