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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 00:12:47 UTC

Update Date

2021-09-26 22:56:44 UTC

HMDB ID

HMDB0247201

Secondary Accession Numbers

None

Metabolite Identification

Common Name

N-(Carboxymethyl)-N-(2-((carboxymethyl)amino)ethyl)glycine

Description

N-(Carboxymethyl)-N-(2-((carboxymethyl)amino)ethyl)glycine, also known as ethylenediamine-N,N,n'-triacetic acid, 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). N-(Carboxymethyl)-N-(2-((carboxymethyl)amino)ethyl)glycine is a secondary metabolite. Secondary metabolites are metabolically or physiologically non-essential metabolites that may serve a role as defense or signalling molecules. In some cases they are simply molecules that arise from the incomplete metabolism of other secondary metabolites. Based on a literature review a significant number of articles have been published on N-(Carboxymethyl)-N-(2-((carboxymethyl)amino)ethyl)glycine. This compound has been identified in human blood as reported by (PMID: 31557052 ). N-(carboxymethyl)-n-(2-((carboxymethyl)amino)ethyl)glycine is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically N-(Carboxymethyl)-N-(2-((carboxymethyl)amino)ethyl)glycine is part of the human exposome. The exposome can be defined as the collection of all the exposures of an individual in a lifetime and how those exposures relate to health. An individual's exposure begins before birth and includes insults from environmental and occupational sources.

Structure

MOL 3D MOL SDF 3D SDF PDB 3D PDB SMILES InChI

HMDB0247201
     RDKit          3D
N-(Carboxymethyl)-N-(2-((carboxymethyl)amino)ethyl)glycine
 30 29  0  0  0  0  0  0  0  0999 V2000
    5.1510    0.7152    1.9394 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4867    0.3648    0.9223 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7999   -0.8222    0.3139 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3560    1.2256    0.3966 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2284    0.3258    0.4715 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.9499    0.8911    0.0401 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0416   -0.2199    0.3647 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3158   -0.0122   -0.2036 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6772   -1.2453   -0.9458 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7410   -2.4421   -0.1872 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7426   -3.1397    0.0220 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9031   -2.8647    0.3457 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3785    0.5117    0.6183 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3742    1.2401   -0.2320 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3339    0.6432   -0.7270 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2144    2.6259   -0.4514 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4567   -0.9887   -0.6204 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1304    2.0135    1.1556 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5757    1.6305   -0.5624 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3730   -0.4833   -0.2349 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9202    1.0547   -1.0558 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7401    1.8499    0.5197 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3625   -1.1876    0.1896 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1237   -0.1482    1.5208 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9921   -1.3042   -1.8335 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7622   -0.9502   -1.3807 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6655   -3.2849   -0.2830 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9466   -0.2810    1.1295 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0069    1.2513    1.3679 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3114    3.0309   -0.6426 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
 10 12  1  0
  8 13  1  0
 13 14  1  0
 14 15  2  0
 14 16  1  0
  3 17  1  0
  4 18  1  0
  4 19  1  0
  5 20  1  0
  6 21  1  0
  6 22  1  0
  7 23  1  0
  7 24  1  0
  9 25  1  0
  9 26  1  0
 12 27  1  0
 13 28  1  0
 13 29  1  0
 16 30  1  0
M  END

  Mrv1652309112102132D          

 16 15  0  0  0  0            999 V2000
    5.3328    0.4027    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7927   -0.2210    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9825   -0.0651    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.4425   -0.6887    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7125   -1.4683    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1724   -2.0919    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5226   -1.6242    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7125    0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9024    0.8704    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3623    0.2467    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6323    1.6499    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.1429    0.2467    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.6830    0.8704    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4931    0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0332    1.3381    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.7632   -0.0651    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  5  7  1  0  0  0  0
  3  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
  9 11  1  0  0  0  0
  1 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 14 16  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0247201

> <DATABASE_NAME>
hmdb

> <SMILES>
OC(=O)CNCCN(CC(O)=O)CC(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C8H14N2O6/c11-6(12)3-9-1-2-10(4-7(13)14)5-8(15)16/h9H,1-5H2,(H,11,12)(H,13,14)(H,15,16)

> <INCHI_KEY>
OUDSFQBUEBFSPS-UHFFFAOYSA-N

> <FORMULA>
C8H14N2O6

> <MOLECULAR_WEIGHT>
234.208

> <EXACT_MASS>
234.085186179

> <JCHEM_ACCEPTOR_COUNT>
8

> <JCHEM_ATOM_COUNT>
30

> <JCHEM_AVERAGE_POLARIZABILITY>
21.682894795269974

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
2-({2-[bis(carboxymethyl)amino]ethyl}amino)acetic acid

> <ALOGPS_LOGP>
-1.69

> <JCHEM_LOGP>
-4.774792457210601

> <ALOGPS_LOGS>
-1.38

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
2.3679336173543906

> <JCHEM_PKA_STRONGEST_ACIDIC>
1.0559872601760816

> <JCHEM_PKA_STRONGEST_BASIC>
9.986691436224696

> <JCHEM_POLAR_SURFACE_AREA>
127.17

> <JCHEM_REFRACTIVITY>
50.966300000000004

> <JCHEM_ROTATABLE_BOND_COUNT>
9

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
9.67e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
({2-[bis(carboxymethyl)amino]ethyl}amino)acetic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0247201
     RDKit          3D
N-(Carboxymethyl)-N-(2-((carboxymethyl)amino)ethyl)glycine
 30 29  0  0  0  0  0  0  0  0999 V2000
    5.1510    0.7152    1.9394 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4867    0.3648    0.9223 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7999   -0.8222    0.3139 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3560    1.2256    0.3966 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2284    0.3258    0.4715 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.9499    0.8911    0.0401 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0416   -0.2199    0.3647 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3158   -0.0122   -0.2036 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6772   -1.2453   -0.9458 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7410   -2.4421   -0.1872 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7426   -3.1397    0.0220 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9031   -2.8647    0.3457 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3785    0.5117    0.6183 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3742    1.2401   -0.2320 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3339    0.6432   -0.7270 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2144    2.6259   -0.4514 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4567   -0.9887   -0.6204 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1304    2.0135    1.1556 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5757    1.6305   -0.5624 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3730   -0.4833   -0.2349 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9202    1.0547   -1.0558 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7401    1.8499    0.5197 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3625   -1.1876    0.1896 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1237   -0.1482    1.5208 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9921   -1.3042   -1.8335 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7622   -0.9502   -1.3807 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6655   -3.2849   -0.2830 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9466   -0.2810    1.1295 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0069    1.2513    1.3679 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3114    3.0309   -0.6426 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
 10 12  1  0
  8 13  1  0
 13 14  1  0
 14 15  2  0
 14 16  1  0
  3 17  1  0
  4 18  1  0
  4 19  1  0
  5 20  1  0
  6 21  1  0
  6 22  1  0
  7 23  1  0
  7 24  1  0
  9 25  1  0
  9 26  1  0
 12 27  1  0
 13 28  1  0
 13 29  1  0
 16 30  1  0
M  END

HEADER    PROTEIN                                 11-SEP-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   11-SEP-21         0                                  
HETATM    1  C   UNK     0       9.954   0.752   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       8.946  -0.413   0.000  0.00  0.00           C+0
HETATM    3  N   UNK     0       7.434  -0.121   0.000  0.00  0.00           N+0
HETATM    4  C   UNK     0       6.426  -1.286   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       6.930  -2.741   0.000  0.00  0.00           C+0
HETATM    6  O   UNK     0       5.922  -3.905   0.000  0.00  0.00           O+0
HETATM    7  O   UNK     0       8.442  -3.032   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0       6.930   1.334   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       5.418   1.625   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0       4.410   0.461   0.000  0.00  0.00           O+0
HETATM   11  O   UNK     0       4.914   3.080   0.000  0.00  0.00           O+0
HETATM   12  N   UNK     0      11.467   0.461   0.000  0.00  0.00           N+0
HETATM   13  C   UNK     0      12.475   1.625   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      13.987   1.334   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0      14.995   2.498   0.000  0.00  0.00           O+0
HETATM   16  O   UNK     0      14.491  -0.121   0.000  0.00  0.00           O+0
CONECT    1    2   12                                                       
CONECT    2    1    3                                                       
CONECT    3    2    4    8                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6    7                                                  
CONECT    6    5                                                            
CONECT    7    5                                                            
CONECT    8    3    9                                                       
CONECT    9    8   10   11                                                  
CONECT   10    9                                                            
CONECT   11    9                                                            
CONECT   12    1   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13   15   16                                                  
CONECT   15   14                                                            
CONECT   16   14                                                            
MASTER        0    0    0    0    0    0    0    0   16    0   30    0
END

COMPND    HMDB0247201
HETATM    1  O1  UNL     1       5.151   0.715   1.939  1.00  0.00           O  
HETATM    2  C1  UNL     1       4.487   0.365   0.922  1.00  0.00           C  
HETATM    3  O2  UNL     1       4.800  -0.822   0.314  1.00  0.00           O  
HETATM    4  C2  UNL     1       3.356   1.226   0.397  1.00  0.00           C  
HETATM    5  N1  UNL     1       2.228   0.326   0.471  1.00  0.00           N  
HETATM    6  C3  UNL     1       0.950   0.891   0.040  1.00  0.00           C  
HETATM    7  C4  UNL     1      -0.042  -0.220   0.365  1.00  0.00           C  
HETATM    8  N2  UNL     1      -1.316  -0.012  -0.204  1.00  0.00           N  
HETATM    9  C5  UNL     1      -1.677  -1.245  -0.946  1.00  0.00           C  
HETATM   10  C6  UNL     1      -1.741  -2.442  -0.187  1.00  0.00           C  
HETATM   11  O3  UNL     1      -0.743  -3.140   0.022  1.00  0.00           O  
HETATM   12  O4  UNL     1      -2.903  -2.865   0.346  1.00  0.00           O  
HETATM   13  C7  UNL     1      -2.379   0.512   0.618  1.00  0.00           C  
HETATM   14  C8  UNL     1      -3.374   1.240  -0.232  1.00  0.00           C  
HETATM   15  O5  UNL     1      -4.334   0.643  -0.727  1.00  0.00           O  
HETATM   16  O6  UNL     1      -3.214   2.626  -0.451  1.00  0.00           O  
HETATM   17  H1  UNL     1       4.457  -0.989  -0.620  1.00  0.00           H  
HETATM   18  H2  UNL     1       3.130   2.014   1.156  1.00  0.00           H  
HETATM   19  H3  UNL     1       3.576   1.631  -0.562  1.00  0.00           H  
HETATM   20  H4  UNL     1       2.373  -0.483  -0.235  1.00  0.00           H  
HETATM   21  H5  UNL     1       0.920   1.055  -1.056  1.00  0.00           H  
HETATM   22  H6  UNL     1       0.740   1.850   0.520  1.00  0.00           H  
HETATM   23  H7  UNL     1       0.362  -1.188   0.190  1.00  0.00           H  
HETATM   24  H8  UNL     1      -0.124  -0.148   1.521  1.00  0.00           H  
HETATM   25  H9  UNL     1      -0.992  -1.304  -1.834  1.00  0.00           H  
HETATM   26  H10 UNL     1      -2.762  -0.950  -1.381  1.00  0.00           H  
HETATM   27  H11 UNL     1      -3.666  -3.285  -0.283  1.00  0.00           H  
HETATM   28  H12 UNL     1      -2.947  -0.281   1.130  1.00  0.00           H  
HETATM   29  H13 UNL     1      -2.007   1.251   1.368  1.00  0.00           H  
HETATM   30  H14 UNL     1      -2.311   3.031  -0.643  1.00  0.00           H  
CONECT    1    2    2
CONECT    2    3    4
CONECT    3   17
CONECT    4    5   18   19
CONECT    5    6   20
CONECT    6    7   21   22
CONECT    7    8   23   24
CONECT    8    9   13
CONECT    9   10   25   26
CONECT   10   11   11   12
CONECT   12   27
CONECT   13   14   28   29
CONECT   14   15   15   16
CONECT   16   30
END

HMDB0247201
     RDKit          3D
N-(Carboxymethyl)-N-(2-((carboxymethyl)amino)ethyl)glycine
 30 29  0  0  0  0  0  0  0  0999 V2000
    5.1510    0.7152    1.9394 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4867    0.3648    0.9223 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7999   -0.8222    0.3139 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3560    1.2256    0.3966 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2284    0.3258    0.4715 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.9499    0.8911    0.0401 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0416   -0.2199    0.3647 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3158   -0.0122   -0.2036 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6772   -1.2453   -0.9458 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7410   -2.4421   -0.1872 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7426   -3.1397    0.0220 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9031   -2.8647    0.3457 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3785    0.5117    0.6183 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3742    1.2401   -0.2320 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3339    0.6432   -0.7270 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2144    2.6259   -0.4514 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4567   -0.9887   -0.6204 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1304    2.0135    1.1556 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5757    1.6305   -0.5624 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3730   -0.4833   -0.2349 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9202    1.0547   -1.0558 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7401    1.8499    0.5197 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3625   -1.1876    0.1896 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1237   -0.1482    1.5208 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9921   -1.3042   -1.8335 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7622   -0.9502   -1.3807 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6655   -3.2849   -0.2830 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9466   -0.2810    1.1295 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0069    1.2513    1.3679 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3114    3.0309   -0.6426 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
 10 12  1  0
  8 13  1  0
 13 14  1  0
 14 15  2  0
 14 16  1  0
  3 17  1  0
  4 18  1  0
  4 19  1  0
  5 20  1  0
  6 21  1  0
  6 22  1  0
  7 23  1  0
  7 24  1  0
  9 25  1  0
  9 26  1  0
 12 27  1  0
 13 28  1  0
 13 29  1  0
 16 30  1  0
M  END

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Value	Source
Ethylenediamine-N,N,n'-triacetic acid	ChEBI
Ethylenediamine-N,N,n'-triacetate	Generator

Chemical Formula

C₈H₁₄N₂O₆

Average Molecular Weight

234.208

Monoisotopic Molecular Weight

234.085186179

IUPAC Name

2-({2-[bis(carboxymethyl)amino]ethyl}amino)acetic acid

Traditional Name

({2-[bis(carboxymethyl)amino]ethyl}amino)acetic acid

CAS Registry Number

Not Available

SMILES

OC(=O)CNCCN(CC(O)=O)CC(O)=O

InChI Identifier

InChI=1S/C8H14N2O6/c11-6(12)3-9-1-2-10(4-7(13)14)5-8(15)16/h9H,1-5H2,(H,11,12)(H,13,14)(H,15,16)

InChI Key

OUDSFQBUEBFSPS-UHFFFAOYSA-N

Chemical Taxonomy

Description

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).

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Amino acids, peptides, and analogues

Direct Parent

Alpha amino acids

Alternative Parents

Substituents

Alpha-amino acid
Tricarboxylic acid or derivatives
Tertiary amine
Tertiary aliphatic amine
Amino acid
Secondary amine
Secondary aliphatic amine
Carboxylic acid
Hydrocarbon derivative
Organic oxygen compound
Organic nitrogen compound
Organooxygen compound
Organonitrogen compound
Carbonyl group
Amine
Organic oxide
Organopnictogen compound
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 31557052)

Source

Exogenous

Exogenous (PMID: 31557052)

Process

Not Available

Role

Not Available

Physical Properties

State

Not Available

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
logP	-1.7	ALOGPS
logP	-4.8	ChemAxon
logS	-1.4	ALOGPS
pKa (Strongest Acidic)	1.06	ChemAxon
pKa (Strongest Basic)	9.99	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	8	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	127.17 Å²	ChemAxon
Rotatable Bond Count	9	ChemAxon
Refractivity	50.97 m³·mol⁻¹	ChemAxon
Polarizability	21.68 Å³	ChemAxon
Number of Rings	0	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DeepCCS	[M+H]+	144.608	30932474
DeepCCS	[M-H]-	140.779	30932474
DeepCCS	[M-2H]-	178.522	30932474
DeepCCS	[M+Na]+	154.061	30932474
AllCCS	[M+H]+	149.4	32859911
AllCCS	[M+H-H2O]+	146.2	32859911
AllCCS	[M+NH4]+	152.4	32859911
AllCCS	[M+Na]+	153.3	32859911
AllCCS	[M-H]-	148.8	32859911
AllCCS	[M+Na-2H]-	149.6	32859911
AllCCS	[M+HCOO]-	150.6	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
N-(Carboxymethyl)-N-(2-((carboxymethyl)amino)ethyl)glycine	OC(=O)CNCCN(CC(O)=O)CC(O)=O	3161.5	Standard polar	33892256
N-(Carboxymethyl)-N-(2-((carboxymethyl)amino)ethyl)glycine	OC(=O)CNCCN(CC(O)=O)CC(O)=O	1775.3	Standard non polar	33892256
N-(Carboxymethyl)-N-(2-((carboxymethyl)amino)ethyl)glycine	OC(=O)CNCCN(CC(O)=O)CC(O)=O	2132.3	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
N-(Carboxymethyl)-N-(2-((carboxymethyl)amino)ethyl)glycine,4TMS,isomer #1	C[Si](C)(C)OC(=O)CN(CCN(CC(=O)O[Si](C)(C)C)[Si](C)(C)C)CC(=O)O[Si](C)(C)C	2247.9	Semi standard non polar	33892256
N-(Carboxymethyl)-N-(2-((carboxymethyl)amino)ethyl)glycine,4TMS,isomer #1	C[Si](C)(C)OC(=O)CN(CCN(CC(=O)O[Si](C)(C)C)[Si](C)(C)C)CC(=O)O[Si](C)(C)C	2236.1	Standard non polar	33892256
N-(Carboxymethyl)-N-(2-((carboxymethyl)amino)ethyl)glycine,4TMS,isomer #1	C[Si](C)(C)OC(=O)CN(CCN(CC(=O)O[Si](C)(C)C)[Si](C)(C)C)CC(=O)O[Si](C)(C)C	2478.9	Standard polar	33892256
N-(Carboxymethyl)-N-(2-((carboxymethyl)amino)ethyl)glycine,4TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)CN(CCN(CC(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)CC(=O)O[Si](C)(C)C(C)(C)C	3136.6	Semi standard non polar	33892256
N-(Carboxymethyl)-N-(2-((carboxymethyl)amino)ethyl)glycine,4TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)CN(CCN(CC(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)CC(=O)O[Si](C)(C)C(C)(C)C	2911.8	Standard non polar	33892256
N-(Carboxymethyl)-N-(2-((carboxymethyl)amino)ethyl)glycine,4TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)CN(CCN(CC(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)CC(=O)O[Si](C)(C)C(C)(C)C	2892.4	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - N-(Carboxymethyl)-N-(2-((carboxymethyl)amino)ethyl)glycine GC-MS (Non-derivatized) - 70eV, Positive	splash10-000f-6900000000-d368666b91226cbcf1a9	2021-09-23	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - N-(Carboxymethyl)-N-(2-((carboxymethyl)amino)ethyl)glycine GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - N-(Carboxymethyl)-N-(2-((carboxymethyl)amino)ethyl)glycine GC-MS (TMS_1_1) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - N-(Carboxymethyl)-N-(2-((carboxymethyl)amino)ethyl)glycine GC-MS (TMS_1_2) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - N-(Carboxymethyl)-N-(2-((carboxymethyl)amino)ethyl)glycine GC-MS (TMS_1_3) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - N-(Carboxymethyl)-N-(2-((carboxymethyl)amino)ethyl)glycine GC-MS (TMS_2_1) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - N-(Carboxymethyl)-N-(2-((carboxymethyl)amino)ethyl)glycine GC-MS (TMS_2_2) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - N-(Carboxymethyl)-N-(2-((carboxymethyl)amino)ethyl)glycine GC-MS (TMS_2_3) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - N-(Carboxymethyl)-N-(2-((carboxymethyl)amino)ethyl)glycine GC-MS (TMS_2_4) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - N-(Carboxymethyl)-N-(2-((carboxymethyl)amino)ethyl)glycine GC-MS (TMS_3_1) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - N-(Carboxymethyl)-N-(2-((carboxymethyl)amino)ethyl)glycine GC-MS (TMS_3_2) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - N-(Carboxymethyl)-N-(2-((carboxymethyl)amino)ethyl)glycine GC-MS (TMS_3_3) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - N-(Carboxymethyl)-N-(2-((carboxymethyl)amino)ethyl)glycine GC-MS (TBDMS_1_1) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - N-(Carboxymethyl)-N-(2-((carboxymethyl)amino)ethyl)glycine GC-MS (TBDMS_1_2) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - N-(Carboxymethyl)-N-(2-((carboxymethyl)amino)ethyl)glycine GC-MS (TBDMS_1_3) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - N-(Carboxymethyl)-N-(2-((carboxymethyl)amino)ethyl)glycine GC-MS (TBDMS_2_1) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - N-(Carboxymethyl)-N-(2-((carboxymethyl)amino)ethyl)glycine GC-MS (TBDMS_2_2) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - N-(Carboxymethyl)-N-(2-((carboxymethyl)amino)ethyl)glycine GC-MS (TBDMS_2_3) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - N-(Carboxymethyl)-N-(2-((carboxymethyl)amino)ethyl)glycine GC-MS (TBDMS_2_4) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - N-(Carboxymethyl)-N-(2-((carboxymethyl)amino)ethyl)glycine GC-MS (TBDMS_3_1) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - N-(Carboxymethyl)-N-(2-((carboxymethyl)amino)ethyl)glycine GC-MS (TBDMS_3_2) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - N-(Carboxymethyl)-N-(2-((carboxymethyl)amino)ethyl)glycine GC-MS (TBDMS_3_3) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-(Carboxymethyl)-N-(2-((carboxymethyl)amino)ethyl)glycine 10V, Positive-QTOF	splash10-01p9-0980000000-8ba95c6dfe500743d3c1	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-(Carboxymethyl)-N-(2-((carboxymethyl)amino)ethyl)glycine 20V, Positive-QTOF	splash10-03di-4900000000-5b193039d8a5b5de29e6	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-(Carboxymethyl)-N-(2-((carboxymethyl)amino)ethyl)glycine 40V, Positive-QTOF	splash10-0a4i-9000000000-4de5f3b8480372a148f2	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-(Carboxymethyl)-N-(2-((carboxymethyl)amino)ethyl)glycine 10V, Negative-QTOF	splash10-001i-0790000000-c592d2dbb3fb1c50ae5e	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-(Carboxymethyl)-N-(2-((carboxymethyl)amino)ethyl)glycine 20V, Negative-QTOF	splash10-00y3-3920000000-d4130bee809da5334144	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-(Carboxymethyl)-N-(2-((carboxymethyl)amino)ethyl)glycine 40V, Negative-QTOF	splash10-0k9f-6900000000-2bd24b98f58f77e91014	2021-10-12	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted 1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Blood

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Detected but not Quantified	Not Quantified	Not Specified	Not Specified	Normal	31557052	details

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

146773

KEGG Compound ID

Not Available

BioCyc ID

CPD-18914

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

167782

PDB ID

Not Available

ChEBI ID

132232

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Barupal DK, Fiehn O: Generating the Blood Exposome Database Using a Comprehensive Text Mining and Database Fusion Approach. Environ Health Perspect. 2019 Sep;127(9):97008. doi: 10.1289/EHP4713. Epub 2019 Sep 26. [PubMed:31557052 ]

Showing metabocard for N-(Carboxymethyl)-N-(2-((carboxymethyl)amino)ethyl)glycine (HMDB0247201)

MOL for HMDB0247201 (N-(Carboxymethyl)-N-(2-((carboxymethyl)amino)ethyl)glycine)

3D MOL for HMDB0247201 (N-(Carboxymethyl)-N-(2-((carboxymethyl)amino)ethyl)glycine)

3D SDF for HMDB0247201 (N-(Carboxymethyl)-N-(2-((carboxymethyl)amino)ethyl)glycine)

3D-SDF for HMDB0247201 (N-(Carboxymethyl)-N-(2-((carboxymethyl)amino)ethyl)glycine)

PDB for HMDB0247201 (N-(Carboxymethyl)-N-(2-((carboxymethyl)amino)ethyl)glycine)

3D PDB for HMDB0247201 (N-(Carboxymethyl)-N-(2-((carboxymethyl)amino)ethyl)glycine)

SMILES for HMDB0247201 (N-(Carboxymethyl)-N-(2-((carboxymethyl)amino)ethyl)glycine)

INCHI for HMDB0247201 (N-(Carboxymethyl)-N-(2-((carboxymethyl)amino)ethyl)glycine)

Structure for HMDB0247201 (N-(Carboxymethyl)-N-(2-((carboxymethyl)amino)ethyl)glycine)

3D Structure for HMDB0247201 (N-(Carboxymethyl)-N-(2-((carboxymethyl)amino)ethyl)glycine)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra