1.0 2016-09-30 22:19:32 UTC 2020-05-21 16:28:59 UTC BMDB0000092 BMDB00092 Dimethylglycine Dimethylglycine, also known as N-methylsarcosine, belongs to the class of organic compounds known as alpha amino acids. These are amino acids in which the amino group is attached to the carbon atom immediately adjacent to the carboxylate group (alpha carbon). Dimethylglycine exists as a solid, possibly soluble (in water), and a very strong basic compound (based on its pKa) molecule. Dimethylglycine exists in all living organisms, ranging from bacteria to humans. Dimethylglycine is a potentially toxic compound. (Dimethylamino)acetic acid 2-(Dimethylamino)acetic acid N,N-Dimethylaminoacetic acid N-Methylsarcosine (Dimethylamino)acetate 2-(Dimethylamino)acetate N,N-Dimethylaminoacetate N,N-Dimethylglycine N-Methylsarcosine N,N-dimethyl-glycine Dimethylglycine, monopotassium salt Dimethylglycine, sodium salt Dimethylglycine, calcium salt Dimethylglycine monohydrochloride 2-(N,N-Dimethylamino)acetic acid DMG Dimethylglycine C4H9NO2 103.1198 103.063328537 2-(dimethylamino)acetic acid dimethylglycine 1118-68-9 CN(C)CC(O)=O InChI=1S/C4H9NO2/c1-5(2)3-4(6)7/h3H2,1-2H3,(H,6,7) FFDGPVCHZBVARC-UHFFFAOYSA-N belongs to the class of organic compounds known as alpha amino acids. These are amino acids in which the amino group is attached to the carbon atom immediately adjacent to the carboxylate group (alpha carbon). Organic compounds Organic acids and derivatives Carboxylic acids and derivatives Amino acids, peptides, and analogues Alpha amino acids Amino acids Carbonyl compounds Carboxylic acids Hydrocarbon derivatives Monocarboxylic acids and derivatives Organic oxides Organopnictogen compounds Trialkylamines Aliphatic acyclic compound Alpha-amino acid Amine Amino acid Carbonyl group Carboxylic acid Hydrocarbon derivative Monocarboxylic acid or derivatives Organic nitrogen compound Organic oxide Organic oxygen compound Organonitrogen compound Organooxygen compound Organopnictogen compound Tertiary aliphatic amine Tertiary amine Aliphatic acyclic compounds N-methyl-amino acid N-methylglycines Solid melting_point 185.5 °C logp -2.91 TSAI,RS ET AL. (1991) logp -1.70 ALOGPS logs 0.96 ALOGPS logp -3.1 ChemAxon pka_strongest_acidic 1.88 ChemAxon pka_strongest_basic 9.69 ChemAxon iupac 2-(dimethylamino)acetic acid ChemAxon average_mass 103.1198 ChemAxon mono_mass 103.063328537 ChemAxon smiles CN(C)CC(O)=O ChemAxon formula C4H9NO2 ChemAxon inchi InChI=1S/C4H9NO2/c1-5(2)3-4(6)7/h3H2,1-2H3,(H,6,7) ChemAxon inchikey FFDGPVCHZBVARC-UHFFFAOYSA-N ChemAxon polar_surface_area 40.54 ChemAxon refractivity 26.07 ChemAxon polarizability 10.47 ChemAxon rotatable_bond_count 2 ChemAxon acceptor_count 3 ChemAxon donor_count 1 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 Betaine Metabolism SMP0087182 Glycine and Serine Metabolism SMP0087245 Methionine Metabolism SMP0087249 Specdb::MsIr 165 Specdb::MsIr 166 Specdb::MsIr 167 Specdb::MsMs 141 Specdb::MsMs 142 Specdb::MsMs 143 Specdb::MsMs 2826 Specdb::MsMs 2827 Specdb::MsMs 2828 Specdb::MsMs 2829 Specdb::MsMs 2830 Specdb::MsMs 2831 Specdb::MsMs 2832 Specdb::MsMs 2833 Specdb::MsMs 2834 Specdb::MsMs 2835 Specdb::MsMs 260658 Specdb::MsMs 260659 Specdb::MsMs 260660 Specdb::MsMs 280593 Specdb::MsMs 280594 Specdb::MsMs 280595 Specdb::MsMs 439092 Specdb::MsMs 445980 Specdb::MsMs 445981 Specdb::MsMs 445982 Specdb::MsMs 445983 Specdb::MsMs 445984 Specdb::NmrOneD 1079 Specdb::NmrOneD 1140 Specdb::NmrOneD 2157 Specdb::NmrOneD 2844 Specdb::NmrOneD 142130 Specdb::NmrOneD 142131 Specdb::NmrOneD 142132 Specdb::NmrOneD 142133 Specdb::NmrOneD 142134 Specdb::NmrOneD 142135 Specdb::NmrOneD 142136 Specdb::NmrOneD 142137 Specdb::NmrOneD 142138 Specdb::NmrOneD 142139 Specdb::NmrOneD 142140 Specdb::NmrOneD 142141 Specdb::NmrOneD 142142 Specdb::NmrOneD 142143 Specdb::NmrOneD 142144 Specdb::NmrOneD 142145 Specdb::NmrOneD 142146 Specdb::NmrOneD 142147 Specdb::NmrOneD 142148 Specdb::NmrOneD 142149 Specdb::NmrOneD 166481 Specdb::CMs 891 Specdb::CMs 8607 Specdb::CMs 30993 Specdb::CMs 37289 Specdb::CMs 148193 Specdb::CMs 1049871 Specdb::NmrTwoD 953 Specdb::NmrTwoD 1137 Blood Detected by NMR De Buck J, Shaykhutdinov R, Barkema HW, Vogel HJ: Metabolomic profiling in cattle experimentally infected with Mycobacterium avium subsp. paratuberculosis. PLoS One. 2014 Nov 5;9(11):e111872. doi: 10.1371/journal.pone.0111872. eCollection 2014. 25372282 Kidney 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 Liver 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 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 Milk Raw milk, by UPLC-Q-TOF MS E Xi X, Kwok LY, Wang Y, Ma C, Mi Z, Zhang H: Ultra-performance liquid chromatography-quadrupole-time of flight mass spectrometry MS(E)-based untargeted milk metabolomics in dairy cows with subclinical or clinical mastitis. J Dairy Sci. 2017 Jun;100(6):4884-4896. doi: 10.3168/jds.2016-11939. Epub 2017 Mar 23. 28342601 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 Ruminal Fluid Detected by NMR in mid-lactating primiparous Holstein cows. Zhao S, Zhao J, Bu D, Sun P, Wang J, Dong Z: Metabolomics analysis reveals large effect of roughage types on rumen microbial metabolic profile in dairy cows. Lett Appl Microbiol. 2014 Jul;59(1):79-85. doi: 10.1111/lam.12247. Epub 2014 Apr 4. 24617926 C01026 FDB021893 DB02083 653 673 17724 DIMETHYL-GLYCINE Dimethylglycine 36652 277 Lai, Mei-Chin; Wang, Chia-Chi; Chuang, Ming-Jen; Wu, Yen-Chi; Lee, Yu-Chien. Effects of substrate and potassium on the betaine-synthesizing enzyme glycine sarcosine dimethylglycine N-methyltransferase from a halophilic methanoarchaeon Methanohalophilus portucalensis. Res Microbiol. 2006 Dec;157(10):948-55. Epub 2006 Oct 26. Pubmed: 17098399 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 Xi X, Kwok LY, Wang Y, Ma C, Mi Z, Zhang H: Ultra-performance liquid chromatography-quadrupole-time of flight mass spectrometry MS(E)-based untargeted milk metabolomics in dairy cows with subclinical or clinical mastitis. J Dairy Sci. 2017 Jun;100(6):4884-4896. doi: 10.3168/jds.2016-11939. Epub 2017 Mar 23. 28342601 BMDBP01057 Betaine--homocysteine S-methyltransferase 1 Q5I597 BHMT Enzyme BMDBP02968 Pyruvate dehydrogenase phosphatase regulatory subunit, mitochondrial O46504 PDPR Enzyme