Hmdb loader

Showing metabocard for Chlordecone (HMDB0059603)

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IdentificationTaxonomyOntologyPhysical propertiesSpectraBiological propertiesConcentrationsLinksReferencesenzymes (1) Show 1 proteinXML
enzymes (1) Show 1 protein
Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2012-10-30 10:32:48 UTC
Update Date2022-03-07 03:17:33 UTC
HMDB IDHMDB0059603
Secondary Accession Numbers
  • HMDB59603
Metabolite Identification
Common NameChlordecone
DescriptionChlordecone, also known as kepone or GC 1189, belongs to the class of organic compounds known as monoterpenoids. Monoterpenoids are compounds containing a chain of two isoprene units. Chlordecone is an extremely weak basic (essentially neutral) compound (based on its pKa). Chlordecone is formally rated as a possible carcinogen (by IARC 2B) and is also a potentially toxic compound.
Structure
Data?1563865954
MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for HMDB0059603 (Chlordecone)


  Mrv0541 09051417112D          

 21 25  0  0  0  0            999 V2000
    1.2241   -0.2760    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8232    0.2770    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5772    0.2536    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1682    0.7897    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9338    1.0595    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2235    0.7673    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9490    1.1683    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4350    1.6096    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1696    1.5465    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7741    2.1200    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5539   -0.1061    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -0.0298   -0.3050    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    0.9085    0.0066    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    2.6685    0.6842    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -0.5554    0.4952    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    1.1777    1.9610    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    1.9950    2.2155    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -0.6457    1.4202    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    1.1558    2.8514    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    0.3202    2.8089    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    1.2486   -1.1006    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0  0  0  0
  3  1  1  0  0  0  0
  4  2  1  0  0  0  0
  5  2  1  0  0  0  0
  6  3  1  0  0  0  0
  6  4  1  0  0  0  0
  7  3  1  0  0  0  0
  7  5  1  0  0  0  0
  8  4  1  0  0  0  0
  8  5  1  0  0  0  0
  9  6  1  0  0  0  0
  9  7  1  0  0  0  0
 10  8  1  0  0  0  0
 10  9  1  0  0  0  0
 11  2  1  0  0  0  0
 12  3  1  0  0  0  0
 13  4  1  0  0  0  0
 14  5  1  0  0  0  0
 15  6  1  0  0  0  0
 16  7  1  0  0  0  0
 17  8  1  0  0  0  0
 18  9  1  0  0  0  0
 19 10  1  0  0  0  0
 20 10  1  0  0  0  0
 21  1  2  0  0  0  0
M  END
Download

3D MOL for HMDB0059603 (Chlordecone)

HMDB0059603
     RDKit          3D
Chlordecone
 21 25  0  0  0  0  0  0  0  0999 V2000
   -3.1888   -0.0914   -0.8182 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0123   -0.0271   -0.5393 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9960    1.0026   -0.8360 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4069    2.3918   -1.7329 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    0.2046    0.1814   -1.2243 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7215    0.2003   -2.8644 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    0.9878    1.0590   -0.2380 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7201    2.4805   -0.8462 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    1.8112    0.0246    0.4586 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8233   -0.7738   -0.7921 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    2.7449    0.6129    1.8045 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    0.7317   -0.9555    0.8295 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1313   -2.3602    1.7212 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    0.0456   -1.1429   -0.5297 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3918   -2.5845   -1.3929 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -1.2532   -1.0343    0.2195 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0178   -2.4372    0.8141 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -0.4816   -0.1529    1.2093 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0074   -0.1736    2.8475 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -0.3186    1.1673    0.5152 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6313    2.6131    1.3948 Cl  0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  1  0
  3  5  1  0
  5  6  1  0
  5  7  1  0
  7  8  1  0
  7  9  1  0
  9 10  1  0
  9 11  1  0
  9 12  1  0
 12 13  1  0
 12 14  1  0
 14 15  1  0
 14 16  1  0
 16 17  1  0
 16 18  1  0
 18 19  1  0
 18 20  1  0
 20 21  1  0
 16  2  1  0
 20  3  1  0
 14  5  1  0
 20  7  1  0
 18 12  1  0
M  END
Download

3D SDF for HMDB0059603 (Chlordecone)


  Mrv0541 09051417112D          

 21 25  0  0  0  0            999 V2000
    1.2241   -0.2760    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8232    0.2770    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5772    0.2536    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1682    0.7897    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9338    1.0595    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2235    0.7673    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9490    1.1683    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4350    1.6096    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1696    1.5465    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7741    2.1200    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5539   -0.1061    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -0.0298   -0.3050    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    0.9085    0.0066    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    2.6685    0.6842    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -0.5554    0.4952    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    1.1777    1.9610    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    1.9950    2.2155    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -0.6457    1.4202    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    1.1558    2.8514    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    0.3202    2.8089    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    1.2486   -1.1006    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0  0  0  0
  3  1  1  0  0  0  0
  4  2  1  0  0  0  0
  5  2  1  0  0  0  0
  6  3  1  0  0  0  0
  6  4  1  0  0  0  0
  7  3  1  0  0  0  0
  7  5  1  0  0  0  0
  8  4  1  0  0  0  0
  8  5  1  0  0  0  0
  9  6  1  0  0  0  0
  9  7  1  0  0  0  0
 10  8  1  0  0  0  0
 10  9  1  0  0  0  0
 11  2  1  0  0  0  0
 12  3  1  0  0  0  0
 13  4  1  0  0  0  0
 14  5  1  0  0  0  0
 15  6  1  0  0  0  0
 16  7  1  0  0  0  0
 17  8  1  0  0  0  0
 18  9  1  0  0  0  0
 19 10  1  0  0  0  0
 20 10  1  0  0  0  0
 21  1  2  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0059603

> <DATABASE_NAME>
hmdb

> <SMILES>
ClC12C(=O)C3(Cl)C4(Cl)C1(Cl)C1(Cl)C2(Cl)C3(Cl)C4(Cl)C1(Cl)Cl

> <INCHI_IDENTIFIER>
InChI=1S/C10Cl10O/c11-2-1(21)3(12)6(15)4(2,13)8(17)5(2,14)7(3,16)9(6,18)10(8,19)20

> <INCHI_KEY>
LHHGDZSESBACKH-UHFFFAOYSA-N

> <FORMULA>
C10Cl10O

> <MOLECULAR_WEIGHT>
490.636

> <EXACT_MASS>
485.683441692

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_ATOM_COUNT>
21

> <JCHEM_AVERAGE_POLARIZABILITY>
35.719668845801706

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
decachloropentacyclo[5.3.0.0²,⁶.0³,⁹.0⁴,⁸]decan-5-one

> <ALOGPS_LOGP>
5.91

> <JCHEM_LOGP>
6.354821992666667

> <ALOGPS_LOGS>
-5.80

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-8.359698754213978

> <JCHEM_POLAR_SURFACE_AREA>
17.07

> <JCHEM_REFRACTIVITY>
83.1998

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
7.84e-04 g/l

> <JCHEM_TRADITIONAL_IUPAC>
kepone

> <JCHEM_VEBER_RULE>
1

$$$$
Download

3D-SDF for HMDB0059603 (Chlordecone)

HMDB0059603
     RDKit          3D
Chlordecone
 21 25  0  0  0  0  0  0  0  0999 V2000
   -3.1888   -0.0914   -0.8182 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0123   -0.0271   -0.5393 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9960    1.0026   -0.8360 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4069    2.3918   -1.7329 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    0.2046    0.1814   -1.2243 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7215    0.2003   -2.8644 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    0.9878    1.0590   -0.2380 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7201    2.4805   -0.8462 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    1.8112    0.0246    0.4586 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8233   -0.7738   -0.7921 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    2.7449    0.6129    1.8045 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    0.7317   -0.9555    0.8295 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1313   -2.3602    1.7212 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    0.0456   -1.1429   -0.5297 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3918   -2.5845   -1.3929 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -1.2532   -1.0343    0.2195 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0178   -2.4372    0.8141 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -0.4816   -0.1529    1.2093 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0074   -0.1736    2.8475 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -0.3186    1.1673    0.5152 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6313    2.6131    1.3948 Cl  0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  1  0
  3  5  1  0
  5  6  1  0
  5  7  1  0
  7  8  1  0
  7  9  1  0
  9 10  1  0
  9 11  1  0
  9 12  1  0
 12 13  1  0
 12 14  1  0
 14 15  1  0
 14 16  1  0
 16 17  1  0
 16 18  1  0
 18 19  1  0
 18 20  1  0
 20 21  1  0
 16  2  1  0
 20  3  1  0
 14  5  1  0
 20  7  1  0
 18 12  1  0
M  END
Download

PDB for HMDB0059603 (Chlordecone)

HEADER    PROTEIN                                 05-SEP-14   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   05-SEP-14         0                                  
HETATM    1  C   UNK     0       2.285  -0.515   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       3.403   0.517   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       1.077   0.473   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       2.181   1.474   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       3.610   1.978   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       0.417   1.432   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       1.771   2.181   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       2.679   3.005   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       0.317   2.887   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       1.445   3.957   0.000  0.00  0.00           C+0
HETATM   11 Cl   UNK     0       4.767  -0.198   0.000  0.00  0.00          Cl+0
HETATM   12 Cl   UNK     0      -0.056  -0.569   0.000  0.00  0.00          Cl+0
HETATM   13 Cl   UNK     0       1.696   0.012   0.000  0.00  0.00          Cl+0
HETATM   14 Cl   UNK     0       4.981   1.277   0.000  0.00  0.00          Cl+0
HETATM   15 Cl   UNK     0      -1.037   0.924   0.000  0.00  0.00          Cl+0
HETATM   16 Cl   UNK     0       2.198   3.661   0.000  0.00  0.00          Cl+0
HETATM   17 Cl   UNK     0       3.724   4.136   0.000  0.00  0.00          Cl+0
HETATM   18 Cl   UNK     0      -1.205   2.651   0.000  0.00  0.00          Cl+0
HETATM   19 Cl   UNK     0       2.158   5.323   0.000  0.00  0.00          Cl+0
HETATM   20 Cl   UNK     0       0.598   5.243   0.000  0.00  0.00          Cl+0
HETATM   21  O   UNK     0       2.331  -2.054   0.000  0.00  0.00           O+0
CONECT    1    2    3   21                                                  
CONECT    2    1    4    5   11                                             
CONECT    3    1    6    7   12                                             
CONECT    4    2    6    8   13                                             
CONECT    5    2    7    8   14                                             
CONECT    6    3    4    9   15                                             
CONECT    7    3    5    9   16                                             
CONECT    8    4    5   10   17                                             
CONECT    9    6    7   10   18                                             
CONECT   10    8    9   19   20                                             
CONECT   11    2                                                            
CONECT   12    3                                                            
CONECT   13    4                                                            
CONECT   14    5                                                            
CONECT   15    6                                                            
CONECT   16    7                                                            
CONECT   17    8                                                            
CONECT   18    9                                                            
CONECT   19   10                                                            
CONECT   20   10                                                            
CONECT   21    1                                                            
MASTER        0    0    0    0    0    0    0    0   21    0   50    0
END
Download

3D PDB for HMDB0059603 (Chlordecone)

COMPND    HMDB0059603
HETATM    1  O1  UNL     1      -3.189  -0.091  -0.818  1.00  0.00           O  
HETATM    2  C1  UNL     1      -2.012  -0.027  -0.539  1.00  0.00           C  
HETATM    3  C2  UNL     1      -0.996   1.003  -0.836  1.00  0.00           C  
HETATM    4 CL1  UNL     1      -1.407   2.392  -1.733  1.00  0.00          CL  
HETATM    5  C3  UNL     1       0.205   0.181  -1.224  1.00  0.00           C  
HETATM    6 CL2  UNL     1       0.722   0.200  -2.864  1.00  0.00          CL  
HETATM    7  C4  UNL     1       0.988   1.059  -0.238  1.00  0.00           C  
HETATM    8 CL3  UNL     1       1.720   2.481  -0.846  1.00  0.00          CL  
HETATM    9  C5  UNL     1       1.811   0.025   0.459  1.00  0.00           C  
HETATM   10 CL4  UNL     1       2.823  -0.774  -0.792  1.00  0.00          CL  
HETATM   11 CL5  UNL     1       2.745   0.613   1.804  1.00  0.00          CL  
HETATM   12  C6  UNL     1       0.732  -0.956   0.829  1.00  0.00           C  
HETATM   13 CL6  UNL     1       1.131  -2.360   1.721  1.00  0.00          CL  
HETATM   14  C7  UNL     1       0.046  -1.143  -0.530  1.00  0.00           C  
HETATM   15 CL7  UNL     1       0.392  -2.585  -1.393  1.00  0.00          CL  
HETATM   16  C8  UNL     1      -1.253  -1.034   0.220  1.00  0.00           C  
HETATM   17 CL8  UNL     1      -2.018  -2.437   0.814  1.00  0.00          CL  
HETATM   18  C9  UNL     1      -0.482  -0.153   1.209  1.00  0.00           C  
HETATM   19 CL9  UNL     1      -1.007  -0.174   2.847  1.00  0.00          CL  
HETATM   20  C10 UNL     1      -0.319   1.167   0.515  1.00  0.00           C  
HETATM   21 CL10 UNL     1      -0.631   2.613   1.395  1.00  0.00          CL  
CONECT    1    2    2
CONECT    2    3   16
CONECT    3    4    5   20
CONECT    5    6    7   14
CONECT    7    8    9   20
CONECT    9   10   11   12
CONECT   12   13   14   18
CONECT   14   15   16
CONECT   16   17   18
CONECT   18   19   20
CONECT   20   21
END
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SMILES for HMDB0059603 (Chlordecone)

ClC12C(=O)C3(Cl)C4(Cl)C1(Cl)C1(Cl)C2(Cl)C3(Cl)C4(Cl)C1(Cl)Cl
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INCHI for HMDB0059603 (Chlordecone)

InChI=1S/C10Cl10O/c11-2-1(21)3(12)6(15)4(2,13)8(17)5(2,14)7(3,16)9(6,18)10(8,19)20
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View in JSmolView Stereo Labels
Synonyms
ValueSource
1,2,3,4,6,7,8,9,10,10-Decachloropentacyclo[5.3.0.0(2,6).0(3,9).0(4,8)]decan-5-oneChEBI
Decachloropentacyclo[5.2.1.0(2,6).0(3,9).0(5,8)]decan-4-oneChEBI
GC 1189ChEBI
KeponeChEBI
Perchloropentacyclo[5.3.0.0(2,6).0(3,9).0(4,8)]decan-5-oneChEBI
Chemical FormulaC10Cl10O
Average Molecular Weight490.636
Monoisotopic Molecular Weight485.683441692
IUPAC Namedecachloropentacyclo[5.3.0.0²,⁶.0³,⁹.0⁴,⁸]decan-5-one
Traditional Namekepone
CAS Registry NumberNot Available
SMILES
ClC12C(=O)C3(Cl)C4(Cl)C1(Cl)C1(Cl)C2(Cl)C3(Cl)C4(Cl)C1(Cl)Cl
InChI Identifier
InChI=1S/C10Cl10O/c11-2-1(21)3(12)6(15)4(2,13)8(17)5(2,14)7(3,16)9(6,18)10(8,19)20
InChI KeyLHHGDZSESBACKH-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as monoterpenoids. Monoterpenoids are compounds containing a chain of two isoprene units.
KingdomOrganic compounds
Super ClassLipids and lipid-like molecules
ClassPrenol lipids
Sub ClassMonoterpenoids
Direct ParentMonoterpenoids
Alternative Parents
Substituents
  • Norbornane monoterpenoid
  • Monoterpenoid
  • Alpha-haloketone
  • Alpha-chloroketone
  • Ketone
  • Organic oxygen compound
  • Organic oxide
  • Hydrocarbon derivative
  • Organooxygen compound
  • Organochloride
  • Organohalogen compound
  • Carbonyl group
  • Alkyl halide
  • Alkyl chloride
  • Aliphatic homopolycyclic compound
Molecular FrameworkAliphatic homopolycyclic compounds
External Descriptors
Ontology
Physiological effectNot Available
Disposition
Biological location
ProcessNot Available
Role
Indirect biological role
Physical Properties
StateSolid
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
Water Solubility0.00078 g/LALOGPS
logP5.91ALOGPS
logP6.35ChemAxon
logS-5.8ALOGPS
pKa (Strongest Basic)-8.4ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area17.07 ŲChemAxon
Rotatable Bond Count0ChemAxon
Refractivity83.2 m³·mol⁻¹ChemAxon
Polarizability35.72 ųChemAxon
Number of Rings5ChemAxon
BioavailabilityYesChemAxon
Rule of FiveNoChemAxon
Ghose FilterNoChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
Predicted Chromatographic Properties

Predicted Collision Cross Sections

PredictorAdduct TypeCCS Value (Å2)Reference
DeepCCS[M-2H]-212.65330932474
DeepCCS[M+Na]+187.88130932474
AllCCS[M+H]+165.332859911
AllCCS[M+H-H2O]+163.432859911
AllCCS[M+NH4]+167.032859911
AllCCS[M+Na]+167.432859911
AllCCS[M-H]-160.732859911
AllCCS[M+Na-2H]-160.132859911
AllCCS[M+HCOO]-159.632859911

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
ChlordeconeClC12C(=O)C3(Cl)C4(Cl)C1(Cl)C1(Cl)C2(Cl)C3(Cl)C4(Cl)C1(Cl)Cl3393.9Standard polar33892256
ChlordeconeClC12C(=O)C3(Cl)C4(Cl)C1(Cl)C1(Cl)C2(Cl)C3(Cl)C4(Cl)C1(Cl)Cl2231.0Standard non polar33892256
ChlordeconeClC12C(=O)C3(Cl)C4(Cl)C1(Cl)C1(Cl)C2(Cl)C3(Cl)C4(Cl)C1(Cl)Cl2248.4Semi standard non polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - Chlordecone GC-MS (Non-derivatized) - 70eV, Positivesplash10-000l-0000900000-7a137d61e56ceb7220e62017-09-20Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Chlordecone GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum
MSMass Spectrum (Electron Ionization)splash10-00di-0393200000-9a6cc6781e7dd9a740bb2014-09-20Not AvailableView Spectrum

MS/MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Chlordecone 10V, Positive-QTOFsplash10-000i-0000900000-625dca7041d2333124882016-08-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Chlordecone 20V, Positive-QTOFsplash10-000i-0000900000-625dca7041d2333124882016-08-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Chlordecone 40V, Positive-QTOFsplash10-000i-0000900000-625dca7041d2333124882016-08-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Chlordecone 10V, Negative-QTOFsplash10-001i-0000900000-9ae2e0787e748484970f2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Chlordecone 20V, Negative-QTOFsplash10-001i-0000900000-9ae2e0787e748484970f2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Chlordecone 40V, Negative-QTOFsplash10-001i-0000900000-9ae2e0787e748484970f2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Chlordecone 10V, Positive-QTOFsplash10-000i-0000900000-e4135168d16dc2d9d35e2021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Chlordecone 20V, Positive-QTOFsplash10-000i-0000900000-e4135168d16dc2d9d35e2021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Chlordecone 40V, Positive-QTOFsplash10-000i-0000900000-e4135168d16dc2d9d35e2021-09-22Wishart LabView Spectrum
Biological Properties
Cellular Locations
  • Membrane (predicted from logP)
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 IDNot Available
KNApSAcK IDNot Available
Chemspider ID293
KEGG Compound IDC01792
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkKepone
METLIN IDNot Available
PubChem Compound299
PDB IDNot Available
ChEBI ID16548
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. Simons K, Toomre D: Lipid rafts and signal transduction. Nat Rev Mol Cell Biol. 2000 Oct;1(1):31-9. [PubMed:11413487 ]
  2. Watson AD: Thematic review series: systems biology approaches to metabolic and cardiovascular disorders. Lipidomics: a global approach to lipid analysis in biological systems. J Lipid Res. 2006 Oct;47(10):2101-11. Epub 2006 Aug 10. [PubMed:16902246 ]
  3. Sethi JK, Vidal-Puig AJ: Thematic review series: adipocyte biology. Adipose tissue function and plasticity orchestrate nutritional adaptation. J Lipid Res. 2007 Jun;48(6):1253-62. Epub 2007 Mar 20. [PubMed:17374880 ]
  4. Lingwood D, Simons K: Lipid rafts as a membrane-organizing principle. Science. 2010 Jan 1;327(5961):46-50. doi: 10.1126/science.1174621. [PubMed:20044567 ]
  5. Multigner L, Ndong JR, Giusti A, Romana M, Delacroix-Maillard H, Cordier S, Jegou B, Thome JP, Blanchet P: Chlordecone exposure and risk of prostate cancer. J Clin Oncol. 2010 Jul 20;28(21):3457-62. doi: 10.1200/JCO.2009.27.2153. Epub 2010 Jun 21. [PubMed:20566993 ]
  6. Authors unspecified: Kepone. Rep Carcinog. 2011;12:250-1. [PubMed:21852857 ]
  7. Mercier A, Dictor MC, Harris-Hellal J, Breeze D, Mouvet C: Distinct bacterial community structure of 3 tropical volcanic soils from banana plantations contaminated with chlordecone in Guadeloupe (French West Indies). Chemosphere. 2013 Aug;92(7):787-94. doi: 10.1016/j.chemosphere.2013.04.016. Epub 2013 May 21. [PubMed:23706897 ]
  8. Fernandez-Bayo JD, Saison C, Voltz M, Disko U, Hofmann D, Berns AE: Chlordecone fate and mineralisation in a tropical soil (andosol) microcosm under aerobic conditions. Sci Total Environ. 2013 Oct 1;463-464:395-403. doi: 10.1016/j.scitotenv.2013.06.044. Epub 2013 Jul 2. [PubMed:23827360 ]
  9. Gunstone, Frank D., John L. Harwood, and Albert J. Dijkstra (2007). The lipid handbook with CD-ROM. CRC Press.

Enzymes

Enzyme Details
1. Aldo-keto reductase family 1 member C4
General function:
Involved in oxidoreductase activity
Specific function:
Catalyzes the transformation of the potent androgen dihydrotestosterone (DHT) into the less active form, 5-alpha-androstan-3-alpha,17-beta-diol (3-alpha-diol). Also has some 20-alpha-hydroxysteroid dehydrogenase activity. The biotransformation of the pesticide chlordecone (kepone) to its corresponding alcohol leads to increased biliary excretion of the pesticide and concomitant reduction of its neurotoxicity since bile is the major excretory route.
Gene Name:
AKR1C4
Uniprot ID:
P17516
Molecular weight:
37094.57
Reactions
Chlordecone alcohol + NADP → Chlordecone + NADPHdetails