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Record Information

Version

5.0

Status

Detected and Quantified

Creation Date

2013-12-17 17:00:44 UTC

Update Date

2020-11-09 23:21:49 UTC

HMDB ID

HMDB0061385

Secondary Accession Numbers

HMDB61385

Metabolite Identification

Common Name

Triclosan

Description

Triclosan 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

MOL 3D MOL SDF 3D SDF PDB 3D PDB SMILES InChI

  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

$$$$

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

View in JSmol View Stereo Labels

Synonyms

Value	Source
2,4,4'-Trichloro-2'-hydroxydiphenyl ether	ChEBI
5-Chloro-2-(2,4-dichloro-phenoxy)-phenol	ChEBI
Triclosanum	ChEBI
Stri-dex cleansing bar	Kegg
Aquasept	HMDB
Irgasan DP 300	HMDB
2-Hydroxy-2',4,4'-trichlorodiphenyl ether	HMDB
Pharmachem brand OF triclosan	HMDB
Procter and gamble brand OF triclosan	HMDB
Tersaseptic	HMDB
GlaxoSmithKline brand OF triclosan	HMDB
Irgasan DP300	HMDB
Irgasan-DP300	HMDB
Sapoderm	HMDB
SterZac bath concentrate	HMDB
Trisan	HMDB
Triclosan pharmachem brand	HMDB
Clearasil daily face wash	HMDB
Cliniclean	HMDB
DP300, Irgasan	HMDB
Dermtek brand OF triclosan	HMDB
Johnson and johnson brand OF triclosan	HMDB
Manusept	HMDB
Microshield T	HMDB
Oxy skin wash	HMDB
Reckitt brand OF triclosan	HMDB
SSL Brand OF triclosan	HMDB
Ster zac bath concentrate	HMDB
Ster-zac bath concentrate	HMDB
trans Canaderm brand OF triclosan	HMDB
Triclosan reckitt brand	HMDB
PHisoHex	HMDB

Chemical Formula

C₁₂H₇Cl₃O₂

Average Molecular Weight

289.542

Monoisotopic Molecular Weight

287.951162589

IUPAC Name

5-chloro-2-(2,4-dichlorophenoxy)phenol

Traditional Name

triclosan

CAS Registry Number

3380-34-5

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 Key

XEFQLINVKFYRCS-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.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Benzene and substituted derivatives

Sub Class

Diphenylethers

Direct Parent

Diphenylethers

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 Framework

Aromatic homomonocyclic compounds

External Descriptors

aromatic ether (CHEBI:164200 )
phenols (CHEBI:164200 )
dichlorobenzene (CHEBI:164200 )
monochlorobenzenes (CHEBI:164200 )
a small molecule (CPD0-1227 )

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Excreta

Biofluid or Excreta

Urine (PMID: 18335095)

Cellular substructure

Membrane (HMDB: HMDB0061385)

Source

Exogenous

Exogenous (HMDB: HMDB0061385)

Process

Not Available

Role

Industrial application

Agriculture

Pesticide

Fungicide (HMDB: HMDB0061385)

Antibacterial agent (HMDB: HMDB0061385)

Pharmaceutical industry

Biomarker

Triclosan Exposure (MarkerDB: MDB00029827)

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
Water Solubility	0.006 g/L	ALOGPS
logP	5.53	ALOGPS
logP	4.98	ChemAxon
logS	-4.7	ALOGPS
pKa (Strongest Acidic)	7.68	ChemAxon
pKa (Strongest Basic)	-6.7	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	1	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	29.46 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	68.69 m³·mol⁻¹	ChemAxon
Polarizability	25.92 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DeepCCS	[M+H]+	154.745	30932474
DeepCCS	[M-H]-	152.353	30932474
DeepCCS	[M-2H]-	185.261	30932474
DeepCCS	[M+Na]+	160.804	30932474
AllCCS	[M+H]+	155.6	32859911
AllCCS	[M+H-H2O]+	152.0	32859911
AllCCS	[M+NH4]+	158.9	32859911
AllCCS	[M+Na]+	159.9	32859911
AllCCS	[M-H]-	145.0	32859911
AllCCS	[M+Na-2H]-	144.3	32859911
AllCCS	[M+HCOO]-	143.6	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Triclosan	OC1=CC(Cl)=CC=C1OC1=C(Cl)C=C(Cl)C=C1	3469.0	Standard polar	33892256
Triclosan	OC1=CC(Cl)=CC=C1OC1=C(Cl)C=C(Cl)C=C1	2067.9	Standard non polar	33892256
Triclosan	OC1=CC(Cl)=CC=C1OC1=C(Cl)C=C(Cl)C=C1	2105.5	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Triclosan,1TMS,isomer #1	C[Si](C)(C)OC1=CC(Cl)=CC=C1OC1=CC=C(Cl)C=C1Cl	2173.7	Semi standard non polar	33892256
Triclosan,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC1=CC(Cl)=CC=C1OC1=CC=C(Cl)C=C1Cl	2425.4	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 - Triclosan GC-MS (Non-derivatized) - 70eV, Positive	splash10-0udi-0490000000-dfb0757bfac1ad90e7a4	2017-09-20	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Triclosan GC-MS (1 TMS) - 70eV, Positive	splash10-00di-9468000000-8ac957d92fb0baadf85d	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Triclosan GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
MS	Mass Spectrum (Electron Ionization)	splash10-029g-9780000000-d39624d358bdeff3e131	2014-09-20	Not Available	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Experimental LC-MS/MS	LC-MS/MS Spectrum - Triclosan LC-ESI-QFT , negative-QTOF	splash10-0006-0900000000-58c362c848ddc0ea6b7d	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Triclosan LC-ESI-QFT , negative-QTOF	splash10-0006-0900000000-d33e377d9d635f1ce853	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Triclosan LC-ESI-QFT , negative-QTOF	splash10-0006-0900000000-86a497478420de6dd62b	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Triclosan LC-ESI-QFT , negative-QTOF	splash10-01ox-1900000000-3924bb3259de13cc0c32	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Triclosan LC-ESI-QFT , negative-QTOF	splash10-01p9-9500000000-1eea0ef329f1eda65753	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Triclosan LC-ESI-QFT , negative-QTOF	splash10-000i-9000000000-c0811786de4d26d32f19	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Triclosan LC-ESI-ITFT , negative-QTOF	splash10-0udi-0090000000-1e8f398c881d4511de15	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Triclosan LC-ESI-ITFT , negative-QTOF	splash10-0udi-0090000000-1e8f398c881d4511de15	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Triclosan LC-ESI-QFT , negative-QTOF	splash10-000i-0090000000-901f5a26f0a84efe9ab9	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Triclosan LC-ESI-QFT , negative-QTOF	splash10-000i-0190000000-665be7c9535346c9a726	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Triclosan 90V, Negative-QTOF	splash10-01ox-1900000000-3924bb3259de13cc0c32	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Triclosan 75V, Negative-QTOF	splash10-0006-0900000000-86a497478420de6dd62b	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Triclosan 35V, Negative-QTOF	splash10-000i-0090000000-901f5a26f0a84efe9ab9	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Triclosan 35V, Negative-QTOF	splash10-000i-0190000000-665be7c9535346c9a726	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Triclosan 45V, Negative-QTOF	splash10-0006-0900000000-58c362c848ddc0ea6b7d	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Triclosan 60V, Negative-QTOF	splash10-0006-0900000000-d33e377d9d635f1ce853	2021-09-20	HMDB team, MONA	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Triclosan 10V, Positive-QTOF	splash10-000i-0090000000-7662f8b4bedcaffe0a5f	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Triclosan 20V, Positive-QTOF	splash10-000i-0090000000-62befab95441bb9ec2f0	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Triclosan 40V, Positive-QTOF	splash10-0udj-3980000000-375beaf060515d4bc75b	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Triclosan 10V, Negative-QTOF	splash10-000i-0090000000-0a0e87adf47e90d9ec1b	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Triclosan 20V, Negative-QTOF	splash10-000i-0090000000-40be759356bf6e86ef46	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Triclosan 40V, Negative-QTOF	splash10-0ikc-2980000000-85ef168fbb3f3d0db80a	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Triclosan 10V, Positive-QTOF	splash10-000i-0090000000-cf698a7f84b08884c9e3	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Triclosan 20V, Positive-QTOF	splash10-000i-0090000000-cf698a7f84b08884c9e3	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Triclosan 40V, Positive-QTOF	splash10-0h90-1950000000-cc17fbdb0bc46af245f5	2021-09-22	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted 1D NMR	¹³C NMR Spectrum (1D, 100 MHz, H₂O, predicted)	2022-08-20	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)	2022-08-20	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, H₂O, predicted)	2022-08-20	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)	2022-08-20	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 200 MHz, H₂O, predicted)	2022-08-20	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)	2022-08-20	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 300 MHz, H₂O, predicted)	2022-08-20	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)	2022-08-20	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 400 MHz, H₂O, predicted)	2022-08-20	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)	2022-08-20	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 500 MHz, H₂O, predicted)	2022-08-20	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)	2022-08-20	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 600 MHz, H₂O, predicted)	2022-08-20	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)	2022-08-20	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 700 MHz, H₂O, predicted)	2022-08-20	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)	2022-08-20	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 800 MHz, H₂O, predicted)	2022-08-20	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)	2022-08-20	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 900 MHz, H₂O, predicted)	2022-08-20	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, predicted)	2022-08-20	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Blood
Breast Milk
Saliva
Urine

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Detected and Quantified	0.000249 uM	Adult (>18 years old)	Female	Normal	17007908	details
Blood	Detected and Quantified	0.0553 uM	Adult (>18 years old)	Female	Normal	17007908	details
Blood	Detected and Quantified	0.00173 +/- 0.00294 uM	Adult (>18 years old)	Both	N/A	18193205	details
Blood	Detected and Quantified	0.0038 +/- 0.00415 uM	Adult (>18 years old)	Both	N/A	18193205	details
Blood	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Normal	32966057	details
Breast Milk	Detected and Quantified	0.0000656 uM	Adult (>18 years old)	Female	Normal	17007908	details
Breast Milk	Detected and Quantified	0.00187 uM	Adult (>18 years old)	Female	Normal	17007908	details
Saliva	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Not Specified	Normal	12097436	details
Urine	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Normal	32966057	details
Urine	Detected and Quantified	0.00387 (0.00289-0.0052) umol/mmol creatinine	Children (1-13 years old)	Not Specified	N/A	18335095	details
Urine	Detected and Quantified	0.00426 (0.00324-0.00555) umol/mmol creatinine	Adolescent (13-18 years old)	Not Specified	N/A	18335095	details
Urine	Detected and Quantified	0.00539 (0.00485-0.00598) umol/mmol creatinine	Adult (>18 years old)	Not Specified	N/A	18335095	details
Urine	Detected and Quantified	0.00485 (0.00379-0.00621) umol/mmol creatinine	Elderly (>65 years old)	Not Specified	N/A	18335095	details
Urine	Detected and Quantified	0.00481 (0.00414-0.00555) umol/mmol creatinine	Not Specified	Female	N/A	18335095	details
Urine	Detected and Quantified	0.0052 (0.00442-0.0061) umol/mmol creatinine	Not Specified	Male	N/A	18335095	details
Urine	Detected and Quantified	0.00640 (0.00535-0.00773) umol/mmol creatinine	Adult (>18 years old)	Not Specified	Normal	17007908 18193205 18335095 National Health a...	details
Urine	Detected and Quantified	0.00554 (0.00484-0.00640) umol/mmol creatinine	Children (1-13 years old)	Not Specified	Normal	17007908 18193205 18335095 National Health a...	details

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

DB08604

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

C12059

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Triclosan

METLIN ID

Not Available

PubChem Compound

5564

PDB ID

Not Available

ChEBI ID

164200

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

MDB00029827

Good Scents ID

Not Available

References

Synthesis Reference

Michael 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

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 ]
Russell AD: Whither triclosan? J Antimicrob Chemother. 2004 May;53(5):693-5. Epub 2004 Apr 8. [PubMed:15073159 ]
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 ]
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 ]
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 ]
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

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

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

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 ]

Showing metabocard for Triclosan (HMDB0061385)

MOL for HMDB0061385 (Triclosan)

3D MOL for HMDB0061385 (Triclosan)

3D SDF for HMDB0061385 (Triclosan)

3D-SDF for HMDB0061385 (Triclosan)

PDB for HMDB0061385 (Triclosan)

3D PDB for HMDB0061385 (Triclosan)

SMILES for HMDB0061385 (Triclosan)

INCHI for HMDB0061385 (Triclosan)

Structure for HMDB0061385 (Triclosan)

3D Structure for HMDB0061385 (Triclosan)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra

Enzymes

References

References

References