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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 11:23:04 UTC

Update Date

2021-09-26 23:06:13 UTC

HMDB ID

HMDB0253167

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Hexyl 2,5-dichlorophenylphosphoroamidate

Description

Hexyl 2,5-dichlorophenylphosphoroamidate, also known as HDCP CPD or hexyl-DCP, belongs to the class of organic compounds known as dichlorobenzenes. Dichlorobenzenes are compounds containing a benzene with exactly two chlorine atoms attached to it. Based on a literature review very few articles have been published on Hexyl 2,5-dichlorophenylphosphoroamidate. This compound has been identified in human blood as reported by (PMID: 31557052 ). Hexyl 2,5-dichlorophenylphosphoroamidate is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically Hexyl 2,5-dichlorophenylphosphoroamidate 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

HMDB0253167
     RDKit          3D
Hexyl 2,5-dichlorophenylphosphoroamidate
 37 37  0  0  0  0  0  0  0  0999 V2000
    3.3961    1.3993   -0.1375 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8087    0.1773    0.6531 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2317   -0.9632   -0.1734 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3251   -1.5889   -1.1350 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0817   -2.2510   -0.6811 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0393   -1.4706    0.0120 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5406   -0.4143   -0.7460 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6579    0.3977    0.1539 P   0  0  0  0  0  5  0  0  0  0  0  0
   -1.2187   -0.5089    1.2299 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0414    1.7995    0.8635 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9506    0.8411   -0.9104 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2849    0.8426   -0.4218 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8658    1.9897    0.0636 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1661    1.9777    0.5354 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9247    3.4268    1.1551 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -5.9030    0.8138    0.5269 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3253   -0.3481    0.0395 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0404   -0.3158   -0.4218 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3467   -1.8169   -1.0311 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    4.3248    1.8723   -0.5864 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9974    2.1464    0.5792 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6779    1.2194   -0.9285 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1663   -0.0197    1.5218 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7799    0.5396    1.1628 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6435   -1.7427    0.5270 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1840   -0.6201   -0.7105 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9340   -2.4239   -1.6347 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0986   -0.9328   -2.0297 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3873   -3.1706   -0.1012 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5657   -2.6944   -1.6046 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1430   -2.1876    0.1546 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2660   -1.1531    1.0363 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0877    1.6152    1.8266 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8084    1.1145   -1.9129 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3306    2.9468    0.0964 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9237    0.7799    0.8911 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8912   -1.2770    0.0250 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  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  8 10  1  0
  8 11  1  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  1  0
 14 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 18 12  1  0
  1 20  1  0
  1 21  1  0
  1 22  1  0
  2 23  1  0
  2 24  1  0
  3 25  1  0
  3 26  1  0
  4 27  1  0
  4 28  1  0
  5 29  1  0
  5 30  1  0
  6 31  1  0
  6 32  1  0
 10 33  1  0
 11 34  1  0
 13 35  1  0
 16 36  1  0
 17 37  1  0
M  END


  Mrv1652309112113232D          

 19 19  0  0  0  0            999 V2000
    2.1434   -4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -4.5375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447   -4.1250    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
    7.5572   -4.8395    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592   -3.7125    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.5737   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2881   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0026   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0026   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2881   -5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5737   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2881   -6.1875    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    9.2881   -2.8875    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    6.7322   -3.4105    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  8 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  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
 11 16  1  0  0  0  0
 15 17  1  0  0  0  0
 12 18  1  0  0  0  0
  8 19  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0253167

> <DATABASE_NAME>
hmdb

> <SMILES>
CCCCCCOP(O)(=O)NC1=C(Cl)C=CC(Cl)=C1

> <INCHI_IDENTIFIER>
InChI=1S/C12H18Cl2NO3P/c1-2-3-4-5-8-18-19(16,17)15-12-9-10(13)6-7-11(12)14/h6-7,9H,2-5,8H2,1H3,(H2,15,16,17)

> <INCHI_KEY>
KFTDOKAFZCTUQM-UHFFFAOYSA-N

> <FORMULA>
C12H18Cl2NO3P

> <MOLECULAR_WEIGHT>
326.15

> <EXACT_MASS>
325.0401358

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
37

> <JCHEM_AVERAGE_POLARIZABILITY>
31.8447029999946

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
[(2,5-dichlorophenyl)amino](hexyloxy)phosphinic acid

> <ALOGPS_LOGP>
3.64

> <JCHEM_LOGP>
4.085741164666667

> <ALOGPS_LOGS>
-3.61

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
19.122983976212574

> <JCHEM_PKA_STRONGEST_ACIDIC>
2.338820320906713

> <JCHEM_PKA_STRONGEST_BASIC>
-0.05701205153340538

> <JCHEM_POLAR_SURFACE_AREA>
58.56

> <JCHEM_REFRACTIVITY>
78.02909999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
8

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
8.00e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2,5-dichlorophenyl)amino(hexyloxy)phosphinic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0253167
     RDKit          3D
Hexyl 2,5-dichlorophenylphosphoroamidate
 37 37  0  0  0  0  0  0  0  0999 V2000
    3.3961    1.3993   -0.1375 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8087    0.1773    0.6531 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2317   -0.9632   -0.1734 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3251   -1.5889   -1.1350 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0817   -2.2510   -0.6811 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0393   -1.4706    0.0120 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5406   -0.4143   -0.7460 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6579    0.3977    0.1539 P   0  0  0  0  0  5  0  0  0  0  0  0
   -1.2187   -0.5089    1.2299 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0414    1.7995    0.8635 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9506    0.8411   -0.9104 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2849    0.8426   -0.4218 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8658    1.9897    0.0636 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1661    1.9777    0.5354 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9247    3.4268    1.1551 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -5.9030    0.8138    0.5269 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3253   -0.3481    0.0395 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0404   -0.3158   -0.4218 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3467   -1.8169   -1.0311 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    4.3248    1.8723   -0.5864 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9974    2.1464    0.5792 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6779    1.2194   -0.9285 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1663   -0.0197    1.5218 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7799    0.5396    1.1628 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6435   -1.7427    0.5270 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1840   -0.6201   -0.7105 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9340   -2.4239   -1.6347 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0986   -0.9328   -2.0297 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3873   -3.1706   -0.1012 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5657   -2.6944   -1.6046 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1430   -2.1876    0.1546 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2660   -1.1531    1.0363 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0877    1.6152    1.8266 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8084    1.1145   -1.9129 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3306    2.9468    0.0964 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9237    0.7799    0.8911 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8912   -1.2770    0.0250 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  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  8 10  1  0
  8 11  1  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  1  0
 14 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 18 12  1  0
  1 20  1  0
  1 21  1  0
  1 22  1  0
  2 23  1  0
  2 24  1  0
  3 25  1  0
  3 26  1  0
  4 27  1  0
  4 28  1  0
  5 29  1  0
  5 30  1  0
  6 31  1  0
  6 32  1  0
 10 33  1  0
 11 34  1  0
 13 35  1  0
 16 36  1  0
 17 37  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       4.001  -8.470   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       5.335  -7.700   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       6.668  -8.470   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       8.002  -7.700   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       9.336  -8.470   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      10.669  -7.700   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0      12.003  -8.470   0.000  0.00  0.00           O+0
HETATM    8  P   UNK     0      13.337  -7.700   0.000  0.00  0.00           P+0
HETATM    9  O   UNK     0      14.107  -9.034   0.000  0.00  0.00           O+0
HETATM   10  N   UNK     0      14.670  -6.930   0.000  0.00  0.00           N+0
HETATM   11  C   UNK     0      16.004  -7.700   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      17.338  -6.930   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      18.672  -7.700   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      18.672  -9.240   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      17.338 -10.010   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      16.004  -9.240   0.000  0.00  0.00           C+0
HETATM   17 Cl   UNK     0      17.338 -11.550   0.000  0.00  0.00          Cl+0
HETATM   18 Cl   UNK     0      17.338  -5.390   0.000  0.00  0.00          Cl+0
HETATM   19  O   UNK     0      12.567  -6.366   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9   10   19                                             
CONECT    9    8                                                            
CONECT   10    8   11                                                       
CONECT   11   10   12   16                                                  
CONECT   12   11   13   18                                                  
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   16   17                                                  
CONECT   16   15   11                                                       
CONECT   17   15                                                            
CONECT   18   12                                                            
CONECT   19    8                                                            
MASTER        0    0    0    0    0    0    0    0   19    0   38    0
END

COMPND    HMDB0253167
HETATM    1  C1  UNL     1       3.396   1.399  -0.138  1.00  0.00           C  
HETATM    2  C2  UNL     1       3.809   0.177   0.653  1.00  0.00           C  
HETATM    3  C3  UNL     1       4.232  -0.963  -0.173  1.00  0.00           C  
HETATM    4  C4  UNL     1       3.325  -1.589  -1.135  1.00  0.00           C  
HETATM    5  C5  UNL     1       2.082  -2.251  -0.681  1.00  0.00           C  
HETATM    6  C6  UNL     1       1.039  -1.471   0.012  1.00  0.00           C  
HETATM    7  O1  UNL     1       0.541  -0.414  -0.746  1.00  0.00           O  
HETATM    8  P1  UNL     1      -0.658   0.398   0.154  1.00  0.00           P  
HETATM    9  O2  UNL     1      -1.219  -0.509   1.230  1.00  0.00           O  
HETATM   10  O3  UNL     1      -0.041   1.799   0.863  1.00  0.00           O  
HETATM   11  N1  UNL     1      -1.951   0.841  -0.910  1.00  0.00           N  
HETATM   12  C7  UNL     1      -3.285   0.843  -0.422  1.00  0.00           C  
HETATM   13  C8  UNL     1      -3.866   1.990   0.064  1.00  0.00           C  
HETATM   14  C9  UNL     1      -5.166   1.978   0.535  1.00  0.00           C  
HETATM   15 CL1  UNL     1      -5.925   3.427   1.155  1.00  0.00          CL  
HETATM   16  C10 UNL     1      -5.903   0.814   0.527  1.00  0.00           C  
HETATM   17  C11 UNL     1      -5.325  -0.348   0.040  1.00  0.00           C  
HETATM   18  C12 UNL     1      -4.040  -0.316  -0.422  1.00  0.00           C  
HETATM   19 CL2  UNL     1      -3.347  -1.817  -1.031  1.00  0.00          CL  
HETATM   20  H1  UNL     1       4.325   1.872  -0.586  1.00  0.00           H  
HETATM   21  H2  UNL     1       2.997   2.146   0.579  1.00  0.00           H  
HETATM   22  H3  UNL     1       2.678   1.219  -0.929  1.00  0.00           H  
HETATM   23  H4  UNL     1       3.166  -0.020   1.522  1.00  0.00           H  
HETATM   24  H5  UNL     1       4.780   0.540   1.163  1.00  0.00           H  
HETATM   25  H6  UNL     1       4.644  -1.743   0.527  1.00  0.00           H  
HETATM   26  H7  UNL     1       5.184  -0.620  -0.711  1.00  0.00           H  
HETATM   27  H8  UNL     1       3.934  -2.424  -1.635  1.00  0.00           H  
HETATM   28  H9  UNL     1       3.099  -0.933  -2.030  1.00  0.00           H  
HETATM   29  H10 UNL     1       2.387  -3.171  -0.101  1.00  0.00           H  
HETATM   30  H11 UNL     1       1.566  -2.694  -1.605  1.00  0.00           H  
HETATM   31  H12 UNL     1       0.143  -2.188   0.155  1.00  0.00           H  
HETATM   32  H13 UNL     1       1.266  -1.153   1.036  1.00  0.00           H  
HETATM   33  H14 UNL     1       0.088   1.615   1.827  1.00  0.00           H  
HETATM   34  H15 UNL     1      -1.808   1.115  -1.913  1.00  0.00           H  
HETATM   35  H16 UNL     1      -3.331   2.947   0.096  1.00  0.00           H  
HETATM   36  H17 UNL     1      -6.924   0.780   0.891  1.00  0.00           H  
HETATM   37  H18 UNL     1      -5.891  -1.277   0.025  1.00  0.00           H  
CONECT    1    2   20   21   22
CONECT    2    3   23   24
CONECT    3    4   25   26
CONECT    4    5   27   28
CONECT    5    6   29   30
CONECT    6    7   31   32
CONECT    7    8
CONECT    8    9    9   10   11
CONECT   10   33
CONECT   11   12   34
CONECT   12   13   13   18
CONECT   13   14   35
CONECT   14   15   16   16
CONECT   16   17   36
CONECT   17   18   18   37
CONECT   18   19
END

HMDB0253167
     RDKit          3D
Hexyl 2,5-dichlorophenylphosphoroamidate
 37 37  0  0  0  0  0  0  0  0999 V2000
    3.3961    1.3993   -0.1375 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8087    0.1773    0.6531 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2317   -0.9632   -0.1734 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3251   -1.5889   -1.1350 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0817   -2.2510   -0.6811 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0393   -1.4706    0.0120 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5406   -0.4143   -0.7460 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6579    0.3977    0.1539 P   0  0  0  0  0  5  0  0  0  0  0  0
   -1.2187   -0.5089    1.2299 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0414    1.7995    0.8635 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9506    0.8411   -0.9104 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2849    0.8426   -0.4218 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8658    1.9897    0.0636 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1661    1.9777    0.5354 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9247    3.4268    1.1551 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -5.9030    0.8138    0.5269 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3253   -0.3481    0.0395 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0404   -0.3158   -0.4218 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3467   -1.8169   -1.0311 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    4.3248    1.8723   -0.5864 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9974    2.1464    0.5792 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6779    1.2194   -0.9285 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1663   -0.0197    1.5218 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7799    0.5396    1.1628 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6435   -1.7427    0.5270 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1840   -0.6201   -0.7105 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9340   -2.4239   -1.6347 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0986   -0.9328   -2.0297 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3873   -3.1706   -0.1012 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5657   -2.6944   -1.6046 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1430   -2.1876    0.1546 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2660   -1.1531    1.0363 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0877    1.6152    1.8266 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8084    1.1145   -1.9129 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3306    2.9468    0.0964 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9237    0.7799    0.8911 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8912   -1.2770    0.0250 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  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  8 10  1  0
  8 11  1  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  1  0
 14 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 18 12  1  0
  1 20  1  0
  1 21  1  0
  1 22  1  0
  2 23  1  0
  2 24  1  0
  3 25  1  0
  3 26  1  0
  4 27  1  0
  4 28  1  0
  5 29  1  0
  5 30  1  0
  6 31  1  0
  6 32  1  0
 10 33  1  0
 11 34  1  0
 13 35  1  0
 16 36  1  0
 17 37  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
Hexyl 2,5-dichlorophenylphosphoroamidic acid	Generator
[(2,5-Dichlorophenyl)amino](hexyloxy)phosphinate	HMDB
HDCP CPD	HMDB
O-Hexyl O-2,5-dichlorophenyl phosphoramidate	HMDB
O-Hexyl O-2,5-dichlorophenylphosphoroamidate	HMDB
Hexyl-DCP	HMDB

Chemical Formula

C₁₂H₁₈Cl₂NO₃P

Average Molecular Weight

326.15

Monoisotopic Molecular Weight

325.0401358

IUPAC Name

[(2,5-dichlorophenyl)amino](hexyloxy)phosphinic acid

Traditional Name

(2,5-dichlorophenyl)amino(hexyloxy)phosphinic acid

CAS Registry Number

Not Available

SMILES

CCCCCCOP(O)(=O)NC1=C(Cl)C=CC(Cl)=C1

InChI Identifier

InChI=1S/C12H18Cl2NO3P/c1-2-3-4-5-8-18-19(16,17)15-12-9-10(13)6-7-11(12)14/h6-7,9H,2-5,8H2,1H3,(H2,15,16,17)

InChI Key

KFTDOKAFZCTUQM-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as dichlorobenzenes. Dichlorobenzenes are compounds containing a benzene with exactly two chlorine atoms attached to it.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Benzene and substituted derivatives

Sub Class

Halobenzenes

Direct Parent

Dichlorobenzenes

Alternative Parents

Substituents

1,4-dichlorobenzene
Phosphoric monoester monoamide
Organic phosphoric acid amide
Phosphoric acid ester
Organic phosphoric acid derivative
Aryl halide
Aryl chloride
Organic nitrogen compound
Organic oxygen compound
Organopnictogen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Organonitrogen compound
Organochloride
Organohalogen compound
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic 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	3.64	ALOGPS
logP	4.09	ChemAxon
logS	-3.6	ALOGPS
pKa (Strongest Acidic)	2.34	ChemAxon
pKa (Strongest Basic)	-0.057	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	58.56 Å²	ChemAxon
Rotatable Bond Count	8	ChemAxon
Refractivity	78.03 m³·mol⁻¹	ChemAxon
Polarizability	31.84 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
DeepCCS	[M+H]+	150.573	30932474
DeepCCS	[M-H]-	148.204	30932474
DeepCCS	[M-2H]-	181.097	30932474
DeepCCS	[M+Na]+	156.657	30932474
AllCCS	[M+H]+	169.6	32859911
AllCCS	[M+H-H2O]+	166.7	32859911
AllCCS	[M+NH4]+	172.3	32859911
AllCCS	[M+Na]+	173.1	32859911
AllCCS	[M-H]-	169.1	32859911
AllCCS	[M+Na-2H]-	169.8	32859911
AllCCS	[M+HCOO]-	170.7	32859911

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Predicted by Siyang on May 30, 2022	19.3026 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	1.87 minutes	32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	2598.0 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	581.0 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	202.7 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	356.1 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	478.9 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	898.3 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	916.9 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	154.2 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	1692.6 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	655.4 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	1745.7 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	651.8 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	446.0 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	481.1 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	323.1 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	8.0 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Hexyl 2,5-dichlorophenylphosphoroamidate	CCCCCCOP(O)(=O)NC1=C(Cl)C=CC(Cl)=C1	3612.9	Standard polar	33892256
Hexyl 2,5-dichlorophenylphosphoroamidate	CCCCCCOP(O)(=O)NC1=C(Cl)C=CC(Cl)=C1	2231.0	Standard non polar	33892256
Hexyl 2,5-dichlorophenylphosphoroamidate	CCCCCCOP(O)(=O)NC1=C(Cl)C=CC(Cl)=C1	2364.4	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Hexyl 2,5-dichlorophenylphosphoroamidate,1TMS,isomer #1	CCCCCCOP(=O)(NC1=CC(Cl)=CC=C1Cl)O[Si](C)(C)C	2327.8	Semi standard non polar	33892256
Hexyl 2,5-dichlorophenylphosphoroamidate,1TMS,isomer #1	CCCCCCOP(=O)(NC1=CC(Cl)=CC=C1Cl)O[Si](C)(C)C	2234.6	Standard non polar	33892256
Hexyl 2,5-dichlorophenylphosphoroamidate,1TMS,isomer #1	CCCCCCOP(=O)(NC1=CC(Cl)=CC=C1Cl)O[Si](C)(C)C	2787.3	Standard polar	33892256
Hexyl 2,5-dichlorophenylphosphoroamidate,1TMS,isomer #2	CCCCCCOP(=O)(O)N(C1=CC(Cl)=CC=C1Cl)[Si](C)(C)C	2225.9	Semi standard non polar	33892256
Hexyl 2,5-dichlorophenylphosphoroamidate,1TMS,isomer #2	CCCCCCOP(=O)(O)N(C1=CC(Cl)=CC=C1Cl)[Si](C)(C)C	2318.4	Standard non polar	33892256
Hexyl 2,5-dichlorophenylphosphoroamidate,1TMS,isomer #2	CCCCCCOP(=O)(O)N(C1=CC(Cl)=CC=C1Cl)[Si](C)(C)C	2796.2	Standard polar	33892256
Hexyl 2,5-dichlorophenylphosphoroamidate,2TMS,isomer #1	CCCCCCOP(=O)(O[Si](C)(C)C)N(C1=CC(Cl)=CC=C1Cl)[Si](C)(C)C	2264.1	Semi standard non polar	33892256
Hexyl 2,5-dichlorophenylphosphoroamidate,2TMS,isomer #1	CCCCCCOP(=O)(O[Si](C)(C)C)N(C1=CC(Cl)=CC=C1Cl)[Si](C)(C)C	2365.6	Standard non polar	33892256
Hexyl 2,5-dichlorophenylphosphoroamidate,2TMS,isomer #1	CCCCCCOP(=O)(O[Si](C)(C)C)N(C1=CC(Cl)=CC=C1Cl)[Si](C)(C)C	2539.0	Standard polar	33892256
Hexyl 2,5-dichlorophenylphosphoroamidate,1TBDMS,isomer #1	CCCCCCOP(=O)(NC1=CC(Cl)=CC=C1Cl)O[Si](C)(C)C(C)(C)C	2544.0	Semi standard non polar	33892256
Hexyl 2,5-dichlorophenylphosphoroamidate,1TBDMS,isomer #1	CCCCCCOP(=O)(NC1=CC(Cl)=CC=C1Cl)O[Si](C)(C)C(C)(C)C	2429.3	Standard non polar	33892256
Hexyl 2,5-dichlorophenylphosphoroamidate,1TBDMS,isomer #1	CCCCCCOP(=O)(NC1=CC(Cl)=CC=C1Cl)O[Si](C)(C)C(C)(C)C	2919.7	Standard polar	33892256
Hexyl 2,5-dichlorophenylphosphoroamidate,1TBDMS,isomer #2	CCCCCCOP(=O)(O)N(C1=CC(Cl)=CC=C1Cl)[Si](C)(C)C(C)(C)C	2414.9	Semi standard non polar	33892256
Hexyl 2,5-dichlorophenylphosphoroamidate,1TBDMS,isomer #2	CCCCCCOP(=O)(O)N(C1=CC(Cl)=CC=C1Cl)[Si](C)(C)C(C)(C)C	2501.0	Standard non polar	33892256
Hexyl 2,5-dichlorophenylphosphoroamidate,1TBDMS,isomer #2	CCCCCCOP(=O)(O)N(C1=CC(Cl)=CC=C1Cl)[Si](C)(C)C(C)(C)C	2918.5	Standard polar	33892256
Hexyl 2,5-dichlorophenylphosphoroamidate,2TBDMS,isomer #1	CCCCCCOP(=O)(O[Si](C)(C)C(C)(C)C)N(C1=CC(Cl)=CC=C1Cl)[Si](C)(C)C(C)(C)C	2652.8	Semi standard non polar	33892256
Hexyl 2,5-dichlorophenylphosphoroamidate,2TBDMS,isomer #1	CCCCCCOP(=O)(O[Si](C)(C)C(C)(C)C)N(C1=CC(Cl)=CC=C1Cl)[Si](C)(C)C(C)(C)C	2702.6	Standard non polar	33892256
Hexyl 2,5-dichlorophenylphosphoroamidate,2TBDMS,isomer #1	CCCCCCOP(=O)(O[Si](C)(C)C(C)(C)C)N(C1=CC(Cl)=CC=C1Cl)[Si](C)(C)C(C)(C)C	2764.6	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Hexyl 2,5-dichlorophenylphosphoroamidate GC-MS (Non-derivatized) - 70eV, Positive	splash10-00fu-6090000000-a3d4a1a6c9f506cc0b43	2021-09-23	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Hexyl 2,5-dichlorophenylphosphoroamidate 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 - Hexyl 2,5-dichlorophenylphosphoroamidate 10V, Positive-QTOF	splash10-004i-0219000000-b20d1382a0c8b424f98d	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Hexyl 2,5-dichlorophenylphosphoroamidate 20V, Positive-QTOF	splash10-03di-0910000000-069463d2af2b5a1a3a43	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Hexyl 2,5-dichlorophenylphosphoroamidate 40V, Positive-QTOF	splash10-06r6-9300000000-9a88fdb5c38822c89ccb	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Hexyl 2,5-dichlorophenylphosphoroamidate 10V, Negative-QTOF	splash10-00di-0009000000-60c524328cb37df473b4	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Hexyl 2,5-dichlorophenylphosphoroamidate 20V, Negative-QTOF	splash10-00di-4309000000-a42e58f167e86e30673d	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Hexyl 2,5-dichlorophenylphosphoroamidate 40V, Negative-QTOF	splash10-0a59-9800000000-1121f80436f2e1e257fe	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

115868

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

131041

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 Hexyl 2,5-dichlorophenylphosphoroamidate (HMDB0253167)

MOL for HMDB0253167 (Hexyl 2,5-dichlorophenylphosphoroamidate)

3D MOL for HMDB0253167 (Hexyl 2,5-dichlorophenylphosphoroamidate)

3D SDF for HMDB0253167 (Hexyl 2,5-dichlorophenylphosphoroamidate)

3D-SDF for HMDB0253167 (Hexyl 2,5-dichlorophenylphosphoroamidate)

PDB for HMDB0253167 (Hexyl 2,5-dichlorophenylphosphoroamidate)

3D PDB for HMDB0253167 (Hexyl 2,5-dichlorophenylphosphoroamidate)

SMILES for HMDB0253167 (Hexyl 2,5-dichlorophenylphosphoroamidate)

INCHI for HMDB0253167 (Hexyl 2,5-dichlorophenylphosphoroamidate)

Structure for HMDB0253167 (Hexyl 2,5-dichlorophenylphosphoroamidate)

3D Structure for HMDB0253167 (Hexyl 2,5-dichlorophenylphosphoroamidate)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra