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Showing metabocard for Pentachloronitrobenzene (HMDB0256248)

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Record Information
Version5.0
StatusDetected but not Quantified
Creation Date2021-09-11 16:35:37 UTC
Update Date2021-09-26 23:11:46 UTC
HMDB IDHMDB0256248
Secondary Accession NumbersNone
Metabolite Identification
Common NamePentachloronitrobenzene
DescriptionQuintozene, also known as PCNB or avicol, belongs to the class of organic compounds known as nitrobenzenes. Nitrobenzenes are compounds containing a nitrobenzene moiety, which consists of a benzene ring with a carbon bearing a nitro group. Based on a literature review a significant number of articles have been published on Quintozene. This compound has been identified in human blood as reported by (PMID: 31557052 ). Pentachloronitrobenzene is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically Pentachloronitrobenzene 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
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MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for HMDB0256248 (Pentachloronitrobenzene)


  Mrv1652307282022272D          

 14 14  0  0  0  0            999 V2000
    1.4289    0.8250    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
    1.4289    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    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
    0.0000    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    1.2375    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    2.0625    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    1.2375    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -0.4125    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0  0  0  0
  3  1  1  0  0  0  0
  4  2  1  0  0  0  0
  5  3  2  0  0  0  0
  6  4  2  0  0  0  0
  6  5  1  0  0  0  0
  7  1  1  0  0  0  0
  8  2  1  0  0  0  0
  9  3  1  0  0  0  0
 10  4  1  0  0  0  0
 11  5  1  0  0  0  0
 12  6  1  0  0  0  0
 13 12  2  0  0  0  0
 14 12  2  0  0  0  0
M  END
Download

3D MOL for HMDB0256248 (Pentachloronitrobenzene)

HMDB0256248
     RDKit          3D
Pentachloronitrobenzene
 14 14  0  0  0  0  0  0  0  0999 V2000
    2.9286    0.4064    1.0730 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3501    0.2348   -0.0432 N   0  0  0  0  0  4  0  0  0  0  0  0
    3.0649    0.1686   -1.1946 O   0  0  0  0  0  1  0  0  0  0  0  0
    0.9233    0.1195   -0.0288 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0929    1.1835    0.1611 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8587    2.7706    0.3660 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -1.2911    1.0389    0.1970 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3110    2.4473    0.4496 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -1.8787   -0.1998    0.0393 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6270   -0.3860    0.0976 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -1.0352   -1.2814   -0.1561 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7614   -2.8529   -0.3468 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    0.3510   -1.1194   -0.1890 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3348   -2.5300   -0.4252 Cl  0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  2  4  1  0
  4  5  2  0
  5  6  1  0
  5  7  1  0
  7  8  1  0
  7  9  2  0
  9 10  1  0
  9 11  1  0
 11 12  1  0
 11 13  2  0
 13 14  1  0
 13  4  1  0
M  CHG  2   2   1   3  -1
M  END
Download

3D SDF for HMDB0256248 (Pentachloronitrobenzene)


  Mrv1652307282022272D          

 14 14  0  0  0  0            999 V2000
    1.4289    0.8250    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
    1.4289    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    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
    0.0000    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    1.2375    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    2.0625    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    1.2375    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -0.4125    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0  0  0  0
  3  1  1  0  0  0  0
  4  2  1  0  0  0  0
  5  3  2  0  0  0  0
  6  4  2  0  0  0  0
  6  5  1  0  0  0  0
  7  1  1  0  0  0  0
  8  2  1  0  0  0  0
  9  3  1  0  0  0  0
 10  4  1  0  0  0  0
 11  5  1  0  0  0  0
 12  6  1  0  0  0  0
 13 12  2  0  0  0  0
 14 12  2  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0256248

> <DATABASE_NAME>
hmdb

> <SMILES>
ClC1=C(Cl)C(Cl)=C(C(Cl)=C1Cl)N(=O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C6Cl5NO2/c7-1-2(8)4(10)6(12(13)14)5(11)3(1)9

> <INCHI_KEY>
LKPLKUMXSAEKID-UHFFFAOYSA-N

> <FORMULA>
C6Cl5NO2

> <MOLECULAR_WEIGHT>
295.335

> <EXACT_MASS>
292.837166784

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
14

> <JCHEM_AVERAGE_POLARIZABILITY>
21.862228235576715

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
1,2,3,4,5-pentachloro-6-nitrobenzene

> <ALOGPS_LOGP>
4.73

> <JCHEM_LOGP>
4.933453387

> <ALOGPS_LOGS>
-5.81

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_POLAR_SURFACE_AREA>
45.82

> <JCHEM_REFRACTIVITY>
57.4067

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
4.60e-04 g/l

> <JCHEM_TRADITIONAL_IUPAC>
pentachloronitrobenzene

> <JCHEM_VEBER_RULE>
0

$$$$
Download

3D-SDF for HMDB0256248 (Pentachloronitrobenzene)

HMDB0256248
     RDKit          3D
Pentachloronitrobenzene
 14 14  0  0  0  0  0  0  0  0999 V2000
    2.9286    0.4064    1.0730 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3501    0.2348   -0.0432 N   0  0  0  0  0  4  0  0  0  0  0  0
    3.0649    0.1686   -1.1946 O   0  0  0  0  0  1  0  0  0  0  0  0
    0.9233    0.1195   -0.0288 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0929    1.1835    0.1611 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8587    2.7706    0.3660 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -1.2911    1.0389    0.1970 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3110    2.4473    0.4496 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -1.8787   -0.1998    0.0393 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6270   -0.3860    0.0976 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -1.0352   -1.2814   -0.1561 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7614   -2.8529   -0.3468 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    0.3510   -1.1194   -0.1890 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3348   -2.5300   -0.4252 Cl  0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  2  4  1  0
  4  5  2  0
  5  6  1  0
  5  7  1  0
  7  8  1  0
  7  9  2  0
  9 10  1  0
  9 11  1  0
 11 12  1  0
 11 13  2  0
 13 14  1  0
 13  4  1  0
M  CHG  2   2   1   3  -1
M  END
Download

PDB for HMDB0256248 (Pentachloronitrobenzene)

HEADER    PROTEIN                                 28-JUL-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   28-JUL-20         0                                  
HETATM    1  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       1.334   2.310   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       0.000   1.540   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    7 Cl   UNK     0       4.001   2.310   0.000  0.00  0.00          Cl+0
HETATM    8 Cl   UNK     0       1.334   3.850   0.000  0.00  0.00          Cl+0
HETATM    9 Cl   UNK     0       4.001  -0.770   0.000  0.00  0.00          Cl+0
HETATM   10 Cl   UNK     0      -1.334   2.310   0.000  0.00  0.00          Cl+0
HETATM   11 Cl   UNK     0       1.334  -2.310   0.000  0.00  0.00          Cl+0
HETATM   12  N   UNK     0      -1.334  -0.770   0.000  0.00  0.00           N+0
HETATM   13  O   UNK     0      -1.334  -2.310   0.000  0.00  0.00           O+0
HETATM   14  O   UNK     0      -2.667   0.000   0.000  0.00  0.00           O+0
CONECT    1    2    3    7                                                  
CONECT    2    1    4    8                                                  
CONECT    3    1    5    9                                                  
CONECT    4    2    6   10                                                  
CONECT    5    3    6   11                                                  
CONECT    6    4    5   12                                                  
CONECT    7    1                                                            
CONECT    8    2                                                            
CONECT    9    3                                                            
CONECT   10    4                                                            
CONECT   11    5                                                            
CONECT   12    6   13   14                                                  
CONECT   13   12                                                            
CONECT   14   12                                                            
MASTER        0    0    0    0    0    0    0    0   14    0   28    0
END
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3D PDB for HMDB0256248 (Pentachloronitrobenzene)

COMPND    HMDB0256248
HETATM    1  O1  UNL     1       2.929   0.406   1.073  1.00  0.00           O  
HETATM    2  N1  UNL     1       2.350   0.235  -0.043  1.00  0.00           N1+
HETATM    3  O2  UNL     1       3.065   0.169  -1.195  1.00  0.00           O1-
HETATM    4  C1  UNL     1       0.923   0.120  -0.029  1.00  0.00           C  
HETATM    5  C2  UNL     1       0.093   1.184   0.161  1.00  0.00           C  
HETATM    6 CL1  UNL     1       0.859   2.771   0.366  1.00  0.00          CL  
HETATM    7  C3  UNL     1      -1.291   1.039   0.197  1.00  0.00           C  
HETATM    8 CL2  UNL     1      -2.311   2.447   0.450  1.00  0.00          CL  
HETATM    9  C4  UNL     1      -1.879  -0.200   0.039  1.00  0.00           C  
HETATM   10 CL3  UNL     1      -3.627  -0.386   0.098  1.00  0.00          CL  
HETATM   11  C5  UNL     1      -1.035  -1.281  -0.156  1.00  0.00           C  
HETATM   12 CL4  UNL     1      -1.761  -2.853  -0.347  1.00  0.00          CL  
HETATM   13  C6  UNL     1       0.351  -1.119  -0.189  1.00  0.00           C  
HETATM   14 CL5  UNL     1       1.335  -2.530  -0.425  1.00  0.00          CL  
CONECT    1    2    2
CONECT    2    3    4
CONECT    4    5    5   13
CONECT    5    6    7
CONECT    7    8    9    9
CONECT    9   10   11
CONECT   11   12   13   13
CONECT   13   14
END
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SMILES for HMDB0256248 (Pentachloronitrobenzene)

ClC1=C(Cl)C(Cl)=C(C(Cl)=C1Cl)N(=O)=O
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INCHI for HMDB0256248 (Pentachloronitrobenzene)

InChI=1S/C6Cl5NO2/c7-1-2(8)4(10)6(12(13)14)5(11)3(1)9
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View in JSmolView Stereo Labels
Synonyms
ValueSource
2,3,4,5,6-PentachloronitrobenzeneChEBI
AvicolChEBI
BatrilexChEBI
BotrilexChEBI
BrassicolChEBI
EarthcideChEBI
FartoxChEBI
FolosanChEBI
FungiclorChEBI
NitropentachlorobenzeneChEBI
PCNBChEBI
PentachlornitrobenzolChEBI
PentagenChEBI
PhomasanChEBI
PKHNCChEBI
TerrachlorChEBI
TerraclorChEBI
TerrafunChEBI
TilcarexChEBI
PentachloronitrobenzeneKegg
Chemical FormulaC6Cl5NO2
Average Molecular Weight295.335
Monoisotopic Molecular Weight292.837166784
IUPAC Name1,2,3,4,5-pentachloro-6-nitrobenzene
Traditional Namepentachloronitrobenzene
CAS Registry NumberNot Available
SMILES
ClC1=C(Cl)C(Cl)=C(C(Cl)=C1Cl)N(=O)=O
InChI Identifier
InChI=1S/C6Cl5NO2/c7-1-2(8)4(10)6(12(13)14)5(11)3(1)9
InChI KeyLKPLKUMXSAEKID-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as nitrobenzenes. Nitrobenzenes are compounds containing a nitrobenzene moiety, which consists of a benzene ring with a carbon bearing a nitro group.
KingdomOrganic compounds
Super ClassBenzenoids
ClassBenzene and substituted derivatives
Sub ClassNitrobenzenes
Direct ParentNitrobenzenes
Alternative Parents
Substituents
  • Nitrobenzene
  • Nitroaromatic compound
  • Chlorobenzene
  • Halobenzene
  • Aryl chloride
  • Aryl halide
  • C-nitro compound
  • Organic nitro compound
  • Organic 1,3-dipolar compound
  • Propargyl-type 1,3-dipolar organic compound
  • Allyl-type 1,3-dipolar organic compound
  • Organic oxoazanium
  • Organic nitrogen compound
  • Organochloride
  • Organohalogen compound
  • Organonitrogen compound
  • Hydrocarbon derivative
  • Organic oxide
  • Organopnictogen compound
  • Organic oxygen compound
  • Aromatic homomonocyclic compound
Molecular FrameworkAromatic homomonocyclic compounds
External Descriptors
Ontology
Physiological effectNot Available
Disposition
Biological location
ProcessNot Available
RoleNot Available
Physical Properties
StateNot Available
Experimental Molecular Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
logP4.73ALOGPS
logP4.93ChemAxon
logS-5.8ALOGPS
Physiological Charge0ChemAxon
Hydrogen Acceptor Count2ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area45.82 ŲChemAxon
Rotatable Bond Count1ChemAxon
Refractivity57.41 m³·mol⁻¹ChemAxon
Polarizability21.86 ųChemAxon
Number of Rings1ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Predicted Chromatographic Properties

Predicted Collision Cross Sections

PredictorAdduct TypeCCS Value (Å2)Reference
DeepCCS[M+H]+146.73730932474
DeepCCS[M-H]-144.37930932474
DeepCCS[M-2H]-179.33130932474
DeepCCS[M+Na]+154.87830932474
AllCCS[M+H]+145.132859911
AllCCS[M+H-H2O]+141.632859911
AllCCS[M+NH4]+148.432859911
AllCCS[M+Na]+149.332859911
AllCCS[M-H]-118.332859911
AllCCS[M+Na-2H]-118.232859911
AllCCS[M+HCOO]-118.232859911

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
PentachloronitrobenzeneClC1=C(Cl)C(Cl)=C(C(Cl)=C1Cl)N(=O)=O2328.9Standard polar33892256
PentachloronitrobenzeneClC1=C(Cl)C(Cl)=C(C(Cl)=C1Cl)N(=O)=O1725.9Standard non polar33892256
PentachloronitrobenzeneClC1=C(Cl)C(Cl)=C(C(Cl)=C1Cl)N(=O)=O1788.2Semi standard non polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - Pentachloronitrobenzene GC-MS (Non-derivatized) - 70eV, PositiveNot Available2020-08-04Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Pentachloronitrobenzene GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum
MSMass Spectrum (Electron Ionization)splash10-000j-1290000000-20a7d6eea8dce105e2392014-09-20Not AvailableView Spectrum

MS/MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Pentachloronitrobenzene 10V, Positive-QTOFsplash10-0006-0090000000-f4cb0522e4d8612a45d72016-08-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Pentachloronitrobenzene 20V, Positive-QTOFsplash10-001i-0090000000-20e54bfb70553245c9352016-08-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Pentachloronitrobenzene 40V, Positive-QTOFsplash10-00lu-0090000000-8a992d3cd276832ef3ac2016-08-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Pentachloronitrobenzene 10V, Negative-QTOFsplash10-0006-0090000000-bcd6d207d52046c14e472016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Pentachloronitrobenzene 20V, Negative-QTOFsplash10-0006-0090000000-ca089a8fe5a1cc59bd782016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Pentachloronitrobenzene 40V, Negative-QTOFsplash10-01po-1090000000-a75ed7512fa2f592dc602016-08-03Wishart LabView Spectrum

NMR Spectra

Spectrum TypeDescriptionDeposition DateSourceView
Biological Properties
Cellular LocationsNot Available
Biospecimen Locations
  • Blood
Tissue LocationsNot Available
Pathways
Normal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
BloodDetected but not QuantifiedNot QuantifiedNot SpecifiedNot SpecifiedNormal details
Abnormal Concentrations
Not Available
Associated Disorders and Diseases
Disease ReferencesNone
Associated OMIM IDsNone
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDNot Available
KNApSAcK IDNot Available
Chemspider ID6464
KEGG Compound IDC14338
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkPentachloronitrobenzene
METLIN IDNot Available
PubChem CompoundNot Available
PDB IDNot Available
ChEBI ID34908
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDNot Available
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General References
  1. 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 ]