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CHEBI:81812 - benzobicyclon
| ChEBI ID | CHEBI:81812 |
| ChEBI Name | benzobicyclon |
| Stars | |
| 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. |
| Last Modified | 16 August 2017 |
| Formula | C22H19ClO4S2 |
| Net Charge | 0 |
| Average Mass | 446.970 |
| Monoisotopic Mass | 446.04133 |
| Roles Classification |
|---|
| Biological Roles: | carotenoid biosynthesis inhibitor Any pathway inhibitor that acts on the carotenoid biosynthesis pathway. 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). |
| Applications: | agrochemical An agrochemical is a substance that is used in agriculture or horticulture. 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. |
| ChEBI Ontology |
|---|
| Outgoing Relation(s) |
| 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 | Source |
|---|---|
| benzobicyclone | 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 |
| 3-[2-chloro-4-(methylsulfonyl)benzoyl]-4-(phenylthio)bicyclo[3.2.1]oct-3-en-2-one | Alan Wood's Pesticides |
| 3-(2-chloro-4-mesylbenzoyl)-2-phenylthiobicyclo[3.2.1]oct-2-en-4-one | Alan Wood's Pesticides |
| BZB | ChEBI |
| Brand Name | Source |
|---|---|
| Show-Ace | ChEBI |
| Manual Xrefs | Databases |
|---|---|
| C18536 | KEGG COMPOUND |
| benzobicyclon | Alan Wood's Pesticides |
| Registry Numbers | Sources |
|---|---|
| CAS:156963-66-5 | KEGG COMPOUND |
| CAS:156963-66-5 | ChemIDplus |
| Citations |
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