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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 17:45:31 UTC

Update Date

2022-03-07 02:53:07 UTC

HMDB ID

HMDB0031798

Secondary Accession Numbers

HMDB31798

Metabolite Identification

Common Name

(±)-Leptophos

Description

(±)-Leptophos, also known as phosvel or leptophos, belongs to the class of organic compounds known as phenyl phenylphosphonothioates. These are aromatic compounds containing a phenylphosphonothioate group, which is O-esterified with another phenyl group. They have the general structure OP(R)(=S)OR', where R,R'=phenyl groups. Based on a literature review very few articles have been published on (±)-Leptophos.

Structure

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

HMDB0031798
     RDKit          3D
(±)-Leptophos
 30 31  0  0  0  0  0  0  0  0999 V2000
    0.0566   -2.4277   -0.2989 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1577   -1.4478   -1.2601 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4579    0.0625   -0.6206 P   0  0  0  0  0  5  0  0  0  0  0  0
   -0.1577    1.2090   -1.9052 S   0  0  0  0  0  0  0  0  0  0  0  0
    0.6116    0.4720    0.6570 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9885    0.4708    0.4890 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5793    0.1371   -0.7239 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9519    0.1333   -0.9000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6681   -0.2950   -2.4518 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    4.7854    0.4672    0.1442 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6859    0.4857   -0.0183 Br  0  0  0  0  0  0  0  0  0  0  0  0
    4.1992    0.7972    1.3437 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8292    0.8022    1.5240 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0867    1.2241    3.0568 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -2.1609    0.2782   -0.1194 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7870    1.5139   -0.1810 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1004    1.6613    0.2096 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8492    0.6036    0.6750 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2318   -0.6275    0.7384 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9180   -0.7792    0.3487 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6941   -3.2583   -0.3792 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0381   -2.8927   -0.5335 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0764   -2.0095    0.7223 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9849   -0.1320   -1.5741 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8222    1.0696    2.2024 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1962    2.3613   -0.5510 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5610    2.6392    0.1496 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8902    0.7189    0.9849 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7989   -1.4933    1.1047 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4030   -1.7441    0.3884 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  3  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  1  0
  8 10  2  0
 10 11  1  0
 10 12  1  0
 12 13  2  0
 13 14  1  0
  3 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 13  6  1  0
 20 15  1  0
  1 21  1  0
  1 22  1  0
  1 23  1  0
  7 24  1  0
 12 25  1  0
 16 26  1  0
 17 27  1  0
 18 28  1  0
 19 29  1  0
 20 30  1  0
M  END


  Mrv0541 05061306082D          

 20 21  0  0  0  0            999 V2000
    1.5395    6.7914    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8250    3.0789    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5395    3.4914    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1105    3.4914    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5395    4.3164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1105    4.3164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4125    7.6974    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2375    6.2684    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8250    4.7289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2375    7.6974    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6500    6.9829    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    6.9829    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4125    6.2684    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6500    8.4118    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
   -2.4750    6.9829    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    0.8250    6.9829    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    0.8250    6.3789    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    5.5539    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8250    5.5539    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
    1.6500    5.5539    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
  3  2  2  0  0  0  0
  4  2  1  0  0  0  0
  5  3  1  0  0  0  0
  6  4  2  0  0  0  0
  9  5  2  0  0  0  0
  9  6  1  0  0  0  0
 10  7  2  0  0  0  0
 11  8  2  0  0  0  0
 11 10  1  0  0  0  0
 12  7  1  0  0  0  0
 13  8  1  0  0  0  0
 13 12  2  0  0  0  0
 14 10  1  0  0  0  0
 15 11  1  0  0  0  0
 16 12  1  0  0  0  0
 17  1  1  0  0  0  0
 18 13  1  0  0  0  0
 19  9  1  0  0  0  0
 19 17  1  0  0  0  0
 19 18  1  0  0  0  0
 20 19  2  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0031798

> <DATABASE_NAME>
hmdb

> <SMILES>
COP(=S)(OC1=C(Cl)C=C(Br)C(Cl)=C1)C1=CC=CC=C1

> <INCHI_IDENTIFIER>
InChI=1S/C13H10BrCl2O2PS/c1-17-19(20,9-5-3-2-4-6-9)18-13-8-11(15)10(14)7-12(13)16/h2-8H,1H3

> <INCHI_KEY>
CVRALZAYCYJELZ-UHFFFAOYSA-N

> <FORMULA>
C13H10BrCl2O2PS

> <MOLECULAR_WEIGHT>
412.066

> <EXACT_MASS>
409.869954827

> <JCHEM_ACCEPTOR_COUNT>
0

> <JCHEM_AVERAGE_POLARIZABILITY>
34.211515514556716

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
O-4-bromo-2,5-dichlorophenyl O-methyl phenylphosphonothioate

> <ALOGPS_LOGP>
6.37

> <JCHEM_LOGP>
6.177899999999999

> <ALOGPS_LOGS>
-6.79

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_POLAR_SURFACE_AREA>
18.46

> <JCHEM_REFRACTIVITY>
91.21190000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
6.63e-05 g/l

> <JCHEM_TRADITIONAL_IUPAC>
O-4-bromo-2,5-dichlorophenyl O-methyl phenylphosphonothioate

> <JCHEM_VEBER_RULE>
1

$$$$

HMDB0031798
     RDKit          3D
(±)-Leptophos
 30 31  0  0  0  0  0  0  0  0999 V2000
    0.0566   -2.4277   -0.2989 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1577   -1.4478   -1.2601 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4579    0.0625   -0.6206 P   0  0  0  0  0  5  0  0  0  0  0  0
   -0.1577    1.2090   -1.9052 S   0  0  0  0  0  0  0  0  0  0  0  0
    0.6116    0.4720    0.6570 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9885    0.4708    0.4890 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5793    0.1371   -0.7239 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9519    0.1333   -0.9000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6681   -0.2950   -2.4518 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    4.7854    0.4672    0.1442 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6859    0.4857   -0.0183 Br  0  0  0  0  0  0  0  0  0  0  0  0
    4.1992    0.7972    1.3437 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8292    0.8022    1.5240 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0867    1.2241    3.0568 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -2.1609    0.2782   -0.1194 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7870    1.5139   -0.1810 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1004    1.6613    0.2096 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8492    0.6036    0.6750 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2318   -0.6275    0.7384 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9180   -0.7792    0.3487 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6941   -3.2583   -0.3792 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0381   -2.8927   -0.5335 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0764   -2.0095    0.7223 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9849   -0.1320   -1.5741 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8222    1.0696    2.2024 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1962    2.3613   -0.5510 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5610    2.6392    0.1496 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8902    0.7189    0.9849 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7989   -1.4933    1.1047 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4030   -1.7441    0.3884 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  3  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  1  0
  8 10  2  0
 10 11  1  0
 10 12  1  0
 12 13  2  0
 13 14  1  0
  3 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 13  6  1  0
 20 15  1  0
  1 21  1  0
  1 22  1  0
  1 23  1  0
  7 24  1  0
 12 25  1  0
 16 26  1  0
 17 27  1  0
 18 28  1  0
 19 29  1  0
 20 30  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       2.874  12.677   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       1.540   5.747   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       2.874   6.517   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       0.206   6.517   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       2.874   8.057   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       0.206   8.057   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -0.770  14.368   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -2.310  11.701   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       1.540   8.827   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -2.310  14.368   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -3.080  13.035   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       0.000  13.035   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -0.770  11.701   0.000  0.00  0.00           C+0
HETATM   14 Br   UNK     0      -3.080  15.702   0.000  0.00  0.00          Br+0
HETATM   15 Cl   UNK     0      -4.620  13.035   0.000  0.00  0.00          Cl+0
HETATM   16 Cl   UNK     0       1.540  13.035   0.000  0.00  0.00          Cl+0
HETATM   17  O   UNK     0       1.540  11.907   0.000  0.00  0.00           O+0
HETATM   18  O   UNK     0       0.000  10.367   0.000  0.00  0.00           O+0
HETATM   19  P   UNK     0       1.540  10.367   0.000  0.00  0.00           P+0
HETATM   20  S   UNK     0       3.080  10.367   0.000  0.00  0.00           S+0
CONECT    1   17                                                            
CONECT    2    3    4                                                       
CONECT    3    2    5                                                       
CONECT    4    2    6                                                       
CONECT    5    3    9                                                       
CONECT    6    4    9                                                       
CONECT    7   10   12                                                       
CONECT    8   11   13                                                       
CONECT    9    5    6   19                                                  
CONECT   10    7   11   14                                                  
CONECT   11    8   10   15                                                  
CONECT   12    7   13   16                                                  
CONECT   13    8   12   18                                                  
CONECT   14   10                                                            
CONECT   15   11                                                            
CONECT   16   12                                                            
CONECT   17    1   19                                                       
CONECT   18   13   19                                                       
CONECT   19    9   17   18   20                                             
CONECT   20   19                                                            
MASTER        0    0    0    0    0    0    0    0   20    0   42    0
END

COMPND    HMDB0031798
HETATM    1  C1  UNL     1       0.057  -2.428  -0.299  1.00  0.00           C  
HETATM    2  O1  UNL     1      -0.158  -1.448  -1.260  1.00  0.00           O  
HETATM    3  P1  UNL     1      -0.458   0.063  -0.621  1.00  0.00           P  
HETATM    4  S1  UNL     1      -0.158   1.209  -1.905  1.00  0.00           S  
HETATM    5  O2  UNL     1       0.612   0.472   0.657  1.00  0.00           O  
HETATM    6  C2  UNL     1       1.989   0.471   0.489  1.00  0.00           C  
HETATM    7  C3  UNL     1       2.579   0.137  -0.724  1.00  0.00           C  
HETATM    8  C4  UNL     1       3.952   0.133  -0.900  1.00  0.00           C  
HETATM    9 CL1  UNL     1       4.668  -0.295  -2.452  1.00  0.00          CL  
HETATM   10  C5  UNL     1       4.785   0.467   0.144  1.00  0.00           C  
HETATM   11 BR1  UNL     1       6.686   0.486  -0.018  1.00  0.00          BR  
HETATM   12  C6  UNL     1       4.199   0.797   1.344  1.00  0.00           C  
HETATM   13  C7  UNL     1       2.829   0.802   1.524  1.00  0.00           C  
HETATM   14 CL2  UNL     1       2.087   1.224   3.057  1.00  0.00          CL  
HETATM   15  C8  UNL     1      -2.161   0.278  -0.119  1.00  0.00           C  
HETATM   16  C9  UNL     1      -2.787   1.514  -0.181  1.00  0.00           C  
HETATM   17  C10 UNL     1      -4.100   1.661   0.210  1.00  0.00           C  
HETATM   18  C11 UNL     1      -4.849   0.604   0.675  1.00  0.00           C  
HETATM   19  C12 UNL     1      -4.232  -0.627   0.738  1.00  0.00           C  
HETATM   20  C13 UNL     1      -2.918  -0.779   0.349  1.00  0.00           C  
HETATM   21  H1  UNL     1      -0.694  -3.258  -0.379  1.00  0.00           H  
HETATM   22  H2  UNL     1       1.038  -2.893  -0.534  1.00  0.00           H  
HETATM   23  H3  UNL     1       0.076  -2.009   0.722  1.00  0.00           H  
HETATM   24  H4  UNL     1       1.985  -0.132  -1.574  1.00  0.00           H  
HETATM   25  H5  UNL     1       4.822   1.070   2.202  1.00  0.00           H  
HETATM   26  H6  UNL     1      -2.196   2.361  -0.551  1.00  0.00           H  
HETATM   27  H7  UNL     1      -4.561   2.639   0.150  1.00  0.00           H  
HETATM   28  H8  UNL     1      -5.890   0.719   0.985  1.00  0.00           H  
HETATM   29  H9  UNL     1      -4.799  -1.493   1.105  1.00  0.00           H  
HETATM   30  H10 UNL     1      -2.403  -1.744   0.388  1.00  0.00           H  
CONECT    1    2   21   22   23
CONECT    2    3
CONECT    3    4    4    5   15
CONECT    5    6
CONECT    6    7    7   13
CONECT    7    8   24
CONECT    8    9   10   10
CONECT   10   11   12
CONECT   12   13   13   25
CONECT   13   14
CONECT   15   16   16   20
CONECT   16   17   26
CONECT   17   18   18   27
CONECT   18   19   28
CONECT   19   20   20   29
CONECT   20   30
END

HMDB0031798
     RDKit          3D
(±)-Leptophos
 30 31  0  0  0  0  0  0  0  0999 V2000
    0.0566   -2.4277   -0.2989 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1577   -1.4478   -1.2601 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4579    0.0625   -0.6206 P   0  0  0  0  0  5  0  0  0  0  0  0
   -0.1577    1.2090   -1.9052 S   0  0  0  0  0  0  0  0  0  0  0  0
    0.6116    0.4720    0.6570 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9885    0.4708    0.4890 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5793    0.1371   -0.7239 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9519    0.1333   -0.9000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6681   -0.2950   -2.4518 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    4.7854    0.4672    0.1442 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6859    0.4857   -0.0183 Br  0  0  0  0  0  0  0  0  0  0  0  0
    4.1992    0.7972    1.3437 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8292    0.8022    1.5240 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0867    1.2241    3.0568 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -2.1609    0.2782   -0.1194 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7870    1.5139   -0.1810 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1004    1.6613    0.2096 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8492    0.6036    0.6750 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2318   -0.6275    0.7384 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9180   -0.7792    0.3487 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6941   -3.2583   -0.3792 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0381   -2.8927   -0.5335 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0764   -2.0095    0.7223 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9849   -0.1320   -1.5741 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8222    1.0696    2.2024 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1962    2.3613   -0.5510 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5610    2.6392    0.1496 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8902    0.7189    0.9849 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7989   -1.4933    1.1047 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4030   -1.7441    0.3884 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  3  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  1  0
  8 10  2  0
 10 11  1  0
 10 12  1  0
 12 13  2  0
 13 14  1  0
  3 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 13  6  1  0
 20 15  1  0
  1 21  1  0
  1 22  1  0
  1 23  1  0
  7 24  1  0
 12 25  1  0
 16 26  1  0
 17 27  1  0
 18 28  1  0
 19 29  1  0
 20 30  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
Phosvel	HMDB
O-4-Bromo-2,5-dichlorophenyl O-methyl phenylphosphonothioic acid	HMDB
Leptophos	HMDB

Chemical Formula

C₁₃H₁₀BrCl₂O₂PS

Average Molecular Weight

412.066

Monoisotopic Molecular Weight

409.869954827

IUPAC Name

O-4-bromo-2,5-dichlorophenyl O-methyl phenylphosphonothioate

Traditional Name

O-4-bromo-2,5-dichlorophenyl O-methyl phenylphosphonothioate

CAS Registry Number

Not Available

SMILES

COP(=S)(OC1=C(Cl)C=C(Br)C(Cl)=C1)C1=CC=CC=C1

InChI Identifier

InChI=1S/C13H10BrCl2O2PS/c1-17-19(20,9-5-3-2-4-6-9)18-13-8-11(15)10(14)7-12(13)16/h2-8H,1H3

InChI Key

CVRALZAYCYJELZ-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as phenyl phenylphosphonothioates. These are aromatic compounds containing a phenylphosphonothioate group, which is O-esterified with another phenyl group. They have the general structure OP(R)(=S)OR', where R,R'=phenyl groups.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Benzene and substituted derivatives

Sub Class

Phenylphosphonothioates

Direct Parent

Phenyl phenylphosphonothioates

Alternative Parents

Substituents

Phenyl phenylphosphonothioate
Phenoxy compound
1,4-dichlorobenzene
Bromobenzene
Chlorobenzene
Halobenzene
Aryl bromide
Aryl chloride
Aryl halide
Organothiophosphorus compound
Organohalogen compound
Organochloride
Organooxygen compound
Organophosphorus compound
Hydrocarbon derivative
Organopnictogen compound
Organic oxygen compound
Organobromide
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Membrane (HMDB: HMDB0031798)
Cell membrane (HMDB: HMDB0031798)

Source

Endogenous

Endogenous (HMDB: HMDB0031798)

Exogenous

Food

Food (HMDB: HMDB0031798)

Exogenous (HMDB: HMDB0031798)

Process

Not Available

Role

Not Available

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	71 - 72 °C	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	6.6e-05 g/L	ALOGPS
logP	6.37	ALOGPS
logP	6.18	ChemAxon
logS	-6.8	ALOGPS
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	0	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	18.46 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	91.21 m³·mol⁻¹	ChemAxon
Polarizability	34.21 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DeepCCS	[M+H]+	168.183	30932474
DeepCCS	[M-H]-	165.825	30932474
DeepCCS	[M-2H]-	198.859	30932474
DeepCCS	[M+Na]+	174.276	30932474
AllCCS	[M+H]+	174.2	32859911
AllCCS	[M+H-H2O]+	171.7	32859911
AllCCS	[M+NH4]+	176.6	32859911
AllCCS	[M+Na]+	177.2	32859911
AllCCS	[M-H]-	139.2	32859911
AllCCS	[M+Na-2H]-	138.3	32859911
AllCCS	[M+HCOO]-	137.5	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.	8.25 minutes	32390414
Predicted by Siyang on May 30, 2022	20.8879 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	0.66 minutes	32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	3077.5 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	839.5 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	310.5 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	585.7 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	468.8 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	949.7 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	900.4 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	106.4 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	1911.0 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	856.6 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	2016.6 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	783.4 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	591.2 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	670.3 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	424.0 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	49.2 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
(??)-Leptophos	COP(=S)(OC1=C(Cl)C=C(Br)C(Cl)=C1)C1=CC=CC=C1	3447.0	Standard polar	33892256
(??)-Leptophos	COP(=S)(OC1=C(Cl)C=C(Br)C(Cl)=C1)C1=CC=CC=C1	2467.0	Standard non polar	33892256
(??)-Leptophos	COP(=S)(OC1=C(Cl)C=C(Br)C(Cl)=C1)C1=CC=CC=C1	2525.3	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 - (±)-Leptophos GC-MS (Non-derivatized) - 70eV, Positive	splash10-00gl-3709000000-3b26b6af0cd6635c78f4	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (±)-Leptophos GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (±)-Leptophos 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 - (±)-Leptophos 10V, Positive-QTOF	splash10-03di-0012900000-0f35a6fa6f68f6c5e749	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (±)-Leptophos 20V, Positive-QTOF	splash10-01ox-0295500000-7995c79041150e92d0bd	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (±)-Leptophos 40V, Positive-QTOF	splash10-000f-2190000000-5cac5bc98c56e3b668b9	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (±)-Leptophos 10V, Negative-QTOF	splash10-0a4i-0102900000-290ff9e1d330e20dc5bf	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (±)-Leptophos 20V, Negative-QTOF	splash10-002r-0977500000-c0b7143c4a64f82f7ac3	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (±)-Leptophos 40V, Negative-QTOF	splash10-016r-1904000000-120b1267d71bd1d59d19	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (±)-Leptophos 10V, Positive-QTOF	splash10-03di-0000900000-857c9d9702acf1515f28	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (±)-Leptophos 20V, Positive-QTOF	splash10-00di-0900400000-6a074b4f6bedf87de026	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (±)-Leptophos 40V, Positive-QTOF	splash10-00b9-2719000000-4b36f40bba9820d0fe26	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (±)-Leptophos 10V, Negative-QTOF	splash10-0a4i-0000900000-0bff5b7dae12cb639a02	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (±)-Leptophos 20V, Negative-QTOF	splash10-0a4i-0000900000-0bff5b7dae12cb639a02	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (±)-Leptophos 40V, Negative-QTOF	splash10-0019-4292000000-aa3b5e733e2ea15510ae	2021-09-22	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Membrane

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

FDB008471

KNApSAcK ID

Not Available

Chemspider ID

28496

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

30709

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 (±)-Leptophos (HMDB0031798)

MOL for HMDB0031798 ((±)-Leptophos)

3D MOL for HMDB0031798 ((±)-Leptophos)

3D SDF for HMDB0031798 ((±)-Leptophos)

3D-SDF for HMDB0031798 ((±)-Leptophos)

PDB for HMDB0031798 ((±)-Leptophos)

3D PDB for HMDB0031798 ((±)-Leptophos)

SMILES for HMDB0031798 ((±)-Leptophos)

INCHI for HMDB0031798 ((±)-Leptophos)

Structure for HMDB0031798 ((±)-Leptophos)

3D Structure for HMDB0031798 ((±)-Leptophos)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra