CHEBI:3708 - cinmethylin

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ChEBI Name cinmethylin
ChEBI ID CHEBI:3708
Definition A racemate composed of equimolar amounts of exo-(+)- and exo-(−)-cinmethylin. It is a soil-applied preemergence herbicide developed by Shell Chemical company and used to control annual grasses such as green foxtail and bamyardgrass, it also supresses the growth of several annual broadleaf weeds such as prickly sida and velvetleaf.
Stars This entity has been manually annotated by the ChEBI Team.
Formula C18H26O2
Net Charge 0
Average Mass 274.404
Monoisotopic Mass 274.19328
Roles Classification
Biological Role(s): EC 6.3.5.4 [asparagine synthase (glutamine-hydrolysing)] inhibitor
Any EC 6.3.5.* (carbon-nitrogen ligases with glutamine as amido-N-donor) inhibitor that interferes with the action of asparagine synthase (glutamine-hydrolysing), EC 6.3.5.4.
volatile oil component
Any plant metabolite that is found naturally as a component of a volatile oil.
(via cineole )
Application(s): herbicide
A substance used to destroy plant pests.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing cinmethylin (CHEBI:3708) has part exo-(−)-cinmethylin (CHEBI:145564)
cinmethylin (CHEBI:3708) has part exo-(+)-cinmethylin (CHEBI:145563)
cinmethylin (CHEBI:3708) has role EC 6.3.5.4 [asparagine synthase (glutamine-hydrolysing)] inhibitor (CHEBI:138956)
cinmethylin (CHEBI:3708) has role herbicide (CHEBI:24527)
cinmethylin (CHEBI:3708) is a cineole (CHEBI:23243)
cinmethylin (CHEBI:3708) is a racemate (CHEBI:60911)
IUPAC Name
rac-1-methyl-2-[(2-methylphenyl)methoxy]-4-(propan-2-yl)-7-oxabicyclo[2.2.1]heptane
Synonyms Sources
(±)-2-exo-(2-methylbenzyloxy)-1-methyl-4-isopropyl-7-oxabicyclo[2.2.1]heptane ChEBI
(±)-exo-1-methyl-4-(1-methylethyl)-2-((2-methylphenyl)methoxy)-7-oxabicyclo[2.2.1]heptane ChemIDplus
(1R,2S,4S)-rel-1-methyl-4-(1-methylethyl)-2-[(2-methylphenyl)methoxy]-7-oxabicyclo[2.2.1]heptane Alan Wood's Pesticides
cinmethylin KEGG COMPOUND
cinméthyline ChEBI
exo-(±)-1-methyl-4-(1-methylethyl)-2-[(2-methylphenyl)methoxy]-7-oxabicyclo[2.2.1]heptane ChemIDplus
rac-cinmethylin ChEBI
racemic cinmethylin ChEBI
SD 95481 PPDB
SKH-301 ChEBI
WL 95481 PPDB
Brand Names Sources
Argold ChemIDplus
Cinch ChemIDplus
Manual Xrefs Databases
1021 PPDB
C10903 KEGG COMPOUND
cinmethylin Alan Wood's Pesticides
EP3162209 Patent
US4487945 Patent
View more database links
Registry Numbers Types Sources
87818-31-3 CAS Registry Number KEGG COMPOUND
87818-31-3 CAS Registry Number ChemIDplus
Citations Waiting for Citations Types Sources
22076790 PubMed citation Europe PMC
29891362 PubMed citation Europe PMC
IND85042653 Agricola citation Europe PMC
IND86069366 Agricola citation Europe PMC
IND87074601 Agricola citation Europe PMC
IND87103436 Agricola citation Europe PMC
IND88055911 Agricola citation Europe PMC
IND89009813 Agricola citation Europe PMC
IND89039304 Agricola citation Europe PMC
IND90048076 Agricola citation Europe PMC
IND92006096 Agricola citation Europe PMC
Last Modified
03 December 2019