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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-10 23:39:20 UTC

Update Date

2021-09-26 22:55:50 UTC

HMDB ID

HMDB0246639

Secondary Accession Numbers

None

Metabolite Identification

Common Name

4',6-Dichloroflavan

Description

4',6-Dichloroflavan belongs to the class of organic compounds known as flavans. Flavans are compounds containing a flavan moiety, with a structure characterized by a 2-phenyl-3,4-dihydro-2H-1-benzopyran skeleton. Based on a literature review a significant number of articles have been published on 4',6-Dichloroflavan. This compound has been identified in human blood as reported by (PMID: 31557052 ). 4',6-dichloroflavan is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically 4',6-Dichloroflavan 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

HMDB0246639
     RDKit          3D
4',6-Dichloroflavan
 30 32  0  0  0  0  0  0  0  0999 V2000
   -6.0461    1.8951   -0.3302 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -4.4379    1.1623   -0.3840 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2731   -0.0933   -0.9145 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0117   -0.6783   -0.9612 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8993   -0.0203   -0.4804 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5328   -0.6289   -0.5200 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1001   -1.0589    0.8871 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2181   -1.7833    0.7104 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2263   -0.7490    0.2847 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5299   -0.7966    0.7020 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4241    0.1684    0.2912 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0966    0.1884    0.7700 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    3.9529    1.1642   -0.5433 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6525    1.2246   -0.9685 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7724    0.2557   -0.5509 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4277    0.2894   -0.9706 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0800    1.2396    0.0493 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3380    1.8313    0.0996 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1382   -0.6479   -1.3075 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9176   -1.6684   -1.3856 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5514   -1.5547   -1.1314 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0947   -0.1664    1.5222 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8554   -1.7418    1.3357 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0732   -2.5317   -0.0939 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5199   -2.2428    1.6729 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8797   -1.5766    1.3500 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6656    1.9371   -0.8733 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2933    2.0038   -1.6187 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2036    1.7485    0.4240 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4413    2.8308    0.5267 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  1  0
 11 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
  5 17  1  0
 17 18  2  0
 18  2  1  0
 16  6  1  0
 15  9  1  0
  3 19  1  0
  4 20  1  0
  6 21  1  0
  7 22  1  0
  7 23  1  0
  8 24  1  0
  8 25  1  0
 10 26  1  0
 13 27  1  0
 14 28  1  0
 17 29  1  0
 18 30  1  0
M  END


  Mrv1652309112101392D          

 18 20  0  0  0  0            999 V2000
   -0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.6500    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
    0.7145   -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
    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
    1.4289   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -1.6500    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -0.0000    0.0000 O   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
   -2.1434   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724    1.2375    0.0000 Cl  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  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  3  8  1  0  0  0  0
  7  9  1  0  0  0  0
  4 10  1  0  0  0  0
 10 11  1  0  0  0  0
  1 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 12 17  1  0  0  0  0
 15 18  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0246639

> <DATABASE_NAME>
hmdb

> <SMILES>
ClC1=CC=C(C=C1)C1CCC2=C(O1)C=CC(Cl)=C2

> <INCHI_IDENTIFIER>
InChI=1S/C15H12Cl2O/c16-12-4-1-10(2-5-12)14-7-3-11-9-13(17)6-8-15(11)18-14/h1-2,4-6,8-9,14H,3,7H2

> <INCHI_KEY>
WDNAQQJUMPVRGM-UHFFFAOYSA-N

> <FORMULA>
C15H12Cl2O

> <MOLECULAR_WEIGHT>
279.16

> <EXACT_MASS>
278.0265204

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_ATOM_COUNT>
30

> <JCHEM_AVERAGE_POLARIZABILITY>
29.11567810418665

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
6-chloro-2-(4-chlorophenyl)-3,4-dihydro-2H-1-benzopyran

> <ALOGPS_LOGP>
5.54

> <JCHEM_LOGP>
5.292361261666667

> <ALOGPS_LOGS>
-6.33

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-4.878416217926032

> <JCHEM_POLAR_SURFACE_AREA>
9.23

> <JCHEM_REFRACTIVITY>
74.3242

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.31e-04 g/l

> <JCHEM_TRADITIONAL_IUPAC>
6-chloro-2-(4-chlorophenyl)-3,4-dihydro-2H-1-benzopyran

> <JCHEM_VEBER_RULE>
1

$$$$

HMDB0246639
     RDKit          3D
4',6-Dichloroflavan
 30 32  0  0  0  0  0  0  0  0999 V2000
   -6.0461    1.8951   -0.3302 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -4.4379    1.1623   -0.3840 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2731   -0.0933   -0.9145 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0117   -0.6783   -0.9612 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8993   -0.0203   -0.4804 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5328   -0.6289   -0.5200 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1001   -1.0589    0.8871 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2181   -1.7833    0.7104 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2263   -0.7490    0.2847 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5299   -0.7966    0.7020 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4241    0.1684    0.2912 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0966    0.1884    0.7700 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    3.9529    1.1642   -0.5433 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6525    1.2246   -0.9685 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7724    0.2557   -0.5509 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4277    0.2894   -0.9706 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0800    1.2396    0.0493 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3380    1.8313    0.0996 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1382   -0.6479   -1.3075 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9176   -1.6684   -1.3856 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5514   -1.5547   -1.1314 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0947   -0.1664    1.5222 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8554   -1.7418    1.3357 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0732   -2.5317   -0.0939 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5199   -2.2428    1.6729 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8797   -1.5766    1.3500 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6656    1.9371   -0.8733 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2933    2.0038   -1.6187 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2036    1.7485    0.4240 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4413    2.8308    0.5267 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  1  0
 11 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
  5 17  1  0
 17 18  2  0
 18  2  1  0
 16  6  1  0
 15  9  1  0
  3 19  1  0
  4 20  1  0
  6 21  1  0
  7 22  1  0
  7 23  1  0
  8 24  1  0
  8 25  1  0
 10 26  1  0
 13 27  1  0
 14 28  1  0
 17 29  1  0
 18 30  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      -1.334  -2.310   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       0.000  -3.080   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       1.334  -2.310   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       2.667  -0.000   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       4.001  -2.310   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 Cl   UNK     0       5.335  -3.080   0.000  0.00  0.00          Cl+0
HETATM   10  O   UNK     0       0.000  -0.000   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0      -1.334  -0.770   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -2.667   0.000   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -4.001  -0.770   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -5.335   0.000   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -5.335   1.540   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -4.001   2.310   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -2.667   1.540   0.000  0.00  0.00           C+0
HETATM   18 Cl   UNK     0      -6.668   2.310   0.000  0.00  0.00          Cl+0
CONECT    1    2   11                                                       
CONECT    2    1    3                                                       
CONECT    3    2    4    8                                                  
CONECT    4    3    5   10                                                  
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8    9                                                  
CONECT    8    7    3                                                       
CONECT    9    7                                                            
CONECT   10    4   11                                                       
CONECT   11   10    1   12                                                  
CONECT   12   11   13   17                                                  
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   16   18                                                  
CONECT   16   15   17                                                       
CONECT   17   16   12                                                       
CONECT   18   15                                                            
MASTER        0    0    0    0    0    0    0    0   18    0   40    0
END

COMPND    HMDB0246639
HETATM    1 CL1  UNL     1      -6.046   1.895  -0.330  1.00  0.00          CL  
HETATM    2  C1  UNL     1      -4.438   1.162  -0.384  1.00  0.00           C  
HETATM    3  C2  UNL     1      -4.273  -0.093  -0.915  1.00  0.00           C  
HETATM    4  C3  UNL     1      -3.012  -0.678  -0.961  1.00  0.00           C  
HETATM    5  C4  UNL     1      -1.899  -0.020  -0.480  1.00  0.00           C  
HETATM    6  C5  UNL     1      -0.533  -0.629  -0.520  1.00  0.00           C  
HETATM    7  C6  UNL     1      -0.100  -1.059   0.887  1.00  0.00           C  
HETATM    8  C7  UNL     1       1.218  -1.783   0.710  1.00  0.00           C  
HETATM    9  C8  UNL     1       2.226  -0.749   0.285  1.00  0.00           C  
HETATM   10  C9  UNL     1       3.530  -0.797   0.702  1.00  0.00           C  
HETATM   11  C10 UNL     1       4.424   0.168   0.291  1.00  0.00           C  
HETATM   12 CL2  UNL     1       6.097   0.188   0.770  1.00  0.00          CL  
HETATM   13  C11 UNL     1       3.953   1.164  -0.543  1.00  0.00           C  
HETATM   14  C12 UNL     1       2.653   1.225  -0.969  1.00  0.00           C  
HETATM   15  C13 UNL     1       1.772   0.256  -0.551  1.00  0.00           C  
HETATM   16  O1  UNL     1       0.428   0.289  -0.971  1.00  0.00           O  
HETATM   17  C14 UNL     1      -2.080   1.240   0.049  1.00  0.00           C  
HETATM   18  C15 UNL     1      -3.338   1.831   0.100  1.00  0.00           C  
HETATM   19  H1  UNL     1      -5.138  -0.648  -1.308  1.00  0.00           H  
HETATM   20  H2  UNL     1      -2.918  -1.668  -1.386  1.00  0.00           H  
HETATM   21  H3  UNL     1      -0.551  -1.555  -1.131  1.00  0.00           H  
HETATM   22  H4  UNL     1       0.095  -0.166   1.522  1.00  0.00           H  
HETATM   23  H5  UNL     1      -0.855  -1.742   1.336  1.00  0.00           H  
HETATM   24  H6  UNL     1       1.073  -2.532  -0.094  1.00  0.00           H  
HETATM   25  H7  UNL     1       1.520  -2.243   1.673  1.00  0.00           H  
HETATM   26  H8  UNL     1       3.880  -1.577   1.350  1.00  0.00           H  
HETATM   27  H9  UNL     1       4.666   1.937  -0.873  1.00  0.00           H  
HETATM   28  H10 UNL     1       2.293   2.004  -1.619  1.00  0.00           H  
HETATM   29  H11 UNL     1      -1.204   1.749   0.424  1.00  0.00           H  
HETATM   30  H12 UNL     1      -3.441   2.831   0.527  1.00  0.00           H  
CONECT    1    2
CONECT    2    3    3   18
CONECT    3    4   19
CONECT    4    5    5   20
CONECT    5    6   17
CONECT    6    7   16   21
CONECT    7    8   22   23
CONECT    8    9   24   25
CONECT    9   10   10   15
CONECT   10   11   26
CONECT   11   12   13   13
CONECT   13   14   27
CONECT   14   15   15   28
CONECT   15   16
CONECT   17   18   18   29
CONECT   18   30
END

HMDB0246639
     RDKit          3D
4',6-Dichloroflavan
 30 32  0  0  0  0  0  0  0  0999 V2000
   -6.0461    1.8951   -0.3302 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -4.4379    1.1623   -0.3840 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2731   -0.0933   -0.9145 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0117   -0.6783   -0.9612 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8993   -0.0203   -0.4804 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5328   -0.6289   -0.5200 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1001   -1.0589    0.8871 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2181   -1.7833    0.7104 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2263   -0.7490    0.2847 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5299   -0.7966    0.7020 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4241    0.1684    0.2912 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0966    0.1884    0.7700 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    3.9529    1.1642   -0.5433 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6525    1.2246   -0.9685 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7724    0.2557   -0.5509 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4277    0.2894   -0.9706 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0800    1.2396    0.0493 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3380    1.8313    0.0996 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1382   -0.6479   -1.3075 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9176   -1.6684   -1.3856 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5514   -1.5547   -1.1314 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0947   -0.1664    1.5222 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8554   -1.7418    1.3357 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0732   -2.5317   -0.0939 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5199   -2.2428    1.6729 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8797   -1.5766    1.3500 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6656    1.9371   -0.8733 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2933    2.0038   -1.6187 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2036    1.7485    0.4240 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4413    2.8308    0.5267 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  1  0
 11 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
  5 17  1  0
 17 18  2  0
 18  2  1  0
 16  6  1  0
 15  9  1  0
  3 19  1  0
  4 20  1  0
  6 21  1  0
  7 22  1  0
  7 23  1  0
  8 24  1  0
  8 25  1  0
 10 26  1  0
 13 27  1  0
 14 28  1  0
 17 29  1  0
 18 30  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Not Available

Chemical Formula

C₁₅H₁₂Cl₂O

Average Molecular Weight

279.16

Monoisotopic Molecular Weight

278.0265204

IUPAC Name

6-chloro-2-(4-chlorophenyl)-3,4-dihydro-2H-1-benzopyran

Traditional Name

6-chloro-2-(4-chlorophenyl)-3,4-dihydro-2H-1-benzopyran

CAS Registry Number

Not Available

SMILES

ClC1=CC=C(C=C1)C1CCC2=C(O1)C=CC(Cl)=C2

InChI Identifier

InChI=1S/C15H12Cl2O/c16-12-4-1-10(2-5-12)14-7-3-11-9-13(17)6-8-15(11)18-14/h1-2,4-6,8-9,14H,3,7H2

InChI Key

WDNAQQJUMPVRGM-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as flavans. Flavans are compounds containing a flavan moiety, with a structure characterized by a 2-phenyl-3,4-dihydro-2H-1-benzopyran skeleton.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Flavonoids

Sub Class

Flavans

Direct Parent

Flavans

Alternative Parents

Substituents

Flavan
Chromane
Benzopyran
1-benzopyran
Alkyl aryl ether
Chlorobenzene
Halobenzene
Aryl chloride
Monocyclic benzene moiety
Aryl halide
Benzenoid
Oxacycle
Ether
Organoheterocyclic compound
Organochloride
Organohalogen compound
Hydrocarbon derivative
Organic oxygen compound
Organooxygen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 31557052)

Source

Exogenous

Exogenous (PMID: 31557052)

Process

Not Available

Role

Not Available

Physical Properties

State

Not Available

Experimental Molecular Properties

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

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
logP	5.54	ALOGPS
logP	5.29	ChemAxon
logS	-6.3	ALOGPS
pKa (Strongest Basic)	-4.9	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	1	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	9.23 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	74.32 m³·mol⁻¹	ChemAxon
Polarizability	29.12 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DeepCCS	[M+H]+	163.16	30932474
DeepCCS	[M-H]-	160.802	30932474
DeepCCS	[M-2H]-	193.688	30932474
DeepCCS	[M+Na]+	169.253	30932474
AllCCS	[M+H]+	161.8	32859911
AllCCS	[M+H-H2O]+	158.0	32859911
AllCCS	[M+NH4]+	165.4	32859911
AllCCS	[M+Na]+	166.4	32859911
AllCCS	[M-H]-	157.9	32859911
AllCCS	[M+Na-2H]-	157.2	32859911
AllCCS	[M+HCOO]-	156.7	32859911

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Predicted by Siyang on May 30, 2022	22.5641 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	1.55 minutes	32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	2946.0 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	842.8 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	317.6 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	588.8 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	449.1 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	983.8 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	985.7 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	381.6 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	1978.7 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	858.7 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	1974.1 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	732.4 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	542.5 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	670.1 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	414.6 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	36.1 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
4',6-Dichloroflavan	ClC1=CC=C(C=C1)C1CCC2=C(O1)C=CC(Cl)=C2	3023.4	Standard polar	33892256
4',6-Dichloroflavan	ClC1=CC=C(C=C1)C1CCC2=C(O1)C=CC(Cl)=C2	2212.6	Standard non polar	33892256
4',6-Dichloroflavan	ClC1=CC=C(C=C1)C1CCC2=C(O1)C=CC(Cl)=C2	2240.2	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 - 4',6-Dichloroflavan GC-MS (Non-derivatized) - 70eV, Positive	splash10-002f-1790000000-b7f6c32311202ba17c3e	2021-09-23	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 4',6-Dichloroflavan 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 - 4',6-Dichloroflavan 10V, Positive-QTOF	splash10-004i-0090000000-97e9cee4b5c199ff9217	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4',6-Dichloroflavan 20V, Positive-QTOF	splash10-004i-0090000000-c936e0251a3a2f7115ab	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4',6-Dichloroflavan 40V, Positive-QTOF	splash10-004i-0910000000-7bfbce831a99ed14728c	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4',6-Dichloroflavan 10V, Negative-QTOF	splash10-004i-0090000000-2b298f0f6cf28aef07c2	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4',6-Dichloroflavan 20V, Negative-QTOF	splash10-004i-2490000000-08fa57906d080d995ad2	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4',6-Dichloroflavan 40V, Negative-QTOF	splash10-001i-9410000000-be1dad2f0bd0bc620932	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

112277

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

126331

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 4',6-Dichloroflavan (HMDB0246639)

MOL for HMDB0246639 (4',6-Dichloroflavan)

3D MOL for HMDB0246639 (4',6-Dichloroflavan)

3D SDF for HMDB0246639 (4',6-Dichloroflavan)

3D-SDF for HMDB0246639 (4',6-Dichloroflavan)

PDB for HMDB0246639 (4',6-Dichloroflavan)

3D PDB for HMDB0246639 (4',6-Dichloroflavan)

SMILES for HMDB0246639 (4',6-Dichloroflavan)

INCHI for HMDB0246639 (4',6-Dichloroflavan)

Structure for HMDB0246639 (4',6-Dichloroflavan)

3D Structure for HMDB0246639 (4',6-Dichloroflavan)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra