<?xml version="1.0" encoding="UTF-8"?>
<compound>
  <id type="integer">4390</id>
  <title>T3D4336</title>
  <common-name>Dimethylglycine</common-name>
  <description>Dimethylglycine (DMG) is an amino acid derivative found in the cells of all plants and animals and can be obtained in the diet in small amounts from grains and meat. The human body produces DMG when metabolizing choline into Glycine. Dimethylglycine that is not metabolized in the liver is transported by the circulatory system to body tissue. Dimethylglycine was popular with Russian athletes and cosmonauts owing to its reputed ability to increase endurance and reduce fatigue. DMG is also a byproduct of homocysteine metabolism. Homocysteine and betaine are converted to methionine and N, N-dimethylglycine by betaine-homocysteine methyltransferase.</description>
  <cas>1118-68-9</cas>
  <pubchem-id>673</pubchem-id>
  <chemical-formula>C4H9NO2</chemical-formula>
  <weight nil="true"/>
  <appearance>White powder.</appearance>
  <melting-point>185.5°C</melting-point>
  <boiling-point></boiling-point>
  <density nil="true"/>
  <solubility></solubility>
  <specific-gravity nil="true"/>
  <flash-point nil="true"/>
  <vapour-pressure nil="true"/>
  <route-of-exposure nil="true"/>
  <target nil="true"/>
  <mechanism-of-toxicity nil="true"/>
  <metabolism nil="true"/>
  <toxicity nil="true"/>
  <lethaldose nil="true"/>
  <carcinogenicity>No indication of carcinogenicity to humans (not listed by IARC).</carcinogenicity>
  <use-source>This is an endogenously produced metabolite found in the human body. It is used in metabolic reactions, catabolic reactions or waste generation.</use-source>
  <min-risk-level nil="true"/>
  <health-effects nil="true"/>
  <symptoms nil="true"/>
  <treatment nil="true"/>
  <created-at type="dateTime">2014-08-29T06:29:09Z</created-at>
  <updated-at type="dateTime">2026-05-14T17:26:48Z</updated-at>
  <interacting-proteins nil="true"/>
  <wikipedia>Dimethylglycine</wikipedia>
  <uniprot-id nil="true"/>
  <kegg-compound-id>C01026</kegg-compound-id>
  <omim-id nil="true"/>
  <chebi-id>17724</chebi-id>
  <biocyc-id>DIMETHYL-GLYCINE</biocyc-id>
  <ctd-id nil="true"/>
  <stitch-id nil="true"/>
  <drugbank-id>DB02083</drugbank-id>
  <pdb-id>DMG</pdb-id>
  <actor-id nil="true"/>
  <organism nil="true"/>
  <export type="boolean">true</export>
  <metabolizing-proteins nil="true"/>
  <transporting-proteins nil="true"/>
  <moldb-smiles>CN(C)CC(O)=O</moldb-smiles>
  <moldb-formula>C4H9NO2</moldb-formula>
  <moldb-inchi>InChI=1S/C4H9NO2/c1-5(2)3-4(6)7/h3H2,1-2H3,(H,6,7)</moldb-inchi>
  <moldb-inchikey>FFDGPVCHZBVARC-UHFFFAOYSA-N</moldb-inchikey>
  <moldb-average-mass type="decimal">103.1198</moldb-average-mass>
  <moldb-mono-mass type="decimal">103.063328537</moldb-mono-mass>
  <origin>Endogenous</origin>
  <state>Solid</state>
  <logp>-2.91</logp>
  <hmdb-id>HMDB00092</hmdb-id>
  <chembl-id nil="true"/>
  <chemspider-id>653</chemspider-id>
  <structure-image-file-name nil="true"/>
  <structure-image-content-type nil="true"/>
  <structure-image-file-size type="integer" nil="true"/>
  <structure-image-updated-at type="dateTime" nil="true"/>
  <biodb-id nil="true"/>
  <synthesis-reference>&lt;p&gt;Roger V. Kendall, John W. Lawson, &amp;#8220;Dimethylglycine enhancement of antibody production.&amp;#8221; U.S. Patent US5118618, issued December, 1982.&lt;/p&gt;</synthesis-reference>
  <structure-image-caption nil="true"/>
  <chemdb-id>CHEM003296</chemdb-id>
  <dsstox-id>DTXSID6074336</dsstox-id>
  <toxcast-id nil="true"/>
  <stoff-ident-origin nil="true"/>
  <stoff-ident-id nil="true"/>
  <susdat-id nil="true"/>
  <iupac>2-(dimethylamino)acetic acid</iupac>
  <moldb-polar-surface-area>40.54</moldb-polar-surface-area>
  <moldb-refractivity>26.0727</moldb-refractivity>
  <moldb-polarizability>10.470047738620533</moldb-polarizability>
  <moldb-rotatable-bond-count>2</moldb-rotatable-bond-count>
  <moldb-acceptor-count>3</moldb-acceptor-count>
  <moldb-donor-count>1</moldb-donor-count>
  <moldb-pka-strongest-acidic>1.8808127451470078</moldb-pka-strongest-acidic>
  <moldb-pka-strongest-basic>9.691600277978429</moldb-pka-strongest-basic>
  <moldb-physiological-charge>0</moldb-physiological-charge>
  <moldb-number-of-rings>0</moldb-number-of-rings>
  <moldb-alogps-logp>-1.70</moldb-alogps-logp>
  <moldb-alogps-logs>0.96</moldb-alogps-logs>
  <moldb-alogps-solubility>9.39e+02 g/l</moldb-alogps-solubility>
</compound>
