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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 20:28:09 UTC

Update Date

2021-09-26 23:15:53 UTC

HMDB ID

HMDB0258744

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Taurolidine

Description

Taurolidine belongs to the class of organic compounds known as thiadiazinanes. These are organic heterocyclic compounds containing a six-membered saturated heterocycle with two nitrogen, one sulfur, and three carbon atoms. Based on a literature review a significant number of articles have been published on Taurolidine. This compound has been identified in human blood as reported by (PMID: 31557052 ). Taurolidine is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically Taurolidine 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

HMDB0258744
     RDKit          3D
Taurolidine
 33 34  0  0  0  0  0  0  0  0999 V2000
    4.8740    0.9249    0.2621 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7032    0.4091   -0.5430 S   0  0  0  0  0  6  0  0  0  0  0  0
    4.2650   -0.2128   -1.7904 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8188   -0.8505    0.3374 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7198   -0.2913    1.1899 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9466    0.7296    0.5569 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0090    0.2636   -0.3940 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9333   -0.6135    0.2786 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6464   -0.0321    1.3261 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1323   -0.1881    1.3115 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6510   -0.0100   -0.3985 S   0  0  0  0  0  6  0  0  0  0  0  0
   -5.1163   -0.2747   -0.5190 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3848    1.3930   -0.8229 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7052   -1.1612   -1.2644 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5498   -1.5878   -0.5290 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6821    1.8829    0.1682 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5920    1.6681   -0.9313 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.5701   -1.3449    1.0122 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4389   -1.6505   -0.3414 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0298   -1.1335    1.4342 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1197    0.0570    2.1669 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5294    1.1364   -0.8216 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5302   -0.3139   -1.1719 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2598   -0.4111    2.3056 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4395    1.0787    1.3454 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4414   -1.1680    1.6789 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6060    0.6564    1.8604 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4973   -0.8591   -2.2378 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8537   -2.4492    0.1041 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8082   -1.9771   -1.2570 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2560    2.2467    1.0481 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9697    2.6777   -0.1209 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0477    1.4050   -1.7830 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  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
  9 10  1  0
 10 11  1  0
 11 12  2  0
 11 13  2  0
 11 14  1  0
 14 15  1  0
  6 16  1  0
 16 17  1  0
 17  2  1  0
 15  8  1  0
  4 18  1  0
  4 19  1  0
  5 20  1  0
  5 21  1  0
  7 22  1  0
  7 23  1  0
  9 24  1  0
  9 25  1  0
 10 26  1  0
 10 27  1  0
 14 28  1  0
 15 29  1  0
 15 30  1  0
 16 31  1  0
 16 32  1  0
 17 33  1  0
M  END

  Mrv1652306031608572D          

 17 18  0  0  0  0            999 V2000
   -0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0000   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -2.8875    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0000   -1.6500    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2534   -2.5038    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8661   -3.1746    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1018    1.9659    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3272    1.9659    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -2.4750    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    1.2375    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
  3  1  1  0  0  0  0
  4  2  1  0  0  0  0
  8  5  1  0  0  0  0
  9  6  1  0  0  0  0
 10  1  1  0  0  0  0
 10  5  1  0  0  0  0
 10  7  1  0  0  0  0
 11  2  1  0  0  0  0
 11  6  1  0  0  0  0
 11  7  1  0  0  0  0
 16  3  1  0  0  0  0
 16  8  1  0  0  0  0
 16 12  2  0  0  0  0
 16 13  2  0  0  0  0
 17  4  1  0  0  0  0
 17  9  1  0  0  0  0
 17 14  2  0  0  0  0
 17 15  2  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0258744

> <DATABASE_NAME>
hmdb

> <SMILES>
O=S1(=O)CCN(CN2CCS(=O)(=O)NC2)CN1

> <INCHI_IDENTIFIER>
InChI=1S/C7H16N4O4S2/c12-16(13)3-1-10(5-8-16)7-11-2-4-17(14,15)9-6-11/h8-9H,1-7H2

> <INCHI_KEY>
AJKIRUJIDFJUKJ-UHFFFAOYSA-N

> <FORMULA>
C7H16N4O4S2

> <MOLECULAR_WEIGHT>
284.35

> <EXACT_MASS>
284.061297359

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
33

> <JCHEM_AVERAGE_POLARIZABILITY>
26.079476660002886

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
4-[(1,1-dioxo-1lambda6,2,4-thiadiazinan-4-yl)methyl]-1lambda6,2,4-thiadiazinane-1,1-dione

> <ALOGPS_LOGP>
-2.07

> <JCHEM_LOGP>
-2.465751423666666

> <ALOGPS_LOGS>
-1.25

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
11.133652621075884

> <JCHEM_PKA_STRONGEST_ACIDIC>
10.531590018011977

> <JCHEM_PKA_STRONGEST_BASIC>
1.973166023229091

> <JCHEM_POLAR_SURFACE_AREA>
98.82

> <JCHEM_REFRACTIVITY>
60.734500000000004

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.62e+01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
4-[(1,1-dioxo-1lambda6,2,4-thiadiazinan-4-yl)methyl]-1lambda6,2,4-thiadiazinane-1,1-dione

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0258744
     RDKit          3D
Taurolidine
 33 34  0  0  0  0  0  0  0  0999 V2000
    4.8740    0.9249    0.2621 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7032    0.4091   -0.5430 S   0  0  0  0  0  6  0  0  0  0  0  0
    4.2650   -0.2128   -1.7904 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8188   -0.8505    0.3374 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7198   -0.2913    1.1899 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9466    0.7296    0.5569 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0090    0.2636   -0.3940 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9333   -0.6135    0.2786 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6464   -0.0321    1.3261 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1323   -0.1881    1.3115 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6510   -0.0100   -0.3985 S   0  0  0  0  0  6  0  0  0  0  0  0
   -5.1163   -0.2747   -0.5190 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3848    1.3930   -0.8229 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7052   -1.1612   -1.2644 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5498   -1.5878   -0.5290 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6821    1.8829    0.1682 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5920    1.6681   -0.9313 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.5701   -1.3449    1.0122 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4389   -1.6505   -0.3414 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0298   -1.1335    1.4342 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1197    0.0570    2.1669 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5294    1.1364   -0.8216 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5302   -0.3139   -1.1719 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2598   -0.4111    2.3056 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4395    1.0787    1.3454 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4414   -1.1680    1.6789 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6060    0.6564    1.8604 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4973   -0.8591   -2.2378 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8537   -2.4492    0.1041 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8082   -1.9771   -1.2570 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2560    2.2467    1.0481 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9697    2.6777   -0.1209 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0477    1.4050   -1.7830 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  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
  9 10  1  0
 10 11  1  0
 11 12  2  0
 11 13  2  0
 11 14  1  0
 14 15  1  0
  6 16  1  0
 16 17  1  0
 17  2  1  0
 15  8  1  0
  4 18  1  0
  4 19  1  0
  5 20  1  0
  5 21  1  0
  7 22  1  0
  7 23  1  0
  9 24  1  0
  9 25  1  0
 10 26  1  0
 10 27  1  0
 14 28  1  0
 15 29  1  0
 15 30  1  0
 16 31  1  0
 16 32  1  0
 17 33  1  0
M  END

HEADER    PROTEIN                                 03-JUN-16   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   03-JUN-16         0                                  
HETATM    1  C   UNK     0      -1.334  -2.310   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       2.667  -0.000   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -2.667  -3.080   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -0.000  -4.620   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       0.000  -0.000   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       1.334  -2.310   0.000  0.00  0.00           C+0
HETATM    8  N   UNK     0      -1.334  -5.390   0.000  0.00  0.00           N+0
HETATM    9  N   UNK     0       0.000   1.540   0.000  0.00  0.00           N+0
HETATM   10  N   UNK     0      -0.000  -3.080   0.000  0.00  0.00           N+0
HETATM   11  N   UNK     0       1.334  -0.770   0.000  0.00  0.00           N+0
HETATM   12  O   UNK     0      -4.206  -4.674   0.000  0.00  0.00           O+0
HETATM   13  O   UNK     0      -3.483  -5.926   0.000  0.00  0.00           O+0
HETATM   14  O   UNK     0       2.057   3.670   0.000  0.00  0.00           O+0
HETATM   15  O   UNK     0       0.611   3.670   0.000  0.00  0.00           O+0
HETATM   16  S   UNK     0      -2.667  -4.620   0.000  0.00  0.00           S+0
HETATM   17  S   UNK     0       1.334   2.310   0.000  0.00  0.00           S+0
CONECT    1    3   10                                                       
CONECT    2    4   11                                                       
CONECT    3    1   16                                                       
CONECT    4    2   17                                                       
CONECT    5    8   10                                                       
CONECT    6    9   11                                                       
CONECT    7   10   11                                                       
CONECT    8    5   16                                                       
CONECT    9    6   17                                                       
CONECT   10    1    5    7                                                  
CONECT   11    2    6    7                                                  
CONECT   12   16                                                            
CONECT   13   16                                                            
CONECT   14   17                                                            
CONECT   15   17                                                            
CONECT   16    3    8   12   13                                             
CONECT   17    4    9   14   15                                             
MASTER        0    0    0    0    0    0    0    0   17    0   36    0
END

COMPND    HMDB0258744
HETATM    1  O1  UNL     1       4.874   0.925   0.262  1.00  0.00           O  
HETATM    2  S1  UNL     1       3.703   0.409  -0.543  1.00  0.00           S  
HETATM    3  O2  UNL     1       4.265  -0.213  -1.790  1.00  0.00           O  
HETATM    4  C1  UNL     1       2.819  -0.851   0.337  1.00  0.00           C  
HETATM    5  C2  UNL     1       1.720  -0.291   1.190  1.00  0.00           C  
HETATM    6  N1  UNL     1       0.947   0.730   0.557  1.00  0.00           N  
HETATM    7  C3  UNL     1      -0.009   0.264  -0.394  1.00  0.00           C  
HETATM    8  N2  UNL     1      -0.933  -0.614   0.279  1.00  0.00           N  
HETATM    9  C4  UNL     1      -1.646  -0.032   1.326  1.00  0.00           C  
HETATM   10  C5  UNL     1      -3.132  -0.188   1.312  1.00  0.00           C  
HETATM   11  S2  UNL     1      -3.651  -0.010  -0.398  1.00  0.00           S  
HETATM   12  O3  UNL     1      -5.116  -0.275  -0.519  1.00  0.00           O  
HETATM   13  O4  UNL     1      -3.385   1.393  -0.823  1.00  0.00           O  
HETATM   14  N3  UNL     1      -2.705  -1.161  -1.264  1.00  0.00           N  
HETATM   15  C6  UNL     1      -1.550  -1.588  -0.529  1.00  0.00           C  
HETATM   16  C7  UNL     1       1.682   1.883   0.168  1.00  0.00           C  
HETATM   17  N4  UNL     1       2.592   1.668  -0.931  1.00  0.00           N  
HETATM   18  H1  UNL     1       3.570  -1.345   1.012  1.00  0.00           H  
HETATM   19  H2  UNL     1       2.439  -1.650  -0.341  1.00  0.00           H  
HETATM   20  H3  UNL     1       1.030  -1.134   1.434  1.00  0.00           H  
HETATM   21  H4  UNL     1       2.120   0.057   2.167  1.00  0.00           H  
HETATM   22  H5  UNL     1      -0.529   1.136  -0.822  1.00  0.00           H  
HETATM   23  H6  UNL     1       0.530  -0.314  -1.172  1.00  0.00           H  
HETATM   24  H7  UNL     1      -1.260  -0.411   2.306  1.00  0.00           H  
HETATM   25  H8  UNL     1      -1.439   1.079   1.345  1.00  0.00           H  
HETATM   26  H9  UNL     1      -3.441  -1.168   1.679  1.00  0.00           H  
HETATM   27  H10 UNL     1      -3.606   0.656   1.860  1.00  0.00           H  
HETATM   28  H11 UNL     1      -2.497  -0.859  -2.238  1.00  0.00           H  
HETATM   29  H12 UNL     1      -1.854  -2.449   0.104  1.00  0.00           H  
HETATM   30  H13 UNL     1      -0.808  -1.977  -1.257  1.00  0.00           H  
HETATM   31  H14 UNL     1       2.256   2.247   1.048  1.00  0.00           H  
HETATM   32  H15 UNL     1       0.970   2.678  -0.121  1.00  0.00           H  
HETATM   33  H16 UNL     1       2.048   1.405  -1.783  1.00  0.00           H  
CONECT    1    2    2
CONECT    2    3    3    4   17
CONECT    4    5   18   19
CONECT    5    6   20   21
CONECT    6    7   16
CONECT    7    8   22   23
CONECT    8    9   15
CONECT    9   10   24   25
CONECT   10   11   26   27
CONECT   11   12   12   13   13
CONECT   11   14
CONECT   14   15   28
CONECT   15   29   30
CONECT   16   17   31   32
CONECT   17   33
END

HMDB0258744
     RDKit          3D
Taurolidine
 33 34  0  0  0  0  0  0  0  0999 V2000
    4.8740    0.9249    0.2621 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7032    0.4091   -0.5430 S   0  0  0  0  0  6  0  0  0  0  0  0
    4.2650   -0.2128   -1.7904 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8188   -0.8505    0.3374 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7198   -0.2913    1.1899 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9466    0.7296    0.5569 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0090    0.2636   -0.3940 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9333   -0.6135    0.2786 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6464   -0.0321    1.3261 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1323   -0.1881    1.3115 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6510   -0.0100   -0.3985 S   0  0  0  0  0  6  0  0  0  0  0  0
   -5.1163   -0.2747   -0.5190 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3848    1.3930   -0.8229 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7052   -1.1612   -1.2644 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5498   -1.5878   -0.5290 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6821    1.8829    0.1682 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5920    1.6681   -0.9313 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.5701   -1.3449    1.0122 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4389   -1.6505   -0.3414 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0298   -1.1335    1.4342 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1197    0.0570    2.1669 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5294    1.1364   -0.8216 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5302   -0.3139   -1.1719 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2598   -0.4111    2.3056 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4395    1.0787    1.3454 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4414   -1.1680    1.6789 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6060    0.6564    1.8604 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4973   -0.8591   -2.2378 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8537   -2.4492    0.1041 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8082   -1.9771   -1.2570 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2560    2.2467    1.0481 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9697    2.6777   -0.1209 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0477    1.4050   -1.7830 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  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
  9 10  1  0
 10 11  1  0
 11 12  2  0
 11 13  2  0
 11 14  1  0
 14 15  1  0
  6 16  1  0
 16 17  1  0
 17  2  1  0
 15  8  1  0
  4 18  1  0
  4 19  1  0
  5 20  1  0
  5 21  1  0
  7 22  1  0
  7 23  1  0
  9 24  1  0
  9 25  1  0
 10 26  1  0
 10 27  1  0
 14 28  1  0
 15 29  1  0
 15 30  1  0
 16 31  1  0
 16 32  1  0
 17 33  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
Bis- (1,1-dioxoperhydro-1,2,4-thiadiazinyl-4)methane	MeSH
Tauroflex	MeSH
Taurolin	MeSH
4,4'-Methylenebis-(tetrahydro-1,2,4-thiadiazine- 1,1-dioxide)	MeSH
Bis(1,1-dioxo-perhydro-1,2,4-thiadiazinyl-4)methane	MeSH
Tauroline	MeSH

Chemical Formula

C₇H₁₆N₄O₄S₂

Average Molecular Weight

284.35

Monoisotopic Molecular Weight

284.061297359

IUPAC Name

4-[(1,1-dioxo-1lambda6,2,4-thiadiazinan-4-yl)methyl]-1lambda6,2,4-thiadiazinane-1,1-dione

Traditional Name

4-[(1,1-dioxo-1lambda6,2,4-thiadiazinan-4-yl)methyl]-1lambda6,2,4-thiadiazinane-1,1-dione

CAS Registry Number

Not Available

SMILES

O=S1(=O)CCN(CN2CCS(=O)(=O)NC2)CN1

InChI Identifier

InChI=1S/C7H16N4O4S2/c12-16(13)3-1-10(5-8-16)7-11-2-4-17(14,15)9-6-11/h8-9H,1-7H2

InChI Key

AJKIRUJIDFJUKJ-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as thiadiazinanes. These are organic heterocyclic compounds containing a six-membered saturated heterocycle with two nitrogen, one sulfur, and three carbon atoms.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Thiadiazinanes

Sub Class

Not Available

Direct Parent

Thiadiazinanes

Alternative Parents

Substituents

Thiadiazinane
Organosulfonic acid amide
Organic sulfonic acid amide
Organosulfonic acid or derivatives
Organic sulfonic acid or derivatives
Azacycle
Aminal
Organic nitrogen compound
Organic oxygen compound
Organopnictogen compound
Organic oxide
Hydrocarbon derivative
Organonitrogen compound
Aliphatic heteromonocyclic compound

Molecular Framework

Aliphatic heteromonocyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 31557052)

Source

Exogenous

Exogenous (HMDB: HMDB0258744)

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	-2.1	ALOGPS
logP	-2.5	ChemAxon
logS	-1.2	ALOGPS
pKa (Strongest Acidic)	10.53	ChemAxon
pKa (Strongest Basic)	1.97	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	98.82 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	60.73 m³·mol⁻¹	ChemAxon
Polarizability	26.08 Å³	ChemAxon
Number of Rings	2	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
DeepCCS	[M+H]+	149.22	30932474
DeepCCS	[M-H]-	146.824	30932474
DeepCCS	[M-2H]-	180.329	30932474
DeepCCS	[M+Na]+	155.257	30932474
AllCCS	[M+H]+	160.6	32859911
AllCCS	[M+H-H2O]+	157.2	32859911
AllCCS	[M+NH4]+	163.8	32859911
AllCCS	[M+Na]+	164.7	32859911
AllCCS	[M-H]-	155.3	32859911
AllCCS	[M+Na-2H]-	155.6	32859911
AllCCS	[M+HCOO]-	156.0	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Taurolidine	O=S1(=O)CCN(CN2CCS(=O)(=O)NC2)CN1	3283.0	Standard polar	33892256
Taurolidine	O=S1(=O)CCN(CN2CCS(=O)(=O)NC2)CN1	2734.7	Standard non polar	33892256
Taurolidine	O=S1(=O)CCN(CN2CCS(=O)(=O)NC2)CN1	2833.9	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Taurolidine,1TMS,isomer #1	C[Si](C)(C)N1CN(CN2CCS(=O)(=O)NC2)CCS1(=O)=O	2693.6	Semi standard non polar	33892256
Taurolidine,1TMS,isomer #1	C[Si](C)(C)N1CN(CN2CCS(=O)(=O)NC2)CCS1(=O)=O	2631.7	Standard non polar	33892256
Taurolidine,1TMS,isomer #1	C[Si](C)(C)N1CN(CN2CCS(=O)(=O)NC2)CCS1(=O)=O	4469.7	Standard polar	33892256
Taurolidine,2TMS,isomer #1	C[Si](C)(C)N1CN(CN2CCS(=O)(=O)N([Si](C)(C)C)C2)CCS1(=O)=O	2710.3	Semi standard non polar	33892256
Taurolidine,2TMS,isomer #1	C[Si](C)(C)N1CN(CN2CCS(=O)(=O)N([Si](C)(C)C)C2)CCS1(=O)=O	2714.8	Standard non polar	33892256
Taurolidine,2TMS,isomer #1	C[Si](C)(C)N1CN(CN2CCS(=O)(=O)N([Si](C)(C)C)C2)CCS1(=O)=O	4122.6	Standard polar	33892256
Taurolidine,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N1CN(CN2CCS(=O)(=O)NC2)CCS1(=O)=O	2884.1	Semi standard non polar	33892256
Taurolidine,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N1CN(CN2CCS(=O)(=O)NC2)CCS1(=O)=O	2945.2	Standard non polar	33892256
Taurolidine,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N1CN(CN2CCS(=O)(=O)NC2)CCS1(=O)=O	4611.2	Standard polar	33892256
Taurolidine,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N1CN(CN2CCS(=O)(=O)N([Si](C)(C)C(C)(C)C)C2)CCS1(=O)=O	3076.9	Semi standard non polar	33892256
Taurolidine,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N1CN(CN2CCS(=O)(=O)N([Si](C)(C)C(C)(C)C)C2)CCS1(=O)=O	3366.5	Standard non polar	33892256
Taurolidine,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N1CN(CN2CCS(=O)(=O)N([Si](C)(C)C(C)(C)C)C2)CCS1(=O)=O	4214.4	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Taurolidine GC-MS (Non-derivatized) - 70eV, Positive	splash10-0a6u-8940000000-7b75be2f3e66c75e7051	2017-08-28	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Taurolidine 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 - Taurolidine 10V, Positive-QTOF	splash10-000i-1190000000-9261932b0598a6eb5c7a	2017-07-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Taurolidine 20V, Positive-QTOF	splash10-0bvu-3960000000-ca2b0ea586790939b145	2017-07-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Taurolidine 40V, Positive-QTOF	splash10-0a7j-9400000000-24d2cad45842aa4bf094	2017-07-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Taurolidine 10V, Negative-QTOF	splash10-004i-9050000000-a65444728117f8968411	2017-07-26	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Taurolidine 20V, Negative-QTOF	splash10-056r-0950000000-0be64a075f5691e23e32	2017-07-26	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Taurolidine 40V, Negative-QTOF	splash10-01ox-9000000000-fb10f45568362c50bab5	2017-07-26	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

DB12473

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

27486

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Taurolidine

METLIN ID

Not Available

PubChem Compound

Not Available

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 Taurolidine (HMDB0258744)

MOL for HMDB0258744 (Taurolidine)

3D MOL for HMDB0258744 (Taurolidine)

3D SDF for HMDB0258744 (Taurolidine)

3D-SDF for HMDB0258744 (Taurolidine)

PDB for HMDB0258744 (Taurolidine)

3D PDB for HMDB0258744 (Taurolidine)

SMILES for HMDB0258744 (Taurolidine)

INCHI for HMDB0258744 (Taurolidine)

Structure for HMDB0258744 (Taurolidine)

3D Structure for HMDB0258744 (Taurolidine)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra