CHEBI:81975 - spirotetramat

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ChEBI Name spirotetramat
Definition An azaspiro compound that is methoxycyclohexane which is fused at position 4 to the 5-position of a 1,5-dihydro-2H-pyrrol-2-one that is substituted at positions 3 and 4 by 2,5-dimethylphenyl and (ethoxycarbonyl)oxy groups, respectively (the cis isomer). It is a proinsecticide (via hydrolysis of the ethyl carbonate group to give the corresponding 4-hydroxypyrrol-2-one, "spirotetramat-enol") and is used for the control of a wide range of sucking insects on fruit and potato crops.
Stars This entity has been manually annotated by the ChEBI Team.
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Formula C21H27NO5
Net Charge 0
Average Mass 373.444
Monoisotopic Mass 373.18892
InChI InChI=1S/C21H27NO5/c1-5-26-20(24)27-18-17(16-12-13(2)6-7-14(16)3)19(23)22-21(18)10-8-15(25-4)9-11-21/h6-7,12,15H,5,8-11H2,1-4H3,(H,22,23)/t15-,21+
Roles Classification
Biological Role(s): EC (acetyl-CoA carboxylase) inhibitor
An EC 6.4.1.* (C1C bond-forming ligase) inhibitor that interferes with the action of acetyl-CoA carboxylase (EC
Application(s): proinsecticide
A compound that, on administration, must undergo chemical conversion by metabolic processes before becoming the pharmacologically active insecticide for which it is a proinsecticide.
An agrochemical is a substance that is used in agriculture or horticulture.
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ChEBI Ontology
Outgoing spirotetramat (CHEBI:81975) has role agrochemical (CHEBI:33286)
spirotetramat (CHEBI:81975) has role EC (acetyl-CoA carboxylase) inhibitor (CHEBI:70722)
spirotetramat (CHEBI:81975) has role proinsecticide (CHEBI:136644)
spirotetramat (CHEBI:81975) is a γ-lactam (CHEBI:74222)
spirotetramat (CHEBI:81975) is a azaspiro compound (CHEBI:35624)
spirotetramat (CHEBI:81975) is a benzenes (CHEBI:22712)
spirotetramat (CHEBI:81975) is a carbonate ester (CHEBI:46722)
spirotetramat (CHEBI:81975) is a pyrroles (CHEBI:26455)
(5s,8s)-3-(2,5-dimethylphenyl)-8-methoxy-2-oxo-1-azaspiro[4.5]dec-3-en-4-yl ethyl carbonate
Synonyms Sources
cis-3-(2,5-dimethylphenyl)-8-methoxy-2-oxo-1-azaspiro[4.5]dec-3-en-4-yl ethyl carbonate Alan Wood's Pesticides
cis-3-(2,5-dimethylphenyl)-8-methoxy-2-oxo-1-azaspiro[4.5]dec-3-en-4-yl ethylcarbonate ChEBI
ethyl cis-8-methoxy-2-oxo-3-(2,5-xylyl)-1-azaspiro[4.5]dec-3-en-4-yl carbonate Alan Wood's Pesticides
Brand Names Sources
Movento ChemIDplus
Ultor ChemIDplus
Manual Xrefs Databases
1119 PPDB
EP2039248 Patent
spirotetramat Alan Wood's Pesticides
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Registry Numbers Types Sources
14441154 Reaxys Registry Number Reaxys
203313-25-1 CAS Registry Number ChemIDplus
203313-25-1 CAS Registry Number Alan Wood's Pesticides
Citations Waiting for Citations Types Sources
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Last Modified
19 July 2018