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Showing metabocard for 1,4-dichlorobenzene dihydrodiol (HMDB0304009)

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Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2021-09-24 06:23:48 UTC
Update Date2021-09-24 06:23:49 UTC
HMDB IDHMDB0304009
Secondary Accession NumbersNone
Metabolite Identification
Common Name1,4-dichlorobenzene dihydrodiol
Description1,4-dichlorobenzene dihydrodiol, also known as 3,6-dichloro-cis-1,2-dihydroxycyclohexa-3,5-diene, is a member of the class of compounds known as chlorohydrins. Chlorohydrins are alcohols substituted by a chlorine atom at a saturated carbon atom otherwise bearing only hydrogen or hydrocarbyl groups. 1,4-dichlorobenzene dihydrodiol is soluble (in water) and a very weakly acidic compound (based on its pKa). 1,4-dichlorobenzene dihydrodiol can be found in a number of food items such as parsley, white lupine, radish, and mamey sapote, which makes 1,4-dichlorobenzene dihydrodiol a potential biomarker for the consumption of these food products.
Structure
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MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for HMDB0304009 (1,4-dichlorobenzene dihydrodiol)


  Mrv1533007131514062D          

 10 10  0  0  0  0            999 V2000
    1.4289   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    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
    0.7145    1.2375    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
    0.0000    0.8250    0.0000 C   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    2.0625    0.0000 Cl  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
   -0.7145    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0  0  0  0
  3  1  2  0  0  0  0
  4  2  2  0  0  0  0
  5  3  1  0  0  0  0
  6  4  1  0  0  0  0
  6  5  1  0  0  0  0
  7  3  1  0  0  0  0
  8  4  1  0  0  0  0
  9  5  1  0  0  0  0
 10  6  1  0  0  0  0
M  END
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3D MOL for HMDB0304009 (1,4-dichlorobenzene dihydrodiol)

HMDB0304009
     RDKit          3D
1,4-dichlorobenzene dihydrodiol
 16 16  0  0  0  0  0  0  0  0999 V2000
   -1.0264    1.6859   -0.9842 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4970    0.8571    0.0509 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8833    1.2215    0.3364 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3459    2.9039    0.6664 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    1.8590    0.3378    0.3667 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5488   -1.0626    0.1029 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3367   -1.4553   -0.1619 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0060   -3.1723   -0.4771 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -0.7939   -0.5479   -0.2319 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8367   -1.0297    0.6148 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0157    1.5818   -0.8886 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1235    1.1046    0.9960 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8841    0.5883    0.5767 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3344   -1.8059    0.1241 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2221   -0.5826   -1.3038 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6708   -0.6245    0.2126 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
  3  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  7  9  1  0
  9 10  1  0
  9  2  1  0
  1 11  1  0
  2 12  1  0
  5 13  1  0
  6 14  1  0
  9 15  1  0
 10 16  1  0
M  END
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3D SDF for HMDB0304009 (1,4-dichlorobenzene dihydrodiol)


  Mrv1533007131514062D          

 10 10  0  0  0  0            999 V2000
    1.4289   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    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
    0.7145    1.2375    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
    0.0000    0.8250    0.0000 C   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    2.0625    0.0000 Cl  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
   -0.7145    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0  0  0  0
  3  1  2  0  0  0  0
  4  2  2  0  0  0  0
  5  3  1  0  0  0  0
  6  4  1  0  0  0  0
  6  5  1  0  0  0  0
  7  3  1  0  0  0  0
  8  4  1  0  0  0  0
  9  5  1  0  0  0  0
 10  6  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0304009

> <DATABASE_NAME>
hmdb

> <SMILES>
OC1C(O)C(Cl)=CC=C1Cl

> <INCHI_IDENTIFIER>
InChI=1S/C6H6Cl2O2/c7-3-1-2-4(8)6(10)5(3)9/h1-2,5-6,9-10H

> <INCHI_KEY>
NPONHQROCKGAME-UHFFFAOYSA-N

> <FORMULA>
C6H6Cl2O2

> <MOLECULAR_WEIGHT>
181.01

> <EXACT_MASS>
179.9744848

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
16

> <JCHEM_AVERAGE_POLARIZABILITY>
15.40866536200057

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
3,6-dichlorocyclohexa-3,5-diene-1,2-diol

> <ALOGPS_LOGP>
1.15

> <JCHEM_LOGP>
0.26728766066666687

> <ALOGPS_LOGS>
-0.80

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
13.817150271768007

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.391256194539018

> <JCHEM_PKA_STRONGEST_BASIC>
-3.8081940204052076

> <JCHEM_POLAR_SURFACE_AREA>
40.46

> <JCHEM_REFRACTIVITY>
41.9946

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.84e+01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
3,6-dichlorocyclohexa-3,5-diene-1,2-diol

> <JCHEM_VEBER_RULE>
0

$$$$
Download

3D-SDF for HMDB0304009 (1,4-dichlorobenzene dihydrodiol)

HMDB0304009
     RDKit          3D
1,4-dichlorobenzene dihydrodiol
 16 16  0  0  0  0  0  0  0  0999 V2000
   -1.0264    1.6859   -0.9842 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4970    0.8571    0.0509 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8833    1.2215    0.3364 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3459    2.9039    0.6664 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    1.8590    0.3378    0.3667 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5488   -1.0626    0.1029 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3367   -1.4553   -0.1619 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0060   -3.1723   -0.4771 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -0.7939   -0.5479   -0.2319 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8367   -1.0297    0.6148 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0157    1.5818   -0.8886 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1235    1.1046    0.9960 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8841    0.5883    0.5767 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3344   -1.8059    0.1241 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2221   -0.5826   -1.3038 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6708   -0.6245    0.2126 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
  3  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  7  9  1  0
  9 10  1  0
  9  2  1  0
  1 11  1  0
  2 12  1  0
  5 13  1  0
  6 14  1  0
  9 15  1  0
 10 16  1  0
M  END
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PDB for HMDB0304009 (1,4-dichlorobenzene dihydrodiol)

HEADER    PROTEIN                                 13-JUL-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   13-JUL-15         0                                  
HETATM    1  C   UNK     0       2.667  -0.000   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       0.000  -0.000   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       0.000   1.540   0.000  0.00  0.00           C+0
HETATM    7 Cl   UNK     0       1.334  -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  O   UNK     0      -1.334  -0.770   0.000  0.00  0.00           O+0
HETATM   10  O   UNK     0      -1.334   2.310   0.000  0.00  0.00           O+0
CONECT    1    2    3                                                       
CONECT    2    1    4                                                       
CONECT    3    1    5    7                                                  
CONECT    4    2    6    8                                                  
CONECT    5    3    6    9                                                  
CONECT    6    4    5   10                                                  
CONECT    7    3                                                            
CONECT    8    4                                                            
CONECT    9    5                                                            
CONECT   10    6                                                            
MASTER        0    0    0    0    0    0    0    0   10    0   20    0
END
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3D PDB for HMDB0304009 (1,4-dichlorobenzene dihydrodiol)

COMPND    HMDB0304009
HETATM    1  O1  UNL     1      -1.026   1.686  -0.984  1.00  0.00           O  
HETATM    2  C1  UNL     1      -0.497   0.857   0.051  1.00  0.00           C  
HETATM    3  C2  UNL     1       0.883   1.222   0.336  1.00  0.00           C  
HETATM    4 CL1  UNL     1       1.346   2.904   0.666  1.00  0.00          CL  
HETATM    5  C3  UNL     1       1.859   0.338   0.367  1.00  0.00           C  
HETATM    6  C4  UNL     1       1.549  -1.063   0.103  1.00  0.00           C  
HETATM    7  C5  UNL     1       0.337  -1.455  -0.162  1.00  0.00           C  
HETATM    8 CL2  UNL     1      -0.006  -3.172  -0.477  1.00  0.00          CL  
HETATM    9  C6  UNL     1      -0.794  -0.548  -0.232  1.00  0.00           C  
HETATM   10  O2  UNL     1      -1.837  -1.030   0.615  1.00  0.00           O  
HETATM   11  H1  UNL     1      -2.016   1.582  -0.889  1.00  0.00           H  
HETATM   12  H2  UNL     1      -1.123   1.105   0.996  1.00  0.00           H  
HETATM   13  H3  UNL     1       2.884   0.588   0.577  1.00  0.00           H  
HETATM   14  H4  UNL     1       2.334  -1.806   0.124  1.00  0.00           H  
HETATM   15  H5  UNL     1      -1.222  -0.583  -1.304  1.00  0.00           H  
HETATM   16  H6  UNL     1      -2.671  -0.625   0.213  1.00  0.00           H  
CONECT    1    2   11
CONECT    2    3    9   12
CONECT    3    4    5    5
CONECT    5    6   13
CONECT    6    7    7   14
CONECT    7    8    9
CONECT    9   10   15
CONECT   10   16
END
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SMILES for HMDB0304009 (1,4-dichlorobenzene dihydrodiol)

OC1C(O)C(Cl)=CC=C1Cl
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INCHI for HMDB0304009 (1,4-dichlorobenzene dihydrodiol)

InChI=1S/C6H6Cl2O2/c7-3-1-2-4(8)6(10)5(3)9/h1-2,5-6,9-10H
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View in JSmolView Stereo Labels
Synonyms
ValueSource
1,4-Dichlorobenzene dihydrodiolMetaCyc
P-Dichlorobenzene dihydrodiolMetaCyc
Chemical FormulaC6H6Cl2O2
Average Molecular Weight181.01
Monoisotopic Molecular Weight179.9744848
IUPAC Name3,6-dichlorocyclohexa-3,5-diene-1,2-diol
Traditional Name3,6-dichlorocyclohexa-3,5-diene-1,2-diol
CAS Registry NumberNot Available
SMILES
OC1C(O)C(Cl)=CC=C1Cl
InChI Identifier
InChI=1S/C6H6Cl2O2/c7-3-1-2-4(8)6(10)5(3)9/h1-2,5-6,9-10H
InChI KeyNPONHQROCKGAME-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as chlorohydrins. These are alcohols substituted by a chlorine atom at a saturated carbon atom otherwise bearing only hydrogen or hydrocarbyl groups.
KingdomOrganic compounds
Super ClassOrganohalogen compounds
ClassHalohydrins
Sub ClassChlorohydrins
Direct ParentChlorohydrins
Alternative Parents
Substituents
  • Secondary alcohol
  • Chlorohydrin
  • 1,2-diol
  • Chloroalkene
  • Haloalkene
  • Vinyl halide
  • Vinyl chloride
  • Organic oxygen compound
  • Hydrocarbon derivative
  • Organooxygen compound
  • Organochloride
  • Alcohol
  • Aliphatic homomonocyclic compound
Molecular FrameworkAliphatic homomonocyclic compounds
External Descriptors
Ontology
Physiological effectNot Available
Disposition
Source
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
logP1.15ALOGPS
logP0.27ChemAxon
logS-0.8ALOGPS
pKa (Strongest Acidic)12.39ChemAxon
pKa (Strongest Basic)-3.8ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count2ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area40.46 ŲChemAxon
Rotatable Bond Count0ChemAxon
Refractivity41.99 m³·mol⁻¹ChemAxon
Polarizability15.41 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
AllCCS[M+H]+138.37332859911
AllCCS[M+H-H2O]+134.05932859911
AllCCS[M+Na]+143.55132859911
AllCCS[M+NH4]+142.39232859911
AllCCS[M-H]-131.53332859911
AllCCS[M+Na-2H]-133.37332859911
AllCCS[M+HCOO]-135.44432859911
DeepCCS[M+H]+132.15230932474
DeepCCS[M-H]-129.49230932474
DeepCCS[M-2H]-166.10330932474
DeepCCS[M+Na]+141.2130932474

Predicted Kovats Retention Indices

Not Available
Spectra

MS/MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 1,4-dichlorobenzene dihydrodiol 10V, Positive-QTOFsplash10-001i-0900000000-ce9f0e844b236d1526582019-02-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 1,4-dichlorobenzene dihydrodiol 20V, Positive-QTOFsplash10-001i-0900000000-d10e72b7630f5f96e0cc2019-02-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 1,4-dichlorobenzene dihydrodiol 40V, Positive-QTOFsplash10-05fr-9300000000-96471963696f66fa39fa2019-02-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 1,4-dichlorobenzene dihydrodiol 10V, Negative-QTOFsplash10-004i-0900000000-d46b017ebad380e42f442019-02-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 1,4-dichlorobenzene dihydrodiol 20V, Negative-QTOFsplash10-004i-0900000000-959621a8e73355b42a092019-02-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 1,4-dichlorobenzene dihydrodiol 40V, Negative-QTOFsplash10-01ox-1900000000-a8d89483373b502242752019-02-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 1,4-dichlorobenzene dihydrodiol 10V, Positive-QTOFsplash10-001i-0900000000-3fd5e59a66e83358fff62021-10-21Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 1,4-dichlorobenzene dihydrodiol 20V, Positive-QTOFsplash10-001i-0900000000-6a98e2ffc9b8dab471a82021-10-21Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 1,4-dichlorobenzene dihydrodiol 40V, Positive-QTOFsplash10-03k9-9000000000-ff544f98b76013468fd32021-10-21Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 1,4-dichlorobenzene dihydrodiol 10V, Negative-QTOFsplash10-004i-1900000000-3f4137b1038ce4b5af942021-10-21Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 1,4-dichlorobenzene dihydrodiol 20V, Negative-QTOFsplash10-001i-9000000000-9b452362231684407d662021-10-21Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 1,4-dichlorobenzene dihydrodiol 40V, Negative-QTOFsplash10-001i-9000000000-c2fa753da65a4bac80a12021-10-21Wishart LabView Spectrum
Biological Properties
Cellular LocationsNot Available
Biospecimen LocationsNot Available
Tissue LocationsNot Available
Pathways
Normal Concentrations
Not Available
Abnormal Concentrations
Not Available
Associated Disorders and Diseases
Disease ReferencesNone
Associated OMIM IDsNone
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDFDB030190
KNApSAcK IDNot Available
Chemspider ID390003
KEGG Compound IDC07093
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound441228
PDB IDNot Available
ChEBI IDNot Available
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 ReferencesNot Available