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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 17:45:33 UTC

Update Date

2022-03-07 02:53:07 UTC

HMDB ID

HMDB0031801

Secondary Accession Numbers

HMDB31801

Metabolite Identification

Common Name

(±)-Mephosfolan

Description

(±)-Mephosfolan, also known as cytrolane or mephosfolan, belongs to the class of organic compounds known as phosphate esters. These are organic compounds containing phosphoric acid ester functional group, with the general structure R1P(=O)(R2)OR3. R1,R2 = O,N, or halogen atom; R3 = organyl group. Based on a literature review very few articles have been published on (±)-Mephosfolan.

Structure

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

HMDB0031801
     RDKit          3D
(±)-Mephosfolan
 31 31  0  0  0  0  0  0  0  0999 V2000
   -3.0250    2.9264    1.0481 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7982    1.8173    0.0154 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4850    1.3924    0.1683 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1446    0.1610   -0.9390 P   0  0  0  0  0  5  0  0  0  0  0  0
   -2.2360    0.1527   -1.9847 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3524    0.4411   -1.7584 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.4077    0.5588   -1.0861 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1066    0.8514   -1.6196 S   0  0  0  0  0  0  0  0  0  0  0  0
    3.8576    1.4067   -0.0405 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3306    0.3671    0.9252 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8410   -0.9832    0.4427 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5107    0.4600    0.7086 S   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1577   -1.3003   -0.1096 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9288   -2.2715   -0.7220 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8456   -3.5200    0.1303 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9569    3.4918    0.8101 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0782    2.4636    2.0322 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1264    3.5929    1.0052 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9603    2.2856   -1.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5408    1.0116    0.1627 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9464    1.3702   -0.0800 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4537    2.3889    0.2711 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6185    0.5825    1.9624 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7109   -0.8524   -0.2518 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2215   -1.5392    1.3239 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0135   -1.4857   -0.0627 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0155   -1.9671   -0.7204 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6743   -2.4640   -1.7678 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1714   -4.4233   -0.3970 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4456   -3.3134    1.0500 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7808   -3.6019    0.4832 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  2  0
  4  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 10 12  1  0
  4 13  1  0
 13 14  1  0
 14 15  1  0
 12  7  1  0
  1 16  1  0
  1 17  1  0
  1 18  1  0
  2 19  1  0
  2 20  1  0
  9 21  1  0
  9 22  1  0
 10 23  1  0
 11 24  1  0
 11 25  1  0
 11 26  1  0
 14 27  1  0
 14 28  1  0
 15 29  1  0
 15 30  1  0
 15 31  1  0
M  END


  Mrv0541 05061306082D          

 15 15  0  0  0  0            999 V2000
   -1.6451    1.3894    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1267    0.1897    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5678    1.9393    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7313    0.5689    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3062    0.1035    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2352    0.6294    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5678    1.1143    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1553   -0.1553    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3297   -0.8227    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2364   -1.5569    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0639    0.0840    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9706   -0.6502    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1501   -0.7365    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
    0.9803   -0.1553    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0997    0.6294    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
  4  1  1  0  0  0  0
  5  2  1  0  0  0  0
  7  3  1  0  0  0  0
  7  6  1  0  0  0  0
  9  8  2  0  0  0  0
 11  4  1  0  0  0  0
 12  5  1  0  0  0  0
 13  9  1  0  0  0  0
 13 10  2  0  0  0  0
 13 11  1  0  0  0  0
 13 12  1  0  0  0  0
 14  6  1  0  0  0  0
 14  8  1  0  0  0  0
 15  7  1  0  0  0  0
 15  8  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0031801

> <DATABASE_NAME>
hmdb

> <SMILES>
CCOP(=O)(OCC)\N=C1\SCC(C)S1

> <INCHI_IDENTIFIER>
InChI=1S/C8H16NO3PS2/c1-4-11-13(10,12-5-2)9-8-14-6-7(3)15-8/h7H,4-6H2,1-3H3/b9-8-

> <INCHI_KEY>
LTQSAUHRSCMPLD-HJWRWDBZSA-N

> <FORMULA>
C8H16NO3PS2

> <MOLECULAR_WEIGHT>
269.321

> <EXACT_MASS>
269.030921275

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_AVERAGE_POLARIZABILITY>
26.373579690481865

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(2Z)-N-(diethoxyphosphoryl)-4-methyl-1,3-dithiolan-2-imine

> <ALOGPS_LOGP>
1.81

> <JCHEM_LOGP>
2.2049658993333336

> <ALOGPS_LOGS>
-2.37

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-0.3367566394430107

> <JCHEM_POLAR_SURFACE_AREA>
47.89

> <JCHEM_REFRACTIVITY>
66.0624

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.16e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2Z)-N-(diethoxyphosphoryl)-4-methyl-1,3-dithiolan-2-imine

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0031801
     RDKit          3D
(±)-Mephosfolan
 31 31  0  0  0  0  0  0  0  0999 V2000
   -3.0250    2.9264    1.0481 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7982    1.8173    0.0154 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4850    1.3924    0.1683 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1446    0.1610   -0.9390 P   0  0  0  0  0  5  0  0  0  0  0  0
   -2.2360    0.1527   -1.9847 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3524    0.4411   -1.7584 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.4077    0.5588   -1.0861 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1066    0.8514   -1.6196 S   0  0  0  0  0  0  0  0  0  0  0  0
    3.8576    1.4067   -0.0405 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3306    0.3671    0.9252 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8410   -0.9832    0.4427 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5107    0.4600    0.7086 S   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1577   -1.3003   -0.1096 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9288   -2.2715   -0.7220 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8456   -3.5200    0.1303 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9569    3.4918    0.8101 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0782    2.4636    2.0322 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1264    3.5929    1.0052 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9603    2.2856   -1.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5408    1.0116    0.1627 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9464    1.3702   -0.0800 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4537    2.3889    0.2711 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6185    0.5825    1.9624 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7109   -0.8524   -0.2518 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2215   -1.5392    1.3239 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0135   -1.4857   -0.0627 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0155   -1.9671   -0.7204 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6743   -2.4640   -1.7678 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1714   -4.4233   -0.3970 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4456   -3.3134    1.0500 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7808   -3.6019    0.4832 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  2  0
  4  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 10 12  1  0
  4 13  1  0
 13 14  1  0
 14 15  1  0
 12  7  1  0
  1 16  1  0
  1 17  1  0
  1 18  1  0
  2 19  1  0
  2 20  1  0
  9 21  1  0
  9 22  1  0
 10 23  1  0
 11 24  1  0
 11 25  1  0
 11 26  1  0
 14 27  1  0
 14 28  1  0
 15 29  1  0
 15 30  1  0
 15 31  1  0
M  END

HEADER    PROTEIN                                 06-MAY-13   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   06-MAY-13         0                                  
HETATM    1  C   UNK     0      -3.071   2.594   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -5.837   0.354   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       1.060   3.620   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -3.232   1.062   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -4.305   0.193   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       2.306   1.175   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       1.060   2.080   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       0.290  -0.290   0.000  0.00  0.00           C+0
HETATM    9  N   UNK     0      -0.615  -1.536   0.000  0.00  0.00           N+0
HETATM   10  O   UNK     0      -2.308  -2.906   0.000  0.00  0.00           O+0
HETATM   11  O   UNK     0      -1.986   0.157   0.000  0.00  0.00           O+0
HETATM   12  O   UNK     0      -3.678  -1.214   0.000  0.00  0.00           O+0
HETATM   13  P   UNK     0      -2.147  -1.375   0.000  0.00  0.00           P+0
HETATM   14  S   UNK     0       1.830  -0.290   0.000  0.00  0.00           S+0
HETATM   15  S   UNK     0      -0.186   1.175   0.000  0.00  0.00           S+0
CONECT    1    4                                                            
CONECT    2    5                                                            
CONECT    3    7                                                            
CONECT    4    1   11                                                       
CONECT    5    2   12                                                       
CONECT    6    7   14                                                       
CONECT    7    3    6   15                                                  
CONECT    8    9   14   15                                                  
CONECT    9    8   13                                                       
CONECT   10   13                                                            
CONECT   11    4   13                                                       
CONECT   12    5   13                                                       
CONECT   13    9   10   11   12                                             
CONECT   14    6    8                                                       
CONECT   15    7    8                                                       
MASTER        0    0    0    0    0    0    0    0   15    0   30    0
END

COMPND    HMDB0031801
HETATM    1  C1  UNL     1      -3.025   2.926   1.048  1.00  0.00           C  
HETATM    2  C2  UNL     1      -2.798   1.817   0.015  1.00  0.00           C  
HETATM    3  O1  UNL     1      -1.485   1.392   0.168  1.00  0.00           O  
HETATM    4  P1  UNL     1      -1.145   0.161  -0.939  1.00  0.00           P  
HETATM    5  O2  UNL     1      -2.236   0.153  -1.985  1.00  0.00           O  
HETATM    6  N1  UNL     1       0.352   0.441  -1.758  1.00  0.00           N  
HETATM    7  C3  UNL     1       1.408   0.559  -1.086  1.00  0.00           C  
HETATM    8  S1  UNL     1       3.107   0.851  -1.620  1.00  0.00           S  
HETATM    9  C4  UNL     1       3.858   1.407  -0.040  1.00  0.00           C  
HETATM   10  C5  UNL     1       3.331   0.367   0.925  1.00  0.00           C  
HETATM   11  C6  UNL     1       3.841  -0.983   0.443  1.00  0.00           C  
HETATM   12  S2  UNL     1       1.511   0.460   0.709  1.00  0.00           S  
HETATM   13  O3  UNL     1      -1.158  -1.300  -0.110  1.00  0.00           O  
HETATM   14  C7  UNL     1      -1.929  -2.272  -0.722  1.00  0.00           C  
HETATM   15  C8  UNL     1      -1.846  -3.520   0.130  1.00  0.00           C  
HETATM   16  H1  UNL     1      -3.957   3.492   0.810  1.00  0.00           H  
HETATM   17  H2  UNL     1      -3.078   2.464   2.032  1.00  0.00           H  
HETATM   18  H3  UNL     1      -2.126   3.593   1.005  1.00  0.00           H  
HETATM   19  H4  UNL     1      -2.960   2.286  -1.000  1.00  0.00           H  
HETATM   20  H5  UNL     1      -3.541   1.012   0.163  1.00  0.00           H  
HETATM   21  H6  UNL     1       4.946   1.370  -0.080  1.00  0.00           H  
HETATM   22  H7  UNL     1       3.454   2.389   0.271  1.00  0.00           H  
HETATM   23  H8  UNL     1       3.618   0.583   1.962  1.00  0.00           H  
HETATM   24  H9  UNL     1       4.711  -0.852  -0.252  1.00  0.00           H  
HETATM   25  H10 UNL     1       4.221  -1.539   1.324  1.00  0.00           H  
HETATM   26  H11 UNL     1       3.013  -1.486  -0.063  1.00  0.00           H  
HETATM   27  H12 UNL     1      -3.016  -1.967  -0.720  1.00  0.00           H  
HETATM   28  H13 UNL     1      -1.674  -2.464  -1.768  1.00  0.00           H  
HETATM   29  H14 UNL     1      -2.171  -4.423  -0.397  1.00  0.00           H  
HETATM   30  H15 UNL     1      -2.446  -3.313   1.050  1.00  0.00           H  
HETATM   31  H16 UNL     1      -0.781  -3.602   0.483  1.00  0.00           H  
CONECT    1    2   16   17   18
CONECT    2    3   19   20
CONECT    3    4
CONECT    4    5    5    6   13
CONECT    6    7    7
CONECT    7    8   12
CONECT    8    9
CONECT    9   10   21   22
CONECT   10   11   12   23
CONECT   11   24   25   26
CONECT   13   14
CONECT   14   15   27   28
CONECT   15   29   30   31
END

HMDB0031801
     RDKit          3D
(±)-Mephosfolan
 31 31  0  0  0  0  0  0  0  0999 V2000
   -3.0250    2.9264    1.0481 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7982    1.8173    0.0154 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4850    1.3924    0.1683 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1446    0.1610   -0.9390 P   0  0  0  0  0  5  0  0  0  0  0  0
   -2.2360    0.1527   -1.9847 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3524    0.4411   -1.7584 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.4077    0.5588   -1.0861 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1066    0.8514   -1.6196 S   0  0  0  0  0  0  0  0  0  0  0  0
    3.8576    1.4067   -0.0405 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3306    0.3671    0.9252 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8410   -0.9832    0.4427 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5107    0.4600    0.7086 S   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1577   -1.3003   -0.1096 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9288   -2.2715   -0.7220 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8456   -3.5200    0.1303 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9569    3.4918    0.8101 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0782    2.4636    2.0322 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1264    3.5929    1.0052 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9603    2.2856   -1.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5408    1.0116    0.1627 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9464    1.3702   -0.0800 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4537    2.3889    0.2711 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6185    0.5825    1.9624 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7109   -0.8524   -0.2518 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2215   -1.5392    1.3239 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0135   -1.4857   -0.0627 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0155   -1.9671   -0.7204 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6743   -2.4640   -1.7678 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1714   -4.4233   -0.3970 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4456   -3.3134    1.0500 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7808   -3.6019    0.4832 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  2  0
  4  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 10 12  1  0
  4 13  1  0
 13 14  1  0
 14 15  1  0
 12  7  1  0
  1 16  1  0
  1 17  1  0
  1 18  1  0
  2 19  1  0
  2 20  1  0
  9 21  1  0
  9 22  1  0
 10 23  1  0
 11 24  1  0
 11 25  1  0
 11 26  1  0
 14 27  1  0
 14 28  1  0
 15 29  1  0
 15 30  1  0
 15 31  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
Cytrolane	HMDB
Cyclic propylene-p,p-diethyl phosphonodithioimidocarbonate	HMDB
Mephosfolan	HMDB

Chemical Formula

C₈H₁₆NO₃PS₂

Average Molecular Weight

269.321

Monoisotopic Molecular Weight

269.030921275

IUPAC Name

(2Z)-N-(diethoxyphosphoryl)-4-methyl-1,3-dithiolan-2-imine

Traditional Name

(2Z)-N-(diethoxyphosphoryl)-4-methyl-1,3-dithiolan-2-imine

CAS Registry Number

Not Available

SMILES

CCOP(=O)(OCC)\N=C1\SCC(C)S1

InChI Identifier

InChI=1S/C8H16NO3PS2/c1-4-11-13(10,12-5-2)9-8-14-6-7(3)15-8/h7H,4-6H2,1-3H3/b9-8-

InChI Key

LTQSAUHRSCMPLD-HJWRWDBZSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as phosphate esters. These are organic compounds containing phosphoric acid ester functional group, with the general structure R1P(=O)(R2)OR3. R1,R2 = O,N, or halogen atom; R3 = organyl group.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Organic phosphoric acids and derivatives

Sub Class

Phosphate esters

Direct Parent

Phosphate esters

Alternative Parents

Substituents

Phosphoric acid ester
1,3-dithiolane
Dithiolane
Organoheterocyclic compound
Organic nitrogen compound
Organic oxygen compound
Organopnictogen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Organonitrogen compound
Aliphatic heteromonocyclic compound

Molecular Framework

Aliphatic heteromonocyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Extracellular (HMDB: HMDB0031801)
Cytoplasm (HMDB: HMDB0031801)

Source

Endogenous

Endogenous (HMDB: HMDB0031801)

Exogenous

Food

Food (HMDB: HMDB0031801)

Exogenous (HMDB: HMDB0031801)

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	1.16 g/L	ALOGPS
logP	1.81	ALOGPS
logP	2.2	ChemAxon
logS	-2.4	ALOGPS
pKa (Strongest Basic)	-0.34	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	47.89 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	66.06 m³·mol⁻¹	ChemAxon
Polarizability	26.37 Å³	ChemAxon
Number of Rings	1	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]+	159.242	31661259
DarkChem	[M-H]-	154.267	31661259
DeepCCS	[M+H]+	156.437	30932474
DeepCCS	[M-H]-	154.079	30932474
DeepCCS	[M-2H]-	188.307	30932474
DeepCCS	[M+Na]+	163.239	30932474
AllCCS	[M+H]+	155.3	32859911
AllCCS	[M+H-H2O]+	152.1	32859911
AllCCS	[M+NH4]+	158.3	32859911
AllCCS	[M+Na]+	159.2	32859911
AllCCS	[M-H]-	154.7	32859911
AllCCS	[M+Na-2H]-	155.7	32859911
AllCCS	[M+HCOO]-	156.8	32859911

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Measured using a Waters Acquity ultraperformance liquid chromatography (UPLC) ethylene-bridged hybrid (BEH) C18 column (100 mm × 2.1 mm; 1.7 μmparticle diameter). Predicted by Afia on May 17, 2022. Predicted by Afia on May 17, 2022.	4.79 minutes	32390414
Predicted by Siyang on May 30, 2022	15.2919 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	0.98 minutes	32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	2541.1 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	565.2 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	182.2 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	336.0 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	118.5 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	685.2 seconds	40023050
BfG_NTS_RP1 =Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) with Water:ACN and 0.1% Formic Acid	805.9 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	163.9 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	1320.5 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	499.8 seconds	40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid	1578.9 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	469.1 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	373.4 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	521.5 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	552.5 seconds	40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water	78.8 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
(??)-Mephosfolan	CCOP(=O)(OCC)\N=C1\SCC(C)S1	2713.7	Standard polar	33892256
(??)-Mephosfolan	CCOP(=O)(OCC)\N=C1\SCC(C)S1	1939.3	Standard non polar	33892256
(??)-Mephosfolan	CCOP(=O)(OCC)\N=C1\SCC(C)S1	1905.6	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 - (±)-Mephosfolan GC-MS (Non-derivatized) - 70eV, Positive	splash10-022a-7290000000-74b0c3c15009ececdcad	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (±)-Mephosfolan GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (±)-Mephosfolan 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 - (±)-Mephosfolan 10V, Positive-QTOF	splash10-03dl-1290000000-24bffc1e3ea436460218	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (±)-Mephosfolan 20V, Positive-QTOF	splash10-03di-0390000000-b35d388e73c4b00cdee5	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (±)-Mephosfolan 40V, Positive-QTOF	splash10-0200-9540000000-3ec391819e43ee42ba69	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (±)-Mephosfolan 10V, Negative-QTOF	splash10-0avi-9330000000-e9640caf10829e21300c	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (±)-Mephosfolan 20V, Negative-QTOF	splash10-016u-4900000000-b5160023d3d3df109e37	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (±)-Mephosfolan 40V, Negative-QTOF	splash10-00di-9100000000-4d2b099bc8c84dbfcea1	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (±)-Mephosfolan 10V, Positive-QTOF	splash10-00di-0490000000-891dc339a890f9c3e649	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (±)-Mephosfolan 20V, Positive-QTOF	splash10-01q9-0980000000-0119d33aff02c2aa04d2	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (±)-Mephosfolan 40V, Positive-QTOF	splash10-001i-1900000000-6464b2b77154c5f88585	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (±)-Mephosfolan 10V, Negative-QTOF	splash10-014i-0390000000-975a5572912307f002ce	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (±)-Mephosfolan 20V, Negative-QTOF	splash10-001i-3920000000-ea6f2c3bd25325dd7355	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (±)-Mephosfolan 40V, Negative-QTOF	splash10-0a4i-9400000000-9d135c1bd5f5b6019f02	2021-09-22	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Cytoplasm
Extracellular

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB008474

KNApSAcK ID

Not Available

Chemspider ID

10468603

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

5372582

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

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

Showing metabocard for (±)-Mephosfolan (HMDB0031801)

MOL for HMDB0031801 ((±)-Mephosfolan)

3D MOL for HMDB0031801 ((±)-Mephosfolan)

3D SDF for HMDB0031801 ((±)-Mephosfolan)

3D-SDF for HMDB0031801 ((±)-Mephosfolan)

PDB for HMDB0031801 ((±)-Mephosfolan)

3D PDB for HMDB0031801 ((±)-Mephosfolan)

SMILES for HMDB0031801 ((±)-Mephosfolan)

INCHI for HMDB0031801 ((±)-Mephosfolan)

Structure for HMDB0031801 ((±)-Mephosfolan)

3D Structure for HMDB0031801 ((±)-Mephosfolan)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra