dieldrin

Identification (Source:EPA,EU)

ID 1476
Name dieldrin
CAS 60-57-1
IUPAC
Inchi InChI=1S/C12H8Cl6O/c13-8-9(14)11(16)5-3-1-2(6-7(3)19-6)4(5)10(8,15)12(11,17)18/h2-7H,1H2/t2-,3+,4+,5-,6-,7+,10+,11-
CIPAC 16
EPA Code 045001
Formula C12H8Cl6O
SMILES Cl\C1=C(/Cl)C2(Cl)C3C4CC(C3C1(Cl)C2(Cl)Cl)C5OC45
Status Not Approved

Classification

Mode of Action Central nervous system stimulant. GABA-gated chloride channel antagonist.
Pesticide Type Insecticide, Metabolite
Chemical Group Chlorinated hydrocarbon
Classification cyclodiene insecticides

Properties (Source:PubChem)

Molecular Weight 380.91
Physical State White to light brown crystals
AlogP 3.406
H-Bond Donor 0
H-Bond Acceptor 1
Surface Area 273.36
Polar Surface Area 12.53

Structure



ChemMapper Search Option (Docunmentation of ChemMapper)

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 0.1 mg l-1
Aquatic invertebrates Acute 48 hour EC50 0.25 mg l-1
Birds Acute LD50 153 mg kg-1
Fish Acute 96 hour LC50 0.0012 mg l-1
Honeybees Acute 48 hour LD50 0.32 μg bee-1
Mammals Acute oral LD50 46 mg kg-1
Mammals Short term dietary NOEL 0.5 ppm diet
Bio-concentration factor BCF 35000
Bio-concentration factor CT50 Not available days

Related targets

Target Name RScore (About this table)
caspase 3 872(6,18,19,27) Details
GABA receptor (protein family or complex) 1054(6,17,40,129) Details
chloride channel (protein family or complex) 617(5,11,12,32) Details
bcl 2 415(5,5,6,10) Details
ATPase 445(4,7,10,20) Details
CF 1 (protein family or complex) 434(4,5,18,19) Details
NMDA receptor (protein family or complex) 305(3,5,5,5) Details
cytochrome P450 (protein family or complex) 332(3,4,8,42) Details
PLA2 248(3,3,3,8) Details
protein kinase C delta 243(3,3,3,3) Details
estrogen receptors 359(2,6,8,69) Details
alpha synuclein 266(2,4,10,16) Details
Connexin 43 239(2,4,5,14) Details
heme oxygenase 1 218(2,3,7,8) Details
IL 6 195(2,3,3,5) Details
acid phosphatase 193(2,3,3,3) Details
brains 260(1,5,13,20) Details
cytochrome c 151(1,3,4,6) Details
albumin 150(1,3,3,10) Details
metabotropic glutamate receptor 5 144(1,3,3,4) Details
SRBC 131(1,2,5,6) Details
Acetylcholinesterase 125(1,2,3,10) Details
neurotrophin 115(1,2,2,5) Details
ERK1 114(1,2,2,4) Details
protein kinase C (protein family or complex) 97(1,1,2,12) Details
TGFbeta 96(1,1,2,11) Details
adenylate cyclase 96(1,1,1,16) Details
ATPases 88(1,1,1,8) Details
aryl hydrocarbon receptor 88(1,1,1,8) Details
glycine receptor (protein family or complex) 87(1,1,1,7) Details
pregnane X receptor 85(1,1,1,5) Details
jen 83(1,1,1,3) Details
complex is 82(1,1,1,2) Details
GABA at 82(1,1,1,2) Details
androgen receptor 82(1,1,1,2) Details
PARP 81(1,1,1,1) Details
beta glucosidase 81(1,1,1,1) Details
caspase 9 81(1,1,1,1) Details
AP 1 (protein family or complex) 81(1,1,1,1) Details
Jun N terminal kinase (protein family or complex) 81(1,1,1,1) Details
ribonuclease 81(1,1,1,1) Details
interleukin 8 81(1,1,1,1) Details
calmodulin 136(0,4,5,11) Details
caspase (protein family or complex) 97(0,3,3,7) Details
ubiquitin 75(0,2,4,5) Details
CYP3A 71(0,2,2,11) Details
FRAP 65(0,2,2,5) Details
succinate dehydrogenase (protein family or complex) 64(0,2,2,4) Details
CACA 63(0,2,2,3) Details
mitogen activated protein kinase (protein family or complex) 62(0,2,2,2) Details
PEPCK 57(0,1,5,7) Details
superoxide dismutase 46(0,1,2,11) Details
dopamine transporter 42(0,1,2,7) Details
SPMD 40(0,1,2,5) Details
ER beta 40(0,1,1,10) Details
vascular endothelial growth factor 39(0,1,1,9) Details
neurotrophic factors 38(0,1,2,3) Details
glutathione S transferase 38(0,1,1,8) Details
transferase 38(0,1,1,8) Details
CF1 37(0,1,1,7) Details
CYP2B 36(0,1,1,6) Details
NF kappa B 36(0,1,1,6) Details
tryptophan hydroxylase 34(0,1,1,4) Details
cis 4 33(0,1,1,3) Details
cytosolic epoxide hydrolase 33(0,1,1,3) Details
p38 32(0,1,1,2) Details
alanine aminotransferase 32(0,1,1,2) Details
rd1 31(0,1,1,1) Details
TLR3 31(0,1,1,1) Details
transcription factor AP 1 31(0,1,1,1) Details
NADH dehydrogenase 31(0,1,1,1) Details
MC7 31(0,1,1,1) Details
E12 31(0,1,1,1) Details
ET A 31(0,1,1,1) Details
Beach 31(0,1,1,1) Details
caspase 12 31(0,1,1,1) Details
U82 31(0,1,1,1) Details
phosphoglucomutase 2 31(0,1,1,1) Details
muscles 29(0,0,3,14) Details
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