CHEBI:140318 - tefuryltrione

ChEBI IDCHEBI:140318
ChEBI Nametefuryltrione
Stars
DefinitionA racemate comprising equimolar amounts of (R)- and (S)-tefuryltrione. An inhibitor of 4-hydroxyphenyl-pyruvate dioxygenase, it is used as a herbicide for the treatment of annual and perennial weeds in rice paddies.
Last Modified5 March 2018
SubmitterGareth Owen
FormulaC20H23ClO7S
Net Charge0
Average Mass442.912
Monoisotopic Mass442.08530
Roles Classification
Biological Roles:
EC 1.13.11.27 (4-hydroxyphenylpyruvate dioxygenase) inhibitor  An EC 1.13.11.* (oxidoreductase acting on single donors and incorporating 2 atoms of oxygen) inhibitor that interferes with the activity of 4-hydroxyphenylpyruvate dioxygenase (EC 1.13.11.27).
carotenoid biosynthesis inhibitor  Any pathway inhibitor that acts on the carotenoid biosynthesis pathway.
Application:
herbicide  A substance used to destroy plant pests.
ChEBI Ontology
Outgoing Relation(s)
tefuryltrione (CHEBI:140318) has part (R)-tefuryltrione (CHEBI:140320)
tefuryltrione (CHEBI:140318) has part (S)-tefuryltrione (CHEBI:140321)
tefuryltrione (CHEBI:140318) has role carotenoid biosynthesis inhibitor (CHEBI:138208)
tefuryltrione (CHEBI:140318) has role EC 1.13.11.27 (4-hydroxyphenylpyruvate dioxygenase) inhibitor (CHEBI:38317)
tefuryltrione (CHEBI:140318) has role herbicide (CHEBI:24527)
tefuryltrione (CHEBI:140318) is a racemate (CHEBI:60911)
IUPAC Name 
rac-2-{2-chloro-4-(methylsulfonyl)-3-[(tetrahydrofuran-2-ylmethoxy)methyl]benzoyl}cyclohexane-1,3-dione
Synonyms  Source
rac-2-[2-chloro-4-(methanesulfonyl)-3-{[(2R)-oxolan-2-ylmethoxy]methyl}benzoyl]cyclohexane-1,3-dioneAlan Wood's Pesticides
2-{2-chloro-4-mesyl-3-[(RS)-tetrahydro-2-furylmethoxymethyl]benzoyl}cyclohexane-1,3-dioneAlan Wood's Pesticides
2-[2-chloro-4-(methylsulfonyl)-3-[[(tetrahydro-2-furanyl)methoxy]methyl]benzoyl]-1,3-cyclohexanedioneAlan Wood's Pesticides
téfuryltrioneChEBI
TFTChEBI
Manual XrefsDatabases
tefuryltrioneAlan Wood's Pesticides
WO2010136165Patent
US2010304973Patent
EP2232994Patent
Registry NumbersSources
Reaxys:11332186Reaxys
CAS:473278-76-1ChemIDplus
CAS:473278-76-1Alan Wood's Pesticides
Citations