CHEBI:81812 - benzobicyclon

Main ChEBI Ontology Automatic Xrefs Reactions Pathways Models
ChEBI Name benzobicyclon
ChEBI ID CHEBI:81812
Definition A racemate comprising equimolar amounts of (1R,5S) and (1S,5R)-benzobicyclon. It is a pro-herbicide (by hydroyltic loss of the phenylthio group to afford the corresponding meso-triketone) used for the control of both annual and perennial weeds in rice.
Stars This entity has been manually annotated by the ChEBI Team.
Formula C22H19ClO4S2
Net Charge 0
Average Mass 446.970
Monoisotopic Mass 446.04133
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).
carotenoid biosynthesis inhibitor
Any pathway inhibitor that acts on the carotenoid biosynthesis pathway.
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.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing benzobicyclon (CHEBI:81812) has part (1R,5S)-benzobicyclon (CHEBI:136659)
benzobicyclon (CHEBI:81812) has part (1S,5R)-benzobicyclon (CHEBI:136660)
benzobicyclon (CHEBI:81812) has role agrochemical (CHEBI:33286)
benzobicyclon (CHEBI:81812) has role carotenoid biosynthesis inhibitor (CHEBI:138208)
benzobicyclon (CHEBI:81812) has role EC 1.13.11.27 (4-hydroxyphenylpyruvate dioxygenase) inhibitor (CHEBI:38317)
benzobicyclon (CHEBI:81812) has role proherbicide (CHEBI:136646)
benzobicyclon (CHEBI:81812) is a racemate (CHEBI:60911)
IUPAC Name
rac-(1R,5S)-3-[2-chloro-4-(methylsulfonyl)benzoyl]-4-(phenylthio)bicyclo[3.2.1]oct-3-en-2-one
Synonyms Sources
3-(2-chloro-4-mesylbenzoyl)-2-phenylthiobicyclo[3.2.1]oct-2-en-4-one Alan Wood's Pesticides
3-[2-chloro-4-(methylsulfonyl)benzoyl]-4-(phenylthio)bicyclo[3.2.1]oct-3-en-2-one Alan Wood's Pesticides
benzobicyclone ChEBI
BZB ChEBI
rac-(1R,5S)-3-[2-chloro-4-(methanesulfonyl)benzoyl]-4-(phenylsulfanyl)bicyclo[3.2.1]oct-3-en-2-one Alan Wood's Pesticides
Brand Name Source
Show-Ace ChEBI
Manual Xrefs Databases
benzobicyclon Alan Wood's Pesticides
C18536 KEGG COMPOUND
View more database links
Registry Numbers Types Sources
156963-66-5 CAS Registry Number KEGG COMPOUND
156963-66-5 CAS Registry Number ChemIDplus
Citations Waiting for Citations Types Sources
25172727 PubMed citation Europe PMC
26449612 PubMed citation Europe PMC
27248841 PubMed citation Europe PMC
27653995 PubMed citation Europe PMC
Last Modified
16 August 2017