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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 11:12:54 UTC

Update Date

2021-09-26 23:06:01 UTC

HMDB ID

HMDB0253044

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Haloxon

Description

Haloxon belongs to the class of organic compounds known as coumarins and derivatives. These are polycyclic aromatic compounds containing a 1-benzopyran moiety with a ketone group at the C2 carbon atom (1-benzopyran-2-one). Based on a literature review very few articles have been published on Haloxon. This compound has been identified in human blood as reported by (PMID: 31557052 ). Haloxon is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically Haloxon 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

HMDB0253044
     RDKit          3D
Haloxon
 38 39  0  0  0  0  0  0  0  0999 V2000
    5.1397   -0.8580    0.4986 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0515    0.0350   -0.0004 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3424    1.1915   -0.7000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0568    1.5424   -0.9678 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    3.3213    2.0013   -1.1361 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6314    3.0648   -1.7780 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0977    1.6528   -0.8767 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7874    0.5658   -0.2167 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4506    0.2502    0.0306 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0135   -0.8496    0.7087 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2921   -1.1257    0.9347 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5765   -0.1538    0.2349 P   0  0  0  0  0  5  0  0  0  0  0  0
   -3.7925   -0.3348    1.1474 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2066    1.3698    0.0616 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0133    2.3957   -0.2282 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1775    3.6876   -0.1421 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9123    3.5735   -1.3789 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -2.8879   -1.0681   -1.1811 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0180   -1.8812   -0.8798 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4910   -3.2440   -0.4280 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4946   -4.0812   -1.5698 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    1.0126   -1.7078    1.1710 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3631   -1.4589    0.9628 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7276   -0.3265    0.2723 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4780   -0.4831    1.5014 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9850   -0.6791   -0.2367 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9011   -1.9183    0.4607 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2557    0.9597   -0.3580 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2544    2.3304   -1.3511 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9522    2.5219    0.3400 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6570    3.5903    0.8516 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7700    4.5876   -0.2187 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6196   -1.4150   -0.1471 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5121   -2.0880   -1.8787 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3739   -3.8536   -0.1428 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9335   -3.0685    0.5676 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6958   -2.6015    1.6861 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1351   -2.1238    1.3070 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
  3  5  1  0
  5  6  2  0
  5  7  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  2  0
 12 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 12 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 10 22  2  0
 22 23  1  0
 23 24  2  0
 24  2  1  0
 24  8  1  0
  1 25  1  0
  1 26  1  0
  1 27  1  0
  9 28  1  0
 15 29  1  0
 15 30  1  0
 16 31  1  0
 16 32  1  0
 19 33  1  0
 19 34  1  0
 20 35  1  0
 20 36  1  0
 22 37  1  0
 23 38  1  0
M  END


  Mrv1572001261617142D          

 24 25  0  0  0  0            999 V2000
    2.8579    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0625   -1.7605    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2375   -1.7605    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    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
    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
   -1.4289   -4.9500    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -2.4750   -1.0461    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -0.0000    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8250   -2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -3.3000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8250   -2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -2.4750    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
  3  2  2  0  0  0  0
  6  4  1  0  0  0  0
  7  5  1  0  0  0  0
  9  1  1  0  0  0  0
 10  2  1  0  0  0  0
 10  8  2  0  0  0  0
 11  3  1  0  0  0  0
 11  9  1  0  0  0  0
 12  8  1  0  0  0  0
 12 11  2  0  0  0  0
 13  9  2  0  0  0  0
 14 13  1  0  0  0  0
 15  4  1  0  0  0  0
 16  5  1  0  0  0  0
 17 13  1  0  0  0  0
 18 14  2  0  0  0  0
 20  6  1  0  0  0  0
 21  7  1  0  0  0  0
 22 12  1  0  0  0  0
 22 14  1  0  0  0  0
 23 10  1  0  0  0  0
 24 19  2  0  0  0  0
 24 20  1  0  0  0  0
 24 21  1  0  0  0  0
 24 23  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0253044

> <DATABASE_NAME>
hmdb

> <SMILES>
CC1=C(Cl)C(=O)OC2=C1C=CC(OP(=O)(OCCCl)OCCCl)=C2

> <INCHI_IDENTIFIER>
InChI=1S/C14H14Cl3O6P/c1-9-11-3-2-10(8-12(11)22-14(18)13(9)17)23-24(19,20-6-4-15)21-7-5-16/h2-3,8H,4-7H2,1H3

> <INCHI_KEY>
KULDXINYXFTXMO-UHFFFAOYSA-N

> <FORMULA>
C14H14Cl3O6P

> <MOLECULAR_WEIGHT>
415.58

> <EXACT_MASS>
413.9593583

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
38

> <JCHEM_AVERAGE_POLARIZABILITY>
37.1026303994959

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
3-chloro-4-methyl-2-oxo-2H-chromen-7-yl bis(2-chloroethyl) phosphate

> <ALOGPS_LOGP>
3.40

> <JCHEM_LOGP>
3.8710105363333343

> <ALOGPS_LOGS>
-4.30

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-7.331265478001987

> <JCHEM_POLAR_SURFACE_AREA>
71.06000000000002

> <JCHEM_REFRACTIVITY>
91.1269

> <JCHEM_ROTATABLE_BOND_COUNT>
8

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.06e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
haloxon

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0253044
     RDKit          3D
Haloxon
 38 39  0  0  0  0  0  0  0  0999 V2000
    5.1397   -0.8580    0.4986 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0515    0.0350   -0.0004 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3424    1.1915   -0.7000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0568    1.5424   -0.9678 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    3.3213    2.0013   -1.1361 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6314    3.0648   -1.7780 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0977    1.6528   -0.8767 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7874    0.5658   -0.2167 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4506    0.2502    0.0306 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0135   -0.8496    0.7087 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2921   -1.1257    0.9347 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5765   -0.1538    0.2349 P   0  0  0  0  0  5  0  0  0  0  0  0
   -3.7925   -0.3348    1.1474 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2066    1.3698    0.0616 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0133    2.3957   -0.2282 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1775    3.6876   -0.1421 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9123    3.5735   -1.3789 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -2.8879   -1.0681   -1.1811 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0180   -1.8812   -0.8798 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4910   -3.2440   -0.4280 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4946   -4.0812   -1.5698 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    1.0126   -1.7078    1.1710 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3631   -1.4589    0.9628 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7276   -0.3265    0.2723 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4780   -0.4831    1.5014 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9850   -0.6791   -0.2367 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9011   -1.9183    0.4607 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2557    0.9597   -0.3580 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2544    2.3304   -1.3511 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9522    2.5219    0.3400 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6570    3.5903    0.8516 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7700    4.5876   -0.2187 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6196   -1.4150   -0.1471 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5121   -2.0880   -1.8787 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3739   -3.8536   -0.1428 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9335   -3.0685    0.5676 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6958   -2.6015    1.6861 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1351   -2.1238    1.3070 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
  3  5  1  0
  5  6  2  0
  5  7  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  2  0
 12 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 12 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 10 22  2  0
 22 23  1  0
 23 24  2  0
 24  2  1  0
 24  8  1  0
  1 25  1  0
  1 26  1  0
  1 27  1  0
  9 28  1  0
 15 29  1  0
 15 30  1  0
 16 31  1  0
 16 32  1  0
 19 33  1  0
 19 34  1  0
 20 35  1  0
 20 36  1  0
 22 37  1  0
 23 38  1  0
M  END

HEADER    PROTEIN                                 26-JAN-16   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   26-JAN-16         0                                  
HETATM    1  C   UNK     0       5.335   1.540   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -1.334  -8.470   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -3.850  -3.286   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -1.334  -6.930   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -2.310  -3.286   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       2.667  -3.080   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       5.335   0.000   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       1.334  -2.310   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       4.001  -2.310   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       6.668  -0.770   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       6.668  -2.310   0.000  0.00  0.00           C+0
HETATM   15 Cl   UNK     0      -2.667  -9.240   0.000  0.00  0.00          Cl+0
HETATM   16 Cl   UNK     0      -4.620  -1.953   0.000  0.00  0.00          Cl+0
HETATM   17 Cl   UNK     0       8.002  -0.000   0.000  0.00  0.00          Cl+0
HETATM   18  O   UNK     0       8.002  -3.080   0.000  0.00  0.00           O+0
HETATM   19  O   UNK     0       1.540  -4.620   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0       0.000  -6.160   0.000  0.00  0.00           O+0
HETATM   21  O   UNK     0      -1.540  -4.620   0.000  0.00  0.00           O+0
HETATM   22  O   UNK     0       5.335  -3.080   0.000  0.00  0.00           O+0
HETATM   23  O   UNK     0       0.000  -3.080   0.000  0.00  0.00           O+0
HETATM   24  P   UNK     0       0.000  -4.620   0.000  0.00  0.00           P+0
CONECT    1    9                                                            
CONECT    2    3   10                                                       
CONECT    3    2   11                                                       
CONECT    4    6   15                                                       
CONECT    5    7   16                                                       
CONECT    6    4   20                                                       
CONECT    7    5   21                                                       
CONECT    8   10   12                                                       
CONECT    9    1   11   13                                                  
CONECT   10    2    8   23                                                  
CONECT   11    3    9   12                                                  
CONECT   12    8   11   22                                                  
CONECT   13    9   14   17                                                  
CONECT   14   13   18   22                                                  
CONECT   15    4                                                            
CONECT   16    5                                                            
CONECT   17   13                                                            
CONECT   18   14                                                            
CONECT   19   24                                                            
CONECT   20    6   24                                                       
CONECT   21    7   24                                                       
CONECT   22   12   14                                                       
CONECT   23   10   24                                                       
CONECT   24   19   20   21   23                                             
MASTER        0    0    0    0    0    0    0    0   24    0   50    0
END

COMPND    HMDB0253044
HETATM    1  C1  UNL     1       5.140  -0.858   0.499  1.00  0.00           C  
HETATM    2  C2  UNL     1       4.051   0.035  -0.000  1.00  0.00           C  
HETATM    3  C3  UNL     1       4.342   1.191  -0.700  1.00  0.00           C  
HETATM    4 CL1  UNL     1       6.057   1.542  -0.968  1.00  0.00          CL  
HETATM    5  C4  UNL     1       3.321   2.001  -1.136  1.00  0.00           C  
HETATM    6  O1  UNL     1       3.631   3.065  -1.778  1.00  0.00           O  
HETATM    7  O2  UNL     1       2.098   1.653  -0.877  1.00  0.00           O  
HETATM    8  C5  UNL     1       1.787   0.566  -0.217  1.00  0.00           C  
HETATM    9  C6  UNL     1       0.451   0.250   0.031  1.00  0.00           C  
HETATM   10  C7  UNL     1       0.014  -0.850   0.709  1.00  0.00           C  
HETATM   11  O3  UNL     1      -1.292  -1.126   0.935  1.00  0.00           O  
HETATM   12  P1  UNL     1      -2.576  -0.154   0.235  1.00  0.00           P  
HETATM   13  O4  UNL     1      -3.792  -0.335   1.147  1.00  0.00           O  
HETATM   14  O5  UNL     1      -2.207   1.370   0.062  1.00  0.00           O  
HETATM   15  C8  UNL     1      -3.013   2.396  -0.228  1.00  0.00           C  
HETATM   16  C9  UNL     1      -2.177   3.688  -0.142  1.00  0.00           C  
HETATM   17 CL2  UNL     1      -0.912   3.574  -1.379  1.00  0.00          CL  
HETATM   18  O6  UNL     1      -2.888  -1.068  -1.181  1.00  0.00           O  
HETATM   19  C10 UNL     1      -4.018  -1.881  -0.880  1.00  0.00           C  
HETATM   20  C11 UNL     1      -3.491  -3.244  -0.428  1.00  0.00           C  
HETATM   21 CL3  UNL     1      -2.495  -4.081  -1.570  1.00  0.00          CL  
HETATM   22  C12 UNL     1       1.013  -1.708   1.171  1.00  0.00           C  
HETATM   23  C13 UNL     1       2.363  -1.459   0.963  1.00  0.00           C  
HETATM   24  C14 UNL     1       2.728  -0.327   0.272  1.00  0.00           C  
HETATM   25  H1  UNL     1       5.478  -0.483   1.501  1.00  0.00           H  
HETATM   26  H2  UNL     1       5.985  -0.679  -0.237  1.00  0.00           H  
HETATM   27  H3  UNL     1       4.901  -1.918   0.461  1.00  0.00           H  
HETATM   28  H4  UNL     1      -0.256   0.960  -0.358  1.00  0.00           H  
HETATM   29  H5  UNL     1      -3.254   2.330  -1.351  1.00  0.00           H  
HETATM   30  H6  UNL     1      -3.952   2.522   0.340  1.00  0.00           H  
HETATM   31  H7  UNL     1      -1.657   3.590   0.852  1.00  0.00           H  
HETATM   32  H8  UNL     1      -2.770   4.588  -0.219  1.00  0.00           H  
HETATM   33  H9  UNL     1      -4.620  -1.415  -0.147  1.00  0.00           H  
HETATM   34  H10 UNL     1      -4.512  -2.088  -1.879  1.00  0.00           H  
HETATM   35  H11 UNL     1      -4.374  -3.854  -0.143  1.00  0.00           H  
HETATM   36  H12 UNL     1      -2.934  -3.068   0.568  1.00  0.00           H  
HETATM   37  H13 UNL     1       0.696  -2.601   1.686  1.00  0.00           H  
HETATM   38  H14 UNL     1       3.135  -2.124   1.307  1.00  0.00           H  
CONECT    1    2   25   26   27
CONECT    2    3    3   24
CONECT    3    4    5
CONECT    5    6    6    7
CONECT    7    8
CONECT    8    9    9   24
CONECT    9   10   28
CONECT   10   11   22   22
CONECT   11   12
CONECT   12   13   13   14   18
CONECT   14   15
CONECT   15   16   29   30
CONECT   16   17   31   32
CONECT   18   19
CONECT   19   20   33   34
CONECT   20   21   35   36
CONECT   22   23   37
CONECT   23   24   24   38
END

HMDB0253044
     RDKit          3D
Haloxon
 38 39  0  0  0  0  0  0  0  0999 V2000
    5.1397   -0.8580    0.4986 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0515    0.0350   -0.0004 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3424    1.1915   -0.7000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0568    1.5424   -0.9678 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    3.3213    2.0013   -1.1361 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6314    3.0648   -1.7780 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0977    1.6528   -0.8767 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7874    0.5658   -0.2167 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4506    0.2502    0.0306 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0135   -0.8496    0.7087 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2921   -1.1257    0.9347 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5765   -0.1538    0.2349 P   0  0  0  0  0  5  0  0  0  0  0  0
   -3.7925   -0.3348    1.1474 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2066    1.3698    0.0616 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0133    2.3957   -0.2282 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1775    3.6876   -0.1421 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9123    3.5735   -1.3789 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -2.8879   -1.0681   -1.1811 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0180   -1.8812   -0.8798 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4910   -3.2440   -0.4280 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4946   -4.0812   -1.5698 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    1.0126   -1.7078    1.1710 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3631   -1.4589    0.9628 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7276   -0.3265    0.2723 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4780   -0.4831    1.5014 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9850   -0.6791   -0.2367 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9011   -1.9183    0.4607 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2557    0.9597   -0.3580 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2544    2.3304   -1.3511 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9522    2.5219    0.3400 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6570    3.5903    0.8516 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7700    4.5876   -0.2187 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6196   -1.4150   -0.1471 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5121   -2.0880   -1.8787 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3739   -3.8536   -0.1428 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9335   -3.0685    0.5676 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6958   -2.6015    1.6861 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1351   -2.1238    1.3070 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
  3  5  1  0
  5  6  2  0
  5  7  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  2  0
 12 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 12 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 10 22  2  0
 22 23  1  0
 23 24  2  0
 24  2  1  0
 24  8  1  0
  1 25  1  0
  1 26  1  0
  1 27  1  0
  9 28  1  0
 15 29  1  0
 15 30  1  0
 16 31  1  0
 16 32  1  0
 19 33  1  0
 19 34  1  0
 20 35  1  0
 20 36  1  0
 22 37  1  0
 23 38  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
Haloxon	MeSH
Phosphoric acid-bis(2-chloroethyl)(3-chloro-4-methyl-7-coumarin)	MeSH
Eustidil	MeSH
3-Chloro-4-methyl-2-oxo-2H-chromen-7-yl bis(2-chloroethyl) phosphoric acid	Generator

Chemical Formula

C₁₄H₁₄Cl₃O₆P

Average Molecular Weight

415.58

Monoisotopic Molecular Weight

413.9593583

IUPAC Name

3-chloro-4-methyl-2-oxo-2H-chromen-7-yl bis(2-chloroethyl) phosphate

Traditional Name

haloxon

CAS Registry Number

Not Available

SMILES

CC1=C(Cl)C(=O)OC2=C1C=CC(OP(=O)(OCCCl)OCCCl)=C2

InChI Identifier

InChI=1S/C14H14Cl3O6P/c1-9-11-3-2-10(8-12(11)22-14(18)13(9)17)23-24(19,20-6-4-15)21-7-5-16/h2-3,8H,4-7H2,1H3

InChI Key

KULDXINYXFTXMO-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as coumarins and derivatives. These are polycyclic aromatic compounds containing a 1-benzopyran moiety with a ketone group at the C2 carbon atom (1-benzopyran-2-one).

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Coumarins and derivatives

Sub Class

Not Available

Direct Parent

Coumarins and derivatives

Alternative Parents

Substituents

Coumarin
Benzopyran
1-benzopyran
Pyranone
Dialkyl phosphate
Aryl chloride
Aryl halide
Organic phosphoric acid derivative
Phosphoric acid ester
Pyran
Alkyl phosphate
Benzenoid
Heteroaromatic compound
Lactone
Oxacycle
Organoheterocyclic compound
Alkyl chloride
Organooxygen compound
Organochloride
Organohalogen compound
Hydrocarbon derivative
Alkyl halide
Organic oxygen compound
Organic oxide
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)

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	3.4	ALOGPS
logP	3.87	ChemAxon
logS	-4.3	ALOGPS
pKa (Strongest Basic)	-7.3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	71.06 Å²	ChemAxon
Rotatable Bond Count	8	ChemAxon
Refractivity	91.13 m³·mol⁻¹	ChemAxon
Polarizability	37.1 Å³	ChemAxon
Number of Rings	2	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]+	178.421	30932474
DeepCCS	[M-H]-	176.063	30932474
DeepCCS	[M-2H]-	209.001	30932474
DeepCCS	[M+Na]+	184.514	30932474
AllCCS	[M+H]+	181.9	32859911
AllCCS	[M+H-H2O]+	179.3	32859911
AllCCS	[M+NH4]+	184.3	32859911
AllCCS	[M+Na]+	185.0	32859911
AllCCS	[M-H]-	174.5	32859911
AllCCS	[M+Na-2H]-	174.2	32859911
AllCCS	[M+HCOO]-	173.9	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Haloxon	CC1=C(Cl)C(=O)OC2=C1C=CC(OP(=O)(OCCCl)OCCCl)=C2	3703.7	Standard polar	33892256
Haloxon	CC1=C(Cl)C(=O)OC2=C1C=CC(OP(=O)(OCCCl)OCCCl)=C2	2980.6	Standard non polar	33892256
Haloxon	CC1=C(Cl)C(=O)OC2=C1C=CC(OP(=O)(OCCCl)OCCCl)=C2	3020.7	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 - Haloxon GC-MS (Non-derivatized) - 70eV, Positive	splash10-0udr-0039000000-ee4c75fd47a93e4d347b	2021-09-23	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Haloxon 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 - Haloxon 10V, Positive-QTOF	splash10-03di-9125600000-d056ba874ebe8b3fca41	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Haloxon 20V, Positive-QTOF	splash10-03di-8239200000-6e291c734e99d5b5ffea	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Haloxon 40V, Positive-QTOF	splash10-03di-9310000000-f68c55ed6d76088557ba	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Haloxon 10V, Negative-QTOF	splash10-0w30-0249300000-e64a4c4bfa2f7183420b	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Haloxon 20V, Negative-QTOF	splash10-0h3r-0359100000-84b393fff16794fd03bf	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Haloxon 40V, Negative-QTOF	splash10-0abc-2972000000-64a0be4a44e3bcd47f20	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Haloxon 10V, Positive-QTOF	splash10-03di-0000900000-00c5aa73437b835dcbae	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Haloxon 20V, Positive-QTOF	splash10-0006-0090000000-503a94cd4aff42efe3ef	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Haloxon 40V, Positive-QTOF	splash10-0229-3492000000-b4d3c1a9f7e0aac7eeae	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Haloxon 10V, Negative-QTOF	splash10-03dl-0702900000-3cd4f6205a418d5a43bd	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Haloxon 20V, Negative-QTOF	splash10-03k9-0439300000-095cc10220469ba9baad	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Haloxon 40V, Negative-QTOF	splash10-00rf-1941000000-f160649ab90c1c7884b7	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

DB11419

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

9082

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Haloxon

METLIN ID

Not Available

PubChem Compound

Not Available

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Barupal DK, Fiehn O: Generating the Blood Exposome Database Using a Comprehensive Text Mining and Database Fusion Approach. Environ Health Perspect. 2019 Sep;127(9):97008. doi: 10.1289/EHP4713. Epub 2019 Sep 26. [PubMed:31557052 ]

Showing metabocard for Haloxon (HMDB0253044)

MOL for HMDB0253044 (Haloxon)

3D MOL for HMDB0253044 (Haloxon)

3D SDF for HMDB0253044 (Haloxon)

3D-SDF for HMDB0253044 (Haloxon)

PDB for HMDB0253044 (Haloxon)

3D PDB for HMDB0253044 (Haloxon)

SMILES for HMDB0253044 (Haloxon)

INCHI for HMDB0253044 (Haloxon)

Structure for HMDB0253044 (Haloxon)

3D Structure for HMDB0253044 (Haloxon)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra