isoxaflutole (CHEBI:141213)

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ChEBI Name	isoxaflutole

ChEBI ID	CHEBI:141213

Definition	A member of the class of isoxazoles that is 1,2-oxazole substituted by a 2-(methanesulfonyl)-4-(trifluoromethyl)benzoyl group and a cyclopropyl group at positions 4 and 5, respectively. It is a 4-hydroxyphenylpyruvate dioxygenase inhibitor which is used as a herbicide for weed control in maize and sugarcane.

Stars	This entity has been manually annotated by the ChEBI Team.

Supplier Information

Download	Molfile XML SDF

Formula

C15H12F3NO4S

Net Charge

Average Mass

359.322

Monoisotopic Mass

359.04391

InChI

InChI=1S/C15H12F3NO4S/c1-24(21,22)12-6-9(15(16,17)18)4-5-10(12)13(20)11-7-19-23-14(11)8-2-3-8/h4-8H,2-3H2,1H3

InChIKey

OYIKARCXOQLFHF-UHFFFAOYSA-N

SMILES

CS(C=1C=C(C=CC1C(C=2C=NOC2C3CC3)=O)C(F)(F)F)(=O)=O

Roles Classification
Biological Role(s):	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).

Application(s):	proherbicide A compound that, on administration, must undergo chemical conversion by biochemical (enzymatic), chemical (possibly following an enzymatic step), or physical (e.g. photochemical) activation processes before becoming the pharmacologically active herbicide for which it is a proherbicide. agrochemical An agrochemical is a substance that is used in agriculture or horticulture.

ChEBI Ontology
Outgoing	isoxaflutole (CHEBI:141213) has role agrochemical (CHEBI:33286) isoxaflutole (CHEBI:141213) has role EC 1.13.11.27 (4-hydroxyphenylpyruvate dioxygenase) inhibitor (CHEBI:38317) isoxaflutole (CHEBI:141213) has role proherbicide (CHEBI:136646) isoxaflutole (CHEBI:141213) is a (trifluoromethyl)benzenes (CHEBI:83565) isoxaflutole (CHEBI:141213) is a aromatic ketone (CHEBI:76224) isoxaflutole (CHEBI:141213) is a cyclopropanes (CHEBI:51454) isoxaflutole (CHEBI:141213) is a isoxazoles (CHEBI:55373) isoxaflutole (CHEBI:141213) is a sulfone (CHEBI:35850)

IUPAC Name

(5-cyclopropyl-1,2-oxazol-4-yl)[2-(methylsulfonyl)-4-(trifluoromethyl)phenyl]methanone

Synonyms	Sources
(5-cyclopropyl-1,2-oxazol-4-yl)(α,α,α-trifluoro-2-mesyl-p-tolyl)methanone	ChEBI
(5-cyclopropyl-4-isoxazolyl)[2-(methylsulfonyl)-4-(trifluoromethyl)phenyl]methanone	Alan Wood's Pesticides
(5-cyclopropylisoxazol-4-yl)(α,α,α-trifluoro-2-mesyl-p-tolyl)methanone	IUPAC
5-cyclopropyl-1,2-oxazol-4-yl α,α,α-trifluoro-2-mesyl-p-tolyl ketone	ChEBI
5-cyclopropyl-4-[2-methanesulfonyl-4-(trifluoromethyl)benzoyl]-1,2-oxazole	DrugBank
EXP 31130A	ChemIDplus
RP 201772	ChemIDplus
RPA 201772	ChemIDplus

Last Modified

10 May 2019