CHEBI:143863 - butafenacil

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ChEBI Name butafenacil
ChEBI ID CHEBI:143863
Definition An organofluorine compound that is 1-methyl-6-(trifluoromethyl)pyrimidine-2,4(1H,3H)-dione substituted by a 4-chloro-3-({[2-methyl-1-oxo-1-(prop-2-en-1-yloxy)propan-2-yl]oxy}carbonyl)phenyl group at position 3. It is a herbicide which inhibits the protoporphyrinogen-oxidase enzyme in plant chloroplasts, resulting in rapid knockdown of various broadleaf and grass weeds.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
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Formula C20H18ClF3N2O6
Net Charge 0
Average Mass 474.820
Monoisotopic Mass 474.08055
InChI InChI=1S/C20H18ClF3N2O6/c1-5-8-31-17(29)19(2,3)32-16(28)12-9-11(6-7-13(12)21)26-15(27)10-14(20(22,23)24)25(4)18(26)30/h5-7,9-10H,1,8H2,2-4H3
InChIKey JEDYYFXHPAIBGR-UHFFFAOYSA-N
SMILES C=1C(N(C(N(C1C(F)(F)F)C)=O)C=2C=C(C(=CC2)Cl)C(=O)OC(C(OCC=C)=O)(C)C)=O
Roles Classification
Biological Role(s): EC 1.3.3.4 (protoporphyrinogen oxidase) inhibitor
An EC 1.3.3.* (oxidoreductase acting on donor CH-CH group with oxygen as acceptor) inhibitor that interferes with the action of protoporphyrinogen oxidase (EC 1.3.3.4).
Application(s): herbicide
A substance used to destroy plant pests.
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ChEBI Ontology
Outgoing butafenacil (CHEBI:143863) has functional parent uracil (CHEBI:17568)
butafenacil (CHEBI:143863) has role EC 1.3.3.4 (protoporphyrinogen oxidase) inhibitor (CHEBI:73192)
butafenacil (CHEBI:143863) has role herbicide (CHEBI:24527)
butafenacil (CHEBI:143863) is a benzoate ester (CHEBI:36054)
butafenacil (CHEBI:143863) is a diester (CHEBI:51307)
butafenacil (CHEBI:143863) is a monochlorobenzenes (CHEBI:83403)
butafenacil (CHEBI:143863) is a olefinic compound (CHEBI:78840)
butafenacil (CHEBI:143863) is a organofluorine compound (CHEBI:37143)
IUPAC Name
2-methyl-1-oxo-1-[(prop-2-en-1-yl)oxy]propan-2-yl 2-chloro-5-[3-methyl-2,6-dioxo-4-(trifluoromethyl)-3,6-dihydropyrimidin-1(2H)-yl]benzoate
Synonyms Sources
1,1-dimethyl-2-oxo-2-(2-propen-1-yloxy)ethyl 2-chloro-5-[3,6-dihydro-3-methyl-2,6-dioxo-4-(trifluoromethyl)-1(2H)-pyrimidinyl]benzoate Alan Wood's Pesticides
1-(allyloxycarbonyl)-1-methylethyl 2-chloro-5-[1,2,3,6-tetrahydro-3-methyl-2,6-dioxo-4-(trifluoromethyl)pyrimidin-1-yl]benzoate Alan Wood's Pesticides
CGA 276854 PPDB
CGA-276854 ChEBI
Brand Names Sources
B-Power ChEBI
Logran B-Power ChEBI
Touchdown B-Power ChEBI
Manual Xrefs Databases
1163 PPDB
butafenacil Alan Wood's Pesticides
DB15261 DrugBank
View more database links
Registry Numbers Types Sources
11322304 Reaxys Registry Number Reaxys
134605-64-4 CAS Registry Number Alan Wood's Pesticides
Citations Waiting for Citations Types Sources
22856683 PubMed citation Europe PMC
25090246 PubMed citation Europe PMC
28962437 PubMed citation Europe PMC
30968200 PubMed citation Europe PMC
Last Modified
06 June 2019