Page last updated: 2024-11-12

spiromesifen

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Description

spiromesifen: insecticide; structure in first source [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

spiromesifen : A butenolide that is but-2-en-4-olide bearing a 2,4,6-trimethylphenyl group at position 3, a 3,3-dimethylbutyryloxy group at position 4 and a spiro-fused cyclopentyl ring at position 5. [Chemical Entities of Biological Interest (ChEBI), Hastings J, Owen G, Dekker A, Ennis M, Kale N, Muthukrishnan V, Turner S, Swainston N, Mendes P, Steinbeck C. (2016). ChEBI in 2016: Improved services and an expanding collection of metabolites. Nucleic Acids Res]

Cross-References

ID SourceID
PubMed CID9907412
CHEMBL ID2227838
CHEBI ID38640
SCHEMBL ID25068
MeSH IDM0511977

Synonyms (37)

Synonym
CHEBI:38640 ,
2-oxo-3-(2,4,6-trimethylphenyl)-1-oxaspiro[4.4]non-3-en-4-yl 3,3-dimethylbutanoate
283594-90-1
spiromesifen
3-mesityl-2-oxo-1-oxaspiro[4.4]non-3-en-4-yl 3,3-dimethylbutanoate
unii-n726ntq5zc
spiromesifen [iso]
n726ntq5zc ,
hsdb 7882
3-(2,4,6-trimethylphenyl)-4-(3,3-dimethylbutylcarbonyloxy)-5-spirocyclo-pentyl-3-dihydrofuranon-2
oberon
C18488
dtxsid1034929 ,
tox21_301233
cas-283594-90-1
NCGC00255433-01
dtxcid9014929
spiromesifen [mi]
2-oxo-3-(2,4,6-trimethylphenyl)-1-oxaspiro(4.4)non-3-en-4-yl 3,3-dimethylbutanoate
3-mesityl-2-oxo-1-oxaspiro(4.4)non-3-en-4-yl 3,3-dimethylbutyrate
SCHEMBL25068
CHEMBL2227838
GOLXNESZZPUPJE-UHFFFAOYSA-N
spiromesifen, pestanal(r), analytical standard
butanoic acid, 3,3-dimethyl-, 2-oxo-3-(2,4,6-trimethylphenyl)-1-oxaspiro[4.4]non-3-en-4-yl ester; bsn 2060; forbid; oberon; spiromesifen
spiromesifen 10 microg/ml in cyclohexane
J-017051
pesticide7_spiromesifen_c23h30o4_2-oxo-3-(2,4,6-trimethylphenyl)-1-oxaspiro[4.4]non-3-en-4-yl 3,3-dimethylbutanoate
bay bsn 2060; oberon; 3-mesityl-2-oxo-1-oxaspiro[4.4]non-3-en-4-yl 3,3-dimethylbutanoate
Q1315183
[2-oxo-3-(2,4,6-trimethylphenyl)-1-oxaspiro[4.4]non-3-en-4-yl] 3,3-dimethylbutanoate
bsn 2060
forbid
butanoic acid, 3,3-dimethyl-, 2-oxo-3-(2,4,6-trimethylphenyl)-1-oxaspiro[4.4]non-3-en-4-yl ester
AKOS040749549
spiromesifen 100 microg/ml in acetonitrile
Z3301413607

Research Excerpts

Overview

Spiromesifen (SPF) is a specific contact pesticide, which has been widely used to control the growth of sucking insects like mites and whiteflies on crops. It is a novel insecticidal/acaricidal compound derived from spirocyclic tetronic acids.

ExcerptReferenceRelevance
"Spiromesifen (SPF) is a specific contact pesticide, which has been widely used to control the growth of sucking insects like mites and whiteflies on crops. "( Spiromesifen contributes vascular developmental toxicity via disrupting endothelial cell proliferation and migration in zebrafish embryos.
Hu, T; Liu, J; Wang, H; Wang, M, 2022
)
3.61
"Spiromesifen is a new chemistry insecticide widely used for the management of sucking insect pests of vegetables and crops."( Fitness cost, realized heritability and stability of resistance to spiromesifen in house fly, Musca domestica L. (Diptera: Muscidae).
Alam, M; Binyameen, M; Shad, SA; Shah, RM, 2020
)
1.52
"Spiromesifen is a pesticide used to control mites and whiteflies, which can be ingested by bees feeding on contaminated floral resources."( Spiromesifen induces histopathological and cytotoxic changes in the midgut of the honeybee Apis mellifera (Hymenoptera: Apidae).
Castro, MA; Cossolin, JFS; Martínez, LC; Oliveira, AH; Resende, MTCS; Serra, RS; Serrão, JE, 2021
)
2.79
"Spiromesifen is a new class of insecticide used for the control of whiteflies and mites which have developed resistance to the more commonly used neonicotinoids. "( Residue level and dissipation pattern of spiromesifen in cabbage and soil from 2-year field study.
Mohapatra, S; Siddamallaiah, L, 2016
)
2.14
"Spiromesifen is a novel insecticidal/acaricidal compound derived from spirocyclic tetronic acids that acts effectively against whiteflies and mites via inhibition of acetyl-CoA-carboxylase, a lipid metabolism enzyme. "( Toxicity of spiromesifen to the developmental stages of Bemisia tabaci biotype B.
Ghanim, M; Gottlieb, Y; Horowitz, R; Ishaaya, I; Kontsedalov, S; Nauen, R, 2009
)
2.17
"Spiromesifen is an insecticide that inhibits the synthesis of lipids and, in Mexico, its use against the Tomato-Potato Psyllid, Bactericera cockerelli (Sulc), on chili pepper (Capsicum annum), tomato (Lycopersicon sculentum) and potato (Solanum tuberosum) began in 2005; however more information is needed to understand its toxicity on this insect pest. "( [Toxicity of spiromesifen to the developmental stages of Bactericera cockerelli (Sulc) (Hemiptera: Triozidae)].
Aguilar-Medel, S; Gonzalez-Camacho, JM; Lagunes-Tejeda, A; Robles-Bermudez, A; Rodríguez-Maciel, JC; Silva-Aguayo, G; Tucuch-Haas, JI,
)
1.94
"Spiromesifen is a novel insecticide and is classed as a tetronic acid derivative. "( Resistance to spiromesifen in Trialeurodes vaporariorum is associated with a single amino acid replacement in its target enzyme acetyl-coenzyme A carboxylase.
Denholm, I; ffrench-Constant, R; Gorman, K; Karatolos, N; Nauen, R; Williamson, MS, 2012
)
2.18
"Spiromesifen (Oberon) is a new insecticide and miticide of chemical class ketoenol active against white flies (Bemisia spp., Trialeuroides spp.) and spider mites (Tetranychus and Panonychus spp.). "( Dissipation kinetics of spiromesifen on tea (Camellia sinensis) under tropical conditions.
Baruah, AA; Chandrasekaran, S; Deka, SC; Devi, MJ; Dubey, JK; Gupta, P; Kennedy, JS; Kumar, A; Nath, A; Patyal, SK; Sharma, ID; Sharma, KK; Singh, B, 2007
)
2.09

Effects

ExcerptReferenceRelevance
"Spiromesifen 240 SC has been registered for its use on tomato by Central Insecticide Board and Registration Committee, Ministry of Agriculture, Government of India."( Persistence and risk assessment of spiromesifen on tomato in India: a multilocational study.
Banerjee, H; Banerjee, T; Beevi, SN; Devi, S; George, T; Mandal, K; Mathew, TB; Mukherjee, I; Noniwal, R; Patel, AR; Patel, HK; Roy, S; Sahoo, SK; Shah, PG; Sharma, KK; Singh, B; Singh, G, 2014
)
1.4

Treatment

ExcerptReferenceRelevance
"Bees treated with spiromesifen presented histological and cytological changes in the midgut, including disorganization of the epithelial architecture, release of cell fragments to the lumen, accumulation of mitochondria in the apical cytoplasm, alteration of the basal labyrinth, changes in the rough endoplasmic reticulum and cell degeneration."( Spiromesifen induces histopathological and cytotoxic changes in the midgut of the honeybee Apis mellifera (Hymenoptera: Apidae).
Castro, MA; Cossolin, JFS; Martínez, LC; Oliveira, AH; Resende, MTCS; Serra, RS; Serrão, JE, 2021
)
2.39

Toxicity

ExcerptReferenceRelevance
" This study provides data for setting maximum residue limits and PHIs for the safe use of spiromesifen and chromafenozide in lettuce and perilla."( Residual characteristics and safety assessment of the insecticides spiromesifen and chromafenozide in lettuce and perilla.
Byeon, GD; Choi, JY; Ham, HJ; Hur, JH; Ishag, AESA; Sardar, SW, 2022
)
1.18

Bioavailability

ExcerptReferenceRelevance
" This study investigates the bioavailability and biotoxicity of spiromesifen and spiromesifen-enol (M01), its main metabolite, in Eisenia fetida."( Assessing the bioavailability and biotoxicity of spiromesifen and its main metabolite spiromesifen-enol (M01) reveals the defense mechanisms of earthworms (Eisenia fetida).
Fang, J; Fang, K; Liu, T; Wang, B; Wang, X; Yan, S, 2022
)
1.21

Dosage Studied

VERTIMEC (a. Spiromesifen)--45 and 60 ml/hl--were compared with a unique dosage of two commercial formulates.

ExcerptRelevanceReference
" The compounds were tested at their respective maximum field recommended concentration (MFRC), and, when strong lethal effects were observed, a dose-response assay with a dilution series of the MFRC was undertaken to calculate LC(50) values."( Compatibility of traditional and novel acaricides with bumblebees (Bombus terrestris): a first laboratory assessment of toxicity and sublethal effects.
Besard, L; Cuvelier, X; Mommaerts, V; Smagghe, G; Sterk, G; Vandeven, J, 2010
)
0.36
" For oral exposures via treated sugar water, the dose-response assay showed the LC(50) values for abamectin, bifenazate, bifenthrin and etoxazole to be 1/15 MFRC (1."( Compatibility of traditional and novel acaricides with bumblebees (Bombus terrestris): a first laboratory assessment of toxicity and sublethal effects.
Besard, L; Cuvelier, X; Mommaerts, V; Smagghe, G; Sterk, G; Vandeven, J, 2010
)
0.36
" Spiromesifen)--45 and 60 ml/hl--were compared with a unique dosage of two commercial formulates: VERTIMEC (a."( Evaluation of the efficacy and selectivity of Oberon (Spiromesifen) for the control of Tetranychus urticae on strawberry.
Colella, T; Crescenzi, A; Fanigliulo, A; Filí, V, 2010
)
1.52
" Spiromesifen)--45 and 60 g/hl--were compared with a unique dosage of two commercial formulates: VERTIMEC (a."( Evaluation of the efficacy of Oberon (Spiromesifen), to contain infestations of mites and whiteflies on Capsicum annuum L.
Crescenzi, A; Fanigliulo, A; Ielpo, L; Massa, CG; Pacella, R, 2010
)
1.54
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Roles (1)

RoleDescription
insecticideStrictly, a substance intended to kill members of the class Insecta. In common usage, any substance used for preventing, destroying, repelling or controlling insects.
[role information is derived from Chemical Entities of Biological Interest (ChEBI), Hastings J, Owen G, Dekker A, Ennis M, Kale N, Muthukrishnan V, Turner S, Swainston N, Mendes P, Steinbeck C. (2016). ChEBI in 2016: Improved services and an expanding collection of metabolites. Nucleic Acids Res]

Drug Classes (1)

ClassDescription
butenolideA gamma-lactone that consists of a 2-furanone skeleton and its substituted derivatives.
[compound class information is derived from Chemical Entities of Biological Interest (ChEBI), Hastings J, Owen G, Dekker A, Ennis M, Kale N, Muthukrishnan V, Turner S, Swainston N, Mendes P, Steinbeck C. (2016). ChEBI in 2016: Improved services and an expanding collection of metabolites. Nucleic Acids Res]

Protein Targets (6)

Potency Measurements

ProteinTaxonomyMeasurementAverage (µ)Min (ref.)Avg (ref.)Max (ref.)Bioassay(s)
LuciferasePhotinus pyralis (common eastern firefly)Potency66.26570.007215.758889.3584AID1224835
hypoxia-inducible factor 1 alpha subunitHomo sapiens (human)Potency57.51873.189029.884159.4836AID1224846
peroxisome proliferator activated receptor gammaHomo sapiens (human)Potency45.68870.001019.414170.9645AID743191
nuclear factor of kappa light polypeptide gene enhancer in B-cells 1 (p105), isoform CRA_aHomo sapiens (human)Potency16.211019.739145.978464.9432AID1159509
nuclear factor erythroid 2-related factor 2 isoform 1Homo sapiens (human)Potency25.47940.000627.21521,122.0200AID743202
Cellular tumor antigen p53Homo sapiens (human)Potency71.81060.002319.595674.0614AID651631; AID720552
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023]

Biological Processes (124)

Processvia Protein(s)Taxonomy
negative regulation of cell population proliferationCellular tumor antigen p53Homo sapiens (human)
regulation of cell cycleCellular tumor antigen p53Homo sapiens (human)
regulation of cell cycle G2/M phase transitionCellular tumor antigen p53Homo sapiens (human)
DNA damage responseCellular tumor antigen p53Homo sapiens (human)
ER overload responseCellular tumor antigen p53Homo sapiens (human)
cellular response to glucose starvationCellular tumor antigen p53Homo sapiens (human)
intrinsic apoptotic signaling pathway in response to DNA damage by p53 class mediatorCellular tumor antigen p53Homo sapiens (human)
regulation of apoptotic processCellular tumor antigen p53Homo sapiens (human)
positive regulation of transcription by RNA polymerase IICellular tumor antigen p53Homo sapiens (human)
positive regulation of miRNA transcriptionCellular tumor antigen p53Homo sapiens (human)
negative regulation of transcription by RNA polymerase IICellular tumor antigen p53Homo sapiens (human)
mitophagyCellular tumor antigen p53Homo sapiens (human)
in utero embryonic developmentCellular tumor antigen p53Homo sapiens (human)
somitogenesisCellular tumor antigen p53Homo sapiens (human)
release of cytochrome c from mitochondriaCellular tumor antigen p53Homo sapiens (human)
hematopoietic progenitor cell differentiationCellular tumor antigen p53Homo sapiens (human)
T cell proliferation involved in immune responseCellular tumor antigen p53Homo sapiens (human)
B cell lineage commitmentCellular tumor antigen p53Homo sapiens (human)
T cell lineage commitmentCellular tumor antigen p53Homo sapiens (human)
response to ischemiaCellular tumor antigen p53Homo sapiens (human)
nucleotide-excision repairCellular tumor antigen p53Homo sapiens (human)
double-strand break repairCellular tumor antigen p53Homo sapiens (human)
regulation of DNA-templated transcriptionCellular tumor antigen p53Homo sapiens (human)
regulation of transcription by RNA polymerase IICellular tumor antigen p53Homo sapiens (human)
protein import into nucleusCellular tumor antigen p53Homo sapiens (human)
autophagyCellular tumor antigen p53Homo sapiens (human)
DNA damage responseCellular tumor antigen p53Homo sapiens (human)
DNA damage response, signal transduction by p53 class mediator resulting in cell cycle arrestCellular tumor antigen p53Homo sapiens (human)
DNA damage response, signal transduction by p53 class mediator resulting in transcription of p21 class mediatorCellular tumor antigen p53Homo sapiens (human)
transforming growth factor beta receptor signaling pathwayCellular tumor antigen p53Homo sapiens (human)
Ras protein signal transductionCellular tumor antigen p53Homo sapiens (human)
gastrulationCellular tumor antigen p53Homo sapiens (human)
neuroblast proliferationCellular tumor antigen p53Homo sapiens (human)
negative regulation of neuroblast proliferationCellular tumor antigen p53Homo sapiens (human)
protein localizationCellular tumor antigen p53Homo sapiens (human)
negative regulation of DNA replicationCellular tumor antigen p53Homo sapiens (human)
negative regulation of cell population proliferationCellular tumor antigen p53Homo sapiens (human)
determination of adult lifespanCellular tumor antigen p53Homo sapiens (human)
mRNA transcriptionCellular tumor antigen p53Homo sapiens (human)
rRNA transcriptionCellular tumor antigen p53Homo sapiens (human)
response to salt stressCellular tumor antigen p53Homo sapiens (human)
response to inorganic substanceCellular tumor antigen p53Homo sapiens (human)
response to X-rayCellular tumor antigen p53Homo sapiens (human)
response to gamma radiationCellular tumor antigen p53Homo sapiens (human)
positive regulation of gene expressionCellular tumor antigen p53Homo sapiens (human)
cardiac muscle cell apoptotic processCellular tumor antigen p53Homo sapiens (human)
positive regulation of cardiac muscle cell apoptotic processCellular tumor antigen p53Homo sapiens (human)
glial cell proliferationCellular tumor antigen p53Homo sapiens (human)
viral processCellular tumor antigen p53Homo sapiens (human)
glucose catabolic process to lactate via pyruvateCellular tumor antigen p53Homo sapiens (human)
cerebellum developmentCellular tumor antigen p53Homo sapiens (human)
negative regulation of cell growthCellular tumor antigen p53Homo sapiens (human)
DNA damage response, signal transduction by p53 class mediatorCellular tumor antigen p53Homo sapiens (human)
negative regulation of transforming growth factor beta receptor signaling pathwayCellular tumor antigen p53Homo sapiens (human)
mitotic G1 DNA damage checkpoint signalingCellular tumor antigen p53Homo sapiens (human)
negative regulation of telomere maintenance via telomeraseCellular tumor antigen p53Homo sapiens (human)
T cell differentiation in thymusCellular tumor antigen p53Homo sapiens (human)
tumor necrosis factor-mediated signaling pathwayCellular tumor antigen p53Homo sapiens (human)
regulation of tissue remodelingCellular tumor antigen p53Homo sapiens (human)
cellular response to UVCellular tumor antigen p53Homo sapiens (human)
multicellular organism growthCellular tumor antigen p53Homo sapiens (human)
positive regulation of mitochondrial membrane permeabilityCellular tumor antigen p53Homo sapiens (human)
cellular response to glucose starvationCellular tumor antigen p53Homo sapiens (human)
intrinsic apoptotic signaling pathway in response to DNA damage by p53 class mediatorCellular tumor antigen p53Homo sapiens (human)
positive regulation of apoptotic processCellular tumor antigen p53Homo sapiens (human)
negative regulation of apoptotic processCellular tumor antigen p53Homo sapiens (human)
entrainment of circadian clock by photoperiodCellular tumor antigen p53Homo sapiens (human)
mitochondrial DNA repairCellular tumor antigen p53Homo sapiens (human)
regulation of DNA damage response, signal transduction by p53 class mediatorCellular tumor antigen p53Homo sapiens (human)
positive regulation of neuron apoptotic processCellular tumor antigen p53Homo sapiens (human)
transcription initiation-coupled chromatin remodelingCellular tumor antigen p53Homo sapiens (human)
negative regulation of proteolysisCellular tumor antigen p53Homo sapiens (human)
negative regulation of DNA-templated transcriptionCellular tumor antigen p53Homo sapiens (human)
positive regulation of DNA-templated transcriptionCellular tumor antigen p53Homo sapiens (human)
positive regulation of RNA polymerase II transcription preinitiation complex assemblyCellular tumor antigen p53Homo sapiens (human)
positive regulation of transcription by RNA polymerase IICellular tumor antigen p53Homo sapiens (human)
response to antibioticCellular tumor antigen p53Homo sapiens (human)
fibroblast proliferationCellular tumor antigen p53Homo sapiens (human)
negative regulation of fibroblast proliferationCellular tumor antigen p53Homo sapiens (human)
circadian behaviorCellular tumor antigen p53Homo sapiens (human)
bone marrow developmentCellular tumor antigen p53Homo sapiens (human)
embryonic organ developmentCellular tumor antigen p53Homo sapiens (human)
positive regulation of peptidyl-tyrosine phosphorylationCellular tumor antigen p53Homo sapiens (human)
protein stabilizationCellular tumor antigen p53Homo sapiens (human)
negative regulation of helicase activityCellular tumor antigen p53Homo sapiens (human)
protein tetramerizationCellular tumor antigen p53Homo sapiens (human)
chromosome organizationCellular tumor antigen p53Homo sapiens (human)
neuron apoptotic processCellular tumor antigen p53Homo sapiens (human)
regulation of cell cycleCellular tumor antigen p53Homo sapiens (human)
hematopoietic stem cell differentiationCellular tumor antigen p53Homo sapiens (human)
negative regulation of glial cell proliferationCellular tumor antigen p53Homo sapiens (human)
type II interferon-mediated signaling pathwayCellular tumor antigen p53Homo sapiens (human)
cardiac septum morphogenesisCellular tumor antigen p53Homo sapiens (human)
positive regulation of programmed necrotic cell deathCellular tumor antigen p53Homo sapiens (human)
protein-containing complex assemblyCellular tumor antigen p53Homo sapiens (human)
intrinsic apoptotic signaling pathway in response to endoplasmic reticulum stressCellular tumor antigen p53Homo sapiens (human)
thymocyte apoptotic processCellular tumor antigen p53Homo sapiens (human)
positive regulation of thymocyte apoptotic processCellular tumor antigen p53Homo sapiens (human)
necroptotic processCellular tumor antigen p53Homo sapiens (human)
cellular response to hypoxiaCellular tumor antigen p53Homo sapiens (human)
cellular response to xenobiotic stimulusCellular tumor antigen p53Homo sapiens (human)
cellular response to ionizing radiationCellular tumor antigen p53Homo sapiens (human)
cellular response to gamma radiationCellular tumor antigen p53Homo sapiens (human)
cellular response to UV-CCellular tumor antigen p53Homo sapiens (human)
stem cell proliferationCellular tumor antigen p53Homo sapiens (human)
signal transduction by p53 class mediatorCellular tumor antigen p53Homo sapiens (human)
intrinsic apoptotic signaling pathway by p53 class mediatorCellular tumor antigen p53Homo sapiens (human)
reactive oxygen species metabolic processCellular tumor antigen p53Homo sapiens (human)
cellular response to actinomycin DCellular tumor antigen p53Homo sapiens (human)
positive regulation of release of cytochrome c from mitochondriaCellular tumor antigen p53Homo sapiens (human)
cellular senescenceCellular tumor antigen p53Homo sapiens (human)
replicative senescenceCellular tumor antigen p53Homo sapiens (human)
oxidative stress-induced premature senescenceCellular tumor antigen p53Homo sapiens (human)
intrinsic apoptotic signaling pathwayCellular tumor antigen p53Homo sapiens (human)
oligodendrocyte apoptotic processCellular tumor antigen p53Homo sapiens (human)
positive regulation of execution phase of apoptosisCellular tumor antigen p53Homo sapiens (human)
negative regulation of mitophagyCellular tumor antigen p53Homo sapiens (human)
regulation of mitochondrial membrane permeability involved in apoptotic processCellular tumor antigen p53Homo sapiens (human)
regulation of intrinsic apoptotic signaling pathway by p53 class mediatorCellular tumor antigen p53Homo sapiens (human)
positive regulation of miRNA transcriptionCellular tumor antigen p53Homo sapiens (human)
negative regulation of G1 to G0 transitionCellular tumor antigen p53Homo sapiens (human)
negative regulation of miRNA processingCellular tumor antigen p53Homo sapiens (human)
negative regulation of glucose catabolic process to lactate via pyruvateCellular tumor antigen p53Homo sapiens (human)
negative regulation of pentose-phosphate shuntCellular tumor antigen p53Homo sapiens (human)
intrinsic apoptotic signaling pathway in response to hypoxiaCellular tumor antigen p53Homo sapiens (human)
regulation of fibroblast apoptotic processCellular tumor antigen p53Homo sapiens (human)
negative regulation of reactive oxygen species metabolic processCellular tumor antigen p53Homo sapiens (human)
positive regulation of reactive oxygen species metabolic processCellular tumor antigen p53Homo sapiens (human)
negative regulation of stem cell proliferationCellular tumor antigen p53Homo sapiens (human)
positive regulation of cellular senescenceCellular tumor antigen p53Homo sapiens (human)
positive regulation of intrinsic apoptotic signaling pathwayCellular tumor antigen p53Homo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Molecular Functions (34)

Processvia Protein(s)Taxonomy
transcription cis-regulatory region bindingCellular tumor antigen p53Homo sapiens (human)
RNA polymerase II cis-regulatory region sequence-specific DNA bindingCellular tumor antigen p53Homo sapiens (human)
DNA-binding transcription factor activity, RNA polymerase II-specificCellular tumor antigen p53Homo sapiens (human)
cis-regulatory region sequence-specific DNA bindingCellular tumor antigen p53Homo sapiens (human)
core promoter sequence-specific DNA bindingCellular tumor antigen p53Homo sapiens (human)
TFIID-class transcription factor complex bindingCellular tumor antigen p53Homo sapiens (human)
DNA-binding transcription repressor activity, RNA polymerase II-specificCellular tumor antigen p53Homo sapiens (human)
DNA-binding transcription activator activity, RNA polymerase II-specificCellular tumor antigen p53Homo sapiens (human)
protease bindingCellular tumor antigen p53Homo sapiens (human)
p53 bindingCellular tumor antigen p53Homo sapiens (human)
DNA bindingCellular tumor antigen p53Homo sapiens (human)
chromatin bindingCellular tumor antigen p53Homo sapiens (human)
DNA-binding transcription factor activityCellular tumor antigen p53Homo sapiens (human)
mRNA 3'-UTR bindingCellular tumor antigen p53Homo sapiens (human)
copper ion bindingCellular tumor antigen p53Homo sapiens (human)
protein bindingCellular tumor antigen p53Homo sapiens (human)
zinc ion bindingCellular tumor antigen p53Homo sapiens (human)
enzyme bindingCellular tumor antigen p53Homo sapiens (human)
receptor tyrosine kinase bindingCellular tumor antigen p53Homo sapiens (human)
ubiquitin protein ligase bindingCellular tumor antigen p53Homo sapiens (human)
histone deacetylase regulator activityCellular tumor antigen p53Homo sapiens (human)
ATP-dependent DNA/DNA annealing activityCellular tumor antigen p53Homo sapiens (human)
identical protein bindingCellular tumor antigen p53Homo sapiens (human)
histone deacetylase bindingCellular tumor antigen p53Homo sapiens (human)
protein heterodimerization activityCellular tumor antigen p53Homo sapiens (human)
protein-folding chaperone bindingCellular tumor antigen p53Homo sapiens (human)
protein phosphatase 2A bindingCellular tumor antigen p53Homo sapiens (human)
RNA polymerase II-specific DNA-binding transcription factor bindingCellular tumor antigen p53Homo sapiens (human)
14-3-3 protein bindingCellular tumor antigen p53Homo sapiens (human)
MDM2/MDM4 family protein bindingCellular tumor antigen p53Homo sapiens (human)
disordered domain specific bindingCellular tumor antigen p53Homo sapiens (human)
general transcription initiation factor bindingCellular tumor antigen p53Homo sapiens (human)
molecular function activator activityCellular tumor antigen p53Homo sapiens (human)
promoter-specific chromatin bindingCellular tumor antigen p53Homo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Ceullar Components (19)

Processvia Protein(s)Taxonomy
nuclear bodyCellular tumor antigen p53Homo sapiens (human)
nucleusCellular tumor antigen p53Homo sapiens (human)
nucleoplasmCellular tumor antigen p53Homo sapiens (human)
replication forkCellular tumor antigen p53Homo sapiens (human)
nucleolusCellular tumor antigen p53Homo sapiens (human)
cytoplasmCellular tumor antigen p53Homo sapiens (human)
mitochondrionCellular tumor antigen p53Homo sapiens (human)
mitochondrial matrixCellular tumor antigen p53Homo sapiens (human)
endoplasmic reticulumCellular tumor antigen p53Homo sapiens (human)
centrosomeCellular tumor antigen p53Homo sapiens (human)
cytosolCellular tumor antigen p53Homo sapiens (human)
nuclear matrixCellular tumor antigen p53Homo sapiens (human)
PML bodyCellular tumor antigen p53Homo sapiens (human)
transcription repressor complexCellular tumor antigen p53Homo sapiens (human)
site of double-strand breakCellular tumor antigen p53Homo sapiens (human)
germ cell nucleusCellular tumor antigen p53Homo sapiens (human)
chromatinCellular tumor antigen p53Homo sapiens (human)
transcription regulator complexCellular tumor antigen p53Homo sapiens (human)
protein-containing complexCellular tumor antigen p53Homo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Bioassays (43)

Assay IDTitleYearJournalArticle
AID1082836Insecticidal activity against Aphis fabae (black bean aphid) apterous third-instar nymphae in tender soybean shoots assessed as inhibition activity at 100 mg/L after 72 hr2012Journal of agricultural and food chemistry, May-16, Volume: 60, Issue:19
Design, synthesis, and analysis of the quantitative structure-activity relationships of 4-phenyl-acyl-substituted 3-(2,5-dimethylphenyl)-4-hydroxy-1-azaspiro[4.5]dec-3-ene-2,8-dione derivatives.
AID1112054Ovolarvicidal activity against adult Tetranychus cinnabarinus (carmine spider mite) assessed as reduction in hatched eggs measured 6 days after hatching by immersion method2012Pest management science, Jan, Volume: 68, Issue:1
Synthesis and bioactivity evaluation of novel spiromesifen derivatives.
AID1082837Insecticidal activity against Aphis fabae (black bean aphid) apterous third-instar nymphae in tender soybean shoots assessed as inhibition activity at 10 mg/L after 72 hr2012Journal of agricultural and food chemistry, May-16, Volume: 60, Issue:19
Design, synthesis, and analysis of the quantitative structure-activity relationships of 4-phenyl-acyl-substituted 3-(2,5-dimethylphenyl)-4-hydroxy-1-azaspiro[4.5]dec-3-ene-2,8-dione derivatives.
AID1112057Acaricidal activity against adult Tetranychus cinnabarinus (carmine spider mite) assessed as mortality after 72 hr by immersion method2012Pest management science, Jan, Volume: 68, Issue:1
Synthesis and bioactivity evaluation of novel spiromesifen derivatives.
AID1082701Acaricidal activity against eggs of Tetranychus cinnabarinus (carmine spider mite) in sieva bean leaves assessed as mortality at 0.25 mg/kg at 25 +/-1 degC treated for 3 secs measured after 4 days2011Journal of agricultural and food chemistry, Dec-14, Volume: 59, Issue:23
Design, synthesis, structure, and acaricidal/insecticidal activity of novel spirocyclic tetronic acid derivatives containing an oxalyl moiety.
AID1111793Insecticidal activity against Panonychus ulmi PSR-TK in plum tree leaf assessed as mortality at larvae stage compound treated by spray application measured after 7 to 8 days treatment2011Pest management science, Oct, Volume: 67, Issue:10
Monitoring of spirodiclofen susceptibility in field populations of European red mites, Panonychus ulmi (Koch) (Acari: Tetranychidae), and the cross-resistance pattern of a laboratory-selected strain.
AID1110839Insecticidal activity against spirodiclofen-resistant Tetranychus urticae SR-VP (two-spotted spider mite) larvae in kidney bean leaf disks assessed as mortality measured after 1 day2009Pest management science, Apr, Volume: 65, Issue:4
Genetic and biochemical analysis of a laboratory-selected spirodiclofen-resistant strain of Tetranychus urticae Koch (Acari: Tetranychidae).
AID1082693Acaricidal activity against larvae of Tetranychus cinnabarinus (carmine spider mite) in sieva bean leaves assessed as mortality at 1 mg/kg at 25 +/-1 degC treated for 3 secs measured after 4 days2011Journal of agricultural and food chemistry, Dec-14, Volume: 59, Issue:23
Design, synthesis, structure, and acaricidal/insecticidal activity of novel spirocyclic tetronic acid derivatives containing an oxalyl moiety.
AID1082704Acaricidal activity against eggs of Tetranychus cinnabarinus (carmine spider mite) in sieva bean leaves assessed as mortality at 2.5 mg/kg at 25 +/-1 degC treated for 3 secs measured after 4 days2011Journal of agricultural and food chemistry, Dec-14, Volume: 59, Issue:23
Design, synthesis, structure, and acaricidal/insecticidal activity of novel spirocyclic tetronic acid derivatives containing an oxalyl moiety.
AID1112055Insecticidal activity against third-instar nymph of Aphis fabae (black bean aphids) assessed as mortality after 72 hr by spray method2012Pest management science, Jan, Volume: 68, Issue:1
Synthesis and bioactivity evaluation of novel spiromesifen derivatives.
AID1082700Acaricidal activity against eggs of Tetranychus cinnabarinus (carmine spider mite) in sieva bean leaves assessed as mortality at 0.1 mg/kg at 25 +/-1 degC treated for 3 secs measured after 4 days2011Journal of agricultural and food chemistry, Dec-14, Volume: 59, Issue:23
Design, synthesis, structure, and acaricidal/insecticidal activity of novel spirocyclic tetronic acid derivatives containing an oxalyl moiety.
AID1082697Toxicity ratio of spiromesifen LC50 to compound LC50 for eggs of Tetranychus cinnabarinus (carmine spider mite) treated for 3 secs measured after 4 days2011Journal of agricultural and food chemistry, Dec-14, Volume: 59, Issue:23
Design, synthesis, structure, and acaricidal/insecticidal activity of novel spirocyclic tetronic acid derivatives containing an oxalyl moiety.
AID1082694Acaricidal activity against larvae of Tetranychus cinnabarinus (carmine spider mite) in sieva bean leaves assessed as mortality at 2.5 mg/kg at 25 +/-1 degC treated for 3 secs measured after 4 days2011Journal of agricultural and food chemistry, Dec-14, Volume: 59, Issue:23
Design, synthesis, structure, and acaricidal/insecticidal activity of novel spirocyclic tetronic acid derivatives containing an oxalyl moiety.
AID1111792Insecticidal activity against Panonychus ulmi PSR-TK in plum tree leaf assessed as mortality at egg stage compound treated by spray application measured after 7 to 8 days treatment2011Pest management science, Oct, Volume: 67, Issue:10
Monitoring of spirodiclofen susceptibility in field populations of European red mites, Panonychus ulmi (Koch) (Acari: Tetranychidae), and the cross-resistance pattern of a laboratory-selected strain.
AID1082698Acaricidal activity against eggs of Tetranychus cinnabarinus (carmine spider mite) in sieva bean leaves assessed as mortality at 25 +/-1 degC treated for 3 secs measured after 4 days2011Journal of agricultural and food chemistry, Dec-14, Volume: 59, Issue:23
Design, synthesis, structure, and acaricidal/insecticidal activity of novel spirocyclic tetronic acid derivatives containing an oxalyl moiety.
AID1082839Larvicidal activity against Tetranychus cinnabarinus ( carmine spider mite ) fifty third-instar mite larvae assessed as inhibition activity at 10 mg/L after 72 hr2012Journal of agricultural and food chemistry, May-16, Volume: 60, Issue:19
Design, synthesis, and analysis of the quantitative structure-activity relationships of 4-phenyl-acyl-substituted 3-(2,5-dimethylphenyl)-4-hydroxy-1-azaspiro[4.5]dec-3-ene-2,8-dione derivatives.
AID1111807Insecticidal activity against Panonychus ulmi HS in plum tree leaf assessed as egg mortality compound treated by spray application measured after 7 to 8 days treatment2011Pest management science, Oct, Volume: 67, Issue:10
Monitoring of spirodiclofen susceptibility in field populations of European red mites, Panonychus ulmi (Koch) (Acari: Tetranychidae), and the cross-resistance pattern of a laboratory-selected strain.
AID1082695Acaricidal activity against larvae of Tetranychus cinnabarinus (carmine spider mite) in sieva bean leaves assessed as mortality at 5 mg/kg at 25 +/-1 degC treated for 3 secs measured after 4 days2011Journal of agricultural and food chemistry, Dec-14, Volume: 59, Issue:23
Design, synthesis, structure, and acaricidal/insecticidal activity of novel spirocyclic tetronic acid derivatives containing an oxalyl moiety.
AID1104393Contact toxicity against worker Bombus terrestris (bumblebee) assessed as reduction in reproduction at 0.8 mg a.i./l applied on the dorsal thorax for 11 weeks measured once a week for 11 weeks relative to control2010Pest management science, Jul, Volume: 66, Issue:7
Compatibility of traditional and novel acaricides with bumblebees (Bombus terrestris): a first laboratory assessment of toxicity and sublethal effects.
AID1111812Insecticidal activity against Panonychus ulmi HS in plum tree leaf assessed as larvae mortality compound treated by spray application measured after 7 to 8 days treatment2011Pest management science, Oct, Volume: 67, Issue:10
Monitoring of spirodiclofen susceptibility in field populations of European red mites, Panonychus ulmi (Koch) (Acari: Tetranychidae), and the cross-resistance pattern of a laboratory-selected strain.
AID1110861Resistance ratio of LC50 for spirodiclofen-resistant Tetranychus urticae SR-VP (two-spotted spider mite) larvae to LC50 for spirodiclofen-susceptible Tetranychus urticae LS-VL (two-spotted spider mite) larvae2009Pest management science, Apr, Volume: 65, Issue:4
Genetic and biochemical analysis of a laboratory-selected spirodiclofen-resistant strain of Tetranychus urticae Koch (Acari: Tetranychidae).
AID1082686Stomach toxicity against third-instar larval stage of Plutella xylostella (diamondback moth) in cabbage leaves assessed as mortality at 200 mg/kg at 25 +/-1 degC treated for 3 secs before larval infestation after 4 days by leaf-dip method2011Journal of agricultural and food chemistry, Dec-14, Volume: 59, Issue:23
Design, synthesis, structure, and acaricidal/insecticidal activity of novel spirocyclic tetronic acid derivatives containing an oxalyl moiety.
AID1082696Acaricidal activity against larvae of Tetranychus cinnabarinus (carmine spider mite) in sieva bean leaves assessed as mortality at 10 mg/kg at 25 +/-1 degC treated for 3 secs measured after 4 days2011Journal of agricultural and food chemistry, Dec-14, Volume: 59, Issue:23
Design, synthesis, structure, and acaricidal/insecticidal activity of novel spirocyclic tetronic acid derivatives containing an oxalyl moiety.
AID1082702Acaricidal activity against eggs of Tetranychus cinnabarinus (carmine spider mite) in sieva bean leaves assessed as mortality at 0.5 mg/kg at 25 +/-1 degC treated for 3 secs measured after 4 days2011Journal of agricultural and food chemistry, Dec-14, Volume: 59, Issue:23
Design, synthesis, structure, and acaricidal/insecticidal activity of novel spirocyclic tetronic acid derivatives containing an oxalyl moiety.
AID1104456Toxicity against worker Bombus terrestris (bumblebee) assessed as mortality at 0.8 mg a.i./l, po administered through sugar water for 11 weeks measured everyday for 3 days followed by once a week for 11 weeks2010Pest management science, Jul, Volume: 66, Issue:7
Compatibility of traditional and novel acaricides with bumblebees (Bombus terrestris): a first laboratory assessment of toxicity and sublethal effects.
AID1104380Toxicity against worker Bombus terrestris (bumblebee) assessed as reduction in reproduction at 0.8 mg a.i./l, po administered through sugar water for 11 weeks measured once a week for 11 weeks relative to control2010Pest management science, Jul, Volume: 66, Issue:7
Compatibility of traditional and novel acaricides with bumblebees (Bombus terrestris): a first laboratory assessment of toxicity and sublethal effects.
AID1082699Acaricidal activity against eggs of Tetranychus cinnabarinus (carmine spider mite) in sieva bean leaves assessed as mortality at 0.05 mg/kg at 25 +/-1 degC treated for 3 secs measured after 4 days2011Journal of agricultural and food chemistry, Dec-14, Volume: 59, Issue:23
Design, synthesis, structure, and acaricidal/insecticidal activity of novel spirocyclic tetronic acid derivatives containing an oxalyl moiety.
AID1112056Insecticidal activity against third-instar larvae of Mythimna separata (Oriental armyworm) assessed as mortality after 72 hr by spray method2012Pest management science, Jan, Volume: 68, Issue:1
Synthesis and bioactivity evaluation of novel spiromesifen derivatives.
AID1111789Resistance ratio, LC50 for larvae Panonychus ulmi HS to LC50 for larvae Panonychus ulmi PSR TK2011Pest management science, Oct, Volume: 67, Issue:10
Monitoring of spirodiclofen susceptibility in field populations of European red mites, Panonychus ulmi (Koch) (Acari: Tetranychidae), and the cross-resistance pattern of a laboratory-selected strain.
AID1082705Acaricidal activity against eggs of Tetranychus cinnabarinus (carmine spider mite) in sieva bean leaves assessed as mortality at 5 mg/kg at 25 +/-1 degC treated for 3 secs measured after 4 days2011Journal of agricultural and food chemistry, Dec-14, Volume: 59, Issue:23
Design, synthesis, structure, and acaricidal/insecticidal activity of novel spirocyclic tetronic acid derivatives containing an oxalyl moiety.
AID1111790Resistance ratio, LC50 for egg Panonychus ulmi HS to LC50 for egg Panonychus ulmi PSR TK2011Pest management science, Oct, Volume: 67, Issue:10
Monitoring of spirodiclofen susceptibility in field populations of European red mites, Panonychus ulmi (Koch) (Acari: Tetranychidae), and the cross-resistance pattern of a laboratory-selected strain.
AID1082690Stomach toxicity against third-instar larval stage of Ostrinia nubilalis (European corn borer) in corn leaves assessed as mortality at 600 mg/kg at 25 +/-1 degC treated for 3-5 secs before larval infestation after 4 days by leaf-dip method2011Journal of agricultural and food chemistry, Dec-14, Volume: 59, Issue:23
Design, synthesis, structure, and acaricidal/insecticidal activity of novel spirocyclic tetronic acid derivatives containing an oxalyl moiety.
AID1110870Insecticidal activity against spirodiclofen-susceptible Tetranychus urticae LS-VL (two-spotted spider mite) larvae in kidney bean leaf disks assessed as mortality after 1 day2009Pest management science, Apr, Volume: 65, Issue:4
Genetic and biochemical analysis of a laboratory-selected spirodiclofen-resistant strain of Tetranychus urticae Koch (Acari: Tetranychidae).
AID1104416Toxicity against worker Bombus terrestris (bumblebee) assessed as mortality at 0.8 mg a.i./l, po administered through pollen for 11 weeks measured everyday for 3 days followed by once a week for 11 weeks2010Pest management science, Jul, Volume: 66, Issue:7
Compatibility of traditional and novel acaricides with bumblebees (Bombus terrestris): a first laboratory assessment of toxicity and sublethal effects.
AID1082692Acaricidal activity against larvae of Tetranychus cinnabarinus (carmine spider mite) in sieva bean leaves assessed as mortality at 0.5 mg/kg at 25 +/-1 degC treated for 3 secs measured after 4 days2011Journal of agricultural and food chemistry, Dec-14, Volume: 59, Issue:23
Design, synthesis, structure, and acaricidal/insecticidal activity of novel spirocyclic tetronic acid derivatives containing an oxalyl moiety.
AID1082687Stomach toxicity against fourth-instar larval stage of Mythimna separata (Oriental armyworm) in compound-pretreated corn leaves assessed as mortality at 50 mg/kg at 25 +/-1 degC after 4 days2011Journal of agricultural and food chemistry, Dec-14, Volume: 59, Issue:23
Design, synthesis, structure, and acaricidal/insecticidal activity of novel spirocyclic tetronic acid derivatives containing an oxalyl moiety.
AID1104464Contact toxicity against worker Bombus terrestris (bumblebee) assessed as mortality at 0.8 mg a.i./l applied on the dorsal thorax for 11 weeks measured everyday for 3 days followed by once a week for 11 weeks2010Pest management science, Jul, Volume: 66, Issue:7
Compatibility of traditional and novel acaricides with bumblebees (Bombus terrestris): a first laboratory assessment of toxicity and sublethal effects.
AID1082688Stomach toxicity against fourth-instar larval stage of Mythimna separata (Oriental armyworm) in compound-pretreated corn leaves assessed as mortality at 100 mg/kg at 25 +/-1 degC after 4 days2011Journal of agricultural and food chemistry, Dec-14, Volume: 59, Issue:23
Design, synthesis, structure, and acaricidal/insecticidal activity of novel spirocyclic tetronic acid derivatives containing an oxalyl moiety.
AID1082838Larvicidal activity against Tetranychus cinnabarinus (carmine spider mite) fifty third-instar mite larvae assessed as inhibition activity at 100 mg/L after 72 hr2012Journal of agricultural and food chemistry, May-16, Volume: 60, Issue:19
Design, synthesis, and analysis of the quantitative structure-activity relationships of 4-phenyl-acyl-substituted 3-(2,5-dimethylphenyl)-4-hydroxy-1-azaspiro[4.5]dec-3-ene-2,8-dione derivatives.
AID1082703Acaricidal activity against eggs of Tetranychus cinnabarinus (carmine spider mite) in sieva bean leaves assessed as mortality at 1 mg/kg at 25 +/-1 degC treated for 3 secs measured after 4 days2011Journal of agricultural and food chemistry, Dec-14, Volume: 59, Issue:23
Design, synthesis, structure, and acaricidal/insecticidal activity of novel spirocyclic tetronic acid derivatives containing an oxalyl moiety.
AID1112048Insecticidal activity against third-instar nymph of Aphis fabae (black bean aphids) assessed as mortality at 4 mg/L after 72 hr by spray method2012Pest management science, Jan, Volume: 68, Issue:1
Synthesis and bioactivity evaluation of novel spiromesifen derivatives.
AID1082691Stomach toxicity against third-instar larval stage of Helicoverpa armigerain compound-pretreated corn leaves assessed as mortality at 600 mg/kg at 25 +/-1 degC after 4 days by leaf-dip method2011Journal of agricultural and food chemistry, Dec-14, Volume: 59, Issue:23
Design, synthesis, structure, and acaricidal/insecticidal activity of novel spirocyclic tetronic acid derivatives containing an oxalyl moiety.
AID1104362Toxicity against worker Bombus terrestris (bumblebee) assessed as reduction in reproduction at 0.8 mg a.i./l, po administered through pollen for 11 weeks measured once a week for 11 weeks2010Pest management science, Jul, Volume: 66, Issue:7
Compatibility of traditional and novel acaricides with bumblebees (Bombus terrestris): a first laboratory assessment of toxicity and sublethal effects.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (43)

TimeframeStudies, This Drug (%)All Drugs %
pre-19900 (0.00)18.7374
1990's0 (0.00)18.2507
2000's5 (11.63)29.6817
2010's23 (53.49)24.3611
2020's15 (34.88)2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Market Indicators

Research Demand Index: 39.44

According to the monthly volume, diversity, and competition of internet searches for this compound, as well the volume and growth of publications, there is estimated to be strong demand-to-supply ratio for research on this compound.

MetricThis Compound (vs All)
Research Demand Index39.44 (24.57)
Research Supply Index3.81 (2.92)
Research Growth Index4.95 (4.65)
Search Engine Demand Index109.21 (26.88)
Search Engine Supply Index3.98 (0.95)

This Compound (39.44)

All Compounds (24.57)

Study Types

Publication TypeThis drug (%)All Drugs (%)
Trials0 (0.00%)5.53%
Reviews0 (0.00%)6.00%
Case Studies0 (0.00%)4.05%
Observational0 (0.00%)0.25%
Other44 (100.00%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]