ContaminantDB: Triclopyr

Identification Taxonomy Biological Properties Physical Properties Toxicity Profile Spectra Concentrations Links References Targets (1)XML

Record Information

Version

1.0

Creation Date

2014-08-29 06:51:46 UTC

Update Date

2016-11-09 01:09:09 UTC

Accession Number

CHEM003505

Identification

Common Name

Triclopyr

Class

Small Molecule

Description

Triclopyr is a systemic, foliar herbicide in the pyridine group for perennial broad-leaved and woody weed control on uncultivated areas, grassland, plantations and rice fields. It is used to control broadleaf weeds while leaving grasses and conifers unaffected. It is selective, systemic, and absorbed through roots and foliage. It is a synthetic auxin.

Contaminant Sources

STOFF IDENT Compounds
T3DB toxins
ToxCast & Tox21 Chemicals

Contaminant Type

Ether
Herbicide
Household Toxin
Organic Compound
Organochloride
Pesticide
Synthetic Compound

Chemical Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
Triclopyr triethylamine salt	MeSH
3,5,6-trichloro-2-Pyridyloxyacetic acid	MeSH
Garlon	MeSH
Release brand OF triclopyr	MeSH
Triclopyr-(3,5,6-trichloro-2-pyridl-oxyacetic acid)	MeSH
Triclopyr butoxyethyl ester	MeSH
Triclopyr-triethylammonium	MeSH

Chemical Formula

C₇H₄Cl₃NO₃

Average Molecular Mass

256.471 g/mol

Monoisotopic Mass

254.926 g/mol

CAS Registry Number

55335-06-3

IUPAC Name

2-[(3,5,6-trichloropyridin-2-yl)oxy]acetic acid

Traditional Name

triclopyr

SMILES

OC(=O)COC1=NC(Cl)=C(Cl)C=C1Cl

InChI Identifier

InChI=1S/C7H4Cl3NO3/c8-3-1-4(9)7(11-6(3)10)14-2-5(12)13/h1H,2H2,(H,12,13)

InChI Key

REEQLXCGVXDJSQ-UHFFFAOYSA-N

Chemical Taxonomy

Description

belongs to the class of organic compounds known as polyhalopyridines. These are organic compounds containing a pyridine ring substituted at two or more positions by a halogen atom.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Pyridines and derivatives

Sub Class

Halopyridines

Direct Parent

Polyhalopyridines

Alternative Parents

Substituents

Polyhalopyridine
Alkyl aryl ether
2-halopyridine
Aryl chloride
Aryl halide
Heteroaromatic compound
Carboxylic acid derivative
Carboxylic acid
Azacycle
Ether
Monocarboxylic acid or derivatives
Organic nitrogen compound
Organochloride
Organohalogen compound
Organonitrogen compound
Organooxygen compound
Hydrocarbon derivative
Organic oxide
Carbonyl group
Organopnictogen compound
Organic oxygen compound
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

aromatic ether (CHEBI:9682 )
monocarboxylic acid (CHEBI:9682 )
chloropyridine (CHEBI:9682 )
Pyridine herbicides (C11032 )

Biological Properties

Status

Detected and Not Quantified

Origin

Exogenous

Cellular Locations

Membrane

Biofluid Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Applications

Not Available

Biological Roles

Not Available

Chemical Roles

Not Available

Physical Properties

State

Solid

Appearance

White powder.

Experimental Properties

Property	Value
Melting Point	Not Available
Boiling Point	Not Available
Solubility	Not Available

Predicted Properties

Property	Value	Source
Water Solubility	0.47 g/L	ALOGPS
logP	2.54	ALOGPS
logP	2.7	ChemAxon
logS	-2.7	ALOGPS
pKa (Strongest Acidic)	2.28	ChemAxon
pKa (Strongest Basic)	-4.4	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	59.42 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	52.24 m³·mol⁻¹	ChemAxon
Polarizability	20.91 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	1	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Spectra

Spectrum Type	Description	Splash Key	View
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	splash10-05mo-6690000000-0368bf3381636fb023a3	Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	Not Available	Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_1_1) - 70eV, Positive	Not Available	Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TBDMS_1_1) - 70eV, Positive	Not Available	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 15V, Positive	splash10-0a4i-0090000000-6d383e63f64d765e1b9f	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 35V, Positive	splash10-000i-0090000000-43ba9d3e09c83d8350eb	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 45V, Positive	splash10-0a4i-0980000000-008f1870eeb8ee118909	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 30V, Positive	splash10-0a4i-0290000000-9b20564345299fd5e8c9	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 60V, Positive	splash10-01ot-0910000000-f3f7f893509d3726d9b7	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 75V, Positive	splash10-01r2-0900000000-c4128dc1d6ac0017f37f	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 15V, Negative	splash10-0002-0900000000-18e52658bbdd7ae6cbbf	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 90V, Positive	splash10-0bvj-0900000000-749dc8ee649f9fce6c02	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 35V, Positive	splash10-000i-0090000000-82b2fb6855cf6b3e9343	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 30V, Negative	splash10-0002-0900000000-150f0e84a4c7e35a4261	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 45V, Negative	splash10-0002-0900000000-a03fdfd12cac6ee975fd	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 60V, Positive	splash10-01ot-0910000000-a336e168db76efbe414f	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 75V, Positive	splash10-01r2-0900000000-e13f79378f71b4d9ece2	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 45V, Positive	splash10-0a4i-0980000000-678dac1e02960f6727af	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 30V, Positive	splash10-0a4i-0290000000-cf23ad8e24c60693e9f9	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 15V, Positive	splash10-0a4i-0090000000-28abf40a20aded7659f7	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 90V, Positive	splash10-0bvj-0900000000-e0362f41945b9a9d1391	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0a4i-0090000000-d50804a337d02fdf04a5	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0a4r-0090000000-1b44f3c2f1c948d1e7c2	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-03du-8490000000-a4740bd93f0e02795e89	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0udi-0790000000-b9380b8a8f41bb953dc6	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-0udi-0090000000-61c6f9e8c1166fb9b89c	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0zfr-6940000000-9ffbe7e7521cfa466b63	Spectrum
MS	Mass Spectrum (Electron Ionization)	splash10-001i-3920000000-0fe40310cad06b7ddfaf	Spectrum
1D NMR	1H NMR Spectrum	Not Available	Spectrum
1D NMR	13C NMR Spectrum	Not Available	Spectrum

Toxicity Profile

Route of Exposure

Not Available

Mechanism of Toxicity

Not Available

Metabolism

Not Available

Toxicity Values

Not Available

Lethal Dose

Not Available

Carcinogenicity (IARC Classification)

No indication of carcinogenicity to humans (not listed by IARC).

Uses/Sources

This is a man-made compound that is used as a pesticide.

Minimum Risk Level

Not Available

Health Effects

Not Available

Symptoms

Not Available

Treatment

Not Available

Concentrations

Not Available

External Links

DrugBank ID

Not Available

HMDB ID

HMDB0259186

FooDB ID

Not Available

Phenol Explorer ID

Not Available

KNApSAcK ID

Not Available

BiGG ID

Not Available

BioCyc ID

Not Available

METLIN ID

Not Available

PDB ID

Not Available

Wikipedia Link

Triclopyr

Chemspider ID

37801

ChEBI ID

9682

PubChem Compound ID

Not Available

Kegg Compound ID

C11032

YMDB ID

Not Available

ECMDB ID

Not Available

References

Synthesis Reference

Not Available

MSDS

Not Available

General References

1. https://www.ncbi.nlm.nih.gov/pubmed/?term=23688229

2. https://www.ncbi.nlm.nih.gov/pubmed/?term=24623388

3. https://www.ncbi.nlm.nih.gov/pubmed/?term=25309266

Triclopyr (CHEM003505)

Structure for CHEM003505: Triclopyr