CHEBI:167159 - spiropidion

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ChEBI Name spiropidion
ChEBI ID CHEBI:167159
Definition An azaspiro compound that is 1-methoxypiperidine which is fused at position 4 to the 5-position of a 1,5-dihydro-2H-pyrrol-2-one that is substituted at positions 1, 3 and 4 by methyl, 4-chloro-2,6-dimethylphenyl and (ethoxycarbonyl)oxy groups, respectively. It is a proinsecticide developed by Syngenta and used to protect a wide range of crops from some of the most damaging, difficult to control sucking pests such as aphids, whiteflies, Pysllids, armoured scales, soft scales, spider mites, rust mites, and red mites including California red scale, green peach aphid (Myzus persicae), tobacco whitefly etc.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
Download Molfile XML SDF
Formula C21H27ClN2O5
Net Charge 0
Average Mass 422.910
Monoisotopic Mass 422.16085
InChI InChI=1S/C21H27ClN2O5/c1-6-28-20(26)29-18-17(16-13(2)11-15(22)12-14(16)3)19(25)23(4)21(18)7-9-24(27-5)10-8-21/h11-12H,6-10H2,1-5H3
InChIKey WOPFPAIGRGHWAQ-UHFFFAOYSA-N
SMILES CCOC(=O)OC1=C(C(=O)N(C)C11CCN(CC1)OC)C1=C(C)C=C(Cl)C=C1C
Roles Classification
Biological Role(s): EC 6.4.1.2 (acetyl-CoA carboxylase) inhibitor
An EC 6.4.1.* (C1C bond-forming ligase) inhibitor that interferes with the action of acetyl-CoA carboxylase (EC 6.4.1.2).
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.
agrochemical
An agrochemical is a substance that is used in agriculture or horticulture.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing spiropidion (CHEBI:167159) has role agrochemical (CHEBI:33286)
spiropidion (CHEBI:167159) has role EC 6.4.1.2 (acetyl-CoA carboxylase) inhibitor (CHEBI:70722)
spiropidion (CHEBI:167159) has role proinsecticide (CHEBI:136644)
spiropidion (CHEBI:167159) is a azaspiro compound (CHEBI:35624)
spiropidion (CHEBI:167159) is a carbonate ester (CHEBI:46722)
spiropidion (CHEBI:167159) is a monochlorobenzenes (CHEBI:83403)
spiropidion (CHEBI:167159) is a tetramic acids (CHEBI:140155)
IUPAC Name
3-(4-chloro-2,6-dimethylphenyl)-8-methoxy-1-methyl-2-oxo-1,8-diazaspiro[4.5]dec-3-en-4-yl ethyl carbonate
Synonyms Sources
3-(4-chloro-2,6-xylyl)-8-methoxy-1-methyl-2-oxo-1,8-diazaspiro[4.5]dec-3-en-4-yl ethyl carbonate Alan Wood's Pesticides
SYN546330 PPDB
Brand Name Source
Elestal ChEBI
Manual Xrefs Databases
3189 PPDB
59651409 ChemSpider
spiropidion Alan Wood's Pesticides
WO2010066780 Patent
View more database links
Registry Number Type Source
1229023-00-0 CAS Registry Number ChemIDplus
Citation Waiting for Citations Type Source
31943711 PubMed citation Europe PMC
Last Modified
04 January 2021