1.0 2018-07-17 17:19:43 UTC 2020-05-11 20:42:55 UTC BMDB0062213 BMDB62213 Methylcysteine Methylcysteine 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. Methylcysteine is possibly soluble (in water) and a very strong basic compound (based on its pKa). (2R)-2-Amino-3-(methylsulfanyl)propanoic acid (R)-2-Amino-3-(methylthio)propanoic acid 3-(Methylthio)-L-alanine L-Methylcysteine S-Methyl-L-cysteine (2R)-2-Amino-3-(methylsulfanyl)propanoate (2R)-2-Amino-3-(methylsulphanyl)propanoate (2R)-2-Amino-3-(methylsulphanyl)propanoic acid (R)-2-Amino-3-(methylthio)propanoate 3-(methylthio)-L-(8CI)alanine Acm-thiopropionate Acm-thiopropionic acid L-Aspartic acid dimethyl ester S-Acetamidomethyl-deamino-cysteine S-Methyl-(9ci)-L-cysteine S-Methyl-cysteine S-Methyl-DL-cysteine S-Methylcysteine S-11C-Methyl-L-cysteine S-Methylcysteine, (DL-cys)-isomer S-Methylcysteine, hydrochloride, (L-cys)-isomer S-Methylcysteine, (L-cys)-isomer C4H9NO2S 135.185 135.035399227 (2R)-2-amino-3-(methylsulfanyl)propanoic acid S-methylcysteine 1187-84-4 [H][C@](N)(CSC)C(O)=O InChI=1S/C4H9NO2S/c1-8-2-3(5)4(6)7/h3H,2,5H2,1H3,(H,6,7)/t3-/m0/s1 IDIDJDIHTAOVLG-VKHMYHEASA-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. Organic compounds Organic acids and derivatives Carboxylic acids and derivatives Amino acids, peptides, and analogues L-cysteine-S-conjugates Amino acids Carbonyl compounds Carboxylic acids Dialkylthioethers Hydrocarbon derivatives L-alpha-amino acids Monoalkylamines Monocarboxylic acids and derivatives Organic oxides Organopnictogen compounds Sulfenyl compounds Aliphatic acyclic compound Alpha-amino acid Amine Amino acid Carbonyl group Carboxylic acid Dialkylthioether Hydrocarbon derivative L-alpha-amino acid L-cysteine-s-conjugate 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 Aliphatic acyclic compounds S-alkyl-L-cysteine logp -2.21 ALOGPS logs -0.31 ALOGPS logp -2.4 ChemAxon pka_strongest_acidic 2.44 ChemAxon pka_strongest_basic 9.15 ChemAxon iupac (2R)-2-amino-3-(methylsulfanyl)propanoic acid ChemAxon average_mass 135.185 ChemAxon mono_mass 135.035399227 ChemAxon smiles [H][C@](N)(CSC)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)/t3-/m0/s1 ChemAxon inchikey IDIDJDIHTAOVLG-VKHMYHEASA-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 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 Specdb::NmrTwoD 1795 Specdb::MsMs 2007 Specdb::MsMs 2008 Specdb::MsMs 2009 Specdb::MsMs 5731 Specdb::MsMs 249570 Specdb::MsMs 249571 Specdb::MsMs 249572 Specdb::MsMs 269511 Specdb::MsMs 269512 Specdb::MsMs 269513 Specdb::MsMs 3599399 Specdb::MsMs 3599400 Specdb::MsMs 3599401 Specdb::MsMs 3599402 Specdb::MsMs 3599403 Specdb::MsMs 3599404 Specdb::CMs 1028 Specdb::CMs 1129 Specdb::CMs 6761 Specdb::CMs 28267 Specdb::CMs 31394 Specdb::CMs 31395 Specdb::CMs 38273 Specdb::NmrOneD 1855 Liver Metabolomics analysis was performed using GC-MS/LC-MS in multiparous Holstein dairy cows Shahzad K, Lopreiato V, Liang Y, Trevisi E, Osorio JS, Xu C, Loor JJ: Hepatic metabolomics and transcriptomics to study susceptibility to ketosis in response to prepartal nutritional management. J Anim Sci Biotechnol. 2019 Dec 18;10:96. doi: 10.1186/s40104-019-0404-z. eCollection 2019. 31867104 Milk Commercial milk, by CIL LC-MS Mung D, Li L: Development of Chemical Isotope Labeling LC-MS for Milk Metabolomics: Comprehensive and Quantitative Profiling of the Amine/Phenol Submetabolome. Anal Chem. 2017 Apr 18;89(8):4435-4443. doi: 10.1021/acs.analchem.6b03737. Epub 2017 Mar 28. 28306241 Milk Commercial whole milk with 3.25% fat Mung D, Li L: Applying quantitative metabolomics based on chemical isotope labeling LC-MS for detecting potential milk adulterant in human milk. Anal Chim Acta. 2018 Feb 25;1001:78-85. doi: 10.1016/j.aca.2017.11.019. Epub 2017 Nov 14. 29291809 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 FDB003689 22826 DB02216 45658 S-METHYL-L-CYSTEINE C00000747 Mung D, Li L: Development of Chemical Isotope Labeling LC-MS for Milk Metabolomics: Comprehensive and Quantitative Profiling of the Amine/Phenol Submetabolome. Anal Chem. 2017 Apr 18;89(8):4435-4443. doi: 10.1021/acs.analchem.6b03737. Epub 2017 Mar 28. 28306241 Mung D, Li L: Applying quantitative metabolomics based on chemical isotope labeling LC-MS for detecting potential milk adulterant in human milk. Anal Chim Acta. 2018 Feb 25;1001:78-85. doi: 10.1016/j.aca.2017.11.019. Epub 2017 Nov 14. 29291809