All Photos(2)
About This Item
Empirical Formula (Hill Notation):
C17H29NO3S
CAS Number:
Molecular Weight:
327.48
Beilstein:
8222943
EC Number:
MDL number:
UNSPSC Code:
41116107
PubChem Substance ID:
NACRES:
NA.24
Recommended Products
grade
analytical standard
Quality Level
product line
PESTANAL®
shelf life
limited shelf life, expiry date on the label
technique(s)
HPLC: suitable
gas chromatography (GC): suitable
application(s)
agriculture
environmental
format
neat
storage temp.
−20°C
SMILES string
CCC\C(=N/OCC)C1=C(O)CC(CC(C)SCC)CC1=O
InChI
1S/C17H29NO3S/c1-5-8-14(18-21-6-2)17-15(19)10-13(11-16(17)20)9-12(4)22-7-3/h12-13,19H,5-11H2,1-4H3/b18-14+
InChI key
CSPPKDPQLUUTND-NBVRZTHBSA-N
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General description
Sethoxydim is a grass-active herbicide that is very effective for postemergence control of annual and perennial grasses. Sethoxydim belongs to the cyclohexanediones family and is mainly applied to broad-leaved crops, including cotton, oilseed rape, soybeans, sugar beets, fodder beets, sunflowers, spinach, potatoes, tobacco, peanuts, strawberries, alfalfa, flax, and vegetables. The herbicide act by inhibiting plastid acetyl-CoA carboxylase (ACCase) of monocotyledonous species, causing chloroplast bleaching, tissue necrosis, growth reduction, and ultimately death of a plant.
Sethoxydim is not approved for its use in the European Union. Maximum residue levels (MRLs) have been set according to Reg (EC) No 839/2008 for sethoxydim (to be calculated as the sum of sethoxydim and clethodim including degradation products) for various products of plant and animal origin from 0.05 to 1 mg/kg.
Sethoxydim is not approved for its use in the European Union. Maximum residue levels (MRLs) have been set according to Reg (EC) No 839/2008 for sethoxydim (to be calculated as the sum of sethoxydim and clethodim including degradation products) for various products of plant and animal origin from 0.05 to 1 mg/kg.
Application
The analytical standard can be used to:
- Study the inhibition effect of acetyl-CoA carboxylase in barley chloroplasts using cycloxydim, sethoxydim, and clethodim herbicides
- Study the photochemical changes and oxidative damage in four foxtail millet varieties after exposure to sethoxydim
- Study the resistance mechanism of chloroplastic acetyl-CoA carboxylase from green foxtail (Setaria viridis L. Beauv.) towards cyclohexanedione herbicide sethoxydim
- Study the inhibition mechanism of acetyl-CoA carboxylase by sethoxydim and haloxyfop using a semipurified enzyme preparation extracted from black Mexican sweet maize
- Evaluate the tolerance of 11 grass species used in minimal-to-no-mow turf areas to three postemergence herbicides applied at one- and twofold recommended label rates
- Generate sethoxydim-resistant mutants of Micractinium sp. by UV-C mutagenesis for increased cellular triacylglycerol (TAG) without compromising on growth rate
Legal Information
PESTANAL is a registered trademark of Merck KGaA, Darmstadt, Germany
Hazard Statements
Precautionary Statements
Hazard Classifications
Aquatic Chronic 2
Storage Class Code
10 - Combustible liquids
WGK
WGK 2
Flash Point(F)
Not applicable
Flash Point(C)
Not applicable
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves
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Notes: Inhibition of the Acetyl-CoA Carboxylase of Barley Chloroplasts by Cycloxydim and Sethoxydim
Focke M and Lichtenthaler HK
Zeitschrift fur Naturforschung C, 11-12 null
Jinjin Diao et al.
Metabolic engineering, 51, 88-98 (2018-11-06)
Dietary omega-3 long-chain polyunsaturated fatty acids docosahexaenoic acid (DHA, C22:6) can be synthesized in microalgae Crypthecodinium cohnii; however, its productivity is still low. Here, we established a new protocol termed as "chemical modulator based adaptive laboratory evolution" (CM-ALE) to enhance
B S Pakdaman et al.
Pakistan journal of biological sciences : PJBS, 10(15), 2480-2484 (2007-08-01)
The fungicidal effect of sethoxydim on the canola (Brassica napus var. Olifera) white stem rot pathogen (Sclerotinia sclerotiorum) encouraged us to conduct a series of studies on the mechanism of the antifungal activity of this herbicide commonly applied in Iranian
S Lin et al.
Bioorganic & medicinal chemistry letters, 9(4), 551-554 (1999-03-31)
Sethoxydim, a commercially available cyclohexanedione class herbicide by targeting the enzymatic activity of acetyl-coenzyme A carboxylase, has been found to moderately inhibit the activity of 4-hydroxyphenylpyruvate dioxygenase, a key enzyme in the biosynthesis of plastoquinones and tocopherols in plants.
B J Incledon et al.
Journal of agricultural and food chemistry, 47(1), 299-304 (1999-11-24)
Acetyl-coenzyme A carboxylase (ACCase) isozymes were separated from cyclohexanedione-resistant and -susceptible maize. ACCase240 from resistant maize was 3.7-, >77-, and 12.8-fold more resistant to inhibition by clethodim, sethoxydim, and tralkoxydim, respectively, than ACCase240 from susceptible maize. The resistant ACCase240 preparation
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