1.0 2010-04-08 22:10:18 UTC 2019-11-26 03:07:22 UTC FDB012676 3-(Methylthio)alanine Occurs in all members of the genus Allium, at least two genera of Brassicaceae family (Brassica and Raphanus) and sporadically in the families Compositae, Leguminosae and Umbelliferae. Found in kidney bean seeds (Phaseolus vulgaris) Methylcysteine is one of the identified number of bioactive substances in garlic that are water soluble. (PMID 16484549); It has been suggested that the use of these organosulfur agents derived from garlic could protect partially oxidized and glycated LDL or plasma against further oxidative and glycative deterioration, which might benefit patients with diabetic-related vascular diseases. (PMID 15161248); It may also exert some chemopreventive effects on chemical carcinogenesis. However, it should be borne in mind that may also demonstrate promotion potential, depending on the organ examined. (PMID 9591199). S-Methylcystein is a biomarker for the consumption of dried and cooked beans. (R)-2-Amino-3-(methylmercapto)propionic acid 3-(methylthio)-L-(8CI)alanine 3-(methylthio)-L-alanine 3-(Methylthio)alanine Acm-thiopropionate Acm-thiopropionic acid Alanine, 3-(methylthio)-, L- Alanine, 3-(methylthio)-, L- (8CI) CYM Cysteine, s-methyl- L-aspartic acid dimethyl ester L-cysteine, s-methyl- L-Cysteine, S-methyl- (9CI) L-methylcysteine Methylcysteine, l- S-acetamidomethyl-deamino-cysteine S-methyl-(9CI)-L-cysteine S-methyl-cysteine S-methyl-DL-cysteine S-methyl-l-cysteine S-Methylcysteine SMC C4H9NO2S 135.185 135.035399227 2-amino-3-(methylsulfanyl)propanoic acid methylcysteine 1187-84-4 CSCC(N)C(O)=O InChI=1S/C4H9NO2S/c1-8-2-3(5)4(6)7/h3H,2,5H2,1H3,(H,6,7) IDIDJDIHTAOVLG-UHFFFAOYSA-N belongs to the class of organic compounds known as cysteine and derivatives. Cysteine and derivatives are compounds containing cysteine or a derivative thereof resulting from reaction of cysteine at the amino group or the carboxy group, or from the replacement of any hydrogen of glycine by a heteroatom. Cysteine and derivatives Organic compounds Organic acids and derivatives Carboxylic acids and derivatives Amino acids, peptides, and analogues Aliphatic acyclic compounds Alpha amino acids Amino acids Carbonyl compounds Carboxylic acids Dialkylthioethers Hydrocarbon derivatives Monoalkylamines Monocarboxylic acids and derivatives Organic oxides Organopnictogen compounds Sulfenyl compounds Aliphatic acyclic compound Alpha-amino acid Amine Amino acid Carbonyl group Carboxylic acid Cysteine or derivatives Dialkylthioether Hydrocarbon derivative 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 Sulfenyl compound Thioether Solid logp -2.21 ALOGPS logs -0.31 ALOGPS solubility 6.58e+01 g/l ALOGPS melting_point Mp 234-236 dec. (207-211°) logp -2.4 ChemAxon pka_strongest_acidic 2.44 ChemAxon pka_strongest_basic 9.15 ChemAxon iupac 2-amino-3-(methylsulfanyl)propanoic acid ChemAxon average_mass 135.185 ChemAxon mono_mass 135.035399227 ChemAxon smiles CSCC(N)C(O)=O ChemAxon formula C4H9NO2S ChemAxon inchi InChI=1S/C4H9NO2S/c1-8-2-3(5)4(6)7/h3H,2,5H2,1H3,(H,6,7) ChemAxon inchikey IDIDJDIHTAOVLG-UHFFFAOYSA-N ChemAxon polar_surface_area 63.32 ChemAxon refractivity 32.87 ChemAxon polarizability 13.56 ChemAxon rotatable_bond_count 3 ChemAxon acceptor_count 3 ChemAxon donor_count 2 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon Specdb::MsMs 73113 Specdb::MsMs 73114 Specdb::MsMs 73115 Specdb::MsMs 132204 Specdb::MsMs 132205 Specdb::MsMs 132206 HMDB02108 SMC #<Reference:0x000055ce32b8e3f8> #<Reference:0x000055ce32b8e060> #<Reference:0x000055ce32b8dd68> Brassicas Unknown generic 3705 Garden onion Type 1 specific Allium cepa 4679 Garden onion (var.) Type 1 specific Allium cepa var. cepa 4679 Green bean Type 1 specific Phaseolus vulgaris 3885 Green onion Type 1 Lima bean Type 1 specific Phaseolus lunatus 3884 Milk (Cow) Type 2 specific Onion-family vegetables Unknown generic Pulses Unknown generic Red onion Type 1 Soft-necked garlic Type 1 specific Allium sativum L. var. sativum 4682 Welsh onion Type 1 specific Allium fistulosum 35875 Yellow wax bean Type 1 specific Phaseolus vulgaris 3885 Cathepsin D P07339 CTSD