CHEBI:2564 - aldrin

ChEBI IDCHEBI:2564
ChEBI Namealdrin
Stars
DefinitionAn organochlorine compound resulting from the Diels-Alder reaction of hexachlorocyclopentadiene with norbornadiene. A proinsecticide (by epoxidation of the non-chlorinated double bond to give dieldrin), it was widely used as an insecticide before being banned in the 1970s as a persistent organic pollutant.
Last Modified26 July 2018
DownloadsMolfile
FormulaC12H8Cl6
Net Charge0
Average Mass364.914
Monoisotopic Mass361.87572
SMILES[H][C@]12[C@@H]3C=C[C@@H](C3)[C@@]1([H])[C@@]1(Cl)C(Cl)=C(Cl)[C@]2(Cl)C1(Cl)Cl
InChIInChI=1S/C12H8Cl6/c13-8-9(14)11(16)7-5-2-1-4(3-5)6(7)10(8,15)12(11,17)18/h1-2,4-7H,3H2/t4-,5+,6+,7-,10+,11-
InChIKeyQBYJBZPUGVGKQQ-SJJAEHHWSA-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.
Applications:
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.
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)
aldrin (CHEBI:2564) has role persistent organic pollutant (CHEBI:77853)
aldrin (CHEBI:2564) has role proinsecticide (CHEBI:136644)
aldrin (CHEBI:2564) is a organochlorine compound (CHEBI:36683)
aldrin (CHEBI:2564) is a organochlorine insecticide (CHEBI:25705)
Incoming Relation(s)
dieldrin (CHEBI:34696) has functional parent aldrin (CHEBI:2564)
IUPAC Name 
(1R,4S,4aS,5S,8R,8aR)-1,2,3,4,10,10-hexachloro-1,4,4a,5,8,8a-hexahydro-1,4:5,8-dimethanonaphthalene
Synonyms  Source
(1α,4α,4aβ,5α,8α,8aβ)-1,2,3,4,10,10-hexachloro-1,4,4a,5,8,8a-hexahydro-1,4:5,8-dimethanonaphthaleneChemIDplus
Compound 118ChemIDplus
HHDNChemIDplus
aldrineChemIDplus
1,2,3,4,10,10-hexachloro-1,4,4a,5,8,8a-hexahydro-endo-1,4-exo-5,8-dimethanonaphthaleneNIST Chemistry WebBook
1,2,3,4,10,10-hexachloro-1,4,4a,5,8,8a-hexahydro-exo-1,4-endo-5,8-dimethanonaphthaleneNIST Chemistry WebBook
Manual XrefsDatabases
C07552KEGG COMPOUND
US2635977Patent
US2911447Patent
AldrinWikipedia
aldrinAlan Wood's Pesticides
21PPDB
Registry NumbersSources
Reaxys:2336652Reaxys
CAS:309-00-2KEGG COMPOUND
CAS:309-00-2ChemIDplus
CAS:309-00-2NIST Chemistry WebBook
CAS:309-00-2Alan Wood's Pesticides
Citations