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
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
Shiv Shankhar Kaundun et al.
PloS one, 8(2), e58012-e58012 (2013-03-08)
Acetyl-CoA carboxylase (ACCase) inhibiting herbicides are important products for the post-emergence control of grass weed species in small grain cereal crops. However, the appearance of resistance to ACCase herbicides over time has resulted in limited options for effective weed control
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
Gengyun Zhang et al.
Nature biotechnology, 30(6), 549-554 (2012-05-15)
Foxtail millet (Setaria italica), a member of the Poaceae grass family, is an important food and fodder crop in arid regions and has potential for use as a C(4) biofuel. It is a model system for other biofuel grasses, including
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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