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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-13 11:55:52 UTC

Update Date

2022-03-07 02:57:15 UTC

HMDB ID

HMDB0042046

Secondary Accession Numbers

HMDB42046

Metabolite Identification

Common Name

Treosulfan

Description

Treosulfan, also known as DHB or dihydroxybusulfan, belongs to the class of organic compounds known as organosulfonic acid esters. These are esters of sulfonic acid, which have the general structure RS(=O)2OR' (R,R' = organyl, not H). Based on a literature review very few articles have been published on Treosulfan.

Structure

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

HMDB0042046
     RDKit          3D
Treosulfan
 30 29  0  0  0  0  0  0  0  0999 V2000
   -4.8509   -0.2763   -0.6595 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7508   -0.1537    0.7199 S   0  0  0  0  0  6  0  0  0  0  0  0
   -3.8638   -1.4129    1.5088 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2653    0.9709    1.5911 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1904    0.2257    0.2882 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7256   -0.4600   -0.8168 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2069   -0.3240   -0.8148 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1819    0.7860   -1.5506 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2402   -0.1933    0.6315 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0963    1.0685    1.1378 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7572   -0.3323    0.6224 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2363    0.7119   -0.1807 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8268    1.0937    0.1722 S   0  0  0  0  0  6  0  0  0  0  0  0
    4.7919   -0.3788   -0.0045 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9561    1.6276    1.5644 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2945    2.1222   -0.7960 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7557   -1.2248   -1.2096 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8896   -0.2661   -0.2412 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8036    0.6253   -1.3136 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9477   -1.5362   -0.8108 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0627   -0.0112   -1.7624 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2900   -1.2117   -1.2276 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5296    1.4645   -1.6478 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2517   -0.9573    1.2470 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4972    1.7751    0.7566 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9689   -1.2925    0.1000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1748   -0.3050    1.6461 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7981   -0.1490   -0.3854 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8345   -0.8903    0.9736 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3424   -1.0958   -0.7327 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
  7  9  1  0
  9 10  1  0
  9 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 13 15  2  0
 13 16  2  0
  1 17  1  0
  1 18  1  0
  1 19  1  0
  6 20  1  0
  6 21  1  0
  7 22  1  0
  8 23  1  0
  9 24  1  0
 10 25  1  0
 11 26  1  0
 11 27  1  0
 14 28  1  0
 14 29  1  0
 14 30  1  0
M  END

  Mrv0541 09131211552D          

 16 15  0  0  0  0            999 V2000
    5.3625   -2.1434    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
    3.3000   -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
    2.4750   -1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0625   -0.7145    0.0000 C   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
    2.4750    0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5375   -1.3184    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5375   -2.9684    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7125   -2.1434    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8250    0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5375   -2.1434    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
  5  3  1  0  0  0  0
  6  4  1  0  0  0  0
  6  5  1  0  0  0  0
  7  5  1  0  0  0  0
  8  6  1  0  0  0  0
 13  3  1  0  0  0  0
 14  4  1  0  0  0  0
 15  1  1  0  0  0  0
 15  9  2  0  0  0  0
 15 10  2  0  0  0  0
 15 13  1  0  0  0  0
 16  2  1  0  0  0  0
 16 11  2  0  0  0  0
 16 12  2  0  0  0  0
 16 14  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0042046

> <DATABASE_NAME>
hmdb

> <SMILES>
CS(=O)(=O)OCC(O)C(O)COS(C)(=O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C6H14O8S2/c1-15(9,10)13-3-5(7)6(8)4-14-16(2,11)12/h5-8H,3-4H2,1-2H3

> <INCHI_KEY>
YCPOZVAOBBQLRI-UHFFFAOYSA-N

> <FORMULA>
C6H14O8S2

> <MOLECULAR_WEIGHT>
278.301

> <EXACT_MASS>
278.013008804

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_AVERAGE_POLARIZABILITY>
24.614924792298275

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
2,3-dihydroxy-4-(methanesulfonyloxy)butyl methanesulfonate

> <ALOGPS_LOGP>
-1.53

> <JCHEM_LOGP>
-2.5970205199999996

> <ALOGPS_LOGS>
-1.21

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
14.42764061572851

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.989807576484225

> <JCHEM_PKA_STRONGEST_BASIC>
-3.5463876459423735

> <JCHEM_POLAR_SURFACE_AREA>
127.19999999999999

> <JCHEM_REFRACTIVITY>
51.9836

> <JCHEM_ROTATABLE_BOND_COUNT>
7

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.70e+01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
treosulfan

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0042046
     RDKit          3D
Treosulfan
 30 29  0  0  0  0  0  0  0  0999 V2000
   -4.8509   -0.2763   -0.6595 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7508   -0.1537    0.7199 S   0  0  0  0  0  6  0  0  0  0  0  0
   -3.8638   -1.4129    1.5088 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2653    0.9709    1.5911 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1904    0.2257    0.2882 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7256   -0.4600   -0.8168 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2069   -0.3240   -0.8148 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1819    0.7860   -1.5506 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2402   -0.1933    0.6315 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0963    1.0685    1.1378 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7572   -0.3323    0.6224 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2363    0.7119   -0.1807 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8268    1.0937    0.1722 S   0  0  0  0  0  6  0  0  0  0  0  0
    4.7919   -0.3788   -0.0045 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9561    1.6276    1.5644 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2945    2.1222   -0.7960 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7557   -1.2248   -1.2096 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8896   -0.2661   -0.2412 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8036    0.6253   -1.3136 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9477   -1.5362   -0.8108 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0627   -0.0112   -1.7624 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2900   -1.2117   -1.2276 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5296    1.4645   -1.6478 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2517   -0.9573    1.2470 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4972    1.7751    0.7566 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9689   -1.2925    0.1000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1748   -0.3050    1.6461 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7981   -0.1490   -0.3854 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8345   -0.8903    0.9736 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3424   -1.0958   -0.7327 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
  7  9  1  0
  9 10  1  0
  9 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 13 15  2  0
 13 16  2  0
  1 17  1  0
  1 18  1  0
  1 19  1  0
  6 20  1  0
  6 21  1  0
  7 22  1  0
  8 23  1  0
  9 24  1  0
 10 25  1  0
 11 26  1  0
 11 27  1  0
 14 28  1  0
 14 29  1  0
 14 30  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      10.010  -4.001   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -1.540   0.000   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       6.160  -2.667   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       2.310  -1.334   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       4.620  -2.667   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       3.850  -1.334   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0       3.850  -4.001   0.000  0.00  0.00           O+0
HETATM    8  O   UNK     0       4.620   0.000   0.000  0.00  0.00           O+0
HETATM    9  O   UNK     0       8.470  -2.461   0.000  0.00  0.00           O+0
HETATM   10  O   UNK     0       8.470  -5.541   0.000  0.00  0.00           O+0
HETATM   11  O   UNK     0       0.000   1.540   0.000  0.00  0.00           O+0
HETATM   12  O   UNK     0       0.000  -1.540   0.000  0.00  0.00           O+0
HETATM   13  O   UNK     0       6.930  -4.001   0.000  0.00  0.00           O+0
HETATM   14  O   UNK     0       1.540   0.000   0.000  0.00  0.00           O+0
HETATM   15  S   UNK     0       8.470  -4.001   0.000  0.00  0.00           S+0
HETATM   16  S   UNK     0       0.000   0.000   0.000  0.00  0.00           S+0
CONECT    1   15                                                            
CONECT    2   16                                                            
CONECT    3    5   13                                                       
CONECT    4    6   14                                                       
CONECT    5    3    6    7                                                  
CONECT    6    4    5    8                                                  
CONECT    7    5                                                            
CONECT    8    6                                                            
CONECT    9   15                                                            
CONECT   10   15                                                            
CONECT   11   16                                                            
CONECT   12   16                                                            
CONECT   13    3   15                                                       
CONECT   14    4   16                                                       
CONECT   15    1    9   10   13                                             
CONECT   16    2   11   12   14                                             
MASTER        0    0    0    0    0    0    0    0   16    0   30    0
END

COMPND    HMDB0042046
HETATM    1  C1  UNL     1      -4.851  -0.276  -0.660  1.00  0.00           C  
HETATM    2  S1  UNL     1      -3.751  -0.154   0.720  1.00  0.00           S  
HETATM    3  O1  UNL     1      -3.864  -1.413   1.509  1.00  0.00           O  
HETATM    4  O2  UNL     1      -4.265   0.971   1.591  1.00  0.00           O  
HETATM    5  O3  UNL     1      -2.190   0.226   0.288  1.00  0.00           O  
HETATM    6  C2  UNL     1      -1.726  -0.460  -0.817  1.00  0.00           C  
HETATM    7  C3  UNL     1      -0.207  -0.324  -0.815  1.00  0.00           C  
HETATM    8  O4  UNL     1       0.182   0.786  -1.551  1.00  0.00           O  
HETATM    9  C4  UNL     1       0.240  -0.193   0.632  1.00  0.00           C  
HETATM   10  O5  UNL     1      -0.096   1.069   1.138  1.00  0.00           O  
HETATM   11  C5  UNL     1       1.757  -0.332   0.622  1.00  0.00           C  
HETATM   12  O6  UNL     1       2.236   0.712  -0.181  1.00  0.00           O  
HETATM   13  S2  UNL     1       3.827   1.094   0.172  1.00  0.00           S  
HETATM   14  C6  UNL     1       4.792  -0.379  -0.004  1.00  0.00           C  
HETATM   15  O7  UNL     1       3.956   1.628   1.564  1.00  0.00           O  
HETATM   16  O8  UNL     1       4.294   2.122  -0.796  1.00  0.00           O  
HETATM   17  H1  UNL     1      -4.756  -1.225  -1.210  1.00  0.00           H  
HETATM   18  H2  UNL     1      -5.890  -0.266  -0.241  1.00  0.00           H  
HETATM   19  H3  UNL     1      -4.804   0.625  -1.314  1.00  0.00           H  
HETATM   20  H4  UNL     1      -1.948  -1.536  -0.811  1.00  0.00           H  
HETATM   21  H5  UNL     1      -2.063  -0.011  -1.762  1.00  0.00           H  
HETATM   22  H6  UNL     1       0.290  -1.212  -1.228  1.00  0.00           H  
HETATM   23  H7  UNL     1      -0.530   1.464  -1.648  1.00  0.00           H  
HETATM   24  H8  UNL     1      -0.252  -0.957   1.247  1.00  0.00           H  
HETATM   25  H9  UNL     1       0.497   1.775   0.757  1.00  0.00           H  
HETATM   26  H10 UNL     1       1.969  -1.293   0.100  1.00  0.00           H  
HETATM   27  H11 UNL     1       2.175  -0.305   1.646  1.00  0.00           H  
HETATM   28  H12 UNL     1       5.798  -0.149  -0.385  1.00  0.00           H  
HETATM   29  H13 UNL     1       4.834  -0.890   0.974  1.00  0.00           H  
HETATM   30  H14 UNL     1       4.342  -1.096  -0.733  1.00  0.00           H  
CONECT    1    2   17   18   19
CONECT    2    3    3    4    4
CONECT    2    5
CONECT    5    6
CONECT    6    7   20   21
CONECT    7    8    9   22
CONECT    8   23
CONECT    9   10   11   24
CONECT   10   25
CONECT   11   12   26   27
CONECT   12   13
CONECT   13   14   15   15   16
CONECT   13   16
CONECT   14   28   29   30
END

HMDB0042046
     RDKit          3D
Treosulfan
 30 29  0  0  0  0  0  0  0  0999 V2000
   -4.8509   -0.2763   -0.6595 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7508   -0.1537    0.7199 S   0  0  0  0  0  6  0  0  0  0  0  0
   -3.8638   -1.4129    1.5088 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2653    0.9709    1.5911 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1904    0.2257    0.2882 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7256   -0.4600   -0.8168 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2069   -0.3240   -0.8148 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1819    0.7860   -1.5506 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2402   -0.1933    0.6315 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0963    1.0685    1.1378 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7572   -0.3323    0.6224 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2363    0.7119   -0.1807 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8268    1.0937    0.1722 S   0  0  0  0  0  6  0  0  0  0  0  0
    4.7919   -0.3788   -0.0045 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9561    1.6276    1.5644 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2945    2.1222   -0.7960 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7557   -1.2248   -1.2096 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8896   -0.2661   -0.2412 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8036    0.6253   -1.3136 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9477   -1.5362   -0.8108 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0627   -0.0112   -1.7624 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2900   -1.2117   -1.2276 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5296    1.4645   -1.6478 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2517   -0.9573    1.2470 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4972    1.7751    0.7566 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9689   -1.2925    0.1000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1748   -0.3050    1.6461 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7981   -0.1490   -0.3854 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8345   -0.8903    0.9736 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3424   -1.0958   -0.7327 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
  7  9  1  0
  9 10  1  0
  9 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 13 15  2  0
 13 16  2  0
  1 17  1  0
  1 18  1  0
  1 19  1  0
  6 20  1  0
  6 21  1  0
  7 22  1  0
  8 23  1  0
  9 24  1  0
 10 25  1  0
 11 26  1  0
 11 27  1  0
 14 28  1  0
 14 29  1  0
 14 30  1  0
M  END

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Value	Source
Treosulphan	Generator
(2S,3S)-Threitol 1,4-bismethanesulfonate	HMDB
1,4-Dimethanesulfonate(2S,3S)-threitol	HMDB
1,4-Dimethanesulfonatel-(+ )-threitol	HMDB
1,4-Dimethanesulfonatel-threitol	HMDB
DHB	HMDB
Dihydroxybusulfan	HMDB
Dihydroxymyleran	HMDB
L-Threitol 1,4-dimethanesulfonate	HMDB
L-Threitol, 1, 4-bis(methanesulfonate)	HMDB
L-Threitol-1, 4-bis(methanesulfonate)	HMDB
L-Threitol-1,4-bis(methanesulfonate)	HMDB
L-Threityl dimesylate	HMDB
Tresulfan	HMDB
Treosulfan, (r,s)-isomer	HMDB
Treosulfan, (R-(r,r))-isomer	HMDB
Treosulfan, ((r,r)-(+-))-isomer	HMDB
Treosulfan, (r,r)-isomer	HMDB
L-Dihydroxybusulfan	HMDB
L-Threitol-1,4-bismethanesulfonate	HMDB
2,3-Dihydroxy-4-(methanesulfonyloxy)butyl methanesulfonic acid	HMDB
2,3-Dihydroxy-4-(methanesulphonyloxy)butyl methanesulphonate	HMDB
2,3-Dihydroxy-4-(methanesulphonyloxy)butyl methanesulphonic acid	HMDB
Treosulfan	MeSH

Chemical Formula

C₆H₁₄O₈S₂

Average Molecular Weight

278.301

Monoisotopic Molecular Weight

278.013008804

IUPAC Name

2,3-dihydroxy-4-(methanesulfonyloxy)butyl methanesulfonate

Traditional Name

treosulfan

CAS Registry Number

299-75-2

SMILES

CS(=O)(=O)OCC(O)C(O)COS(C)(=O)=O

InChI Identifier

InChI=1S/C6H14O8S2/c1-15(9,10)13-3-5(7)6(8)4-14-16(2,11)12/h5-8H,3-4H2,1-2H3

InChI Key

YCPOZVAOBBQLRI-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as organosulfonic acid esters. These are esters of sulfonic acid, which have the general structure RS(=O)2OR' (R,R' = organyl, not H).

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Organic sulfonic acids and derivatives

Sub Class

Organosulfonic acids and derivatives

Direct Parent

Organosulfonic acid esters

Alternative Parents

Substituents

Organosulfonic acid ester
Sulfonic acid ester
Sulfonyl
Methanesulfonate
Secondary alcohol
1,2-diol
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organosulfur compound
Organooxygen compound
Alcohol
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Membrane (HMDB: HMDB0042046)

Source

Exogenous

Exogenous (HMDB: HMDB0042046)

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
Water Solubility	17 g/L	ALOGPS
logP	-1.5	ALOGPS
logP	-2.6	ChemAxon
logS	-1.2	ALOGPS
pKa (Strongest Acidic)	12.99	ChemAxon
pKa (Strongest Basic)	-3.5	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	127.2 Å²	ChemAxon
Rotatable Bond Count	7	ChemAxon
Refractivity	51.98 m³·mol⁻¹	ChemAxon
Polarizability	24.61 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]+	162.854	31661259
DarkChem	[M-H]-	155.303	31661259
DeepCCS	[M+H]+	148.321	30932474
DeepCCS	[M-H]-	145.963	30932474
DeepCCS	[M-2H]-	179.822	30932474
DeepCCS	[M+Na]+	154.584	30932474
AllCCS	[M+H]+	159.1	32859911
AllCCS	[M+H-H2O]+	155.9	32859911
AllCCS	[M+NH4]+	161.9	32859911
AllCCS	[M+Na]+	162.8	32859911
AllCCS	[M-H]-	152.1	32859911
AllCCS	[M+Na-2H]-	153.0	32859911
AllCCS	[M+HCOO]-	154.2	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Treosulfan	CS(=O)(=O)OCC(O)C(O)COS(C)(=O)=O	4605.1	Standard polar	33892256
Treosulfan	CS(=O)(=O)OCC(O)C(O)COS(C)(=O)=O	1604.3	Standard non polar	33892256
Treosulfan	CS(=O)(=O)OCC(O)C(O)COS(C)(=O)=O	2256.1	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Treosulfan,1TMS,isomer #1	C[Si](C)(C)OC(COS(C)(=O)=O)C(O)COS(C)(=O)=O	2133.5	Semi standard non polar	33892256
Treosulfan,2TMS,isomer #1	C[Si](C)(C)OC(COS(C)(=O)=O)C(COS(C)(=O)=O)O[Si](C)(C)C	2156.9	Semi standard non polar	33892256
Treosulfan,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(COS(C)(=O)=O)C(O)COS(C)(=O)=O	2368.5	Semi standard non polar	33892256
Treosulfan,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(COS(C)(=O)=O)C(COS(C)(=O)=O)O[Si](C)(C)C(C)(C)C	2612.8	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 - Treosulfan GC-MS (Non-derivatized) - 70eV, Positive	splash10-000i-2910000000-7b870a14b1617dd5f13f	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Treosulfan GC-MS (2 TMS) - 70eV, Positive	splash10-08or-9144100000-e1ca3fdcf6d66c408f3b	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Treosulfan GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Treosulfan 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 - Treosulfan 10V, Positive-QTOF	splash10-004i-0290000000-df280d54c803c5bc66c3	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Treosulfan 20V, Positive-QTOF	splash10-00v3-1930000000-4bf0f20ffa5b2dd46a46	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Treosulfan 40V, Positive-QTOF	splash10-059b-6900000000-f4a4a07a9dd21c8f4e45	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Treosulfan 10V, Negative-QTOF	splash10-004i-3690000000-1a343f8ec1bd0c60c612	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Treosulfan 20V, Negative-QTOF	splash10-004i-9310000000-606ef41892f23d8f38d1	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Treosulfan 40V, Negative-QTOF	splash10-004i-9000000000-11d09c630882cc199423	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Treosulfan 10V, Negative-QTOF	splash10-004i-0090000000-83942a1596793b3d1b51	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Treosulfan 20V, Negative-QTOF	splash10-0006-9530000000-bd28e97da8fb58dd368a	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Treosulfan 40V, Negative-QTOF	splash10-002g-9100000000-194525da464d3a5b8de5	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Treosulfan 10V, Positive-QTOF	splash10-004i-0090000000-7d83f8d3328a4ea6fe3c	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Treosulfan 20V, Positive-QTOF	splash10-01r2-9810000000-fa72124aad09d4694869	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Treosulfan 40V, Positive-QTOF	splash10-0002-9200000000-3c0132ee253b502bcecf	2021-09-23	Wishart Lab	View Spectrum

NMR Spectra

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

8937

KEGG Compound ID

C19557

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Treosulfan

METLIN ID

Not Available

PubChem Compound

9296

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 Treosulfan (HMDB0042046)

MOL for HMDB0042046 (Treosulfan)

3D MOL for HMDB0042046 (Treosulfan)

3D SDF for HMDB0042046 (Treosulfan)

3D-SDF for HMDB0042046 (Treosulfan)

PDB for HMDB0042046 (Treosulfan)

3D PDB for HMDB0042046 (Treosulfan)

SMILES for HMDB0042046 (Treosulfan)

INCHI for HMDB0042046 (Treosulfan)

Structure for HMDB0042046 (Treosulfan)

3D Structure for HMDB0042046 (Treosulfan)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra