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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 06:32:11 UTC

Update Date

2021-09-26 23:00:45 UTC

HMDB ID

HMDB0249713

Secondary Accession Numbers

None

Metabolite Identification

Common Name

4H-1,3,2-Benzodioxaphosphorin, 2-(2-methylphenoxy)-, 2-oxide

Description

4H-1,3,2-Benzodioxaphosphorin, 2-(2-methylphenoxy)-, 2-oxide, also known as 0-tosylsaligenin phosphate or 2-(2-cresyl)-4H-1-3-2-benzodioxaphosphorin-2-oxide, belongs to the class of organic compounds known as aryl phosphotriesters. These are aryl phosphates in which the phosphate is esterified at exactly three positions. Based on a literature review a small amount of articles have been published on 4H-1,3,2-Benzodioxaphosphorin, 2-(2-methylphenoxy)-, 2-oxide. This compound has been identified in human blood as reported by (PMID: 31557052 ). 4h-1,3,2-benzodioxaphosphorin, 2-(2-methylphenoxy)-, 2-oxide is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically 4H-1,3,2-Benzodioxaphosphorin, 2-(2-methylphenoxy)-, 2-oxide 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

HMDB0249713
     RDKit          3D
4H-1,3,2-Benzodioxaphosphorin, 2-(2-methylphenoxy)-, 2-oxide
 32 34  0  0  0  0  0  0  0  0999 V2000
    3.2337    0.9989   -2.2759 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4297    0.4075   -0.9380 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7297    0.3798   -0.4419 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9841   -0.1576    0.7994 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9658   -0.6734    1.5669 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6874   -0.6312    1.0471 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3861   -0.1033   -0.1899 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1119   -0.0577   -0.7156 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2659   -0.6430    0.0766 P   0  0  0  0  0  5  0  0  0  0  0  0
    0.0040   -2.0174    0.6923 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8373    0.4077    1.2691 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8659    1.2187    0.7934 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0195    0.4215    0.2841 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2979    0.7095    0.7108 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3910    0.0081    0.2737 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2295   -1.0226   -0.6216 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9637   -1.3329   -1.0654 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8548   -0.6080   -0.6107 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5661   -0.8987   -1.0411 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1333    0.8622   -2.9311 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4258    0.4125   -2.7828 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9984    2.0830   -2.2490 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5720    0.7711   -1.0008 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9810   -0.1990    1.2232 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1754   -1.0984    2.5517 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8938   -1.0343    1.6481 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2080    1.8315    1.6366 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4672    1.9046    0.0216 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4175    1.5197    1.4135 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4129    0.2344    0.6114 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0966   -1.5634   -0.9551 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8182   -2.1298   -1.7605 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
  9 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
  7  2  1  0
 19  9  1  0
 18 13  1  0
  1 20  1  0
  1 21  1  0
  1 22  1  0
  3 23  1  0
  4 24  1  0
  5 25  1  0
  6 26  1  0
 12 27  1  0
 12 28  1  0
 14 29  1  0
 15 30  1  0
 16 31  1  0
 17 32  1  0
M  END

  Mrv1652309112108322D          

 19 21  0  0  0  0            999 V2000
   -1.7229   -0.8077    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1926   -0.1757    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4748    0.5995    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9445    1.2315    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1320    1.0882    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1501    0.3130    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3802   -0.3190    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0980   -1.0942    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
    0.4323   -2.0127    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 O   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
    2.1434   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  3  4  1  0  0  0  0
  4  5  2  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  2  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
  9 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
 13 18  1  0  0  0  0
 18 19  1  0  0  0  0
  9 19  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0249713

> <DATABASE_NAME>
hmdb

> <SMILES>
CC1=CC=CC=C1OP1(=O)OCC2=CC=CC=C2O1

> <INCHI_IDENTIFIER>
InChI=1S/C14H13O4P/c1-11-6-2-4-8-13(11)17-19(15)16-10-12-7-3-5-9-14(12)18-19/h2-9H,10H2,1H3

> <INCHI_KEY>
LKQSEFCGKYFESN-UHFFFAOYSA-N

> <FORMULA>
C14H13O4P

> <MOLECULAR_WEIGHT>
276.228

> <EXACT_MASS>
276.055145897

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_ATOM_COUNT>
32

> <JCHEM_AVERAGE_POLARIZABILITY>
26.64350474953615

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
2-(2-methylphenoxy)-2,4-dihydro-1,3,2lambda5-benzodioxaphosphinin-2-one

> <ALOGPS_LOGP>
2.64

> <JCHEM_LOGP>
3.694343933333333

> <ALOGPS_LOGS>
-2.43

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-9.293988824159142

> <JCHEM_POLAR_SURFACE_AREA>
44.760000000000005

> <JCHEM_REFRACTIVITY>
71.24980000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.02e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2-(2-methylphenoxy)-4H-1,3,2lambda5-benzodioxaphosphinin-2-one

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0249713
     RDKit          3D
4H-1,3,2-Benzodioxaphosphorin, 2-(2-methylphenoxy)-, 2-oxide
 32 34  0  0  0  0  0  0  0  0999 V2000
    3.2337    0.9989   -2.2759 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4297    0.4075   -0.9380 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7297    0.3798   -0.4419 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9841   -0.1576    0.7994 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9658   -0.6734    1.5669 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6874   -0.6312    1.0471 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3861   -0.1033   -0.1899 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1119   -0.0577   -0.7156 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2659   -0.6430    0.0766 P   0  0  0  0  0  5  0  0  0  0  0  0
    0.0040   -2.0174    0.6923 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8373    0.4077    1.2691 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8659    1.2187    0.7934 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0195    0.4215    0.2841 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2979    0.7095    0.7108 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3910    0.0081    0.2737 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2295   -1.0226   -0.6216 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9637   -1.3329   -1.0654 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8548   -0.6080   -0.6107 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5661   -0.8987   -1.0411 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1333    0.8622   -2.9311 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4258    0.4125   -2.7828 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9984    2.0830   -2.2490 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5720    0.7711   -1.0008 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9810   -0.1990    1.2232 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1754   -1.0984    2.5517 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8938   -1.0343    1.6481 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2080    1.8315    1.6366 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4672    1.9046    0.0216 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4175    1.5197    1.4135 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4129    0.2344    0.6114 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0966   -1.5634   -0.9551 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8182   -2.1298   -1.7605 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
  9 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
  7  2  1  0
 19  9  1  0
 18 13  1  0
  1 20  1  0
  1 21  1  0
  1 22  1  0
  3 23  1  0
  4 24  1  0
  5 25  1  0
  6 26  1  0
 12 27  1  0
 12 28  1  0
 14 29  1  0
 15 30  1  0
 16 31  1  0
 17 32  1  0
M  END

HEADER    PROTEIN                                 11-SEP-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   11-SEP-21         0                                  
HETATM    1  C   UNK     0      -3.216  -1.508   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -2.226  -0.328   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -2.753   1.119   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -1.763   2.299   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -0.246   2.031   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       0.280   0.584   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -0.710  -0.595   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0      -0.183  -2.043   0.000  0.00  0.00           O+0
HETATM    9  P   UNK     0       1.334  -2.310   0.000  0.00  0.00           P+0
HETATM   10  O   UNK     0       0.807  -3.757   0.000  0.00  0.00           O+0
HETATM   11  O   UNK     0       1.334  -0.770   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       5.335   0.000   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       6.668  -0.770   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       6.668  -2.310   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       5.335  -3.080   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       4.001  -2.310   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0       2.667  -3.080   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3    7                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    2    8                                                  
CONECT    8    7    9                                                       
CONECT    9    8   10   11   19                                             
CONECT   10    9                                                            
CONECT   11    9   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12   14   18                                                  
CONECT   14   13   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17   13   19                                                  
CONECT   19   18    9                                                       
MASTER        0    0    0    0    0    0    0    0   19    0   42    0
END

COMPND    HMDB0249713
HETATM    1  C1  UNL     1       3.234   0.999  -2.276  1.00  0.00           C  
HETATM    2  C2  UNL     1       3.430   0.407  -0.938  1.00  0.00           C  
HETATM    3  C3  UNL     1       4.730   0.380  -0.442  1.00  0.00           C  
HETATM    4  C4  UNL     1       4.984  -0.158   0.799  1.00  0.00           C  
HETATM    5  C5  UNL     1       3.966  -0.673   1.567  1.00  0.00           C  
HETATM    6  C6  UNL     1       2.687  -0.631   1.047  1.00  0.00           C  
HETATM    7  C7  UNL     1       2.386  -0.103  -0.190  1.00  0.00           C  
HETATM    8  O1  UNL     1       1.112  -0.058  -0.716  1.00  0.00           O  
HETATM    9  P1  UNL     1      -0.266  -0.643   0.077  1.00  0.00           P  
HETATM   10  O2  UNL     1       0.004  -2.017   0.692  1.00  0.00           O  
HETATM   11  O3  UNL     1      -0.837   0.408   1.269  1.00  0.00           O  
HETATM   12  C8  UNL     1      -1.866   1.219   0.793  1.00  0.00           C  
HETATM   13  C9  UNL     1      -3.019   0.421   0.284  1.00  0.00           C  
HETATM   14  C10 UNL     1      -4.298   0.710   0.711  1.00  0.00           C  
HETATM   15  C11 UNL     1      -5.391   0.008   0.274  1.00  0.00           C  
HETATM   16  C12 UNL     1      -5.229  -1.023  -0.622  1.00  0.00           C  
HETATM   17  C13 UNL     1      -3.964  -1.333  -1.065  1.00  0.00           C  
HETATM   18  C14 UNL     1      -2.855  -0.608  -0.611  1.00  0.00           C  
HETATM   19  O4  UNL     1      -1.566  -0.899  -1.041  1.00  0.00           O  
HETATM   20  H1  UNL     1       4.133   0.862  -2.931  1.00  0.00           H  
HETATM   21  H2  UNL     1       2.426   0.413  -2.783  1.00  0.00           H  
HETATM   22  H3  UNL     1       2.998   2.083  -2.249  1.00  0.00           H  
HETATM   23  H4  UNL     1       5.572   0.771  -1.001  1.00  0.00           H  
HETATM   24  H5  UNL     1       5.981  -0.199   1.223  1.00  0.00           H  
HETATM   25  H6  UNL     1       4.175  -1.098   2.552  1.00  0.00           H  
HETATM   26  H7  UNL     1       1.894  -1.034   1.648  1.00  0.00           H  
HETATM   27  H8  UNL     1      -2.208   1.832   1.637  1.00  0.00           H  
HETATM   28  H9  UNL     1      -1.467   1.905   0.022  1.00  0.00           H  
HETATM   29  H10 UNL     1      -4.417   1.520   1.413  1.00  0.00           H  
HETATM   30  H11 UNL     1      -6.413   0.234   0.611  1.00  0.00           H  
HETATM   31  H12 UNL     1      -6.097  -1.563  -0.955  1.00  0.00           H  
HETATM   32  H13 UNL     1      -3.818  -2.130  -1.760  1.00  0.00           H  
CONECT    1    2   20   21   22
CONECT    2    3    3    7
CONECT    3    4   23
CONECT    4    5    5   24
CONECT    5    6   25
CONECT    6    7    7   26
CONECT    7    8
CONECT    8    9
CONECT    9   10   10   11   19
CONECT   11   12
CONECT   12   13   27   28
CONECT   13   14   14   18
CONECT   14   15   29
CONECT   15   16   16   30
CONECT   16   17   31
CONECT   17   18   18   32
CONECT   18   19
END

HMDB0249713
     RDKit          3D
4H-1,3,2-Benzodioxaphosphorin, 2-(2-methylphenoxy)-, 2-oxide
 32 34  0  0  0  0  0  0  0  0999 V2000
    3.2337    0.9989   -2.2759 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4297    0.4075   -0.9380 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7297    0.3798   -0.4419 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9841   -0.1576    0.7994 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9658   -0.6734    1.5669 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6874   -0.6312    1.0471 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3861   -0.1033   -0.1899 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1119   -0.0577   -0.7156 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2659   -0.6430    0.0766 P   0  0  0  0  0  5  0  0  0  0  0  0
    0.0040   -2.0174    0.6923 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8373    0.4077    1.2691 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8659    1.2187    0.7934 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0195    0.4215    0.2841 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2979    0.7095    0.7108 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3910    0.0081    0.2737 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2295   -1.0226   -0.6216 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9637   -1.3329   -1.0654 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8548   -0.6080   -0.6107 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5661   -0.8987   -1.0411 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1333    0.8622   -2.9311 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4258    0.4125   -2.7828 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9984    2.0830   -2.2490 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5720    0.7711   -1.0008 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9810   -0.1990    1.2232 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1754   -1.0984    2.5517 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8938   -1.0343    1.6481 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2080    1.8315    1.6366 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4672    1.9046    0.0216 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4175    1.5197    1.4135 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4129    0.2344    0.6114 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0966   -1.5634   -0.9551 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8182   -2.1298   -1.7605 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
  9 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
  7  2  1  0
 19  9  1  0
 18 13  1  0
  1 20  1  0
  1 21  1  0
  1 22  1  0
  3 23  1  0
  4 24  1  0
  5 25  1  0
  6 26  1  0
 12 27  1  0
 12 28  1  0
 14 29  1  0
 15 30  1  0
 16 31  1  0
 17 32  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
0-Tosylsaligenin phosphate	HMDB
2-(2-Cresyl)-4H-1-3-2-benzodioxaphosphorin-2-oxide	HMDB
2-(O-Cresyl)-4H-1-3-2-benzodioxaphosphorin-2-oxide	HMDB
2-TSLPH	HMDB
2-Tolylsaligenin phosphate	HMDB
2-Tosylsaligenin phosphate	HMDB
SCOTP	HMDB
Cresylsaligenin phosphate	HMDB
O-TSP	HMDB
Saligenin cyclic-3-tolylphosphate	HMDB

Chemical Formula

C₁₄H₁₃O₄P

Average Molecular Weight

276.228

Monoisotopic Molecular Weight

276.055145897

IUPAC Name

2-(2-methylphenoxy)-2,4-dihydro-1,3,2lambda5-benzodioxaphosphinin-2-one

Traditional Name

2-(2-methylphenoxy)-4H-1,3,2lambda5-benzodioxaphosphinin-2-one

CAS Registry Number

Not Available

SMILES

CC1=CC=CC=C1OP1(=O)OCC2=CC=CC=C2O1

InChI Identifier

InChI=1S/C14H13O4P/c1-11-6-2-4-8-13(11)17-19(15)16-10-12-7-3-5-9-14(12)18-19/h2-9H,10H2,1H3

InChI Key

LKQSEFCGKYFESN-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as aryl phosphotriesters. These are aryl phosphates in which the phosphate is esterified at exactly three positions.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Organic phosphoric acids and derivatives

Sub Class

Phosphate esters

Direct Parent

Aryl phosphotriesters

Alternative Parents

Substituents

Aryl phosphotriester
Phenoxy compound
Toluene
Benzenoid
Monocyclic benzene moiety
Oxacycle
Organoheterocyclic compound
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic 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 (PMID: 31557052)

Process

Not Available

Role

Not Available

Physical Properties

State

Not Available

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
logP	2.64	ALOGPS
logP	3.69	ChemAxon
logS	-2.4	ALOGPS
pKa (Strongest Basic)	-9.3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	1	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	44.76 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	71.25 m³·mol⁻¹	ChemAxon
Polarizability	26.64 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DeepCCS	[M+H]+	151.961	30932474
DeepCCS	[M-H]-	149.603	30932474
DeepCCS	[M-2H]-	182.761	30932474
DeepCCS	[M+Na]+	158.054	30932474
AllCCS	[M+H]+	162.2	32859911
AllCCS	[M+H-H2O]+	158.5	32859911
AllCCS	[M+NH4]+	165.7	32859911
AllCCS	[M+Na]+	166.7	32859911
AllCCS	[M-H]-	161.3	32859911
AllCCS	[M+Na-2H]-	160.6	32859911
AllCCS	[M+HCOO]-	160.0	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
4H-1,3,2-Benzodioxaphosphorin, 2-(2-methylphenoxy)-, 2-oxide	CC1=CC=CC=C1OP1(=O)OCC2=CC=CC=C2O1	3156.2	Standard polar	33892256
4H-1,3,2-Benzodioxaphosphorin, 2-(2-methylphenoxy)-, 2-oxide	CC1=CC=CC=C1OP1(=O)OCC2=CC=CC=C2O1	2206.3	Standard non polar	33892256
4H-1,3,2-Benzodioxaphosphorin, 2-(2-methylphenoxy)-, 2-oxide	CC1=CC=CC=C1OP1(=O)OCC2=CC=CC=C2O1	2203.3	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 - 4H-1,3,2-Benzodioxaphosphorin, 2-(2-methylphenoxy)-, 2-oxide GC-MS (Non-derivatized) - 70eV, Positive	splash10-0a4i-1790000000-1c2c00a4ce4a29a4aaa8	2021-09-23	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 4H-1,3,2-Benzodioxaphosphorin, 2-(2-methylphenoxy)-, 2-oxide 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 - 4H-1,3,2-Benzodioxaphosphorin, 2-(2-methylphenoxy)-, 2-oxide 10V, Positive-QTOF	splash10-004i-0090000000-6859be5eddf6ae90d440	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4H-1,3,2-Benzodioxaphosphorin, 2-(2-methylphenoxy)-, 2-oxide 20V, Positive-QTOF	splash10-004i-0190000000-2e005020b799691ff678	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4H-1,3,2-Benzodioxaphosphorin, 2-(2-methylphenoxy)-, 2-oxide 40V, Positive-QTOF	splash10-00or-9430000000-bd28c562300d186e2e83	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4H-1,3,2-Benzodioxaphosphorin, 2-(2-methylphenoxy)-, 2-oxide 10V, Negative-QTOF	splash10-004i-0090000000-d4e15904a0b3e7307d8b	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4H-1,3,2-Benzodioxaphosphorin, 2-(2-methylphenoxy)-, 2-oxide 20V, Negative-QTOF	splash10-004i-0290000000-34c160ab4e5e3bcc623e	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4H-1,3,2-Benzodioxaphosphorin, 2-(2-methylphenoxy)-, 2-oxide 40V, Negative-QTOF	splash10-03di-9100000000-b87c92d73b035fbaa9c5	2021-10-12	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Blood

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Detected but not Quantified	Not Quantified	Not Specified	Not Specified	Normal	31557052	details

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

94741

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

104993

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 4H-1,3,2-Benzodioxaphosphorin, 2-(2-methylphenoxy)-, 2-oxide (HMDB0249713)

MOL for HMDB0249713 (4H-1,3,2-Benzodioxaphosphorin, 2-(2-methylphenoxy)-, 2-oxide)

3D MOL for HMDB0249713 (4H-1,3,2-Benzodioxaphosphorin, 2-(2-methylphenoxy)-, 2-oxide)

3D SDF for HMDB0249713 (4H-1,3,2-Benzodioxaphosphorin, 2-(2-methylphenoxy)-, 2-oxide)

3D-SDF for HMDB0249713 (4H-1,3,2-Benzodioxaphosphorin, 2-(2-methylphenoxy)-, 2-oxide)

PDB for HMDB0249713 (4H-1,3,2-Benzodioxaphosphorin, 2-(2-methylphenoxy)-, 2-oxide)

3D PDB for HMDB0249713 (4H-1,3,2-Benzodioxaphosphorin, 2-(2-methylphenoxy)-, 2-oxide)

SMILES for HMDB0249713 (4H-1,3,2-Benzodioxaphosphorin, 2-(2-methylphenoxy)-, 2-oxide)

INCHI for HMDB0249713 (4H-1,3,2-Benzodioxaphosphorin, 2-(2-methylphenoxy)-, 2-oxide)

Structure for HMDB0249713 (4H-1,3,2-Benzodioxaphosphorin, 2-(2-methylphenoxy)-, 2-oxide)

3D Structure for HMDB0249713 (4H-1,3,2-Benzodioxaphosphorin, 2-(2-methylphenoxy)-, 2-oxide)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra