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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 08:34:40 UTC

Update Date

2021-09-26 23:03:07 UTC

HMDB ID

HMDB0251246

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Diethylene glycol dimethacrylate

Description

Diethylene glycol dimethacrylate, also known as DGM 2, belongs to the class of organic compounds known as dicarboxylic acids and derivatives. These are organic compounds containing exactly two carboxylic acid groups. Based on a literature review a significant number of articles have been published on Diethylene glycol dimethacrylate. This compound has been identified in human blood as reported by (PMID: 31557052 ). Diethylene glycol dimethacrylate is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically Diethylene glycol dimethacrylate 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

HMDB0251246
     RDKit          3D
Diethylene glycol dimethacrylate
 35 34  0  0  0  0  0  0  0  0999 V2000
   -5.9451    0.0689    0.0118 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9176    0.3929    0.7757 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9752    1.4432    1.8061 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6363   -0.3297    0.5963 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5565   -1.2316   -0.2757 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5340   -0.0426    1.3549 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2932   -0.6803    1.2369 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7250   -0.4462   -0.1236 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5176   -1.0594   -0.2951 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9135   -0.7461   -1.6170 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2395   -1.3500   -1.9259 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2079   -0.8601   -1.0391 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5036    0.4870   -1.0163 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8875    1.2408   -1.8079 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5075    1.0487   -0.1005 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7292    2.3410   -0.1424 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2451    0.1635    0.8436 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8507   -0.7092   -0.7296 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9044    0.5566    0.0925 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9939    1.9044    1.7424 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1815    2.2067    1.6425 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8311    0.9365    2.7925 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4044   -1.7709    1.4657 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6002   -0.3165    2.0393 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6064    0.6395   -0.2699 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3892   -0.9038   -0.8788 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1800   -1.2278   -2.3374 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8069    0.3237   -1.7777 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4769   -1.0961   -2.9840 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1406   -2.4559   -1.8848 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4488    2.8223    0.4976 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1778    2.9499   -0.8372 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6738   -0.7517    1.0757 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2065   -0.1183    0.3267 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4821    0.7715    1.7424 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  3
  2  3  1  0
  2  4  1  0
  4  5  2  0
  4  6  1  0
  6  7  1  0
  7  8  1  0
  8  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
 15 16  2  3
 15 17  1  0
  1 18  1  0
  1 19  1  0
  3 20  1  0
  3 21  1  0
  3 22  1  0
  7 23  1  0
  7 24  1  0
  8 25  1  0
  8 26  1  0
 10 27  1  0
 10 28  1  0
 11 29  1  0
 11 30  1  0
 16 31  1  0
 16 32  1  0
 17 33  1  0
 17 34  1  0
 17 35  1  0
M  END

  Mrv1572004221604332D          

 17 16  0  0  0  0            999 V2000
   -5.6645    3.2704    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9500    2.0329    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9092    3.2704    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1947    2.0329    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0921    2.8579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6632    2.8579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8066    3.2704    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0513    3.2704    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9500    2.8579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1947    2.8579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2355    3.2704    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4802    3.2704    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2355    4.0954    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4802    4.0954    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3776    3.2704    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5211    2.8579    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7658    2.8579    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  7  5  1  0  0  0  0
  8  6  1  0  0  0  0
  9  1  2  0  0  0  0
  9  2  1  0  0  0  0
 10  3  2  0  0  0  0
 10  4  1  0  0  0  0
 11  9  1  0  0  0  0
 12 10  1  0  0  0  0
 13 11  2  0  0  0  0
 14 12  2  0  0  0  0
 15  5  1  0  0  0  0
 15  6  1  0  0  0  0
 16  7  1  0  0  0  0
 16 11  1  0  0  0  0
 17  8  1  0  0  0  0
 17 12  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0251246

> <DATABASE_NAME>
hmdb

> <SMILES>
CC(=C)C(=O)OCCOCCOC(=O)C(C)=C

> <INCHI_IDENTIFIER>
InChI=1S/C12H18O5/c1-9(2)11(13)16-7-5-15-6-8-17-12(14)10(3)4/h1,3,5-8H2,2,4H3

> <INCHI_KEY>
XFCMNSHQOZQILR-UHFFFAOYSA-N

> <FORMULA>
C12H18O5

> <MOLECULAR_WEIGHT>
242.271

> <EXACT_MASS>
242.11542368

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
35

> <JCHEM_AVERAGE_POLARIZABILITY>
26.374148407584613

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
2-{2-[(2-methylprop-2-enoyl)oxy]ethoxy}ethyl 2-methylprop-2-enoate

> <ALOGPS_LOGP>
1.80

> <JCHEM_LOGP>
2.396949891

> <ALOGPS_LOGS>
-2.38

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-4.153288218096747

> <JCHEM_POLAR_SURFACE_AREA>
61.83000000000001

> <JCHEM_REFRACTIVITY>
61.909700000000015

> <JCHEM_ROTATABLE_BOND_COUNT>
10

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.02e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2-{2-[(2-methylprop-2-enoyl)oxy]ethoxy}ethyl 2-methylprop-2-enoate

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0251246
     RDKit          3D
Diethylene glycol dimethacrylate
 35 34  0  0  0  0  0  0  0  0999 V2000
   -5.9451    0.0689    0.0118 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9176    0.3929    0.7757 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9752    1.4432    1.8061 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6363   -0.3297    0.5963 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5565   -1.2316   -0.2757 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5340   -0.0426    1.3549 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2932   -0.6803    1.2369 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7250   -0.4462   -0.1236 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5176   -1.0594   -0.2951 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9135   -0.7461   -1.6170 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2395   -1.3500   -1.9259 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2079   -0.8601   -1.0391 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5036    0.4870   -1.0163 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8875    1.2408   -1.8079 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5075    1.0487   -0.1005 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7292    2.3410   -0.1424 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2451    0.1635    0.8436 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8507   -0.7092   -0.7296 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9044    0.5566    0.0925 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9939    1.9044    1.7424 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1815    2.2067    1.6425 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8311    0.9365    2.7925 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4044   -1.7709    1.4657 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6002   -0.3165    2.0393 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6064    0.6395   -0.2699 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3892   -0.9038   -0.8788 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1800   -1.2278   -2.3374 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8069    0.3237   -1.7777 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4769   -1.0961   -2.9840 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1406   -2.4559   -1.8848 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4488    2.8223    0.4976 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1778    2.9499   -0.8372 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6738   -0.7517    1.0757 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2065   -0.1183    0.3267 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4821    0.7715    1.7424 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  3
  2  3  1  0
  2  4  1  0
  4  5  2  0
  4  6  1  0
  6  7  1  0
  7  8  1  0
  8  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
 15 16  2  3
 15 17  1  0
  1 18  1  0
  1 19  1  0
  3 20  1  0
  3 21  1  0
  3 22  1  0
  7 23  1  0
  7 24  1  0
  8 25  1  0
  8 26  1  0
 10 27  1  0
 10 28  1  0
 11 29  1  0
 11 30  1  0
 16 31  1  0
 16 32  1  0
 17 33  1  0
 17 34  1  0
 17 35  1  0
M  END

HEADER    PROTEIN                                 22-APR-16   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   22-APR-16         0                                  
HETATM    1  C   UNK     0     -10.574   6.105   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -9.240   3.795   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       5.430   6.105   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       4.097   3.795   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -3.905   5.335   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -1.238   5.335   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -5.239   6.105   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       0.096   6.105   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -9.240   5.335   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       4.097   5.335   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -7.906   6.105   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       2.763   6.105   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0      -7.906   7.645   0.000  0.00  0.00           O+0
HETATM   14  O   UNK     0       2.763   7.645   0.000  0.00  0.00           O+0
HETATM   15  O   UNK     0      -2.572   6.105   0.000  0.00  0.00           O+0
HETATM   16  O   UNK     0      -6.573   5.335   0.000  0.00  0.00           O+0
HETATM   17  O   UNK     0       1.429   5.335   0.000  0.00  0.00           O+0
CONECT    1    9                                                            
CONECT    2    9                                                            
CONECT    3   10                                                            
CONECT    4   10                                                            
CONECT    5    7   15                                                       
CONECT    6    8   15                                                       
CONECT    7    5   16                                                       
CONECT    8    6   17                                                       
CONECT    9    1    2   11                                                  
CONECT   10    3    4   12                                                  
CONECT   11    9   13   16                                                  
CONECT   12   10   14   17                                                  
CONECT   13   11                                                            
CONECT   14   12                                                            
CONECT   15    5    6                                                       
CONECT   16    7   11                                                       
CONECT   17    8   12                                                       
MASTER        0    0    0    0    0    0    0    0   17    0   32    0
END

COMPND    HMDB0251246
HETATM    1  C1  UNL     1      -5.945   0.069   0.012  1.00  0.00           C  
HETATM    2  C2  UNL     1      -4.918   0.393   0.776  1.00  0.00           C  
HETATM    3  C3  UNL     1      -4.975   1.443   1.806  1.00  0.00           C  
HETATM    4  C4  UNL     1      -3.636  -0.330   0.596  1.00  0.00           C  
HETATM    5  O1  UNL     1      -3.557  -1.232  -0.276  1.00  0.00           O  
HETATM    6  O2  UNL     1      -2.534  -0.043   1.355  1.00  0.00           O  
HETATM    7  C5  UNL     1      -1.293  -0.680   1.237  1.00  0.00           C  
HETATM    8  C6  UNL     1      -0.725  -0.446  -0.124  1.00  0.00           C  
HETATM    9  O3  UNL     1       0.518  -1.059  -0.295  1.00  0.00           O  
HETATM   10  C7  UNL     1       0.914  -0.746  -1.617  1.00  0.00           C  
HETATM   11  C8  UNL     1       2.240  -1.350  -1.926  1.00  0.00           C  
HETATM   12  O4  UNL     1       3.208  -0.860  -1.039  1.00  0.00           O  
HETATM   13  C9  UNL     1       3.504   0.487  -1.016  1.00  0.00           C  
HETATM   14  O5  UNL     1       2.887   1.241  -1.808  1.00  0.00           O  
HETATM   15  C10 UNL     1       4.507   1.049  -0.101  1.00  0.00           C  
HETATM   16  C11 UNL     1       4.729   2.341  -0.142  1.00  0.00           C  
HETATM   17  C12 UNL     1       5.245   0.163   0.844  1.00  0.00           C  
HETATM   18  H1  UNL     1      -5.851  -0.709  -0.730  1.00  0.00           H  
HETATM   19  H2  UNL     1      -6.904   0.557   0.093  1.00  0.00           H  
HETATM   20  H3  UNL     1      -5.994   1.904   1.742  1.00  0.00           H  
HETATM   21  H4  UNL     1      -4.182   2.207   1.643  1.00  0.00           H  
HETATM   22  H5  UNL     1      -4.831   0.937   2.792  1.00  0.00           H  
HETATM   23  H6  UNL     1      -1.404  -1.771   1.466  1.00  0.00           H  
HETATM   24  H7  UNL     1      -0.600  -0.316   2.039  1.00  0.00           H  
HETATM   25  H8  UNL     1      -0.606   0.640  -0.270  1.00  0.00           H  
HETATM   26  H9  UNL     1      -1.389  -0.904  -0.879  1.00  0.00           H  
HETATM   27  H10 UNL     1       0.180  -1.228  -2.337  1.00  0.00           H  
HETATM   28  H11 UNL     1       0.807   0.324  -1.778  1.00  0.00           H  
HETATM   29  H12 UNL     1       2.477  -1.096  -2.984  1.00  0.00           H  
HETATM   30  H13 UNL     1       2.141  -2.456  -1.885  1.00  0.00           H  
HETATM   31  H14 UNL     1       5.449   2.822   0.498  1.00  0.00           H  
HETATM   32  H15 UNL     1       4.178   2.950  -0.837  1.00  0.00           H  
HETATM   33  H16 UNL     1       4.674  -0.752   1.076  1.00  0.00           H  
HETATM   34  H17 UNL     1       6.207  -0.118   0.327  1.00  0.00           H  
HETATM   35  H18 UNL     1       5.482   0.772   1.742  1.00  0.00           H  
CONECT    1    2    2   18   19
CONECT    2    3    4
CONECT    3   20   21   22
CONECT    4    5    5    6
CONECT    6    7
CONECT    7    8   23   24
CONECT    8    9   25   26
CONECT    9   10
CONECT   10   11   27   28
CONECT   11   12   29   30
CONECT   12   13
CONECT   13   14   14   15
CONECT   15   16   16   17
CONECT   16   31   32
CONECT   17   33   34   35
END

HMDB0251246
     RDKit          3D
Diethylene glycol dimethacrylate
 35 34  0  0  0  0  0  0  0  0999 V2000
   -5.9451    0.0689    0.0118 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9176    0.3929    0.7757 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9752    1.4432    1.8061 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6363   -0.3297    0.5963 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5565   -1.2316   -0.2757 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5340   -0.0426    1.3549 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2932   -0.6803    1.2369 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7250   -0.4462   -0.1236 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5176   -1.0594   -0.2951 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9135   -0.7461   -1.6170 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2395   -1.3500   -1.9259 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2079   -0.8601   -1.0391 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5036    0.4870   -1.0163 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8875    1.2408   -1.8079 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5075    1.0487   -0.1005 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7292    2.3410   -0.1424 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2451    0.1635    0.8436 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8507   -0.7092   -0.7296 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9044    0.5566    0.0925 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9939    1.9044    1.7424 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1815    2.2067    1.6425 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8311    0.9365    2.7925 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4044   -1.7709    1.4657 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6002   -0.3165    2.0393 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6064    0.6395   -0.2699 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3892   -0.9038   -0.8788 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1800   -1.2278   -2.3374 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8069    0.3237   -1.7777 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4769   -1.0961   -2.9840 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1406   -2.4559   -1.8848 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4488    2.8223    0.4976 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1778    2.9499   -0.8372 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6738   -0.7517    1.0757 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2065   -0.1183    0.3267 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4821    0.7715    1.7424 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  3
  2  3  1  0
  2  4  1  0
  4  5  2  0
  4  6  1  0
  6  7  1  0
  7  8  1  0
  8  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
 15 16  2  3
 15 17  1  0
  1 18  1  0
  1 19  1  0
  3 20  1  0
  3 21  1  0
  3 22  1  0
  7 23  1  0
  7 24  1  0
  8 25  1  0
  8 26  1  0
 10 27  1  0
 10 28  1  0
 11 29  1  0
 11 30  1  0
 16 31  1  0
 16 32  1  0
 17 33  1  0
 17 34  1  0
 17 35  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
Diethylene glycol dimethacrylic acid	Generator
DGM 2	MeSH
Diethylene glycol dimethacrylate monomer	MeSH
2-{2-[(2-methylprop-2-enoyl)oxy]ethoxy}ethyl 2-methylprop-2-enoic acid	Generator

Chemical Formula

C₁₂H₁₈O₅

Average Molecular Weight

242.271

Monoisotopic Molecular Weight

242.11542368

IUPAC Name

2-{2-[(2-methylprop-2-enoyl)oxy]ethoxy}ethyl 2-methylprop-2-enoate

Traditional Name

2-{2-[(2-methylprop-2-enoyl)oxy]ethoxy}ethyl 2-methylprop-2-enoate

CAS Registry Number

Not Available

SMILES

CC(=C)C(=O)OCCOCCOC(=O)C(C)=C

InChI Identifier

InChI=1S/C12H18O5/c1-9(2)11(13)16-7-5-15-6-8-17-12(14)10(3)4/h1,3,5-8H2,2,4H3

InChI Key

XFCMNSHQOZQILR-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as dicarboxylic acids and derivatives. These are organic compounds containing exactly two carboxylic acid groups.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Dicarboxylic acids and derivatives

Direct Parent

Dicarboxylic acids and derivatives

Alternative Parents

Substituents

Dicarboxylic acid or derivatives
Alpha,beta-unsaturated carboxylic ester
Enoate ester
Carboxylic acid ester
Ether
Dialkyl ether
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
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	1.8	ALOGPS
logP	2.4	ChemAxon
logS	-2.4	ALOGPS
pKa (Strongest Basic)	-4.2	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	61.83 Å²	ChemAxon
Rotatable Bond Count	10	ChemAxon
Refractivity	61.91 m³·mol⁻¹	ChemAxon
Polarizability	26.37 Å³	ChemAxon
Number of Rings	0	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]+	153.423	30932474
DeepCCS	[M-H]-	151.065	30932474
DeepCCS	[M-2H]-	185.482	30932474
DeepCCS	[M+Na]+	160.641	30932474
AllCCS	[M+H]+	155.6	32859911
AllCCS	[M+H-H2O]+	152.4	32859911
AllCCS	[M+NH4]+	158.6	32859911
AllCCS	[M+Na]+	159.5	32859911
AllCCS	[M-H]-	158.3	32859911
AllCCS	[M+Na-2H]-	159.1	32859911
AllCCS	[M+HCOO]-	160.2	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Diethylene glycol dimethacrylate	CC(=C)C(=O)OCCOCCOC(=O)C(C)=C	2108.6	Standard polar	33892256
Diethylene glycol dimethacrylate	CC(=C)C(=O)OCCOCCOC(=O)C(C)=C	1545.9	Standard non polar	33892256
Diethylene glycol dimethacrylate	CC(=C)C(=O)OCCOCCOC(=O)C(C)=C	1626.6	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 - Diethylene glycol dimethacrylate GC-MS (Non-derivatized) - 70eV, Positive	splash10-014l-9200000000-c81986c0f7ba241b490b	2021-09-24	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Diethylene glycol dimethacrylate 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 - Diethylene glycol dimethacrylate 10V, Positive-QTOF	splash10-0006-4590000000-e398aff8049250ce249e	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Diethylene glycol dimethacrylate 20V, Positive-QTOF	splash10-0006-9730000000-3b6bb2d946e0a4815501	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Diethylene glycol dimethacrylate 40V, Positive-QTOF	splash10-0006-9100000000-5c175b9b72b4a07c0286	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Diethylene glycol dimethacrylate 10V, Negative-QTOF	splash10-000f-9280000000-cd689f1cbb8127bc1185	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Diethylene glycol dimethacrylate 20V, Negative-QTOF	splash10-000l-9650000000-8c65212a188cd38a37af	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Diethylene glycol dimethacrylate 40V, Negative-QTOF	splash10-000i-9100000000-746b1d0ad5cef283313a	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Diethylene glycol dimethacrylate 10V, Positive-QTOF	splash10-0cdl-9630000000-13d5523e1e0942f31ba8	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Diethylene glycol dimethacrylate 20V, Positive-QTOF	splash10-02t9-9400000000-dcc7fce0ef41431c7971	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Diethylene glycol dimethacrylate 40V, Positive-QTOF	splash10-0006-9100000000-60a7f998440bd5a08416	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Diethylene glycol dimethacrylate 10V, Negative-QTOF	splash10-000l-9410000000-da74394c0e42cd10f8ce	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Diethylene glycol dimethacrylate 20V, Negative-QTOF	splash10-000l-9100000000-48ab32d8d8b78fa53933	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Diethylene glycol dimethacrylate 40V, Negative-QTOF	splash10-000i-9000000000-8f05e92dbd44fa1eb76e	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

16006

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

16891

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 Diethylene glycol dimethacrylate (HMDB0251246)

MOL for HMDB0251246 (Diethylene glycol dimethacrylate)

3D MOL for HMDB0251246 (Diethylene glycol dimethacrylate)

3D SDF for HMDB0251246 (Diethylene glycol dimethacrylate)

3D-SDF for HMDB0251246 (Diethylene glycol dimethacrylate)

PDB for HMDB0251246 (Diethylene glycol dimethacrylate)

3D PDB for HMDB0251246 (Diethylene glycol dimethacrylate)

SMILES for HMDB0251246 (Diethylene glycol dimethacrylate)

INCHI for HMDB0251246 (Diethylene glycol dimethacrylate)

Structure for HMDB0251246 (Diethylene glycol dimethacrylate)

3D Structure for HMDB0251246 (Diethylene glycol dimethacrylate)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra