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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 11:16:35 UTC

Update Date

2021-09-26 23:06:06 UTC

HMDB ID

HMDB0253091

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Hepsulfam

Description

Hepsulfam, also known as hepsulpham, belongs to the class of organic compounds known as organic sulfuric acids and derivatives. These are organic compounds containing the sulfuric acid or a derivative thereof. Based on a literature review a significant number of articles have been published on Hepsulfam. This compound has been identified in human blood as reported by (PMID: 31557052 ). Hepsulfam is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically Hepsulfam 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

HMDB0253091
     RDKit          3D
Hepsulfam
 35 34  0  0  0  0  0  0  0  0999 V2000
    5.0337   -1.4261    1.4636 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.8285   -0.3233    2.0190 S   0  0  0  0  0  6  0  0  0  0  0  0
    3.3265   -0.6889    3.3691 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4949    1.0333    2.1153 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5542   -0.2003    0.9638 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8894   -0.6652   -0.3113 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7415   -0.5567   -1.2700 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2724    0.8762   -1.4345 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1159    0.9569   -2.4051 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0764    0.1520   -1.9619 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5896    0.6415   -0.6163 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7829   -0.1795   -0.1960 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2391    0.2751    1.0270 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5676   -0.5955    1.5549 S   0  0  0  0  0  6  0  0  0  0  0  0
   -5.0445    0.0078    3.0999 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7243   -0.5016    0.6110 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2320   -2.0517    1.7316 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0573   -1.5008    0.4214 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9545   -1.2626    1.8880 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1259   -1.7452   -0.1880 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7977   -0.1758   -0.6599 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9146   -1.2322   -0.9946 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0933   -0.8908   -2.2707 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1010    1.4620   -1.8850 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9549    1.2957   -0.4645 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1907    2.0000   -2.6014 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4899    0.5271   -3.3667 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8911    0.3316   -2.6864 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8622   -0.9259   -1.9531 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7898    0.4338    0.1377 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7953    1.7102   -0.6420 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4765   -1.2465   -0.1639 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6156   -0.0310   -0.9434 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6905    0.7975    2.9743 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1778    0.2641    3.6380 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  2  4  2  0
  2  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  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 14 16  2  0
 14 17  2  0
  1 18  1  0
  1 19  1  0
  6 20  1  0
  6 21  1  0
  7 22  1  0
  7 23  1  0
  8 24  1  0
  8 25  1  0
  9 26  1  0
  9 27  1  0
 10 28  1  0
 10 29  1  0
 11 30  1  0
 11 31  1  0
 12 32  1  0
 12 33  1  0
 15 34  1  0
 15 35  1  0
M  END


  Mrv1652309112113162D          

 17 16  0  0  0  0            999 V2000
    3.9039    1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1895    1.8414    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
    1.7605    1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0461    1.4289    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3316    1.8414    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3829    2.2539    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0809    1.1270    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7441    2.5559    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.6184    1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3329    1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0474    1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7618    1.4289    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.4763    1.8414    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    8.1908    2.2539    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.8888    1.1270    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.0638    2.5559    0.0000 N   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  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  6  8  2  0  0  0  0
  6  9  1  0  0  0  0
  1 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 14 16  2  0  0  0  0
 14 17  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0253091

> <DATABASE_NAME>
hmdb

> <SMILES>
NS(=O)(=O)OCCCCCCCOS(N)(=O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C7H18N2O6S2/c8-16(10,11)14-6-4-2-1-3-5-7-15-17(9,12)13/h1-7H2,(H2,8,10,11)(H2,9,12,13)

> <INCHI_KEY>
GOJJWDOZNKBUSR-UHFFFAOYSA-N

> <FORMULA>
C7H18N2O6S2

> <MOLECULAR_WEIGHT>
290.35

> <EXACT_MASS>
290.060628656

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
35

> <JCHEM_AVERAGE_POLARIZABILITY>
28.623713052651773

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
7-(sulfamoyloxy)heptyl sulfamate

> <ALOGPS_LOGP>
-0.31

> <JCHEM_LOGP>
-0.3374310336666666

> <ALOGPS_LOGS>
-2.45

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
11.964838514399043

> <JCHEM_PKA_STRONGEST_ACIDIC>
11.362778523071059

> <JCHEM_PKA_STRONGEST_BASIC>
-5.501377185709871

> <JCHEM_POLAR_SURFACE_AREA>
138.78

> <JCHEM_REFRACTIVITY>
60.921000000000014

> <JCHEM_ROTATABLE_BOND_COUNT>
10

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.04e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
7-(sulfamoyloxy)heptyl sulfamate

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0253091
     RDKit          3D
Hepsulfam
 35 34  0  0  0  0  0  0  0  0999 V2000
    5.0337   -1.4261    1.4636 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.8285   -0.3233    2.0190 S   0  0  0  0  0  6  0  0  0  0  0  0
    3.3265   -0.6889    3.3691 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4949    1.0333    2.1153 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5542   -0.2003    0.9638 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8894   -0.6652   -0.3113 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7415   -0.5567   -1.2700 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2724    0.8762   -1.4345 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1159    0.9569   -2.4051 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0764    0.1520   -1.9619 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5896    0.6415   -0.6163 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7829   -0.1795   -0.1960 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2391    0.2751    1.0270 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5676   -0.5955    1.5549 S   0  0  0  0  0  6  0  0  0  0  0  0
   -5.0445    0.0078    3.0999 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7243   -0.5016    0.6110 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2320   -2.0517    1.7316 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0573   -1.5008    0.4214 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9545   -1.2626    1.8880 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1259   -1.7452   -0.1880 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7977   -0.1758   -0.6599 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9146   -1.2322   -0.9946 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0933   -0.8908   -2.2707 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1010    1.4620   -1.8850 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9549    1.2957   -0.4645 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1907    2.0000   -2.6014 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4899    0.5271   -3.3667 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8911    0.3316   -2.6864 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8622   -0.9259   -1.9531 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7898    0.4338    0.1377 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7953    1.7102   -0.6420 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4765   -1.2465   -0.1639 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6156   -0.0310   -0.9434 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6905    0.7975    2.9743 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1778    0.2641    3.6380 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  2  4  2  0
  2  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  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 14 16  2  0
 14 17  2  0
  1 18  1  0
  1 19  1  0
  6 20  1  0
  6 21  1  0
  7 22  1  0
  7 23  1  0
  8 24  1  0
  8 25  1  0
  9 26  1  0
  9 27  1  0
 10 28  1  0
 10 29  1  0
 11 30  1  0
 11 31  1  0
 12 32  1  0
 12 33  1  0
 15 34  1  0
 15 35  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       7.287   2.667   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       5.954   3.437   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       4.620   2.667   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       3.286   3.437   0.000  0.00  0.00           C+0
HETATM    5  O   UNK     0       1.953   2.667   0.000  0.00  0.00           O+0
HETATM    6  S   UNK     0       0.619   3.437   0.000  0.00  0.00           S+0
HETATM    7  O   UNK     0      -0.715   4.207   0.000  0.00  0.00           O+0
HETATM    8  O   UNK     0      -0.151   2.104   0.000  0.00  0.00           O+0
HETATM    9  N   UNK     0       1.389   4.771   0.000  0.00  0.00           N+0
HETATM   10  C   UNK     0       8.621   3.437   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       9.955   2.667   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      11.288   3.437   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0      12.622   2.667   0.000  0.00  0.00           O+0
HETATM   14  S   UNK     0      13.956   3.437   0.000  0.00  0.00           S+0
HETATM   15  O   UNK     0      15.289   4.207   0.000  0.00  0.00           O+0
HETATM   16  O   UNK     0      14.726   2.104   0.000  0.00  0.00           O+0
HETATM   17  N   UNK     0      13.186   4.771   0.000  0.00  0.00           N+0
CONECT    1    2   10                                                       
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7    8    9                                             
CONECT    7    6                                                            
CONECT    8    6                                                            
CONECT    9    6                                                            
CONECT   10    1   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13   15   16   17                                             
CONECT   15   14                                                            
CONECT   16   14                                                            
CONECT   17   14                                                            
MASTER        0    0    0    0    0    0    0    0   17    0   32    0
END

COMPND    HMDB0253091
HETATM    1  N1  UNL     1       5.034  -1.426   1.464  1.00  0.00           N  
HETATM    2  S1  UNL     1       3.828  -0.323   2.019  1.00  0.00           S  
HETATM    3  O1  UNL     1       3.327  -0.689   3.369  1.00  0.00           O  
HETATM    4  O2  UNL     1       4.495   1.033   2.115  1.00  0.00           O  
HETATM    5  O3  UNL     1       2.554  -0.200   0.964  1.00  0.00           O  
HETATM    6  C1  UNL     1       2.889  -0.665  -0.311  1.00  0.00           C  
HETATM    7  C2  UNL     1       1.741  -0.557  -1.270  1.00  0.00           C  
HETATM    8  C3  UNL     1       1.272   0.876  -1.435  1.00  0.00           C  
HETATM    9  C4  UNL     1       0.116   0.957  -2.405  1.00  0.00           C  
HETATM   10  C5  UNL     1      -1.076   0.152  -1.962  1.00  0.00           C  
HETATM   11  C6  UNL     1      -1.590   0.642  -0.616  1.00  0.00           C  
HETATM   12  C7  UNL     1      -2.783  -0.180  -0.196  1.00  0.00           C  
HETATM   13  O4  UNL     1      -3.239   0.275   1.027  1.00  0.00           O  
HETATM   14  S2  UNL     1      -4.568  -0.596   1.555  1.00  0.00           S  
HETATM   15  N2  UNL     1      -5.045   0.008   3.100  1.00  0.00           N  
HETATM   16  O5  UNL     1      -5.724  -0.502   0.611  1.00  0.00           O  
HETATM   17  O6  UNL     1      -4.232  -2.052   1.732  1.00  0.00           O  
HETATM   18  H1  UNL     1       5.057  -1.501   0.421  1.00  0.00           H  
HETATM   19  H2  UNL     1       5.954  -1.263   1.888  1.00  0.00           H  
HETATM   20  H3  UNL     1       3.126  -1.745  -0.188  1.00  0.00           H  
HETATM   21  H4  UNL     1       3.798  -0.176  -0.660  1.00  0.00           H  
HETATM   22  H5  UNL     1       0.915  -1.232  -0.995  1.00  0.00           H  
HETATM   23  H6  UNL     1       2.093  -0.891  -2.271  1.00  0.00           H  
HETATM   24  H7  UNL     1       2.101   1.462  -1.885  1.00  0.00           H  
HETATM   25  H8  UNL     1       0.955   1.296  -0.465  1.00  0.00           H  
HETATM   26  H9  UNL     1      -0.191   2.000  -2.601  1.00  0.00           H  
HETATM   27  H10 UNL     1       0.490   0.527  -3.367  1.00  0.00           H  
HETATM   28  H11 UNL     1      -1.891   0.332  -2.686  1.00  0.00           H  
HETATM   29  H12 UNL     1      -0.862  -0.926  -1.953  1.00  0.00           H  
HETATM   30  H13 UNL     1      -0.790   0.434   0.138  1.00  0.00           H  
HETATM   31  H14 UNL     1      -1.795   1.710  -0.642  1.00  0.00           H  
HETATM   32  H15 UNL     1      -2.477  -1.246  -0.164  1.00  0.00           H  
HETATM   33  H16 UNL     1      -3.616  -0.031  -0.943  1.00  0.00           H  
HETATM   34  H17 UNL     1      -5.691   0.797   2.974  1.00  0.00           H  
HETATM   35  H18 UNL     1      -4.178   0.264   3.638  1.00  0.00           H  
CONECT    1    2   18   19
CONECT    2    3    3    4    4
CONECT    2    5
CONECT    5    6
CONECT    6    7   20   21
CONECT    7    8   22   23
CONECT    8    9   24   25
CONECT    9   10   26   27
CONECT   10   11   28   29
CONECT   11   12   30   31
CONECT   12   13   32   33
CONECT   13   14
CONECT   14   15   16   16   17
CONECT   14   17
CONECT   15   34   35
END

HMDB0253091
     RDKit          3D
Hepsulfam
 35 34  0  0  0  0  0  0  0  0999 V2000
    5.0337   -1.4261    1.4636 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.8285   -0.3233    2.0190 S   0  0  0  0  0  6  0  0  0  0  0  0
    3.3265   -0.6889    3.3691 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4949    1.0333    2.1153 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5542   -0.2003    0.9638 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8894   -0.6652   -0.3113 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7415   -0.5567   -1.2700 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2724    0.8762   -1.4345 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1159    0.9569   -2.4051 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0764    0.1520   -1.9619 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5896    0.6415   -0.6163 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7829   -0.1795   -0.1960 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2391    0.2751    1.0270 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5676   -0.5955    1.5549 S   0  0  0  0  0  6  0  0  0  0  0  0
   -5.0445    0.0078    3.0999 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7243   -0.5016    0.6110 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2320   -2.0517    1.7316 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0573   -1.5008    0.4214 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9545   -1.2626    1.8880 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1259   -1.7452   -0.1880 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7977   -0.1758   -0.6599 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9146   -1.2322   -0.9946 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0933   -0.8908   -2.2707 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1010    1.4620   -1.8850 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9549    1.2957   -0.4645 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1907    2.0000   -2.6014 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4899    0.5271   -3.3667 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8911    0.3316   -2.6864 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8622   -0.9259   -1.9531 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7898    0.4338    0.1377 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7953    1.7102   -0.6420 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4765   -1.2465   -0.1639 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6156   -0.0310   -0.9434 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6905    0.7975    2.9743 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1778    0.2641    3.6380 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  2  4  2  0
  2  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  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 14 16  2  0
 14 17  2  0
  1 18  1  0
  1 19  1  0
  6 20  1  0
  6 21  1  0
  7 22  1  0
  7 23  1  0
  8 24  1  0
  8 25  1  0
  9 26  1  0
  9 27  1  0
 10 28  1  0
 10 29  1  0
 11 30  1  0
 11 31  1  0
 12 32  1  0
 12 33  1  0
 15 34  1  0
 15 35  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
Hepsulpham	Generator
1,7-Heptanediol disulfamate	MeSH
1,7-Heptanediyl disulfamate	MeSH
Sulfamic acid 1,7-heptanediyl ester	MeSH

Chemical Formula

C₇H₁₈N₂O₆S₂

Average Molecular Weight

290.35

Monoisotopic Molecular Weight

290.060628656

IUPAC Name

7-(sulfamoyloxy)heptyl sulfamate

Traditional Name

7-(sulfamoyloxy)heptyl sulfamate

CAS Registry Number

Not Available

SMILES

NS(=O)(=O)OCCCCCCCOS(N)(=O)=O

InChI Identifier

InChI=1S/C7H18N2O6S2/c8-16(10,11)14-6-4-2-1-3-5-7-15-17(9,12)13/h1-7H2,(H2,8,10,11)(H2,9,12,13)

InChI Key

GOJJWDOZNKBUSR-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as organic sulfuric acids and derivatives. These are organic compounds containing the sulfuric acid or a derivative thereof.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Organic sulfuric acids and derivatives

Sub Class

Not Available

Direct Parent

Organic sulfuric acids and derivatives

Alternative Parents

Substituents

Organic sulfuric acid or derivatives
Organic nitrogen compound
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
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)

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	-0.31	ALOGPS
logP	-0.34	ChemAxon
logS	-2.4	ALOGPS
pKa (Strongest Acidic)	11.36	ChemAxon
pKa (Strongest Basic)	-5.5	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	138.78 Å²	ChemAxon
Rotatable Bond Count	10	ChemAxon
Refractivity	60.92 m³·mol⁻¹	ChemAxon
Polarizability	28.62 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]+	159.825	30932474
DeepCCS	[M-H]-	156.598	30932474
DeepCCS	[M-2H]-	193.407	30932474
DeepCCS	[M+Na]+	169.046	30932474
AllCCS	[M+H]+	160.0	32859911
AllCCS	[M+H-H2O]+	157.0	32859911
AllCCS	[M+NH4]+	162.9	32859911
AllCCS	[M+Na]+	163.7	32859911
AllCCS	[M-H]-	158.0	32859911
AllCCS	[M+Na-2H]-	158.7	32859911
AllCCS	[M+HCOO]-	159.6	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Hepsulfam	NS(=O)(=O)OCCCCCCCOS(N)(=O)=O	3917.2	Standard polar	33892256
Hepsulfam	NS(=O)(=O)OCCCCCCCOS(N)(=O)=O	2284.7	Standard non polar	33892256
Hepsulfam	NS(=O)(=O)OCCCCCCCOS(N)(=O)=O	2624.6	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Hepsulfam,1TMS,isomer #1	C[Si](C)(C)NS(=O)(=O)OCCCCCCCOS(N)(=O)=O	2568.9	Semi standard non polar	33892256
Hepsulfam,1TMS,isomer #1	C[Si](C)(C)NS(=O)(=O)OCCCCCCCOS(N)(=O)=O	2475.3	Standard non polar	33892256
Hepsulfam,1TMS,isomer #1	C[Si](C)(C)NS(=O)(=O)OCCCCCCCOS(N)(=O)=O	5020.6	Standard polar	33892256
Hepsulfam,2TMS,isomer #1	C[Si](C)(C)NS(=O)(=O)OCCCCCCCOS(=O)(=O)N[Si](C)(C)C	2667.6	Semi standard non polar	33892256
Hepsulfam,2TMS,isomer #1	C[Si](C)(C)NS(=O)(=O)OCCCCCCCOS(=O)(=O)N[Si](C)(C)C	2604.0	Standard non polar	33892256
Hepsulfam,2TMS,isomer #1	C[Si](C)(C)NS(=O)(=O)OCCCCCCCOS(=O)(=O)N[Si](C)(C)C	3917.3	Standard polar	33892256
Hepsulfam,2TMS,isomer #2	C[Si](C)(C)N([Si](C)(C)C)S(=O)(=O)OCCCCCCCOS(N)(=O)=O	2559.5	Semi standard non polar	33892256
Hepsulfam,2TMS,isomer #2	C[Si](C)(C)N([Si](C)(C)C)S(=O)(=O)OCCCCCCCOS(N)(=O)=O	2713.9	Standard non polar	33892256
Hepsulfam,2TMS,isomer #2	C[Si](C)(C)N([Si](C)(C)C)S(=O)(=O)OCCCCCCCOS(N)(=O)=O	4815.2	Standard polar	33892256
Hepsulfam,3TMS,isomer #1	C[Si](C)(C)NS(=O)(=O)OCCCCCCCOS(=O)(=O)N([Si](C)(C)C)[Si](C)(C)C	2659.5	Semi standard non polar	33892256
Hepsulfam,3TMS,isomer #1	C[Si](C)(C)NS(=O)(=O)OCCCCCCCOS(=O)(=O)N([Si](C)(C)C)[Si](C)(C)C	2820.0	Standard non polar	33892256
Hepsulfam,3TMS,isomer #1	C[Si](C)(C)NS(=O)(=O)OCCCCCCCOS(=O)(=O)N([Si](C)(C)C)[Si](C)(C)C	3675.7	Standard polar	33892256
Hepsulfam,4TMS,isomer #1	C[Si](C)(C)N([Si](C)(C)C)S(=O)(=O)OCCCCCCCOS(=O)(=O)N([Si](C)(C)C)[Si](C)(C)C	2680.7	Semi standard non polar	33892256
Hepsulfam,4TMS,isomer #1	C[Si](C)(C)N([Si](C)(C)C)S(=O)(=O)OCCCCCCCOS(=O)(=O)N([Si](C)(C)C)[Si](C)(C)C	3029.7	Standard non polar	33892256
Hepsulfam,4TMS,isomer #1	C[Si](C)(C)N([Si](C)(C)C)S(=O)(=O)OCCCCCCCOS(=O)(=O)N([Si](C)(C)C)[Si](C)(C)C	3506.1	Standard polar	33892256
Hepsulfam,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)NS(=O)(=O)OCCCCCCCOS(N)(=O)=O	2798.6	Semi standard non polar	33892256
Hepsulfam,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)NS(=O)(=O)OCCCCCCCOS(N)(=O)=O	2782.8	Standard non polar	33892256
Hepsulfam,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)NS(=O)(=O)OCCCCCCCOS(N)(=O)=O	5007.4	Standard polar	33892256
Hepsulfam,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)NS(=O)(=O)OCCCCCCCOS(=O)(=O)N[Si](C)(C)C(C)(C)C	3091.0	Semi standard non polar	33892256
Hepsulfam,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)NS(=O)(=O)OCCCCCCCOS(=O)(=O)N[Si](C)(C)C(C)(C)C	3200.0	Standard non polar	33892256
Hepsulfam,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)NS(=O)(=O)OCCCCCCCOS(=O)(=O)N[Si](C)(C)C(C)(C)C	3839.4	Standard polar	33892256
Hepsulfam,2TBDMS,isomer #2	CC(C)(C)[Si](C)(C)N([Si](C)(C)C(C)(C)C)S(=O)(=O)OCCCCCCCOS(N)(=O)=O	3078.3	Semi standard non polar	33892256
Hepsulfam,2TBDMS,isomer #2	CC(C)(C)[Si](C)(C)N([Si](C)(C)C(C)(C)C)S(=O)(=O)OCCCCCCCOS(N)(=O)=O	3245.7	Standard non polar	33892256
Hepsulfam,2TBDMS,isomer #2	CC(C)(C)[Si](C)(C)N([Si](C)(C)C(C)(C)C)S(=O)(=O)OCCCCCCCOS(N)(=O)=O	4715.9	Standard polar	33892256
Hepsulfam,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)NS(=O)(=O)OCCCCCCCOS(=O)(=O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3372.3	Semi standard non polar	33892256
Hepsulfam,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)NS(=O)(=O)OCCCCCCCOS(=O)(=O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3655.6	Standard non polar	33892256
Hepsulfam,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)NS(=O)(=O)OCCCCCCCOS(=O)(=O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3667.1	Standard polar	33892256
Hepsulfam,4TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N([Si](C)(C)C(C)(C)C)S(=O)(=O)OCCCCCCCOS(=O)(=O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3646.0	Semi standard non polar	33892256
Hepsulfam,4TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N([Si](C)(C)C(C)(C)C)S(=O)(=O)OCCCCCCCOS(=O)(=O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	4102.8	Standard non polar	33892256
Hepsulfam,4TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N([Si](C)(C)C(C)(C)C)S(=O)(=O)OCCCCCCCOS(=O)(=O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3596.7	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Hepsulfam GC-MS (Non-derivatized) - 70eV, Positive	splash10-0rml-2910000000-f441d4e3b5d1dc01f10c	2021-09-23	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Hepsulfam 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 - Hepsulfam 10V, Positive-QTOF	splash10-0006-0090000000-c46ef47e4a75ff892d60	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Hepsulfam 20V, Positive-QTOF	splash10-0007-9560000000-e5e14b9a5a815dbdb672	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Hepsulfam 40V, Positive-QTOF	splash10-0007-9100000000-a92943f922e932e4f1a5	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Hepsulfam 10V, Negative-QTOF	splash10-000i-0090000000-cb39d1b6f0b3bdfb0f22	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Hepsulfam 20V, Negative-QTOF	splash10-000i-0090000000-6959b5fe56f3803961d0	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Hepsulfam 40V, Negative-QTOF	splash10-002b-9000000000-65dd258e69576cc6c09b	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

90900

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

100606

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 Hepsulfam (HMDB0253091)

MOL for HMDB0253091 (Hepsulfam)

3D MOL for HMDB0253091 (Hepsulfam)

3D SDF for HMDB0253091 (Hepsulfam)

3D-SDF for HMDB0253091 (Hepsulfam)

PDB for HMDB0253091 (Hepsulfam)

3D PDB for HMDB0253091 (Hepsulfam)

SMILES for HMDB0253091 (Hepsulfam)

INCHI for HMDB0253091 (Hepsulfam)

Structure for HMDB0253091 (Hepsulfam)

3D Structure for HMDB0253091 (Hepsulfam)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra