Triclopyr
(right click,save link as to download,it is a temp file,please download as soon as possible, you can also use CTRL+S to save the whole html page)
Basic Info
| Common Name | Triclopyr(F05448) |
| 2D Structure | |
| 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. |
| FRCD ID | F05448 |
| CAS Number | 55335-06-3 |
| PubChem CID | 41428 |
| Formula | C7H4Cl3NO3 |
| IUPAC Name | 2-(3,5,6-trichloropyridin-2-yl)oxyacetic acid |
| InChI Key | REEQLXCGVXDJSQ-UHFFFAOYSA-N |
| InChI | InChI=1S/C7H4Cl3NO3/c8-3-1-4(9)7(11-6(3)10)14-2-5(12)13/h1H,2H2,(H,12,13) |
| Canonical SMILES | C1=C(C(=NC(=C1Cl)Cl)OCC(=O)O)Cl |
| Isomeric SMILES | C1=C(C(=NC(=C1Cl)Cl)OCC(=O)O)Cl |
| Synonyms |
TRICLOPYR
55335-06-3
Garlon
Redeem
Garlon 2
Confront
Dowco 233
Turflon
Garlon 250
Trichlopyr
|
| Classifies |
Pesticide
|
| Update Date | Nov 13, 2018 17:07 |
Chemical Taxonomy
| Kingdom | Organic compounds |
| Superclass | Organoheterocyclic compounds |
| Class | Pyridines and derivatives |
| Subclass | Halopyridines |
| Intermediate Tree Nodes | Not available |
| Direct Parent | Polyhalopyridines |
| Alternative Parents | |
| Molecular Framework | Aromatic heteromonocyclic compounds |
| 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 |
| Description | This compound 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. |
Properties
| Property Name | Property Value |
|---|---|
| Molecular Weight | 256.463 |
| Hydrogen Bond Donor Count | 1 |
| Hydrogen Bond Acceptor Count | 4 |
| Rotatable Bond Count | 3 |
| Complexity | 216 |
| Monoisotopic Mass | 254.926 |
| Exact Mass | 254.926 |
| XLogP | 3 |
| Formal Charge | 0 |
| Heavy Atom Count | 14 |
| Defined Atom Stereocenter Count | 0 |
| Undefined Atom Stereocenter Count | 0 |
| Defined Bond Stereocenter Count | 0 |
| Undefined Bond Stereocenter Count | 0 |
| Isotope Atom Count | 0 |
| Covalently-Bonded Unit Count | 1 |
ADMET
| Model | Result | Probability |
|---|---|---|
| Absorption | ||
| Blood-Brain Barrier | BBB+ | 0.9727 |
| Human Intestinal Absorption | HIA+ | 0.9513 |
| Caco-2 Permeability | Caco2+ | 0.5618 |
| P-glycoprotein Substrate | Non-substrate | 0.7979 |
| P-glycoprotein Inhibitor | Non-inhibitor | 0.9721 |
| Non-inhibitor | 0.9939 | |
| Renal Organic Cation Transporter | Non-inhibitor | 0.9052 |
| Distribution | ||
| Subcellular localization | Mitochondria | 0.8031 |
| Metabolism | ||
| CYP450 2C9 Substrate | Non-substrate | 0.8226 |
| CYP450 2D6 Substrate | Non-substrate | 0.8110 |
| CYP450 3A4 Substrate | Non-substrate | 0.5537 |
| CYP450 1A2 Inhibitor | Non-inhibitor | 0.8570 |
| CYP450 2C9 Inhibitor | Non-inhibitor | 0.9592 |
| CYP450 2D6 Inhibitor | Non-inhibitor | 0.9290 |
| CYP450 2C19 Inhibitor | Non-inhibitor | 0.9377 |
| CYP450 3A4 Inhibitor | Non-inhibitor | 0.9699 |
| CYP Inhibitory Promiscuity | Low CYP Inhibitory Promiscuity | 0.9128 |
| Excretion | ||
| Toxicity | ||
| Human Ether-a-go-go-Related Gene Inhibition | Weak inhibitor | 0.9957 |
| Non-inhibitor | 0.9475 | |
| AMES Toxicity | Non AMES toxic | 0.8934 |
| Carcinogens | Non-carcinogens | 0.9276 |
| Fish Toxicity | Low FHMT | 0.7227 |
| Tetrahymena Pyriformis Toxicity | High TPT | 0.9651 |
| Honey Bee Toxicity | Low HBT | 0.7935 |
| Biodegradation | Not ready biodegradable | 0.7849 |
| Acute Oral Toxicity | III | 0.8198 |
| Carcinogenicity (Three-class) | Non-required | 0.6557 |
| Model | Value | Unit |
|---|---|---|
| Absorption | ||
| Aqueous solubility | -2.2342 | LogS |
| Caco-2 Permeability | 0.9450 | LogPapp, cm/s |
| Distribution | ||
| Metabolism | ||
| Excretion | ||
| Toxicity | ||
| Rat Acute Toxicity | 2.5789 | LD50, mol/kg |
| Fish Toxicity | 1.4666 | pLC50, mg/L |
| Tetrahymena Pyriformis Toxicity | 0.3380 | pIGC50, ug/L |
MRLs
| Food | Product Code | Country | MRLs | Application Date | Notes |
|---|---|---|---|---|---|
| Other Fish | Japan | 3ppm | |||
| Perciformes | Japan | 3ppm | |||
| Carrot | Japan | 0.03ppm | |||
| Pineapple | Japan | 0.03ppm | |||
| Japanese Persimmon | Japan | 0.03ppm | |||
| Soybeans,Dry | Japan | 0.03ppm | |||
| Rice(Brown Rice) | Japan | 0.3ppm | |||
| Mango | Japan | 0.03ppm | |||
| Guava | Japan | 0.03ppm | |||
| Milk & Dairy Produce | Britain | 0.01mg/kg | |||
| Kidney | Britain | 0. 2mg/kg | |||
| Fat | Britain | 0.05mg/kg | |||
| Liver | Britain | 0.05mg/kg | |||
| Meat | Britain | 0.05mg/kg | |||
| Shelled Molluscas | Japan | 4ppm | |||
| Anguilliformes | Japan | 3ppm | |||
| Salmoniformes | Japan | 3ppm | |||
| Other Poultry,Eggs | Japan | 0.05ppm | |||
| Chicken,Eggs | Japan | 0.05ppm | |||
| Other Poultry Animals,Edible Offal | Japan | 0.08ppm |
References
| Title | Journal | Date | Pubmed ID |
|---|---|---|---|
| Persistence of auxinic herbicides applied on pasture and toxicity for succeeding crops. | An Acad Bras Cienc | 2018 Apr-Jun | 29694496 |
| Cultivating Chlorella vulgaris and Scenedesmus quadricauda microalgae to degrade inorganic compounds and pesticides in water. | Environ Sci Pollut Res Int | 2016 Sep | 27259964 |
| The discovery of Arylex™ active and Rinskor™ active: Two novel auxin herbicides. | Bioorg Med Chem | 2016 Feb 1 | 26321602 |
| Determination and occurrence of phenoxyacetic acid herbicides and theirtransformation products in groundwater using ultra high performance liquidchromatography coupled to tandem mass spectrometry. | Molecules | 2014 Dec 10 | 25514054 |
| Effects of herbicides on Behr's metalmark butterfly, a surrogate species for the endangered butterfly, Lange's metalmark. | Environ Pollut | 2012 May | 22310058 |
| Photodegradation of bentazon, clopyralid, and triclopyr on model leaves:importance of a systematic evaluation of pesticide photostability on crops. | J Agric Food Chem | 2009 Mar 11 | 19222158 |
| Multiple stressor effects of herbicide, pH, and food on wetland zooplankton and a larval amphibian. | Ecotoxicol Environ Saf | 2008 Sep | 17904219 |
| Dacthal and chlorophenoxy herbicides and chlorothalonil fungicide in eggs ofosprey (Pandion haliaetus) from the Duwamish-Lake Washington-Puget Sound area of Washington state, USA. | Environ Pollut | 2007 Jan | 16707197 |
| Determination of antagonism between cyhalofop-butyl and other rice (Oryza sativa)herbicides in barnyardgrass (Echinochloa crus-galli). | J Agric Food Chem | 2005 May 18 | 15884840 |
| Physiological and biochemical characterization of quinclorac resistance in afalse cleavers (Galium spurium L.) biotype. | J Agric Food Chem | 2005 Feb 23 | 15713032 |
| Practical immunochemical method for determination of 3,5, 6-trichloro-2-pyridinolin human urine: applications and considerations for exposure assessment. | J Agric Food Chem | 1999 Jan | 10563869 |
| Enzyme-linked immunosorbent assay by image analysis using a charge-coupled devicearray detector. | Anal Biochem | 1996 Jul 15 | 8660618 |
| Gas chromatographic determination of triclopyr in fruits and vegetables. | J Chromatogr A | 1995 Jan 20 | 7881537 |
| Effects of lethal and sublethal concentrations of the herbicide, triclopyrbutoxyethyl ester, in the diet of zebra finches. | J Wildl Dis | 1994 Jul | 7933272 |
| Percutaneous absorption of nicotinic acid, phenol, benzoic acid and triclopyrbutoxyethyl ester through rat and human skin in vitro: further validation of anin vitro model by comparison with in vivo data. | Food Chem Toxicol | 1992 Oct | 1427512 |
| Assessment of hazards to workers applying pesticides. | Food Addit Contam | 1989 | 2599152 |
Targets
- General Function:
- Type iii transforming growth factor beta receptor binding
- Specific Function:
- Multifunctional protein that controls proliferation, differentiation and other functions in many cell types. Many cells synthesize TGFB1 and have specific receptors for it. It positively and negatively regulates many other growth factors. It plays an important role in bone remodeling as it is a potent stimulator of osteoblastic bone formation, causing chemotaxis, proliferation and differentiation in committed osteoblasts. Can promote either T-helper 17 cells (Th17) or regulatory T-cells (Treg) lineage differentiation in a concentration-dependent manner. At high concentrations, leads to FOXP3-mediated suppression of RORC and down-regulation of IL-17 expression, favoring Treg cell development. At low concentrations in concert with IL-6 and IL-21, leads to expression of the IL-17 and IL-23 receptors, favoring differentiation to Th17 cells.
- Gene Name:
- TGFB1
- Uniprot ID:
- P01137
- Molecular Weight:
- 44340.685 Da
References
- Sipes NS, Martin MT, Kothiya P, Reif DM, Judson RS, Richard AM, Houck KA, Dix DJ, Kavlock RJ, Knudsen TB: Profiling 976 ToxCast chemicals across 331 enzymatic and receptor signaling assays. Chem Res Toxicol. 2013 Jun 17;26(6):878-95. doi: 10.1021/tx400021f. Epub 2013 May 16. [23611293 ]