CHEBI:132880 - bensulfuron

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ChEBI Name bensulfuron
ChEBI ID CHEBI:132880
Definition An N-sulfonylurea that is urea in which a hydrogen attached to one of the nitrogens has been replaced by an (o-carboxybenzyl)sulfonyl group, while a hydrogen attached to the other nitrogen has been replaced by a 4,6-dimethoxypyrimidin-2-yl group. An acetolactate synthase inhibitor, it is used (particularly as its methyl ester, bensulfuron-methyl) as a herbicide for the control of a variety of both annual and perennial weeds in crops, particularly wheat and rice.
Stars This entity has been manually annotated by the ChEBI Team.
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Formula C15H16N4O7S
Net Charge 0
Average Mass 396.377
Monoisotopic Mass 396.07397
InChI InChI=1S/C15H16N4O7S/c1-25-11-7-12(26-2)17-14(16-11)18-15(22)19-27(23,24)8-9-5-3-4-6-10(9)13(20)21/h3-7H,8H2,1-2H3,(H,20,21)(H2,16,17,18,19,22)
InChIKey PPWBRCCBKOWDNB-UHFFFAOYSA-N
SMILES O=C(NS(CC=1C=CC=CC1C(O)=O)(=O)=O)NC2=NC(=CC(=N2)OC)OC
Roles Classification
Chemical Role(s): Bronsted acid
A molecular entity capable of donating a hydron to an acceptor (Bronsted base).
(via oxoacid )
Biological Role(s): EC 2.2.1.6 (acetolactate synthase) inhibitor
An EC 2.2.1.* (transketolase/transaldolase) inhibitor that interferes with the action of acetolactate synthase (EC 2.2.1.6).
Application(s): herbicide
A substance used to destroy plant pests.
EC 2.2.1.6 (acetolactate synthase) inhibitor
An EC 2.2.1.* (transketolase/transaldolase) inhibitor that interferes with the action of acetolactate synthase (EC 2.2.1.6).
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ChEBI Ontology
Outgoing bensulfuron (CHEBI:132880) has role EC 2.2.1.6 (acetolactate synthase) inhibitor (CHEBI:22180)
bensulfuron (CHEBI:132880) has role herbicide (CHEBI:24527)
bensulfuron (CHEBI:132880) is a N-sulfonylurea (CHEBI:76983)
bensulfuron (CHEBI:132880) is a aromatic ether (CHEBI:35618)
bensulfuron (CHEBI:132880) is a benzoic acids (CHEBI:22723)
bensulfuron (CHEBI:132880) is a pyrimidines (CHEBI:39447)
Incoming bensulfuron-methyl (CHEBI:3017) has functional parent bensulfuron (CHEBI:132880)
IUPAC Name
2-({[(4,6-dimethoxypyrimidin-2-yl)carbamoyl]sulfamoyl}methyl)benzoic acid
Synonyms Sources
2-[[[[[(4,6-dimethoxy-2-pyrimidinyl)amino]carbonyl]amino]sulfonyl]methyl]benzoic acid Alan Wood's Pesticides
α-[(4,6-dimethoxypyrimidin-2-ylcarbamoyl)sulfamoyl]-o-toluic acid Alan Wood's Pesticides
Manual Xref Database
1552 PPDB
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Registry Numbers Types Sources
8397287 Reaxys Registry Number Reaxys
99283-01-9 CAS Registry Number Alan Wood's Pesticides
99283-01-9 CAS Registry Number ChemIDplus
Citation Waiting for Citations Type Source
24406793 PubMed citation Europe PMC
Last Modified
01 August 2016