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Showing metabocard for Triclosan (HMDB0061385)

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IdentificationTaxonomyOntologyPhysical propertiesSpectraBiological propertiesConcentrationsLinksReferencesenzymes (3) Show 3 proteinsXML
enzymes (3) Show 3 proteins
Record Information
Version5.0
StatusDetected and Quantified
Creation Date2013-12-17 17:00:44 UTC
Update Date2020-11-09 23:21:49 UTC
HMDB IDHMDB0061385
Secondary Accession Numbers
  • HMDB61385
Metabolite Identification
Common NameTriclosan
DescriptionTriclosan is an antibacterial and antifungal agent. It is a polychloro phenoxy phenol. It is widely used as a preservative and antimicrobial agent in personal care products such as soaps, skin creams, toothpaste and deodorants as well as in household items such as plastic chopping boards, sports equipment and shoes. According to the Food and Drug Administration (FDA) at the present time there is no evidence that triclosan in personal care products provides an extra benefit to health beyond its anti-gingivitis effect in toothpaste. The FDA does not recommend changing consumer use of triclosan containing products one way or the other due to currently insufficient safety evidence. Studies by the Environmental Protection Agency (EPA) found triclosan to be an effective antibacterial. Triclosan safety is currently under review by the FDA and Health Canada. Triclosan is only found in individuals that have used or taken this drug. 
Structure
Data?1563866179
MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for HMDB0061385 (Triclosan)


  Mrv0541 12161323002D          

 17 18  0  0  0  0            999 V2000
    3.8167   -0.7667    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1042   -1.1792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5292   -1.1750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3792   -0.7667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2375   -0.7542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6750   -1.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9542   -1.1625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1042   -2.0125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5292   -2.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6750   -2.0125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9625   -1.9917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3792    0.0583    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    5.2291    0.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3792   -2.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2417   -2.4042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9542   -2.4250    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    6.6792   -2.4042    0.0000 Cl  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  2  0  0  0  0
  5  3  1  0  0  0  0
  6  4  1  0  0  0  0
  7  5  2  0  0  0  0
  8  2  1  0  0  0  0
  9  3  2  0  0  0  0
 10 14  1  0  0  0  0
 11 15  2  0  0  0  0
 12  4  1  0  0  0  0
 13  5  1  0  0  0  0
 14  8  2  0  0  0  0
 15  9  1  0  0  0  0
 16 10  1  0  0  0  0
 17 11  1  0  0  0  0
  7 11  1  0  0  0  0
  6 10  2  0  0  0  0
M  END
Download

3D MOL for HMDB0061385 (Triclosan)

HMDB0061385
     RDKit          3D
Triclosan
 24 25  0  0  0  0  0  0  0  0999 V2000
    0.5573   -2.2680   -0.2349 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5206   -1.2859   -0.1430 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7960   -1.5707   -0.6795 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7736   -0.6102   -0.5992 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3527   -0.9764   -1.2690 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    3.5363    0.6130   -0.0116 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2896    0.8428    0.4923 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2416   -0.0979    0.4431 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0480    0.2388    0.9740 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1968    0.3731    0.5152 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2622   -0.3270    1.0241 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5526   -0.1944    0.5559 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8101    0.6944   -0.4912 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4301    0.9048   -1.1275 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -2.7586    1.4120   -1.0228 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4771    1.2493   -0.5235 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2155    2.2097   -1.2712 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -0.3543   -2.1277    0.1319 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9791   -2.5318   -1.1401 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3459    1.3216    0.0189 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0902    1.7980    0.9558 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0969   -1.0288    1.8413 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3975   -0.7404    0.9491 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9792    2.1016   -1.8403 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  1  0
  4  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 13 15  1  0
 15 16  2  0
 16 17  1  0
  8  2  1  0
 16 10  1  0
  1 18  1  0
  3 19  1  0
  6 20  1  0
  7 21  1  0
 11 22  1  0
 12 23  1  0
 15 24  1  0
M  END
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3D SDF for HMDB0061385 (Triclosan)


  Mrv0541 12161323002D          

 17 18  0  0  0  0            999 V2000
    3.8167   -0.7667    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1042   -1.1792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5292   -1.1750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3792   -0.7667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2375   -0.7542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6750   -1.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9542   -1.1625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1042   -2.0125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5292   -2.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6750   -2.0125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9625   -1.9917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3792    0.0583    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    5.2291    0.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3792   -2.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2417   -2.4042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9542   -2.4250    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    6.6792   -2.4042    0.0000 Cl  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  2  0  0  0  0
  5  3  1  0  0  0  0
  6  4  1  0  0  0  0
  7  5  2  0  0  0  0
  8  2  1  0  0  0  0
  9  3  2  0  0  0  0
 10 14  1  0  0  0  0
 11 15  2  0  0  0  0
 12  4  1  0  0  0  0
 13  5  1  0  0  0  0
 14  8  2  0  0  0  0
 15  9  1  0  0  0  0
 16 10  1  0  0  0  0
 17 11  1  0  0  0  0
  7 11  1  0  0  0  0
  6 10  2  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0061385

> <DATABASE_NAME>
hmdb

> <SMILES>
OC1=CC(Cl)=CC=C1OC1=C(Cl)C=C(Cl)C=C1

> <INCHI_IDENTIFIER>
InChI=1S/C12H7Cl3O2/c13-7-1-3-11(9(15)5-7)17-12-4-2-8(14)6-10(12)16/h1-6,16H

> <INCHI_KEY>
XEFQLINVKFYRCS-UHFFFAOYSA-N

> <FORMULA>
C12H7Cl3O2

> <MOLECULAR_WEIGHT>
289.542

> <EXACT_MASS>
287.951162589

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_AVERAGE_POLARIZABILITY>
25.924013696911807

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
5-chloro-2-(2,4-dichlorophenoxy)phenol

> <ALOGPS_LOGP>
5.53

> <JCHEM_LOGP>
4.982101706333333

> <ALOGPS_LOGS>
-4.68

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
7.680637141111775

> <JCHEM_PKA_STRONGEST_BASIC>
-6.674592364029308

> <JCHEM_POLAR_SURFACE_AREA>
29.46

> <JCHEM_REFRACTIVITY>
68.6941

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
6.05e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
triclosan

> <JCHEM_VEBER_RULE>
1

$$$$
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3D-SDF for HMDB0061385 (Triclosan)

HMDB0061385
     RDKit          3D
Triclosan
 24 25  0  0  0  0  0  0  0  0999 V2000
    0.5573   -2.2680   -0.2349 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5206   -1.2859   -0.1430 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7960   -1.5707   -0.6795 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7736   -0.6102   -0.5992 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3527   -0.9764   -1.2690 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    3.5363    0.6130   -0.0116 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2896    0.8428    0.4923 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2416   -0.0979    0.4431 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0480    0.2388    0.9740 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1968    0.3731    0.5152 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2622   -0.3270    1.0241 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5526   -0.1944    0.5559 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8101    0.6944   -0.4912 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4301    0.9048   -1.1275 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -2.7586    1.4120   -1.0228 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4771    1.2493   -0.5235 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2155    2.2097   -1.2712 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -0.3543   -2.1277    0.1319 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9791   -2.5318   -1.1401 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3459    1.3216    0.0189 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0902    1.7980    0.9558 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0969   -1.0288    1.8413 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3975   -0.7404    0.9491 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9792    2.1016   -1.8403 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  1  0
  4  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 13 15  1  0
 15 16  2  0
 16 17  1  0
  8  2  1  0
 16 10  1  0
  1 18  1  0
  3 19  1  0
  6 20  1  0
  7 21  1  0
 11 22  1  0
 12 23  1  0
 15 24  1  0
M  END
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PDB for HMDB0061385 (Triclosan)

HEADER    PROTEIN                                 16-DEC-13   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   16-DEC-13         0                                  
HETATM    1  O   UNK     0       7.125  -1.431   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0       5.795  -2.201   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       8.455  -2.193   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       4.441  -1.431   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       9.777  -1.408   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       3.127  -2.217   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      11.115  -2.170   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       5.795  -3.757   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       8.455  -3.733   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       3.127  -3.757   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      11.130  -3.718   0.000  0.00  0.00           C+0
HETATM   12 Cl   UNK     0       4.441   0.109   0.000  0.00  0.00          Cl+0
HETATM   13  O   UNK     0       9.761   0.117   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0       4.441  -4.527   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       9.785  -4.488   0.000  0.00  0.00           C+0
HETATM   16 Cl   UNK     0       1.781  -4.527   0.000  0.00  0.00          Cl+0
HETATM   17 Cl   UNK     0      12.468  -4.488   0.000  0.00  0.00          Cl+0
CONECT    1    2    3                                                       
CONECT    2    1    4    8                                                  
CONECT    3    1    5    9                                                  
CONECT    4    2    6   12                                                  
CONECT    5    3    7   13                                                  
CONECT    6    4   10                                                       
CONECT    7    5   11                                                       
CONECT    8    2   14                                                       
CONECT    9    3   15                                                       
CONECT   10   14   16    6                                                  
CONECT   11   15   17    7                                                  
CONECT   12    4                                                            
CONECT   13    5                                                            
CONECT   14   10    8                                                       
CONECT   15   11    9                                                       
CONECT   16   10                                                            
CONECT   17   11                                                            
MASTER        0    0    0    0    0    0    0    0   17    0   36    0
END
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3D PDB for HMDB0061385 (Triclosan)

COMPND    HMDB0061385
HETATM    1  O1  UNL     1       0.557  -2.268  -0.235  1.00  0.00           O  
HETATM    2  C1  UNL     1       1.521  -1.286  -0.143  1.00  0.00           C  
HETATM    3  C2  UNL     1       2.796  -1.571  -0.679  1.00  0.00           C  
HETATM    4  C3  UNL     1       3.774  -0.610  -0.599  1.00  0.00           C  
HETATM    5 CL1  UNL     1       5.353  -0.976  -1.269  1.00  0.00          CL  
HETATM    6  C4  UNL     1       3.536   0.613  -0.012  1.00  0.00           C  
HETATM    7  C5  UNL     1       2.290   0.843   0.492  1.00  0.00           C  
HETATM    8  C6  UNL     1       1.242  -0.098   0.443  1.00  0.00           C  
HETATM    9  O2  UNL     1       0.048   0.239   0.974  1.00  0.00           O  
HETATM   10  C7  UNL     1      -1.197   0.373   0.515  1.00  0.00           C  
HETATM   11  C8  UNL     1      -2.262  -0.327   1.024  1.00  0.00           C  
HETATM   12  C9  UNL     1      -3.553  -0.194   0.556  1.00  0.00           C  
HETATM   13  C10 UNL     1      -3.810   0.694  -0.491  1.00  0.00           C  
HETATM   14 CL2  UNL     1      -5.430   0.905  -1.127  1.00  0.00          CL  
HETATM   15  C11 UNL     1      -2.759   1.412  -1.023  1.00  0.00           C  
HETATM   16  C12 UNL     1      -1.477   1.249  -0.523  1.00  0.00           C  
HETATM   17 CL3  UNL     1      -0.216   2.210  -1.271  1.00  0.00          CL  
HETATM   18  H1  UNL     1      -0.354  -2.128   0.132  1.00  0.00           H  
HETATM   19  H2  UNL     1       2.979  -2.532  -1.140  1.00  0.00           H  
HETATM   20  H3  UNL     1       4.346   1.322   0.019  1.00  0.00           H  
HETATM   21  H4  UNL     1       2.090   1.798   0.956  1.00  0.00           H  
HETATM   22  H5  UNL     1      -2.097  -1.029   1.841  1.00  0.00           H  
HETATM   23  H6  UNL     1      -4.398  -0.740   0.949  1.00  0.00           H  
HETATM   24  H7  UNL     1      -2.979   2.102  -1.840  1.00  0.00           H  
CONECT    1    2   18
CONECT    2    3    3    8
CONECT    3    4   19
CONECT    4    5    6    6
CONECT    6    7   20
CONECT    7    8    8   21
CONECT    8    9
CONECT    9   10
CONECT   10   11   11   16
CONECT   11   12   22
CONECT   12   13   13   23
CONECT   13   14   15
CONECT   15   16   16   24
CONECT   16   17
END
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SMILES for HMDB0061385 (Triclosan)

OC1=CC(Cl)=CC=C1OC1=C(Cl)C=C(Cl)C=C1
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INCHI for HMDB0061385 (Triclosan)

InChI=1S/C12H7Cl3O2/c13-7-1-3-11(9(15)5-7)17-12-4-2-8(14)6-10(12)16/h1-6,16H
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Synonyms
ValueSource
2,4,4'-Trichloro-2'-hydroxydiphenyl etherChEBI
5-Chloro-2-(2,4-dichloro-phenoxy)-phenolChEBI
TriclosanumChEBI
Stri-dex cleansing barKegg
AquaseptHMDB
Irgasan DP 300HMDB
2-Hydroxy-2',4,4'-trichlorodiphenyl etherHMDB
Pharmachem brand OF triclosanHMDB
Procter and gamble brand OF triclosanHMDB
TersasepticHMDB
GlaxoSmithKline brand OF triclosanHMDB
Irgasan DP300HMDB
Irgasan-DP300HMDB
SapodermHMDB
SterZac bath concentrateHMDB
TrisanHMDB
Triclosan pharmachem brandHMDB
Clearasil daily face washHMDB
ClinicleanHMDB
DP300, IrgasanHMDB
Dermtek brand OF triclosanHMDB
Johnson and johnson brand OF triclosanHMDB
ManuseptHMDB
Microshield THMDB
Oxy skin washHMDB
Reckitt brand OF triclosanHMDB
SSL Brand OF triclosanHMDB
Ster zac bath concentrateHMDB
Ster-zac bath concentrateHMDB
trans Canaderm brand OF triclosanHMDB
Triclosan reckitt brandHMDB
PHisoHexHMDB
Chemical FormulaC12H7Cl3O2
Average Molecular Weight289.542
Monoisotopic Molecular Weight287.951162589
IUPAC Name5-chloro-2-(2,4-dichlorophenoxy)phenol
Traditional Nametriclosan
CAS Registry Number3380-34-5
SMILES
OC1=CC(Cl)=CC=C1OC1=C(Cl)C=C(Cl)C=C1
InChI Identifier
InChI=1S/C12H7Cl3O2/c13-7-1-3-11(9(15)5-7)17-12-4-2-8(14)6-10(12)16/h1-6,16H
InChI KeyXEFQLINVKFYRCS-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as diphenylethers. These are aromatic compounds containing two benzene rings linked to each other through an ether group.
KingdomOrganic compounds
Super ClassBenzenoids
ClassBenzene and substituted derivatives
Sub ClassDiphenylethers
Direct ParentDiphenylethers
Alternative Parents
Substituents
  • Diphenylether
  • Diaryl ether
  • Phenoxy compound
  • Phenol ether
  • 1,3-dichlorobenzene
  • 3-chlorophenol
  • 3-halophenol
  • 1-hydroxy-4-unsubstituted benzenoid
  • 1-hydroxy-2-unsubstituted benzenoid
  • Phenol
  • Chlorobenzene
  • Halobenzene
  • Aryl chloride
  • Aryl halide
  • Ether
  • Organic oxygen compound
  • Organohalogen compound
  • Organochloride
  • Organooxygen compound
  • Hydrocarbon derivative
  • Aromatic homomonocyclic compound
Molecular FrameworkAromatic homomonocyclic compounds
External Descriptors
Ontology
Physiological effectNot Available
Disposition
Biological locationSource
ProcessNot Available
Role
Industrial application
Physical Properties
StateNot Available
Experimental Molecular Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
Water Solubility0.006 g/LALOGPS
logP5.53ALOGPS
logP4.98ChemAxon
logS-4.7ALOGPS
pKa (Strongest Acidic)7.68ChemAxon
pKa (Strongest Basic)-6.7ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area29.46 ŲChemAxon
Rotatable Bond Count2ChemAxon
Refractivity68.69 m³·mol⁻¹ChemAxon
Polarizability25.92 ųChemAxon
Number of Rings2ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
Predicted Chromatographic Properties

Predicted Collision Cross Sections

PredictorAdduct TypeCCS Value (Å2)Reference
DeepCCS[M+H]+154.74530932474
DeepCCS[M-H]-152.35330932474
DeepCCS[M-2H]-185.26130932474
DeepCCS[M+Na]+160.80430932474
AllCCS[M+H]+155.632859911
AllCCS[M+H-H2O]+152.032859911
AllCCS[M+NH4]+158.932859911
AllCCS[M+Na]+159.932859911
AllCCS[M-H]-145.032859911
AllCCS[M+Na-2H]-144.332859911
AllCCS[M+HCOO]-143.632859911

Predicted Retention Times

Underivatized

Chromatographic MethodRetention TimeReference
Measured using a Waters Acquity ultraperformance liquid chromatography (UPLC) ethylene-bridged hybrid (BEH) C18 column (100 mm × 2.1 mm; 1.7 μmparticle diameter). Predicted by Afia on May 17, 2022. Predicted by Afia on May 17, 2022.8.2 minutes32390414
Predicted by Siyang on May 30, 202217.8323 minutes33406817
Predicted by Siyang using ReTip algorithm on June 8, 20221.16 minutes32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid2378.1 seconds40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid619.9 seconds40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid248.1 seconds40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid447.0 seconds40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid421.1 seconds40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid861.6 seconds40023050
BfG_NTS_RP1 =Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) with Water:ACN and 0.1% Formic Acid863.8 seconds40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)248.2 seconds40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid1591.3 seconds40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid724.8 seconds40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid1588.5 seconds40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid595.0 seconds40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid505.4 seconds40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate637.5 seconds40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA276.8 seconds40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water67.6 seconds40023050

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
TriclosanOC1=CC(Cl)=CC=C1OC1=C(Cl)C=C(Cl)C=C13469.0Standard polar33892256
TriclosanOC1=CC(Cl)=CC=C1OC1=C(Cl)C=C(Cl)C=C12067.9Standard non polar33892256
TriclosanOC1=CC(Cl)=CC=C1OC1=C(Cl)C=C(Cl)C=C12105.5Semi standard non polar33892256

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
Triclosan,1TMS,isomer #1C[Si](C)(C)OC1=CC(Cl)=CC=C1OC1=CC=C(Cl)C=C1Cl2173.7Semi standard non polar33892256
Triclosan,1TBDMS,isomer #1CC(C)(C)[Si](C)(C)OC1=CC(Cl)=CC=C1OC1=CC=C(Cl)C=C1Cl2425.4Semi standard non polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - Triclosan GC-MS (Non-derivatized) - 70eV, Positivesplash10-0udi-0490000000-dfb0757bfac1ad90e7a42017-09-20Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Triclosan GC-MS (1 TMS) - 70eV, Positivesplash10-00di-9468000000-8ac957d92fb0baadf85d2017-10-06Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Triclosan GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum
MSMass Spectrum (Electron Ionization)splash10-029g-9780000000-d39624d358bdeff3e1312014-09-20Not AvailableView Spectrum

MS/MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Experimental LC-MS/MSLC-MS/MS Spectrum - Triclosan LC-ESI-QFT , negative-QTOFsplash10-0006-0900000000-58c362c848ddc0ea6b7d2017-09-14HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Triclosan LC-ESI-QFT , negative-QTOFsplash10-0006-0900000000-d33e377d9d635f1ce8532017-09-14HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Triclosan LC-ESI-QFT , negative-QTOFsplash10-0006-0900000000-86a497478420de6dd62b2017-09-14HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Triclosan LC-ESI-QFT , negative-QTOFsplash10-01ox-1900000000-3924bb3259de13cc0c322017-09-14HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Triclosan LC-ESI-QFT , negative-QTOFsplash10-01p9-9500000000-1eea0ef329f1eda657532017-09-14HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Triclosan LC-ESI-QFT , negative-QTOFsplash10-000i-9000000000-c0811786de4d26d32f192017-09-14HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Triclosan LC-ESI-ITFT , negative-QTOFsplash10-0udi-0090000000-1e8f398c881d4511de152017-09-14HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Triclosan LC-ESI-ITFT , negative-QTOFsplash10-0udi-0090000000-1e8f398c881d4511de152017-09-14HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Triclosan LC-ESI-QFT , negative-QTOFsplash10-000i-0090000000-901f5a26f0a84efe9ab92017-09-14HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Triclosan LC-ESI-QFT , negative-QTOFsplash10-000i-0190000000-665be7c9535346c9a7262017-09-14HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Triclosan 90V, Negative-QTOFsplash10-01ox-1900000000-3924bb3259de13cc0c322021-09-20HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Triclosan 75V, Negative-QTOFsplash10-0006-0900000000-86a497478420de6dd62b2021-09-20HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Triclosan 35V, Negative-QTOFsplash10-000i-0090000000-901f5a26f0a84efe9ab92021-09-20HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Triclosan 35V, Negative-QTOFsplash10-000i-0190000000-665be7c9535346c9a7262021-09-20HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Triclosan 45V, Negative-QTOFsplash10-0006-0900000000-58c362c848ddc0ea6b7d2021-09-20HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Triclosan 60V, Negative-QTOFsplash10-0006-0900000000-d33e377d9d635f1ce8532021-09-20HMDB team, MONAView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Triclosan 10V, Positive-QTOFsplash10-000i-0090000000-7662f8b4bedcaffe0a5f2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Triclosan 20V, Positive-QTOFsplash10-000i-0090000000-62befab95441bb9ec2f02016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Triclosan 40V, Positive-QTOFsplash10-0udj-3980000000-375beaf060515d4bc75b2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Triclosan 10V, Negative-QTOFsplash10-000i-0090000000-0a0e87adf47e90d9ec1b2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Triclosan 20V, Negative-QTOFsplash10-000i-0090000000-40be759356bf6e86ef462016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Triclosan 40V, Negative-QTOFsplash10-0ikc-2980000000-85ef168fbb3f3d0db80a2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Triclosan 10V, Positive-QTOFsplash10-000i-0090000000-cf698a7f84b08884c9e32021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Triclosan 20V, Positive-QTOFsplash10-000i-0090000000-cf698a7f84b08884c9e32021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Triclosan 40V, Positive-QTOFsplash10-0h90-1950000000-cc17fbdb0bc46af245f52021-09-22Wishart LabView Spectrum

NMR Spectra

Spectrum TypeDescriptionDeposition DateSourceView
Predicted 1D NMR13C NMR Spectrum (1D, 100 MHz, H2O, predicted)2022-08-20Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 100 MHz, H2O, predicted)2022-08-20Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 1000 MHz, H2O, predicted)2022-08-20Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 1000 MHz, H2O, predicted)2022-08-20Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 200 MHz, H2O, predicted)2022-08-20Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 200 MHz, H2O, predicted)2022-08-20Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 300 MHz, H2O, predicted)2022-08-20Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 300 MHz, H2O, predicted)2022-08-20Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 400 MHz, H2O, predicted)2022-08-20Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 400 MHz, H2O, predicted)2022-08-20Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 500 MHz, H2O, predicted)2022-08-20Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 500 MHz, H2O, predicted)2022-08-20Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 600 MHz, H2O, predicted)2022-08-20Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 600 MHz, H2O, predicted)2022-08-20Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 700 MHz, H2O, predicted)2022-08-20Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 700 MHz, H2O, predicted)2022-08-20Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 800 MHz, H2O, predicted)2022-08-20Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 800 MHz, H2O, predicted)2022-08-20Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 900 MHz, H2O, predicted)2022-08-20Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 900 MHz, H2O, predicted)2022-08-20Wishart LabView Spectrum
Biological Properties
Cellular LocationsNot Available
Biospecimen Locations
  • Blood
  • Breast Milk
  • Saliva
  • Urine
Tissue LocationsNot Available
Pathways
Normal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
BloodDetected and Quantified0.0553 uMAdult (>18 years old)Female
Normal		 details
BloodDetected but not QuantifiedNot QuantifiedAdult (>18 years old)BothNormal details
BloodDetected and Quantified0.0038 +/- 0.00415 uMAdult (>18 years old)BothN/A details
BloodDetected and Quantified0.00173 +/- 0.00294 uMAdult (>18 years old)BothN/A details
BloodDetected and Quantified0.000249 uMAdult (>18 years old)FemaleNormal details
Breast MilkDetected and Quantified0.00187 uMAdult (>18 years old)Female
Normal		 details
Breast MilkDetected and Quantified0.0000656 uMAdult (>18 years old)Female
Normal		 details
SalivaDetected but not QuantifiedNot QuantifiedAdult (>18 years old)Not SpecifiedNormal details
UrineDetected and Quantified0.00387 (0.00289-0.0052) umol/mmol creatinineChildren (1-13 years old)Not Specified
N/A		 details
UrineDetected and Quantified0.00426 (0.00324-0.00555) umol/mmol creatinineAdolescent (13-18 years old)Not Specified
N/A		 details
UrineDetected and Quantified0.00539 (0.00485-0.00598) umol/mmol creatinineAdult (>18 years old)Not Specified
N/A		 details
UrineDetected and Quantified0.00485 (0.00379-0.00621) umol/mmol creatinineElderly (>65 years old)Not Specified
N/A		 details
UrineDetected and Quantified0.00481 (0.00414-0.00555) umol/mmol creatinineNot SpecifiedFemale
N/A		 details
UrineDetected and Quantified0.0052 (0.00442-0.0061) umol/mmol creatinineNot SpecifiedMale
N/A		 details
UrineDetected and Quantified0.00640 (0.00535-0.00773) umol/mmol creatinineAdult (>18 years old)Not SpecifiedNormal details
UrineDetected and Quantified0.00554 (0.00484-0.00640) umol/mmol creatinineChildren (1-13 years old)Not SpecifiedNormal details
UrineDetected but not QuantifiedNot QuantifiedAdult (>18 years old)BothNormal details
Abnormal Concentrations
Not Available
Associated Disorders and Diseases
Disease ReferencesNone
Associated OMIM IDsNone
DrugBank IDDB08604
Phenol Explorer Compound IDNot Available
FooDB IDNot Available
KNApSAcK IDNot Available
Chemspider IDNot Available
KEGG Compound IDC12059
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkTriclosan
METLIN IDNot Available
PubChem Compound5564
PDB IDNot Available
ChEBI ID164200
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDMDB00029827
Good Scents IDNot Available
References
Synthesis ReferenceMichael A. Mitchell, “Process For Producing Triclosan-Coated Superabsorbents.” U.S. Patent US20120157302, issued June 21, 2012.
Material Safety Data Sheet (MSDS)Not Available
General References
  1. Moss T, Howes D, Williams FM: Percutaneous penetration and dermal metabolism of triclosan (2,4, 4'-trichloro-2'-hydroxydiphenyl ether). Food Chem Toxicol. 2000 Apr;38(4):361-70. [PubMed:10722890 ]
  2. Russell AD: Whither triclosan? J Antimicrob Chemother. 2004 May;53(5):693-5. Epub 2004 Apr 8. [PubMed:15073159 ]
  3. Heath RJ, Rubin JR, Holland DR, Zhang E, Snow ME, Rock CO: Mechanism of triclosan inhibition of bacterial fatty acid synthesis. J Biol Chem. 1999 Apr 16;274(16):11110-4. [PubMed:10196195 ]
  4. Fan F, Yan K, Wallis NG, Reed S, Moore TD, Rittenhouse SF, DeWolf WE Jr, Huang J, McDevitt D, Miller WH, Seefeld MA, Newlander KA, Jakas DR, Head MS, Payne DJ: Defining and combating the mechanisms of triclosan resistance in clinical isolates of Staphylococcus aureus. Antimicrob Agents Chemother. 2002 Nov;46(11):3343-7. [PubMed:12384334 ]
  5. Fang JL, Stingley RL, Beland FA, Harrouk W, Lumpkins DL, Howard P: Occurrence, efficacy, metabolism, and toxicity of triclosan. J Environ Sci Health C Environ Carcinog Ecotoxicol Rev. 2010 Jul;28(3):147-71. doi: 10.1080/10590501.2010.504978. [PubMed:20859822 ]
  6. ON THE FATE OF TRICLOSAN IN HUMANS [Link]

Enzymes

Enzyme Details
1. Sulfotransferase 1A1
General function:
Involved in sulfotransferase activity
Specific function:
Sulfotransferase that utilizes 3'-phospho-5'-adenylyl sulfate (PAPS) as sulfonate donor to catalyze the sulfate conjugation of catecholamines, phenolic drugs and neurotransmitters. Has also estrogen sulfotransferase activity. responsible for the sulfonation and activation of minoxidil. Is Mediates the metabolic activation of carcinogenic N-hydroxyarylamines to DNA binding products and could so participate as modulating factor of cancer risk.
Gene Name:
SULT1A1
Uniprot ID:
P50225
Molecular weight:
34165.13
References
  1. Wang LQ, Falany CN, James MO: Triclosan as a substrate and inhibitor of 3'-phosphoadenosine 5'-phosphosulfate-sulfotransferase and UDP-glucuronosyl transferase in human liver fractions. Drug Metab Dispos. 2004 Oct;32(10):1162-9. Epub 2004 Jul 21. [PubMed:15269185 ]
Enzyme Details
2. Estrogen sulfotransferase
General function:
Involved in sulfotransferase activity
Specific function:
Sulfotransferase that utilizes 3'-phospho-5'-adenylyl sulfate (PAPS) as sulfonate donor to catalyze the sulfate conjugation of estradiol and estrone. May play a role in the regulation of estrogen receptor activity by metabolizing free estradiol. Maximally sulfates beta-estradiol and estrone at concentrations of 20 nM. Also sulfates dehydroepiandrosterone, pregnenolone, ethinylestradiol, equalenin, diethylstilbesterol and 1-naphthol, at significantly higher concentrations; however, cortisol, testosterone and dopamine are not sulfated.
Gene Name:
SULT1E1
Uniprot ID:
P49888
Molecular weight:
35126.185
References
  1. Wang LQ, Falany CN, James MO: Triclosan as a substrate and inhibitor of 3'-phosphoadenosine 5'-phosphosulfate-sulfotransferase and UDP-glucuronosyl transferase in human liver fractions. Drug Metab Dispos. 2004 Oct;32(10):1162-9. Epub 2004 Jul 21. [PubMed:15269185 ]
Enzyme Details
3. UDP-glucuronosyltransferase 1-1
General function:
Involved in transferase activity, transferring hexosyl groups
Specific function:
UDPGT is of major importance in the conjugation and subsequent elimination of potentially toxic xenobiotics and endogenous compounds. This isoform glucuronidates bilirubin IX-alpha to form both the IX-alpha-C8 and IX-alpha-C12 monoconjugates and diconjugate. Is also able to catalyze the glucuronidation of 17beta-estradiol, 17alpha-ethinylestradiol, 1-hydroxypyrene, 4-methylumbelliferone, 1-naphthol, paranitrophenol, scopoletin, and umbelliferone.
Gene Name:
UGT1A1
Uniprot ID:
P22309
Molecular weight:
59590.91
References
  1. Wang LQ, Falany CN, James MO: Triclosan as a substrate and inhibitor of 3'-phosphoadenosine 5'-phosphosulfate-sulfotransferase and UDP-glucuronosyl transferase in human liver fractions. Drug Metab Dispos. 2004 Oct;32(10):1162-9. Epub 2004 Jul 21. [PubMed:15269185 ]