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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-12 02:08:08 UTC

Update Date

2022-03-07 02:56:38 UTC

HMDB ID

HMDB0040573

Secondary Accession Numbers

HMDB40573

Metabolite Identification

Common Name

Tetraacetylethylenediamine

Description

Bleach activator used in food-contact paper and paperboard. TAED is an important component of detergents and bleaches. Its is an activator for "active oxygen" bleaching agents. Such active oxygen bleaching agents release hydrogen peroxide during the wash cycle. Such agents include sodium perborate, sodium percarbonate, sodium perphosphate, sodium persulfate, and urea peroxide. The released hydrogen peroxide is an inefficient bleach below 40 Â°C, except in the presence of activators such as TAED. Tetraacetylethylenediamine, commonly abbreviated TAED, is an organic compound with the formula (CH3C(O))2NCH2CH2N(C(O)CH3)2. This colourless compound is often dyed blue or green for use in laundry detergents, its most significant application. It is produced by acetylation of ethylenediamine. The activation process entails a reaction of the hydrogen peroxide with TAED to release peracetic acid, which is a fast-acting bleaching agent.:.

Structure

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

HMDB0040573
     RDKit          3D
Tetraacetylethylenediamine
 32 31  0  0  0  0  0  0  0  0999 V2000
   -2.1948   -2.2302   -0.0387 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7950   -0.8898   -0.1052 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0084   -0.7928   -0.5119 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0551    0.2473    0.2709 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6575    0.0819    0.6988 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2022    0.2612   -0.5047 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6313    0.1067   -0.1882 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.3436    1.2419    0.1879 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7687    1.3502    0.5569 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6606    2.3458    0.2163 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1923   -1.1610   -0.2806 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5773   -1.5896   -0.0307 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3970   -2.1146   -0.6366 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6459    1.5297    0.2383 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0417    1.7222   -0.1849 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0032    2.5741    0.5714 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3435   -2.2962   -0.7144 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8873   -2.4013    1.0303 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9843   -2.9831   -0.2873 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5074    0.8780    1.4627 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5608   -0.9081    1.1790 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0013    1.2909   -0.8821 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1194   -0.4160   -1.3080 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3978    1.3398   -0.3597 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1072    0.5436    1.2140 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9150    2.3432    1.0806 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7067   -2.6209   -0.4936 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8068   -1.7693    1.0408 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3460   -0.9909   -0.5660 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7072    1.1327    0.4831 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3387    2.8130   -0.1298 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2036    1.3618   -1.2174 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  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
  8 10  2  0
  7 11  1  0
 11 12  1  0
 11 13  2  0
  4 14  1  0
 14 15  1  0
 14 16  2  0
  1 17  1  0
  1 18  1  0
  1 19  1  0
  5 20  1  0
  5 21  1  0
  6 22  1  0
  6 23  1  0
  9 24  1  0
  9 25  1  0
  9 26  1  0
 12 27  1  0
 12 28  1  0
 12 29  1  0
 15 30  1  0
 15 31  1  0
 15 32  1  0
M  END

  Mrv0541 05061311572D          

 16 15  0  0  0  0            999 V2000
    3.3000   -1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3000    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2375    0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2375   -0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8250    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4750   -1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4750    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4125    0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4125   -0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0625   -0.7145    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.0625   -2.1434    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0625    0.7145    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    1.4289    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2375   -0.7145    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  6  5  1  0  0  0  0
  7  1  1  0  0  0  0
  8  2  1  0  0  0  0
  9  3  1  0  0  0  0
 10  4  1  0  0  0  0
 11  5  1  0  0  0  0
 11  7  1  0  0  0  0
 11  8  1  0  0  0  0
 12  6  1  0  0  0  0
 12  9  1  0  0  0  0
 12 10  1  0  0  0  0
 13  7  2  0  0  0  0
 14  8  2  0  0  0  0
 15  9  2  0  0  0  0
 16 10  2  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0040573

> <DATABASE_NAME>
hmdb

> <SMILES>
CC(=O)N(CCN(C(C)=O)C(C)=O)C(C)=O

> <INCHI_IDENTIFIER>
InChI=1S/C10H16N2O4/c1-7(13)11(8(2)14)5-6-12(9(3)15)10(4)16/h5-6H2,1-4H3

> <INCHI_KEY>
BGRWYDHXPHLNKA-UHFFFAOYSA-N

> <FORMULA>
C10H16N2O4

> <MOLECULAR_WEIGHT>
228.245

> <EXACT_MASS>
228.11100701

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_AVERAGE_POLARIZABILITY>
22.861896509678495

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
N-acetyl-N-[2-(N-acetylacetamido)ethyl]acetamide

> <ALOGPS_LOGP>
0.02

> <JCHEM_LOGP>
-1.8075328566666666

> <ALOGPS_LOGS>
-1.49

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-5.866501264584276

> <JCHEM_POLAR_SURFACE_AREA>
74.76

> <JCHEM_REFRACTIVITY>
55.88800000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
7.33e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
tetraacetylethylenediamine

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0040573
     RDKit          3D
Tetraacetylethylenediamine
 32 31  0  0  0  0  0  0  0  0999 V2000
   -2.1948   -2.2302   -0.0387 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7950   -0.8898   -0.1052 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0084   -0.7928   -0.5119 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0551    0.2473    0.2709 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6575    0.0819    0.6988 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2022    0.2612   -0.5047 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6313    0.1067   -0.1882 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.3436    1.2419    0.1879 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7687    1.3502    0.5569 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6606    2.3458    0.2163 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1923   -1.1610   -0.2806 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5773   -1.5896   -0.0307 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3970   -2.1146   -0.6366 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6459    1.5297    0.2383 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0417    1.7222   -0.1849 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0032    2.5741    0.5714 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3435   -2.2962   -0.7144 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8873   -2.4013    1.0303 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9843   -2.9831   -0.2873 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5074    0.8780    1.4627 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5608   -0.9081    1.1790 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0013    1.2909   -0.8821 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1194   -0.4160   -1.3080 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3978    1.3398   -0.3597 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1072    0.5436    1.2140 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9150    2.3432    1.0806 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7067   -2.6209   -0.4936 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8068   -1.7693    1.0408 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3460   -0.9909   -0.5660 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7072    1.1327    0.4831 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3387    2.8130   -0.1298 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2036    1.3618   -1.2174 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  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
  8 10  2  0
  7 11  1  0
 11 12  1  0
 11 13  2  0
  4 14  1  0
 14 15  1  0
 14 16  2  0
  1 17  1  0
  1 18  1  0
  1 19  1  0
  5 20  1  0
  5 21  1  0
  6 22  1  0
  6 23  1  0
  9 24  1  0
  9 25  1  0
  9 26  1  0
 12 27  1  0
 12 28  1  0
 12 29  1  0
 15 30  1  0
 15 31  1  0
 15 32  1  0
M  END

HEADER    PROTEIN                                 06-MAY-13   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   06-MAY-13         0                                  
HETATM    1  C   UNK     0       6.160  -2.667   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       6.160   0.000   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -2.310   1.334   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       0.000  -2.667   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       2.310  -1.334   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       1.540   0.000   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       4.620  -2.667   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       4.620   0.000   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -0.770   1.334   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -0.770  -1.334   0.000  0.00  0.00           C+0
HETATM   11  N   UNK     0       3.850  -1.334   0.000  0.00  0.00           N+0
HETATM   12  N   UNK     0       0.000   0.000   0.000  0.00  0.00           N+0
HETATM   13  O   UNK     0       3.850  -4.001   0.000  0.00  0.00           O+0
HETATM   14  O   UNK     0       3.850   1.334   0.000  0.00  0.00           O+0
HETATM   15  O   UNK     0       0.000   2.667   0.000  0.00  0.00           O+0
HETATM   16  O   UNK     0      -2.310  -1.334   0.000  0.00  0.00           O+0
CONECT    1    7                                                            
CONECT    2    8                                                            
CONECT    3    9                                                            
CONECT    4   10                                                            
CONECT    5    6   11                                                       
CONECT    6    5   12                                                       
CONECT    7    1   11   13                                                  
CONECT    8    2   11   14                                                  
CONECT    9    3   12   15                                                  
CONECT   10    4   12   16                                                  
CONECT   11    5    7    8                                                  
CONECT   12    6    9   10                                                  
CONECT   13    7                                                            
CONECT   14    8                                                            
CONECT   15    9                                                            
CONECT   16   10                                                            
MASTER        0    0    0    0    0    0    0    0   16    0   30    0
END

COMPND    HMDB0040573
HETATM    1  C1  UNL     1      -2.195  -2.230  -0.039  1.00  0.00           C  
HETATM    2  C2  UNL     1      -2.795  -0.890  -0.105  1.00  0.00           C  
HETATM    3  O1  UNL     1      -4.008  -0.793  -0.512  1.00  0.00           O  
HETATM    4  N1  UNL     1      -2.055   0.247   0.271  1.00  0.00           N  
HETATM    5  C3  UNL     1      -0.657   0.082   0.699  1.00  0.00           C  
HETATM    6  C4  UNL     1       0.202   0.261  -0.505  1.00  0.00           C  
HETATM    7  N2  UNL     1       1.631   0.107  -0.188  1.00  0.00           N  
HETATM    8  C5  UNL     1       2.344   1.242   0.188  1.00  0.00           C  
HETATM    9  C6  UNL     1       3.769   1.350   0.557  1.00  0.00           C  
HETATM   10  O2  UNL     1       1.661   2.346   0.216  1.00  0.00           O  
HETATM   11  C7  UNL     1       2.192  -1.161  -0.281  1.00  0.00           C  
HETATM   12  C8  UNL     1       3.577  -1.590  -0.031  1.00  0.00           C  
HETATM   13  O3  UNL     1       1.397  -2.115  -0.637  1.00  0.00           O  
HETATM   14  C9  UNL     1      -2.646   1.530   0.238  1.00  0.00           C  
HETATM   15  C10 UNL     1      -4.042   1.722  -0.185  1.00  0.00           C  
HETATM   16  O4  UNL     1      -2.003   2.574   0.571  1.00  0.00           O  
HETATM   17  H1  UNL     1      -1.344  -2.296  -0.714  1.00  0.00           H  
HETATM   18  H2  UNL     1      -1.887  -2.401   1.030  1.00  0.00           H  
HETATM   19  H3  UNL     1      -2.984  -2.983  -0.287  1.00  0.00           H  
HETATM   20  H4  UNL     1      -0.507   0.878   1.463  1.00  0.00           H  
HETATM   21  H5  UNL     1      -0.561  -0.908   1.179  1.00  0.00           H  
HETATM   22  H6  UNL     1       0.001   1.291  -0.882  1.00  0.00           H  
HETATM   23  H7  UNL     1      -0.119  -0.416  -1.308  1.00  0.00           H  
HETATM   24  H8  UNL     1       4.398   1.340  -0.360  1.00  0.00           H  
HETATM   25  H9  UNL     1       4.107   0.544   1.214  1.00  0.00           H  
HETATM   26  H10 UNL     1       3.915   2.343   1.081  1.00  0.00           H  
HETATM   27  H11 UNL     1       3.707  -2.621  -0.494  1.00  0.00           H  
HETATM   28  H12 UNL     1       3.807  -1.769   1.041  1.00  0.00           H  
HETATM   29  H13 UNL     1       4.346  -0.991  -0.566  1.00  0.00           H  
HETATM   30  H14 UNL     1      -4.707   1.133   0.483  1.00  0.00           H  
HETATM   31  H15 UNL     1      -4.339   2.813  -0.130  1.00  0.00           H  
HETATM   32  H16 UNL     1      -4.204   1.362  -1.217  1.00  0.00           H  
CONECT    1    2   17   18   19
CONECT    2    3    3    4
CONECT    4    5   14
CONECT    5    6   20   21
CONECT    6    7   22   23
CONECT    7    8   11
CONECT    8    9   10   10
CONECT    9   24   25   26
CONECT   11   12   13   13
CONECT   12   27   28   29
CONECT   14   15   16   16
CONECT   15   30   31   32
END

HMDB0040573
     RDKit          3D
Tetraacetylethylenediamine
 32 31  0  0  0  0  0  0  0  0999 V2000
   -2.1948   -2.2302   -0.0387 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7950   -0.8898   -0.1052 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0084   -0.7928   -0.5119 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0551    0.2473    0.2709 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6575    0.0819    0.6988 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2022    0.2612   -0.5047 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6313    0.1067   -0.1882 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.3436    1.2419    0.1879 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7687    1.3502    0.5569 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6606    2.3458    0.2163 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1923   -1.1610   -0.2806 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5773   -1.5896   -0.0307 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3970   -2.1146   -0.6366 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6459    1.5297    0.2383 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0417    1.7222   -0.1849 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0032    2.5741    0.5714 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3435   -2.2962   -0.7144 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8873   -2.4013    1.0303 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9843   -2.9831   -0.2873 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5074    0.8780    1.4627 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5608   -0.9081    1.1790 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0013    1.2909   -0.8821 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1194   -0.4160   -1.3080 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3978    1.3398   -0.3597 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1072    0.5436    1.2140 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9150    2.3432    1.0806 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7067   -2.6209   -0.4936 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8068   -1.7693    1.0408 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3460   -0.9909   -0.5660 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7072    1.1327    0.4831 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3387    2.8130   -0.1298 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2036    1.3618   -1.2174 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  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
  8 10  2  0
  7 11  1  0
 11 12  1  0
 11 13  2  0
  4 14  1  0
 14 15  1  0
 14 16  2  0
  1 17  1  0
  1 18  1  0
  1 19  1  0
  5 20  1  0
  5 21  1  0
  6 22  1  0
  6 23  1  0
  9 24  1  0
  9 25  1  0
  9 26  1  0
 12 27  1  0
 12 28  1  0
 12 29  1  0
 15 30  1  0
 15 31  1  0
 15 32  1  0
M  END

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Value	Source
Descarbamylnovobiocin	HMDB
N,N'-1,2-ethanediylbis(N-acetyl-acetamide	HMDB
N,N'-1,2-ethanediylbis[N-acetyl-acetamide	HMDB
N,N'-1,2-ethanediylbis[N-acetylacetamide], 9ci	HMDB
N,N'-ethylenebis(diacetamide)	HMDB
N,N'-ethylenebis(diacetamide), 8ci	HMDB
N,N'-ethylenebis(N-acetylacetamide)	HMDB
N,N,N',n'-tetraacetylethylenediamine	HMDB
N-Acetyl-N-[2-(diacetylamino)ethyl]acetamide	HMDB
Tetracetylethylenediamine	HMDB
TAED compound	MeSH

Chemical Formula

C₁₀H₁₆N₂O₄

Average Molecular Weight

228.245

Monoisotopic Molecular Weight

228.11100701

IUPAC Name

N-acetyl-N-[2-(N-acetylacetamido)ethyl]acetamide

Traditional Name

tetraacetylethylenediamine

CAS Registry Number

10543-57-4

SMILES

CC(=O)N(CCN(C(C)=O)C(C)=O)C(C)=O

InChI Identifier

InChI=1S/C10H16N2O4/c1-7(13)11(8(2)14)5-6-12(9(3)15)10(4)16/h5-6H2,1-4H3

InChI Key

BGRWYDHXPHLNKA-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as n-substituted carboxylic acid imides. N-substituted carboxylic acid imides are compounds comprising an N-substituted carboxylic acid imide group, with the general structure R1N(C(R2)=O)C(R3)=O (R2,R3=H, alkyl, aryl; R1=Anything but H).

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Carboxylic acid derivatives

Direct Parent

N-substituted carboxylic acid imides

Alternative Parents

Substituents

Carboxylic acid imide, n-substituted
Acetamide
Dicarboximide
Organic nitrogen compound
Organic oxygen compound
Organopnictogen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Organonitrogen compound
Carbonyl group
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Extracellular (HMDB: HMDB0040573)
Cytoplasm (HMDB: HMDB0040573)

Source

Exogenous

Exogenous (HMDB: HMDB0040573)

Food

Food (HMDB: HMDB0040573)

Process

Not Available

Role

Biological role

Nutrient (HMDB: HMDB0040573)

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	149 - 150 °C	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
Water Solubility	7.33 g/L	ALOGPS
logP	0.02	ALOGPS
logP	-1.8	ChemAxon
logS	-1.5	ALOGPS
pKa (Strongest Basic)	-5.9	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	74.76 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	55.89 m³·mol⁻¹	ChemAxon
Polarizability	22.86 Å³	ChemAxon
Number of Rings	0	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	154.926	31661259
DarkChem	[M-H]-	149.621	31661259
DeepCCS	[M+H]+	150.433	30932474
DeepCCS	[M-H]-	148.075	30932474
DeepCCS	[M-2H]-	182.12	30932474
DeepCCS	[M+Na]+	156.852	30932474
AllCCS	[M+H]+	151.8	32859911
AllCCS	[M+H-H2O]+	148.5	32859911
AllCCS	[M+NH4]+	154.9	32859911
AllCCS	[M+Na]+	155.8	32859911
AllCCS	[M-H]-	151.0	32859911
AllCCS	[M+Na-2H]-	152.0	32859911
AllCCS	[M+HCOO]-	153.2	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Tetraacetylethylenediamine	CC(=O)N(CCN(C(C)=O)C(C)=O)C(C)=O	2380.9	Standard polar	33892256
Tetraacetylethylenediamine	CC(=O)N(CCN(C(C)=O)C(C)=O)C(C)=O	1591.9	Standard non polar	33892256
Tetraacetylethylenediamine	CC(=O)N(CCN(C(C)=O)C(C)=O)C(C)=O	1719.4	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 - Tetraacetylethylenediamine GC-MS (Non-derivatized) - 70eV, Positive	splash10-002f-7910000000-ba435445c9ed1e336841	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Tetraacetylethylenediamine GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Tetraacetylethylenediamine 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 - Tetraacetylethylenediamine 10V, Positive-QTOF	splash10-004i-0490000000-50cba3ce1f4d7431aff3	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Tetraacetylethylenediamine 20V, Positive-QTOF	splash10-004i-1950000000-fc26b92e00340c6703de	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Tetraacetylethylenediamine 40V, Positive-QTOF	splash10-000l-9500000000-9b78c4f755d7625b152f	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Tetraacetylethylenediamine 10V, Negative-QTOF	splash10-004i-0290000000-a5715dfa489c27d04bde	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Tetraacetylethylenediamine 20V, Negative-QTOF	splash10-004u-1940000000-ad50f46429638e81b165	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Tetraacetylethylenediamine 40V, Negative-QTOF	splash10-0006-4900000000-9df6cac8a1fbb023898d	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Tetraacetylethylenediamine 10V, Positive-QTOF	splash10-004i-6950000000-34bd9877e15f12f88fbb	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Tetraacetylethylenediamine 20V, Positive-QTOF	splash10-003i-9300000000-43dd4709082c14ca51dc	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Tetraacetylethylenediamine 40V, Positive-QTOF	splash10-000i-9000000000-946aa1c67df13bf7fcca	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Tetraacetylethylenediamine 10V, Negative-QTOF	splash10-004r-2890000000-50b333a05c701816edc1	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Tetraacetylethylenediamine 20V, Negative-QTOF	splash10-0udi-2900000000-346ef8a77073a37ec63e	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Tetraacetylethylenediamine 40V, Negative-QTOF	splash10-0006-9200000000-00eb271f345801081b12	2021-09-22	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted 1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Cytoplasm
Extracellular

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

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

FDB020351

KNApSAcK ID

Not Available

Chemspider ID

59725

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Tetraacetylethylenediamine

METLIN ID

Not Available

PubChem Compound

66347

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

(). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .

Showing metabocard for Tetraacetylethylenediamine (HMDB0040573)

MOL for HMDB0040573 (Tetraacetylethylenediamine)

3D MOL for HMDB0040573 (Tetraacetylethylenediamine)

3D SDF for HMDB0040573 (Tetraacetylethylenediamine)

3D-SDF for HMDB0040573 (Tetraacetylethylenediamine)

PDB for HMDB0040573 (Tetraacetylethylenediamine)

3D PDB for HMDB0040573 (Tetraacetylethylenediamine)

SMILES for HMDB0040573 (Tetraacetylethylenediamine)

INCHI for HMDB0040573 (Tetraacetylethylenediamine)

Structure for HMDB0040573 (Tetraacetylethylenediamine)

3D Structure for HMDB0040573 (Tetraacetylethylenediamine)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra