Jump To Section:

Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References XML

Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-10 23:59:03 UTC

Update Date

2021-09-26 22:56:22 UTC

HMDB ID

HMDB0246963

Secondary Accession Numbers

None

Metabolite Identification

Common Name

N-Succinimidyl 6-Maleimidohexanoate

Description

N-Succinimidyl 6-Maleimidohexanoate, also known as NMICOS, belongs to the class of organic compounds known as maleimides. Maleimides are compounds containing a 2,5-pyrroledione moiety. Based on a literature review a small amount of articles have been published on N-Succinimidyl 6-Maleimidohexanoate. This compound has been identified in human blood as reported by (PMID: 31557052 ). N-succinimidyl 6-maleimidohexanoate is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically N-Succinimidyl 6-Maleimidohexanoate 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

HMDB0246963
     RDKit          3D
N-Succinimidyl 6-Maleimidohexanoate
 38 39  0  0  0  0  0  0  0  0999 V2000
    1.5508   -0.7499    0.0041 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9852   -0.2283    1.0348 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1007    0.1205    2.1771 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3182   -0.1825    1.8770 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8706    0.5479    0.6976 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3578    0.1165    0.6266 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0468    0.7585   -0.5523 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4371    0.4328   -0.6273 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0233   -0.6570   -1.2913 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4160   -1.5611   -1.9434 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4684   -0.5572   -1.0925 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7404    0.5069   -0.3676 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5075    1.1813   -0.0363 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3826    2.2318    0.6436 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3220    0.0122    1.0642 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2845   -0.2109    0.1724 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.4208   -0.9824   -0.9885 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4651   -1.6323   -1.4937 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7933   -0.9478   -1.5495 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5513   -0.0476   -0.6208 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5654    0.4652    0.3391 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8382    1.3802    1.1866 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1829    1.1726    2.4710 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3782   -0.4716    3.0852 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4766   -1.2889    1.6431 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9588   -0.0421    2.7851 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8847    1.6628    0.8905 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3861    0.3859   -0.2577 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7904    0.3808    1.6026 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3692   -0.9945    0.5467 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8649    1.8488   -0.6195 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5762    0.2906   -1.4787 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1741   -1.2755   -1.4991 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7508    0.7869   -0.0916 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7995   -0.5561   -2.5783 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1847   -1.9958   -1.4971 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0887    0.7667   -1.1525 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2891   -0.6672   -0.0378 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  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  2  0
  9 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
  2 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  2  0
 17 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  2  0
 13  8  1  0
 21 16  1  0
  3 23  1  0
  3 24  1  0
  4 25  1  0
  4 26  1  0
  5 27  1  0
  5 28  1  0
  6 29  1  0
  6 30  1  0
  7 31  1  0
  7 32  1  0
 11 33  1  0
 12 34  1  0
 19 35  1  0
 19 36  1  0
 20 37  1  0
 20 38  1  0
M  END

  Mrv1652309112101592D          

 22 23  0  0  0  0            999 V2000
    2.6176   -5.3125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2051   -4.5980    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7571   -3.9849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5856   -3.1780    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5108   -4.3205    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.4246   -5.1410    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0377   -5.6930    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2253   -3.9080    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9398   -4.3205    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9398   -5.1455    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6542   -3.9080    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3687   -4.3205    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0832   -3.9080    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7976   -4.3205    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5121   -3.9080    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2266   -4.3205    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.9803   -3.9849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1518   -3.1780    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.5323   -4.5980    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1198   -5.3125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3128   -5.1410    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6997   -5.6930    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  2  0  0  0  0
  3  5  1  0  0  0  0
  5  6  1  0  0  0  0
  1  6  1  0  0  0  0
  6  7  2  0  0  0  0
  5  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
 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  1  0  0  0  0
 17 18  2  0  0  0  0
 17 19  1  0  0  0  0
 19 20  2  0  0  0  0
 20 21  1  0  0  0  0
 16 21  1  0  0  0  0
 21 22  2  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0246963

> <DATABASE_NAME>
hmdb

> <SMILES>
O=C(CCCCCN1C(=O)C=CC1=O)ON1C(=O)CCC1=O

> <INCHI_IDENTIFIER>
InChI=1S/C14H16N2O6/c17-10-5-6-11(18)15(10)9-3-1-2-4-14(21)22-16-12(19)7-8-13(16)20/h5-6H,1-4,7-9H2

> <INCHI_KEY>
VLARLSIGSPVYHX-UHFFFAOYSA-N

> <FORMULA>
C14H16N2O6

> <MOLECULAR_WEIGHT>
308.29

> <EXACT_MASS>
308.100836243

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
38

> <JCHEM_AVERAGE_POLARIZABILITY>
30.10954999956465

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
2,5-dioxopyrrolidin-1-yl 6-(2,5-dioxo-2,5-dihydro-1H-pyrrol-1-yl)hexanoate

> <ALOGPS_LOGP>
0.70

> <JCHEM_LOGP>
-0.14984689100000004

> <ALOGPS_LOGS>
-2.43

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
17.709123139742278

> <JCHEM_PKA_STRONGEST_BASIC>
-4.023626508398831

> <JCHEM_POLAR_SURFACE_AREA>
101.06

> <JCHEM_REFRACTIVITY>
73.5429

> <JCHEM_ROTATABLE_BOND_COUNT>
8

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.15e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2,5-dioxopyrrolidin-1-yl 6-(2,5-dioxopyrrol-1-yl)hexanoate

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0246963
     RDKit          3D
N-Succinimidyl 6-Maleimidohexanoate
 38 39  0  0  0  0  0  0  0  0999 V2000
    1.5508   -0.7499    0.0041 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9852   -0.2283    1.0348 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1007    0.1205    2.1771 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3182   -0.1825    1.8770 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8706    0.5479    0.6976 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3578    0.1165    0.6266 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0468    0.7585   -0.5523 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4371    0.4328   -0.6273 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0233   -0.6570   -1.2913 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4160   -1.5611   -1.9434 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4684   -0.5572   -1.0925 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7404    0.5069   -0.3676 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5075    1.1813   -0.0363 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3826    2.2318    0.6436 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3220    0.0122    1.0642 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2845   -0.2109    0.1724 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.4208   -0.9824   -0.9885 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4651   -1.6323   -1.4937 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7933   -0.9478   -1.5495 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5513   -0.0476   -0.6208 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5654    0.4652    0.3391 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8382    1.3802    1.1866 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1829    1.1726    2.4710 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3782   -0.4716    3.0852 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4766   -1.2889    1.6431 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9588   -0.0421    2.7851 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8847    1.6628    0.8905 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3861    0.3859   -0.2577 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7904    0.3808    1.6026 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3692   -0.9945    0.5467 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8649    1.8488   -0.6195 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5762    0.2906   -1.4787 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1741   -1.2755   -1.4991 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7508    0.7869   -0.0916 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7995   -0.5561   -2.5783 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1847   -1.9958   -1.4971 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0887    0.7667   -1.1525 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2891   -0.6672   -0.0378 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  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  2  0
  9 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
  2 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  2  0
 17 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  2  0
 13  8  1  0
 21 16  1  0
  3 23  1  0
  3 24  1  0
  4 25  1  0
  4 26  1  0
  5 27  1  0
  5 28  1  0
  6 29  1  0
  6 30  1  0
  7 31  1  0
  7 32  1  0
 11 33  1  0
 12 34  1  0
 19 35  1  0
 19 36  1  0
 20 37  1  0
 20 38  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       4.886  -9.917   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       4.116  -8.583   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       5.147  -7.439   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0       4.826  -5.932   0.000  0.00  0.00           O+0
HETATM    5  N   UNK     0       6.554  -8.065   0.000  0.00  0.00           N+0
HETATM    6  C   UNK     0       6.393  -9.597   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0       7.537 -10.627   0.000  0.00  0.00           O+0
HETATM    8  O   UNK     0       7.887  -7.295   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0       9.221  -8.065   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0       9.221  -9.605   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0      10.555  -7.295   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      11.888  -8.065   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      13.222  -7.295   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      14.556  -8.065   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      15.889  -7.295   0.000  0.00  0.00           C+0
HETATM   16  N   UNK     0      17.223  -8.065   0.000  0.00  0.00           N+0
HETATM   17  C   UNK     0      18.630  -7.439   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0      18.950  -5.932   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0      19.660  -8.583   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      18.890  -9.917   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      17.384  -9.597   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0      16.239 -10.627   0.000  0.00  0.00           O+0
CONECT    1    2    6                                                       
CONECT    2    1    3                                                       
CONECT    3    2    4    5                                                  
CONECT    4    3                                                            
CONECT    5    3    6    8                                                  
CONECT    6    5    1    7                                                  
CONECT    7    6                                                            
CONECT    8    5    9                                                       
CONECT    9    8   10   11                                                  
CONECT   10    9                                                            
CONECT   11    9   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   17   21                                                  
CONECT   17   16   18   19                                                  
CONECT   18   17                                                            
CONECT   19   17   20                                                       
CONECT   20   19   21                                                       
CONECT   21   20   16   22                                                  
CONECT   22   21                                                            
MASTER        0    0    0    0    0    0    0    0   22    0   46    0
END

