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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-13 11:46:57 UTC

Update Date

2022-03-07 02:57:13 UTC

HMDB ID

HMDB0041901

Secondary Accession Numbers

HMDB41901

Metabolite Identification

Common Name

Hexamethylene bisacetamide

Description

Hexamethylene bisacetamide, also known as HMBA or diacetyldiaminohexane, belongs to the class of organic compounds known as carboximidic acids. These are organic acids with the general formula RC(=N)-OH (R=H, organic group). Based on a literature review very few articles have been published on Hexamethylene bisacetamide.

Structure

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

HMDB0041901
     RDKit          3D
Hexamethylene bisacetamide
 34 33  0  0  0  0  0  0  0  0999 V2000
    5.6393    1.7362    0.2792 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1642    1.4828    0.2742 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4101    2.2044   -0.6270 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7181    0.6239    1.0986 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.3674    0.2191    1.2764 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7934   -0.4355    0.0136 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3506   -0.8415    0.2770 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1747   -1.4765   -0.9780 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5909   -1.9223   -0.7773 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4577   -0.7478   -0.4390 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8524   -1.2075   -0.2672 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7432   -0.3723    0.1356 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3755    1.0251    0.4218 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0385   -0.8127    0.2916 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.1778    0.8681   -0.1962 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9186    2.6355   -0.2682 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9360    1.7662    1.3470 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7896    2.9536   -0.4124 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3661   -0.6082    2.0459 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6918    1.0018    1.6616 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8111    0.2300   -0.8462 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4031   -1.3340   -0.1994 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2455    0.1068    0.4398 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2656   -1.4862    1.1578 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2119   -0.6649   -1.7537 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4664   -2.3102   -1.3323 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9930   -2.4587   -1.6745 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6277   -2.6170    0.1047 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3865   -0.0020   -1.2300 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1732   -0.2834    0.5284 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1267    1.1697    1.5052 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5482    1.3667   -0.2269 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2535    1.6555    0.1728 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4699   -1.4646   -0.3585 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  2  3
  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  1  0
 11 12  2  3
 12 13  1  0
 12 14  1  0
  1 15  1  0
  1 16  1  0
  1 17  1  0
  3 18  1  0
  5 19  1  0
  5 20  1  0
  6 21  1  0
  6 22  1  0
  7 23  1  0
  7 24  1  0
  8 25  1  0
  8 26  1  0
  9 27  1  0
  9 28  1  0
 10 29  1  0
 10 30  1  0
 13 31  1  0
 13 32  1  0
 13 33  1  0
 14 34  1  0
M  END


  Mrv0541 09131211462D          

 14 13  0  0  0  0            999 V2000
    5.8263    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0329    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2539    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5395    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9684    0.4125    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
    3.6829    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1105    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1118    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3184    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3974    0.4125    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6039    0.0000    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.1118   -0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3184    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  4  3  1  0  0  0  0
  5  3  1  0  0  0  0
  6  4  1  0  0  0  0
  7  5  1  0  0  0  0
  8  6  1  0  0  0  0
  9  1  1  0  0  0  0
 10  2  1  0  0  0  0
 11  7  1  4  0  0  0
 11  9  2  0  0  0  0
 12  8  1  4  0  0  0
 12 10  2  0  0  0  0
 13  9  1  0  0  0  0
 14 10  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0041901

> <DATABASE_NAME>
hmdb

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

> <INCHI_IDENTIFIER>
InChI=1S/C10H20N2O2/c1-9(13)11-7-5-3-4-6-8-12-10(2)14/h3-8H2,1-2H3,(H,11,13)(H,12,14)

> <INCHI_KEY>
BNQSTAOJRULKNX-UHFFFAOYSA-N

> <FORMULA>
C10H20N2O2

> <MOLECULAR_WEIGHT>
200.278

> <EXACT_MASS>
200.152477894

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_AVERAGE_POLARIZABILITY>
23.928561769609292

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
N-{6-[(1-hydroxyethylidene)amino]hexyl}ethanimidic acid

> <ALOGPS_LOGP>
1.68

> <JCHEM_LOGP>
1.3209185259999998

> <ALOGPS_LOGS>
-2.81

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
8.44279085829488

> <JCHEM_PKA_STRONGEST_ACIDIC>
7.853396411505981

> <JCHEM_PKA_STRONGEST_BASIC>
5.727717165580713

> <JCHEM_POLAR_SURFACE_AREA>
65.18

> <JCHEM_REFRACTIVITY>
56.51160000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
7

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.13e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
N-{6-[(1-hydroxyethylidene)amino]hexyl}ethanimidic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0041901
     RDKit          3D
Hexamethylene bisacetamide
 34 33  0  0  0  0  0  0  0  0999 V2000
    5.6393    1.7362    0.2792 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1642    1.4828    0.2742 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4101    2.2044   -0.6270 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7181    0.6239    1.0986 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.3674    0.2191    1.2764 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7934   -0.4355    0.0136 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3506   -0.8415    0.2770 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1747   -1.4765   -0.9780 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5909   -1.9223   -0.7773 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4577   -0.7478   -0.4390 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8524   -1.2075   -0.2672 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7432   -0.3723    0.1356 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3755    1.0251    0.4218 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0385   -0.8127    0.2916 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.1778    0.8681   -0.1962 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9186    2.6355   -0.2682 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9360    1.7662    1.3470 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7896    2.9536   -0.4124 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3661   -0.6082    2.0459 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6918    1.0018    1.6616 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8111    0.2300   -0.8462 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4031   -1.3340   -0.1994 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2455    0.1068    0.4398 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2656   -1.4862    1.1578 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2119   -0.6649   -1.7537 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4664   -2.3102   -1.3323 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9930   -2.4587   -1.6745 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6277   -2.6170    0.1047 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3865   -0.0020   -1.2300 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1732   -0.2834    0.5284 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1267    1.1697    1.5052 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5482    1.3667   -0.2269 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2535    1.6555    0.1728 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4699   -1.4646   -0.3585 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  2  3
  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  1  0
 11 12  2  3
 12 13  1  0
 12 14  1  0
  1 15  1  0
  1 16  1  0
  1 17  1  0
  3 18  1  0
  5 19  1  0
  5 20  1  0
  6 21  1  0
  6 22  1  0
  7 23  1  0
  7 24  1  0
  8 25  1  0
  8 26  1  0
  9 27  1  0
  9 28  1  0
 10 29  1  0
 10 30  1  0
 13 31  1  0
 13 32  1  0
 13 33  1  0
 14 34  1  0
M  END

HEADER    PROTEIN                                 13-SEP-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   13-SEP-12         0                                  
HETATM    1  C   UNK     0      10.876   0.770   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -3.795   0.000   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       4.207   0.000   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       2.874   0.770   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       5.541   0.770   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       6.875   0.000   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       0.206   0.770   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       9.542   0.000   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -2.461   0.770   0.000  0.00  0.00           C+0
HETATM   11  N   UNK     0       8.208   0.770   0.000  0.00  0.00           N+0
HETATM   12  N   UNK     0      -1.127   0.000   0.000  0.00  0.00           N+0
HETATM   13  O   UNK     0       9.542  -1.540   0.000  0.00  0.00           O+0
HETATM   14  O   UNK     0      -2.461   2.310   0.000  0.00  0.00           O+0
CONECT    1    9                                                            
CONECT    2   10                                                            
CONECT    3    4    5                                                       
CONECT    4    3    6                                                       
CONECT    5    3    7                                                       
CONECT    6    4    8                                                       
CONECT    7    5   11                                                       
CONECT    8    6   12                                                       
CONECT    9    1   11   13                                                  
CONECT   10    2   12   14                                                  
CONECT   11    7    9                                                       
CONECT   12    8   10                                                       
CONECT   13    9                                                            
CONECT   14   10                                                            
MASTER        0    0    0    0    0    0    0    0   14    0   26    0
END

COMPND    HMDB0041901
HETATM    1  C1  UNL     1       5.639   1.736   0.279  1.00  0.00           C  
HETATM    2  C2  UNL     1       4.164   1.483   0.274  1.00  0.00           C  
HETATM    3  O1  UNL     1       3.410   2.204  -0.627  1.00  0.00           O  
HETATM    4  N1  UNL     1       3.718   0.624   1.099  1.00  0.00           N  
HETATM    5  C3  UNL     1       2.367   0.219   1.276  1.00  0.00           C  
HETATM    6  C4  UNL     1       1.793  -0.436   0.014  1.00  0.00           C  
HETATM    7  C5  UNL     1       0.351  -0.841   0.277  1.00  0.00           C  
HETATM    8  C6  UNL     1      -0.175  -1.477  -0.978  1.00  0.00           C  
HETATM    9  C7  UNL     1      -1.591  -1.922  -0.777  1.00  0.00           C  
HETATM   10  C8  UNL     1      -2.458  -0.748  -0.439  1.00  0.00           C  
HETATM   11  N2  UNL     1      -3.852  -1.208  -0.267  1.00  0.00           N  
HETATM   12  C9  UNL     1      -4.743  -0.372   0.136  1.00  0.00           C  
HETATM   13  C10 UNL     1      -4.376   1.025   0.422  1.00  0.00           C  
HETATM   14  O2  UNL     1      -6.039  -0.813   0.292  1.00  0.00           O  
HETATM   15  H1  UNL     1       6.178   0.868  -0.196  1.00  0.00           H  
HETATM   16  H2  UNL     1       5.919   2.635  -0.268  1.00  0.00           H  
HETATM   17  H3  UNL     1       5.936   1.766   1.347  1.00  0.00           H  
HETATM   18  H4  UNL     1       2.790   2.954  -0.412  1.00  0.00           H  
HETATM   19  H5  UNL     1       2.366  -0.608   2.046  1.00  0.00           H  
HETATM   20  H6  UNL     1       1.692   1.002   1.662  1.00  0.00           H  
HETATM   21  H7  UNL     1       1.811   0.230  -0.846  1.00  0.00           H  
HETATM   22  H8  UNL     1       2.403  -1.334  -0.199  1.00  0.00           H  
HETATM   23  H9  UNL     1      -0.245   0.107   0.440  1.00  0.00           H  
HETATM   24  H10 UNL     1       0.266  -1.486   1.158  1.00  0.00           H  
HETATM   25  H11 UNL     1      -0.212  -0.665  -1.754  1.00  0.00           H  
HETATM   26  H12 UNL     1       0.466  -2.310  -1.332  1.00  0.00           H  
HETATM   27  H13 UNL     1      -1.993  -2.459  -1.674  1.00  0.00           H  
HETATM   28  H14 UNL     1      -1.628  -2.617   0.105  1.00  0.00           H  
HETATM   29  H15 UNL     1      -2.386  -0.002  -1.230  1.00  0.00           H  
HETATM   30  H16 UNL     1      -2.173  -0.283   0.528  1.00  0.00           H  
HETATM   31  H17 UNL     1      -4.127   1.170   1.505  1.00  0.00           H  
HETATM   32  H18 UNL     1      -3.548   1.367  -0.227  1.00  0.00           H  
HETATM   33  H19 UNL     1      -5.254   1.655   0.173  1.00  0.00           H  
HETATM   34  H20 UNL     1      -6.470  -1.465  -0.359  1.00  0.00           H  
CONECT    1    2   15   16   17
CONECT    2    3    4    4
CONECT    3   18
CONECT    4    5
CONECT    5    6   19   20
CONECT    6    7   21   22
CONECT    7    8   23   24
CONECT    8    9   25   26
CONECT    9   10   27   28
CONECT   10   11   29   30
CONECT   11   12   12
CONECT   12   13   14
CONECT   13   31   32   33
CONECT   14   34
END

HMDB0041901
     RDKit          3D
Hexamethylene bisacetamide
 34 33  0  0  0  0  0  0  0  0999 V2000
    5.6393    1.7362    0.2792 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1642    1.4828    0.2742 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4101    2.2044   -0.6270 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7181    0.6239    1.0986 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.3674    0.2191    1.2764 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7934   -0.4355    0.0136 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3506   -0.8415    0.2770 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1747   -1.4765   -0.9780 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5909   -1.9223   -0.7773 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4577   -0.7478   -0.4390 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8524   -1.2075   -0.2672 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7432   -0.3723    0.1356 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3755    1.0251    0.4218 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0385   -0.8127    0.2916 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.1778    0.8681   -0.1962 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9186    2.6355   -0.2682 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9360    1.7662    1.3470 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7896    2.9536   -0.4124 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3661   -0.6082    2.0459 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6918    1.0018    1.6616 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8111    0.2300   -0.8462 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4031   -1.3340   -0.1994 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2455    0.1068    0.4398 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2656   -1.4862    1.1578 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2119   -0.6649   -1.7537 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4664   -2.3102   -1.3323 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9930   -2.4587   -1.6745 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6277   -2.6170    0.1047 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3865   -0.0020   -1.2300 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1732   -0.2834    0.5284 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1267    1.1697    1.5052 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5482    1.3667   -0.2269 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2535    1.6555    0.1728 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4699   -1.4646   -0.3585 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  2  3
  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  1  0
 11 12  2  3
 12 13  1  0
 12 14  1  0
  1 15  1  0
  1 16  1  0
  1 17  1  0
  3 18  1  0
  5 19  1  0
  5 20  1  0
  6 21  1  0
  6 22  1  0
  7 23  1  0
  7 24  1  0
  8 25  1  0
  8 26  1  0
  9 27  1  0
  9 28  1  0
 10 29  1  0
 10 30  1  0
 13 31  1  0
 13 32  1  0
 13 33  1  0
 14 34  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
HEXAMETHYLENEBISACETAMIDE	HMDB
Hexamethylenediacetamide	HMDB
HMBA	HMDB
N, N'-diacetylhexamethylenediamine	HMDB
N,N'-1,6-hexanediylbis-acetamide	HMDB
N,N'-diacetylhexamethylenediamine	HMDB
N,N'-hexamethylenebis-acetamide	HMDB
N,N'-hexamethylenebisacetamide	HMDB
N-(6-(Acetylamino)hexyl)acetamide (acd/name 4.0)	HMDB
N-[6-(Acetylamino)hexyl]acetamide	HMDB
Hexamethylen bisacetamide	HMDB
Diacetyldiaminohexane	HMDB
N,N'-diacetyl-1,6-hexanediamine	HMDB
N-{6-[(1-hydroxyethylidene)amino]hexyl}ethanimidate	HMDB
Hexamethylene bisacetamide	MeSH

Chemical Formula

C₁₀H₂₀N₂O₂

Average Molecular Weight

200.278

Monoisotopic Molecular Weight

200.152477894

IUPAC Name

N-{6-[(1-hydroxyethylidene)amino]hexyl}ethanimidic acid

Traditional Name

N-{6-[(1-hydroxyethylidene)amino]hexyl}ethanimidic acid

CAS Registry Number

3073-59-4

SMILES

CC(O)=NCCCCCCN=C(C)O

InChI Identifier

InChI=1S/C10H20N2O2/c1-9(13)11-7-5-3-4-6-8-12-10(2)14/h3-8H2,1-2H3,(H,11,13)(H,12,14)

InChI Key

BNQSTAOJRULKNX-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as carboximidic acids. These are organic acids with the general formula RC(=N)-OH (R=H, organic group).

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboximidic acids and derivatives

Sub Class

Carboximidic acids

Direct Parent

Carboximidic acids

Alternative Parents

Substituents

Organic 1,3-dipolar compound
Propargyl-type 1,3-dipolar organic compound
Carboximidic acid
Organic nitrogen compound
Organic oxygen compound
Organopnictogen compound
Hydrocarbon derivative
Organooxygen compound
Organonitrogen compound
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Disposition

Biological location

Cellular substructure

Organelle

endoplasmic reticulum (PMID: 20519312)

golgi apparatus membrane (PMID: 20519312)
cell membrane (PMID: 20519312)

Cell

All cells and tissues (HMDB: HMDB0280670)

Process

Naturally occurring process

Apoptosis (PMID: 11042212)

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
Water Solubility	0.31 g/L	ALOGPS
logP	1.68	ALOGPS
logP	1.32	ChemAxon
logS	-2.8	ALOGPS
pKa (Strongest Acidic)	7.85	ChemAxon
pKa (Strongest Basic)	5.73	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	65.18 Å²	ChemAxon
Rotatable Bond Count	7	ChemAxon
Refractivity	56.51 m³·mol⁻¹	ChemAxon
Polarizability	23.93 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
DarkChem	[M+H]+	147.57	31661259
DarkChem	[M-H]-	144.522	31661259
DeepCCS	[M+H]+	149.834	30932474
DeepCCS	[M-H]-	146.909	30932474
DeepCCS	[M-2H]-	183.396	30932474
DeepCCS	[M+Na]+	158.934	30932474
AllCCS	[M+H]+	148.2	32859911
AllCCS	[M+H-H2O]+	144.6	32859911
AllCCS	[M+NH4]+	151.5	32859911
AllCCS	[M+Na]+	152.5	32859911
AllCCS	[M-H]-	150.3	32859911
AllCCS	[M+Na-2H]-	151.6	32859911
AllCCS	[M+HCOO]-	153.2	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Hexamethylene bisacetamide	CC(O)=NCCCCCCN=C(C)O	2661.8	Standard polar	33892256
Hexamethylene bisacetamide	CC(O)=NCCCCCCN=C(C)O	1738.0	Standard non polar	33892256
Hexamethylene bisacetamide	CC(O)=NCCCCCCN=C(C)O	1782.6	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Hexamethylene bisacetamide,1TMS,isomer #1	CC(O)=NCCCCCCN=C(C)O[Si](C)(C)C	1842.8	Semi standard non polar	33892256
Hexamethylene bisacetamide,2TMS,isomer #1	CC(=NCCCCCCN=C(C)O[Si](C)(C)C)O[Si](C)(C)C	1925.1	Semi standard non polar	33892256
Hexamethylene bisacetamide,1TBDMS,isomer #1	CC(O)=NCCCCCCN=C(C)O[Si](C)(C)C(C)(C)C	2019.0	Semi standard non polar	33892256
Hexamethylene bisacetamide,2TBDMS,isomer #1	CC(=NCCCCCCN=C(C)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	2289.6	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 - Hexamethylene bisacetamide GC-MS (Non-derivatized) - 70eV, Positive	splash10-0006-9400000000-a0ef3d4a8945593b1cba	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Hexamethylene bisacetamide GC-MS (2 TMS) - 70eV, Positive	splash10-0fki-7930000000-08265ed9c377ff66dc53	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Hexamethylene bisacetamide 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
Experimental LC-MS/MS	LC-MS/MS Spectrum - Hexamethylene bisacetamide LC-ESI-qTof , Positive-QTOF	splash10-0zfr-0930000000-3d9c93a011ece4c2884e	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Hexamethylene bisacetamide LC-ESI-qTof , Positive-QTOF	splash10-0udi-4900000000-25567b4e09b23cef6e8b	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Hexamethylene bisacetamide , positive-QTOF	splash10-0zfr-0930000000-3d9c93a011ece4c2884e	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Hexamethylene bisacetamide , positive-QTOF	splash10-0udi-4900000000-25567b4e09b23cef6e8b	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Hexamethylene bisacetamide 35V, Positive-QTOF	splash10-0zfr-3900000000-dc0b4fe7ecb76035df8b	2021-09-20	HMDB team, MONA	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Hexamethylene bisacetamide 10V, Positive-QTOF	splash10-0pb9-0950000000-6181d9668b9930e0ea7e	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Hexamethylene bisacetamide 20V, Positive-QTOF	splash10-08fr-1900000000-9a96e2cb160326489d0b	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Hexamethylene bisacetamide 40V, Positive-QTOF	splash10-03dj-9300000000-4720e9e32266d9f5d67e	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Hexamethylene bisacetamide 10V, Negative-QTOF	splash10-0002-0900000000-b3c3cc4750a8607cb53c	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Hexamethylene bisacetamide 20V, Negative-QTOF	splash10-0a4i-3900000000-cde7ce92a5f9b6681720	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Hexamethylene bisacetamide 40V, Negative-QTOF	splash10-0a4l-9000000000-253f02ac53775e4c25d7	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Hexamethylene bisacetamide 10V, Positive-QTOF	splash10-0udi-0290000000-f1f61b0ff591490a2c89	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Hexamethylene bisacetamide 20V, Positive-QTOF	splash10-0w93-9720000000-57d2e60dffbcce32714e	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Hexamethylene bisacetamide 40V, Positive-QTOF	splash10-0aba-9100000000-113eb6f2ecc95bee63bc	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Hexamethylene bisacetamide 10V, Negative-QTOF	splash10-052b-0900000000-e026caa5f69a05c5d51e	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Hexamethylene bisacetamide 20V, Negative-QTOF	splash10-0a4j-8900000000-7e10ad97e9532edaa21c	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Hexamethylene bisacetamide 40V, Negative-QTOF	splash10-052f-9000000000-5c014dc894b7a975a6f1	2021-09-23	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

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

Not Available

KNApSAcK ID

Not Available

Chemspider ID

3490

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

3616

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

Not Available

Showing metabocard for Hexamethylene bisacetamide (HMDB0041901)

MOL for HMDB0041901 (Hexamethylene bisacetamide)

3D MOL for HMDB0041901 (Hexamethylene bisacetamide)

3D SDF for HMDB0041901 (Hexamethylene bisacetamide)

3D-SDF for HMDB0041901 (Hexamethylene bisacetamide)

PDB for HMDB0041901 (Hexamethylene bisacetamide)

3D PDB for HMDB0041901 (Hexamethylene bisacetamide)

SMILES for HMDB0041901 (Hexamethylene bisacetamide)

INCHI for HMDB0041901 (Hexamethylene bisacetamide)

Structure for HMDB0041901 (Hexamethylene bisacetamide)

3D Structure for HMDB0041901 (Hexamethylene bisacetamide)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra