fipronil

Identification (Source:EPA,EU)

ID 262
Name fipronil
CAS 120068-37-3
IUPAC
Inchi InChI=1S/C12H4Cl2F6N4OS/c13-5-1-4(11(15,16)17)2-6(14)8(5)24-10(22)9(7(3-21)23-24)26(25)12(18,19)20/h1-2H,22H2
CIPAC 581
EPA Code
Formula C12H4Cl2F6N4OS
SMILES FC(F)(F)S(=O)c2c(C#N)nn(c1c(Cl)cc(cc1Cl)C(F)(F)F)c2N
Status Approved

Classification

Mode of Action Broad-spectrum with contact and stomach action. GABA-gated chloride channel antagonist.
Pesticide Type Insecticide, Veterinary treatment
Chemical Group Phenylpyrazole
Classification phenylpyrazole acaricides
phenylpyrazole insecticides

Properties (Source:PubChem)

Molecular Weight 437.15
Physical State White powder
AlogP 5.579
H-Bond Donor 1
H-Bond Acceptor 4
Surface Area 347.58
Polar Surface Area 103.91

Structure



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3D similarity method

2D similarity method

Compound Database



Bioactivity Database

KEGG (5,928)

PDB (7,072)


Similarity Threshold

Ecotoxicology (Source:PPDB,IPM)

Species Method Study Time Dose Type Value
Algae Acute 72 hour EC50, growth 0.068 mg l-1
Aquatic crustaceans Acute 96 hour LC50 0.00014 mg l-1
Aquatic invertebrates Acute 48 hour EC50 0.19 mg l-1
Aquatic invertebrates Chronic 21 day NOEC 0.068 mg l-1
Aquatic plants Acute 7 day EC50, biomass 0.16 mg l-1
Birds Acute LD50 11.3 mg kg-1
Earthworms Chronic 14 day NOEC, reproduction 500 mg kg-1
Earthworms Acute 14 day LD50 > 500 mg kg-1
Fish Chronic 21 day NOEC 0.015 mg l-1
Fish Acute 96 hour LC50 0.248 mg l-1
Honeybees Acute 48 hour LD50 0.00417 μg bee-1
Mammals Acute oral LD50 92 mg kg-1
Mammals Short term dietary NOEL 0.35 mg kg-1
Sediment dwelling organisms Chronic 28 day NOEC, sediment 0.0001 mg kg-1
Sediment dwelling organisms Chronic 28 day NOEC, sediment 0.0002 mg kg-1
Bio-concentration factor CT50 3 days
Bio-concentration factor BCF 321

Related targets

Target Name RScore (About this table)
GABA receptor (protein family or complex) 1862(15,32,42,102) Details
chloride channel (protein family or complex) 762(8,10,13,47) Details
CYP3A4 435(4,7,9,15) Details
cytochrome P450 (protein family or complex) 208(2,3,5,8) Details
CYP2B6 169(2,2,3,4) Details
glycine receptor (protein family or complex) 83(1,1,1,3) Details
demethylase 83(1,1,1,3) Details
caspase 3 82(1,1,1,2) Details
glutamate receptor 82(1,1,1,2) Details
CYP2C19 81(1,1,1,1) Details
microsomal monooxygenases 81(1,1,1,1) Details
glutathione transferase 81(1,1,1,1) Details
GABA at 81(1,1,1,1) Details
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