Showing metabocard for Dimethylglycine (MMDBc0000333)

Record Information
Version1.0
StatusDetected and Quantified
Creation Date2020-12-10 18:28:56 UTC
Update Date2022-08-31 03:27:36 UTC
Metabolite IDMMDBc0000333
Metabolite Identification
Common NameDimethylglycine
DescriptionDimethylglycine (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. DMG in the urine is a biomarker for the consumption of legumes. It is also a microbial metabolite (PMID: 25901889 ).
Structure
MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for #<Metabolite:0x00007f5a4ba454a0>


  Mrv1652306051920022D          

  7  6  0  0  0  0            999 V2000
   -1.6069   -1.1598    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8924   -0.7473    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1780   -1.1598    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8924    0.0776    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3214   -0.7473    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3214    0.0776    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0358   -1.1598    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0  0  0  0
  2  3  1  0  0  0  0
  2  4  1  0  0  0  0
  1  5  1  0  0  0  0
  5  6  2  0  0  0  0
  5  7  1  0  0  0  0
M  END
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3D MOL for #<Metabolite:0x00007f5a4ba454a0>

HMDB0000092
     RDKit          3D
Dimethylglycine
 16 15  0  0  0  0  0  0  0  0999 V2000
   -1.7842    0.6357   -0.2009 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6350    0.0011    0.4783 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7991   -1.4137    0.1222 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5245    0.5872   -0.1366 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8142    0.2420    0.5151 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9399   -0.5887    1.4294 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9400    0.9123    0.0530 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6848    0.0041   -0.1569 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4880    0.7445   -1.2570 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9388    1.6661    0.1870 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7054   -1.7686    0.6912 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0811   -2.0087    0.3459 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0968   -1.4503   -0.9398 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5575    0.2699   -1.2302 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4360    1.6896   -0.1581 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8389    0.4776   -0.1164 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  2  0
  5  7  1  0
  1  8  1  0
  1  9  1  0
  1 10  1  0
  3 11  1  0
  3 12  1  0
  3 13  1  0
  4 14  1  0
  4 15  1  0
  7 16  1  0
M  END
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3D SDF for #<Metabolite:0x00007f5a4ba454a0>


  Mrv1652306051920022D          

  7  6  0  0  0  0            999 V2000
   -1.6069   -1.1598    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8924   -0.7473    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1780   -1.1598    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8924    0.0776    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3214   -0.7473    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3214    0.0776    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0358   -1.1598    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0  0  0  0
  2  3  1  0  0  0  0
  2  4  1  0  0  0  0
  1  5  1  0  0  0  0
  5  6  2  0  0  0  0
  5  7  1  0  0  0  0
M  END
> <DATABASE_ID>
MMDBc0000333

> <DATABASE_NAME>
MIME

> <SMILES>
CN(C)CC(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C4H9NO2/c1-5(2)3-4(6)7/h3H2,1-2H3,(H,6,7)

> <INCHI_KEY>
FFDGPVCHZBVARC-UHFFFAOYSA-N

> <FORMULA>
C4H9NO2

> <MOLECULAR_WEIGHT>
103.1198

> <EXACT_MASS>
103.063328537

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
16

> <JCHEM_AVERAGE_POLARIZABILITY>
10.470047738620533

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
2-(dimethylamino)acetic acid

> <ALOGPS_LOGP>
-1.70

> <JCHEM_LOGP>
-3.0607825071662678

> <ALOGPS_LOGS>
0.96

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
1.8808127451470078

> <JCHEM_PKA_STRONGEST_BASIC>
9.691600277978429

> <JCHEM_POLAR_SURFACE_AREA>
40.54

> <JCHEM_REFRACTIVITY>
26.0727

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
9.39e+02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
dimethylglycine

> <JCHEM_VEBER_RULE>
0

$$$$
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3D-SDF for #<Metabolite:0x00007f5a4ba454a0>

HMDB0000092
     RDKit          3D
Dimethylglycine
 16 15  0  0  0  0  0  0  0  0999 V2000
   -1.7842    0.6357   -0.2009 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6350    0.0011    0.4783 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7991   -1.4137    0.1222 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5245    0.5872   -0.1366 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8142    0.2420    0.5151 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9399   -0.5887    1.4294 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9400    0.9123    0.0530 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6848    0.0041   -0.1569 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4880    0.7445   -1.2570 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9388    1.6661    0.1870 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7054   -1.7686    0.6912 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0811   -2.0087    0.3459 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0968   -1.4503   -0.9398 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5575    0.2699   -1.2302 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4360    1.6896   -0.1581 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8389    0.4776   -0.1164 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  2  0
  5  7  1  0
  1  8  1  0
  1  9  1  0
  1 10  1  0
  3 11  1  0
  3 12  1  0
  3 13  1  0
  4 14  1  0
  4 15  1  0
  7 16  1  0
M  END
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PDB for #<Metabolite:0x00007f5a4ba454a0>

HEADER    PROTEIN                                 05-JUN-19   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   05-JUN-19         0                                  
HETATM    1  C   UNK     0      -3.000  -2.165   0.000  0.00  0.00           C+0
HETATM    2  N   UNK     0      -1.666  -1.395   0.000  0.00  0.00           N+0
HETATM    3  C   UNK     0      -0.332  -2.165   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -1.666   0.145   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -4.333  -1.395   0.000  0.00  0.00           C+0
HETATM    6  O   UNK     0      -4.333   0.145   0.000  0.00  0.00           O+0
HETATM    7  O   UNK     0      -5.667  -2.165   0.000  0.00  0.00           O+0
CONECT    1    2    5                                                       
CONECT    2    1    3    4                                                  
CONECT    3    2                                                            
CONECT    4    2                                                            
CONECT    5    1    6    7                                                  
CONECT    6    5                                                            
CONECT    7    5                                                            
MASTER        0    0    0    0    0    0    0    0    7    0   12    0
END
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3D PDB for #<Metabolite:0x00007f5a4ba454a0>

COMPND    HMDB0000092
HETATM    1  C1  UNL     1      -1.784   0.636  -0.201  1.00  0.00           C  
HETATM    2  N1  UNL     1      -0.635   0.001   0.478  1.00  0.00           N  
HETATM    3  C2  UNL     1      -0.799  -1.414   0.122  1.00  0.00           C  
HETATM    4  C3  UNL     1       0.524   0.587  -0.137  1.00  0.00           C  
HETATM    5  C4  UNL     1       1.814   0.242   0.515  1.00  0.00           C  
HETATM    6  O1  UNL     1       1.940  -0.589   1.429  1.00  0.00           O  
HETATM    7  O2  UNL     1       2.940   0.912   0.053  1.00  0.00           O  
HETATM    8  H1  UNL     1      -2.685   0.004  -0.157  1.00  0.00           H  
HETATM    9  H2  UNL     1      -1.488   0.745  -1.257  1.00  0.00           H  
HETATM   10  H3  UNL     1      -1.939   1.666   0.187  1.00  0.00           H  
HETATM   11  H4  UNL     1      -1.705  -1.769   0.691  1.00  0.00           H  
HETATM   12  H5  UNL     1       0.081  -2.009   0.346  1.00  0.00           H  
HETATM   13  H6  UNL     1      -1.097  -1.450  -0.940  1.00  0.00           H  
HETATM   14  H7  UNL     1       0.558   0.270  -1.230  1.00  0.00           H  
HETATM   15  H8  UNL     1       0.436   1.690  -0.158  1.00  0.00           H  
HETATM   16  H9  UNL     1       3.839   0.478  -0.116  1.00  0.00           H  
CONECT    1    2    8    9   10
CONECT    2    3    4
CONECT    3   11   12   13
CONECT    4    5   14   15
CONECT    5    6    6    7
CONECT    7   16
END
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SMILES for #<Metabolite:0x00007f5a4ba454a0>

CN(C)CC(O)=O
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INCHI for #<Metabolite:0x00007f5a4ba454a0>

InChI=1S/C4H9NO2/c1-5(2)3-4(6)7/h3H2,1-2H3,(H,6,7)
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Synonyms
ValueSource
(Dimethylamino)acetic acidChEBI
2-(Dimethylamino)acetic acidChEBI
N,N-Dimethylaminoacetic acidChEBI
N-MethylsarcosineChEBI
(Dimethylamino)acetateGenerator
2-(Dimethylamino)acetateGenerator
N,N-DimethylaminoacetateGenerator
N,N-DimethylglycineHMDB
N-Methylsarcosine N,N-dimethyl-glycineHMDB
Dimethylglycine, monopotassium saltHMDB
Dimethylglycine, sodium saltHMDB
Dimethylglycine, calcium saltHMDB
Dimethylglycine monohydrochlorideHMDB
2-(N,N-Dimethylamino)acetic acidHMDB
DMGHMDB
DimethylglycineHMDB
Molecular FormulaC4H9NO2
Average Mass103.1198
Monoisotopic Mass103.063328537
IUPAC Name2-(dimethylamino)acetic acid
Traditional Namedimethylglycine
CAS Registry NumberNot Available
SMILES
CN(C)CC(O)=O
InChI Identifier
InChI=1S/C4H9NO2/c1-5(2)3-4(6)7/h3H2,1-2H3,(H,6,7)
InChI KeyFFDGPVCHZBVARC-UHFFFAOYSA-N