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Showing metabocard for Chlorpyrifos-methyl (HMDB0250138)

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Record Information
Version5.0
StatusDetected but not Quantified
Creation Date2021-09-11 07:06:50 UTC
Update Date2021-09-26 23:01:25 UTC
HMDB IDHMDB0250138
Secondary Accession NumbersNone
Metabolite Identification
Common NameChlorpyrifos-methyl
DescriptionChlorpyrifos-methyl, also known as methyl chlorpyrifos or trichlormethylfos, belongs to the class of organic compounds known as aryl thiophosphates. These are organic compounds containing the thiophosphoric acid functional group or a derivative thereof, with the general structure ROP(OR')(OR'')=S, where at least one R-group is an aryl group. Based on a literature review a significant number of articles have been published on Chlorpyrifos-methyl. This compound has been identified in human blood as reported by (PMID: 31557052 ). Chlorpyrifos-methyl is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically Chlorpyrifos-methyl is part of the human exposome. The exposome can be defined as the collection of all the exposures of an individual in a lifetime and how those exposures relate to health. An individual's exposure begins before birth and includes insults from environmental and occupational sources.
Structure
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MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for HMDB0250138 (Chlorpyrifos-methyl)

  Mrv0541 04251300592D          

 16 16  0  0  0  0            999 V2000
    0.4125    3.1895    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    2.4750    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    2.8875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4125    1.7605    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2375    1.7605    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 N   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 Cl  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 Cl  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
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  2  5  1  0  0  0  0
  5  6  1  0  0  0  0
  2  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 10 12  2  0  0  0  0
 12 13  1  0  0  0  0
 12 14  1  0  0  0  0
 14 15  2  0  0  0  0
  8 15  1  0  0  0  0
 15 16  1  0  0  0  0
M  END
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3D MOL for HMDB0250138 (Chlorpyrifos-methyl)

HMDB0250138
     RDKit          3D
Chlorpyrifos-methyl
 23 23  0  0  0  0  0  0  0  0999 V2000
   -1.2690    2.0238   -1.6111 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1564    0.6481   -1.4536 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7219    0.1116    0.0269 P   0  0  0  0  0  5  0  0  0  0  0  0
   -2.1439    1.4358    1.0509 S   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0622   -0.9009   -0.0869 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0933   -1.8826    0.8692 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4786   -0.7685    0.8522 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8664   -0.4361    0.6452 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4940    0.3983    1.4867 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.7753    0.7239    1.3011 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5191    1.8116    2.4440 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    3.5250    0.2304    0.2480 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2081    0.6747    0.0172 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    2.8840   -0.6294   -0.6211 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5677   -0.9523   -0.4149 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7725   -2.0452   -1.5245 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -0.5422    2.5896   -1.0230 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0438    2.2274   -2.6882 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3153    2.3685   -1.4548 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4290   -2.8581    0.4193 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0725   -2.0812    1.2509 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7385   -1.6485    1.7353 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4544   -1.0406   -1.4687 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  3  5  1  0
  5  6  1  0
  3  7  1  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
 12 14  1  0
 14 15  2  0
 15 16  1  0
 15  8  1  0
  1 17  1  0
  1 18  1  0
  1 19  1  0
  6 20  1  0
  6 21  1  0
  6 22  1  0
 14 23  1  0
M  END
Download

3D SDF for HMDB0250138 (Chlorpyrifos-methyl)

  Mrv0541 04251300592D          

 16 16  0  0  0  0            999 V2000
    0.4125    3.1895    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    2.4750    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    2.8875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4125    1.7605    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2375    1.7605    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 N   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 Cl  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 Cl  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
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  2  5  1  0  0  0  0
  5  6  1  0  0  0  0
  2  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 10 12  2  0  0  0  0
 12 13  1  0  0  0  0
 12 14  1  0  0  0  0
 14 15  2  0  0  0  0
  8 15  1  0  0  0  0
 15 16  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0250138

> <DATABASE_NAME>
hmdb

> <SMILES>
COP(=S)(OC)OC1=NC(Cl)=C(Cl)C=C1Cl

> <INCHI_IDENTIFIER>
InChI=1S/C7H7Cl3NO3PS/c1-12-15(16,13-2)14-7-5(9)3-4(8)6(10)11-7/h3H,1-2H3

> <INCHI_KEY>
HRBKVYFZANMGRE-UHFFFAOYSA-N

> <FORMULA>
C7H7Cl3NO3PS

> <MOLECULAR_WEIGHT>
322.533

> <EXACT_MASS>
320.894983418

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_AVERAGE_POLARIZABILITY>
26.20895631061356

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
O,O-dimethyl O-3,5,6-trichloropyridin-2-yl phosphorothioate

> <ALOGPS_LOGP>
4.30

> <JCHEM_LOGP>
4.070702687333333

> <ALOGPS_LOGS>
-4.99

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-4.239705122443663

> <JCHEM_POLAR_SURFACE_AREA>
40.58

> <JCHEM_REFRACTIVITY>
69.49959999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.33e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
O,O-dimethyl O-3,5,6-trichloropyridin-2-yl phosphorothioate

> <JCHEM_VEBER_RULE>
0

$$$$
Download

3D-SDF for HMDB0250138 (Chlorpyrifos-methyl)

HMDB0250138
     RDKit          3D
Chlorpyrifos-methyl
 23 23  0  0  0  0  0  0  0  0999 V2000
   -1.2690    2.0238   -1.6111 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1564    0.6481   -1.4536 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7219    0.1116    0.0269 P   0  0  0  0  0  5  0  0  0  0  0  0
   -2.1439    1.4358    1.0509 S   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0622   -0.9009   -0.0869 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0933   -1.8826    0.8692 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4786   -0.7685    0.8522 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8664   -0.4361    0.6452 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4940    0.3983    1.4867 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.7753    0.7239    1.3011 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5191    1.8116    2.4440 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    3.5250    0.2304    0.2480 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2081    0.6747    0.0172 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    2.8840   -0.6294   -0.6211 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5677   -0.9523   -0.4149 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7725   -2.0452   -1.5245 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -0.5422    2.5896   -1.0230 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0438    2.2274   -2.6882 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3153    2.3685   -1.4548 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4290   -2.8581    0.4193 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0725   -2.0812    1.2509 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7385   -1.6485    1.7353 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4544   -1.0406   -1.4687 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  3  5  1  0
  5  6  1  0
  3  7  1  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
 12 14  1  0
 14 15  2  0
 15 16  1  0
 15  8  1  0
  1 17  1  0
  1 18  1  0
  1 19  1  0
  6 20  1  0
  6 21  1  0
  6 22  1  0
 14 23  1  0
M  END
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PDB for HMDB0250138 (Chlorpyrifos-methyl)

HEADER    PROTEIN                                 25-APR-13   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   25-APR-13         0                                  
HETATM    1  S   UNK     0       0.770   5.954   0.000  0.00  0.00           S+0
HETATM    2  P   UNK     0       0.000   4.620   0.000  0.00  0.00           P+0
HETATM    3  O   UNK     0      -1.334   5.390   0.000  0.00  0.00           O+0
HETATM    4  C   UNK     0      -1.334   6.930   0.000  0.00  0.00           C+0
HETATM    5  O   UNK     0      -0.770   3.286   0.000  0.00  0.00           O+0
HETATM    6  C   UNK     0      -2.310   3.286   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0       1.334   3.850   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM    9  N   UNK     0       2.667   1.540   0.000  0.00  0.00           N+0
HETATM   10  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM   11 Cl   UNK     0       4.001  -0.770   0.000  0.00  0.00          Cl+0
HETATM   12  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM   13 Cl   UNK     0       1.334  -2.310   0.000  0.00  0.00          Cl+0
HETATM   14  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       0.000   1.540   0.000  0.00  0.00           C+0
HETATM   16 Cl   UNK     0      -1.334   2.310   0.000  0.00  0.00          Cl+0
CONECT    1    2                                                            
CONECT    2    1    3    5    7                                             
CONECT    3    2    4                                                       
CONECT    4    3                                                            
CONECT    5    2    6                                                       
CONECT    6    5                                                            
CONECT    7    2    8                                                       
CONECT    8    7    9   15                                                  
CONECT    9    8   10                                                       
CONECT   10    9   11   12                                                  
CONECT   11   10                                                            
CONECT   12   10   13   14                                                  
CONECT   13   12                                                            
CONECT   14   12   15                                                       
CONECT   15   14    8   16                                                  
CONECT   16   15                                                            
MASTER        0    0    0    0    0    0    0    0   16    0   32    0
END
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3D PDB for HMDB0250138 (Chlorpyrifos-methyl)

COMPND    HMDB0250138
HETATM    1  C1  UNL     1      -1.269   2.024  -1.611  1.00  0.00           C  
HETATM    2  O1  UNL     1      -1.156   0.648  -1.454  1.00  0.00           O  
HETATM    3  P1  UNL     1      -1.722   0.112   0.027  1.00  0.00           P  
HETATM    4  S1  UNL     1      -2.144   1.436   1.051  1.00  0.00           S  
HETATM    5  O2  UNL     1      -3.062  -0.901  -0.087  1.00  0.00           O  
HETATM    6  C2  UNL     1      -3.093  -1.883   0.869  1.00  0.00           C  
HETATM    7  O3  UNL     1      -0.479  -0.768   0.852  1.00  0.00           O  
HETATM    8  C3  UNL     1       0.866  -0.436   0.645  1.00  0.00           C  
HETATM    9  N1  UNL     1       1.494   0.398   1.487  1.00  0.00           N  
HETATM   10  C4  UNL     1       2.775   0.724   1.301  1.00  0.00           C  
HETATM   11 CL1  UNL     1       3.519   1.812   2.444  1.00  0.00          CL  
HETATM   12  C5  UNL     1       3.525   0.230   0.248  1.00  0.00           C  
HETATM   13 CL2  UNL     1       5.208   0.675   0.017  1.00  0.00          CL  
HETATM   14  C6  UNL     1       2.884  -0.629  -0.621  1.00  0.00           C  
HETATM   15  C7  UNL     1       1.568  -0.952  -0.415  1.00  0.00           C  
HETATM   16 CL3  UNL     1       0.773  -2.045  -1.525  1.00  0.00          CL  
HETATM   17  H1  UNL     1      -0.542   2.590  -1.023  1.00  0.00           H  
HETATM   18  H2  UNL     1      -1.044   2.227  -2.688  1.00  0.00           H  
HETATM   19  H3  UNL     1      -2.315   2.368  -1.455  1.00  0.00           H  
HETATM   20  H4  UNL     1      -3.429  -2.858   0.419  1.00  0.00           H  
HETATM   21  H5  UNL     1      -2.073  -2.081   1.251  1.00  0.00           H  
HETATM   22  H6  UNL     1      -3.739  -1.649   1.735  1.00  0.00           H  
HETATM   23  H7  UNL     1       3.454  -1.041  -1.469  1.00  0.00           H  
CONECT    1    2   17   18   19
CONECT    2    3
CONECT    3    4    4    5    7
CONECT    5    6
CONECT    6   20   21   22
CONECT    7    8
CONECT    8    9    9   15
CONECT    9   10
CONECT   10   11   12   12
CONECT   12   13   14
CONECT   14   15   15   23
CONECT   15   16
END
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SMILES for HMDB0250138 (Chlorpyrifos-methyl)

COP(=S)(OC)OC1=NC(Cl)=C(Cl)C=C1Cl
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INCHI for HMDB0250138 (Chlorpyrifos-methyl)

InChI=1S/C7H7Cl3NO3PS/c1-12-15(16,13-2)14-7-5(9)3-4(8)6(10)11-7/h3H,1-2H3
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View in JSmolView Stereo Labels
Synonyms
Chemical FormulaC7H7Cl3NO3PS
Average Molecular Weight322.533
Monoisotopic Molecular Weight320.894983418
IUPAC NameO,O-dimethyl O-3,5,6-trichloropyridin-2-yl phosphorothioate
Traditional NameO,O-dimethyl O-3,5,6-trichloropyridin-2-yl phosphorothioate
CAS Registry NumberNot Available
SMILES
COP(=S)(OC)OC1=NC(Cl)=C(Cl)C=C1Cl
InChI Identifier
InChI=1S/C7H7Cl3NO3PS/c1-12-15(16,13-2)14-7-5(9)3-4(8)6(10)11-7/h3H,1-2H3
InChI KeyHRBKVYFZANMGRE-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as aryl thiophosphates. These are organic compounds containing the thiophosphoric acid functional group or a derivative thereof, with the general structure ROP(OR')(OR'')=S, where at least one R-group is an aryl group.
KingdomOrganic compounds
Super ClassOrganic acids and derivatives
ClassOrganic thiophosphoric acids and derivatives
Sub ClassThiophosphoric acid esters
Direct ParentAryl thiophosphates
Alternative Parents
Substituents
  • Aryl thiophosphate
  • Thiophosphate triester
  • Polyhalopyridine
  • 2-halopyridine
  • Aryl chloride
  • Aryl halide
  • Pyridine
  • Heteroaromatic compound
  • Azacycle
  • Organoheterocyclic compound
  • Organic nitrogen compound
  • Hydrocarbon derivative
  • Organopnictogen compound
  • Organooxygen compound
  • Organonitrogen compound
  • Organochloride
  • Organohalogen compound
  • Organic oxygen compound
  • Aromatic heteromonocyclic compound
Molecular FrameworkAromatic heteromonocyclic compounds
External Descriptors
Ontology
Physiological effectNot Available
Disposition
Biological locationSource
ProcessNot Available
Role
Industrial applicationBiological role
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
Predicted Chromatographic Properties
Spectra
Biological Properties
Cellular LocationsNot Available
Biospecimen Locations
  • Blood
Tissue LocationsNot Available
Pathways
Normal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
BloodDetected but not QuantifiedNot QuantifiedNot SpecifiedNot SpecifiedNormal details
Abnormal Concentrations
Not Available
Associated Disorders and Diseases
Disease ReferencesNone
Associated OMIM IDsNone
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDNot Available
KNApSAcK IDNot Available
Chemspider ID20493
KEGG Compound IDC14520
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem CompoundNot Available
PDB IDNot Available
ChEBI ID34632
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDrw1338401
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General References
  1. Barupal DK, Fiehn O: Generating the Blood Exposome Database Using a Comprehensive Text Mining and Database Fusion Approach. Environ Health Perspect. 2019 Sep;127(9):97008. doi: 10.1289/EHP4713. Epub 2019 Sep 26. [PubMed:31557052 ]