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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 10:11:13 UTC

Update Date

2021-09-26 23:04:48 UTC

HMDB ID

HMDB0252308

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Flocoumafen

Description

Flocoumafen belongs to the class of organic compounds known as phenylnaphthalenes. Phenylnaphthalenes are compounds containing a phenylnaphthalene skeleton, which consists of a naphthalene bound to a phenyl group. Based on a literature review a significant number of articles have been published on Flocoumafen. This compound has been identified in human blood as reported by (PMID: 31557052 ). Flocoumafen is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically Flocoumafen 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


  Mrv1572004191604272D          

 40 45  0  0  0  0            999 V2000
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    2.1434    2.0625    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
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    2.1434    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
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 40 29  1  0  0  0  0
 40 32  1  0  0  0  0
M  END

HMDB0252308
     RDKit          3D
Flocoumafen
 65 70  0  0  0  0  0  0  0  0999 V2000
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M  END


  Mrv1572004191604272D          

 40 45  0  0  0  0            999 V2000
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 25 15  2  0  0  0  0
 25 16  1  0  0  0  0
 26  6  2  0  0  0  0
 26 22  1  0  0  0  0
 27  7  2  0  0  0  0
 28 18  1  0  0  0  0
 28 26  1  0  0  0  0
 29  8  2  0  0  0  0
 29 27  1  0  0  0  0
 30 28  1  0  0  0  0
 31 27  1  0  0  0  0
 31 30  2  0  0  0  0
 32 30  1  0  0  0  0
 33 24  1  0  0  0  0
 34 33  1  0  0  0  0
 35 33  1  0  0  0  0
 36 33  1  0  0  0  0
 37 31  1  0  0  0  0
 38 32  2  0  0  0  0
 39 19  1  0  0  0  0
 39 25  1  0  0  0  0
 40 29  1  0  0  0  0
 40 32  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0252308

> <DATABASE_NAME>
hmdb

> <SMILES>
OC1=C(C2CC(CC3=CC=CC=C23)C2=CC=C(OCC3=CC=C(C=C3)C(F)(F)F)C=C2)C(=O)OC2=CC=CC=C12

> <INCHI_IDENTIFIER>
InChI=1S/C33H25F3O4/c34-33(35,36)24-13-9-20(10-14-24)19-39-25-15-11-21(12-16-25)23-17-22-5-1-2-6-26(22)28(18-23)30-31(37)27-7-3-4-8-29(27)40-32(30)38/h1-16,23,28,37H,17-19H2

> <INCHI_KEY>
KKBGNYHHEIAGOH-UHFFFAOYSA-N

> <FORMULA>
C33H25F3O4

> <MOLECULAR_WEIGHT>
542.554

> <EXACT_MASS>
542.170493774

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
65

> <JCHEM_AVERAGE_POLARIZABILITY>
53.89775279802302

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
4-hydroxy-3-[3-(4-{[4-(trifluoromethyl)phenyl]methoxy}phenyl)-1,2,3,4-tetrahydronaphthalen-1-yl]-2H-chromen-2-one

> <ALOGPS_LOGP>
7.32

> <JCHEM_LOGP>
7.6504924936666665

> <ALOGPS_LOGS>
-6.59

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
6

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA_STRONGEST_ACIDIC>
5.550865785944933

> <JCHEM_PKA_STRONGEST_BASIC>
-4.854181954704182

> <JCHEM_POLAR_SURFACE_AREA>
55.760000000000005

> <JCHEM_REFRACTIVITY>
146.57569999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.39e-04 g/l

> <JCHEM_TRADITIONAL_IUPAC>
stratgem

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0252308
     RDKit          3D
Flocoumafen
 65 70  0  0  0  0  0  0  0  0999 V2000
   -4.5059   -0.3731   -3.4198 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8836    0.2987   -2.4175 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7476    1.2472   -2.6004 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2019    2.0011   -1.6165 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1143    2.9907   -1.8723 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5770    3.7708   -0.8431 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1166    3.5443    0.4305 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2092    2.5529    0.6632 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7083    1.7370   -0.3374 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7894    0.7381   -0.1041 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3081    0.4776    1.1434 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3508   -0.0185   -1.1791 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3621   -1.1041   -1.0038 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0004   -0.4960   -1.0813 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0287   -1.2646   -0.2751 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3446   -0.7350   -0.2306 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4257   -1.6273   -0.3221 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7352   -1.2312   -0.2748 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0674    0.1240   -0.1301 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4230    0.5013   -0.0807 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3803   -0.5013   -0.1903 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7359    0.0632   -0.0963 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9997    1.0965    0.7699 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2825    1.6381    0.9004 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3277    1.1489    0.1579 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7067    1.6896    0.2700 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2453    1.5068    1.5255 F   0  0  0  0  0  0  0  0  0  0  0  0
   11.5159    1.0110   -0.6362 F   0  0  0  0  0  0  0  0  0  0  0  0
   10.7412    3.0415   -0.0253 F   0  0  0  0  0  0  0  0  0  0  0  0
    9.0448    0.1065   -0.7150 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7902   -0.4275   -0.8457 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0190    0.9976   -0.0423 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7045    0.5782   -0.0909 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5147   -1.3142    1.1976 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7655   -2.1206    1.1922 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0007   -2.9681    2.2439 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1536   -3.7411    2.2177 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0255   -3.6431    1.1539 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7783   -2.7864    0.1035 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6128   -2.0008    0.1231 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4465    3.1272   -2.8896 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2988    4.5542   -1.0546 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4832    4.1557    1.2225 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8358    2.3584    1.6720 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5318    0.9291    1.9887 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4704   -1.7578   -1.9323 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6570   -0.4850   -2.1459 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9755    0.5698   -0.7652 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0091   -2.3201   -0.6374 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1789   -2.6813   -0.4401 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5623   -1.9241   -0.3430 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2060   -1.2434    0.6442 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2657   -1.1212   -1.1140 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2111    1.5209    1.3801 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.4681    2.4442    1.5862 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.8583   -0.2916   -1.3059 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5415   -1.2396   -1.5189 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2114    2.0524    0.0668 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1227    1.2934   -0.0162 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7362   -0.2772    1.4744 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7021   -1.7817    1.7545 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2810   -3.0146    3.0743 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2946   -4.3954    3.0636 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9116   -4.2627    1.1693 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4816   -2.7180   -0.7323 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  1  0
 10 12  2  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  2  0
 25 26  1  0
 26 27  1  0
 26 28  1  0
 26 29  1  0
 25 30  1  0
 30 31  2  0
 19 32  1  0
 32 33  2  0
 15 34  1  0
 34 35  1  0
 35 36  2  0
 36 37  1  0
 37 38  2  0
 38 39  1  0
 39 40  2  0
 12  2  1  0
 40 13  1  0
  9  4  1  0
 33 16  1  0
 40 35  1  0
 31 22  1  0
  5 41  1  0
  6 42  1  0
  7 43  1  0
  8 44  1  0
 11 45  1  0
 13 46  1  0
 14 47  1  0
 14 48  1  0
 15 49  1  0
 17 50  1  0
 18 51  1  0
 21 52  1  0
 21 53  1  0
 23 54  1  0
 24 55  1  0
 30 56  1  0
 31 57  1  0
 32 58  1  0
 33 59  1  0
 34 60  1  0
 34 61  1  0
 36 62  1  0
 37 63  1  0
 38 64  1  0
 39 65  1  0
M  END

HEADER    PROTEIN                                 19-APR-16   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   19-APR-16         0                                  
HETATM    1  C   UNK     0       5.335   4.620   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       4.001   3.850   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       6.668   3.850   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       4.001   2.310   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       0.000  -3.080   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      14.670  -6.930   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      16.004  -4.620   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       9.336  -2.310   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      10.669  -0.000   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      16.004  -7.700   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      17.338  -5.390   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      10.669  -3.080   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      12.003  -0.770   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       8.002   1.540   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       6.668  -0.770   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      13.337  -4.620   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      14.670  -5.390   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       9.336  -0.770   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       6.668   2.310   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       8.002  -0.000   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      17.338  -6.930   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      12.003  -2.310   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       5.335   1.540   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       5.335  -0.000   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       1.334  -2.310   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0       2.667  -0.000   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0       4.001  -2.310   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0      18.672  -7.700   0.000  0.00  0.00           C+0
HETATM   34  F   UNK     0      20.005  -8.470   0.000  0.00  0.00           F+0
HETATM   35  F   UNK     0      17.902  -9.034   0.000  0.00  0.00           F+0
HETATM   36  F   UNK     0      19.442  -6.366   0.000  0.00  0.00           F+0
HETATM   37  O   UNK     0       2.667   1.540   0.000  0.00  0.00           O+0
HETATM   38  O   UNK     0       5.335  -3.080   0.000  0.00  0.00           O+0
HETATM   39  O   UNK     0      13.337  -3.080   0.000  0.00  0.00           O+0
HETATM   40  O   UNK     0       2.667  -3.080   0.000  0.00  0.00           O+0
CONECT    1    2    5                                                       
CONECT    2    1    6                                                       
CONECT    3    4    7                                                       
CONECT    4    3    8                                                       
CONECT    5    1   22                                                       
CONECT    6    2   26                                                       
CONECT    7    3   27                                                       
CONECT    8    4   29                                                       
CONECT    9   13   20                                                       
CONECT   10   14   20                                                       
CONECT   11   15   21                                                       
CONECT   12   16   21                                                       
CONECT   13    9   24                                                       
CONECT   14   10   24                                                       
CONECT   15   11   25                                                       
CONECT   16   12   25                                                       
CONECT   17   22   23                                                       
CONECT   18   23   28                                                       
CONECT   19   20   39                                                       
CONECT   20    9   10   19                                                  
CONECT   21   11   12   23                                                  
CONECT   22    5   17   26                                                  
CONECT   23   17   18   21                                                  
CONECT   24   13   14   33                                                  
CONECT   25   15   16   39                                                  
CONECT   26    6   22   28                                                  
CONECT   27    7   29   31                                                  
CONECT   28   18   26   30                                                  
CONECT   29    8   27   40                                                  
CONECT   30   28   31   32                                                  
CONECT   31   27   30   37                                                  
CONECT   32   30   38   40                                                  
CONECT   33   24   34   35   36                                             
CONECT   34   33                                                            
CONECT   35   33                                                            
CONECT   36   33                                                            
CONECT   37   31                                                            
CONECT   38   32                                                            
CONECT   39   19   25                                                       
CONECT   40   29   32                                                       
MASTER        0    0    0    0    0    0    0    0   40    0   90    0
END

COMPND    HMDB0252308
HETATM    1  O1  UNL     1      -4.506  -0.373  -3.420  1.00  0.00           O  
HETATM    2  C1  UNL     1      -4.884   0.299  -2.417  1.00  0.00           C  
HETATM    3  O2  UNL     1      -5.748   1.247  -2.600  1.00  0.00           O  
HETATM    4  C2  UNL     1      -6.202   2.001  -1.616  1.00  0.00           C  
HETATM    5  C3  UNL     1      -7.114   2.991  -1.872  1.00  0.00           C  
HETATM    6  C4  UNL     1      -7.577   3.771  -0.843  1.00  0.00           C  
HETATM    7  C5  UNL     1      -7.117   3.544   0.431  1.00  0.00           C  
HETATM    8  C6  UNL     1      -6.209   2.553   0.663  1.00  0.00           C  
HETATM    9  C7  UNL     1      -5.708   1.737  -0.337  1.00  0.00           C  
HETATM   10  C8  UNL     1      -4.789   0.738  -0.104  1.00  0.00           C  
HETATM   11  O3  UNL     1      -4.308   0.478   1.143  1.00  0.00           O  
HETATM   12  C9  UNL     1      -4.351  -0.018  -1.179  1.00  0.00           C  
HETATM   13  C10 UNL     1      -3.362  -1.104  -1.004  1.00  0.00           C  
HETATM   14  C11 UNL     1      -2.000  -0.496  -1.081  1.00  0.00           C  
HETATM   15  C12 UNL     1      -1.029  -1.265  -0.275  1.00  0.00           C  
HETATM   16  C13 UNL     1       0.345  -0.735  -0.231  1.00  0.00           C  
HETATM   17  C14 UNL     1       1.426  -1.627  -0.322  1.00  0.00           C  
HETATM   18  C15 UNL     1       2.735  -1.231  -0.275  1.00  0.00           C  
HETATM   19  C16 UNL     1       3.067   0.124  -0.130  1.00  0.00           C  
HETATM   20  O4  UNL     1       4.423   0.501  -0.081  1.00  0.00           O  
HETATM   21  C17 UNL     1       5.380  -0.501  -0.190  1.00  0.00           C  
HETATM   22  C18 UNL     1       6.736   0.063  -0.096  1.00  0.00           C  
HETATM   23  C19 UNL     1       7.000   1.096   0.770  1.00  0.00           C  
HETATM   24  C20 UNL     1       8.282   1.638   0.900  1.00  0.00           C  
HETATM   25  C21 UNL     1       9.328   1.149   0.158  1.00  0.00           C  
HETATM   26  C22 UNL     1      10.707   1.690   0.270  1.00  0.00           C  
HETATM   27  F1  UNL     1      11.245   1.507   1.526  1.00  0.00           F  
HETATM   28  F2  UNL     1      11.516   1.011  -0.636  1.00  0.00           F  
HETATM   29  F3  UNL     1      10.741   3.041  -0.025  1.00  0.00           F  
HETATM   30  C23 UNL     1       9.045   0.106  -0.715  1.00  0.00           C  
HETATM   31  C24 UNL     1       7.790  -0.428  -0.846  1.00  0.00           C  
HETATM   32  C25 UNL     1       2.019   0.998  -0.042  1.00  0.00           C  
HETATM   33  C26 UNL     1       0.704   0.578  -0.091  1.00  0.00           C  
HETATM   34  C27 UNL     1      -1.515  -1.314   1.198  1.00  0.00           C  
HETATM   35  C28 UNL     1      -2.766  -2.121   1.192  1.00  0.00           C  
HETATM   36  C29 UNL     1      -3.001  -2.968   2.244  1.00  0.00           C  
HETATM   37  C30 UNL     1      -4.154  -3.741   2.218  1.00  0.00           C  
HETATM   38  C31 UNL     1      -5.026  -3.643   1.154  1.00  0.00           C  
HETATM   39  C32 UNL     1      -4.778  -2.786   0.104  1.00  0.00           C  
HETATM   40  C33 UNL     1      -3.613  -2.001   0.123  1.00  0.00           C  
HETATM   41  H1  UNL     1      -7.447   3.127  -2.890  1.00  0.00           H  
HETATM   42  H2  UNL     1      -8.299   4.554  -1.055  1.00  0.00           H  
HETATM   43  H3  UNL     1      -7.483   4.156   1.222  1.00  0.00           H  
HETATM   44  H4  UNL     1      -5.836   2.358   1.672  1.00  0.00           H  
HETATM   45  H5  UNL     1      -4.532   0.929   1.989  1.00  0.00           H  
HETATM   46  H6  UNL     1      -3.470  -1.758  -1.932  1.00  0.00           H  
HETATM   47  H7  UNL     1      -1.657  -0.485  -2.146  1.00  0.00           H  
HETATM   48  H8  UNL     1      -1.976   0.570  -0.765  1.00  0.00           H  
HETATM   49  H9  UNL     1      -1.009  -2.320  -0.637  1.00  0.00           H  
HETATM   50  H10 UNL     1       1.179  -2.681  -0.440  1.00  0.00           H  
HETATM   51  H11 UNL     1       3.562  -1.924  -0.343  1.00  0.00           H  
HETATM   52  H12 UNL     1       5.206  -1.243   0.644  1.00  0.00           H  
HETATM   53  H13 UNL     1       5.266  -1.121  -1.114  1.00  0.00           H  
HETATM   54  H14 UNL     1       6.211   1.521   1.380  1.00  0.00           H  
HETATM   55  H15 UNL     1       8.468   2.444   1.586  1.00  0.00           H  
HETATM   56  H16 UNL     1       9.858  -0.292  -1.306  1.00  0.00           H  
HETATM   57  H17 UNL     1       7.542  -1.240  -1.519  1.00  0.00           H  
HETATM   58  H18 UNL     1       2.211   2.052   0.067  1.00  0.00           H  
HETATM   59  H19 UNL     1      -0.123   1.293  -0.016  1.00  0.00           H  
HETATM   60  H20 UNL     1      -1.736  -0.277   1.474  1.00  0.00           H  
HETATM   61  H21 UNL     1      -0.702  -1.782   1.755  1.00  0.00           H  
HETATM   62  H22 UNL     1      -2.281  -3.015   3.074  1.00  0.00           H  
HETATM   63  H23 UNL     1      -4.295  -4.395   3.064  1.00  0.00           H  
HETATM   64  H24 UNL     1      -5.912  -4.263   1.169  1.00  0.00           H  
HETATM   65  H25 UNL     1      -5.482  -2.718  -0.732  1.00  0.00           H  
CONECT    1    2    2
CONECT    2    3   12
CONECT    3    4
CONECT    4    5    5    9
CONECT    5    6   41
CONECT    6    7    7   42
CONECT    7    8   43
CONECT    8    9    9   44
CONECT    9   10
CONECT   10   11   12   12
CONECT   11   45
CONECT   12   13
CONECT   13   14   40   46
CONECT   14   15   47   48
CONECT   15   16   34   49
CONECT   16   17   17   33
CONECT   17   18   50
CONECT   18   19   19   51
CONECT   19   20   32
CONECT   20   21
CONECT   21   22   52   53
CONECT   22   23   23   31
CONECT   23   24   54
CONECT   24   25   25   55
CONECT   25   26   30
CONECT   26   27   28   29
CONECT   30   31   31   56
CONECT   31   57
CONECT   32   33   33   58
CONECT   33   59
CONECT   34   35   60   61
CONECT   35   36   36   40
CONECT   36   37   62
CONECT   37   38   38   63
CONECT   38   39   64
CONECT   39   40   40   65
END

HMDB0252308
     RDKit          3D
Flocoumafen
 65 70  0  0  0  0  0  0  0  0999 V2000
   -4.5059   -0.3731   -3.4198 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8836    0.2987   -2.4175 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7476    1.2472   -2.6004 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2019    2.0011   -1.6165 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1143    2.9907   -1.8723 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5770    3.7708   -0.8431 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1166    3.5443    0.4305 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2092    2.5529    0.6632 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7083    1.7370   -0.3374 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7894    0.7381   -0.1041 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3081    0.4776    1.1434 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3508   -0.0185   -1.1791 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3621   -1.1041   -1.0038 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0004   -0.4960   -1.0813 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0287   -1.2646   -0.2751 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3446   -0.7350   -0.2306 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4257   -1.6273   -0.3221 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7352   -1.2312   -0.2748 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0674    0.1240   -0.1301 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4230    0.5013   -0.0807 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3803   -0.5013   -0.1903 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7359    0.0632   -0.0963 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9997    1.0965    0.7699 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2825    1.6381    0.9004 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3277    1.1489    0.1579 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7067    1.6896    0.2700 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2453    1.5068    1.5255 F   0  0  0  0  0  0  0  0  0  0  0  0
   11.5159    1.0110   -0.6362 F   0  0  0  0  0  0  0  0  0  0  0  0
   10.7412    3.0415   -0.0253 F   0  0  0  0  0  0  0  0  0  0  0  0
    9.0448    0.1065   -0.7150 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7902   -0.4275   -0.8457 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0190    0.9976   -0.0423 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7045    0.5782   -0.0909 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5147   -1.3142    1.1976 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7655   -2.1206    1.1922 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0007   -2.9681    2.2439 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1536   -3.7411    2.2177 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0255   -3.6431    1.1539 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7783   -2.7864    0.1035 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6128   -2.0008    0.1231 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4465    3.1272   -2.8896 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2988    4.5542   -1.0546 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4832    4.1557    1.2225 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8358    2.3584    1.6720 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5318    0.9291    1.9887 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4704   -1.7578   -1.9323 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6570   -0.4850   -2.1459 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9755    0.5698   -0.7652 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0091   -2.3201   -0.6374 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1789   -2.6813   -0.4401 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5623   -1.9241   -0.3430 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2060   -1.2434    0.6442 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2657   -1.1212   -1.1140 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2111    1.5209    1.3801 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.4681    2.4442    1.5862 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.8583   -0.2916   -1.3059 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5415   -1.2396   -1.5189 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2114    2.0524    0.0668 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1227    1.2934   -0.0162 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7362   -0.2772    1.4744 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7021   -1.7817    1.7545 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2810   -3.0146    3.0743 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2946   -4.3954    3.0636 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9116   -4.2627    1.1693 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4816   -2.7180   -0.7323 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  1  0
 10 12  2  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  2  0
 25 26  1  0
 26 27  1  0
 26 28  1  0
 26 29  1  0
 25 30  1  0
 30 31  2  0
 19 32  1  0
 32 33  2  0
 15 34  1  0
 34 35  1  0
 35 36  2  0
 36 37  1  0
 37 38  2  0
 38 39  1  0
 39 40  2  0
 12  2  1  0
 40 13  1  0
  9  4  1  0
 33 16  1  0
 40 35  1  0
 31 22  1  0
  5 41  1  0
  6 42  1  0
  7 43  1  0
  8 44  1  0
 11 45  1  0
 13 46  1  0
 14 47  1  0
 14 48  1  0
 15 49  1  0
 17 50  1  0
 18 51  1  0
 21 52  1  0
 21 53  1  0
 23 54  1  0
 24 55  1  0
 30 56  1  0
 31 57  1  0
 32 58  1  0
 33 59  1  0
 34 60  1  0
 34 61  1  0
 36 62  1  0
 37 63  1  0
 38 64  1  0
 39 65  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
Flocoumafen	MeSH

Chemical Formula

C₃₃H₂₅F₃O₄

Average Molecular Weight

542.554

Monoisotopic Molecular Weight

542.170493774

IUPAC Name

4-hydroxy-3-[3-(4-{[4-(trifluoromethyl)phenyl]methoxy}phenyl)-1,2,3,4-tetrahydronaphthalen-1-yl]-2H-chromen-2-one

Traditional Name

stratgem

CAS Registry Number

Not Available

SMILES

OC1=C(C2CC(CC3=CC=CC=C23)C2=CC=C(OCC3=CC=C(C=C3)C(F)(F)F)C=C2)C(=O)OC2=CC=CC=C12

InChI Identifier

InChI=1S/C33H25F3O4/c34-33(35,36)24-13-9-20(10-14-24)19-39-25-15-11-21(12-16-25)23-17-22-5-1-2-6-26(22)28(18-23)30-31(37)27-7-3-4-8-29(27)40-32(30)38/h1-16,23,28,37H,17-19H2

InChI Key

KKBGNYHHEIAGOH-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as phenylnaphthalenes. Phenylnaphthalenes are compounds containing a phenylnaphthalene skeleton, which consists of a naphthalene bound to a phenyl group.

Kingdom

Super Class

Class

Sub Class

Direct Parent

Alternative Parents

Substituents

Phenylnaphthalene
4-hydroxycoumarin
Hydroxycoumarin
Coumarin
Benzopyran
Trifluoromethylbenzene
Tetralin
1-benzopyran
Phenoxy compound
Phenol ether
Pyranone
Alkyl aryl ether
Pyran
Monocyclic benzene moiety
Heteroaromatic compound
Vinylogous acid
Lactone
Oxacycle
Organoheterocyclic compound
Ether
Organooxygen compound
Hydrocarbon derivative
Organic oxide
Organic oxygen compound
Organohalogen compound
Alkyl halide
Alkyl fluoride
Organofluoride
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

ring assembly (CHEBI:81894 )
naphthalenes (CHEBI:81894 )
benzenes (CHEBI:81894 )
Coumarin rodenticides (C18696 )

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	7.32	ALOGPS
logP	7.65	ChemAxon
logS	-6.6	ALOGPS
pKa (Strongest Acidic)	5.55	ChemAxon
pKa (Strongest Basic)	-4.9	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	55.76 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	146.58 m³·mol⁻¹	ChemAxon
Polarizability	53.9 Å³	ChemAxon
Number of Rings	6	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DeepCCS	[M-2H]-	249.521	30932474
DeepCCS	[M+Na]+	225.144	30932474
AllCCS	[M+H]+	231.6	32859911
AllCCS	[M+H-H2O]+	229.9	32859911
AllCCS	[M+NH4]+	233.1	32859911
AllCCS	[M+Na]+	233.5	32859911
AllCCS	[M-H]-	200.0	32859911
AllCCS	[M+Na-2H]-	199.9	32859911
AllCCS	[M+HCOO]-	200.0	32859911

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Predicted by Siyang on May 30, 2022	26.1944 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	1.4 minutes	32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	4109.3 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	779.7 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	338.3 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	376.3 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	617.6 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	1368.3 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	1163.0 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	94.0 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	2537.6 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	1055.6 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	2282.3 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	769.4 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	651.1 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	377.0 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	286.3 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	8.8 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Flocoumafen	OC1=C(C2CC(CC3=CC=CC=C23)C2=CC=C(OCC3=CC=C(C=C3)C(F)(F)F)C=C2)C(=O)OC2=CC=CC=C12	4827.6	Standard polar	33892256
Flocoumafen	OC1=C(C2CC(CC3=CC=CC=C23)C2=CC=C(OCC3=CC=C(C=C3)C(F)(F)F)C=C2)C(=O)OC2=CC=CC=C12	3873.4	Standard non polar	33892256
Flocoumafen	OC1=C(C2CC(CC3=CC=CC=C23)C2=CC=C(OCC3=CC=C(C=C3)C(F)(F)F)C=C2)C(=O)OC2=CC=CC=C12	4176.9	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 - Flocoumafen GC-MS (TMS_1_1) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Flocoumafen GC-MS (TBDMS_1_1) - 70eV, Positive	Not Available	2021-11-04	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 - Flocoumafen 10V, Positive-QTOF	splash10-0006-0011090000-6552b751f679c60230ab	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Flocoumafen 20V, Positive-QTOF	splash10-00mo-0598180000-d628b6ebb8eb14e796ce	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Flocoumafen 40V, Positive-QTOF	splash10-0100-0933010000-7cd2ddcd50066482a2fa	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Flocoumafen 10V, Negative-QTOF	splash10-0006-0100290000-1870af1185c174272bce	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Flocoumafen 20V, Negative-QTOF	splash10-01oy-0901480000-048e0687f42b76f5e33d	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Flocoumafen 40V, Negative-QTOF	splash10-0002-3901010000-3344cc35898062996422	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Flocoumafen 10V, Positive-QTOF	splash10-0006-0000090000-d7120a15fa368d30c8bc	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Flocoumafen 20V, Positive-QTOF	splash10-052f-0902050000-12d848c8d74871d13883	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Flocoumafen 40V, Positive-QTOF	splash10-06y6-2914120000-85abb35d80f2c954a300	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Flocoumafen 10V, Negative-QTOF	splash10-0006-0000290000-90c2538ad07e982b7629	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Flocoumafen 20V, Negative-QTOF	splash10-01ox-0900280000-b4677ead58e2b5801d5f	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Flocoumafen 40V, Negative-QTOF	splash10-0aor-2932040000-59d875f2abf3c9aa5271	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

10469214

KEGG Compound ID

C18696

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Flocoumafen

METLIN ID

Not Available

PubChem Compound

54698175

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 Flocoumafen (HMDB0252308)

MOL for HMDB0252308 (Flocoumafen)

3D MOL for HMDB0252308 (Flocoumafen)

3D SDF for HMDB0252308 (Flocoumafen)

3D-SDF for HMDB0252308 (Flocoumafen)

PDB for HMDB0252308 (Flocoumafen)

3D PDB for HMDB0252308 (Flocoumafen)

SMILES for HMDB0252308 (Flocoumafen)

INCHI for HMDB0252308 (Flocoumafen)

Structure for HMDB0252308 (Flocoumafen)

3D Structure for HMDB0252308 (Flocoumafen)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra