Showing metabocard for N-methyl-L-glutamic Acid (MMDBc0000702)

Record Information
Version1.0
StatusDetected and Quantified
Creation Date2020-12-10 18:53:05 UTC
Update Date2022-08-31 06:11:15 UTC
Metabolite IDMMDBc0000702
Metabolite Identification
Common NameN-methyl-L-glutamic Acid
DescriptionN-methyl-L-glutamic Acid, also known as N-methylglutamate, belongs to the class of organic compounds known as glutamic acid and derivatives. Glutamic acid and derivatives are compounds containing glutamic acid or a derivative thereof resulting from reaction of glutamic acid at the amino group or the carboxy group, or from the replacement of any hydrogen of glycine by a heteroatom. N-methyl-L-glutamic Acid is a very strong basic compound (based on its pKa).
Structure
MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for #<Metabolite:0x0000560be217ef28>


  Mrv1652307171819472D          

 12 11  0  0  1  0            999 V2000
    6.0474   -1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9039   -1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1895   -1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6184   -1.8414    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.4750   -1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6184   -2.6664    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3329   -1.4289    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.7605   -1.8414    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4750   -0.6039    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3329   -3.0789    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9039   -3.0789    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9039   -2.2539    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  3  2  1  0  0  0  0
  4  2  1  0  0  0  0
  5  3  1  0  0  0  0
  6  4  1  0  0  0  0
  7  1  1  0  0  0  0
  4  7  1  1  0  0  0
  8  5  2  0  0  0  0
  9  5  1  0  0  0  0
 10  6  2  0  0  0  0
 11  6  1  0  0  0  0
  4 12  1  1  0  0  0
M  END
Download

3D MOL for #<Metabolite:0x0000560be217ef28>

HMDB0062660
     RDKit          3D
N-methyl-L-glutamic Acid
 22 21  0  0  0  0  0  0  0  0999 V2000
   -1.8148   -1.9689    0.7498 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9074   -0.6338    0.3925 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8364    0.2642    0.6136 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.3562   -0.1619   -0.2055 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5553    0.7372   -0.0395 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6736    0.1975   -0.8852 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7816    0.7790   -0.9133 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4984   -0.9359   -1.6369 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3067    1.6327    0.3283 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4722    1.8510   -0.0761 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4685    2.7116    0.5026 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7665   -2.3110    0.7934 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2535   -2.2417    1.7381 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3674   -2.5937    0.0095 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6720   -0.3157   -0.2117 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5181    0.1840    1.6800 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1096   -0.1169   -1.3106 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6778   -1.1942    0.0131 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3734    1.7600   -0.4350 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8960    0.8228    1.0007 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8661   -1.8423   -1.3899 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4047    3.3758   -0.2831 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  6  8  1  0
  3  9  1  0
  9 10  2  0
  9 11  1  0
  1 12  1  0
  1 13  1  0
  1 14  1  0
  2 15  1  0
  3 16  1  1
  4 17  1  0
  4 18  1  0
  5 19  1  0
  5 20  1  0
  8 21  1  0
 11 22  1  0
M  END
Download

3D SDF for #<Metabolite:0x0000560be217ef28>


  Mrv1652307171819472D          

 12 11  0  0  1  0            999 V2000
    6.0474   -1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9039   -1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1895   -1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6184   -1.8414    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.4750   -1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6184   -2.6664    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3329   -1.4289    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.7605   -1.8414    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4750   -0.6039    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3329   -3.0789    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9039   -3.0789    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9039   -2.2539    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  3  2  1  0  0  0  0
  4  2  1  0  0  0  0
  5  3  1  0  0  0  0
  6  4  1  0  0  0  0
  7  1  1  0  0  0  0
  4  7  1  1  0  0  0
  8  5  2  0  0  0  0
  9  5  1  0  0  0  0
 10  6  2  0  0  0  0
 11  6  1  0  0  0  0
  4 12  1  1  0  0  0
M  END
> <DATABASE_ID>
MMDBc0000702

> <DATABASE_NAME>
MIME

> <SMILES>
[H][C@@](CCC(O)=O)(NC)C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C6H11NO4/c1-7-4(6(10)11)2-3-5(8)9/h4,7H,2-3H2,1H3,(H,8,9)(H,10,11)/t4-/m0/s1

> <INCHI_KEY>
XLBVNMSMFQMKEY-BYPYZUCNSA-N

> <FORMULA>
C6H11NO4

> <MOLECULAR_WEIGHT>
161.1558

> <EXACT_MASS>
161.068807845

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
22

> <JCHEM_AVERAGE_POLARIZABILITY>
15.241923087337614

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2S)-2-(methylamino)pentanedioic acid

> <ALOGPS_LOGP>
-2.56

> <JCHEM_LOGP>
-3.0011149310183654

> <ALOGPS_LOGS>
-0.70

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
4.381944568813712

> <JCHEM_PKA_STRONGEST_ACIDIC>
1.5779917057119341

> <JCHEM_PKA_STRONGEST_BASIC>
10.623135219019215

> <JCHEM_POLAR_SURFACE_AREA>
86.63000000000001

> <JCHEM_REFRACTIVITY>
36.0623

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.21e+01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
N-methyl-L-glutamic acid

> <JCHEM_VEBER_RULE>
0

$$$$
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3D-SDF for #<Metabolite:0x0000560be217ef28>

HMDB0062660
     RDKit          3D
N-methyl-L-glutamic Acid
 22 21  0  0  0  0  0  0  0  0999 V2000
   -1.8148   -1.9689    0.7498 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9074   -0.6338    0.3925 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8364    0.2642    0.6136 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.3562   -0.1619   -0.2055 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5553    0.7372   -0.0395 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6736    0.1975   -0.8852 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7816    0.7790   -0.9133 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4984   -0.9359   -1.6369 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3067    1.6327    0.3283 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4722    1.8510   -0.0761 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4685    2.7116    0.5026 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7665   -2.3110    0.7934 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2535   -2.2417    1.7381 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3674   -2.5937    0.0095 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6720   -0.3157   -0.2117 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5181    0.1840    1.6800 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1096   -0.1169   -1.3106 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6778   -1.1942    0.0131 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3734    1.7600   -0.4350 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8960    0.8228    1.0007 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8661   -1.8423   -1.3899 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4047    3.3758   -0.2831 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  6  8  1  0
  3  9  1  0
  9 10  2  0
  9 11  1  0
  1 12  1  0
  1 13  1  0
  1 14  1  0
  2 15  1  0
  3 16  1  1
  4 17  1  0
  4 18  1  0
  5 19  1  0
  5 20  1  0
  8 21  1  0
 11 22  1  0
M  END
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PDB for #<Metabolite:0x0000560be217ef28>

HEADER    PROTEIN                                 17-JUL-18   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   17-JUL-18         0                                  
HETATM    1  C   UNK     0      11.288  -3.437   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       7.287  -2.667   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       5.954  -3.437   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       8.621  -3.437   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       4.620  -2.667   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       8.621  -4.977   0.000  0.00  0.00           C+0
HETATM    7  N   UNK     0       9.955  -2.667   0.000  0.00  0.00           N+0
HETATM    8  O   UNK     0       3.286  -3.437   0.000  0.00  0.00           O+0
HETATM    9  O   UNK     0       4.620  -1.127   0.000  0.00  0.00           O+0
HETATM   10  O   UNK     0       9.955  -5.747   0.000  0.00  0.00           O+0
HETATM   11  O   UNK     0       7.287  -5.747   0.000  0.00  0.00           O+0
HETATM   12  H   UNK     0       7.287  -4.207   0.000  0.00  0.00           H+0
CONECT    1    7                                                            
CONECT    2    3    4                                                       
CONECT    3    2    5                                                       
CONECT    4    2    6    7   12                                             
CONECT    5    3    8    9                                                  
CONECT    6    4   10   11                                                  
CONECT    7    1    4                                                       
CONECT    8    5                                                            
CONECT    9    5                                                            
CONECT   10    6                                                            
CONECT   11    6                                                            
CONECT   12    4                                                            
MASTER        0    0    0    0    0    0    0    0   12    0   22    0
END
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3D PDB for #<Metabolite:0x0000560be217ef28>

COMPND    HMDB0062660
HETATM    1  C1  UNL     1      -1.815  -1.969   0.750  1.00  0.00           C  
HETATM    2  N1  UNL     1      -1.907  -0.634   0.392  1.00  0.00           N  
HETATM    3  C2  UNL     1      -0.836   0.264   0.614  1.00  0.00           C  
HETATM    4  C3  UNL     1       0.356  -0.162  -0.206  1.00  0.00           C  
HETATM    5  C4  UNL     1       1.555   0.737  -0.040  1.00  0.00           C  
HETATM    6  C5  UNL     1       2.674   0.198  -0.885  1.00  0.00           C  
HETATM    7  O1  UNL     1       3.782   0.779  -0.913  1.00  0.00           O  
HETATM    8  O2  UNL     1       2.498  -0.936  -1.637  1.00  0.00           O  
HETATM    9  C6  UNL     1      -1.307   1.633   0.328  1.00  0.00           C  
HETATM   10  O3  UNL     1      -2.472   1.851  -0.076  1.00  0.00           O  
HETATM   11  O4  UNL     1      -0.468   2.712   0.503  1.00  0.00           O  
HETATM   12  H1  UNL     1      -0.767  -2.311   0.793  1.00  0.00           H  
HETATM   13  H2  UNL     1      -2.253  -2.242   1.738  1.00  0.00           H  
HETATM   14  H3  UNL     1      -2.367  -2.594   0.010  1.00  0.00           H  
HETATM   15  H4  UNL     1      -2.672  -0.316  -0.212  1.00  0.00           H  
HETATM   16  H5  UNL     1      -0.518   0.184   1.680  1.00  0.00           H  
HETATM   17  H6  UNL     1       0.110  -0.117  -1.311  1.00  0.00           H  
HETATM   18  H7  UNL     1       0.678  -1.194   0.013  1.00  0.00           H  
HETATM   19  H8  UNL     1       1.373   1.760  -0.435  1.00  0.00           H  
HETATM   20  H9  UNL     1       1.896   0.823   1.001  1.00  0.00           H  
HETATM   21  H10 UNL     1       2.866  -1.842  -1.390  1.00  0.00           H  
HETATM   22  H11 UNL     1      -0.405   3.376  -0.283  1.00  0.00           H  
CONECT    1    2   12   13   14
CONECT    2    3   15
CONECT    3    4    9   16
CONECT    4    5   17   18
CONECT    5    6   19   20
CONECT    6    7    7    8
CONECT    8   21
CONECT    9   10   10   11
CONECT   11   22
END
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SMILES for #<Metabolite:0x0000560be217ef28>

[H][C@@](CCC(O)=O)(NC)C(O)=O
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INCHI for #<Metabolite:0x0000560be217ef28>

InChI=1S/C6H11NO4/c1-7-4(6(10)11)2-3-5(8)9/h4,7H,2-3H2,1H3,(H,8,9)(H,10,11)/t4-/m0/s1
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Synonyms
ValueSource
(2S)-2-(Methylamino)pentanedioic acidChEBI
N-Methylglutamic acidChEBI
(2S)-2-(Methylamino)pentanedioateGenerator
N-MethylglutamateGenerator
N-Methyl-L-glutamateGenerator
N-Methyl-D-glutamateHMDB
Molecular FormulaC6H11NO4
Average Mass161.1558
Monoisotopic Mass161.068807845
IUPAC Name(2S)-2-(methylamino)pentanedioic acid
Traditional NameN-methyl-L-glutamic acid
CAS Registry NumberNot Available
SMILES
[H][C@@](CCC(O)=O)(NC)C(O)=O
InChI Identifier
InChI=1S/C6H11NO4/c1-7-4(6(10)11)2-3-5(8)9/h4,7H,2-3H2,1H3,(H,8,9)(H,10,11)/t4-/m0/s1
InChI KeyXLBVNMSMFQMKEY-BYPYZUCNSA-N