COMPND    HMDB0246963
HETATM    1  O1  UNL     1       1.551  -0.750   0.004  1.00  0.00           O  
HETATM    2  C1  UNL     1       1.985  -0.228   1.035  1.00  0.00           C  
HETATM    3  C2  UNL     1       1.101   0.120   2.177  1.00  0.00           C  
HETATM    4  C3  UNL     1      -0.318  -0.183   1.877  1.00  0.00           C  
HETATM    5  C4  UNL     1      -0.871   0.548   0.698  1.00  0.00           C  
HETATM    6  C5  UNL     1      -2.358   0.116   0.627  1.00  0.00           C  
HETATM    7  C6  UNL     1      -3.047   0.759  -0.552  1.00  0.00           C  
HETATM    8  N1  UNL     1      -4.437   0.433  -0.627  1.00  0.00           N  
HETATM    9  C7  UNL     1      -5.023  -0.657  -1.291  1.00  0.00           C  
HETATM   10  O2  UNL     1      -4.416  -1.561  -1.943  1.00  0.00           O  
HETATM   11  C8  UNL     1      -6.468  -0.557  -1.093  1.00  0.00           C  
HETATM   12  C9  UNL     1      -6.740   0.507  -0.368  1.00  0.00           C  
HETATM   13  C10 UNL     1      -5.507   1.181  -0.036  1.00  0.00           C  
HETATM   14  O3  UNL     1      -5.383   2.232   0.644  1.00  0.00           O  
HETATM   15  O4  UNL     1       3.322   0.012   1.064  1.00  0.00           O  
HETATM   16  N2  UNL     1       4.285  -0.211   0.172  1.00  0.00           N  
HETATM   17  C11 UNL     1       4.421  -0.982  -0.989  1.00  0.00           C  
HETATM   18  O5  UNL     1       3.465  -1.632  -1.494  1.00  0.00           O  
HETATM   19  C12 UNL     1       5.793  -0.948  -1.549  1.00  0.00           C  
HETATM   20  C13 UNL     1       6.551  -0.048  -0.621  1.00  0.00           C  
HETATM   21  C14 UNL     1       5.565   0.465   0.339  1.00  0.00           C  
HETATM   22  O6  UNL     1       5.838   1.380   1.187  1.00  0.00           O  
HETATM   23  H1  UNL     1       1.183   1.173   2.471  1.00  0.00           H  
HETATM   24  H2  UNL     1       1.378  -0.472   3.085  1.00  0.00           H  
HETATM   25  H3  UNL     1      -0.477  -1.289   1.643  1.00  0.00           H  
HETATM   26  H4  UNL     1      -0.959  -0.042   2.785  1.00  0.00           H  
HETATM   27  H5  UNL     1      -0.885   1.663   0.891  1.00  0.00           H  
HETATM   28  H6  UNL     1      -0.386   0.386  -0.258  1.00  0.00           H  
HETATM   29  H7  UNL     1      -2.790   0.381   1.603  1.00  0.00           H  
HETATM   30  H8  UNL     1      -2.369  -0.994   0.547  1.00  0.00           H  
HETATM   31  H9  UNL     1      -2.865   1.849  -0.619  1.00  0.00           H  
HETATM   32  H10 UNL     1      -2.576   0.291  -1.479  1.00  0.00           H  
HETATM   33  H11 UNL     1      -7.174  -1.275  -1.499  1.00  0.00           H  
HETATM   34  H12 UNL     1      -7.751   0.787  -0.092  1.00  0.00           H  
HETATM   35  H13 UNL     1       5.800  -0.556  -2.578  1.00  0.00           H  
HETATM   36  H14 UNL     1       6.185  -1.996  -1.497  1.00  0.00           H  
HETATM   37  H15 UNL     1       7.089   0.767  -1.153  1.00  0.00           H  
HETATM   38  H16 UNL     1       7.289  -0.667  -0.038  1.00  0.00           H  
CONECT    1    2    2
CONECT    2    3   15
CONECT    3    4   23   24
CONECT    4    5   25   26
CONECT    5    6   27   28
CONECT    6    7   29   30
CONECT    7    8   31   32
CONECT    8    9   13
CONECT    9   10   10   11
CONECT   11   12   12   33
CONECT   12   13   34
CONECT   13   14   14
CONECT   15   16
CONECT   16   17   21
CONECT   17   18   18   19
CONECT   19   20   35   36
CONECT   20   21   37   38
CONECT   21   22   22
END

HMDB0246963
     RDKit          3D
N-Succinimidyl 6-Maleimidohexanoate
 38 39  0  0  0  0  0  0  0  0999 V2000
    1.5508   -0.7499    0.0041 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9852   -0.2283    1.0348 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1007    0.1205    2.1771 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3182   -0.1825    1.8770 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8706    0.5479    0.6976 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3578    0.1165    0.6266 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0468    0.7585   -0.5523 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4371    0.4328   -0.6273 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0233   -0.6570   -1.2913 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4160   -1.5611   -1.9434 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4684   -0.5572   -1.0925 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7404    0.5069   -0.3676 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5075    1.1813   -0.0363 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3826    2.2318    0.6436 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3220    0.0122    1.0642 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2845   -0.2109    0.1724 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.4208   -0.9824   -0.9885 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4651   -1.6323   -1.4937 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7933   -0.9478   -1.5495 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5513   -0.0476   -0.6208 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5654    0.4652    0.3391 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8382    1.3802    1.1866 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1829    1.1726    2.4710 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3782   -0.4716    3.0852 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4766   -1.2889    1.6431 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9588   -0.0421    2.7851 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8847    1.6628    0.8905 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3861    0.3859   -0.2577 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7904    0.3808    1.6026 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3692   -0.9945    0.5467 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8649    1.8488   -0.6195 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5762    0.2906   -1.4787 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1741   -1.2755   -1.4991 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7508    0.7869   -0.0916 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7995   -0.5561   -2.5783 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1847   -1.9958   -1.4971 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0887    0.7667   -1.1525 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2891   -0.6672   -0.0378 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  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  2  0
  9 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
  2 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  2  0
 17 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  2  0
 13  8  1  0
 21 16  1  0
  3 23  1  0
  3 24  1  0
  4 25  1  0
  4 26  1  0
  5 27  1  0
  5 28  1  0
  6 29  1  0
  6 30  1  0
  7 31  1  0
  7 32  1  0
 11 33  1  0
 12 34  1  0
 19 35  1  0
 19 36  1  0
 20 37  1  0
 20 38  1  0
M  END

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Value	Source
N-Succinimidyl 6-maleimidohexanoic acid	Generator
N-(epsilon-Maleimidocaproyloxy)succinimide	HMDB
NMICOS	HMDB

Chemical Formula

C₁₄H₁₆N₂O₆

Average Molecular Weight

308.29

Monoisotopic Molecular Weight

308.100836243

IUPAC Name

2,5-dioxopyrrolidin-1-yl 6-(2,5-dioxo-2,5-dihydro-1H-pyrrol-1-yl)hexanoate

Traditional Name

2,5-dioxopyrrolidin-1-yl 6-(2,5-dioxopyrrol-1-yl)hexanoate

CAS Registry Number

Not Available

SMILES

O=C(CCCCCN1C(=O)C=CC1=O)ON1C(=O)CCC1=O

InChI Identifier

InChI=1S/C14H16N2O6/c17-10-5-6-11(18)15(10)9-3-1-2-4-14(21)22-16-12(19)7-8-13(16)20/h5-6H,1-4,7-9H2

InChI Key

VLARLSIGSPVYHX-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as maleimides. Maleimides are compounds containing a 2,5-pyrroledione moiety.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Pyrrolidines

Sub Class

Pyrrolidones

Direct Parent

Maleimides

Alternative Parents

Substituents

Maleimide
Carboxylic acid imide, n-substituted
2-pyrrolidone
Carboxylic acid imide
Dicarboximide
Pyrroline
Lactam
Carboxylic acid derivative
Monocarboxylic acid or derivatives
Azacycle
Hydrocarbon derivative
Carbonyl group
Organic oxide
Organic oxygen compound
Organic nitrogen compound
Organonitrogen compound
Organooxygen compound
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)

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	0.7	ALOGPS
logP	-0.15	ChemAxon
logS	-2.4	ALOGPS
pKa (Strongest Acidic)	17.71	ChemAxon
pKa (Strongest Basic)	-4	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	101.06 Å²	ChemAxon
Rotatable Bond Count	8	ChemAxon
Refractivity	73.54 m³·mol⁻¹	ChemAxon
Polarizability	30.11 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	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]+	167.944	30932474
DeepCCS	[M-H]-	165.586	30932474
DeepCCS	[M-2H]-	198.471	30932474
DeepCCS	[M+Na]+	174.037	30932474
AllCCS	[M+H]+	169.2	32859911
AllCCS	[M+H-H2O]+	165.9	32859911
AllCCS	[M+NH4]+	172.2	32859911
AllCCS	[M+Na]+	173.0	32859911
AllCCS	[M-H]-	170.9	32859911
AllCCS	[M+Na-2H]-	170.6	32859911
AllCCS	[M+HCOO]-	170.5	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
N-Succinimidyl 6-Maleimidohexanoate	O=C(CCCCCN1C(=O)C=CC1=O)ON1C(=O)CCC1=O	3990.7	Standard polar	33892256
N-Succinimidyl 6-Maleimidohexanoate	O=C(CCCCCN1C(=O)C=CC1=O)ON1C(=O)CCC1=O	2733.0	Standard non polar	33892256
N-Succinimidyl 6-Maleimidohexanoate	O=C(CCCCCN1C(=O)C=CC1=O)ON1C(=O)CCC1=O	2673.3	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-Succinimidyl 6-Maleimidohexanoate GC-MS (Non-derivatized) - 70eV, Positive	splash10-002f-6900000000-40d01dc91512711cd94c	2021-09-24	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - N-Succinimidyl 6-Maleimidohexanoate GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	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-Succinimidyl 6-Maleimidohexanoate 10V, Positive-QTOF	splash10-0a4i-0149000000-8cfb653b3fc265ef31d5	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-Succinimidyl 6-Maleimidohexanoate 20V, Positive-QTOF	splash10-03di-3930000000-30001759b1d419481c7e	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-Succinimidyl 6-Maleimidohexanoate 40V, Positive-QTOF	splash10-02ta-9850000000-69be29ce202dad4608b3	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-Succinimidyl 6-Maleimidohexanoate 10V, Negative-QTOF	splash10-0a4j-5009000000-ef1dc48b900d8da7f07a	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-Succinimidyl 6-Maleimidohexanoate 20V, Negative-QTOF	splash10-0002-9242000000-ad4494d00c4516527333	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-Succinimidyl 6-Maleimidohexanoate 40V, Negative-QTOF	splash10-0002-9230000000-6a3770c83f03847bb55e	2021-10-12	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View
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, 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	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	¹H NMR Spectrum (1D, 500 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	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	¹³C NMR Spectrum (1D, 700 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	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	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

4267588

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

5091655

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-Succinimidyl 6-Maleimidohexanoate (HMDB0246963)

MOL for HMDB0246963 (N-Succinimidyl 6-Maleimidohexanoate)

3D MOL for HMDB0246963 (N-Succinimidyl 6-Maleimidohexanoate)

3D SDF for HMDB0246963 (N-Succinimidyl 6-Maleimidohexanoate)

3D-SDF for HMDB0246963 (N-Succinimidyl 6-Maleimidohexanoate)

PDB for HMDB0246963 (N-Succinimidyl 6-Maleimidohexanoate)

3D PDB for HMDB0246963 (N-Succinimidyl 6-Maleimidohexanoate)

SMILES for HMDB0246963 (N-Succinimidyl 6-Maleimidohexanoate)

INCHI for HMDB0246963 (N-Succinimidyl 6-Maleimidohexanoate)

Structure for HMDB0246963 (N-Succinimidyl 6-Maleimidohexanoate)

3D Structure for HMDB0246963 (N-Succinimidyl 6-Maleimidohexanoate)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra