CHEBI:81526 - endrin

ChEBI IDCHEBI:81526
ChEBI Nameendrin
Stars
DefinitionAn organochlorine compound resulting from the epoxidation of the double bond of isodrin. It is the endo, endo stereoisomer of dieldrin. It is an insecticide mainly used on field crops such as cotton and grains and has also been used as a rodenticide to control mice and voles. The product is banned in many countries since it is a persistent organic pollutant.
Last Modified14 January 2021
DownloadsMolfile
FormulaC12H8Cl6O
Net Charge0
Average Mass380.913
Monoisotopic Mass377.87063
SMILES[H][C@]12C[C@]([H])([C@]3([H])O[C@]13[H])[C@@]1([H])[C@]2([H])[C@@]2(Cl)C(Cl)=C(Cl)[C@]1(Cl)C2(Cl)Cl
InChIInChI=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+
InChIKeyDFBKLUNHFCTMDC-GKRDHZSOSA-N
Wikipedia
Roles Classification
Chemical Role:
persistent organic pollutant  Any environmental contaminant that is resistant to environmental degradation through photolytic, biological or chemical processes. Such substances can have significant impact on health and the environment, as they persist in the environment, bioaccumulate in animal tissue and so biomagnify in food chains.
Biological Roles:
neurotoxin  A poison that interferes with the functions of the nervous system.
xenobiotic  A xenobiotic (Greek, xenos "foreign"; bios "life") is a compound that is foreign to a living organism. Principal xenobiotics include: drugs, carcinogens and various compounds that have been introduced into the environment by artificial means.
Applications:
rodenticide  A substance used to destroy rodent pests.
avicide  A substance used to destroy bird pests (class Aves).
insecticide  Strictly, a substance intended to kill members of the class Insecta. In common usage, any substance used for preventing, destroying, repelling or controlling insects.
pesticide  Strictly, a substance intended to kill pests. In common usage, any substance used for controlling, preventing, or destroying animal, microbiological or plant pests.
pesticide  Strictly, a substance intended to kill pests. In common usage, any substance used for controlling, preventing, or destroying animal, microbiological or plant pests.
ChEBI Ontology
Outgoing Relation(s)
endrin (CHEBI:81526) has functional parent Isodrin (CHEBI:82100)
endrin (CHEBI:81526) has role avicide (CHEBI:33289)
endrin (CHEBI:81526) has role neurotoxin (CHEBI:50910)
endrin (CHEBI:81526) has role persistent organic pollutant (CHEBI:77853)
endrin (CHEBI:81526) has role rodenticide (CHEBI:33288)
endrin (CHEBI:81526) has role xenobiotic (CHEBI:35703)
endrin (CHEBI:81526) is a epoxide (CHEBI:32955)
endrin (CHEBI:81526) is a organochlorine insecticide (CHEBI:25705)
IUPAC Name 
rel-(1aR,2R,2aR,3R,6S,6aS,7S,7aS)-3,4,5,6,9,9-hexachloro-1a,2,2a,3,6,6a,7,7a-octahydro-2,7:3,6-dimethanonaphtho[2,3-b]oxirene
Synonyms  Source
(1R,4S,4aS,5S,6S,7R,8R,8aR)-1,2,3,4,10,10-hexachloro-1,4,4a,5,6,7,8,8a-octahydro-6,7-epoxy-1,4:5,8-dimethanonaphthaleneAlan Wood's Pesticides
1,2,3,4,10,10-hexachloro-6,7-epoxy-1,4,4a,5,6,7,8,8a-octahydro-exo-1,4-exo-5,8-dimethanonaphthaleneAlan Wood's Pesticides
(1aR,2R,2aR,3R,6S,6aS,7S,7aS)-rel-3,4,5,6,9,9-hexachloro-1a,2,2a,3,6,6a,7,7a-octahydro-2,7:3,6-dimethanonaphth[2,3-b]oxireneAlan Wood's Pesticides
OMS 197PPDB
experimental insecticide 269NIST Chemistry WebBook
(1aR,2R,2aR,3R,6S,6aS,7S,7aS)-3,4,5,6,9,9-hexachloro-1a,2,2a,3,6,6a,7,7a-octahydro-2,7:3,6-dimethanonaphtho[2,3-b]oxireneChEBI
Brand Names  Source
NendrinChemIDplus
HexacrinChEBI
EndrexChemIDplus
MendrinChemIDplus
HexadrinChemIDplus
EN 57ChemIDplus
Manual XrefsDatabases
C18124KEGG COMPOUND
FDB003234FooDB
HMDB0031211HMDB
EndrinWikipedia
266PPDB
endrinAlan Wood's Pesticides
21782117ChemSpider
Registry NumbersSources
Reaxys:91397Reaxys
CAS:72-20-8ChemIDplus
CAS:72-20-8NIST Chemistry WebBook
Citations