Structure via PubChem · Public domain (PubChem)
clethodim
Sign in to saveAlso known as 2-[1-[[[(2E)-3-chloro-2-propen-1-yl]oxy]imino]propyl]-5-[2-(ethylthio)propyl]-3-hydroxy-2-cyclohexen-1-one
Clethodim is an herbicide of the cyclohexanedione family. It is used to control grasses, especially annual ryegrass (Lolium rigidum). Although impure samples appear yellowish, the compound is colorless.
In the Vinony graph
Vinony's link graph records 161 inbound references to clethodim, and connects out to phenoxy herbicide, agriculture and arsenic.
It sits within the topics 2-(N-ethoxy-C-ethylcarbonimidoyl)-3-hydroxycyclohex-2-en-1-one derivatives, Chembox having GHS data and ECHA InfoCard ID from Wikidata.
Vinony links it to 6 Wikipedia language editions.
Chemical data
- Formula
- C17H26ClNO3S
- Molecular weight
- 359.9 g/mol
- IUPAC name
- 2-[N-[(E)-3-chloroprop-2-enoxy]-C-ethylcarbonimidoyl]-5-(2-ethylsulfanylpropyl)-3-hydroxycyclohex-2-en-1-one
- SMILES
- CCC(=NOC/C=C/Cl)C1=C(CC(CC1=O)CC(C)SCC)O
- InChIKey
- SILSDTWXNBZOGF-JWGBMQLESA-N
- XLogP
- 3.8
- Polar surface area
- 84.2 Ų
- H-bond donors
- 1
- H-bond acceptors
- 5
- Formal charge
- 0
via PubChem
Research
109 papers- Toxicogenetic, biochemical, and anatomical effects of the herbicide Clethodim on Allium cepa L.Environmental science and pollution research international · 2023
- Clethodim exposure induces developmental immunotoxicity and neurobehavioral dysfunction in zebrafish embryos.Fish & shellfish immunology · 2019
- High doses of clethodim-based herbicide GrassOut Max poses reproductive hazard by affecting male reproductive function and early embryogenesis in Swiss albino mice.Chemosphere · 2023
- Clethodim exposure induced development toxicity and behaviour alteration in early stages of zebrafish life.Environmental pollution (Barking, Essex : 1987) · 2019
- Toxicity Risk Assessment of Clethodim Enantiomers in Rats and Mice: Insights from Stereoselective Effects.Journal of agricultural and food chemistry · 2025
via PubMed
Wikidata facts
- Subclass of
- chemical compound
- Mass
- 359.132202
- Has use
- herbicide
Show 5 more facts
- Commons category
- Clethodim
- chemical formula
- C₁₇H₂₆ClNO₃S
- canonical SMILES
- CCC(=C1C(=O)CC(CC1=O)CC(C)SCC)NOCC=CCl
- isomeric SMILES
- CCC(=C1C(=O)CC(CC1=O)CC(C)SCC)NOC/C=C/Cl
- subject has role
- herbicide
Sources (1)
via Wikidata · CC0
~1 min read
Encyclopedic overview
1 sectionsContents
- References
Clethodim is an herbicide of the cyclohexanedione family. It is used to control grasses, especially annual ryegrass (Lolium rigidum). Although impure samples appear yellowish, the compound is colorless.
Clethodim's HRAC classification is Group A (Australia and global) or Group 1 (numeric). Group A herbicides inhibit acetyl-CoA carboxylase (ACCase).
Excerpted from Wikipedia’s “clethodim” article, available under the CC BY-SA 4.0 licence.