CHEBI:2564 - aldrin

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ChEBI Name aldrin
ChEBI ID CHEBI:2564
Definition An 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.
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Formula C12H8Cl6
Net Charge 0
Average Mass 364.91000
Monoisotopic Mass 361.876
InChI InChI=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-
InChIKey QBYJBZPUGVGKQQ-SJJAEHHWSA-N
SMILES ClC1=C(Cl)[C@]2(Cl)[C@@H]3[C@@H]4C[C@@H](C=C4)[C@@H]3[C@@]1(Cl)C2(Cl)Cl
Roles Classification
Chemical Role(s): 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.
Application(s): 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.
(via organochlorine insecticide )
pesticide
Strictly, a substance intended to kill pests. In common usage, any substance used for controlling, preventing, or destroying animal, microbiological or plant pests.
(via organochlorine pesticide )
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ChEBI Ontology
Outgoing 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 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 Sources
(1α,4α,4aβ,5α,8α,8aβ)-1,2,3,4,10,10-hexachloro-1,4,4a,5,8,8a-hexahydro-1,4:5,8-dimethanonaphthalene ChemIDplus
1,2,3,4,10,10-hexachloro-1,4,4a,5,8,8a-hexahydro-endo-1,4-exo-5,8-dimethanonaphthalene NIST Chemistry WebBook
1,2,3,4,10,10-hexachloro-1,4,4a,5,8,8a-hexahydro-exo-1,4-endo-5,8-dimethanonaphthalene NIST Chemistry WebBook
aldrine ChemIDplus
Compound 118 ChemIDplus
HHDN
Note: (2013-11-18) Aldrin is the ISO common name for material containing more than 95% of the pure compound; the pure compound has the ISO common name HHDN.
ChemIDplus
Manual Xrefs Databases
21 PPDB
aldrin Alan Wood's Pesticides
Aldrin Wikipedia
C07552 KEGG COMPOUND
US2635977 Patent
US2911447 Patent
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Registry Numbers Types Sources
2336652 Reaxys Registry Number Reaxys
309-00-2 CAS Registry Number Alan Wood's Pesticides
309-00-2 CAS Registry Number NIST Chemistry WebBook
309-00-2 CAS Registry Number ChemIDplus
Citations Waiting for Citations Types Sources
18427830 PubMed citation Europe PMC
21724225 PubMed citation Europe PMC
26449612 PubMed citation Europe PMC
28101603 PubMed citation Europe PMC
28393264 PubMed citation Europe PMC
Last Modified
26 July 2018