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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-10 21:49:14 UTC

Update Date

2021-09-26 22:52:35 UTC

HMDB ID

HMDB0244676

Secondary Accession Numbers

None

Metabolite Identification

Common Name

N-(2-Hydroxyethyl)ethylenediaminetriacetic acid

Description

N-(2-Hydroxyethyl)ethylenediaminetriacetic acid, also known as hedta, sodium salt or CO-hedta, 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). Based on a literature review very few articles have been published on N-(2-Hydroxyethyl)ethylenediaminetriacetic acid. This compound has been identified in human blood as reported by (PMID: 31557052 ). N-(2-hydroxyethyl)ethylenediaminetriacetic acid is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically N-(2-Hydroxyethyl)ethylenediaminetriacetic acid 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

HMDB0244676
     RDKit          3D
N-(2-Hydroxyethyl)ethylenediaminetriacetic acid
 37 36  0  0  0  0  0  0  0  0999 V2000
   -2.9526    0.4774    3.1475 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6062    0.5445    1.9562 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6676    1.7607    1.3141 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1437   -0.6433    1.2572 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7532   -0.4778   -0.0772 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7560   -0.1597   -1.0430 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7259   -1.3164   -1.2766 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6422   -0.8897   -2.2259 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5449    0.2010   -0.3716 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6968   -0.5162    0.0161 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8943    0.2602   -0.3084 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.0561    1.3924    0.5085 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1624    2.2475    0.1491 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4747    3.1807    0.9671 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9171    2.1635   -0.9881 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0193   -0.6118   -0.4905 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4846   -1.2791    0.7334 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0299   -1.0973    1.8847 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5204   -2.1953    0.6129 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1962    2.5999    1.5533 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9645   -1.3949    1.3050 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2898   -1.1569    1.7946 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3254    0.7462   -0.7644 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2884    0.0383   -2.0362 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1770   -2.1884   -1.6493 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2185   -1.4931   -0.3080 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1836   -0.4333   -2.9763 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5137    0.2584   -1.5073 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5517    1.2512   -0.0592 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7887   -0.7273    1.1008 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7627   -1.4810   -0.5115 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1504    2.0484    0.5668 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1276    1.0113    1.5811 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5978    2.3868   -1.9060 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8582   -0.0403   -0.9002 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6819   -1.3702   -1.2662 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2783   -3.0965    0.2176 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
  5  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  2  0
 13 15  1  0
 11 16  1  0
 16 17  1  0
 17 18  2  0
 17 19  1  0
  3 20  1  0
  4 21  1  0
  4 22  1  0
  6 23  1  0
  6 24  1  0
  7 25  1  0
  7 26  1  0
  8 27  1  0
  9 28  1  0
  9 29  1  0
 10 30  1  0
 10 31  1  0
 12 32  1  0
 12 33  1  0
 15 34  1  0
 16 35  1  0
 16 36  1  0
 19 37  1  0
M  END

  Mrv1652306031608592D          

 19 18  0  0  0  0            999 V2000
    2.4453    0.3118    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1752   -0.4677    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5254    1.2473    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9854    1.8709    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7955   -0.1559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0950   -1.4032    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8250    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6056    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6351   -2.0268    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0149   -0.1559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2554    0.4677    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.3651   -0.6236    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.1752    1.7150    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1457   -0.6236    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8757    0.7796    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4453   -1.8709    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3651   -2.8064    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2552   -0.9355    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5252    0.4677    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0  0  0  0
  4  3  1  0  0  0  0
  8  5  1  0  0  0  0
  9  6  1  0  0  0  0
 10  7  1  0  0  0  0
 11  1  1  0  0  0  0
 11  3  1  0  0  0  0
 11  5  1  0  0  0  0
 12  2  1  0  0  0  0
 12  6  1  0  0  0  0
 12  7  1  0  0  0  0
 13  4  1  0  0  0  0
 14  8  2  0  0  0  0
 15  8  1  0  0  0  0
 16  9  2  0  0  0  0
 17  9  1  0  0  0  0
 18 10  2  0  0  0  0
 19 10  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0244676

> <DATABASE_NAME>
hmdb

> <SMILES>
OCCN(CCN(CC(O)=O)CC(O)=O)CC(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C10H18N2O7/c13-4-3-11(5-8(14)15)1-2-12(6-9(16)17)7-10(18)19/h13H,1-7H2,(H,14,15)(H,16,17)(H,18,19)

> <INCHI_KEY>
URDCARMUOSMFFI-UHFFFAOYSA-N

> <FORMULA>
C10H18N2O7

> <MOLECULAR_WEIGHT>
278.261

> <EXACT_MASS>
278.111400928

> <JCHEM_ACCEPTOR_COUNT>
9

> <JCHEM_ATOM_COUNT>
37

> <JCHEM_AVERAGE_POLARIZABILITY>
25.650293266716574

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

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

> <ALOGPS_LOGP>
-1.31

> <JCHEM_LOGP>
-4.929326196050746

> <ALOGPS_LOGS>
-1.34

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-2

> <JCHEM_PKA>
3.6280970283997016

> <JCHEM_PKA_STRONGEST_ACIDIC>
0.7843522820883231

> <JCHEM_PKA_STRONGEST_BASIC>
8.95659898124685

> <JCHEM_POLAR_SURFACE_AREA>
138.61

> <JCHEM_REFRACTIVITY>
62.553300000000014

> <JCHEM_ROTATABLE_BOND_COUNT>
11

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.26e+01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
hedta

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0244676
     RDKit          3D
N-(2-Hydroxyethyl)ethylenediaminetriacetic acid
 37 36  0  0  0  0  0  0  0  0999 V2000
   -2.9526    0.4774    3.1475 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6062    0.5445    1.9562 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6676    1.7607    1.3141 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1437   -0.6433    1.2572 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7532   -0.4778   -0.0772 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7560   -0.1597   -1.0430 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7259   -1.3164   -1.2766 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6422   -0.8897   -2.2259 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5449    0.2010   -0.3716 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6968   -0.5162    0.0161 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8943    0.2602   -0.3084 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.0561    1.3924    0.5085 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1624    2.2475    0.1491 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4747    3.1807    0.9671 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9171    2.1635   -0.9881 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0193   -0.6118   -0.4905 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4846   -1.2791    0.7334 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0299   -1.0973    1.8847 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5204   -2.1953    0.6129 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1962    2.5999    1.5533 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9645   -1.3949    1.3050 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2898   -1.1569    1.7946 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3254    0.7462   -0.7644 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2884    0.0383   -2.0362 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1770   -2.1884   -1.6493 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2185   -1.4931   -0.3080 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1836   -0.4333   -2.9763 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5137    0.2584   -1.5073 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5517    1.2512   -0.0592 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7887   -0.7273    1.1008 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7627   -1.4810   -0.5115 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1504    2.0484    0.5668 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1276    1.0113    1.5811 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5978    2.3868   -1.9060 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8582   -0.0403   -0.9002 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6819   -1.3702   -1.2662 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2783   -3.0965    0.2176 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
  5  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  2  0
 13 15  1  0
 11 16  1  0
 16 17  1  0
 17 18  2  0
 17 19  1  0
  3 20  1  0
  4 21  1  0
  4 22  1  0
  6 23  1  0
  6 24  1  0
  7 25  1  0
  7 26  1  0
  8 27  1  0
  9 28  1  0
  9 29  1  0
 10 30  1  0
 10 31  1  0
 12 32  1  0
 12 33  1  0
 15 34  1  0
 16 35  1  0
 16 36  1  0
 19 37  1  0
M  END

HEADER    PROTEIN                                 03-JUN-16   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   03-JUN-16         0                                  
HETATM    1  C   UNK     0       4.564   0.582   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       4.060  -0.873   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       6.581   2.328   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       5.573   3.492   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       7.085  -0.291   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       2.044  -2.619   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       1.540   0.000   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       8.597   0.000   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       3.052  -3.783   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       0.028  -0.291   0.000  0.00  0.00           C+0
HETATM   11  N   UNK     0       6.077   0.873   0.000  0.00  0.00           N+0
HETATM   12  N   UNK     0       2.548  -1.164   0.000  0.00  0.00           N+0
HETATM   13  O   UNK     0       4.060   3.201   0.000  0.00  0.00           O+0
HETATM   14  O   UNK     0       9.605  -1.164   0.000  0.00  0.00           O+0
HETATM   15  O   UNK     0       9.101   1.455   0.000  0.00  0.00           O+0
HETATM   16  O   UNK     0       4.564  -3.492   0.000  0.00  0.00           O+0
HETATM   17  O   UNK     0       2.548  -5.239   0.000  0.00  0.00           O+0
HETATM   18  O   UNK     0      -0.476  -1.746   0.000  0.00  0.00           O+0
HETATM   19  O   UNK     0      -0.980   0.873   0.000  0.00  0.00           O+0
CONECT    1    2   11                                                       
CONECT    2    1   12                                                       
CONECT    3    4   11                                                       
CONECT    4    3   13                                                       
CONECT    5    8   11                                                       
CONECT    6    9   12                                                       
CONECT    7   10   12                                                       
CONECT    8    5   14   15                                                  
CONECT    9    6   16   17                                                  
CONECT   10    7   18   19                                                  
CONECT   11    1    3    5                                                  
CONECT   12    2    6    7                                                  
CONECT   13    4                                                            
CONECT   14    8                                                            
CONECT   15    8                                                            
CONECT   16    9                                                            
CONECT   17    9                                                            
CONECT   18   10                                                            
CONECT   19   10                                                            
MASTER        0    0    0    0    0    0    0    0   19    0   36    0
END

COMPND    HMDB0244676
HETATM    1  O1  UNL     1      -2.953   0.477   3.147  1.00  0.00           O  
HETATM    2  C1  UNL     1      -2.606   0.544   1.956  1.00  0.00           C  
HETATM    3  O2  UNL     1      -2.668   1.761   1.314  1.00  0.00           O  
HETATM    4  C2  UNL     1      -2.144  -0.643   1.257  1.00  0.00           C  
HETATM    5  N1  UNL     1      -1.753  -0.478  -0.077  1.00  0.00           N  
HETATM    6  C3  UNL     1      -2.756  -0.160  -1.043  1.00  0.00           C  
HETATM    7  C4  UNL     1      -3.726  -1.316  -1.277  1.00  0.00           C  
HETATM    8  O3  UNL     1      -4.642  -0.890  -2.226  1.00  0.00           O  
HETATM    9  C5  UNL     1      -0.545   0.201  -0.372  1.00  0.00           C  
HETATM   10  C6  UNL     1       0.697  -0.516   0.016  1.00  0.00           C  
HETATM   11  N2  UNL     1       1.894   0.260  -0.308  1.00  0.00           N  
HETATM   12  C7  UNL     1       2.056   1.392   0.509  1.00  0.00           C  
HETATM   13  C8  UNL     1       3.162   2.247   0.149  1.00  0.00           C  
HETATM   14  O4  UNL     1       3.475   3.181   0.967  1.00  0.00           O  
HETATM   15  O5  UNL     1       3.917   2.164  -0.988  1.00  0.00           O  
HETATM   16  C9  UNL     1       3.019  -0.612  -0.490  1.00  0.00           C  
HETATM   17  C10 UNL     1       3.485  -1.279   0.733  1.00  0.00           C  
HETATM   18  O6  UNL     1       3.030  -1.097   1.885  1.00  0.00           O  
HETATM   19  O7  UNL     1       4.520  -2.195   0.613  1.00  0.00           O  
HETATM   20  H1  UNL     1      -2.196   2.600   1.553  1.00  0.00           H  
HETATM   21  H2  UNL     1      -2.964  -1.395   1.305  1.00  0.00           H  
HETATM   22  H3  UNL     1      -1.290  -1.157   1.795  1.00  0.00           H  
HETATM   23  H4  UNL     1      -3.325   0.746  -0.764  1.00  0.00           H  
HETATM   24  H5  UNL     1      -2.288   0.038  -2.036  1.00  0.00           H  
HETATM   25  H6  UNL     1      -3.177  -2.188  -1.649  1.00  0.00           H  
HETATM   26  H7  UNL     1      -4.219  -1.493  -0.308  1.00  0.00           H  
HETATM   27  H8  UNL     1      -4.184  -0.433  -2.976  1.00  0.00           H  
HETATM   28  H9  UNL     1      -0.514   0.258  -1.507  1.00  0.00           H  
HETATM   29  H10 UNL     1      -0.552   1.251  -0.059  1.00  0.00           H  
HETATM   30  H11 UNL     1       0.789  -0.727   1.101  1.00  0.00           H  
HETATM   31  H12 UNL     1       0.763  -1.481  -0.511  1.00  0.00           H  
HETATM   32  H13 UNL     1       1.150   2.048   0.567  1.00  0.00           H  
HETATM   33  H14 UNL     1       2.128   1.011   1.581  1.00  0.00           H  
HETATM   34  H15 UNL     1       3.598   2.387  -1.906  1.00  0.00           H  
HETATM   35  H16 UNL     1       3.858  -0.040  -0.900  1.00  0.00           H  
HETATM   36  H17 UNL     1       2.682  -1.370  -1.266  1.00  0.00           H  
HETATM   37  H18 UNL     1       4.278  -3.097   0.218  1.00  0.00           H  
CONECT    1    2    2
CONECT    2    3    4
CONECT    3   20
CONECT    4    5   21   22
CONECT    5    6    9
CONECT    6    7   23   24
CONECT    7    8   25   26
CONECT    8   27
CONECT    9   10   28   29
CONECT   10   11   30   31
CONECT   11   12   16
CONECT   12   13   32   33
CONECT   13   14   14   15
CONECT   15   34
CONECT   16   17   35   36
CONECT   17   18   18   19
CONECT   19   37
END

HMDB0244676
     RDKit          3D
N-(2-Hydroxyethyl)ethylenediaminetriacetic acid
 37 36  0  0  0  0  0  0  0  0999 V2000
   -2.9526    0.4774    3.1475 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6062    0.5445    1.9562 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6676    1.7607    1.3141 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1437   -0.6433    1.2572 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7532   -0.4778   -0.0772 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7560   -0.1597   -1.0430 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7259   -1.3164   -1.2766 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6422   -0.8897   -2.2259 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5449    0.2010   -0.3716 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6968   -0.5162    0.0161 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8943    0.2602   -0.3084 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.0561    1.3924    0.5085 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1624    2.2475    0.1491 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4747    3.1807    0.9671 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9171    2.1635   -0.9881 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0193   -0.6118   -0.4905 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4846   -1.2791    0.7334 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0299   -1.0973    1.8847 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5204   -2.1953    0.6129 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1962    2.5999    1.5533 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9645   -1.3949    1.3050 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2898   -1.1569    1.7946 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3254    0.7462   -0.7644 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2884    0.0383   -2.0362 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1770   -2.1884   -1.6493 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2185   -1.4931   -0.3080 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1836   -0.4333   -2.9763 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5137    0.2584   -1.5073 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5517    1.2512   -0.0592 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7887   -0.7273    1.1008 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7627   -1.4810   -0.5115 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1504    2.0484    0.5668 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1276    1.0113    1.5811 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5978    2.3868   -1.9060 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8582   -0.0403   -0.9002 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6819   -1.3702   -1.2662 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2783   -3.0965    0.2176 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
  5  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  2  0
 13 15  1  0
 11 16  1  0
 16 17  1  0
 17 18  2  0
 17 19  1  0
  3 20  1  0
  4 21  1  0
  4 22  1  0
  6 23  1  0
  6 24  1  0
  7 25  1  0
  7 26  1  0
  8 27  1  0
  9 28  1  0
  9 29  1  0
 10 30  1  0
 10 31  1  0
 12 32  1  0
 12 33  1  0
 15 34  1  0
 16 35  1  0
 16 36  1  0
 19 37  1  0
M  END

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Value	Source
N-(2-Hydroxyethyl)ethylenediaminetriacetate	Generator
N-Hydroxyethylenediaminetriacetic acid	HMDB
HEDTA, sodium salt	HMDB
HEDTA, tripotassium salt	HMDB
CO-HEDTA	HMDB
N-(Hydroxyethyl)ethylenediaminetriacetic acid	HMDB
TbHED3a	HMDB
Hydroxyethylethylenediaminetriacetic acid	HMDB
HEDTA	HMDB
Cobalt-hedta	HMDB
HEDTA, trisodium salt	HMDB
HEDTA, calcium salt (1:1)	HMDB
Dysprosium-hedta	HMDB
Dy-hedta	HMDB
Terbium-hedta	HMDB
HEDTA, calcium and sodium salt	HMDB

Chemical Formula

C₁₀H₁₈N₂O₇

Average Molecular Weight

278.261

Monoisotopic Molecular Weight

278.111400928

IUPAC Name

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

Traditional Name

hedta

CAS Registry Number

Not Available

SMILES

OCCN(CCN(CC(O)=O)CC(O)=O)CC(O)=O

InChI Identifier

InChI=1S/C10H18N2O7/c13-4-3-11(5-8(14)15)1-2-12(6-9(16)17)7-10(18)19/h13H,1-7H2,(H,14,15)(H,16,17)(H,18,19)

InChI Key

URDCARMUOSMFFI-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
1,2-aminoalcohol
Amino acid
Tertiary amine
Tertiary aliphatic amine
Alkanolamine
Carboxylic acid
Organic nitrogen compound
Hydrocarbon derivative
Primary alcohol
Organooxygen compound
Organonitrogen compound
Organic oxide
Carbonyl group
Amine
Organopnictogen compound
Organic oxygen compound
Alcohol
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	-1.3	ALOGPS
logP	-4.9	ChemAxon
logS	-1.3	ALOGPS
pKa (Strongest Acidic)	0.78	ChemAxon
pKa (Strongest Basic)	8.96	ChemAxon
Physiological Charge	-2	ChemAxon
Hydrogen Acceptor Count	9	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	138.61 Å²	ChemAxon
Rotatable Bond Count	11	ChemAxon
Refractivity	62.55 m³·mol⁻¹	ChemAxon
Polarizability	25.65 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]+	158.519	30932474
DeepCCS	[M-H]-	156.161	30932474
DeepCCS	[M-2H]-	189.35	30932474
DeepCCS	[M+Na]+	164.852	30932474
AllCCS	[M+H]+	159.5	32859911
AllCCS	[M+H-H2O]+	156.6	32859911
AllCCS	[M+NH4]+	162.2	32859911
AllCCS	[M+Na]+	162.9	32859911
AllCCS	[M-H]-	158.9	32859911
AllCCS	[M+Na-2H]-	159.5	32859911
AllCCS	[M+HCOO]-	160.2	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
N-(2-Hydroxyethyl)ethylenediaminetriacetic acid	OCCN(CCN(CC(O)=O)CC(O)=O)CC(O)=O	3475.5	Standard polar	33892256
N-(2-Hydroxyethyl)ethylenediaminetriacetic acid	OCCN(CCN(CC(O)=O)CC(O)=O)CC(O)=O	2018.6	Standard non polar	33892256
N-(2-Hydroxyethyl)ethylenediaminetriacetic acid	OCCN(CCN(CC(O)=O)CC(O)=O)CC(O)=O	2311.0	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - N-(2-Hydroxyethyl)ethylenediaminetriacetic acid GC-MS (Non-derivatized) - 70eV, Positive	splash10-0007-7960000000-de9887a4cbee54dc95de	2021-09-24	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - N-(2-Hydroxyethyl)ethylenediaminetriacetic acid GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - N-(2-Hydroxyethyl)ethylenediaminetriacetic acid GC-MS (TMS_1_1) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - N-(2-Hydroxyethyl)ethylenediaminetriacetic acid GC-MS (TMS_1_2) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - N-(2-Hydroxyethyl)ethylenediaminetriacetic acid GC-MS (TMS_1_3) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - N-(2-Hydroxyethyl)ethylenediaminetriacetic acid GC-MS (TMS_2_1) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - N-(2-Hydroxyethyl)ethylenediaminetriacetic acid GC-MS (TMS_2_2) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - N-(2-Hydroxyethyl)ethylenediaminetriacetic acid GC-MS (TMS_2_3) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - N-(2-Hydroxyethyl)ethylenediaminetriacetic acid GC-MS (TMS_2_4) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - N-(2-Hydroxyethyl)ethylenediaminetriacetic acid GC-MS (TMS_3_1) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - N-(2-Hydroxyethyl)ethylenediaminetriacetic acid GC-MS (TMS_3_2) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - N-(2-Hydroxyethyl)ethylenediaminetriacetic acid GC-MS (TMS_3_3) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - N-(2-Hydroxyethyl)ethylenediaminetriacetic acid GC-MS (TMS_4_1) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - N-(2-Hydroxyethyl)ethylenediaminetriacetic acid GC-MS (TBDMS_1_1) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - N-(2-Hydroxyethyl)ethylenediaminetriacetic acid GC-MS (TBDMS_1_2) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - N-(2-Hydroxyethyl)ethylenediaminetriacetic acid GC-MS (TBDMS_1_3) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - N-(2-Hydroxyethyl)ethylenediaminetriacetic acid GC-MS (TBDMS_2_1) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - N-(2-Hydroxyethyl)ethylenediaminetriacetic acid GC-MS (TBDMS_2_2) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - N-(2-Hydroxyethyl)ethylenediaminetriacetic acid GC-MS (TBDMS_2_3) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - N-(2-Hydroxyethyl)ethylenediaminetriacetic acid GC-MS (TBDMS_2_4) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - N-(2-Hydroxyethyl)ethylenediaminetriacetic acid GC-MS (TBDMS_3_1) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - N-(2-Hydroxyethyl)ethylenediaminetriacetic acid GC-MS (TBDMS_3_2) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - N-(2-Hydroxyethyl)ethylenediaminetriacetic acid GC-MS (TBDMS_3_3) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - N-(2-Hydroxyethyl)ethylenediaminetriacetic acid GC-MS (TBDMS_4_1) - 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-(2-Hydroxyethyl)ethylenediaminetriacetic acid 10V, Positive-QTOF	splash10-01si-0290000000-b140271fc6aa46e7ebcb	2019-02-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-(2-Hydroxyethyl)ethylenediaminetriacetic acid 20V, Positive-QTOF	splash10-03e9-2940000000-7055e07d85e7616cb9d2	2019-02-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-(2-Hydroxyethyl)ethylenediaminetriacetic acid 40V, Positive-QTOF	splash10-000i-3910000000-0c5415dfc20605478704	2019-02-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-(2-Hydroxyethyl)ethylenediaminetriacetic acid 10V, Negative-QTOF	splash10-004i-0090000000-88620ca71169587a18aa	2019-02-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-(2-Hydroxyethyl)ethylenediaminetriacetic acid 20V, Negative-QTOF	splash10-00o0-0290000000-3a3f596cfc532e5bac20	2019-02-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-(2-Hydroxyethyl)ethylenediaminetriacetic acid 40V, Negative-QTOF	splash10-0f8l-7920000000-2dad28cf1f65aecbed09	2019-02-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-(2-Hydroxyethyl)ethylenediaminetriacetic acid 10V, Positive-QTOF	splash10-004i-0090000000-1f8e0d25ce610167c7c7	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-(2-Hydroxyethyl)ethylenediaminetriacetic acid 20V, Positive-QTOF	splash10-03di-1910000000-02da5d05ff996de12879	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-(2-Hydroxyethyl)ethylenediaminetriacetic acid 40V, Positive-QTOF	splash10-0w29-7900000000-366c6116d5401281cc30	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-(2-Hydroxyethyl)ethylenediaminetriacetic acid 10V, Negative-QTOF	splash10-056r-0290000000-ca331bfb3546e5ee6f58	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-(2-Hydroxyethyl)ethylenediaminetriacetic acid 20V, Negative-QTOF	splash10-0fsi-1690000000-1a72d8844750aaa47de8	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-(2-Hydroxyethyl)ethylenediaminetriacetic acid 40V, Negative-QTOF	splash10-052r-9400000000-27d0d9bfa7d4959d4c2c	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)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-10-12	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

8443

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

8773

PDB ID

Not Available

ChEBI ID

Not Available

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-(2-Hydroxyethyl)ethylenediaminetriacetic acid (HMDB0244676)

MOL for HMDB0244676 (N-(2-Hydroxyethyl)ethylenediaminetriacetic acid)

3D MOL for HMDB0244676 (N-(2-Hydroxyethyl)ethylenediaminetriacetic acid)

3D SDF for HMDB0244676 (N-(2-Hydroxyethyl)ethylenediaminetriacetic acid)

3D-SDF for HMDB0244676 (N-(2-Hydroxyethyl)ethylenediaminetriacetic acid)

PDB for HMDB0244676 (N-(2-Hydroxyethyl)ethylenediaminetriacetic acid)

3D PDB for HMDB0244676 (N-(2-Hydroxyethyl)ethylenediaminetriacetic acid)

SMILES for HMDB0244676 (N-(2-Hydroxyethyl)ethylenediaminetriacetic acid)

INCHI for HMDB0244676 (N-(2-Hydroxyethyl)ethylenediaminetriacetic acid)

Structure for HMDB0244676 (N-(2-Hydroxyethyl)ethylenediaminetriacetic acid)

3D Structure for HMDB0244676 (N-(2-Hydroxyethyl)ethylenediaminetriacetic acid)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra