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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-10 22:42:28 UTC

Update Date

2021-09-26 22:54:14 UTC

HMDB ID

HMDB0245650

Secondary Accession Numbers

None

Metabolite Identification

Common Name

2-(Bis(2-(2,6-dioxomorpholino)ethyl)amino)acetic acid

Description

2-(Bis(2-(2,6-dioxomorpholino)ethyl)amino)acetic acid, also known as CDTPAA or dtpa cyclic anhydride, belongs to the class of organic compounds known as pentacarboxylic acids and derivatives. These are carboxylic acids containing exactly five carboxyl groups. Based on a literature review very few articles have been published on 2-(Bis(2-(2,6-dioxomorpholino)ethyl)amino)acetic acid. This compound has been identified in human blood as reported by (PMID: 31557052 ). 2-(bis(2-(2,6-dioxomorpholino)ethyl)amino)acetic acid is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically 2-(Bis(2-(2,6-dioxomorpholino)ethyl)amino)acetic 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

HMDB0245650
     RDKit          3D
2-(Bis(2-(2,6-dioxomorpholino)ethyl)amino)acetic acid
 44 45  0  0  0  0  0  0  0  0999 V2000
    0.1628    4.6783   -0.0782 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2503    3.4095   -0.2736 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6207    3.0548   -1.5592 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0363    2.5017    0.8278 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1423    1.1216    0.6367 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.4880    0.7317    0.4727 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7542   -0.7537    0.4994 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1967   -0.9021    0.3163 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.6148   -2.2833    0.4879 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1221   -2.2060    0.5174 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7957   -2.5409    1.5013 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6542   -1.7148   -0.6960 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6990   -1.2350   -1.5952 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7406   -1.4573   -2.8352 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5850   -0.4196   -1.0089 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8635    0.4319   -0.0602 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1317    0.3547    0.7737 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1515   -0.3662    0.0902 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7009    0.2745   -1.0623 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7324   -0.6351   -1.6570 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3014   -0.3235   -2.7211 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0700   -1.8528   -1.0168 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8933   -1.9252    0.3511 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2732   -2.8952    1.0469 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2194   -0.7840    1.0091 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8152    3.7385   -2.2994 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6556    2.7932    1.6887 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0979    2.7220    1.1454 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9824    1.1056   -0.4489 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1100    1.1455    1.3194 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4323   -1.2283    1.4466 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2378   -1.3030   -0.3380 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2799   -2.9423   -0.3191 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3179   -2.5952    1.4999 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7142   -0.3873   -1.6942 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9722    0.6018   -0.8907 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6122   -0.5924   -0.3256 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1433    1.0042   -0.9790 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4778    1.2979    1.1819 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8344   -0.2883    1.6606 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1332    1.2440   -0.8127 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8878    0.4076   -1.8207 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8047   -1.0322    2.0109 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9786    0.0451    1.0778 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
 12 13  1  0
 13 14  2  0
 13 15  1  0
  5 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  2  0
 20 22  1  0
 22 23  1  0
 23 24  2  0
 23 25  1  0
 15  8  1  0
 25 18  1  0
  3 26  1  0
  4 27  1  0
  4 28  1  0
  6 29  1  0
  6 30  1  0
  7 31  1  0
  7 32  1  0
  9 33  1  0
  9 34  1  0
 15 35  1  0
 15 36  1  0
 16 37  1  0
 16 38  1  0
 17 39  1  0
 17 40  1  0
 19 41  1  0
 19 42  1  0
 25 43  1  0
 25 44  1  0
M  END


  Mrv1652309112100422D          

 25 26  0  0  0  0            999 V2000
    3.1895    1.6204    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6020    2.3349    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1895    3.0493    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4270    2.3349    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8395    1.6204    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6645    1.6204    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4270    0.9059    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6020    0.9059    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.1895    0.1914    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645    0.1914    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9520   -0.5230    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.1270   -0.5230    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1105   -1.2375    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5230   -1.9520    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3480   -1.9520    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7605   -2.6664    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7605   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3480   -0.5230    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7605    0.1914    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5230   -0.5230    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1895   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6020   -0.5230    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6020   -1.9520    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  2  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
  7  8  1  0  0  0  0
  1  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 16 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  2  0  0  0  0
 19 21  1  0  0  0  0
 14 21  1  0  0  0  0
 11 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  2  0  0  0  0
 23 25  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0245650

> <DATABASE_NAME>
hmdb

> <SMILES>
OC(=O)CN(CCN1CC(=O)OC(=O)C1)CCN1CC(=O)OC(=O)C1

> <INCHI_IDENTIFIER>
InChI=1S/C14H19N3O8/c18-10(19)5-15(1-3-16-6-11(20)24-12(21)7-16)2-4-17-8-13(22)25-14(23)9-17/h1-9H2,(H,18,19)

> <INCHI_KEY>
RAZLJUXJEOEYAM-UHFFFAOYSA-N

> <FORMULA>
C14H19N3O8

> <MOLECULAR_WEIGHT>
357.319

> <EXACT_MASS>
357.117214584

> <JCHEM_ACCEPTOR_COUNT>
9

> <JCHEM_ATOM_COUNT>
44

> <JCHEM_AVERAGE_POLARIZABILITY>
33.77473966502527

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
2-{bis[2-(2,6-dioxomorpholin-4-yl)ethyl]amino}acetic acid

> <ALOGPS_LOGP>
-0.85

> <JCHEM_LOGP>
-4.843136488109708

> <ALOGPS_LOGS>
-1.36

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
1.0685200800880064

> <JCHEM_PKA_STRONGEST_BASIC>
8.758908241185928

> <JCHEM_POLAR_SURFACE_AREA>
133.76

> <JCHEM_REFRACTIVITY>
80.03850000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
8

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.57e+01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
{bis[2-(2,6-dioxomorpholin-4-yl)ethyl]amino}acetic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0245650
     RDKit          3D
2-(Bis(2-(2,6-dioxomorpholino)ethyl)amino)acetic acid
 44 45  0  0  0  0  0  0  0  0999 V2000
    0.1628    4.6783   -0.0782 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2503    3.4095   -0.2736 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6207    3.0548   -1.5592 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0363    2.5017    0.8278 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1423    1.1216    0.6367 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.4880    0.7317    0.4727 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7542   -0.7537    0.4994 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1967   -0.9021    0.3163 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.6148   -2.2833    0.4879 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1221   -2.2060    0.5174 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7957   -2.5409    1.5013 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6542   -1.7148   -0.6960 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6990   -1.2350   -1.5952 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7406   -1.4573   -2.8352 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5850   -0.4196   -1.0089 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8635    0.4319   -0.0602 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1317    0.3547    0.7737 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1515   -0.3662    0.0902 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7009    0.2745   -1.0623 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7324   -0.6351   -1.6570 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3014   -0.3235   -2.7211 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0700   -1.8528   -1.0168 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8933   -1.9252    0.3511 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2732   -2.8952    1.0469 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2194   -0.7840    1.0091 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8152    3.7385   -2.2994 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6556    2.7932    1.6887 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0979    2.7220    1.1454 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9824    1.1056   -0.4489 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1100    1.1455    1.3194 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4323   -1.2283    1.4466 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2378   -1.3030   -0.3380 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2799   -2.9423   -0.3191 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3179   -2.5952    1.4999 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7142   -0.3873   -1.6942 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9722    0.6018   -0.8907 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6122   -0.5924   -0.3256 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1433    1.0042   -0.9790 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4778    1.2979    1.1819 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8344   -0.2883    1.6606 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1332    1.2440   -0.8127 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8878    0.4076   -1.8207 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8047   -1.0322    2.0109 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9786    0.0451    1.0778 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
 12 13  1  0
 13 14  2  0
 13 15  1  0
  5 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  2  0
 20 22  1  0
 22 23  1  0
 23 24  2  0
 23 25  1  0
 15  8  1  0
 25 18  1  0
  3 26  1  0
  4 27  1  0
  4 28  1  0
  6 29  1  0
  6 30  1  0
  7 31  1  0
  7 32  1  0
  9 33  1  0
  9 34  1  0
 15 35  1  0
 15 36  1  0
 16 37  1  0
 16 38  1  0
 17 39  1  0
 17 40  1  0
 19 41  1  0
 19 42  1  0
 25 43  1  0
 25 44  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       5.954   3.025   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       6.724   4.358   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0       5.954   5.692   0.000  0.00  0.00           O+0
HETATM    4  O   UNK     0       8.264   4.358   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0       9.034   3.025   0.000  0.00  0.00           C+0
HETATM    6  O   UNK     0      10.574   3.025   0.000  0.00  0.00           O+0
HETATM    7  C   UNK     0       8.264   1.691   0.000  0.00  0.00           C+0
HETATM    8  N   UNK     0       6.724   1.691   0.000  0.00  0.00           N+0
HETATM    9  C   UNK     0       5.954   0.357   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       4.414   0.357   0.000  0.00  0.00           C+0
HETATM   11  N   UNK     0       3.644  -0.976   0.000  0.00  0.00           N+0
HETATM   12  C   UNK     0       2.104  -0.976   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       1.334  -2.310   0.000  0.00  0.00           C+0
HETATM   14  N   UNK     0      -0.206  -2.310   0.000  0.00  0.00           N+0
HETATM   15  C   UNK     0      -0.976  -3.644   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -2.516  -3.644   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0      -3.286  -4.977   0.000  0.00  0.00           O+0
HETATM   18  O   UNK     0      -3.286  -2.310   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0      -2.516  -0.976   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0      -3.286   0.357   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0      -0.976  -0.976   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       4.414  -2.310   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       5.954  -2.310   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0       6.724  -0.976   0.000  0.00  0.00           O+0
HETATM   25  O   UNK     0       6.724  -3.644   0.000  0.00  0.00           O+0
CONECT    1    2    8                                                       
CONECT    2    1    3    4                                                  
CONECT    3    2                                                            
CONECT    4    2    5                                                       
CONECT    5    4    6    7                                                  
CONECT    6    5                                                            
CONECT    7    5    8                                                       
CONECT    8    7    1    9                                                  
CONECT    9    8   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10   12   22                                                  
CONECT   12   11   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13   15   21                                                  
CONECT   15   14   16                                                       
CONECT   16   15   17   18                                                  
CONECT   17   16                                                            
CONECT   18   16   19                                                       
CONECT   19   18   20   21                                                  
CONECT   20   19                                                            
CONECT   21   19   14                                                       
CONECT   22   11   23                                                       
CONECT   23   22   24   25                                                  
CONECT   24   23                                                            
CONECT   25   23                                                            
MASTER        0    0    0    0    0    0    0    0   25    0   52    0
END

COMPND    HMDB0245650
HETATM    1  O1  UNL     1       0.163   4.678  -0.078  1.00  0.00           O  
HETATM    2  C1  UNL     1       0.250   3.409  -0.274  1.00  0.00           C  
HETATM    3  O2  UNL     1       0.621   3.055  -1.559  1.00  0.00           O  
HETATM    4  C2  UNL     1      -0.036   2.502   0.828  1.00  0.00           C  
HETATM    5  N1  UNL     1       0.142   1.122   0.637  1.00  0.00           N  
HETATM    6  C3  UNL     1       1.488   0.732   0.473  1.00  0.00           C  
HETATM    7  C4  UNL     1       1.754  -0.754   0.499  1.00  0.00           C  
HETATM    8  N2  UNL     1       3.197  -0.902   0.316  1.00  0.00           N  
HETATM    9  C5  UNL     1       3.615  -2.283   0.488  1.00  0.00           C  
HETATM   10  C6  UNL     1       5.122  -2.206   0.517  1.00  0.00           C  
HETATM   11  O3  UNL     1       5.796  -2.541   1.501  1.00  0.00           O  
HETATM   12  O4  UNL     1       5.654  -1.715  -0.696  1.00  0.00           O  
HETATM   13  C7  UNL     1       4.699  -1.235  -1.595  1.00  0.00           C  
HETATM   14  O5  UNL     1       4.741  -1.457  -2.835  1.00  0.00           O  
HETATM   15  C8  UNL     1       3.585  -0.420  -1.009  1.00  0.00           C  
HETATM   16  C9  UNL     1      -0.864   0.432  -0.060  1.00  0.00           C  
HETATM   17  C10 UNL     1      -2.132   0.355   0.774  1.00  0.00           C  
HETATM   18  N3  UNL     1      -3.151  -0.366   0.090  1.00  0.00           N  
HETATM   19  C11 UNL     1      -3.701   0.274  -1.062  1.00  0.00           C  
HETATM   20  C12 UNL     1      -4.732  -0.635  -1.657  1.00  0.00           C  
HETATM   21  O6  UNL     1      -5.301  -0.323  -2.721  1.00  0.00           O  
HETATM   22  O7  UNL     1      -5.070  -1.853  -1.017  1.00  0.00           O  
HETATM   23  C13 UNL     1      -4.893  -1.925   0.351  1.00  0.00           C  
HETATM   24  O8  UNL     1      -5.273  -2.895   1.047  1.00  0.00           O  
HETATM   25  C14 UNL     1      -4.219  -0.784   1.009  1.00  0.00           C  
HETATM   26  H1  UNL     1       0.815   3.738  -2.299  1.00  0.00           H  
HETATM   27  H2  UNL     1       0.656   2.793   1.689  1.00  0.00           H  
HETATM   28  H3  UNL     1      -1.098   2.722   1.145  1.00  0.00           H  
HETATM   29  H4  UNL     1       1.982   1.106  -0.449  1.00  0.00           H  
HETATM   30  H5  UNL     1       2.110   1.146   1.319  1.00  0.00           H  
HETATM   31  H6  UNL     1       1.432  -1.228   1.447  1.00  0.00           H  
HETATM   32  H7  UNL     1       1.238  -1.303  -0.338  1.00  0.00           H  
HETATM   33  H8  UNL     1       3.280  -2.942  -0.319  1.00  0.00           H  
HETATM   34  H9  UNL     1       3.318  -2.595   1.500  1.00  0.00           H  
HETATM   35  H10 UNL     1       2.714  -0.387  -1.694  1.00  0.00           H  
HETATM   36  H11 UNL     1       3.972   0.602  -0.891  1.00  0.00           H  
HETATM   37  H12 UNL     1      -0.612  -0.592  -0.326  1.00  0.00           H  
HETATM   38  H13 UNL     1      -1.143   1.004  -0.979  1.00  0.00           H  
HETATM   39  H14 UNL     1      -2.478   1.298   1.182  1.00  0.00           H  
HETATM   40  H15 UNL     1      -1.834  -0.288   1.661  1.00  0.00           H  
HETATM   41  H16 UNL     1      -4.133   1.244  -0.813  1.00  0.00           H  
HETATM   42  H17 UNL     1      -2.888   0.408  -1.821  1.00  0.00           H  
HETATM   43  H18 UNL     1      -3.805  -1.032   2.011  1.00  0.00           H  
HETATM   44  H19 UNL     1      -4.979   0.045   1.078  1.00  0.00           H  
CONECT    1    2    2
CONECT    2    3    4
CONECT    3   26
CONECT    4    5   27   28
CONECT    5    6   16
CONECT    6    7   29   30
CONECT    7    8   31   32
CONECT    8    9   15
CONECT    9   10   33   34
CONECT   10   11   11   12
CONECT   12   13
CONECT   13   14   14   15
CONECT   15   35   36
CONECT   16   17   37   38
CONECT   17   18   39   40
CONECT   18   19   25
CONECT   19   20   41   42
CONECT   20   21   21   22
CONECT   22   23
CONECT   23   24   24   25
CONECT   25   43   44
END

HMDB0245650
     RDKit          3D
2-(Bis(2-(2,6-dioxomorpholino)ethyl)amino)acetic acid
 44 45  0  0  0  0  0  0  0  0999 V2000
    0.1628    4.6783   -0.0782 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2503    3.4095   -0.2736 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6207    3.0548   -1.5592 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0363    2.5017    0.8278 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1423    1.1216    0.6367 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.4880    0.7317    0.4727 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7542   -0.7537    0.4994 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1967   -0.9021    0.3163 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.6148   -2.2833    0.4879 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1221   -2.2060    0.5174 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7957   -2.5409    1.5013 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6542   -1.7148   -0.6960 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6990   -1.2350   -1.5952 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7406   -1.4573   -2.8352 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5850   -0.4196   -1.0089 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8635    0.4319   -0.0602 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1317    0.3547    0.7737 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1515   -0.3662    0.0902 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7009    0.2745   -1.0623 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7324   -0.6351   -1.6570 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3014   -0.3235   -2.7211 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0700   -1.8528   -1.0168 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8933   -1.9252    0.3511 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2732   -2.8952    1.0469 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2194   -0.7840    1.0091 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8152    3.7385   -2.2994 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6556    2.7932    1.6887 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0979    2.7220    1.1454 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9824    1.1056   -0.4489 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1100    1.1455    1.3194 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4323   -1.2283    1.4466 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2378   -1.3030   -0.3380 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2799   -2.9423   -0.3191 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3179   -2.5952    1.4999 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7142   -0.3873   -1.6942 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9722    0.6018   -0.8907 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6122   -0.5924   -0.3256 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1433    1.0042   -0.9790 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4778    1.2979    1.1819 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8344   -0.2883    1.6606 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1332    1.2440   -0.8127 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8878    0.4076   -1.8207 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8047   -1.0322    2.0109 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9786    0.0451    1.0778 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
 12 13  1  0
 13 14  2  0
 13 15  1  0
  5 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  2  0
 20 22  1  0
 22 23  1  0
 23 24  2  0
 23 25  1  0
 15  8  1  0
 25 18  1  0
  3 26  1  0
  4 27  1  0
  4 28  1  0
  6 29  1  0
  6 30  1  0
  7 31  1  0
  7 32  1  0
  9 33  1  0
  9 34  1  0
 15 35  1  0
 15 36  1  0
 16 37  1  0
 16 38  1  0
 17 39  1  0
 17 40  1  0
 19 41  1  0
 19 42  1  0
 25 43  1  0
 25 44  1  0
M  END

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Value	Source
2-(Bis(2-(2,6-dioxomorpholino)ethyl)amino)acetate	Generator
CDTPAA	HMDB
DTPA cyclic anhydride	HMDB
Cyclic dtpa anhydride	HMDB

Chemical Formula

C₁₄H₁₉N₃O₈

Average Molecular Weight

357.319

Monoisotopic Molecular Weight

357.117214584

IUPAC Name

2-{bis[2-(2,6-dioxomorpholin-4-yl)ethyl]amino}acetic acid

Traditional Name

{bis[2-(2,6-dioxomorpholin-4-yl)ethyl]amino}acetic acid

CAS Registry Number

Not Available

SMILES

OC(=O)CN(CCN1CC(=O)OC(=O)C1)CCN1CC(=O)OC(=O)C1

InChI Identifier

InChI=1S/C14H19N3O8/c18-10(19)5-15(1-3-16-6-11(20)24-12(21)7-16)2-4-17-8-13(22)25-14(23)9-17/h1-9H2,(H,18,19)

InChI Key

RAZLJUXJEOEYAM-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as pentacarboxylic acids and derivatives. These are carboxylic acids containing exactly five carboxyl groups.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Pentacarboxylic acids and derivatives

Direct Parent

Pentacarboxylic acids and derivatives

Alternative Parents

Substituents

Pentacarboxylic acid or derivatives
Alpha-amino acid
Alpha-amino acid or derivatives
Morpholine
Oxazinane
Carboxylic acid anhydride
Amino acid or derivatives
Amino acid
Tertiary amine
Tertiary aliphatic amine
Carboxylic acid
Organoheterocyclic compound
Azacycle
Oxacycle
Organic oxygen compound
Organic nitrogen compound
Organic oxide
Organooxygen compound
Organonitrogen compound
Organopnictogen compound
Carbonyl group
Hydrocarbon derivative
Amine
Aliphatic heteromonocyclic compound

Molecular Framework

Aliphatic heteromonocyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (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	-0.85	ALOGPS
logP	-4.8	ChemAxon
logS	-1.4	ALOGPS
pKa (Strongest Acidic)	1.07	ChemAxon
pKa (Strongest Basic)	8.76	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	9	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	133.76 Å²	ChemAxon
Rotatable Bond Count	8	ChemAxon
Refractivity	80.04 m³·mol⁻¹	ChemAxon
Polarizability	33.77 Å³	ChemAxon
Number of Rings	2	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]+	171.911	30932474
DeepCCS	[M-H]-	169.553	30932474
DeepCCS	[M-2H]-	203.185	30932474
DeepCCS	[M+Na]+	178.527	30932474
AllCCS	[M+H]+	176.4	32859911
AllCCS	[M+H-H2O]+	173.6	32859911
AllCCS	[M+NH4]+	178.9	32859911
AllCCS	[M+Na]+	179.7	32859911
AllCCS	[M-H]-	176.7	32859911
AllCCS	[M+Na-2H]-	176.7	32859911
AllCCS	[M+HCOO]-	176.8	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
2-(Bis(2-(2,6-dioxomorpholino)ethyl)amino)acetic acid	OC(=O)CN(CCN1CC(=O)OC(=O)C1)CCN1CC(=O)OC(=O)C1	3396.4	Standard polar	33892256
2-(Bis(2-(2,6-dioxomorpholino)ethyl)amino)acetic acid	OC(=O)CN(CCN1CC(=O)OC(=O)C1)CCN1CC(=O)OC(=O)C1	2509.0	Standard non polar	33892256
2-(Bis(2-(2,6-dioxomorpholino)ethyl)amino)acetic acid	OC(=O)CN(CCN1CC(=O)OC(=O)C1)CCN1CC(=O)OC(=O)C1	3217.4	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 - 2-(Bis(2-(2,6-dioxomorpholino)ethyl)amino)acetic acid GC-MS (Non-derivatized) - 70eV, Positive	splash10-01tl-6792000000-cb46c50f3df64d8f4f93	2021-09-24	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 2-(Bis(2-(2,6-dioxomorpholino)ethyl)amino)acetic acid GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 2-(Bis(2-(2,6-dioxomorpholino)ethyl)amino)acetic acid GC-MS (TMS_1_1) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 2-(Bis(2-(2,6-dioxomorpholino)ethyl)amino)acetic acid GC-MS (TBDMS_1_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 - 2-(Bis(2-(2,6-dioxomorpholino)ethyl)amino)acetic acid 10V, Positive-QTOF	splash10-0a4i-0009000000-c0e439c2e611e7ec0d79	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-(Bis(2-(2,6-dioxomorpholino)ethyl)amino)acetic acid 20V, Positive-QTOF	splash10-052f-0709000000-2ce3e77601c69473ea8e	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-(Bis(2-(2,6-dioxomorpholino)ethyl)amino)acetic acid 40V, Positive-QTOF	splash10-0kfx-2900000000-f19c7a2fb6f4dc54538c	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-(Bis(2-(2,6-dioxomorpholino)ethyl)amino)acetic acid 10V, Negative-QTOF	splash10-014i-1495000000-e232c8347538fcb4a254	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-(Bis(2-(2,6-dioxomorpholino)ethyl)amino)acetic acid 20V, Negative-QTOF	splash10-07xr-1459000000-92fe98c8fa5c83452e09	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-(Bis(2-(2,6-dioxomorpholino)ethyl)amino)acetic acid 40V, Negative-QTOF	splash10-0006-8910000000-bd100739fd8d8bda4025	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	¹H NMR Spectrum (1D, 1000 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, 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	¹H NMR Spectrum (1D, 300 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, 400 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	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	¹H NMR Spectrum (1D, 800 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	¹³C NMR Spectrum (1D, 900 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

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

91101

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

100825

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 2-(Bis(2-(2,6-dioxomorpholino)ethyl)amino)acetic acid (HMDB0245650)

MOL for HMDB0245650 (2-(Bis(2-(2,6-dioxomorpholino)ethyl)amino)acetic acid)

3D MOL for HMDB0245650 (2-(Bis(2-(2,6-dioxomorpholino)ethyl)amino)acetic acid)

3D SDF for HMDB0245650 (2-(Bis(2-(2,6-dioxomorpholino)ethyl)amino)acetic acid)

3D-SDF for HMDB0245650 (2-(Bis(2-(2,6-dioxomorpholino)ethyl)amino)acetic acid)

PDB for HMDB0245650 (2-(Bis(2-(2,6-dioxomorpholino)ethyl)amino)acetic acid)

3D PDB for HMDB0245650 (2-(Bis(2-(2,6-dioxomorpholino)ethyl)amino)acetic acid)

SMILES for HMDB0245650 (2-(Bis(2-(2,6-dioxomorpholino)ethyl)amino)acetic acid)

INCHI for HMDB0245650 (2-(Bis(2-(2,6-dioxomorpholino)ethyl)amino)acetic acid)

Structure for HMDB0245650 (2-(Bis(2-(2,6-dioxomorpholino)ethyl)amino)acetic acid)

3D Structure for HMDB0245650 (2-(Bis(2-(2,6-dioxomorpholino)ethyl)amino)acetic acid)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra